Holiday rentals with a pool in Clearwater Beach Island
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Clearwater Beach Island
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Clearwater Beach Island rentals with a pool
House rentals with a pool
Home in Dunedin
4.93 out of 5 average rating, 120 reviewsEverything you'll need, plus! Park Model RV
22 – 29 Sept
Home in Indian Rocks Beach
4.98 out of 5 average rating, 99 reviewsBeachfront Bungalow w/ Pool & Hot Tub in IRB
2 – 9 Mar
Home in Indian Rocks Beach
5.0 out of 5 average rating, 139 reviewsPiece of paradise in Indian Rocks Beach.
23 – 30 Oct
Home in Indian Rocks Beach
4.86 out of 5 average rating, 305 reviewsStunning views! Spot dolphins from the pool!
7 – 14 Oct
Home in Tampa
4.97 out of 5 average rating, 111 reviewsDowntown Tampa Pool House! Walk to Armature Works!
26 Sept – 3 Oct
Home in Clearwater
4.93 out of 5 average rating, 102 reviewsModern Saltwater Pool Home Near Clearwater Beach!
5 – 12 Dec
Home in Clearwater
4.95 out of 5 average rating, 188 reviewsHeated pool• 9 minutes to Clearwater Beach•pets ok
13 – 20 Aug
Home in Indian Rocks Beach
5.0 out of 5 average rating, 123 reviewsLuxe BeachHouseA, Heated Pool 2 min walk to Beach
30 Jan – 6 Feb
Condo rentals with a pool
Condo in Clearwater
4.87 out of 5 average rating, 126 reviews2 Bedroom Vacation Condo
27 Sept – 4 Oct
Condo in Clearwater
4.93 out of 5 average rating, 123 reviewsThe Avalon - 1/1 LUXE CORNER CONDO/King size bed/
12 – 19 Sept
Condo in Clearwater
4.9 out of 5 average rating, 105 reviewsWaterView 20, Bedroom, Free Parking, Beaches Pool
27 May – 3 June
Condo in Tampa
4.94 out of 5 average rating, 218 reviewsModern Waterfront Condo - Captivating Sunset Views
19 – 26 Aug
Condo in Redington Beach
4.97 out of 5 average rating, 460 reviewsAmazingBeachCondo/NoCleaningFee/AwesomeAmenities
23 – 30 Nov
Condo in Largo
4.89 out of 5 average rating, 180 reviewsModern and Cozy Condo 6 Minutes from the Beach !
26 Aug – 2 Sept
Condo in Indian Shores
4.96 out of 5 average rating, 143 reviews1 BR direct beachfront! Now avail. 8/29-9/11.
10 – 17 Dec
Condo in Redington Beach
4.84 out of 5 average rating, 174 reviewsRoyal Orleans at Redington Beach
3 – 10 Oct
Destinations to explore
- Tampa Holiday rentals
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