Accommodation with a pool in Longboat Key
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Longboat Key
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 Longboat Key rentals with a pool
House rentals with a pool
Home in Bradenton Beach
4.97 out of 5 average rating, 153 reviewsParadise! Steps2 Private Beach & Tropical Yard!
26 Apr – 3 May
Home in Holmes Beach
4.95 out of 5 average rating, 158 reviewsSet AMI
29 Aug – 5 Sept
Home in Longboat Key
5.0 out of 5 average rating, 7 reviewsZilli Villa, a 2,000 sf home right on the beach.
7 – 14 Dec
Home in Sarasota
4.91 out of 5 average rating, 11 reviewsFruit /Botanical Garden Estate 2 miles to downtown
6 – 13 Apr
Home in Holmes Beach
4.92 out of 5 average rating, 25 reviewsBackyard Bliss Anna Maria Island
5 – 12 Mar
Home in Sarasota
4.78 out of 5 average rating, 63 reviewsPool house by the bay
11 – 18 June
Home in Sarasota
5.0 out of 5 average rating, 12 reviewsWalk to Lido Beach &St. Armands -grill/HEATED POOL
6 – 13 Sept
Home in Anna Maria
4.96 out of 5 average rating, 51 reviewsSteps to the Beach! Pool/spa! Golf Cart Included!!
10 – 17 Dec
Condo rentals with a pool
Condo in Siesta Key
4.96 out of 5 average rating, 276 reviewsOn the Beach; Siesta Key SunBum Studio
13 – 20 Nov
Condo in Tierra Verde
4.96 out of 5 average rating, 237 reviewsNatural Beauty on Tierra Verde, Waterfront Condo
25 Oct – 1 Nov
Condo in Holmes Beach
4.99 out of 5 average rating, 125 reviewsBeach Escape - Make Memories on Anna Maria Island!
4 – 11 Sept
Condo in Siesta Key
4.83 out of 5 average rating, 237 reviewsSiesta Key 1/1 King bed “Sunset Suite” Pool Kayaks
Condo in Holmes Beach
4.98 out of 5 average rating, 108 reviewsNEW listing on AMI! Walk to fabulous beach front!
28 Dec – 4 Jan
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 Sarasota
4.8 out of 5 average rating, 199 reviewsNear beach. Pool view. King bed. Daily rentals
8 – 15 Jan
Condo in Sarasota
4.96 out of 5 average rating, 120 reviewsLido-Key- Tiny Studio Holiday Cottage-A
24 – 31 Dec
Quick stats about accommodation with a pool in Longboat Key
Total rentals
650 properties
Rentals with dedicated workspaces
220 properties have a dedicated workspace
Pet-friendly rentals
80 properties allow pets
Family-friendly rentals
490 properties are a good fit for families
Total number of reviews
6.6K reviews
Nightly prices starting at
$61 AUD before taxes and fees
Destinations to explore
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