Vacation rentals with a pool in Stock Island
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Stock 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 Stock Island rentals with a pool
House rentals with a pool
Home in Cudjoe Key
4.89 out of 5 average rating, 193 reviewsNewly Renovated Oceanside House with Pool
Mar 18 – 25
Home in Cudjoe Key
4.97 out of 5 average rating, 123 reviewsCudjoe Key Home with a View
Aug 29 – Sep 5
Home in Cudjoe Key
4.9 out of 5 average rating, 104 reviewsSunrise Beach Escape
Apr 14 – 21
Home in Marathon
4.97 out of 5 average rating, 118 reviewsMarathon one-level home on the Marina - with slip!
Jun 29 – Jul 6
Home in Marathon
4.99 out of 5 average rating, 107 reviewsSea Ray Cove , 75’ boat dock, 1 block from beach!
Aug 24 – 31
Home in Key West
4.98 out of 5 average rating, 44 reviewsGone Coastal
Sep 17 – 24
Home in Naval Air Station Key West
4.88 out of 5 average rating, 16 reviewsCoral Hammock Cozy Home
Aug 29 – Sep 5
Home in Key West
5.0 out of 5 average rating, 63 reviewsClean and Relaxing! 3 King Suites! With everything
Apr 27 – May 4
Condo rentals with a pool
Condo in Key Colony Beach
4.96 out of 5 average rating, 171 reviewsOceanfront Sunrise Condo Private Beach Heated Pool
Aug 13 – 20
Condo in Key West
4.83 out of 5 average rating, 243 reviewsLa Dolce Vita, Old Town Steps to Duval! 3 blks bch
Oct 28 – Nov 4
Condo in Key Colony Beach
4.91 out of 5 average rating, 112 reviewsBeachside Unit 39 Tiki Huts, Private Beach & Pool
Aug 22 – 29
Condo in Key West
5.0 out of 5 average rating, 29 reviewsGorgeous Ocean View in Paradise
Aug 31 – Sep 7
Condo in Key West
4.98 out of 5 average rating, 47 reviewsOceanfront 3 bed condo Ocean Edge w/ optional slip
Nov 13 – 20
Condo in Key West
4.89 out of 5 average rating, 9 reviewsOcean View Residence
Dec 10 – 17
Condo in Key West
4.91 out of 5 average rating, 98 reviewsTropical Escape at Sunrise
Sep 17 – 24
Condo in Key West
4.84 out of 5 average rating, 44 reviewsOcean front 1BR/1BA Suite w/ kitchen & living rm
Jan 5 – 12
Quick stats about vacation rentals with a pool in Stock Island
Total rentals
70 properties
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Pet-friendly rentals
30 properties allow pets
Family-friendly rentals
60 properties are a good fit for families
Total number of reviews
3.9K reviews
Nightly prices starting at
$90 before taxes and fees
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