Clearwater, FL Vacation Rentals

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1,656 beach rentals

Dog-Friendly 2BR, 2BA Clearwater House w/ Pool, 5 Miles from the Beach

Clearwater house

2 bedrooms / 2 bathrooms / sleeps 6

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$104

Beautiful relaxing getaway close to the beach

Clearwater apartment

1 bedroom / 1 bathroom / sleeps 3

“Beautiful condo, close proximity to beach, relaxing and lovely stay!!” We had such a lovely time at the condo. The owners are incredibly wonderful to communicate with and so gracious and attentive to needs. The place was spotless and beautifully decorated. It truly felt at home and was very convenient access to the beach area. Only less than 10 minutes drive. We had a wonderful stay, everything was in wonderful condition and we were extremely comfortable! The pool was lovely and a perfect temperature. And the condo was decorated in a beautiful way and was very lovely to stay in. Pamela and Kevin have truly made it a gorgeous and homey feel and we were so lovely to interact with and we had everything we could possibly need!! Thank you for a wonderful stay :)

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$82

3BR w/ Roof Deck on Waterway

Clearwater house

3 bedrooms / 3 bathrooms / sleeps 6

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$194

Large 3 Bedroom 3 Bathroom condo right on the water !

Clearwater condo

3 bedrooms / 3 bathrooms / sleeps 8

“Perfect place to stay.” A very nice, clean condo with a great view and a very caring owner. It was fully stocked with everything I needed. Beautiful water view off the back balcony and just minutes walk from Clearwater Beach.

Responds fast! avg. 2 hours 33 minutes

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$228

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

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$200

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.

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$144

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

404 Dockside

Clearwater apartment

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 hours 1 minutes

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$145

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

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$133

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

Exclusive Tropical Retreat in Sunny Clearwater Bea

Clearwater house

4 bedrooms / 4 bathrooms / sleeps 12

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$420

Private Rooftop Terrace with Hut Tub and Stunning Ocean Views !!

Clearwater townhouse

4 bedrooms / 3 bathrooms / sleeps 13

“Beautiful Clearwater Beach townhouse” Such a convenient location. Walking distance to beach. 2 minutes away! This townhouse is luxurious and spacious!

Responds fast! avg. 46 minutes

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$458

Waterfront Studio on Clearwater Beach

Clearwater studio

Studio / 1 bathroom / sleeps 2

“Room C4!” We really enjoyed our trip to Clearwater! This condo is in a fantastic spot, within walking distance to everything. It has a cute little courtyard, pool, and a fantastic dock to fish off of and watch the dolphins swimming. It was just my husband and I staying so the room was ok. The pictures make it look bigger than it is. The room is very cute and charming and has a great view but it is very small and the bed is not comfortable at all. Good thing we weren't there just for the room! We would actually stay here again but mainly because the location location location! Also the owner was very nice and responded to all of our questions via email very quickly and helped us make arrangements for a late check in. We are hopefully planning on returning with our kids next time!

Responds fast! avg. 3 hours 12 minutes

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$133

LUXURY for LESS ! Modern Comfort, Near Beaches, Shops, Restaurants

Clearwater condo

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 1 hour 28 minutes

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$78

LUXURY 5*CONDO,3 BEDS,2 BATH,POOL,HOT TUB,WATER FRONT,WI-FI, RATES DISCOUNTED.

Clearwater condo

3 bedrooms / 2 bathrooms / sleeps 10

“Harbor View Grande Suite # 707 Excellent 5 Star *****” A Big Thank you to the owners and Staff of 707. The accommodations where beyond our expectations. The décor was professionally done and the Suite was spotless upon arrival. The champagne was a special treat and all the beach chairs, umbrellas, coolers for our use was that extra touch. Harborview is centrally located to all shops and restaurants. The balcony views from sunrise to sunset was truly magnificent. Highly recommend to all friends and relatives. Will definitely return. Thanks again. Anthony David

Responds fast! avg. 3 hours 27 minutes

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Price per night from

$212

Bay Harbor Condo in Clearwater Beach

Clearwater condo

3 bedrooms / 3 bathrooms / sleeps 8

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$252

Clearwater Beach Waterfront Townhouse on the ICW

Clearwater townhouse

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 1 hour 46 minutes

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$287

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

Clearwater condo

2 bedrooms / 2 bathrooms / sleeps 6

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$115

Avalon at Clearwater

Clearwater apartment

1 bedroom / 1 bathroom / sleeps 2

“Location,Location,Location” Terrific get-a-way. Quiet, comfortable ,very clean, has everything you could want .Very close to other locations such as Tampa ,Dunedin. Beautiful beaches. Fabulous sunsets. .Great restaurants within walking distances. Condo has a beautiful pool. Truly a paradise . A must rental.

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$99

Gulf Getaway-close to beach,downtown,attractions

Clearwater house

3 bedrooms / 2 bathrooms / sleeps 6

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$155

Charming Cottage in Clearwater

Clearwater cottage

1 bedroom / 1 bathroom / sleeps 3

“Accommodations were very agreeable.” We were in Florida as a pre-anniversary trip and a nostalgia one having visited the Clearwater area for 13 years with our last trip being in 2013. Our main form of entertainment was to attend three spring training baseball games.

Responds fast! avg. 2 hours 30 minutes

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$79

IT'S WARM HERE! The Blue Heaven, AMAZING Beach Condo

Clearwater condo

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 1 hour 14 minutes

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$258

YOUR HOME AWAY FROM HOME from CLEARWATER BEACH!!!

Clearwater condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 0 minutes

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$99

(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!

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$110

Newly Renovated Clearwater House - 5 Mi. to Beach!

Clearwater house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 36 minutes

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$144

304 Island Key

Clearwater condo

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 hours 1 minutes

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$114

Waterfront Condo 21. 2 Queen beds. Walk to all the fun!

Clearwater apartment

/ 1 bathroom / sleeps 4

“Excellent” Our stay at the clearwater beach waterfront condo bayside 21, was very good! We loved that the condo had things we didn't expect it to have, a major plus though was that our dog was able to experience that with us. I strongly would recommend this condo!

Responds fast! avg. 1 hour 58 minutes

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$86

Clearwater Beach Budget Beauty

Clearwater apartment

1 bedroom / 1 bathroom / sleeps 6

“Great Waterview Getaway” We stayed here for a week at the end of May. The unit had a good supply of everything needed to make our stay easy and fun. The kitchen was easy to work in and had more dishes and pans than most places we have stayed in. Nice patio area, pool and view of the intercostal. Good restaurants close by. The staff was friendly and very helpful. Great sunrises too. Parking is ample for all guests.

Responds fast! avg. 3 hours 28 minutes

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$158

Crescent Beach Club

Clearwater condo

3 bedrooms / 3 bathrooms / sleeps 6

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$303

Beautiful Condo at The Avalon Clearwater

Clearwater apartment

1 bedroom / 1 bathroom / sleeps 2

“Most Perfect Stay Anywhere” Everything was perfect. Host was most accommodating. Highly recommend to everyone for perfect stay. Beautifully appointed condo. Everything worked perfectly. Great pool for warm afternoons. Friendly neighbors. Close to everything. Highly recommend to anyone who wants a stay to remember.

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$50

Waterfront Breeze Condo - Waterfront with a pool!

Clearwater condo

3 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 1 hour 36 minutes

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$217

Clearwater Beach 3-bedroom Waterfront Luxury Condo

Clearwater condo

3 bedrooms / 3 bathrooms / sleeps 6

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$150

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

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$165

Hacienda on Prospect-close to beach,downtown,attractions

Clearwater house

2 bedrooms / 1 bathroom / sleeps 4

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$189

Elegant Beach Front Penthouse on Desirable Belleair Beach, FL 2B/2B

Clearwater condo

2 bedrooms / 2 bathrooms / sleeps 4

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$166

Beachside Getaway Super Location

Clearwater apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 24 minutes

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$115

Beautiful 2 bedroom condo,mins. drive to beach, pool

Clearwater apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 11 minutes

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$92

NEW! MODERN AND RENOVATED CONDO IN AVALON ON GROUND FLOOR WITH POOL VIEW

Clearwater condo

1 bedroom / 1 bathroom / sleeps 4

“Clearwater vacation” We had a wonderful time in Clearwater, FL. The condo was in a gated community, clean and beautifully decorated. It was close to the beautiful pool and fitness center. The condo is in a great location and Publix and Walmart are very near by.The beach was about 5 minutes away. The condo owners, Erwin and Elena were great to work with. I will definitely consider renting this unit again and would definitely recommend it to others looking for a nice getaway place.

Responds fast! avg. 2 hours 31 minutes

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$73

Viewing 38 of 1,656
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