Vacation 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.
Vacation 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
Sep 22 – 29
Home in Indian Rocks Beach
4.98 out of 5 average rating, 99 reviewsBeachfront Bungalow w/ Pool & Hot Tub in IRB
Jan 14 – 21
Home in Indian Rocks Beach
5.0 out of 5 average rating, 139 reviewsPiece of paradise in Indian Rocks Beach.
Oct 1 – 8
Home in Indian Rocks Beach
4.86 out of 5 average rating, 305 reviewsStunning views! Spot dolphins from the pool!
Dec 20 – 27
Home in Clearwater
4.95 out of 5 average rating, 188 reviewsHeated pool• 9 minutes to Clearwater Beach•pets ok
Sep 2 – 9
Home in Tampa
4.97 out of 5 average rating, 111 reviewsDowntown Tampa Pool House! Walk to Armature Works!
Dec 25 – Jan 1
Home in Clearwater
4.93 out of 5 average rating, 102 reviewsModern Saltwater Pool Home Near Clearwater Beach!
Dec 5 – 12
Home in Indian Rocks Beach
5.0 out of 5 average rating, 123 reviewsLuxe BeachHouseA, Heated Pool 2 min walk to Beach
Oct 26 – Nov 2
Condo rentals with a pool
Condo in Clearwater
4.87 out of 5 average rating, 120 reviews☼ STUNNING CONDO MINUTES FROM GORGEOUS BEACHES
Dec 2 – 9
Condo in Clearwater
4.99 out of 5 average rating, 106 reviewsNewly Reno Luxury Condo 30 Steps to Paradise
Jan 26 – Feb 2
Condo in Clearwater
4.97 out of 5 average rating, 103 reviewsCome and relax in a stylish art deco condo !
Jul 4 – 11
Condo in Largo
4.89 out of 5 average rating, 180 reviewsModern and Cozy Condo 6 Minutes from the Beach !
Aug 26 – Sep 2
Condo in Indian Shores
4.96 out of 5 average rating, 143 reviews1 BR direct beachfront! Now avail. 8/29-9/11.
Dec 10 – 17
Condo in Clearwater
4.99 out of 5 average rating, 112 reviews✔Waterfront |3BR |2Kings |Pool |Balcony |Beach
Feb 6 – 13
Condo in Clearwater
4.87 out of 5 average rating, 126 reviews2 Bedroom Vacation Condo
Apr 17 – 24
Condo in Redington Beach
4.84 out of 5 average rating, 174 reviewsRoyal Orleans and Redington Beach
Oct 6 – 13
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