Accommodation with a pool in Islamorada
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Islamorada
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 Islamorada rentals with a pool
House rentals with a pool
Home in Key Largo
4.88 out of 5 average rating, 163 reviewsOutdoor Paradise - Beach, Boats, Snorkeling & Sun!
2 – 9 Aug
Home in Marathon
4.97 out of 5 average rating, 32 reviewsBeach House, Private Pool & Dock, Gulf Sunset view
7 – 14 Dec
Home in Islamorada
4.94 out of 5 average rating, 17 reviews3 Lux Ensuites Walk/Boat Island!
22 – 29 Mar
Home in Marathon
5.0 out of 5 average rating, 16 reviewsHorizon
31 Aug – 7 Sept
Home in Key Largo
5.0 out of 5 average rating, 49 reviewsThe Paradise 2
20 – 27 Mar
Home in Islamorada
5.0 out of 5 average rating, 12 reviewsAngler's Reef Gem in Islamorada!
8 – 15 June
Home in Islamorada
5.0 out of 5 average rating, 15 reviewsPristine pool front home w/ocean views Anglers 148
10 – 17 May
Home in Islamorada
5.0 out of 5 average rating, 10 reviewsHeart of Islamorada ~ Private Boat Slip
15 – 22 Oct
Condo rentals with a pool
Condo in Tavernier
4.93 out of 5 average rating, 133 reviewsIt's Tiki Time! Top Floor SeaView Mid-Mod 1 Br/1Ba
13 – 20 Dec
Condo in Tavernier
4.99 out of 5 average rating, 101 reviewsOcean View Corner Penthouse | Ocean Pointe 5416
13 – 20 Dec
Condo in Key Colony Beach
4.91 out of 5 average rating, 112 reviewsBeachside Unit 39 Tiki Huts, Private Beach & Pool
22 – 29 Oct
Condo in Tavernier
4.91 out of 5 average rating, 110 reviews500 Burton Drive Tavernier, Key Largo
6 – 13 Dec
Condo in Key Largo
4.98 out of 5 average rating, 115 reviewsOceanfront Condo w/Lake, Kayak, Paddleboard & Bike
5 – 12 Aug
Condo in Tavernier
4.88 out of 5 average rating, 135 reviewsSpectacular 2 Bedroom with a beautiful ocean view.
5 – 12 Jan
Condo in Tavernier
4.88 out of 5 average rating, 112 reviewsResort Getaway : Condo, Pool, Beach, Location
14 – 21 Aug
Condo in Tavernier
4.87 out of 5 average rating, 125 reviewsReel Large END Unit in Ocean Point Suites
19 – 26 Aug
Quick stats about accommodation with a pool in Islamorada
Total rentals
640 properties
Rentals with dedicated workspaces
430 properties have a dedicated workspace
Pet-friendly rentals
330 properties allow pets
Family-friendly rentals
440 properties are a good fit for families
Total number of reviews
2.4K reviews
Nightly prices starting at
$107 AUD before taxes and fees
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