Holiday rentals with a pool in Captiva Island
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Captiva Island
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 Captiva Island rentals with a pool
House rentals with a pool
Home in Punta Gorda
4.96 out of 5 average rating, 133 reviewsPunta Gorda Isles Gem with Saltwater Spool
Home in Cape Coral
4.96 out of 5 average rating, 108 reviewsCozy in the Cape, Water views & private salt pool.
Home in Naples
4.96 out of 5 average rating, 157 reviewsLuxe Beach Home! Perfect for the Whole Family
Home in Fort Myers
4.83 out of 5 average rating, 144 reviewsUnforgettable Pyramid home in sunny Florida 7046
Home in Naples
4.98 out of 5 average rating, 177 reviews3 bdrm up to 6 guest pool walk to Vanderbilt Beach
Home in Fort Myers
4.94 out of 5 average rating, 278 reviewsWhole cozy house
Home in Captiva
5.0 out of 5 average rating, 3 reviewsLookout Escape: Private Island Luxury*Gulf Views
Home in Captiva
5.0 out of 5 average rating, 37 reviewsMy Sea Shack~ 1 minute to beach, SH Club, G-Cart
Apartment rentals with a pool
Apartment in Naples
4.86 out of 5 average rating, 159 reviewsGround Floor, A+ Location Club Membership Included
Apartment in Naples
4.95 out of 5 average rating, 286 reviewsLely Greenlinks Golf Resort Luxury Condo
Apartment in Naples
4.9 out of 5 average rating, 147 reviewsPark Shore Resort Modern Top Floor 2 Bed 2 Bath
Apartment in Naples
4.89 out of 5 average rating, 107 reviewsTop Loc, Best Views, Park Shore 258
Apartment in Naples
4.87 out of 5 average rating, 220 reviewsPark Shore Walk to Beach!
Apartment in Fort Myers
4.78 out of 5 average rating, 203 reviews2 Bed | 2 Bath | 'Home Away From Home'
Apartment in Naples
4.93 out of 5 average rating, 144 reviewsLely Resort Luxury Condo-2 Spectacular Pool/Golf
Apartment in Cape Coral
4.92 out of 5 average rating, 113 reviewsPenthouse Suite in the heart of SW Cape Coral, FL
Home rentals with a private pool
Home in Cape Coral
4.92 out of 5 average rating, 72 reviewsLuxury Waterfront Home with Pool
Home in Cape Coral
5.0 out of 5 average rating, 16 reviewsAwesome Location W/boat Dock, Pool, & Kayaks!
Home in Cape Coral
5.0 out of 5 average rating, 4 reviewsBlue Oasis
Home in Bonita Springs
New place to stayCoastal Waterfront Home W/pool-Tiki-Dock
Villa in Placida
New Listing! Beach Villa Two Bedroom
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