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Clearwater, FL Vacation Rentals

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1,494 beach rentals in Clearwater with pools

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

Clearwater house

2 bedrooms / 2 bathrooms / sleeps 6

Match: Swimming pool

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Price per night from

$151

Waterway Getaway with Roof Deck, Private Elevator, Views & Pool

Clearwater house

3 bedrooms / 3 bathrooms / sleeps 6

Match: Swimming pool

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Price per night from

$314

Exclusive Tropical Retreat in Sunny Clearwater Bea

Clearwater house

4 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 1 hour 33 minutes

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Price per night from

$507

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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Price per night from

$97

beautiful condo with magnificent views of mandalay

Clearwater apartment

1 bedroom / 1 bathroom / sleeps 2

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Price per night from

$112

LUXURY 5*CONDO WATER FRONT,3 BEDS,2 BATH,POOL,HOT TUB,,WI-FI,POOL/BEACHES OPEN

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 0 minutes

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Price per night from

$269

Clearwater Beach Waterfront - With Private Rooftop Terrace

Clearwater townhouse

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 42 minutes

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Price per night from

$458

1 Block to Clearwater Beach! Waterfront and 2 BR-Family Fun, Nightlife, More!

Clearwater condo

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$145

Waterfront Views,W/D, Free Wi-Fi, Cable & Phone, DVR, Walking Distance to Everyt

Clearwater apartment

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 18 minutes

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Price per night from

$131

Affordable Luxury Directly On The Gulf Of Mexico.

Clearwater apartment

1 bedroom / 2 bathrooms / sleeps 4

Responds fast! avg. 29 minutes

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Price per night from

$104

Waterfront, Spacious Balcony, 2 Kings! Free Cable & Wi-Fi, W/D, Pool, Hot Tub-30

Clearwater condo

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 18 minutes

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Price per night from

$127

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

Clearwater apartment

3 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$435

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. 13 minutes

Match: Swimming pool

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Price per night from

$132

New listing: Pool View In Avalon at Clearwater, Fully renovated !

Clearwater apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 36 minutes

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Price per night from

$97

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

Clearwater apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Perfect condo !” The location is perfect. Near airport, near stores and groceries, pool, bâches and restaurants at Clearwater or St Peterburgh. The condo is cosy, good look and confortable. Very quiet place near all you want.

Responds fast! avg. 57 minutes

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Price per night from

$125

Bay Harbor Condo in Clearwater Beach

Clearwater condo

3 bedrooms / 3 bathrooms / sleeps 8

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Price per night from

$340

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

Clearwater condo

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$164

Beachside Getaway Super Location

Clearwater apartment

1 bedroom / 1 bathroom / sleeps 3

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Price per night from

$115

Clearwater Beach Studio Just Steps from the Beach!

Clearwater studio

Studio / 1 bathroom / sleeps 2

Responds fast! avg. 4 minutes

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Price per night from

$141

Clearwater Beach Waterview Studio

Clearwater studio

Studio / 1 bathroom / sleeps 2

Responds fast! avg. 13 minutes

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Price per night from

$121

SUNNY ALL DAY modern condo near Gulf of Mexico beaches

Clearwater apartment

1 bedroom / 1 bathroom / sleeps 4

“CLEARWATER'S BEST KEPT SECRET” The pictures sold me on this condo. It is exactly as it shows. Very clean, smells good. Great locations, all stores close on the same road as condo. Close to the beach. Owner kept in close contact throughout our pre-booking and stay. I will stay here again! Very, very nice.

Responds fast! avg. 3 hours 2 minutes

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Price per night from

$102

Sea Breeze Pavilion at the Avalon

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.

Responds fast! avg. 1 hour 25 minutes

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Price per night from

$53

Waterfront, Big Balcony, Upscale Kitchen, Free Wi-Fi & Cable, W/D, Pool, Garage

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. 18 minutes

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Price per night from

$174

Clearwater Beach Cottage w/ Pool Near Sugary Sand!

Clearwater house

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 4 minutes

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Price per night from

$207

Clearwater Beach Condo 3BR fits 6-10

Clearwater condo

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 49 minutes

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Price per night from

$229

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. 1 hour 13 minutes

Travelers’ Choice award

Match: Swimming pool

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Price per night from

$98

Waterfront w/ Spacious Balcony, Gourmet Kitchen & New Furniture, Wi-Fi & Cable,

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. 18 minutes

Match: Swimming pool

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Price per night from

$185

Waterfront, New Furniture, Great Kitchen, W/D,Free Wi-Fi, Cable & Phone, Beach C

Clearwater apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 18 minutes

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Price per night from

$139

Royal Marina | Avalon at Clearwater | Minutes to Clearwater Beach

Clearwater condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 11 minutes

Travelers’ Choice award

Match: Swimming pool

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Price per night from

$134

Fabulous Resort Style Condo In Clearwater

Clearwater apartment

1 bedroom / 1 bathroom / sleeps 3

Match: Swimming pool

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Price per night from

$78

Clearwater Beach 3-bedroom Waterfront Luxury Condo

Clearwater condo

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 2 hours 3 minutes

Match: Swimming pool

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Price per night from

$404

Clearwater Fully Renovated Condo At Avalon

Clearwater condo

1 bedroom / 1 bathroom / sleeps 2

Match: Swimming pool

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Price per night from

$106

Waterfront Breeze Condo - Waterfront with a pool!

Clearwater condo

3 bedrooms / 2 bathrooms / sleeps 10

Match: Swimming pool

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Price per night from

$324

Bright Clearwater Beach Studio - Walk to Beach!

Clearwater studio

Studio / 1 bathroom / sleeps 4

Responds fast! avg. 4 minutes

Match: Swimming pool

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Price per night from

$130

Pet Friendly, Marina Views, Modern Décor, Gourmet Kitchen, Pedestal W/D, Soaking

Clearwater apartment

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 18 minutes

Match: Swimming pool

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Price per night from

$174

AVALON LUXURIOUS CONDO MINUTES FROM CLEARWATER BEA

Clearwater apartment

1 bedroom / 1 bathroom / sleeps 4

“Nice Stay” Edyta was a warm welcoming Owner. In general, the place was comfortable. A bit too many bees by tree in veranda, but it was not the end of the world. As we were close to supermarket, etc. we were able to walk there. We had a bit more rain than we expected, but only God can control the weather, lol. We got to see the kids and grandchildren which was great. We were happy at the Avalon. Best.

Match: Swimming pool

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Price per night from

$86

POOL VIEW modern condo near Gulf of Mexico Beaches. Retreat for two

Clearwater condo

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 3 hours 2 minutes

Match: Swimming pool

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Price per night from

$102

Pet Friendly Waterfront, Free Wi-Fi & Cable, Pool, Big Balcony, W/D, Parking-506

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. 18 minutes

Match: Swimming pool

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Price per night from

$170

Viewing 38 of 1,494
rentals in Clearwater

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