Clearwater, FL Vacation Rentals

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897 beach rentals

3BR w/ Roof Deck on Waterway

Clearwater house

3 bedrooms / 3 bathrooms / sleeps 6

Match: Shared outdoor pool (unheated)

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$194

Remodeled 2brms Condo. Fantastic location! 15 min from Clearwater beach

Clearwater apartment

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 18 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$92

404 Dockside

Clearwater apartment

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 hours 1 minutes

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Price per night from

$145

Romance On The Beach! Great View of the Beach!

Clearwater apartment

/ 1 bathroom / sleeps 2

“Great place to stay!” We went to Clearwater for an extended weekend and celebrate my husband's 55th birthday. We wanted to be close to the beach and walking distance to restaurants....well we found it! You couldn't ask to be closer and the studio apartment was just perfect! We met Linda, the owner who lives across the street and she was so accommodating and made us feel right at home! It was a great weekend and we had a great time! If you're wondering where you should stay this is the place don't even hesitate - just book it! Thanks Linda for an awesome weekend and letting us use your place! We will be back again!

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Price per night from

$178

GulfSideSuite at 30 seconds Walk to the Beach. WOW

Clearwater apartment

1 bedroom / 1 bathroom / sleeps 2

“Wonderful beach location.” My husband and I just returned from a weeks stay at this terrific beach studio. It is as described by the owner and you can trust the photos. The place was immaculately clean and just steps from the sand and sea. Beach chairs, towels, umbrella, table and cooler were all provided for our use. We appreciated the wi-fi availability and it was convenient to have laundry facilities right on site. Everything you would like to do as far as entertainment and dining is within easy walking distance. The trolly is an easy option too. Having a nice place to stay right on the beach made all the difference for the quality of our vacation. We would love to stay at this rental when we return to Clearwater in the future.

Match: Shared outdoor pool (unheated)

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Price per night from

$144

Surfside Condos 202 Beachfront Condo

Clearwater apartment

3 bedrooms / 2 bathrooms / sleeps 8

“Wonderful !” This condo was perfect for what we needed. As only a couple, the master bedroom was wonderful with it’s king size bed and a sliding door to the deck . It has a great oceanfront view and we had awesome sunsets every night from our balcony. Our favorite beach walks were at sunset. We really enjoyed all the recliners on the love seat and couch. They have a large basket of beach towels we used every day. And Vacation Rental took good care of us , too. I would stay here again for sure!

Responds fast! avg. 2 hours 44 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$200

Bay Harbor 401 4th Floor Condo with Panoramic Water View

Clearwater apartment

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 44 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$133

beautiful condo with magnificent views of mandalay

Clearwater apartment

1 bedroom / 1 bathroom / sleeps 2

Match: Shared outdoor pool (unheated)

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Price per night from

$92

2 BR/2 BA Waterfront Condo- Heart of Clearwater Beach!!

Clearwater condo

2 bedrooms / 2 bathrooms / sleeps 6

Match: Shared outdoor pool (unheated)

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Price per night from

$115

Lavish 3BR Condo w/ Outdoor Patio, Hot Tub, Pool & Intracoastal Waterway View

Clearwater apartment

3 bedrooms / 2 bathrooms / sleeps 8

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$222

Clearwater Beach Waterfront Townhouse on the ICW

Clearwater townhouse

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 1 hour 46 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$287

Bay Harbor Condo in Clearwater Beach

Clearwater condo

3 bedrooms / 3 bathrooms / sleeps 8

Match: Shared outdoor pool (unheated)

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$252

Clearwater Beach Cambria House

Clearwater house

3 bedrooms / 2 bathrooms / sleeps 6

“Best Vacation Ever!!!” We vacationed at Cambria House for six nights in October. The house is located on a dead end street about thirty steps to the white sandy beach.We could sit on our porch and see the beach and watch beautiful sunsets! We grilled out and had dinner on the porch several times. Very relaxing! The pier and Palm Pavilion Restaurant(which is on the beach) are within walking distance. Don't feel like walking? Catch the trolley. It runs about every twenty minutes. Much to do and see. Great location! The owners were wonderful. Can't wait to go back!!!

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$258

(2024) Cozy Villa in Sunny Clearwater, Florida

Clearwater villa

2 bedrooms / 2 bathrooms / sleeps 4

“very comfortable” the villa was extremely clean and comfortable! A great place to rent with no inconvenience. Definitely a recommendation! Thank you!

Match: Shared outdoor pool (unheated)

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Price per night from

$110

304 Island Key

Clearwater condo

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 hours 1 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$114

Waterfront Breeze Condo - Waterfront with a pool!

Clearwater condo

3 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 1 hour 36 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$217

Harborview Grande 803 Luxury Waterfront Condo

Clearwater apartment

3 bedrooms / 2 bathrooms / sleeps 6

“Very comfortable and beautiful bay views.” This condo is walking distance to the beach and restaurants. It is spacious and very comfortable. It has beautiful bay views from the balcony.

Responds fast! avg. 2 hours 44 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$141

203 Bay Harbor

Clearwater apartment

3 bedrooms / 3 bathrooms / sleeps 8

“Family Vacation” We booked this vacation in Clearwater for 2 families. The condo was awesome with a huge amount of room. We had 3 bedrooms and a pullout couch for 3 small children. There was kids games and DVDs. The condo was so close to the beach - condo had beach equipment to use instead of bringing it or buying. The Pier 60 (only a small ride) was jam-packed with entertainment. It's close to the Clearwater Marine Aquarium-a MUST see! The condo had a fully stocked kitchen which was perfect for families on a budget. I would definitely visit this condo again.

Responds fast! avg. 2 hours 1 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$165

502 Bay Harbor

Clearwater apartment

3 bedrooms / 3 bathrooms / sleeps 8

“Wonderful place to stay at.” Very close to the beach, restaurants.Beautiful condo.Cozy and gives everyone who stays there,privacy if needed .each bedroom has its own bathroom.gorgeous view from the balcony.immaculately clean condo.everything is perfectly well organized and furnished with love.thank you guys! Definitely recommend to stay here!

Responds fast! avg. 2 hours 1 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$158

506 Harborview Grande

Clearwater apartment

3 bedrooms / 2 bathrooms / sleeps 8

“so good I hate to give it a good rating because I don't want oth” Loved the location, loved the condo, loved the space, truly loved our time. We grew up in Clearwater and visit yearly now that we live in NJ. It was nice to have a space we can crash that isn't putting out our relatives. We will be back! It was also nice to see how far Clw beach has come...it is so much nicer than it was in 1973!

Responds fast! avg. 2 hours 1 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$170

502 Dockside

Clearwater apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 1 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$126

(2035) Cozy Villa in Sunny Clearwater, Florida

Clearwater villa

2 bedrooms / 2 bathrooms / sleeps 5

“A nice quiet holiday stay.” The place was perfect for our needs, a nice quiet holiday house in a friendly neighbourhood. A short drive to several very nice beaches and restaurants as well as having a nice little pool in the complex and a small back yard made our stay with 3 small children very fun and restful. Cathy was very responsive to any questions or issues we had and usually responded within hours to our emails. She made use feel very welcome and that she really wanted our stay to be the best possible. We will defiantly consider returning again in the future.

Match: Shared outdoor pool (unheated)

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Price per night from

$110

Bayside Condos 18 Just Updated Waterfront

Clearwater apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 44 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$59

404 Bay Harbor

Clearwater apartment

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 1 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$160

Lovely 2BR with Gourmet Kitchen, Shared Pool & Private Yard

Clearwater house

2 bedrooms / 2 bathrooms / sleeps 6

Match: Shared outdoor pool (unheated)

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Price per night from

$106

404 Harborview Grande

Clearwater apartment

3 bedrooms / 2 bathrooms / sleeps 8

“Very beautiful place to say with an awesome view.” This was a perfectly located condo within walking distance to shopping, restaurants and beaches. The condo was clean and spacious with a wonderful view of the bay off the large balcony. The unit is exactly how it's described on the website. I would recommend this unit and even this building to anyone.

Responds fast! avg. 2 hours 1 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$170

303 Harborview Grande

Clearwater apartment

3 bedrooms / 2 bathrooms / sleeps 6

“Great winter retrreat” My husband and I spent three months at Harborview Grande. Our stay was everything we had hoped for in a home away from home. The condo was decorated in a lovely beach theme with everything we needed to make our stay comfortable. The location was perfect for us. We parked our van on arrival and walked to restaurants, shops, the beach, and pier 60. We loved sitting on the balcony watching the sunrise over the bay and relaxing there in the afternoon watching the dolpins play.

Responds fast! avg. 2 hours 1 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$158

403 Harborview Grande

Clearwater apartment

3 bedrooms / 2 bathrooms / sleeps 6

“Great condo in excellent location!” Spacious condo with nice furnishings, deck, and water view. Walking distance to all Clearwater Beach attractions and restaurants. Limited kitchen equipment. We would rent again.

Responds fast! avg. 2 hours 1 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$158

Dockside Condos 200 Bayfront Condo

Clearwater apartment

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 hours 44 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$162

Luxury waterfront Condo Rooftop Terrace

Clearwater house

3 bedrooms / 3 bathrooms / sleeps 6

Match: Shared outdoor pool (unheated)

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Price per night from

$510

Desirable Resort Style Condo in Clearwater

Clearwater apartment

1 bedroom / 1 bathroom / sleeps 3

Match: Shared outdoor pool (unheated)

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Price per night from

$74

Direct Beachfront 2BR/ 2 BA Condo at Crescent Beach Club

Clearwater condo

2 bedrooms / 2 bathrooms / sleeps 4

Match: Shared outdoor pool (unheated)

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Price per night from

$167

206 Harborview Grande

Clearwater apartment

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 hours 1 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$168

603 Harborview Grande

Clearwater apartment

3 bedrooms / 2 bathrooms / sleeps 8

“Breathtaking Views!!!” I loved this condo! It was beautiful and made such an impression on me. I really loved the place and spaciousness. It was easy to find things and well stocked. The access to the apartment was easy. The parking lot code didn't work, but others coming into the place helped us out. The pool is small for the large size of the building but adequate considering the ocean is across the street. It's a few minutes walk to Clearwater Beach and all restaurants. We loved staying here and would definitely stay again.

Responds fast! avg. 2 hours 1 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$165

Surfside Condos 204 Beachfront Condo

Clearwater apartment

3 bedrooms / 2 bathrooms / sleeps 10

“Surfsude Condo 204” The view was great....the condo was roomy enough for our family. Everything was good except needed more instruction on using TV in living room. Also needed more electrical outlets. We would stay here again. Had a great time.

Responds fast! avg. 2 hours 44 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$197

Villas of Clearwater Beach - A17 - Beachfront with a pool!

Clearwater condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 36 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$236

Regatta Beach Club C1009 Beautiful Water View

Clearwater apartment

2 bedrooms / 1 bathroom / sleeps 8

Responds fast! avg. 2 hours 44 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$83

Harborview Grande 701 Stunning Bay Views

Clearwater apartment

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 44 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$198

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