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 Fort Myers Beach
4.96 out of 5 average rating, 120 reviewsCoastal Oasis of Fort Myers Beach
26 Feb – 5 Mar
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
4.94 out of 5 average rating, 270 reviewsWhole cozy house
15–22 Sep
Home in Cape Coral
4.83 out of 5 average rating, 167 reviewsAmazing Modern Home with Pool and Hot Tub!
19–26 Aug
Home in Captiva
5.0 out of 5 average rating, 3 reviewsTurtle Escape: Pool, Beach & Fun!
11–18 Nov
Home in Captiva
5.0 out of 5 average rating, 35 reviewsMy Sea Shack~ 1 minute to beach, SH Club, G-Cart
29 Jan – 5 Feb
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
2–9 Nov
Condo rentals with a pool
Condo in Naples
4.85 out of 5 average rating, 155 reviewsGround Floor, A+ Location Club Membership Included
3–10 Oct
Condo in Naples
4.87 out of 5 average rating, 218 reviewsPark Shore Walk to Beach!
24–31 Aug
Condo in Cape Coral
4.92 out of 5 average rating, 111 reviewsPenthouse Suite in the heart of SW Cape Coral, FL
3–10 Jul
Condo in Naples
4.91 out of 5 average rating, 146 reviewsPark Shore Resort Modern Top Floor 2 Bed 2 Bath
15–22 Oct
Condo in Naples
4.91 out of 5 average rating, 108 reviewsBeautiful Pool 5m to the Beach Downtown & Shopping
5–12 Apr
Condo in Fort Myers
4.78 out of 5 average rating, 203 reviews2 Bed | 2 Bath | 'Home Away From Home'
8–15 May
Condo in Captiva
4.89 out of 5 average rating, 35 reviewsCaptiva Sweet Retreat at Bayside Villas
8–15 Oct
Condo in Captiva
4.92 out of 5 average rating, 76 reviewsStunning Modern Beach front condo - w golf cart!
5–12 Sep
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!
4–11 Oct
Home in Cape Coral
5.0 out of 5 average rating, 3 reviewsBlue Oasis
8–15 Nov
Home in Fort Myers Beach
147 Curlew St
3–10 May
Home in Bonita Springs
New place to stayCoastal Waterfront Home W/pool-Tiki-Dock
13–20 Aug
Destinations to explore
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