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Clearwater Vacation Homes and Villas with Pools

Find Luxury Places to Stay Near Clearwater with a Swimming Pool. Find pool in Clearwater, Florida.

Pool

Only stays with pool access are shown on this page

56 stays

a large swimming pool on top of a building at By the Beach Rentals in Clearwater Beach

From US $278

By the Beach Rentals Pool available

8.8 (130 Reviews) Apartment

Apartments • Free on-site parking • Outdoor swimming pool

Clearwater Clearwater Beach • 827m from Clearwater Beach

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an aerial view of a beach with a we are here sign at Emerald on the Water - Formerly Belleair Beach Club in Clearwater Beach

From US $267

Emerald on the Water - Formerly Belleair Beach Club Pool available

8.5 (211 Reviews) Apartment

Apartments • Kitchen • Sea view

Clearwater Clearwater Beach • 5.4km from Clearwater Beach

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an aerial view of a city with a body of water at Cute One Bedroom at The Coral Resort apts in Clearwater Beach

From US $277

Cute One Bedroom at The Coral Resort apts Pool available

9.4 (15 Reviews) Apartment

The entire place is yours • 50 m² size • Free on-site parking

Clearwater Clearwater Beach • 436m from Clearwater Beach

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a dock in a body of water with blue houses at Mandaly Bay Efficiency Comfort in Clearwater Beach

From US $360

Mandaly Bay Efficiency Comfort Pool available

9.0 (15 Reviews) Apartment

The entire place is yours • 28 m² size • Free on-site parking

Clearwater Clearwater Beach • 425m from Clearwater Beach

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a living room with a couch and a tv at Private 5BR Oasis with Pool Near Clearwater Beach in Clearwater

From US $759

Private 5BR Oasis with Pool Near Clearwater Beach Pool available

8.8 (16 Reviews) Holiday_home

The entire place is yours • 167 m² size • Free on-site parking

Clearwater Clearwater Mall • 2.0km from Clearwater Mall

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a living room with a couch and a kitchen at Spacious 4 bedroom 3 bath Clearwater Vacation House Cowboy Pool Fire Pit Games Close to Clearwater Beach Biking Trail Farmers Markets Harbor Health Spa Baycare Ballpark and Ruth Eckerd Hall Golf Courses in Clearwater

From US $587

Spacious 4 bedroom 3 bath Clearwater Vacation House Cowboy Pool Fire Pit Games Close to Clearwater Beach Biking Trail Farmers Markets Harbor Health Spa Baycare Ballpark and Ruth Eckerd Hall Golf Courses Pool available

8.7 (15 Reviews) Holiday_home

The entire place is yours • 195 m² size • Free on-site parking

Clearwater Ruth Eckerd Hall • 1.9km from Ruth Eckerd Hall

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a large building with a marina with boats in the water at Luxury and Spacious Waterside Getaway in Clearwater Beach

From US $510

Luxury and Spacious Waterside Getaway Pool available

9.4 (11 Reviews) Holiday_home

The entire place is yours • 214 m² size • Free on-site parking

Clearwater Clearwater Beach Municipal Marina • 966m from Clearwater Beach Municipal Marina

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an overhead view of a city with a harbor and buildings at Tropical Breeze in Clearwater Beach

From US $211

Tropical Breeze Pool available

8.8 (454 Reviews) Apartment

Apartments • Free on-site parking • Outdoor swimming pool

Clearwater Clearwater Beach Municipal Marina • 543m from Clearwater Beach Municipal Marina

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a house with a fountain in the front yard at Sunny Side Cottages in Dunedin

From US $140

Sunny Side Cottages Pool available

8.3 (468 Reviews) Apartment

Apartments • Garden • Swimming pool

Dunedin Dunedin Marina • 5.9km from Clearwater Beach

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a large swimming pool at a hotel with palm trees at Monaco Vacation Rentals in Clearwater Beach

From US $237

Monaco Vacation Rentals Pool available

8.9 (297 Reviews) Apartment

Apartments • Kitchen • Garden

Clearwater Clearwater Beach • 855m from Clearwater Beach

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a group of people sitting around a campfire on the beach at Luxury 5 Star Waterfront Condo 3 Bdr 2 Bath Pool Hot-Tub Panoramic Gulf and Intracoastal Waterway Views in Clearwater Beach

From US $493

Luxury 5 Star Waterfront Condo 3 Bdr 2 Bath Pool Hot-Tub Panoramic Gulf and Intracoastal Waterway Views Pool available

10.0 (5 Reviews) Apartment

The entire place is yours • 172 m² size • Free on-site parking

Clearwater Clearwater Beach Municipal Marina • 944m from Clearwater Beach Municipal Marina

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a house with a yard and a swimming pool at 4 Bedroom Clearwater Vacation Home with Amazing Backyard in Clearwater

From US $731

4 Bedroom Clearwater Vacation Home with Amazing Backyard Pool available

6.7 (14 Reviews) Holiday_home

The entire place is yours • 232 m² size • Free on-site parking

Clearwater Clearwater Mall • 2.3km from Clearwater Mall

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a swimming pool in the backyard of a house at Tropical Retreat with Heated Pool & Firepit in Clearwater

From US $541

Tropical Retreat with Heated Pool & Firepit Pool available

8.7 (3 Reviews) Holiday_home

The entire place is yours • 139 m² size • Free parking

Clearwater Clearwater Beach Municipal Marina • 4.1km from Clearwater Beach Municipal Marina

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a living room with a blue couch and a table at Belleair Beach Club 112 in Clearwater Beach

From US $287

Belleair Beach Club 112 Pool available

8.4 (48 Reviews) Holiday_home

The entire place is yours • 43 m² size • Free on-site parking

Clearwater Clearwater Beach • 5.4km from Clearwater Beach

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a living room with a couch and chairs and a ceiling fan at Coastal Condo Amazing Location! 50 Steps to the Beach in Clearwater Beach

From US $388

Coastal Condo Amazing Location! 50 Steps to the Beach Pool available

9.3 (18 Reviews) Apartment

The entire place is yours • 98 m² size • Free on-site parking

Clearwater Clearwater Beach • 734m from Clearwater Beach

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a bedroom with a bed and a flat screen tv at The Seashell Suite with Private Balcony and Walk to Beach in Clearwater Beach

From US $257

The Seashell Suite with Private Balcony and Walk to Beach Pool available

5.0 (18 Reviews) Holiday_home

The entire place is yours • 27 m² size • Free on-site parking

Clearwater Clearwater Beach • 445m from Clearwater Beach

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a living room with a couch and a table at Belleair Beach Club 315 in Clearwater Beach

From US $366

Belleair Beach Club 315 Pool available

8.5 (22 Reviews) Holiday_home

The entire place is yours • 43 m² size • Free on-site parking

Clearwater Clearwater Beach • 5.4km from Clearwater Beach

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a kitchen with wooden cabinets and a stove top oven at Sea Turtle Suite Condo with Clearwater Beach Views in Clearwater Beach

From US $289

Sea Turtle Suite Condo with Clearwater Beach Views Pool available

9.6 (11 Reviews) Holiday_home

The entire place is yours • 65 m² size • On-site parking

Clearwater Clearwater Beach • 682m from Clearwater Beach

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a white house with palm trees in front of it at Clearwater Penthouse 5 min Beach walk Heated Pool in Clearwater Beach

From US $800

Clearwater Penthouse 5 min Beach walk Heated Pool Pool available

9.9 (12 Reviews) Holiday_home

The entire place is yours • 279 m² size • Free on-site parking

Clearwater Clearwater Beach Municipal Marina • 589m from Clearwater Beach Municipal Marina

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a patio with a table and chairs and a view of the water at BrightWater Blue 158-2 in Clearwater Beach

From US $513

BrightWater Blue 158-2 Pool available

9.7 (11 Reviews) Holiday_home

The entire place is yours • 120 m² size • Free on-site parking

Clearwater Clearwater Beach Municipal Marina • 554m from Clearwater Beach Municipal Marina

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a yellow building with a clock tower on it at Bayview in Clearwater

From US $155

Bayview Pool available

9.1 (13 Reviews) Apartment

The entire place is yours • 76 m² size • Free on-site parking

Clearwater Clearwater Mall • 2.1km from Clearwater Mall

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a balcony with tables and chairs and the ocean at Beachy Keen Cottage in Clearwater Beach

From US $619

Beachy Keen Cottage Pool available

8.2 (17 Reviews) Holiday_home

The entire place is yours • 115 m² size • Kitchen

Clearwater Clearwater Beach • 5.7km from Clearwater Beach

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a swinging chair sits in front of a swimming pool at Modern House in Clearwater with access to a Shared Swimming Pool in Safety Harbor

From US $125

Modern House in Clearwater with access to a Shared Swimming Pool Pool available

6.4 (35 Reviews) Apartment

Apartments • Free on-site parking • Swimming pool

Clearwater Ruth Eckerd Hall • 1.8km from Ruth Eckerd Hall

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a beach with people and umbrellas and the ocean at Beach Haven in South Clearwater Beach in Clearwater Beach

From US $361

Beach Haven in South Clearwater Beach Pool available

9.4 (9 Reviews) Apartment

The entire place is yours • 2332 m² size • Free on-site parking

Clearwater Clearwater Beach Municipal Marina • 820m from Clearwater Beach Municipal Marina

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a balcony with a table and chairs and a view of the water at Waterfront -3BR - 2Kings -Pool Balcony - Beach in Clearwater Beach

From US $417

Waterfront -3BR - 2Kings -Pool Balcony - Beach Pool available

9.8 (7 Reviews) Apartment

The entire place is yours • 153 m² size • Free on-site parking

Clearwater Clearwater Beach Municipal Marina • 1.1km from Clearwater Beach Municipal Marina

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a large building with a swimming pool at night at Baywatch in Clearwater

From US $133

Baywatch Pool available

7.6 (17 Reviews) Apartment

The entire place is yours • 116 m² size • Kitchen

Clearwater Clearwater Mall • 2.2km from Clearwater Mall

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a swimming pool with umbrellas next to a building at Breezy Belleair 5E in Clearwater Beach

From US $233

Breezy Belleair 5E Pool available

8.5 (10 Reviews) Holiday_home

The entire place is yours • 307 m² size • Free on-site parking

Clearwater Clearwater Beach • 5.7km from Clearwater Beach

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a beach at a resort with palm trees and the ocean at Clearwater Beach Pelican 2 in Clearwater Beach

From US $318

Clearwater Beach Pelican 2 Pool available

9.8 (5 Reviews) Apartment

The entire place is yours • 35 m² size • Free on-site parking

Clearwater Clearwater Beach Municipal Marina • 837m from Clearwater Beach Municipal Marina

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a living room with a couch and a table at Clearwater Hideaway w Huge Lap POOL 7 min to BEACH in Clearwater

From US $632

Clearwater Hideaway w Huge Lap POOL 7 min to BEACH Pool available

9.3 (6 Reviews) Holiday_home

The entire place is yours • 167 m² size • Free on-site parking

Dunedin Dunedin Marina • 4.5km from Clearwater Beach Municipal Marina

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a large swimming pool in front of a building at Gorgeous condo, 2 bedrooms, 2 baths, with pool, minutes to Clearwater Beach in Clearwater

From US $307

Gorgeous condo, 2 bedrooms, 2 baths, with pool, minutes to Clearwater Beach Pool available

8.6 (8 Reviews) Apartment

The entire place is yours • 102 m² size • Free on-site parking

Clearwater Clearwater Beach Municipal Marina • 4.5km from Clearwater Beach Municipal Marina

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a collage of photos of a pool house at Peacock Pool House & Hot Tub Clearwater beaches in Clearwater

From US $220

Peacock Pool House & Hot Tub Clearwater beaches Pool available

9.6 (5 Reviews) Holiday_home

The entire place is yours • 111 m² size • Free on-site parking

Clearwater Countryside Mall • 1.7km from Countryside Mall

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a living room with a blue couch and a tv at 5 Star 30 Steps from Beach l 3m Walk to Rest & Shops in Clearwater Beach

From US $465

5 Star 30 Steps from Beach l 3m Walk to Rest & Shops Pool available

9.2 (6 Reviews) Apartment

The entire place is yours • 950 m² size • Kitchen

Clearwater Clearwater Beach • 740m from Clearwater Beach

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a living room with a couch and a tv at Harborview Grande 402 in Clearwater Beach

From US $369

Harborview Grande 402 Pool available

10.0 (4 Reviews) Holiday_home

The entire place is yours • 168 m² size • Kitchen

Clearwater Clearwater Beach Municipal Marina • 933m from Clearwater Beach Municipal Marina

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a living room with a couch and a ceiling fan at Crescent Beach Club I 12D in Clearwater Beach

From US $346

Crescent Beach Club I 12D Pool available

9.4 (5 Reviews) Holiday_home

The entire place is yours • 146 m² size • Free on-site parking

Clearwater Clearwater Beach Municipal Marina • 3.2km from Clearwater Beach Municipal Marina

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a patio with a table and chairs and a grill at Bayfront Bounty in Clearwater Beach

From US $471

Bayfront Bounty Pool available

9.8 (4 Reviews) Holiday_home

The entire place is yours • 229 m² size • Free on-site parking

Clearwater Clearwater Beach Municipal Marina • 590m from Clearwater Beach Municipal Marina

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a living room with a couch and a flat screen tv at 204 Bay Harbor in Clearwater Beach

From US $379

204 Bay Harbor Pool available

9.2 (5 Reviews) Holiday_home

The entire place is yours • 172 m² size • Swimming pool

Clearwater Clearwater Beach Municipal Marina • 971m from Clearwater Beach Municipal Marina

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About Clearwater Vacation Rentals with Pools on NearbyHoliday

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Vacation Rentals with Pools: Explore Top Destinations

Stay Near Clearwater's Top Attractions

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Frequently Asked Questions About Vacation Rentals With Pools in Clearwater

There are a lot of vacation rentals with pools in Clearwater. If you plan on staying in the Clearwater area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals with Pools in Clearwater: