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Holiday Rentals with Pools in Oldsmar

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    Don't let other travellers get your favourite Oldsmar area holiday home. You're so close to securing your perfect getaway. Book today.
    455 Matching Rentals in the Oldsmar AreaView all 685 rentals
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    Luxury ground floor Condo for rent1 / 11
    (2)Very good
    Oldsmar
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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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.
    Luxury condo overlooking gorgeous pool1 / 50
    (30)Excellent
    Clearwater
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Luxury Condo near Clearwater Beach1 / 37
    (9)Excellent
    Clearwater
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Washer
    • Air Conditioning
    • Balcony
    • Parking
    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 June 2018
    We've stayed in Margaret's condo 902 for several years now. It's beautiful, comfortable & conveniently located. Everything you need is there; I feel like it's our home away...
    Reviewed 25 January 2018
    This condo is absolutely beautiful with everything you need at your finger tips. Margaret and Peter are wonderful to deal with and very accommodating. I would recommend this...
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    About this property
    The AVALON is a resort style condominium complex with all the appointed amenities including a heated pool, fitness centre, clubhouse and Wi-Fi. Only 7 minutes drive away from Clearwater Beach which is rated one of the top beaches in the USA. Second floor Unit approximately 750 square feet living...
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    Clearwater, Florida 33756
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Romance On The Beach! Great View of the Beach!1 / 44
    (16)Excellent
    Clearwater
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Patio
    • Air Conditioning
    • Washer
    • Porch
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 March 2018
    Tucked away at the quiet north end of Clearwater Beach, this gem of a studio has everything you could want or need. It’s just steps to the soft white sands of Clearwater Beach...
    Reviewed 13 December 2017
    We loved this studio rental! It was nicely appointed, in a fantastic location, and the owners were extremely accommodating. They were nearby working on another unit and...
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    About this property
    My most popular rental! Excellent view of the beach! Romantic, a great place for a honeymoon. This studio with a great view of the beach is located on the north end of Clearwater Beach Island and just a 30 seconds walk to the white sandy beach of the Gulf of Mexico. An airy studio which is...
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    Clearwater, Florida 33767
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    Villas of Clearwater Beach - A141 / 33
    (1)Excellent
    Clearwater
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Ocean Views
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Air Conditioning
    • Wi-Fi
    • Grill
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 June 2018
    We all had a great week and truly enjoyed the villa. The unit was very nice and clean, dreaded leaving.
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    About this property
    Villas of Clearwater Beach A14 *Pool will be closed starting Sept 4th for two weeks for renovations* Location, Location, Location! This two bedroom oceanfront vacation condo in Clearwater Beach offers a shared pool, grill areas and even an elevator. This waterfront property was furnished for...
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    Clearwater, Florida 33767
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    GulfSideSuite at 30 seconds Walk to the Beach. WOW1 / 22
    (20)Excellent
    Clearwater
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Patio
    • Washer
    • Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 April 2018
    The sugary white sand of and the close proximity to the beach were great! We parked our car when we arrived and didn't use it again until we checked out, i.e., everything was...
    Reviewed 18 March 2018
    The unit had everything you needed. It was just steps from the beautiful sand of Clearwater Beach. The bed was comfortable and there was no noise issues for us in this unit. The...
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    About this property
    Located on the north end of Clearwater Beach Island and just a 30 seconds walk to the white sandy beach of the Gulf of Mexico. A well appointed large size studio with a large walkin shower, kingsize bed, central heat and air, nice new kitchen with ceramic cooktop and a 40' HD LED TV/with cable...
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    Clearwater, Florida 33767
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    404 Harborview Grande1 / 30
    (10)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 17 April 2018
    Beautiful view from 4th floor! Apartment was clean and updated and nicely decorated. Only had one minor issue and when addressed, the owner responded quickly. Beach was just a...
    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
    Luxury Harborview Grande Condo in Clearwater Beach -3 bedroom, 2 bath Florida vacation rental This luxury Harborview Grande Condo in Clearwater Beach provides the perfect setting for a premium vacation destination. Experience breathtaking water views as you sip your favorite beverage and watch...
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    Clearwater, Florida 33767
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Gulf/Beach Front Condo1 / 43
    (12)Excellent
    Clearwater
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Waterfront
    • Wi-Fi
    • Ocean Views
    • Air Conditioning
    • Balcony
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    Loved this condo! Very spacious,comfortable, and beautifully decorated!! Online pictures are exactly what u get! Cannot wait to visit here again next year!!!
    Reviewed 20 March 2018
    The condo is clean, up to date appliances and decor, and great location.Everything you need is supplied. Linda and Libby are great to work with and always available. I can’t say...
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    About this property
    Your looking for a beachfront property on the Gulf of Mexico that will suit you, family and/or friends. Don't look any further, you found it. My beach condo will satisfy any and all who are seeking to be where sand and water is all you see, the tropical beach and the waters of the Gulf of Mexico....
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    Clearwater, Florida 33767
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Clearwater
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Ocean Views
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villas of Clearwater Beach A17 *Pool will be closed starting Sept 4th for two weeks for renovations* Unit a-17 is a wonderful property located in Clearwater Beach. This beachfront condo offers 2 bedrooms and 2 bathrooms sleeping 6 guests. The master bedroom has a Queen size bed and the second...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Clearwater
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Patio
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to our Starfish Beach House This beautiful beach rental offers easy beach access, private pool and enough space for a family on vacation. This vacation home is hard to beat with a unique floor plan that can accommodate a large group or 2 families. Our rental home has an ideal location in...
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    Clearwater, Florida 33767
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    303 Harborview Grande1 / 30
    (10)Excellent
    Clearwater
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    • Air Conditioning
    • Hot Tub
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 August 2017
    Was a very nice week spent on Clearwater beach. Harborview grande is right in the middle of all the action. There were a few problems that we brought to their attention and they...
    Reviewed 18 August 2014
    We arrived in Clearwater Beach with our 3 children, (aged 16, 15 and 12) on 29 July, after a fantastic but completely hectic 4 days in New York and were really looking forward...
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    About this property
    Beautiful Luxury Waterfront Condo in Clearwater Beach, FL - 3 bedroom/2 bath vacation rental This luxury waterfront Harborview Grande Condo in Clearwater Beach provides the perfect setting for a premium vacation experience. Watch the sun rise over the marina and the dolphins at play in the channel...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, 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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    • DVD Player
    • Cable/satellite TV
    • Internet Access
    • Balcony
    • Grill
    • Air Conditioning
    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 April 2018
    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 5 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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    Clearwater, Florida 33756
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Clearwater
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Washer
    • DVD Player
    • Ocean Views
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villas of Clearwater Beach A11 *Pool will be closed starting Sept 4th for two weeks for renovations* This vibrant 3 bedroom and 2 bath unit is one of a kind as it has unique details and touches making it a deluxe rental. Our ocean front condo features an open floor plan comfortably accommodating...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Royal Paradise - Avalon at Clearwater | Minutes to Clearwater Beach1 / 45
    (19)Excellent
    Clearwater
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 July 2018
    Stayed for 3 weeks in May.Just as lovely as we remembered it from our previous stay.Very clean and the new flooring and other upgrades in kitchen were a bonus.Central location...
    Reviewed 16 June 2018
    Great vacation experience at the Avalon. Had everything we could possibly need and more. Great host/hostess. Could not have asked for a better experience. Would definitely stay...
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    About this property
    Professionally Decorated Condo in Avalon at Clearwater complex. This condo is everything you need for a family up to 6. These spacious suite features two appointed, separate bedrooms. The condo is only 3 miles away from the one of the most beautiful beach - Clearwater Beach. The condo it is on the...
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    Location Information
    Clearwater, Florida 33756
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    The Blue Haven - Clearwater Beach, FL1 / 55
    (4)Excellent
    Clearwater
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Parking
    • Ocean Views
    • Washer
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 June 2018
    First time in Clearwater and this place was amazing! Not too big like the other chain hotels with tons of people. Friendly staff, PERFECT LOCATION and the kids loved the pool...
    Reviewed 24 April 2018
    Everything was amazing about the location of the suite. Close to all the restaurants, bars and shopping and most importantly just steps from the best beach! We would...
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    About this property
    Sensational, fun, and beautiful Clearwater Beach, voted BEST BEACH TOWN IN 2013. It is the ideal place for a romantic getaway, a family vacation, spring break blast, and exiting adventures. This condo has a great location. The beach is just down the block, a one minute walk to the sugar white...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Clearwater
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Ocean Views
    • DVD Player
    • Cable/satellite TV
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villas of Clearwater Beach A1 *Pool will be closed starting Sept 4th for two weeks for renovations* This is your ideal vacation condo! Our wonderful beach front condo is located in the Center of Clearwater Beach, walking distance to entertainment, the pier, restaurants and much more. One of the...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    LUXURY RETREAT near best GulfCoast Beaches1 / 13
    (3)Excellent
    Clearwater
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Terrace
    • Patio
    • Air Conditioning
    • Washer
    • Parking
    • Cable/satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 June 2018
    An awesome Condo felt right at home Very comfortable & very well furnished & decor WoW TY Margret A+
    Reviewed 9 May 2017
    Our condo was beautiful, updated and near the warm relaxing pool! It was well stocked and it was wonderful to have sheets, towels, toilet paper, etc available. It was so clean...
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    About this property
    The Avalon condominium complex in Clearwater, Florida is a gated community minutes away from Clearwater Beach and most famous beaches on the Gulf of Mexico. Minutes away from both Tampa and St Petersburg International Airports.Close to Florida's major attractions - Bush Gardens in Tampa; Disney...
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    Location Information
    Clearwater, Florida 33756
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Clearwater
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • Ocean Views
    • Washer
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villas of Clearwater Beach A12 *Pool will be closed starting Sept 4th for two weeks for renovations* Looking for convenience and special amenities? It doesn't get much better than this! Views, views, views! This condo offers breathtaking views of the ocean from the oceanfront balcony. We are...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Clearwater
    5 Bedrooms, 3 Bathrooms, Sleeps 16 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Private Garden
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Hot Hot Hot...Super Special Red Hot Special...live like a Rockstar...as low as $275/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,...
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    Clearwater, Florida 33764
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 16
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    YOUR HOME AWAY FROM HOME  from CLEARWATER BEACH!!!1 / 21
    (1)Excellent
    Clearwater
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
    • Washer
    • Cable/satellite TV
    • Balcony
    • Air Conditioning
    • Hot Tub
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 January 2017
    Upon opening the door we were impressed with our 'home away from home'. Very clean and neat. Everything that we needed to continue our daily routine as a family of 4 with two...
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    About this property
    1 BED apartement, Sleeps 4 , minutes from Clearwater Beach ! This beautiful Second floor (top) fully furnished, very clean 1 bedroom/1 bath condo with it's own private entry is nicely decorated and perfect for a get away vacation. This property is very well equipped for a family of 4, featuring a...
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    Location Information
    Clearwater, Florida 33756
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Clearwater Beach Budget Beauty1 / 67
    (13)Excellent
    Clearwater
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Grill
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Waterfront
    • Washer
    • Cable/satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 August 2017
    We arrived a couple hours early and were fortunate enough to be able to get access to our place. Karen's Condo is Beautiful....just like the photos! Comfortable, quiet area...
    Reviewed 20 June 2017
    Perfect location, nice dock, friendly folks. Would definitely visit again. Only downside was early checkout time
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    About this property
    Enjoy all the beauty of the beach without busting your budget. Quiet villa located within a waterfront resort offers a slice of tropical paradise and other benefits including a private fishing dock right off the Intracoastal Waterway. A quick walk down the block will have you setting up your...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
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    Royal Marina | Avalon at Clearwater | Minutes to Clearwater Beach1 / 46
    (25)Excellent
    Clearwater
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Cable/satellite TV
    • Washer
    • DVD Player
    • Secure Parking
    • Wi-Fi
    • Balcony
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 June 2018
    Very well maintained condo (plenty of room for a family of 5). Grocery store Publix right across the street. Various things to do: about 15 min away from Pier 60 and Clearwater...
    Reviewed 29 May 2018
    Perfect place for our family vacation!!!! Great location and had everything we needed!! Highly recommend!! Hosts were wonderful to work with!! Definitely try this place out you...
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    About this property
    Come share our dream condo located in the heart of Clearwater! Newly remodeled, the condo can accommodate up to 6. These spacious suite features two appointed, separate bedrooms. The condo is only 3 miles away from the one of the most beautiful beach - Clearwater Beach. The condo it is on the third...
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    Location Information
    Clearwater, Florida 33756
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Waterfront Breeze Condo1 / 28
    (2)Excellent
    Clearwater
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Ocean Views
    • Cable/satellite TV
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Air Conditioning
    • DVD Player
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 February 2018
    This was a beautiful condo with amazing views. The location was fantastic - close to the beach, shops and restaurants! My kids loved the pool and hot tub! We can't wait to come...
    Reviewed 3 February 2018
    My wife and I spent a week in the Waterfront Breeze Condo, We were joined for 3 days by our daughter and her family. The condo worked very well for us and for our family of 6...
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    About this property
    Waterfront Breeze Condo Our Waterfront Breeze Condo is located on South Clearwater Beach and is a newer condominium with a heated pool and spa. Tastefully decorated and fully furnished, this 1800 sq ft is the perfect option for your vacation. Whether you are coming for the relaxation, the...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Beachside Getaway Super Location1 / 24
    (14)Very good
    Clearwater
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Waterfront
    • Parking
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    Me and my husband loved Pelican pointe, staff was very friendly and loved the room, it was very cozy and had everything we needed, and very convenient to the beach, shopping and...
    Reviewed 24 March 2018
    The location was directly across from the beach. Walking distance to Pier 60 and the shops/restaurants. Heated pool was a plus. Small kitchen area was great to have for a...
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    About this property
    Pelican Pointe resort is across the street from powdery white sands of the Gulf of Mexico located in the heart of popular Clearwater beach. Just a few blocks from Pier 60 and walking distance to all local attractions, eateries and beach shops. Relax at this fully furnished studio with 1 queen bed...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Beautiful 2 bedroom condo,mins. drive to beach, pool1 / 28
    (13)Excellent
    Clearwater
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    The apartment was clean and spacious and had excellent amenities. The only downside was its location in relation to the beach and we expected it to be closer. On a typical day...
    Reviewed 2 weeks ago
    Great location- beach is only 10-15 minutes away. My family enjoyed our stay. Definitely would recommend.
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    About this property
    The condo is located on the top floor (3Rd floor), tastefully decorated with new furniture, new hardwood floors and vaulted ceilings in the main living area. The condo offers two bedrooms, two newly renovated bathrooms, a big kitchen that opens in a large space created by the dining room and the...
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    Location Information
    Clearwater, Florida 33756
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Clearwater  Vacation Condo 2 bed.1 / 24
    (3)Very good
    Clearwater
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Terrace
    • Washer
    • Patio
    • Wi-Fi
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    • Air Conditioning
    • Housekeeping Included
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 November 2017
    your condo was lovely, and clean witch is inportant to us and everthink we needed was there, i love clearwater beach
    Reviewed 10 May 2016
    I found the condo to be well furnished and guest ready when I arrived. The condo complex has a very nice swimming pool which I enjoyed. The condo is located only about 5...
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    About this property
    This vacation condo is pearfect for families and couples who want an affordable, resort-like stay in Florida. The Condo has been made brand new and has 2 bedrooms and 2 bathrooms. The condo is is on the third floor. The condo is only 5-10 mins away from Clearwater Beach.The Condo has been made...
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    Location Information
    Clearwater, Florida 33756
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Lakeside Apartment Near Clearwater Beaches1 / 42
    (20)Very good
    Palm Harbor
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Wi-Fi
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    • Hot Tub
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 May 2018
    Love the place. We have stayed twice now, and we love it. Great location for visiting the beaches, or Downtown Tampa.
    Reviewed 29 April 2018
    Awesome place to stay. Loved the balconies. Nice pool area. Wish we could have spent more than 2 nights here. Mark is great to work with and responds to your questions quickly...
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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 (we have both a ground-floor 1-bed or a 2-bed upstairs) are situated on the shores of beautiful Lake Tarpon, just north of Clearwater. The big and exciting city of Tampa together with its...
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    Location Information
    Palm Harbor, Florida FL34684
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    LUXURIOUS TROPICAL PENTHOUSE SUITE , WATER AND  BEACH VIEWS,POOL,3 BEDS 2 BATH.1 / 27
    (38)Excellent
    Clearwater
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
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    • Hot Tub
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    • Waterfront
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 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.* Please note, that a Percentage of My Rental Income is Donated to Breast Cancer Research and Make A Wish Foundation . TripAdvisor is...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Northdale
    8 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    • Private Outdoor Pool (Unheated)
    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to our fabulous new Florida holiday home in the heart of the Windsor at Westside resort community. Situated just minutes away from the gates of Disney's theme parks and a short drive from Universal Studios our eight bedroom six bathroom luxury pool villa has everything you need for a...
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    Location Information
    Northdale, Florida 34747
    Holiday Rental House - 8 Bedrooms, 6 Bathrooms, Sleeps 16
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    Affordable resort style condo with pool1 / 24
    (9)Very good
    Clearwater
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    • Balcony
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    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 June 2018
    Ying Li, we enjoyed staying at your place. Thank you! Everything was perfect. It was beautiful, roomy & comfortable! We were so close to the beach, Tampa and just about...
    Reviewed 18 August 2017
    As a family of 4. We were more than comfortable. Plenty of space. Very clean and everything that we need it. The place is bigger than it looks in the pictures. The pool was...
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    About this property
    Two bedroom two bathroom condo, located on the 2nd floor (no lift), suited within the Avalon furnished to a very high standard. This is a second home and therefore it is well kept and maintained. If you are looking for a true 'Home' away from home then you won't be disappointed. The AVALON complex...
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    Location Information
    Clearwater, Florida 33756
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    COZY RETREAT near sandy Gulf of Mexico Beaches1 / 25
    (3)Excellent
    Clearwater
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    The perfect apartment that was even better in real-life than on the pictures.The owners were extremely friendly and we will definitely want to come back next time we visit...
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    About this property
    One of best locations in Clearwater for vacation and popular destination for snowbirds COZY RETREAT is Professionally Remodeled and Designed condo in AVALON resort style condominium complex: With all the appointed amenities including a heated pool, fitness center, clubhouse and Wi-Fi. Only 7...
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    Location Information
    Clearwater, Florida 33756
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    3 bedroom, 3 baths, pool and close to beach & golf1 / 25
    (8)Excellent
    Dunedin
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Heated)
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    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 April 2018
    We rented this house for my daughters wedding.. it ended up being 10 minutes from her house and 10 minutes from where she was getting married. It was the perfect location. The...
    Reviewed 14 April 2018
    Went with my children it was the perfect place. It was clean and comfortable everything was there that you need too! I will definitely be back. My favorite part was the pool. We...
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    About this property
    This house offers a nice vacation in Dunedin, close to the beach and several golf courses. There are 3 bedrooms and 3 baths. TV in each bedroom, Wifi and cable. The pool is tended by Pinch a Penny and the house is cleaned between guest by Michelle. There is washer and dryer in the garage along...
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    Location Information
    Dunedin, Florida 34698
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Coconut Beach House1 / 38
    (1)Excellent
    Clearwater
    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Patio
    • Air Conditioning
    • DVD Player
    • Washer
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    • Private Outdoor Pool (Heated)
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 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
    Clearwater, Florida 33767
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
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    Clearwater Beach Cambria House1 / 32
    (16)Very good
    Clearwater
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Ocean Views
    • Patio
    • Air Conditioning
    • Wi-Fi
    • Washer
    • Grill
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 March 2018
    We absolutely love the north end of Clearwater Beach and this condo fit our needs perfectly! On a street that dead ends on the beach, it is quiet and peaceful, especially in the...
    Reviewed 9 December 2017
    This place has everything!! We loved our stay! Big wrap around front porch has a spectacular view of the beach by day and incredible sunsets each night. The beach is literally...
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    About this property
    This beach house is a 3 bedroom 2 bath beach home that sleeps up to a maximum of 6 people and the beach is just a 30 seconds walk away. The porch which surrounds the house on the north and west side, gives you an extended view of the beach and the Gulf of Mexico. You will spend many hours enjoying...
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    Location Information
    Clearwater, Florida 33767
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Relaxing, Romantic & Modern Condo ~ Gorgeous Heated Pool~ 5 Min to Beach!1 / 45
    (4)Excellent
    Clearwater
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
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    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 April 2018
    My husband and I rented the relaxing, romantic & modern Condo for a week in April 2017 and it was just that!Relaxing, Romantic and definitely Modern...... This place is great...
    Reviewed 1 August 2017
    Beautiful condo, it had everything we needed. Would definitely recommend it, it was very close to the beach and very comfortable.
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    About this property
    Enjoy your perfect vacation rental. Great location and quiet area. Close to beaches, shopping, supermarkets, restaurants and golf courses. Free parking space in the front of the building. Only 5 minutes drive away from Clearwater Beach which is rated one of the top beaches in the USA. The condo...
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    Location Information
    Clearwater, Florida 33756
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Avalon BLUE HEAVEN : Newly renovated one bedroom!1 / 25
    (4)Excellent
    Clearwater
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 May 2018
    I found this unit to be excellent. Very clean, modern, updated. It seemed spacious, easy flow from room to room. Located in a great area, convenient to the beach and downtown...
    Reviewed 18 April 2018
    My girlfriend and I had a wonderful stay at the Blue Heaven in Avalon. Beautifully designed, it was the perfect getaway from work. It made us feel like home, away from home.
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    About this property
    Completely renovated and ready for you starting January 10. This beautiful one bedroom apartment will seduce you with its perfect location and its oversized terrace overlooking the garden. The 730 square feet is very well divided into an open space including the living/dining/kitchen aria with...
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    Location Information
    Clearwater, Florida 33756
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Clearwater
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • DVD Player
    • Washer
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Ocean Views
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villas of Clearwater Beach A13 *Pool will be closed starting Sept 4th for two weeks for renovations* Unit A13 is a spectacular unit featuring: easy beach access, comfortable furnishings, shared pool, balcony with views and much more! This waterfront condo has all the comforts of home coupled...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Clearwater
    7 Bedrooms, 4 Bathrooms, Sleeps 26 Quick View
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    • Private Outdoor Pool (Heated)
    • Washer
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    • 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
    Clearwater, Florida 33767
    Holiday Rental House - 7 Bedrooms, 4 Bathrooms, Sleeps 26
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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
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    • 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
    Clearwater, Florida 33767
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 12
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    502 Bay Harbor1 / 30
    (13)Excellent
    Clearwater
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
    • Balcony
    • Terrace
    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 August 2017
    One of the best experiences of my life! The condo was beautiful and a lot bigger than I expected. There was an issue with a door handle and they were out to fix it right away...
    Reviewed 22 March 2016
    Bigger and nicer than it looks in the pics. In the heart of Clearwater beach, walking distance of everything. I would definitely recommend to friends and would love to go back!
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    About this property
    Luxury Waterfront 3 bd/3ba Vacation Condo at Clearwater Beach, Florida--502 Bay Harbor Enjoy the best of what Clearwater Beach has to offer in this premier vacation property rental. Watch the sun rise over the marina and the dolphins at play in the channel from your waterfront balcony! This condo...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Clearwater
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful one bedroom apartment will seduce you with its perfect location were the oversized terrace is overlooking the gorgeous heated pool. The 730 square feet is very well divided into an open space including the living/dining/kitchen aria , fully renovated with new cabinets and granite...
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    Location Information
    Clearwater, Florida 33756
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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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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    • Grill
    • Cable/satellite TV
    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
    Clearwater, Florida 33767
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 12
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    506 Harborview Grande1 / 27
    (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 22 April 2018
    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
    Luxury Harborview Grande Waterfront Condo in Clearwater Beach with a Pool - 3 bedroom, 2 bath Florida vacation rental This luxury Harborview Grande Condo in Clearwater Beach provides the perfect setting for a premium vacation destination. Watch the sun rise over the marina and the dolphins at play...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    It's a sweet sweet life living by the salty sea1 / 41
    (1)Very good
    Clearwater
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 August 2017
    Our rental unit worked out great. Very good location for walking! Unit was clean and the pool was a necessity with the heat!
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    About this property
    Sensational, fun, and beautiful Clearwater Beach, voted BEST BEACH IN THE USA, 2017. It is the ideal place for a romantic getaway, a family vacation, spring break blast, and exiting adventures as well as optimal relaxation. This condo has a great location. The beach is just down the block, a...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    502  Dockside1 / 30
    (1)Excellent
    Clearwater
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 June 2018
    Family vacation to Clearwater. This condo was perfect. Very close to everything in Clearwater Beach. We walked everywhere. The Beach is only a short walk away. The owners are...
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    About this property
    This waterfront condo features brand new furnishings, a gourmet kitchen with granite countertops and stainless steel appliances, a washer and dryer, cable, Wi-Fi and free domestic long distance. Both bedrooms offer king beds and flat-screen televisions and the comfortable living area features a...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Safety Harbor
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We at Florida Sun Vacation Rentals are excited to offer you the Safety Harbor Gem. At Florida Sun Vacation Rentals we are always available to take your call and help you book your next reservation at the best rate! Please Search Us online for the best experience and to learn more About Us and our...
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    Location Information
    Safety Harbor, Florida 34695
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Clearwater Beach Suites 103 Close enough you can smell the Beach!1 / 25
    (1)Excellent
    Clearwater
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Heated)
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    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 April 2017
    This condo was clean and perfect for a couple. Everything was exactly as advertised!! Would definitely stay here again.
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    About this property
    Clearwater Beach Suites is the perfect beach vacation setting, located at the north end of the beach resort community. Stroll from your front door onto a very short street that dead ends onto the beach. Your feet will hit the sand after a walk of a minute or less. The beach access here is one of...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Coconut Cabana 2/1 Cottage, sleeps 5, Two heated pools, Walk to Beach1 / 14
    (12)Excellent
    Clearwater
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Porch
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Coconut Cabana is a fully equipped and supplied, 2 bedroom, 1 bath vacation rental. This cottage has central A/C, WiFI, complimentary W/D and more. The cottage has a living room, flatscreen cable Smart TV, full kitchen, table, two bedrooms, each with queen bed, closets, ceiling fans, bathroom...
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    Location Information
    Clearwater, Florida 33767
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Clearwater
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Private Outdoor Pool (Heated)
    • Washer
    • Wi-Fi
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    • DVD Player
    • Cable/satellite TV
    • Ocean Views
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beachcomber's Luxury Home This property is a monthly rental only - please contact us directly for rates and availability. Your ultimate vacation begins with this incredible beach house. This deluxe 5 bedroom 4.5 bathroom house is a splendidly designed 3-level house with all the comforts of home...
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    Location Information
    Clearwater, Florida 33767
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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