
Home rentals with a pool near Captiva Island
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool near Captiva Island
Guests agree: these stays are highly rated for location, cleanliness, and more.

Gumbo Limbo North Captiva
Located on North Captiva, in Safety Harbor Club, this comfortable home is conveniently located near beaches, pools, & boat docks. Nestled among native palms, Gumbo Limbo has a wildlife-friendly, private setting you will love. Beautiful beaches & refreshing pools are a short walk or 2 minutes by golf cart (included). The island has over 5 miles of pristine sandy beaches to explore. 3 large pools, tennis & pickle ball courts, sea kayaks, bicycles & private beach access are available to guests.

View of Gulf, Steps to Beach@The Turquoise Turtle
Welcome to The Turquoise Turtle Sanibel, one of the most stylish condos in Loggerhead Cay! Our personal vacation spot; this family friendly, coastal property overlooks the pool and is a two-minute walk to the gorgeous white sand beach. Fully renovated in 2021 with new kitchen, bathrooms, flooring, furniture, and curated beautiful beach decor. Grab a drink and relax on the patio, with a view of the beach and listen to the sound of the waves. At The Turquoise Turtle you will truly make memories!

Beachfront | Pvt Fishing Dock, Shelling, Sunrises
🏝️Latitude Adjustment on North Captiva 👨👩👦Family Friendly 🏖️Private Beachfront 🎣Private Fishing Dock w/ Lights for night fishing, best fishing spot! Loaded w/ Snook,Redfish,Trout,Sheepshead &more 🏊♂️Island Club Membership (pools,kayaks,basketball) 🏯4-bedroom, 4.5-bath comfortably sleeps 10 ⭐️2,600 sqft under a/c, 1,400 sqft decking overlooking water 📞Owner available from booking-checkout 👩✈️Prof Managed- Luggage/Grocery Serv 🛻Golf Cart Included 🛜High Speed Wifi Contact us today!

Blue Laguna - Vacation in paradise!
This bright, fully equipped welcoming three‑story home features a private heated pool and a rooftop observation deck with stunning 360‑degree water views. It offers three comfortable bedrooms and three full bathrooms for up to six guests, plus two screened lanais where you can relax in the island breeze and listen to the birds. A four‑seater golf cart is included, so you can easily explore the beaches and sandy paths of beautiful North Captiva Island. Also full access to Island Club amenities!

Island paradise. Hakuna Matata.
Our car-free paradise is a destination like no other. Only steps to the beach, Hakuna Matata provides the perfect escape. The home is complete with marble floors throughout, a granite kitchen and minibar, 3 bedrooms and 2 bathrooms. We have two king beds, a queen, and triple bunks. An entertainment area is complete with a private pool, sitting area, pool table and ping pong table, television, outdoor games, a grill, and an outdoor shower. Two golf carts are provided for your stay to explore.

Ocean View, Heated Pool, Pickleball +Walk to Beach
❤We have OVER EIGHTY 5★ Reviews...Book with Confidence❤ ★ 2 Story, 2,115 Sq Ft Home w/ 2 Patios ★ Views of the Ocean on 2 sides ★ 5 Min Walk to Nearly Private Beach ★ Sleeps 8 - (2 Kings, 2 Twins, Sofa Bed) - 3 Bathrooms ★Fast Wifi, Keurig, & Smart TVs ★ Access to Heated Pool, Hot Tub & Pickleball ★ Pack N Play + Board Games ★ Experienced Hosts - (easy check-in, clear communication, clean home) You deserve to see some legendary Captiva Sunrises & Sunsets at least once in your life!

Coral Cottage hidden in Palms short walk to Beach
Actual review left by a Guest “We had a great time in Captiva Island. It's the perfect place to get away for a relaxing, secluded, car-free vacation. Federico's cottage is conveniently located just a short walk to the beach and had all of the amenities we needed to relax and enjoy the trip. Federico was helpful and responsive when I had any questions. I highly recommend staying here if you are looking to disconnect and enjoy pristine beaches with lots wildlife and natural beauty. ”

Million Dollar View! Private Pool, Steps to Beach!
Escape to Isle Escape, a 2024-built luxury retreat just steps from pristine beaches. 🌊 Enjoy stunning Gulf views 💦 Private pool (heated or cooled) 🛏️ 5 spacious bedrooms w/ en-suite baths 🍽️ Cook in a modern, fully equipped kitchen 🎶 Unwind on screened-in decks with fans, speakers and views 🛜 Stay connected with Starlink Internet 🤩 Island Club amenities & in home games ⚡️ whole-house generator 🏝️explore with 2 golf carts included Your perfect getaway awaits—book now! ☀️

Steps to Beach Captiva Includes CLUB & Golfcart
BOOKING FALL 2026 HOST PAYS AIRBNB FEE Golf Cart and Club amenities Included North Captiva Island Cottage! Just steps away from the Gulf's pristine shores, this cozy retreat offers a private hot tub, perfect for families and beach enthusiasts. Enjoy modern amenities, a well-stocked pantry, and a complimentary golf cart to explore the island. Pet-friendly(small fee) accessible by ferry, boat, or plane. With beach gear, access to the club pool, and proximity/ steps to the beach

Car-Free Island Escape | Pool, Spa + Golf Cart
Escape to Tortuga Sunset, a modern 2021-built retreat on North Captiva, a car-free barrier island reached only by ferry, boat, or small plane. Private heated saltwater pool + spa, Gulf sunset views from the screened lanai, and a 6-passenger golf cart included. 3 King master suites, each with private full bath, sleeps 10. Just a 2-minute walk to uncrowded beaches and Florida's best shelling. No cars, no crowds, just island time.

Luxurious Island Retreat 4BR / 3BA 2 King Beds
Welcome to Casablanca del Sol – A Luxurious Island Retreat 🌴🌊 Discover Casablanca del Sol, an elegant and spacious Captiva Island retreat located just steps from the beach on quiet Wightman Lane in the heart of Captiva Village. This 2,492 sq. ft. home, completed in 2012, boasts state-of-the-art design, luxurious finishes, and an inviting atmosphere, making it the perfect getaway for families and groups.

New Build | Pool · Outdoor Bar · 2 Golf Carts Incl
🏝️ Brand-new 2026 luxury home on North Captiva Island 🏊 Large private pool 🍹 Covered outdoor bar + grill 🛺 2 golf carts included 🎮 Game zone: ping pong, cornhole, darts & more 🚴 2 fat-tire beach cruisers included 🏖️ Beach chairs, umbrella & cart included 👑 King suite w/ soaking tub + 2 queen guest rooms 🍽️ Designer chef's kitchen 🌴 Large private lot — car-free island paradise
Popular amenities for rentals with a pool near Captiva Island
House rentals with a pool

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Quick stats about rentals with a pool near Captiva Island

Total vacation rentals
Explore 250 vacation rentals in Captiva Island

Nightly prices starting at
Captiva Island vacation rentals start at $183 CAD per night before taxes and fees

Verified guest reviews
Over 3,660 verified reviews to help you choose

Family-friendly vacation rentals
190 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
170 properties have a dedicated workspace

Wifi availability
250 of Captiva Island vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Captiva Island rentals

4.8 Average rating
Captiva Island stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Serviced apartment rentals Captiva Island
- Family-friendly rentals Captiva Island
- Pet-friendly rentals Captiva Island
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- Rentals with a hot tub Captiva Island
- Rentals with beach access Captiva Island
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- Condo rentals Captiva Island
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- Rentals with pools Lee County
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