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
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Popular amenities for Captiva Island rentals with a pool
House rentals with a pool
Home in Naples
4.98 out of 5 average rating, 172 reviews3 bdrm up to 6 guest pool walk to Vanderbilt Beach
13–20 Sep
Home in Fort Myers Beach
4.96 out of 5 average rating, 120 reviewsCoastal Oasis of Fort Myers Beach
26 Feb – 5 Mar
Home in Fort Myers
4.93 out of 5 average rating, 159 reviews*Relaxing and Fun Pyramid Home in Ft Myers (7048)
21–28 Oct
Home in Fort Myers
4.94 out of 5 average rating, 270 reviewsWhole cozy house
28 Sep – 5 Oct
Home in Captiva
5.0 out of 5 average rating, 10 reviewsHear the Waves & See the Beach - 1 house to shore
8–15 Dec
Home in Captiva
5.0 out of 5 average rating, 35 reviewsMy Sea Shack~ 1 minute to beach, SH Club, G-Cart
13–20 Nov
Home in Captiva
4.95 out of 5 average rating, 99 reviewsWelcome to Paradise!
31 Aug – 7 Sep
Home in Captiva
5.0 out of 5 average rating, 66 reviewsBeachfront | Pvt Fishing Dock, Shelling, Sunrises
25 Oct – 1 Nov
Apartment rentals with a pool
Apartment in Naples
4.85 out of 5 average rating, 156 reviewsGround Floor, A+ Location Club Membership Included
13–20 Oct
Apartment in Naples
4.91 out of 5 average rating, 108 reviewsBeautiful Pool 5m to the Beach Downtown & Shopping
22–29 May
Apartment in Naples
4.95 out of 5 average rating, 283 reviewsLely Greenlinks Golf Resort Luxury Condo
27 Jun – 4 Jul
Apartment in Cape Coral
4.92 out of 5 average rating, 111 reviewsPenthouse Suite in the heart of SW Cape Coral, FL
4–11 Jun
Apartment in Naples
4.93 out of 5 average rating, 123 reviewsLely Resort Luxury Condo-1 Spectacular Pool/Golf
16–23 Aug
Apartment in Naples
4.91 out of 5 average rating, 146 reviewsPark Shore Resort Modern Top Floor 2 Bed 2 Bath
17–24 Dec
Apartment in Naples
4.87 out of 5 average rating, 218 reviewsPark Shore Walk to Beach!
25 Nov – 2 Dec
Apartment in Captiva
4.89 out of 5 average rating, 35 reviewsCaptiva Sweet Retreat at Bayside Villas
11–18 Dec
Home rentals with a private pool
Home in Cape Coral
4.92 out of 5 average rating, 72 reviewsLuxury Waterfront Home with Pool
21–28 Dec
Home in Cape Coral
5.0 out of 5 average rating, 16 reviewsAwesome Location W/boat Dock, Pool, & Kayaks!
29 Nov – 6 Dec
Home in Cape Coral
5.0 out of 5 average rating, 3 reviewsBlue Oasis
14–21 Jan
Home in Fort Myers Beach
147 Curlew St
15–22 May
Home in Bonita Springs
New place to stayCoastal Waterfront Home W/pool-Tiki-Dock
1–8 Oct
Destinations to explore
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