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Holiday Rentals with Pools in Holmes Beach

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    Travellers to Holmes Beach are booking February dates now. Secure your holiday rental today, and have the perfect trip.
    250 Matching Rentals in Holmes BeachView all 488 rentals
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    Happy Island Cottage with heated private Pool1 / 52
    (31)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Cozy Cabana West - Private Pool - Close to Beach1 / 22
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Absolutely Perfect - Cove at Sandy Pointe #2071 / 42
    (6)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    A Pearl of a Beach Home - with luxury private heated pool and hot tub1 / 32
    (30)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Patio
    • Wi-Fi
    • Hot Tub
    • Air Conditioning
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 October 2018
    If you are considering this home for your vacation you will not be disappointed. This beach home is as wonderful as the pictures. The “pearl” has a lagoon feel pool and hot tub...
    Reviewed 3 October 2018
    This place is magnificent. Every luxury and comfort of home and more! We even stayed during a major red tide outbreak and we still had an amazing time. The pool area at the...
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    About this property
    **DISCOUNTS FOR RENTALS OF 28 NIGHTS OR MORE ANY TIME OF YEAR** *****PLEASE ASK US ABOUT SPECIAL PRICING FOR YOUR STAY***** LARGE HEATED FREE-FORM, LUXURY POOL AND SPA WITH SPACIOUS PAVED SURROUND - ADDED AUGUST 2014 TOGETHER WITH TROPICAL LANDSCAPING, AUTOMATED GARDEN LIGHTING AND LARGE GROUND...
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    34217, Holmes Beach, Anna Maria Island
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Private Tropical Paradise in Holmes Beach!  Large home with Pool and fenced yard1 / 25
    (4)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Grill
    • Wi-Fi
    • Patio
    • Washer
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 September 2018
    Our family loves Anna Maria Island. This house is conveniently located within walking distance to beautiful beach. The house itself is fully stocked with everything we needed...
    Reviewed 20 September 2018
    Location was great, in the middle of everything the island has to offer. Beautiful private beach just a few blocks away. We enjoyed the pool and the hot tub It was nice and...
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    About this property
    Tropical Paradise on Holmes Beach and ONLY 3 blocks to the beach. Anna Maria Island, noted for its old Florida ambiance, offers this Key West styled home, where you may awaken to greet the dawn sipping coffee on the balcony or swimming in your private pool. The modern interior arrangements add to...
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    34217, Holmes Beach, Anna Maria Island
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 7
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    Coconuts Beach Front 106 Ground Floor1 / 17
    (6)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • Waterfront
    • Washer
    • DVD Player
    • Wi-Fi
    • Grill
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 June 2018
    This is a beautiful spot just steps from the beach and close to everything. Just be careful if you need full wheelchair accessibility for yourself or someone you are traveling...
    Reviewed 19 August 2015
    Right on the beach! Perfect view and immediate access to the warm Gulf water.Basic accomodation, nicely done recent upgrades to unit.Mentioned to office staff under bed dust...
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    About this property
    One bedroom one bath condo located on the beach. The Coconuts Beach Resort is a beach front property in Holmes Beach on Anna Maria Island. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are two double...
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    34217, Holmes Beach, Anna Maria Island
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Recently updated two bedroom two bath condo located at Runaway Bay. Property has the largest pool on Annamarie Island. Walking distance to excellent restaurants and beach. Offers a view of the bay. Tennis court and shuffleboard on site. It is an upstairs unit. Island shuttle is out the...
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    34217, Holmes Beach, Anna Maria Island
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Luxury 3 Bedrooms/3 Full Baths, Private Heated Pool with Waterfall, Beach1 / 34
    (36)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Air Conditioning
    • Grill
    • DVD Player
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 August 2018
    We have traveled to Anna Maria numerous times, and this is the best house by far! The pool is the best part of the house! Very private, outside T.V., game room, 3 bedrooms with...
    Reviewed 6 July 2018
    We really enjoyed our stay for the week. The owners contacted us in advance to ensure we would have everything needed. We were impressed by how clean and updated it was. The...
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    About this property
    http://www.villachezshell.com Villa Chez Shell is a newly renovated Mediterranean beach home that offers a luxurious getaway. The highlight of this newly renovated 3 bedroom and 3 bathroom property is its tropical private backyard complete with a lagoon shaped pool and a soothing stone waterfall....
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    34217, Holmes Beach, Anna Maria Island
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Anna Maria Great Townhouse, Great Value!1 / 28
    (14)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Balcony
    • Patio
    • DVD Player
    • Grill
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 February 2018
    We've stayed at a number of places on Anna Maria Isl. and this beautiful house is one the best. You can see the new heated pool from the kids bedroom. Holmes Beach is only a 5-6...
    Reviewed 7 August 2017
    Tranquil and friendly people good beaches. Very family friendly,good neighbor Doddy, Very close to markets and restaurants.
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    About this property
    Grab your flip-flops and beach chairs! This family-friendly 3-bedroom, 2 1/2 -bath townhouse is just two quick blocks to the pristine, white sandy beaches of Anna Maria's gorgeous blue waters of the Gulf Coast. And after a relaxing day of sand and sun, come back for a refreshing dip in the heated...
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    32417, Holmes Beach, Anna Maria Island
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Coconuts Two Bedroom 118 Upstairs Courtyard1 / 23
    (5)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Grill
    • Internet Access
    • Parking
    • DVD Player
    • Balcony
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 May 2018
    Could have been cleaner.Beds in guest bedroom need to be replaced.Every time you turned, sounded like bed would collapse. Mattress in both beds old. Needs updating
    Reviewed 10 November 2017
    Would highly recommend... the condo was perfect for our family. Master bath and kitchen had both been recently renovated- gorgeous! The pool was heated and was fun to swim in...
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    About this property
    Two bedroom two bath condo located upstairs in the courtyard. The Coconuts Beach Resort is directly on the Gulf Of Mexico Holmes Beach Anna Maria Island Florida.. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 6 to...
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    Location Information
    34217, Holmes Beach, Anna Maria Island
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Coconuts Beach Front 109 Upstairs1 / 20
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
    • Grill
    • Parking
    • DVD Player
    • Air Conditioning
    • Washer
    • Waterfront
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 May 2018
    Very pleased with the condo. Stayed in unit 109 on the first floor that had a fabulous outlook. New owners have gone to town and gutted the place with all modern furnishings...
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    About this property
    One bedroom one bath condo located on the poolside. The Coconuts Beach Resort is a beach front property in Holmes Beach on Anna Maria Island. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are two...
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    34217, Holmes Beach, Anna Maria Island
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Coconuts Poolside Unit 1041 / 22
    (6)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
    • Waterfront
    • Parking
    • Air Conditioning
    • Grill
    • Washer
    • Patio
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 June 2016
    Awesome, already booked this for next year! Easy to fond, easy to get to beach, great people to work with.
    Reviewed 19 January 2016
    We were there in January 2016 and we were very happy with the accommodations. The decor is a little dated but all the essentials were there. We enjoyed Holmes Beach and...
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    About this property
    One bedroom one bath condo located on the poolside. The Coconuts Beach Resort is a beach front property in Holmes Beach on Anna Maria Island. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are two...
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    Location Information
    34217, Holmes Beach, Anna Maria Island
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    90 steps to the Beach!1 / 30
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Ocean Views
    • Washer
    • Cable/satellite TV
    • Patio
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 June 2018
    The condo is truly only 90 steps to the beach and has a partial view of the water also. We weren’t expecting such a nice view. The condo is very comfortable and has lots of...
    Reviewed 6 March 2017
    We have stayed at this condo past 12 years. New owners have made many needed improvements and it is perfect! Great location steps to beach and a Publix nearby. Short walk to...
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    About this property
    Location! location! Spacious and light 1395 sq.ft, 2 bed, 2 bath condo on Anna Maria Island in Holmes Beach. Located on a quiet, less traveled fork of Gulf drive. No roads to cross, you can see the beach at sunset from your lanai or roof deck. Right out #3's door and up 12 steps to a huge deck with...
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    34217, Holmes Beach, Anna Maria Island
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Porch
    • Waterfront
    • Internet Access
    • Patio
    • DVD Player
    • Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One bedroom one bath condo located on the beach. The Coconuts Beach Resort is a beach front property in Holmes Beach on Anna Maria Island. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are two double...
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    Location Information
    34217, Holmes Beach, Anna Maria Island
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Anna Maria The Pink Flamingo1 / 22
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Air Conditioning
    • Grill
    • DVD Player
    • Balcony
    • Washer
    • Patio
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 January 2017
    The photos are accurate. But, in person the home is stunning. When my husband and I walked in, the first thing I said was "they must have did a background check on...
    Reviewed 1 December 2014
    LOVED, LOVED, LOVED this property! It's perfectly located right in the heart of Anna Marie island - easy in and out parking RIGHT in front of the villa. The villa was roomy for...
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    About this property
    ANNA MARIA ISLAND #3 TOP 10 ISLAND'S IN U.S.A. Palm Isle 3203,our 2 bedroom island decorated condo is across the street from the beaches of Anna Maria Island. Steps from the heated pool and fully landscaped setting, along with all the amenities of home, your family will enjoy our beach get...
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    Location Information
    34217, Holmes Beach, Anna Maria Island
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • DVD Player
    • Grill
    • Parking
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    FAMILY/CHILD FRIENDLY CONDOMINIUM - ALL BABIES AND CHILDREN ARE WELCOME!!!! Anna Maria Island is not a place where you go to the beach. When you are on Anna Maria Island you are at the beach. The Anna Maria Island 'Beach Paradise 6 is located on Holmes Beach directly in the middle of Anna Maria...
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    Location Information
    34217, Holmes Beach, Anna Maria Island
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    • Washer
    • Waterfront
    • DVD Player
    • Internet Access
    • Grill
    • Air Conditioning
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One bedroom one bath condo located on the beach. The Coconuts Beach Resort is a beach front property in Holmes Beach on Anna Maria Island. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are two double...
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    Location Information
    34217, Holmes Beach, Anna Maria Island
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Coconuts Beach Front 108 Ground floor1 / 19
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
    • Internet Access
    • Washer
    • Air Conditioning
    • DVD Player
    • Porch
    • Waterfront
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One bedroom one bath condo located on the beach. The Coconuts Beach Resort is a beach front property in Holmes Beach on Anna Maria Island. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are two double...
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    Location Information
    34217, Holmes Beach, Anna Maria Island
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Balcony
    • Terrace
    • Air Conditioning
    • DVD Player
    • Secure Parking
    • Cable/satellite TV
    • Wi-Fi
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bright and light condo on the second floor with view to the Palma Sola Bay (left side) and a peek-a-boo-view to the beach (right side) but only some steps away from the blue green water of the Gulf. 7 miles of white sandy beaches invite you for walking, swimming or only relaxing and enjoying the...
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    34217, Holmes Beach, Anna Maria Island
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    510 Bayview1 / 20
    (3)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Terrace
    • Balcony
    • Grill
    • DVD Player
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 April 2016
    Had a fantastic week here nine adults and we did not bump into one another once 4double rooms and 1 twin all with their own bathrooms pool area great pity that the water...
    Reviewed 29 December 2015
    I recently stayed at this beautiful house and it was the best decision I made for the holiday. First, the rental company was so easy to work with. There was no stress at all...
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    About this property
    510 Bayview - Private canal home 5 Bedroom / 5 Bath with private pool , maximum occupancy of 10 people. Island Elegance for the whole family!~ Distance to the Beach: 2 blocks Come to Anna Maria Island, bring family, friends and your boat to enjoy the simple pleasures of life: sun, sand, and...
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    34217, Holmes Beach, Anna Maria Island
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Coconuts Beach Front 112  Upstairs1 / 14
    (2)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Waterfront
    • DVD Player
    • Air Conditioning
    • Washer
    • Parking
    • Grill
    • Balcony
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 October 2018
    This unit is a little hidden gem along Holmes Beach. You are so close to the beach and see it from the balcony, living area and kitchen. The sunsets from the deck are...
    Reviewed 13 November 2017
    What a perfect week away for 10 long time friends. Did not realize, but all the units are own by separate people and The Coconuts, basically manages the cleaning, the property...
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    About this property
    One bedroom one bath condo located on the beach. The Coconuts Beach Resort is a beach front property in Holmes Beach on Anna Maria Island. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are two double...
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    Location Information
    34217, Holmes Beach, Anna Maria Island
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Blue Bayou1 / 52
    (9)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Cable/satellite TV
    • Terrace
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    • Washer
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 July 2018
    We rented the condo for a week for our family vacation!! This place was super clean and well maintained! The condo is stocked with everything you need like beach towels, beach...
    Reviewed 13 May 2017
    Really cute, clean condo in a great location. It was really well stocked with everything you could need, lots of dishes and kitchen things as well as tons of beach gear. It was...
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    About this property
    This well-furnished two bedroom condo is next to a quiet nature preserve and has a fine view of the bay separating Anna Maria Island from Florida's mainland as well as the Sandy Pointe heated swimming pool. The beach is just 3 small blocks away with its bright white sand and aquamarine waters. For...
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    Location Information
    34217, Holmes Beach, Anna Maria Island
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 2 Bathrooms, Sleeps 8 Quick View
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    • Parking
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    • Cable/satellite TV
    • DVD Player
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Two bedroom two bath condo located upstairs in the courtyard. The Coconuts Beach Resort is directly on the Gulf Of Mexico Holmes Beach Anna Maria Island Florida.. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 6 to...
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    Location Information
    34217, Holmes Beach, Anna Maria Island
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 8
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    The Anna Maria Island Beach Paradise 51 / 124
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Parking
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 August 2015
    we loved Anna Maria Island, a great place to unwind after a week in Orlando. Beach Paradise was very centrally located, just across the road from the public beach and the free...
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    About this property
    FAMILY/CHILD FRIENDLY CONDOMINIUM - ALL BABIES AND CHILDREN ARE WELCOME!!!! The Anna Maria Island Beach Paradise 5 condo is located directly in the middle of beautiful Anna Maria Island on Holmes Beach. This is a delightful location conveniently located across from the seven acre Manatee Public...
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    Location Information
    34217, Holmes Beach, Anna Maria Island
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Anthony Beach Cottages Island Retreat1 / 26
    (5)Average
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Grill
    • Washer
    • Balcony
    • DVD Player
    • Air Conditioning
    • Patio
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 August 2015
    The house is spacious, close to the beach, convenient to numerous stores and the main road of Anna Marie Island. The Anthony beach cottage also has plenty of parking space and...
    Reviewed 9 February 2015
    First I want to thank the manager, April, for being helpful in arranging for my family and I to stay at this property at the last minute. She was really amazing to work with...
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    About this property
    Situated 3 blocks from the beach and 2 blocks from the bay with a secluded yard surrounded by mangroves, this two-story pool home includes 3 bedrooms on the first floor and a regal master suite on the second floor. Comes equipped with Wifi, cable TV in all 4 bedrooms, washer/dryer, dishwasher,...
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    Location Information
    34217, Holmes Beach, Anna Maria Island
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Coquina Sands, view beach from balcony, priv pool1 / 12
    (8)Very good
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    • Cable/satellite TV
    • Internet Access
    • Hot Tub
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 April 2018
    We rented this house for spring break and it couldn’t have been better! Great location- walking to restaurants and bars; 1/2 block to the beach with a nice view; and perfect...
    Reviewed 10 July 2017
    We were a family of 6 and stayed for a week. With the pull out bed in the living room we had space for everyone to sleep. The place was very clean and tidy, well stocked with...
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    About this property
    This is a gorgeous home, just 1/4 block from the beach which you can see from the balcony. Private elevator to all floors, relaxing living room with flat screen TV. Impressive Kitchen with granite counter tops, Stainless steel appliances, wood floors, bar sitting area, large dining room....
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    Location Information
    34217, Holmes Beach, Anna Maria Island
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    Harbor Lane 4 Harmony1 / 34
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Grill
    • Shared Outdoor Pool (Unheated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    So glad we discovered this adorable gem! We visited AMI during the midst of Red Tide and had considered cancelling our trip, but from the moment we pulled in, I knew we had made...
    Reviewed 1 December 2018
    I would highly recommend this property if you are looking for a charming, family friendly place to stay. Property was recently renovated and was very well done. Joan, the...
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    About this property
    Harbor Lane Court Harmony - Condo 2 Bedroom / 2 Bath 2 blocks from the beach, maximum occupancy of 6 people. VRC16-000031 A PARADISE 10% SPECIAL NOVEMBER 2018 - December 2018 (mention the special with your reservation)...
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    Location Information
    34217, Holmes Beach, Anna Maria Island
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Gulf Beach Place, miles of whites sandy beach1 / 8
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 February 2017
    Wonderful Place! Clean and spacious condo. Great location and easy walk/access to beach. Convenient location to publix and great restaurants!
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    About this property
    This gorgeouse condo, has balcony view of the beach. Your on the Beach side so you do not have to cross the street. From the roof balcony you can see miles of beach and beautiful gulf waters. This spacious condo, has two nice size bedrooms, with two balconies, fully equiped kitchen, flat screen TV...
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    Location Information
    34217, Holmes Beach, Anna Maria Island
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Coconuts Courtyard 119 Upstairs1 / 23
    (6)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
    • Air Conditioning
    • Terrace
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    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 April 2018
    This unit is not on the beach but you can see a bit of the ocean from the balcony. Can hear it at night which is great. JOYCE was great and helpful. They provide paper goods...
    Reviewed 12 June 2017
    The condo had moldy shower curtain. The view is deceiving , you think your getting one of the six condos in the picture, but actually it sits behind those 6. I had already...
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    About this property
    One bedroom one bath condo located in the courtyard. The Coconuts Beach Resort is directly on the Gulf Of Mexico Holmes Beach Anna Maria Island Florida.. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are...
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    Location Information
    34217, Holmes Beach, Anna Maria Island
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
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    • Private Outdoor Pool (Unheated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Anna Maria Island is not a place where you go to the beach. When you are on Anna Maria Island you are at the beach. The Anna Maria Island Beach Paradise 10 is located directly in the middle of beautiful Anna Maria Island on Holmes Beach. This is a delightful location conveniently located across...
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    Location Information
    34217, Holmes Beach, Anna Maria Island
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This lovely property features a tropical setting surrounding a heated swimming pool. The six unit complex is located one block from the beach. Great for family reunions or wedding parties. This unit is a one bedroom one bath full size apartment. King bed in bedroom and a sofa sleeper in the living...
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    Location Information
    34217, Holmes Beach, Anna Maria Island
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Washer
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    • Patio
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Looking for an island getaway without all the hassle? We’ve pretty much thought of everything, so you don’t have to. Whether you’re looking to relax or party it up — you found the right place. Located on Anna Maria island, best known for it’s pristine, wide stretching white beaches and relaxed...
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    Location Information
    34217, Holmes Beach, Anna Maria Island
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Patio
    • Washer
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come stay this beautiful 2 bed/2 bath condo at Water's Edge on Anna Maria Island. From the balcony you can see the Gulf of Mexico and beach. It is very nicely located as well of Gulf Dr in Holmes Beach not far from places to eat, activities and shops. The building is well maintained and you have...
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    Location Information
    34217, Holmes Beach, Anna Maria Island
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Shared Outdoor Pool (Unheated)
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    • Cable/satellite TV
    • Wi-Fi
    • Patio
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Looking for a fantastic location? It doesn't get better than this ! Feel the stress slip away as you enter this island oasis. Centrally located on the island, this 2 bedroom, 2 bath condo sits right across from the sparkling gulf waters of Holmes Beach . Uniquely situated just south of Anna Maria...
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    Location Information
    34217, Holmes Beach, Anna Maria Island
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3B Villas on Anna Maria Island Two Bedroom1 / 36
    (4)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • Internet Access
    • Parking
    • DVD Player
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 August 2017
    Had a wonderful time and accommodations were great! Pool was warm and beach was awesome. My family enjoyed our stay and will definitely visit again!
    Reviewed 3 August 2017
    You know how some places look nice in the online photos, and then when you see it in person you wonder??? That is not the case here. This place was perfect for our family stay...
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    About this property
    This lovely property features a tropical setting surrounding a heated swimming pool. The six unit complex is located one block from the beach. Great for family reunions or wedding parties. This unit is a two bedroom one bath full size apartment. King bed in bedroom and 2 full size beds in second...
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    Location Information
    34217, Holmes Beach, Anna Maria Island
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    PARADISAICAL ENCLAVE 5*Waterfront Canal Pool Home-Dock/Kayak/Bikes/FamilyFun/Pet1 / 45
    (3)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Air Conditioning
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Waterfront
    • Wi-Fi
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 May 2017
    My sisters and I had the best time. House in perfect area, great view. Very nice pool. Everything you need. We rented Golf Cart [AMI Golf Cart], and drove the Golf Cart...
    Reviewed 16 August 2016
    Beautiful location. Accurate description. Loved firm bedding in master bedroom. Kids complemented theirs. Nice entertainment ambiance. Confortable all around. Easy dealings with...
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    About this property
    Adriel's Place in Anna Maria... A two bedroom located in upscale private golf club neighborhood, a stone throw from pristine beaches, restaurants and island entertainment ( less than 1 mile ). An expansive backyard dotted with majestic palms, pavered terrace and pool overlooking sailboat water....
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    Location Information
    34217, Holmes Beach, Anna Maria Island
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Coconuts Beach Front 110 Upstairs1 / 20
    (5)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
    • Waterfront
    • Air Conditioning
    • Washer
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    • Grill
    • DVD Player
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 September 2017
    This condo was all about the location, beachfront & excellent views. The interior showed age & use, screen slider didn't work & kitchen cabinet handles missing.
    Reviewed 22 January 2017
    We just returned from this condo at the Coconuts Beach Resort and can only say that we wish we could have been there longer ! It is a beachfront unit and we absolutely loved it...
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    About this property
    One bedroom one bath condo located on the beach. The Coconuts Beach Resort is a beach front property in Holmes Beach on Anna Maria Island. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are two queen...
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    Location Information
    34217, Holmes Beach, Anna Maria Island
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    LaPlayita Condo1 / 29
    (5)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 July 2017
    Excellent! Loved the condo! Very clean and inviting! Accessible to the beach (a block away) and trolley bus. This is the way to lodge on a vacation!
    Reviewed 25 November 2014
    We had a good time at la Playita. The main things worked well at La Playita, like the AC, the stove, and the kitchen is well stocked and there were enough towels. It would have...
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    About this property
    LaPlayita 5 - Condo 2 Bedroom / 2 Bath , maximum occupancy of 6 people. Unforgetable Vacations Created Here!~ 150 Yards to beach Vaulted Ceiling in Living Room. Upper Level Master Bedroom/Bath. Lower Level Bedroom/Bath. Telephone, Cable TV, wi-fi internet service available. Fully...
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    Location Information
    34217, Holmes Beach, Anna Maria Island
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    The beautiful Cove on Anna Maria Island1 / 29
    (9)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • Parking
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    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 July 2018
    The condo is privately nice located and parking under the building, near to publix grocery store and other stores, the beach is very nice, water is very warm, we enjoyed the stay!
    Reviewed 12 April 2018
    Spacious, lovely condo located across the street from groceries and pharmacy. We were somewhat disappointed in the pool. It didn't seem to be heated, and after inquiring were...
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    About this property
    This beautifully 2018 decorated first floor 2 bed condo is set in an idyllic, peaceful setting amongst the natural beauty of Anna Maria Island and only a short walk from the stunning white sandy beaches. This fully air conditioned condo comprises of a large lounge with a tiled floor, leather 2...
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    Location Information
    34217, Holmes Beach, Anna Maria Island
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Beach House on Anna Maria Island-Rental Openings1 / 16
    (6)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Waterfront
    • Ocean Views
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 July 2017
    Had another great stay close to the beach and all the extras. Great weather over the July 4th. Very pet friendly.
    Reviewed 22 December 2016
    We spent only a family wedding weekend at this rental, but it was wonderful and we hated to leave. We couldn't possibly take full advantage of the Island shuttle, the beach, the...
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    About this property
    This 3 bedroom 2.5 bath villa with 2 car garage accommodates 6 guests and is 150 feet from the pristine white sandy beaches with easy access. It has a heated 16 by 34 foot pool shared with the identical rental house next door. This unit is fully furnished in tropical decor and has all the luxuries...
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    Location Information
    34217, Holmes Beach, Anna Maria Island
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
    • Grill
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    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One bedroom one bath condo located on the poolside. The Coconuts Beach Resort is a beach front property in Holmes Beach on Anna Maria Island. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are two...
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    Location Information
    34217, Holmes Beach, Anna Maria Island
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    • Private Outdoor Pool (Heated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Overview If you are ready to put your 'heels in the sand', look no further. Manna-Tee Beach House is the perfect vacation spot for relaxation on Anna Maria Island. This beautiful 3 bedroom, 2.5 bath home located on Holmes Beach on Anna Maria Island has all the amenities for you. Top-of-the-line...
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    Location Information
    34217, Holmes Beach, Anna Maria Island
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Anna Maria Island Private Tropical Garden Home1 / 20
    (101)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • Patio
    • Cable/satellite TV
    • DVD Player
    • Internet Access
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 November 2018
    We were so happy to arrive to the island again and this time almost perfected the art of doing NOTHING for a week. This home is super spacious, clean and its location is ideal...
    Reviewed 20 May 2018
    My family was celebrating Mom and Dad's 60th Anniversary and we wanted to do it up big. How lucky we were to discover this wonderful vacation home. The layout of the home was...
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    About this property
    PRIVATE ISLAND PARADISE - This unique custom home is hidden on a huge garden lot surrounded by palms, birds of paradise, tropical plants and a 6 ft fence. Few island homes offer this degree of privacy. SPACIOUS ELEGANCE - The home has 2,600 sq ft (240 sq m.) of ground level indoor living space with...
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    Location Information
    34217, Holmes Beach, Anna Maria Island
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Anthony Beach Cottages Bare Feet Retreat1 / 31
    (2)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Washer
    • Grill
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Outdoor Dining Area
    • Patio
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 August 2016
    April was helpful and prompt. She made the whole process from booking to check out easy! The house was cozy and just what we were looking for. I would definitely book again
    Reviewed 27 July 2015
    I will be going back! From reservations to communication, from check in to location and the property itself, this place is magnificent!
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    About this property
    This newly remodeled Florida gem backs onto 17 acres of mangrove forest and is ideally located only 3 blocks from the beach. Reasonably priced, this quaint 3 bedroom, 1 bath cottage has a spacious backyard equipped with a pool, hammock, patio furniture, grill, brick fireplace, and picket fencing,...
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    Location Information
    34217, Holmes Beach, Anna Maria Island
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
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    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Overview Summer Breeze is a custom home nestled in the quiet residential area in the heart of Holmes Beach. Offering 4 bedrooms/3.5 bathrooms. There is also a Den where the kids can hang out with a TV and Queen Sleeper sofa. You will find that this home has everything you need for your perfect Anna...
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    Location Information
    34217, Holmes Beach, Anna Maria Island
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    coconuts Courtyard 114 Ground Floor1 / 14
    (2)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Cable/satellite TV
    • Waterfront
    • Air Conditioning
    • Porch
    • DVD Player
    • Internet Access
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 July 2017
    We enjoyed the wonderful place. Very relaxing and peaceful. Will definitely be back. Conveniently located. Our room didn't face the beach which was the only disappointment...
    Reviewed 5 August 2015
    we've stayed at coconuts before and just love it there. Everything is included in the condo, the location is great to the beach and local shops/food, the pool is great. This...
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    About this property
    One bedroom one bath condo located in the courtyard. The Coconuts Beach Resort is directly on the Gulf Of Mexico Holmes Beach Anna Maria Island Florida.. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are...
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    Location Information
    34217, Holmes Beach, Anna Maria Island
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Internet Access
    • Terrace
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sandy Point 114 - Townhouse 3 Bedroom/ 3 Bath, maximum occupancy of 6 people. Distance to the Beach: 4 blocks. VRC16-000070 This 2 bedroom , 3 bath townhouse condo features 2 living floors and 3 verandas above an enclosed over-sized garage and located in the Cove at Sandy Pointe on beautiful Anna...
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    Location Information
    34217, Holmes Beach, Anna Maria Island
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    Condo in quiet complex1 / 18
    (2)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 August 2017
    The location was perfect. The beach is two blocks away, grocery store across the street, trolley just steps away. We walked to just about everywhere we needed to go. The condo...
    Reviewed 1 July 2016
    Agnes and her husband were extremely accommodating and helpful when my wife and I arrived for our first trip to Anna Maria. Their condo was beautiful and very close to...
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    About this property
    This two bedroom, two-bath condo has been tastefully renovated and refurbished. The kitchen has new appliances and granite countertops. All the new furnishings make this a very comfortable home away from home. It has a private screened balcony off the living room and bedroom that overlooks the...
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    Location Information
    34217, Holmes Beach, Anna Maria Island
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Gulf View Townhouse (Unit 2) remodeled, granite counters, new tile and carpet1 / 11
    (21)Very good
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Porch
    • Air Conditioning
    • DVD Player
    • Balcony
    • Washer
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 June 2017
    This was very nice! I loved all the space and very clean !!I would recommend it is everything people say it is. It's very close to beach, pool, etc. I would go back.
    Reviewed 9 July 2015
    We had a great time there. Wonderful place to stay, nice,cozy and the balcony. I definitely recommend this place to anyone. Thank you Richard.
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    About this property
    Gulf View Townhouse, Unit 2, has a heated swimming pool, covered parking for two cars. Nestled on a short dead end street adjacent to a lineal park, walking distance to the beach, shopping and restaurants for breakfast, lunch or dinner. This residence is completely furnished with a washer and...
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    Location Information
    34217, Holmes Beach, Anna Maria Island
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    405 Bay Palms1 / 31
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Grill
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 June 2018
    We love this rental! The house is beautiful, especially with the recent updates. It had everything we needed for cooking, pool and beach time, which frees up room in our trunk...
    Reviewed 17 April 2014
    This is the second time we stayed at the home. The home is located about a 5 min walk to the beach. The home is in a residential area so it is very quiet. The pool in the...
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    About this property
    405 Bay Palms - Private home 2 Bedroom/ 2 Bath with private pool , maximum occupancy of 4 people. VRC16-000053 If privacy is calling, quit stalling and come and play at 405 bay!~Distance to the Beach: 2 blocks Home in a very private tropical setting with lush landscaping. Large, open and airy...
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    Location Information
    34217, Holmes Beach, Anna Maria Island
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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