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Holiday Rentals with Pools in Clearwater

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    Travellers to Clearwater are booking June dates now. Secure your holiday rental today, and have the perfect trip.
    378 Matching Rentals in ClearwaterView all 556 rentals
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    Luxury condo overlooking gorgeous pool1 / 50
    (26)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Gulf/Beach Front Condo1 / 43
    (11)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    404 Harborview Grande1 / 31
    (10)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    1 Min. to beach, Private Rooftop Terrace1 / 24
    (3)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Ocean Views
    • DVD Player
    • Hot Tub
    • Washer
    • Waterfront
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 August 2017
    Our family of 6 enjoyed this house greatly! There was plenty of beds for everyone and it was kid friendly. It is not modern, but I feel like we liked it better because of that...
    Reviewed 27 June 2017
    We took a family vacation with 3 adult couples and 4 girls ages 3-7. The location could not be better. Within a couple of blocks you can get to beach, restaurants, mini market...
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    About this property
    Newer Luxury 5 Story Townhome built in 2007. Don't worry about the stairs as the private elevator accesses all the floors including the rooftop terrace! Enjoy breathtaking views of the Gulf of Mexico and intercoastal waterways from your private rooftop terrace including a hot tub, gas grill & patio...
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    Clearwater, Florida 33767
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Avalon at Clearwater1 / 29
    (28)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
    • Grill
    • Balcony
    • Wi-Fi
    • Washer
    • DVD Player
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 November 2017
    Fantastic stay at the Avalon the condo was super everything we needed was on hand great location short drive to the beach supermarket within walking distance Would definetly...
    Reviewed 1 September 2017
    ...Felt like a home in the sun as soon as we arrived! The location is super and the condo complex amenities suited us very well. The condo overlooks the pool. To be fair we have...
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    About this property
    Avalon at Clearwater is a gated development set in Clearwater,FL., close to the Gulf Beaches which are only a 10 minute drive away.The Avalon offers a host of features including a year round heated resort style swimming pool, close by bars and restaurants, internet access, and clubhouse with a...
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    Clearwater, Florida 33756
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Unit #2 at The Beachouse1 / 30
    (2)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    • Terrace
    • DVD Player
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 March 2018
    The Beach House was in a great location!Close to beaches, restaurants, stores and shopping.The weather was beautiful, gorgeous sunsets, great shelling on beaches. The unit...
    Reviewed 19 April 2017
    #2 was a great location for beach, restaurant and shops. Staff were helpful and friendly and available 24/7. Unit was exactly as photos. Will definitely be back! Recommend...
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    About this property
    One bedroom, one bath suite. Kitchenette. Pool, wi-fi, cable TV. Parking for one car. Adults only, no children allowed. Clean, quiet and affordable, the 1 Bedroom Suite is perfect for couples who want more than a typical hotel room, and prefer a bit of privacy. Amenities include a...
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    Clearwater, Florida 33767
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    GulfSideSuite at 30 seconds Walk to the Beach. WOW1 / 44
    (20)Excellent
    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 4 weeks ago
    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 19 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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    Breathtaking Water Views from Every Room1 / 28
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Ocean Views
    • Cable/satellite TV
    • Air Conditioning
    • Hot Tub
    • Washer
    • Waterfront
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 August 2017
    My family and I were really impressed with the Condo. It was very nice decorated and it had all that was needed to make us comfortable.
    Reviewed 10 July 2017
    breath taking views ; definitely enjoyed our stay. Condo was really clean & we will be back!!! :) :)
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    About this property
    Beautiful 1295 square foot Gulf Front Condominium right on the beach with spectacular 9th floor views of the Gulf of Mexico and downtown Clearwater Beach (Trip Advisor 2016 & 2018 #1 US beach). Both bedrooms and the large family room overlook the expansive balcony that includes a patio table and...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Clearwater Beach Budget Beauty1 / 134
    (13)Excellent
    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 21 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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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Air Conditioning
    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 waterfront condo features brand new furnishings, a gourmet kitchen with granite...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Surfside Condos 202 Beachfront Condo1 / 29
    (3)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • Air Conditioning
    • Washer
    • Private Outdoor Pool (Heated)
    • DVD Player
    • Cable/satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 March 2018
    We fell in love with this condo! The view is incredible and it is so spacious, well stocked and has all the amenities you would ever need. The beds are unbelievably...
    Reviewed 23 October 2017
    Staying at Surfside #202 was the best decision we made! The condo was perfect for a family that likes to play on the beach, relax and enjoy all that Clearwater Beach has to...
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    About this property
    This is the perfect family vacation place! Everything you need to create happy memories with the kids and extended family has been utilized in Surfside 202. Just bring your swimsuits and beach towels and you are ready to relax. This beautiful 3 bedroom, second floor condo is directly on the...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Luxury Condo near Clearwater Beach1 / 37
    (8)Excellent
    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 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...
    Reviewed 23 June 2016
    1st and foremost, the communication with the owner is fantastic. She couldn't be nicer or more helpful. The condo is beautifully decorated, comfortable, and conveniently...
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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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    Location Information
    Clearwater, Florida 33756
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    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 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 bedroom has two full beds. The master bedroom has access to the gulf...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Harborview Grande 803 Luxury Waterfront Condo1 / 25
    (6)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Internet Access
    • Washer
    • Waterfront
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 December 2017
    Want to walk to bars, restaurants, shopping and the whitest sand beaches around? This is the condo for you! Want to cook most of your meals in, have friends over to enjoy the...
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    About this property
    Harborview Grande provides the perfect setting for a luxury vacation experience. This unit on the top floor will make you feel like you are staying in a wonderfully appointed home, because you are! Tastefully decorated in a tropical style, granite countertops and beautiful tile floor throughout...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Island Key Condos 302 Waterfront Condo 5 min walk to Beach1 / 24
    (1)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Parking
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Terrace
    • Internet Access
    • Balcony
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 July 2017
    First off... this condo unit is very clean, very spacious and the furnishings and appliances appear to be new. Also, it is in a great location with a great view. Unit 302 is...
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    About this property
    Here is your chance to stay in a large, 2 bedroom, 1 bath unit on the water. This building was built in 2005. The units feature tall ceilings and a full width balcony that looks North out over the intra-coastal waterway. You have the use of an assigned parking space under the building. The...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Royal Marina | Avalon at Clearwater | Minutes to Clearwater Beach1 / 46
    (23)Excellent
    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 1 week ago
    This is our second stay in this beautiful condo and we found it as we knew it last time: clean, welcoming, fully equipped. A home away from home indeed! Thank you!
    Reviewed 14 April 2018
    The condo was perfect and beautiful! Has all of the amenities you would need plus beach toys, beach chairs and a pack n play! The area around it was also nice and had a few...
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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 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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    203 Bay Harbor1 / 28
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Wi-Fi
    • Terrace
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • Balcony
    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 waterfront condo has been newly renovated with all new furnishings, new...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Internet Access
    • Parking
    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    *Just Listed*** Beautiful 4th Floor 3 Bedroom 3 Bathroom unit with Panoramic Water View. Come and enjoy the beach during the day and relax in luxury on the balcony overlooking the bay in the evening. Bay Harbor Condos are located on Clearwater Beach. The building overlooks the calm waters of...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Dock of the Bay - Beautiful Upscale Waterfront 2 KING BR/2BA Condo1 / 16
    (3)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Air Conditioning
    • Secure Parking
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    Dock of the Bay was everything we wanted in a beach vacation home away from home and more!!! It is lovely, well equipped , a quick (approximately 3 blocks) walk to Gorgeous...
    Reviewed 29 March 2018
    Dock of the Bay is a newly renovated beautiful condo at Dockside Condos in Clearwater Beach Florida. I have rented at these condos for the past 5 years and the whole experience...
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    About this property
    Looking for a beautiful beach home on one of the top-rated beaches on the Gulf coast? Check out our newly-renovated, exquisitely-decorated condo located in the heart of Clearwater Beach at Dockside Condominiums. We’re right on the bay and within 100 yards of the sugar sand beach, beachwalk,...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    404 Bay Harbor1 / 31
    (1)Excellent
    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 4 September 2017
    We rented this condo while we were in Clearwater for our wedding. This condo is very beautiful, and spacious! The balcony offers amazing sunrises, and being on the bay you...
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    About this property
    We help make the most of your vacation by providing Free Admission to some of the area's top attractions each and every day! Create exciting memories, have more fun, and truly experience your destination! This contemporary 3 BR, 3BA condo overlooking the marina in Clearwater Beach features a...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Heavenly View by BeachhouseFL  New owner with great last min deals1 / 19
    (2)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Waterfront
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    • Balcony
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 January 2018
    This condo was awesome! Can't say enough good things about. We had 4 adults and 3 kids and there was more than enough room for us to spread out. Beds were awesome. Each bedroom...
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    About this property
    In one of the newer buildings on the beach, this condo has 1890 sq ft, is end unit and has a beautiful view of the bay from your private balcony. It provides you with the maximum in room, with a bathroom attached to each of the 3 bedrooms! The large kitchen features an island and granite...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    • Grill
    • Secure Parking
    • Cable/satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This home is perfectly located, just minutes to the nearby beaches. Also, minutes to golf courses, restaurants/pubs, grocery stores, shopping centers and so much more!Also included: 1 King size bed, 2 Queens and bunk beds, pillows, fresh linens, blankets, bath and pool towels, washer/dryer,...
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    Location Information
    Clearwater, Florida 33764
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Wi-Fi
    • Balcony
    • Waterfront
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    FIVE PALMS SUITE 202 From water views and a front balcony, this breathtaking unit is tastefully decorated with astonishing colors and beach vibes that fill the room. Unpack and relax on a comfortable king size bed or lounge out on the front balcony and enjoy the warm hot Florida sun. This unit...
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    Location Information
    Clearwater, Florida 33767
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    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
    About this property
    Villas of Clearwater Beach A14 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 family fun and offers amenities and features that will please everyone....
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    PRIVATE POOL HOME IN THE HEART OF CLEARWATER!1 / 26
    (8)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Patio
    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 August 2017
    We throughly enjoyed our stay at this house. The pool was fantastic and John was extremely helpful. The property (in my opinion) would benefit from a kettle and it did not have...
    Reviewed 3 August 2017
    We had a wonderful vacation in this fabulous villa.we stayed with our 2 teenage boys who enjoyed the pool and going to the local Wendy's for a milkshake. The manager was very...
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    About this property
    YOUR OWN PRIVATE OASIS! Check out this fabulous 2 bedroom, 2 bath VACATION rental in sunny Clearwater! Accommodations for 5, which include a beautiful master bedroom with flat screen TV and private bath, second bedroom and pull out sofa sleeper! Lush outdoor living which includes a gorgeous in...
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    Location Information
    Clearwater, Florida 33765
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Dockside Condominiums #2011 / 31
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Heated)
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 November 2017
    Loved this condo. Location was fantastic, You could walk to so many places. Condo was very spacious and so clean. Had a car but didn't really need one. Would definitely...
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    About this property
    DOCKSIDE CONDOMINIUMS #201 Weekly Rental Recently Remodeled! The white sands and crystal blue waters of Clearwater beach are just a short walk away! Without a doubt this beautiful beach get a way is the perfect place for that long awaited vacation. Beautifully decorated in Caribbean theme). The...
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    Location Information
    Clearwater, Florida 33767
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    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 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 6 guests. The living room has comfortable seating, flat screen tv, a...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Internet Access
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Balcony
    • Hot Tub
    • DVD Player
    • Internet Access
    • Waterfront
    • Washer
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This bright, luxury, Penthouse condo, dominated by the coastal inspired decor and colors, evokes serenity and sophistication of the Sunshine State living. Start your relaxing and comfortable holiday experience at your vast private balcony, accessible from the Living Room and the Master Bedroom by...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    404 Dockside1 / 31
    (4)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Balcony
    • Patio
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Wi-Fi
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 November 2017
    The apartment had everything we needed and a bit more. Could sit and watch over the water for hours. Easy walk to plenty bars and restaurants all with a good variety of food...
    Reviewed 11 June 2017
    This was my families first vacation. We stayed in 404 dockside. The place was full of all the amenities you would need to make the stay plesant including towels, toiletries...
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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 tastefully furnished 3 bedroom, 2 bath condo is loaded with amenities including an...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Dockside Condos 602 Waterfront Condo1 / 21
    (3)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Parking
    • Balcony
    • DVD Player
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 October 2017
    Four of us stayed here while vacationing in Clearwater, Florida. The condo faces the boat harbor & the pool. The view is especially beautiful the morning. It is a two bedroom...
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    About this property
    New owners have installed all new furnishings and made sure the kitchen is fully stocked and ready to go for your stay. A Queen sized sofa sleeper in the living area and a full sized sofa sleeper and a full sizedself-inflating bed allow you the maximum in flexibility for sleeping arrangements!...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Tropical Dream on Brightwater1 / 55
    (1)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Terrace
    • Air Conditioning
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 March 2018
    We had a great time at the Townhouse we booked in Clearwater. Very spacious, a lot of amenities. Only downfall was the weather. It didn’t rain, but was a little too windy to...
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    About this property
    Tropical Dream on Brightwater is a beautiful waterfront townhouse consisting of 3 bedroomss with a bonus 4th bedroom with a half bathroom in the garage overlooking the water, 3.5 baths within the townhouse, and a 2 car tandem garage. Private elevator services all 3 floors. Upscale solid wood...
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    Location Information
    Clearwater, Florida 33767
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Parking
    • Internet Access
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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 - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Dockside Condos 200 Bayfront Condo1 / 24
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • Terrace
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 February 2018
    This was a vey large condo with most of the amenities you would expect to find for the price. The location was bayside, but very convenient to everything key to a good week at...
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    About this property
    Amazing 2 Story property with windows that face the intra-coastal waterway. Dining area and living area including day bed with additional trundle bed. Expansive views east over the docks and water. It has a full kitchen with granite counter tops and stainless steel appliances. Laundry room with...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Villas of Clearwater Beach 2B Refurbished - just steps to beach1 / 27
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Air Conditioning
    • Washer
    • DVD Player
    • Cable/satellite TV
    • Internet Access
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 August 2015
    Stayed with fiance, her 14 year old and my 9 year old twins. We had a wonderful time. It was very close to beach and the balcony overlooked the very clean pool and had a view...
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    About this property
    Contemporary Ocean-side condominium puts you steps away to the white sands of Clearwater Beach. There is no need to cross the street to hit the sand! Clearwater Beach is known for its fine, white sugar sand and pristine beauty. The beach here is quiet, scenic, and clean; great for sunbathing,...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    Five Palms Suite #109 - Daily - Weekly - Monthly1 / 22
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 November 2016
    The staff was very helpful and friendly. The room was nice and clean and tastefully decorated. Just a couple blocks away from the beach!
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    About this property
    FIVE PALMS SUITE 109 Welcome to Suite 109! This ground floor unit situated directly in front of the pool is decorated in dark, rich colors giving you the feel of your modern 'home away from home'. Your suite includes a comfortable living area with sofa sleeper, side chair, dining table and a...
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    Location Information
    Clearwater, Florida 33767
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Bay Harbor 202 WOW balcony views!1 / 25
    (4)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Waterfront
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Balcony
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come and enjoy the beach during the day and relax in luxury on the balcony overlooking the bay in the evening. This unique 3 bedroom 3 bath unit provides the ability for all three bedrooms to feel like each is a master bedroom with its own bath! Plenty of space for everyone to gather in the large...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    502 Bay Harbor1 / 31
    (13)Excellent
    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
    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 Waterfront 3 bd/3ba Vacation Condo at Clearwater Beach, Florida--502 Bay Harbor...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Romance On The Beach! Great View of the Beach!1 / 22
    (16)Excellent
    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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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    Clearwater Beach Bliss -  Lower Unit1 / 33
    (5)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Terrace
    • Wi-Fi
    • Grill
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 January 2015
    We booked this place to spend Christmas with our son who is living near Tampa. Checkin was easy with electronic key system. We had to ask for more towels when we checked in but...
    Reviewed 31 July 2014
    I stayed here for 4 nights with my girlfriend and 2 friends. We were impressed from the moment we arrived. It is even better than in the pictures and it is very well kept and...
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    About this property
    Clearwater Beach Bliss - Lower Unit Pool Home - Weekly Rental This charming 2-BR unit opens directly into a beautifully landscaped back yard retreat, and can be rented on its own or as a perfect compliment to the Beach Retreat. Enjoy the charm of this beautifully decorated tropical beach apartment!...
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    Location Information
    Clearwater, Florida 33767 1037
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Harborview Grande 600 Waterfront1 / 28
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Waterfront
    • Washer
    • DVD Player
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 July 2014
    I stayed in unit 600, not 603, however, the Harborview Grande is a great complex. We loved the location to Clearwater Beach Beack Walk, dining, beach bars, etc. The condo was...
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    About this property
    Harborview Grande Condo, End Unit! Come and see how this 6th floor end unit with its accompanying additional views make this spacious 3 bedroom, 2 bath condo with 1824 square feet of living area particularly bright and inviting. The kitchen has a breakfast bar, warm wood paneled cabinets, rich...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Elegant Beach Front Penthouse on Desirable Belleair Beach1 / 24
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
    • Cable/satellite TV
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    • Balcony
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    • Terrace
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 February 2018
    This condo is even more than we hoped it would be. The Belleair Beach area is very well kept and peaceful. The condo is just as pictured, well maintained and decorated...
    Reviewed 13 July 2017
    Wow! This condo is incredible! There are two spacious, bright, beautifully decorated king suites, one overlooking the beach and the other over the harbor. The views are...
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    About this property
    Relax, Rejuvenate, and Reboot. Enjoy sweeping views of the Gulf of Mexico all with the comforts of home in this lovely, fourth floor, end unit, 2B/2B condo sitting on a tranquil stretch of beach. Condo has been nicely renovated with a high end kitchen that includes quartz counters, custom wood...
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    Location Information
    Clearwater, Florida 33786
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Waterfront Condo 21. Quiet Location, but walk to Live music & great restaurants!1 / 39
    (12)Excellent
    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 23 March 2018
    Condo is very convenient to all amenities. Can drive to every directions within 30 minutes. The condo was very comfortable for two people and had all the amenities you would need.
    Reviewed 13 August 2017
    My two kids and I enjoyed this condo. It has everything you need to enjoy your stay in Clearwater Beach. This condo sleeps 3-4 comfortably with the queen bed and pull out couch...
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    About this property
    This Beautiful waterfront studio is set up like a 1 bedroom with a heavy privacy curtain separating the bedroom area from the living room area. The condo is located on the Bay side or intracoastal waters of Clearwater Beach. There are wonderful water views from the living-room and third floor...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 1 Bathroom, Sleeps 4
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    Clearwater  Vacation Condo 2 bed.1 / 24
    (3)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Terrace
    • Washer
    • Patio
    • Wi-Fi
    • Parking
    • 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 11 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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    Dockside Condominiums #2041 / 38
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Terrace
    • Grill
    • Waterfront
    • Air Conditioning
    • Balcony
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    DOCKSIDE CONDOMINIUMS #204 Weekly Rental The white sands and crystal blue waters of Clearwater beach are just a short walk away! Without a doubt this beautiful beach get a way is the perfect place for that long awaited vacation. Beautifully This unit offers intra-coastal views from the windows in...
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    Location Information
    Clearwater, Florida 33767
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Internet Access
    • Washer
    • Parking
    • Balcony
    • Air Conditioning
    • Waterfront
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Harborview Grande is located on the south end of Clearwater Beach where you will be within walking distance to many restaurants, shopping and activities such as miniature gulf. This unit is on the 6th floor giving superior views of the inner coastal water way. Setting on your balcony that...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Cable/satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
    • Cable/satellite TV
    • Internet Access
    • Air Conditioning
    • Parking
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This three bedroom, 2 bath unit is tastefully decorated and has everything you need for a great vacation experience. The master bedroom has a king bed with separate master bath, featuring a large tub and separate shower, along with twin sink vanity. The second bedroom has a queen bed and the...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Key West Condo at The Beachouse1 / 31
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Terrace
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 July 2016
    My husband and I booked the Key West Condo for a week. The condo was very clean and well stocked with all the comforts of home. Our hosts Helen and Bill were very pleasant...
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    About this property
    Two bedroom, 1 bath. Washer/dryer. Cable TVs, Wi-fi. kitchen. Parking one car. All adults, no children allowed. King bed in one, queen in 2nd bedroom. The “Key West Condo” is an incredibly spacious 2 Bedroom / 1 Bath condo that feels more like home than it does a hotel. Situated on the...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Harborview Grande 304 Waterfront Condo1 / 24
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Air Conditioning
    • Parking
    • Internet Access
    • Waterfront
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy the expansive views from your private balcony while you sip on a cup of coffee! This Bay-front location allows you to see all the way to downtown Clearwater past the Memorial Causeway Bridge. You may even see the occasional dolphin or manatee. The front door looks out to the pass connecting...
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    Location Information
    Clearwater, Florida 33767
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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