Holiday rentals with a pool in Harbour Island
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Harbour 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 Harbour Island rentals with a pool
House rentals with a pool
Home in Tampa
4.93 out of 5 average rating, 157 reviewsAmazing waterfront vacation home Gated-heated Pool
5–12 Nov
Home in Tampa
4.95 out of 5 average rating, 129 reviewsThe Big Guava Retreat-3b 2b/Pool/Fire Pit/ BBQ
1–8 Oct
Home in Tampa
4.84 out of 5 average rating, 108 reviewsNorth Ybor escape with Private POOL and POOL TABLE
14–21 Apr
Home in Tampa
4.99 out of 5 average rating, 250 reviewsPool + Park + Private = Perfect Place
8–15 Oct
Home in Tampa
4.88 out of 5 average rating, 135 reviewsLuxurious "Riverfront Oasis" - Waterfront w/pool
29 Dec – 5 Jan
Home in Tampa
4.92 out of 5 average rating, 105 reviewsWATERFRONT*DOCK*FREE HEATED POOL*JACUZZI*5 KAYAKS
17–24 Apr
Home in Tampa
4.94 out of 5 average rating, 123 reviewsHeated In-Ground Pool w/ Whirlpool!
23–30 Dec
Home in Tampa
5.0 out of 5 average rating, 8 reviewsLuxurious 4BR Davis Island Pool Home w/Game Room
15–22 Feb
Apartment rentals with a pool
Apartment in Ruskin
4.93 out of 5 average rating, 111 reviewsBeach Condo with water view!
8–15 Dec
Apartment in St. Pete Beach
4.91 out of 5 average rating, 211 reviewsSunset Beach Condo in Treasure Island
11–18 Nov
Apartment in St. Petersburg
4.97 out of 5 average rating, 144 reviewsSea La Vie- Studio by the bay!
25 Oct – 1 Nov
Apartment in Tampa
4.82 out of 5 average rating, 146 reviewsTropical Serenity-Water View, Heated Pool Tiki Bar
6–13 Jul
Apartment in Tampa
4.91 out of 5 average rating, 104 reviewsWaterfront Condo - Sunset View of Tampa Bay
4–11 Jan
Apartment in Tampa
4.94 out of 5 average rating, 351 reviewsStunning Suite w/ WtrFrt Bay & Sunset Views
8–15 Feb
Apartment in Madeira Beach
4.88 out of 5 average rating, 274 reviews**COZY CORNER RETREAT**JUST STEPS TO THE BEACH
21–28 Dec
Apartment in Saint Petersburg
4.85 out of 5 average rating, 407 reviewsWaterfront condo on top floor @ Boca Ciega Resort
28 Nov – 5 Dec
Destinations to explore
- Tampa Holiday rentals
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