Vacation rentals 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.
Vacation 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 Marathon
4.99 out of 5 average rating, 111 reviewsSea Ray Cove , 75’ boat dock, 1 block from beach!
Home in Key Largo
4.9 out of 5 average rating, 133 reviewsBlue House Marine in Key Largo
Home in Key Largo
4.95 out of 5 average rating, 107 reviewsMariners Club Resort, Best in the Upper Keys
Home in Key Largo
4.89 out of 5 average rating, 176 reviewsOutdoor Paradise - Beach, Boats, Snorkeling & Sun!
Home in Key Largo
4.87 out of 5 average rating, 106 reviewsParadise Palace 3/3 Waterfront Pool Kayak 60' Dock
Home in Marathon
4.95 out of 5 average rating, 118 reviewsParadise - Pool, Hot tub, Mini Golf, Dockage, Fish
Home in Key Largo
5 out of 5 average rating, 57 reviewsThe Paradise 2
Home in Islamorada
4.95 out of 5 average rating, 19 reviews3 Lux Ensuites Walk/Boat Island!
Condo rentals with a pool
Condo in Tavernier
4.98 out of 5 average rating, 149 reviewsOcean Views at Ocean Pointe
Condo in Tavernier
4.99 out of 5 average rating, 106 reviewsOcean View Corner Penthouse | Ocean Pointe 5416
Condo in Key Largo
4.98 out of 5 average rating, 120 reviewsOceanfront Condo w/Lake, Kayak, Paddleboard & Bike
Condo in Key Colony Beach
4.81 out of 5 average rating, 110 reviewsBeachside Unit 28 - Private Beach, Pool & Paradise
Condo in Tavernier
4.88 out of 5 average rating, 139 reviewsSpectacular 2 Bedroom with a beautiful ocean view.
Condo in Tavernier
4.89 out of 5 average rating, 114 reviews500 Burton Drive Tavernier, Key Largo
Condo in Tavernier
4.86 out of 5 average rating, 263 reviewsCondo in the Keys, Peaceful ocean view retreat!
Condo in Key Largo
4.97 out of 5 average rating, 151 reviewsKEYS BEACH RETREAT WITH CAPTIVATING WATERVIEW!
Quick stats about vacation rentals 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
$70 before taxes and fees
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- Rentals with pools Monroe County
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