Vacation 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.
Vacation 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 Cape Coral
4.98 out of 5 average rating, 197 reviewsDolphin beach house 2
Home in Cape Coral
4.99 out of 5 average rating, 177 reviewsLUX Villa w/ Private Salt Water Pool, Lanai, Canal
Home in Cape Coral
4.98 out of 5 average rating, 118 reviewsVacation in Paradise
Home in Matlacha
4.92 out of 5 average rating, 139 reviewsTurquoise Dolphin on Open Water/HeatedPool
Home in Cape Coral
4.89 out of 5 average rating, 139 reviews*Gulf Access Pool Home with Private Office*
Home in Cape Coral
4.91 out of 5 average rating, 164 reviewsModern Oasis pool paradise
Home in Naples
4.98 out of 5 average rating, 177 reviews3 bdrm up to 6 guest pool walk to Vanderbilt Beach
Home in Captiva
5.0 out of 5 average rating, 12 reviewsHear the Waves & See the Beach - 1 house to shore
Condo rentals with a pool
Condo in Naples
4.95 out of 5 average rating, 286 reviewsLely Greenlinks Golf Resort Luxury Condo
Condo in Naples
4.87 out of 5 average rating, 220 reviewsPark Shore Walk to Beach!
Condo in Naples
4.86 out of 5 average rating, 118 reviewsTop Floor, A+ Location, Club Membership Included!
Condo in Naples
4.91 out of 5 average rating, 110 reviewsBeautiful Pool 5m to the Beach Downtown & Shopping
Condo in Englewood
4.88 out of 5 average rating, 118 reviewsA Beautiful Sunset Awaits - Steps to Beach
Condo in Fort Myers
4.78 out of 5 average rating, 203 reviews2 Bed | 2 Bath | 'Home Away From Home'
Condo in Naples
4.9 out of 5 average rating, 147 reviewsPark Shore Resort Modern Top Floor 2 Bed 2 Bath
Condo in Naples
4.93 out of 5 average rating, 144 reviewsLely Resort Luxury Condo-2 Spectacular Pool/Golf
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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