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Pet Friendly Holiday Rentals in Oldsmar

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    Don't let other travellers get your favourite Oldsmar area holiday rental. You're so close to securing your perfect getaway. Book today.
    118 Matching Rentals in the Oldsmar AreaView all 673 rentals
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    Oldsmar
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Oldsmar
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    The following rentals are within 15 kilometres of Oldsmar.
    404 Harborview Grande1 / 31
    (10)Very good
    Clearwater
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    404 Bay Harbor1 / 31
    (1)Excellent
    Clearwater
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Balcony
    • Terrace
    • DVD Player
    • Washer
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 September 2017
    We rented this condo while we were in Clearwater for our wedding. This condo is very beautiful, and spacious! The balcony offers amazing sunrises, and being on the bay you...
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    About this property
    We help make the most of your vacation by providing Free Admission to some of the area's top attractions each and every day! Create exciting memories, have more fun, and truly experience your destination! This contemporary 3 BR, 3BA condo overlooking the marina in Clearwater Beach features a...
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    33767, Clearwater, Florida
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Pink Gulfside Cottage, 100 steps to beach, Pet OK, Restored Beach House1 / 24
    (1)Very good
    Clearwater
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Amenities & Details
    • Balcony
    • Terrace
    • Hot Tub
    • DVD Player
    • Central Heating
    • Patio
    • Grill
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 January 2018
    Our Cottage was everything we expected. Faucet on the front porch leaked constantly causing us to track water into the house every day.
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    About this property
    Enjoy a restored real beach house just 100 steps to the beach. High end remodel of classic 1925 Duplex house. Hawaii wood floors, Designer Professional Series Stainless steel appliance. Galley kitchen with granite tops, beaded pine cabinets. Still feels like a classic beach house and just steps...
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    33767, Clearwater, Florida
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Pink Dolphin Cottage 100 Steps to the Beach Sleeps 7, Pets Okay, Value1 / 28
    (1)Average
    Clearwater
    2 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    Amenities & Details
    • Hot Tub
    • Cable/satellite TV
    • Grill
    • Wi-Fi
    • DVD Player
    • Housekeeping Included
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 November 2017
    The house was small for 4 people but the location was worth it, just a very short walk to the beach, also pets were allowed.
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    About this property
    Restored Beach Cottage, daily rentals, Private wood deck Tropical Backyard Just remodeled 1925 beach cottage 100 steps from the beach. Pink Dolphin Cottage features Samsung Smart Stainless Steel appliances, granite countertops with white beaded pine cabinets. Families have enjoyed these cute...
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    Location Information
    33767, Clearwater, Florida
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 7
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    Clearwater
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Hot Tub
    • Wi-Fi
    • Patio
    • Air Conditioning
    • Cable/satellite TV
    • Housekeeping Included
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    First Floor Beach Block Pet Friendly Beach Apartment, 5 blocks to Pier 60 This daily rental property offers , private entrance, first floor, pets and children welcome. Perfect for two couples or a family. Enjoy quality amenities like, Samsung Smart Stainless Steel appliances, tile floor, decorated...
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    33767, Clearwater, Florida
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    BEAUTIFUL CONDO CLOSE TO CLEARWATER BEACH1 / 19
    (12)Very good
    Clearwater
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • DVD Player
    • Cable/satellite TV
    • Internet Access
    • Balcony
    • Grill
    • Air Conditioning
    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    We found this location was great. The condo was very clean and just right for my husband and myself. Everything you need was provided. Across the road was a grocery store, and a...
    Reviewed 4 April 2018
    Owner jack Greeted us at the condo entrance gate. When needed He has responded to us in minutes. Owner: Friendly-Patient-SocialTakes pride in his family and his...
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    About this property
    Enjoy your vacation in our fully furnished one bedroom condo, sleeps 4 comfortably. Washer & dryer in unit. Internet & cable TV. This first floor gem is in a quiet gated well manicured community with resort style pool, gym and club house. Near Clearwater Beach, Pier 60, golf courses and lots of...
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    Location Information
    33756, Clearwater, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Coconut Beach House1 / 38
    (1)Excellent
    Clearwater
    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Patio
    • Air Conditioning
    • DVD Player
    • Washer
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 May 2017
    This house was absolutely perfect for my family and I. There were 10 of us and we all fit comfortably! Would love to visit this house again!
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    About this property
    Coconut Beach House Come and stay at what will become your 'second home' on the Island of Clearwater Beach. This beautiful rental home is one of Clearwater Beach's best escapes. A perfect rental home for you and your family with all of the amenities needed for a relaxing vacation. Upon entering...
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    Location Information
    33767, Clearwater, Florida
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
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    4-star luxury resort living for a Great price1 / 11
    (2)Excellent
    Palm Harbor
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Balcony
    • Washer
    • Internet Access
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 August 2016
    This room is a great escape. The owner's place is so quiet I slept better than I do at home. The bed is king size and soft due to a nice feathered mattress cover. The property...
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    About this property
    Innisbrook is an award winning golf, tennis and nature resort with wonderful walking trails and every amenity one would expect of a luxury 4-star resort. To learn about all the many wonderful things this 1,000 acre 4 golf course resort offers, you should visit their site. Innisbrook Resort is...
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    Location Information
    34684, Palm Harbor, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    De Luxe 3 Bed Town House with dock1 / 18
    (1)Very good
    Tarpon Springs
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Internet Access
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Callista Cay is a newly constructed condominium of de luxe 3 bed town houses in Tarpon Springs. My place has a private dock immediately behind the house where you can keep your boat with access to the Anclote river and the Gulf. We also have are two double kayaks for complimentary use. The...
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    34689, Tarpon Springs, Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Clearwater Entertainment Oasis on Private Creek: 30 Guest Max. Sleeps 12-181 / 66
    (2)Very good
    Clearwater
    5 Bedrooms, 2 Bathrooms, Sleeps 18 Quick View
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    Amenities & Details
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Ocean Views
    • Waterfront
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 March 2018
    I rent several houses a year and I can tell you, it was the first time I was so disappointed. The cleanliness left something to be desired. In addition, several things are...
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    About this property
    5 BEDROOM HOUSE: This house is perfect for small events up to 30 guest & can sleep up to 18. It features a huge pool deck area, a fully equipped kitchen, 8ft pool table, open living concept, smart tvs, & XBox 4x/games. This nature lover's dream is literally centrally located just minutes to all the...
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    Location Information
    33759, Clearwater, Florida
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 18
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    LUXURIOUS TROPICAL PENTHOUSE SUITE , WATER AND  BEACH VIEWS,POOL,3 BEDS 2 BATH.1 / 28
    (38)Excellent
    Clearwater
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Air Conditioning
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Hot Tub
    • DVD Player
    • Waterfront
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 January 2018
    This condo is perfect for a large family in a great location! Beautifully furnished and well stocked with every amenity. The owner and concierge were available on a moments...
    Reviewed 10 August 2017
    The condo was great, with lots of space, and in easy walking distance to the beach, restaurants and shops. The master suite has a queen, a walk in closet and a bath with a...
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    About this property
    . Quality /Affordability / LUXURY. * CONCIERGE AVAILABLE.* ** AUGUST AVAILABILITY 6-13 AND 18-25 ** Please note, that a Percentage of My Rental Income is Donated to Breast Cancer Research...
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    Location Information
    33767, Clearwater, Florida
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Waterfront Condo 21. Quiet Location, but walk to Live music & great restaurants!1 / 39
    (12)Excellent
    Clearwater
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • DVD Player
    • Waterfront
    • Grill
    • Wi-Fi
    • Balcony
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 March 2018
    Condo is very convenient to all amenities. Can drive to every directions within 30 minutes. The condo was very comfortable for two people and had all the amenities you would need.
    Reviewed 13 August 2017
    My two kids and I enjoyed this condo. It has everything you need to enjoy your stay in Clearwater Beach. This condo sleeps 3-4 comfortably with the queen bed and pull out couch...
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    About this property
    This Beautiful waterfront studio is set up like a 1 bedroom with a heavy privacy curtain separating the bedroom area from the living room area. The condo is located on the Bay side or intracoastal waters of Clearwater Beach. There are wonderful water views from the living-room and third floor...
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    Location Information
    33767, Clearwater, Florida
    Condo/Apartment - 1 Bathroom, Sleeps 4
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    Clearwater
    7 Bedrooms, 4 Bathrooms, Sleeps 26 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Heated)
    • Washer
    • Wi-Fi
    • Grill
    • Air Conditioning
    • Patio
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Clearwater Beach Cabana Clearwater Beach Cabana is a private estate which includes three small rental homes. Our Clearwater Beach Cabana has a lagoon style pool with a large courtyard that may serve as a gathering area. This large rental home will sleep up to 26 guests comfortably, and each home...
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    Location Information
    33767, Clearwater, Florida
    Holiday Rental House - 7 Bedrooms, 4 Bathrooms, Sleeps 26
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    Corner Cottage, 120 steps to the beach, Historic Beach House, sleeps  5, Pets ok1 / 34
    (34)Very good
    Clearwater
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Patio
    • Washer
    • DVD Player
    • Cable/satellite TV
    • Ocean Views
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 January 2018
    The picture above is indeed the cottage. Updated inside with hard surface counters, all necessary appliances and cooking needs. All tile floors. Fit our needs to the...
    Reviewed 12 June 2016
    We had so much fun at corner cottage. It was just the right size for our family, and so close to the beach. We walked to the beach each morning and evening, and let the kids nap...
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    About this property
    Beach lovers have enjoyed Clearwater Cottages since the 1920;s. The Blue Corner Cottage is 150 steps from the beach with no streets to cross. 2017remodel with granite countertops, Stainless steel appliances, cute and cozy. Feature high vaulted ceilings with hand made wood beams, and original...
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    Location Information
    33767, Clearwater, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 5
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    The Hideout:Charming Studio Apartment1 / 92
    (5)Excellent
    Clearwater
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Wi-Fi
    • Patio
    • Parking
    • Air Conditioning
    • DVD Player
    • Grill
    • Porch
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 May 2017
    Vicky's super amazing guide book was super amazing.It saved me a lot of time & was very accurate. A perfect spot for me & my small dog for a week.I highly recommend the...
    Reviewed 16 April 2017
    Loved it! It was an amazing stay! Recommend for sure! No complaints. It was like a home away from home.
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    About this property
    The Hideout is a charming studio apartment that sits towards the back of the building. It has private patio, large bathroom and separate kitchen. There is free onsite parking. Although the Hideout has a seperate sleeping area, I still consider it a studio apartment due to its size. The property...
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    Location Information
    33755 1410, Clearwater, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Honeymoon Cottage1 / 17
    (1)Excellent
    Dunedin
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Children's Pool
    • Wi-Fi
    • Parking
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 June 2017
    I came for a week and stayed three! I came to check out this RV park and others in the area, to check out RV's, Park Models, condos and houses and the local area in general to...
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    About this property
    Recently renovated and refurbished park model home with spacious sunroom in the Dunedin RV Resort, across the street from the Pinellas Trail, Honeymoon Island State Park and the ferry to Caladesi Island, two miles to downtown Dunedin, and 10 miles from Clearwater beach. We are located at the...
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    Location Information
    34698, Dunedin, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Serenity on Clearwater Beach1 / 21
    (4)Very good
    Clearwater
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Terrace
    • Grill
    • Waterfront
    • Parking
    • Balcony
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 December 2017
    Unit was clean and property manager answered all of my questions. Family of 12 stayed here, we were all very comfortable. Very close in walking distance to the beach, extremely...
    Reviewed 15 June 2017
    There were 9 girls that stayed for 3 nights. We had plenty of room and a lot of fun. Close to restaurants shopping and night life. Beach is two blocks away. Would definitely...
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    About this property
    SERENITY ON CLEARWATER BEACH Vacation Rental Enjoy this newly furnished beach rental located on the island of world renowned Clearwater Beach. Just a short walk to the sand, this 4 bedroom, 2 1/2 bath town home is beautifully decorated with large expansive and comfortable living areas. The town...
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    Location Information
    33767, Clearwater, Florida
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    506 Harborview Grande1 / 56
    (14)Very good
    Clearwater
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
    • Cable/satellite TV
    • Wi-Fi
    • Washer
    • Terrace
    • Balcony
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    This condo is very well situated about 2 blocks from the public access beach, and an easy walk down to the pier, passing many eating and shopping opportunities along the way...
    Reviewed 29 December 2015
    This condo was in a great location. Short walking distance to beach and Pier 60. It was also big enough to accommodate six people and a small dog. The balcony was large and...
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    About this property
    We help make the most of your vacation by providing Free Admission to some of the area's top attractions each and every day! Create exciting memories, have more fun, and truly experience your destination! Luxury Harborview Grande Waterfront Condo in Clearwater Beach with a Pool - 3 bedroom, 2...
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    Location Information
    33767, Clearwater, Florida
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Delightful Dunedin - Near to Clearwater Beaches1 / 17
    (1)Very good
    Dunedin
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Grill
    • Wi-Fi
    • Parking
    • DVD Player
    • Private Garden
    • Cable/satellite TV
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 December 2016
    House has casual furniture. Very relaxing decor. Nice to have large washer and dryer. The room on the other side of the kitchen bar is very comfy, especially in the morning...
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    About this property
    Wonderful getaway between two great cities: Dunedin and Clearwater. Just a few blocks from the bay, you can enjoy sunset walks or just sit on a bench and watch the boats go by. The Pinellas Trail (1 block away)can be biked south to St. Petersburg or north to Tarpon Springs. Clearwater Beach 5...
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    Location Information
    34698, Dunedin, Florida
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Clearwater Beach Hideaway Cottage, 3 bedrooms, Pets OK, Steps to the sand.1 / 35
    (7)Very good
    Clearwater
    3 Bedrooms, 1 Bathroom, Sleeps 10 Quick View
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    • Grill
    • Air Conditioning
    • Internet Access
    • Cable/satellite TV
    • Patio
    • Washer
    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 April 2015
    We had my daughter's first birthday here. We planned on being out on the deck for the party but the hideaway was the perfect size for everyone. The staff was great and it really...
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    About this property
    Hideaway Large Beach Apartment sleep up to 10 Guests (7 is standard occupancy) with Two Queen Beds,one Full Bed, children's bunk beds , and full size sleeper sofa. Great value for large family or two families with children and pet .. This is not an upscale fancy Condo, but for way less than...
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    Location Information
    33767, Clearwater, Florida
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 10
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    Sea Breeze Beach House1 / 30
    (1)Excellent
    Clearwater
    3 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Grill
    • Washer
    • Patio
    • Private Outdoor Pool (Heated)
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sea Breeze Beach House This beautiful vacation rental with a private pool has 3 bedrooms and 3 bathrooms to comfortably sleep 12 guests. The property offers a queen in the master bedroom, 2 queens in the second bedroom, two queens in the third bedroom and an additional pullout couch in the living...
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    Location Information
    33767, Clearwater, Florida
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 12
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    Clearwater
    2 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Patio
    • Air Conditioning
    • Cable/satellite TV
    • Hot Tub
    • Housekeeping Included
    • Grill
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy a large beach apartment for way less than the condos on the sand Designer decorated large spacious beach apartment. One flight up. 1:00 check in, late check when available. Not a condo but cool high end beach apartment. New remodel with granite counter tops, wood cabinets, dishwasher,...
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    Location Information
    33767, Clearwater, Florida
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 7
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    Clearwater
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Terrace
    • Wi-Fi
    • Balcony
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    THE LOFTS ON BAYMONT ST. Embrace the paradise of Clearwater Beach with refreshing breezes blowing off the waters of the Gulf of Mexico and it's quaint resort beach town flare. It is the definitely the place to be… 'The Lofts on Baymont St.' are located in the heart of the tourist district and just...
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    Location Information
    33767, Clearwater, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Clearwater
    3 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
    • Patio
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Grill
    • Secure Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Luxury Villa Mar Absolutely stunning villa! Exceptional in every way with the most comfortable furnishings throughout this lovely villa. You will feel totally at home in this gorgeous beach retreat located at the famous North Clearwater Beach. This lovely villa is only two residential blocks from...
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    Location Information
    33767, Clearwater, Florida
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 12
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    Clearwater Beach Captains House, Gulf View, Steps to Beach, Pets Ok,  Sleeps 81 / 38
    (1)Excellent
    Clearwater
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Sauna
    • Wi-Fi
    • DVD Player
    • Cable/satellite TV
    • Patio
    • Housekeeping Included
    • Air Conditioning
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 November 2017
    my friends and i stayed at the captain's house in Clearwater Beach. We had a fantastic time and the house was a 3 bedroom and was beautifully furnished with a cool kind of boat...
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    About this property
    Entire 3 bedroom house, 1225 square feet, heat and air conditioning. Restored 1925 Beach House. You can see the beach from back porch.and are just steps from the sand. Designer kitchen with 20 foot black granite slab, Bosch Dishwasher, Stainless steel full size fridge with ice maker and...
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    Location Information
    33767, Clearwater, Florida
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    Restored Beach Cottage , Beach Block, Pets Okay, Sleeps 6, Tiki Hut1 / 26
    (1)Excellent
    Clearwater
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Great Value for familiy, 2 adults , up to 4 kids and pets, Beach side , 1925 Real Beach Cottage just 200 steps to the sand, Clearwater Beach, 5 blocks walk to Pier 60, in quiet historic part of Clearwater Beach called Clearwater Cottages, where there are several beach houses. 2016 remodel White...
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    Location Information
    33767, Clearwater, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
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    Clearwater
    3 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lantana Cabana Lantana Cabana is a part of the Clearwater Beach Cabana. Stunning vacation rental located in North Clearwater Beach – the most sought area of all travelers! This is one of the 31 grandfathered rental properties that can be rented weekly! Located just two blocks from the white sand,...
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    Location Information
    33767, Clearwater, Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 12
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    Clearwater
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Clearwater Beach Splendor is just a short walk away from the white sands of Clearwater Beach and the Intercoastal! Offering a nice selection of comfortable and relaxing accommodations that will please the most discriminating vacationer. The colors that fill each room are reminiscent of the...
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    Location Information
    33767 1134, Clearwater, Florida
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    Clearwater
    4 Bedrooms, 2 Bathrooms, Sleeps 14 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bruce Beach Cabana Bruce Cabana is a part of the Clearwater Beach Cabana. Our Bruce Cabana and Guesthouse is a quaint and cozy home and bungalow that is ideal for your Clearwater Beach Island getaway filled with a shared tropical yard and a beautiful pool. The Bruce rental home is a charming 3...
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    Location Information
    33767, Clearwater, Florida
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 14
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    The 'Little House'1 / 20
    (1)Very good
    Clearwater
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 March 2018
    Overall a good stay.ProCute little house. Living room, bedroom and kitchen have been redone and are very nice. New fridge and stove, kitchen stocked with lots of pans...
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    The 'Little House' is right around the corner from many Big City amenities but tucked away to be able to relax. The Beach, hospitals, public safety, pharmacies, grocery stores, and restaurants are all minutes away. The house feels larger than its actual size due to all of the open living space....
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    Location Information
    33764, Clearwater, Florida
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Charming Cottage in Clearwater1 / 46
    (7)Very good
    Clearwater
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Wi-Fi
    • Washer
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    • Shared Garden
    • Outdoor Dining Area
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 April 2015
    The cottage was exactly as pictured and the owner was very quick to respond to all of our needs in the booking process. Check in was simple and the cottage was clean. My only...
    Reviewed 21 September 2014
    Very cute little cottage. Close to the beach.Perfect for one or couple looking to be out of typical hotel scene. Lovely garden and surroundings.Would definitely rebook.
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    About this property
    Charming cottage in a quiet neighborhood near many attractions. 5 miles from Clearwater Beach and 1 miles to delightful downtown Dunedin! Full kitchen-Stove, fridge, sink, microwave. Generously stocked with cookware and servingware. The cottage has it's own private driveway with room for...
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    Location Information
    33755, Clearwater, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Charming and Dog Friendly Turtle Cove in Dunedin1 / 8
    (6)Very good
    Dunedin
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 January 2018
    Blue Jays baseball stadium is a short walk down the street. And the town of Dunedin is a short walk after that. It is a quaint town with a lot of places to eat and shops to shop...
    Reviewed 2 February 2017
    Close to everything; clean, charming and very nice owner who was very responsive to any questions I had. Would definitely re-book.
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    About this property
    Turtle Cove is a charming and recently renovated 1 bed 1 bath (450 sq ft) property with a fenced in backyard for privacy. We are 3 blocks from the Blue Jays' stadium and less than a mile from downtown Dunedin. We are dog friendly and accept well behaved dogs though there is a pet fee. We have 2...
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    Location Information
    34698, Dunedin, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Clearwater
    3 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Patio
    • Air Conditioning
    • DVD Player
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    • Private Outdoor Pool (Heated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bahama Breezes Plan a perfect holiday in the beautiful location of North Clearwater Beach. Our Bahama Breezes vacation home rental offers you 3 bedrooms, 2 bathrooms and 1800 sq ft to comfortably accommodate 12 guests. This fabulous vacation home is well maintained, very spacious and fully...
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    Location Information
    33767, Clearwater, Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 12
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    Garden Apartment-Spacious and Inviting Studio1 / 40
    (2)Very good
    Clearwater
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Porch
    • Balcony
    • Patio
    • Cable/satellite TV
    • Washer
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    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 March 2018
    Vicki and Dave were very nice and accommodating. The garden was lovely. The Sunset Grille was a great place to eat!
    Reviewed 21 January 2017
    Spent 4 nights in this adorable cottage. Perfect oasis and totally unexpected. Close to Pinellas Trail, shopping, beaches, and downtown Dunedin. Vicki is the perfect hostess...
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    About this property
    Plenty of room to relax and enjoy your Florida vacation. Private entrance with your own patio. The kitchen comes stocked with dishes, coffee maker, utensils, pots & pans, cook top burners, toaster oven, microwave, fridge with freezer. It also comes with basic seasonings, creamer, sugar and enough...
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    Location Information
    33755, Clearwater, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Beach Paradise Beach House1 / 26
    (5)Very good
    Clearwater
    3 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Heated)
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    • Grill
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 July 2017
    This location was perfect for an extended family vacation (11 people +1 dog) to celebrate our mother's 60th birthday. The house had plenty of room for everyone inside with a...
    Reviewed 10 February 2017
    Check in went smoothly,The house was clean and well stocked ,plenty of beach towels. The staff was very helpful since this was my first time in this area. Pool was nice and...
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    About this property
    Beach Paradise This beautiful 3 bedroom villa has it's own private, screened swimming pool and is available for weekly rental. Our Beach Paradise Home is situated in a quiet neighborhood in North Clearwater Beach offering easy access to the beach. The larger than average single story vacation home...
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    Location Information
    33767, Clearwater, Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 12
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    Pelican Cottage: A Tropical Paradise1 / 21
    (4)Excellent
    Tarpon Springs
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
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    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 February 2017
    Nice and close to the sponge docks. Clean and comfortable-everything we could need. Our dog had her own private fenced yard. Would stay there again.
    Reviewed 11 June 2016
    This Cottage is exactly as represented. Clean and comfortable with everything you could need for a fun stay. Owners Kerrie & Jerry are so nice and helpful. We will definitely...
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    About this property
    Tucked neatly into the NE corner of our property, sun-drenched Pelican Cottage offers everything you'll need for a private, relaxing, quiet getaway within walking distance to the Sponge Docks, Spring Bayou, the Pinellas Trail & more in beautiful Tarpon Springs, Florida. The Space The 528 sq. ft....
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    Location Information
    34689, Tarpon Springs, Florida
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Clearwater Bay Club 2 Bedroom Villa 11 / 22
    (3)Excellent
    Clearwater
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Patio
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    • Waterfront
    • Grill
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 April 2017
    Great location! Great view of the sun rise while watching a school of dolphins right from your backyard! The owner, Toby was a great host,constantly asking if we were good and...
    Reviewed 29 August 2016
    We stayed at Toby's place for 1 week during August 2016 and we really enjoyed it ! Toby was very helpful and friendly, providing us with some fishing places and he did...
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    About this property
    Beautifully appointed 2 bedroom villas direct waterfront with full kitchens and dining rooms. Enjoy the spectacular views of sunrise from your bedroom , living room or veranda !!Direct waterfront property with docks and large deck for outside dining, fishing, paddelboarding etc.Two bedroom units...
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    Location Information
    33767, Clearwater, Florida
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Clearwater
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
    • Hot Tub
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    • Balcony
    • Housekeeping Included
    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One bedroom Renovated Beach Cottage, Beach Bungalow, Luxury Beach Cabin,B&B ( free breakfast for 2, daily one week guests ) Lemon Cottage is cute as a button. With no streets to cross you are just 300 steps to the beach, and 5 blocks walk to Famous Pier 60. Enjoy a Classic Beach Cottage with...
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    Location Information
    33767, Clearwater, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Clearwater
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Balcony
    • Wi-Fi
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    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Oceanfront Gem This property is a monthly rental This luxury beach home is just the right place to enjoy a laid-back, toes-in-the-sand vacation! This spacious beach house has 4 bedrooms and comes fully equipped with all the comforts of home. This home features an open floor plan with two levels...
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    Location Information
    33767, Clearwater, Florida
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Clearwater
    5 Bedrooms, 3 Bathrooms, Sleeps 16 Quick View
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    • Air Conditioning
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    • Private Outdoor Pool (Unheated)
    • Private Garden
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Hot Hot Hot...Super Special Red Hot Special...live like a Rockstar...$189/day special, usually $800/day. Welcome to paradise! Welcome to our humble abode. So step out into our World. The perfect location as our guest in Clearwater, Florida. We've extended the special price to November, half...
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    Location Information
    33764, Clearwater, Florida
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 16
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    403 Harborview Grande1 / 28
    (10)Very good
    Clearwater
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Terrace
    • Wi-Fi
    • Hot Tub
    • Balcony
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 November 2016
    Stayed here with my husband and children for a week in October. The condo was lovely, updated, within walking distance to restaurants, shops and beaches. on our last day we saw...
    Reviewed 14 August 2016
    We arrived mid-day Sunday and appreciated the spacious accommodations. However, Monday' mornining's shower provided NO water pressure and upon unloading the dishwasher found...
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    About this property
    We help make the most of your vacation by providing Free Admission to some of the area's top attractions each and every day! Create exciting memories, have more fun, and truly experience your destination! Luxury 403 Harborview Grande Waterfront Condo in Clearwater Beach - 3 bedroom, 2 bath...
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    Location Information
    33767, Clearwater, Florida
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    207 Harborview Grande1 / 31
    (14)Very good
    Clearwater
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    • Terrace
    • Balcony
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 May 2016
    We had a very nice stay at this condo. Plenty of room and privacy for everyone. Well stocked with towels, and misc. items. The renters were great to deal with. Close to the beach!
    Reviewed 7 July 2014
    Beautiful condo! Very spacious and private! Within walking distance to everything you need, beach, pier 60, restaurants, shops, and the marina yet it was very quite inside...
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    About this property
    We help make the most of your vacation by providing Free Admission to some of the area's top attractions each and every day! Create exciting memories, have more fun, and truly experience your destination! 3 bedroom Luxury Waterfront Vacation Home at Clearwater Beach, FL This luxury waterfront...
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    Location Information
    33767, Clearwater, Florida
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Beautiful Waterfront Pool Home.  Book now for fall specials!!1 / 12
    (12)Very good
    Tarpon Springs
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Wi-Fi
    • Sauna
    • Cable/satellite TV
    • Air Conditioning
    • Waterfront
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 March 2018
    We stayed here with our family for 10 days. We have been visiting Tampa for 3 years and this was the best vacation we have had largely due to this house. We were able to watch...
    Reviewed 14 November 2015
    I have stayed in different rental properties in Florida on 8 different occasions some homes some investment properties and believe in giving an honest review so here goes. This...
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    About this property
    This beautiful waterfront pool home in Tarpon Springs looks out on a private island and has its own sandbar at low tide! Whether you want to fish, boat, relax in the jacuzzi or private pool or just lounge on the patio, just bring your clothes and groceries. The home has a stunning water view...
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    Location Information
    34689, Tarpon Springs, Florida
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    CLEARWATER BAY CLUB VILLA 2 SPECIAL PRICING1 / 14
    (4)Excellent
    Clearwater
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Ocean Views
    • Cable/satellite TV
    • Secure Parking
    • Wi-Fi
    • Waterfront
    • Air Conditioning
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 August 2017
    Great condo, the location is phenomenal and backyard view is amazing. We saw dolphins swimming from the dock behind the condo. Toby was an amazing host and was just a call away...
    Reviewed 5 July 2017
    Family of 4 with 2 kids - we had great stay over the 4th of July. The unit with 2 bedrooms and a living room accommodated us perfectly, and the owner Toby goes above and beyond...
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    About this property
    Beautifully appointed 2 bedroom villas direct waterfront with full kitchens and dining rooms. Enjoy the spectacular views of sunrise from your bedroom , living room or veranda !!Direct waterfront property with docks and large deck for outside dining, fishing, paddelboarding etc.Two bedroom units...
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    Location Information
    33767, Clearwater, Florida
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Clearwater
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Ground Floor Fully Renovated Condo At Avalon Clearwater One bedroom/one bath renovated condo with a full kitchen, bathroom, walking closet, and living area. This gated community is located 5 minutes away from Clearwater beach. The kitchen is fully equipped. Quartz countertops. The bedroom has a...
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    Location Information
    33756, Clearwater, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Cambria Clearwater Beach Rental by beachhouseFL  Ask for last min specials1 / 27
    (4)Excellent
    Clearwater
    5 Bedrooms, 3 Bathrooms, Sleeps 15 Quick View
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    • DVD Player
    • Internet Access
    • Patio
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 June 2017
    We stayed in Clearwater Florida, at the Cambria Steet residence. At first I thought we were getting off to a rough start because there had been a fire earlier. When we pulled up...
    Reviewed 24 May 2017
    This house is near everything you want to do and see. No rental car necessary. Staff is pleasant and helpful especially when we accidently stopped up the toilets with a diaper...
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    About this property
    Please note: If you have not received a response from BeachHouseFL, please check your junk mail or contact us. Looking for perfect vacation villa? One of the best Florida beach rentals in Clearwater Fla, a wooden beach bungalow built in 1920, offers the charm of an old style raised villa beach...
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    Location Information
    33767, Clearwater, Florida
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 15
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    Palm Harbor
    2 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Hot Tub
    • Private Outdoor Pool (Heated)
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lovely pool home in Palm Harbor. Large fenced in yard, located just 6 miles from Honeymoon Island, 15 minutes from Tarpon Spings Sponge Docks and 30 minutes to Clearwater Beach. Sports Fans we are about 8 miles from the Blue Jays and 30 minutes from Bucs Stadium and Yankees Legends Field. We are...
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    Location Information
    34684, Palm Harbor, Florida
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 8
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    Clearwater
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    THE LOFTS ON BAYMONT ST. Embrace the paradise of Clearwater Beach with refreshing breezes blowing off the waters of the Gulf of Mexico and it's quaint resort beach town flare. It is the place to be… 'The Lofts on Baymont St.' are located in the heart of the tourist district and just a stroll away...
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    Location Information
    33767, Clearwater, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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