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 Fort Myers
4.94 out of 5 average rating, 273 reviewsWhole cozy house
Jun 2 – 9
Home in Fort Myers
4.93 out of 5 average rating, 161 reviews*Relaxing and Fun Pyramid Home in Ft Myers (7048)
Aug 8 – 15
Home in Cape Coral
4.98 out of 5 average rating, 117 reviewsVacation in Paradise
Sep 3 – 10
Home in Captiva
5.0 out of 5 average rating, 11 reviewsHear the Waves & See the Beach - 1 house to shore
Oct 19 – 26
Home in Captiva
5.0 out of 5 average rating, 35 reviewsMy Sea Shack~ 1 minute to beach, SH Club, G-Cart
Nov 24 – Dec 1
Home in Captiva
4.9 out of 5 average rating, 42 reviewsSunset Captiva 48
Jul 12 – 19
Home in Captiva
4.95 out of 5 average rating, 99 reviewsWelcome to Paradise!
Apr 26 – May 3
Home in Captiva
5.0 out of 5 average rating, 66 reviewsBeachfront | Pvt Fishing Dock, Shelling, Sunrises
Jan 26 – Feb 2
Condo rentals with a pool
Condo in Naples
4.85 out of 5 average rating, 157 reviewsGround Floor, A+ Location Club Membership Included
Apr 9 – 16
Condo in Naples
4.87 out of 5 average rating, 218 reviewsPark Shore Walk to Beach!
Jun 4 – 11
Condo in Naples
4.91 out of 5 average rating, 146 reviewsPark Shore Resort Modern Top Floor 2 Bed 2 Bath
Jun 20 – 27
Condo in Naples
4.91 out of 5 average rating, 110 reviewsBeautiful Pool 5m to the Beach Downtown & Shopping
Jan 19 – 26
Condo in Fort Myers
4.96 out of 5 average rating, 101 reviewsFort Myers 2nd Flr Lakefront 3/2 Resort Condo
Jul 2 – 9
Condo in Naples
4.94 out of 5 average rating, 124 reviewsLely Resort Luxury Condo-1 Spectacular Pool/Golf
Jun 3 – 10
Condo in Naples
4.89 out of 5 average rating, 107 reviewsTop Loc, Best Views, Park Shore 258
Nov 12 – 19
Condo in Cape Coral
4.92 out of 5 average rating, 112 reviewsPenthouse Suite in the heart of SW Cape Coral, FL
Aug 25 – Sep 1
Home rentals with a private pool
Home in Cape Coral
4.92 out of 5 average rating, 72 reviewsLuxury Waterfront Home with Pool
Oct 5 – 12
Home in Cape Coral
5.0 out of 5 average rating, 16 reviewsAwesome Location W/boat Dock, Pool, & Kayaks!
Dec 25 – Jan 1
Home in Cape Coral
5.0 out of 5 average rating, 4 reviewsBlue Oasis
Aug 11 – 18
Home in Bonita Springs
New place to stayCoastal Waterfront Home W/pool-Tiki-Dock
Sep 12 – 19
Home in Fort Myers Beach
147 Curlew St
May 16 – 23
Destinations to explore
- Naples Vacation rentals
- Sarasota Vacation rentals
- Anna Maria Island Vacation rentals
- Tampa Vacation rentals
- Boca Raton Vacation rentals
- Fort Lauderdale Vacation rentals
- Kissimmee Vacation rentals
- West Palm Beach Vacation rentals
- Miami Vacation rentals
- Miami Beach Vacation rentals
- Key West Vacation rentals
- Orlando Vacation rentals
- Rentals with pools United States
- Rentals with pools Florida
- Rentals with pools Florida
- Rentals with pools Tampa
- Rentals with pools Naples
- Beachfront rentals Captiva Island
- Condo rentals Captiva Island
- Rentals with a patio Captiva Island
- House rentals Captiva Island
- Pet-friendly rentals Captiva Island
- Rentals with a washer and dryer Captiva Island
- Waterfront rentals Captiva Island
- Villa rentals Captiva Island
- Rentals with outdoor seating Captiva Island
- Fitness-friendly rentals Captiva Island
- Rentals with beach access Captiva Island
- Beach house rentals Captiva Island
- Rentals with a fireplace Captiva Island
- Monthly Rentals Captiva Island
- Apartment rentals Captiva Island
- Family-friendly rentals Captiva Island
- Cottage rentals Captiva Island
- Rentals with a hot tub Captiva Island
- Rentals with pools Lee County
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes