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 Naples
4.98 out of 5 average rating, 174 reviews3 bdrm up to 6 guest pool walk to Vanderbilt Beach
Home in Fort Myers
4.94 out of 5 average rating, 273 reviewsWhole cozy house
Home in Cape Coral
4.98 out of 5 average rating, 197 reviewsDolphin beach house 2
Home in Cape Coral
4.96 out of 5 average rating, 108 reviewsCozy in the Cape, Water views & private salt pool.
Home in Cape Coral
4.91 out of 5 average rating, 163 reviewsModern Oasis pool paradise
Home in Captiva
5.0 out of 5 average rating, 25 reviewsPrivate Island Luxury * Pool * Dock * Club Access
Home in Captiva
5.0 out of 5 average rating, 35 reviewsMy Sea Shack~ 1 minute to beach, SH Club, G-Cart
Home in Captiva
5.0 out of 5 average rating, 6 reviewsBeach Paradise: Oceanfront, Sleeps 10, Pool, Games
Condo rentals with a pool
Condo in Naples
4.85 out of 5 average rating, 157 reviewsGround Floor, A+ Location Club Membership Included
Condo in Naples
4.91 out of 5 average rating, 146 reviewsPark Shore Resort Modern Top Floor 2 Bed 2 Bath
Condo in Naples
4.89 out of 5 average rating, 107 reviewsTop Loc, Best Views, Park Shore 258
Condo in Cape Coral
4.87 out of 5 average rating, 46 reviewsPenthouse Suite in the heart of SW Cape Coral, FL
Condo in Fort Myers
4.96 out of 5 average rating, 101 reviewsFort Myers 2nd Flr Lakefront 3/2 Resort Condo
Condo in Naples
4.91 out of 5 average rating, 110 reviewsBeautiful Pool 5m to the Beach Downtown & Shopping
Condo in Fort Myers
4.78 out of 5 average rating, 203 reviews2 Bed | 2 Bath | 'Home Away From Home'
Condo in Naples
4.87 out of 5 average rating, 218 reviewsPark Shore Walk to Beach!
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
Home in Fort Myers Beach
147 Curlew St
Villa in Placida
New Listing! Beach Villa Two Bedroom
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