Vacation rentals with a pool in Cudjoe Key
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Cudjoe Key
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 Cudjoe Key rentals with a pool
House rentals with a pool
Home in Marathon
4.95 out of 5 average rating, 118 reviewsParadise - Pool, Hot tub, Mini Golf, Dockage, Fish
Home in Cudjoe Key
4.86 out of 5 average rating, 14 reviewsRise-N-Shine
Home in Cudjoe Key
4.94 out of 5 average rating, 17 reviewsWaterfront 35’ Dock,80’ pool,20 min Key West
Home in Cudjoe Key
4.95 out of 5 average rating, 21 reviewsConch Cabana in Paradise 23 miles outside Key West
Home in Cudjoe Key
4.88 out of 5 average rating, 84 reviewsHappy Hibiscus Home
Home in Cudjoe Key
5.0 out of 5 average rating, 9 reviewsVenture Out- Million Dollar Island Resort
Home in Cudjoe Key
4.88 out of 5 average rating, 77 reviewsIsland Oasis ~ YOUR Paradise Awaits!
Home in Cudjoe Key
4.81 out of 5 average rating, 54 reviewsSpanish Queen @Venture Out
Condo rentals with a pool
Condo in Key West
4.86 out of 5 average rating, 133 reviewsA Perfect Getaway
Condo in Key West
4.89 out of 5 average rating, 153 reviewsLarge waterfront 2/2 end unit with boat slip
Condo in Marathon
4.88 out of 5 average rating, 200 reviewsSombrero Beach Tropical Getaway
Condo in Marathon
4.94 out of 5 average rating, 99 reviewsJune Discount! Marina, Pool, Tiki Bar, Waterside!
Condo in Key Colony Beach
4.81 out of 5 average rating, 109 reviewsBeachside Unit 28 - Private Beach, Pool & Paradise
Condo in Key West
4.85 out of 5 average rating, 143 reviewsAnchor Drop modern elegance upgrades throughout vi
Condo in Key West
4.91 out of 5 average rating, 102 reviewsTropical Escape at Sunrise
Condo in Key West
4.83 out of 5 average rating, 247 reviewsLa Dolce Vita, Old Town Steps to Duval! 3 blks bch
Quick stats about vacation rentals with a pool in Cudjoe Key
Total rentals
140 properties
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Pet-friendly rentals
50 properties allow pets
Family-friendly rentals
110 properties are a good fit for families
Total number of reviews
3.8K reviews
Nightly prices starting at
$110 before taxes and fees
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