Holiday rentals with a pool in Pinellas County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Pinellas County
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Pinellas County rentals with a pool
House rentals with a pool
Home in Largo
4.87 out of 5 average rating, 191 reviewsPrivate Pool•Cozy Home!
19 – 26 Apr
Home in St. Petersburg
4.85 out of 5 average rating, 121 reviewsClose to everything. w/2 Bikes
26 May – 2 June
Home in Indian Rocks Beach
4.98 out of 5 average rating, 98 reviewsBeachfront Bungalow w/ Pool & Hot Tub in IRB
14 – 21 Jan
Home in Seminole
4.88 out of 5 average rating, 128 reviews*POOL* Bar, Hottub, Central location
19 – 26 Dec
Home in Largo
4.98 out of 5 average rating, 227 reviewsBit Of Heaven Pet Free heated pool 10 min 2 beach
4 – 11 Oct
Home in Largo
4.85 out of 5 average rating, 135 reviewsThe Paradise Cove No. 1
30 Aug – 6 Sept
Home in Indian Rocks Beach
4.86 out of 5 average rating, 305 reviewsStunning views! Spot dolphins from the pool!
2 – 9 Apr
Home in Largo
4.95 out of 5 average rating, 100 reviewsHeated Pool Tropical Home 6min drive to the Beach
6 – 13 June
Condo rentals with a pool
Condo in Redington Shores
4.82 out of 5 average rating, 147 reviewsBeach Studio 5
9 – 16 Oct
Condo in Redington Beach
4.93 out of 5 average rating, 135 reviewsQuiet, Beachy Poolside Studio/1 Min Walk to Beach
7 – 14 Sept
Condo in Indian Shores
4.96 out of 5 average rating, 112 reviews"Sunsational" Indian Shores Getaway!
13 – 20 July
Condo in Madeira Beach
4.88 out of 5 average rating, 274 reviews**COZY CORNER RETREAT**JUST STEPS TO THE BEACH
21 – 28 Dec
Condo in Clearwater
4.83 out of 5 average rating, 120 reviewsCozy Getaway close to Clearwater Beach
6 – 13 Oct
Condo in Indian Shores
4.96 out of 5 average rating, 210 reviewsSEA-ze the day at the Beach! Pool! Intracoastal!
24 – 31 Oct
Condo in Redington Beach
4.89 out of 5 average rating, 152 reviewsSWEET BEACH RETREAT - REDINGTON BEACH FLORIDA
20 – 27 Sept
Condo in St. Petersburg
4.81 out of 5 average rating, 173 reviewsbeautiful waterfront condo at Boca Ciega Resort
18 – 25 Oct
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