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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.
    117 Matching Rentals in the Oldsmar AreaView all 658 rentals
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    Oldsmar
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    The following rentals are within 15 kilometres of Oldsmar.
    Honeymoon Cottage1 / 17
    (1)Excellent
    Dunedin
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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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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    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
    • Cable/satellite TV
    • Washer
    • 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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    33767, Clearwater, Florida
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    404 Bay Harbor1 / 31
    (1)Excellent
    Clearwater
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • 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 king...
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    33767, Clearwater, Florida
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Clearwater
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Internet Access
    • Parking
    • DVD Player
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A perfect compliment to the Beach Retreat and just as beautifully decorated. Enjoy the charm of this tropical beach apartment! Nestled in the quiet residential neighborhood of North Clearwater Beach you are only 1 block over to the white sands and blue waters of Clearwater Beach. Get ready to...
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    33767 1037, Clearwater, Florida
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    LUXURIOUS TROPICAL PENTHOUSE SUITE , WATER / BEACH VIEWS,POOL,3 BEDS 2 BATH.1 / 72
    (38)Excellent
    Clearwater
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • 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. Please note, that a Percentage of My Rental Income is Donated to Breast Cancer Research and Make A Wish Foundation . TripAdvisor is delighted to award Harbor View Grande Suite with a 2017 Certificate of...
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    33767, Clearwater, Florida
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Clearwater
    5 Bedrooms, 2 Bathrooms, Sleeps 18 Quick View
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    • Wi-Fi
    • Washer
    • Air Conditioning
    • Ocean Views
    • Waterfront
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    33759, Clearwater, Florida
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 18
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    Clearwater Beach Waterfront Condo 21 Avail Match 4 to 7th!1 / 39
    (11)Very good
    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 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...
    Reviewed 24 August 2016
    Fantastic place to stay, slightly of main street. Quiet, comfortable,clean. within walking distance to beach, great restaurants ,shopping. beautiful views from balcony. I will...
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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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    33767, Clearwater, Florida
    Condo/Apartment - 1 Bathroom, Sleeps 4
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    904 Papaya,   Mandalay Beach Club1 / 31
    (1)Excellent
    Clearwater
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Washer
    • Hot Tub
    • Balcony
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Luxury Beachfront Vacation Condo on Clearwater Beach, FL - 2 bedroom/2 bath / Monthly Minimum Rentals Only / Background and Credit Checks Required. This Luxury Mandalay Beach Club Vacation Home is located directly on Clearwater Beach. A true rare find! Enjoy breathtaking sunsets of the Gulf of...
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    Location Information
    33767, Clearwater, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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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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    • 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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    34684, Palm Harbor, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    De Luxe 3 Bed Town House with dock1 / 17
    (1)Very good
    Tarpon Springs
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Internet Access
    • Air Conditioning
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    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, each with private dock and water access to Whitcombe Bayou and Gulf of Mexico. The condominium is a gated community with pool and social area and is located within easy walking distance to the historic...
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    34689, Tarpon Springs, Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Clearwater
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
    • Balcony
    • Cable/satellite TV
    • Air Conditioning
    • Parking
    • Terrace
    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 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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    403 Papaya,   Mandalay Beach Club1 / 31
    (2)Excellent
    Clearwater
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Hot Tub
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Balcony
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 September 2016
    5 stars (and more) for the unit, 0 star (and less) for the rental agencyWe stayed from July 25 to Aug. 25 in this condo. It's hard to describe how everything was great: the...
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    About this property
    2 bedroom, 2 bath Luxury Beachfront Condo on Clearwater Beach, FL / Monthly Rentals Only / Background and Credit Check Required. This luxury Mandalay Beach Club condo is located directly on Clearwater Beach. Enjoy breathtaking sunset views of Pier 60 from your private balcony. Sit poolside or relax...
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    33767, Clearwater, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    The Hideout:Charming Studio Apartment1 / 46
    (5)Excellent
    Clearwater
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • 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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    Palm Harbor
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Wi-Fi
    • Patio
    • Waterfront
    • Air Conditioning
    • Washer
    • Grill
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Renovated 1000 sq ft cottage retreat on small peaceful lake, yet super close to everything. Sought-after residential neighborhood 1 mile from Gulf of Mexico. Just 2 blks from the Pinellas Trail - a 35 mi+ walking, jogging, bike trail. Minutes away from the famous Tarpon Springs Sponge Docks, and...
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    Location Information
    34683, Palm Harbor, Florida
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Palm Harbor
    2 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Patio
    • Hot Tub
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • DVD Player
    • Washer
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    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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    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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    506 Harborview Grande1 / 28
    (13)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 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...
    Reviewed 29 July 2015
    Big balcony overlooking breathtaking harbor views. Huge master suite with bathroom. Comfortable beds. Roomy living room and kitchen.Cabana at pool well stocked with beach...
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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 bath...
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    Location Information
    33767, Clearwater, Florida
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Clearwater
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    • Air Conditioning
    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    What a stunning view, from literally every area of this luxury beach front condo! Set between the Gulf of Mexico and Clearwater Bay, this grand resort overlooking Clearwater Beach should be your next vacation destination. This 2 “Master Suite” bedroom, 2.5 bath luxury condo sits on the front of the...
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    Location Information
    33767, Clearwater, Florida
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    Sandy Shores - Weekly Rental1 / 18
    (1)Very good
    Clearwater
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
    • Internet Access
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    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    We enjoyed 32 days during January (Dec. 31 to Feb 1st). Amazing location. Mere steps to the sand. Can see and hear the ocean from top porch step. Famous Rt 60 pier, shoppes...
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    About this property
    SANDY SHORES Beach Rental A perfect beach get-a-way! This quaint 1 bedroom has 1 bathroom, offers privacy and is only steps away to the bay areas famous beach - CLEARWATER! This beach getaway will comfortably sleep 2 people! Features Sleeps 2 1 - Bedrooms 1 - Bathroom 1 - Queen size Bed Dining Area...
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    Location Information
    33767, Clearwater, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    207 Harborview Grande1 / 28
    (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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    Clearwater
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Parking
    • Air Conditioning
    • Private Garden
    • Grill
    • DVD Player
    • Patio
    • Wi-Fi
    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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    Location Information
    33767, Clearwater, Florida
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Pink Gulfside Cottage, 100 steps to beach, Pet OK, Restored Beach House1 / 22
    (1)Very good
    Clearwater
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Patio
    • DVD Player
    • Grill
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    • Hot Tub
    • Terrace
    • Central Heating
    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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    Location Information
    33767, Clearwater, Florida
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Island Time - Weekly Beach Rental1 / 34
    (13)Very good
    Clearwater
    4 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Private Outdoor Pool (Heated)
    • Internet Access
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 November 2016
    Great spot walk to the beach, housed 9 people comfortably. House was clean, it is obvious that the owner is making upgrades. I certainly would recommend this property.
    Reviewed 31 March 2015
    Great access to all that Clearwater has to offer but away from the hustle and bustle. Very convenient access to uncrowded beach. House worked well for sharing between 3...
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    About this property
    ISLAND TIME - POOL HOME Weekly Rental 'UNDER NEW OWNERSHIP' The Island Time beach house is your own secluded private island getaway. Walk across the street and you are on the pristine white sand of Clearwater Beach. Yes, it really is approximately 30 seconds to the beach! Swim in the Gulf of Mexico...
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    Location Information
    33767 1101, Clearwater, Florida
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 14
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    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
    About this property
    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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    CLEARWATER BAY CLUB VILLA 2 SPECIAL PRICING1 / 14
    (4)Excellent
    Clearwater
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Grill
    • Waterfront
    • Secure Parking
    • Air Conditioning
    • Ocean Views
    • Wi-Fi
    • Patio
    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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    Lakeside Apartment Near Clearwater Beaches1 / 42
    (18)Very good
    Palm Harbor
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Wi-Fi
    • Washer
    • Balcony
    • Air Conditioning
    • Hot Tub
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 May 2017
    I liked the convenience to shopping and restaurants The decor was a bit out-dated but having the two bedrooms and baths was great.
    Reviewed 1 May 2017
    I would recommend the two bedroom condo with them knowing Highway 19 road noise is an issue as it is non stop day and night. Condos on the pool side do not hear any road...
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    About this property
    Ideally located on Florida's Gulf Coast just minutes from many of America’s best beaches. The apartments are situated on the shores of beautiful Lake Tarpon, just north of Clearwater. The big and exciting city of Tampa together with its International Airport is just 30 minutes away, with the major...
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    Location Information
    FL34684, Palm Harbor, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Clearwater
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Terrace
    • Air Conditioning
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    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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    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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    • Wi-Fi
    • Air Conditioning
    • Patio
    • Washer
    • DVD Player
    • Cable/satellite TV
    • Ocean Views
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    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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    Cozy Cottage Clearwater1 / 15
    (2)Excellent
    Clearwater
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Private Garden
    • Secure Parking
    • Air Conditioning
    • Patio
    • Outdoor Dining Area
    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 April 2017
    Sharon and John were wonderful hosts. The cottage was immaculate and well equipped. The bed was very comfortable. We especially enjoyed our morning coffee on the front, private...
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    About this property
    Centrally Located in a Beautiful Part of Clearwater, Florida minutes from the coast and award winning beaches. The Cottage offers a Fully Equipped kitchen with Full size appliances. Also included is High speed wireless internet and Brand New Flat Screened TV's. There is a separate bedroom with a...
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    Location Information
    33755, Clearwater, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    404 Harborview Grande1 / 31
    (9)Very good
    Clearwater
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
    • Air Conditioning
    • Cable/satellite TV
    • Terrace
    • Private Outdoor Pool (Unheated)
    • Balcony
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 January 2017
    We just stayed here for a week after Christmas. The condo is very spacious (and dog friendly!) and the views are lovely. Clearwater Beach is very busy, so the condo is nice...
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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 Condo in Clearwater Beach -3 bedroom, 2 bath Florida vacation rental...
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    Location Information
    33767, Clearwater, Florida
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Clearwater Beach Splendor - Weekly Beach Rental1 / 38
    (20)Very good
    Clearwater
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • Internet Access
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 November 2016
    We had a total of 10 adults and 2 small children! It was perfect for us!!! Enjoyed everything about it from the big white swing to the awesome pool in the back. Would definitely...
    Reviewed 18 June 2014
    We chose this house on it's location and that the minimum stay was only 2 nights. We were able to check in early and enjoy the pool and beach only 3 blocks away. Quiet...
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    About this property
    CLEARWATER BEACH SPLENDOR Weekly Rental - Pool Home CHECK OUT THIS AMAZING 360 - 3D VERSION OF THIS BEAUTIFUL BEACH HOUSE. CLICK ON THE FOLLOWING LINK...STEP RIGHT IN! 360 HOME TOUR The Clearwater Beach Splendor is just a short walk away from the white sands of Clearwater Beach and the...
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    Location Information
    33767 1134, Clearwater, Florida
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    Lake Tarpon Executive 5br/ 4 bath Pool Home1 / 21
    (1)Excellent
    Palm Harbor
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Secure Parking
    • Shared Outdoor Pool (Unheated)
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 April 2017
    This place can only be described as perfect. We were a family of 6 adults and 3 children, the house exceeded our expectations. The size of the property meant we were not on the...
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    About this property
    Elegantly remodeled Executive Waterfront Pool home in 2011 will excite the senses upon entering a 2 story foyer Red Oak and Marble Stairway climb 3 stories before your eyes. Experience a Million dollar Executive Home Trimmed in Marble Floors, Granite Countertops thru-out, All Wood Cabinetry, Crown...
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    Location Information
    33556, Palm Harbor, Florida
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    BEAUTIFUL CONDO CLOSE TO CLEARWATER BEACH1 / 19
    (8)Very good
    Clearwater
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Internet Access
    • Balcony
    • Grill
    • Air Conditioning
    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 June 2017
    We would highly recommend this condo, Jack and Lisa were great!We were just missing a few pots and pans, other then that, they had everything there.We are definitely returning...
    Reviewed 27 April 2016
    This condo is in a great location! We spent lots of time at the beautiful pool and found when we did want to go out, it was easy to get around. There is a great pub (Abe's...
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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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    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
    • Air Conditioning
    • Internet Access
    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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    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 Florida...
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    Location Information
    33767, Clearwater, Florida
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Canoe (free), Oceanfront Property, Dock, Bikes (free), Natures Paradise1 / 23
    (1)Excellent
    Clearwater
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Grill
    • Patio
    • Waterfront
    • Washer
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 June 2017
    My family enjoyed our stay. We used the canoe to go to the beach islands and Caladesi. Dolphin followed us, our kids had a blast. We caught some little fish off the dock, big...
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    About this property
    Oceanfront property (no alligators in salt water), 2 patios - one at waters edge, the other on the west side with water view. Free use of 16' canoe and bikes. Explore the beach islands a few minutes away, dolphin will follow canoes. Boat slip for your boat (big white boat was previous owners)....
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    Location Information
    33755, Clearwater, Florida
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Exclusive Quiet Beach Cottage - Monthly rental1 / 20
    (1)Excellent
    Clearwater
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Patio
    • Cable/satellite TV
    • Air Conditioning
    • Porch
    • DVD Player
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you like exclusive quiet beaches, this is it! This cute, 2 bedroom house is 2 blocks from a private beach in an exclusive area on north Clearwater Beach. There is a private entrance to the beach with a shower. The house has a private, fenced backyard and is located across the street from the...
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    Location Information
    33767, Clearwater, Florida
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    Clearwater
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Balcony
    • Internet Access
    • Air Conditioning
    • Terrace
    • Parking
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy a relaxing couple's retreat at this Clearwater Beach 1-bathroom vacation rental studio that comfortably sleeps 2! Situated in an award-winning boutique hotel with a year-round heated pool, splendid views of the beach, and a fantastic location within walking distance to the area's finest...
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    Location Information
    33767, Clearwater, Florida
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    Clearwater
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    SLICE OF PARADISE STUDIO BEACH RENTAL You will love this charming beach studio apartment offering an area for grilling and chilling! Nicely decorated and nestled in the Tourist District of North Clearwater Beach you are only a few blocks over to the white sands and blue waters of Clearwater Beach...
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    Location Information
    33767, Clearwater, Florida
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    Dunedin
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Waterfront
    • Grill
    • Cable/satellite TV
    • Washer
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Coconut Villas of Dunedin is a lovely little resort community with a total of 5 buildings. Each building contains 4 charming units. Each unit is 2 bedrooms with either a Gulf of Mexico or Inter-Coastal Waterway view. There are also two, on site, swimming pools and a laundry facility in each of...
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    Location Information
    34698, Dunedin, Florida
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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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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    • 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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    Canoe (free), Dock, Swim, Fish, Bikes (free), Oceanfront Home1 / 17
    (1)Average
    Clearwater
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Waterfront
    • Air Conditioning
    • Patio
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    • Cable/satellite TV
    • Balcony
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Oceanfront, (no alligators in salt water), 2 patios with water view, gaze to the Gulf of Mexico, 100 year old native Florida trees, fish & birds will entertain you. Free use of canoe to get to beach islands, dolphin follow canoe. Boat slip for your boat (big white boat was previous owners). This...
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    Location Information
    33755, Clearwater, Florida
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Charming and Dog Friendly Turtle Cove in Dunedin1 / 4
    (5)Very good
    Dunedin
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    other travellers have booked this property
    Certificate of Excellence
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    • Air Conditioning
    • Wi-Fi
    • Secure Parking
    • Cable/satellite TV
    • Patio
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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.
    Reviewed 9 November 2016
    In moving from Florida to Texas - Turtle Cove provided the perfect place for me and my dogs while in transition for 11 days. . Having a private fenced yard made life easier as...
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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
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    FIVE PALMS SUITE 204 Enjoy water views from the front and back of this upstairs unit, which also overlooks the pool. Newly renovated kitchen with granite and all new appliances, new Tommy Bahama furniture and new bathroom with walk-in Rain Shower. Plus, new tile floor throughout. Sleeps up to four...
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    Location Information
    33767, Clearwater, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Tarpon Springs
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Patio
    • Balcony
    • Terrace
    • Central Heating
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Imagine sitting out on the balcony watching the dolphin chase their dinner while the rest of your party is sitting on the dock catching redfish, snook and trout for your dinner. That's what it's like at Pesca-Rouge Retreat. What else will you experience? Spacious 4 bedrooms/4 bathrooms - One of...
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    Location Information
    34689, Tarpon Springs, Florida
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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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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    Dunedin
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Waterfront
    • Patio
    • Cable/satellite TV
    • Grill
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Coconut Villas of Dunedin is a lovely little resort community with a total of 5 buildings. Each building contains 4 charming units. Each unit is 2 bedrooms with either a Gulf of Mexico or Inter-Coastal Waterway view. There are also two, on site, swimming pools and a laundry facility in each of...
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    Location Information
    34698, Dunedin, Florida
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Clearwater
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Balcony
    • Air Conditioning
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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 spacious light and bright 3-bedroom, 2-bath condo is perfect for families! The gourmet...
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    Location Information
    33767, Clearwater, Florida
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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