Holiday rentals in North Captiva Island

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.

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.

Turtle Trax

Welcome to paradise! Your stay includes The Island Club access to clubhouse pools, pool bar, hot tub, as well as bikes, kayaks, and tennis and basketball fun. There is a 4-seater golf cart included for everything you need to make your vacation a memorable one. All your linens, fully equipped kitchen, private pool with screened in pool deck, propane grill, central a/c, and streaming TVs are all provided. Games and books for all ages. Hammocks & comfortable beds await your island getaway.

NamaStay - Luxury 4BR w Private Heated Pool

Nama-Stay is located on a barrier island in southwest Florida. In fact, the only way to get to the island by boat or private plane. This is THE spot for a relaxing beach vacation. Enjoy your own private heated pool along with all the amenities that are offered by the island's private club. The house also comes with two golf carts so you can easily explore all the island has to offer. This house is a 30 second golf cart ride to the Island Club and a 1 minute golf cart ride to beach access!

2/2 SandDollars, CLUB, Boat Slip

“Sand Dollars”—a 2 bed, 2 bath beach house on North Captiva, a private island only accessible by boat. A quick 30 minute trip from Pine Island, North Captiva is a golf cart only island (that’s right, no cars!) that has the best beaches and shelling in the area. Sand Dollars is located one block in from the beach (200 steps). Sand Dollars has a Island Club membership with access to 2 swimming pools, paddle boards, kayaks. BYOB—bring your own boat and park at our boat slip (extra fee).

Steps to Beach Captiva Includes CLUB & Golfcart

BOOKING FALL 2026 HOST PAYS AIRBNB FEE ! SPECIAL 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

Sunrise Bay - North Captiva 2 carts!

Welcome to paradise! Two golf carts! Enjoy this just fully-updated modern paradise. Located on the charming island of North Captiva (not to be confused with Captiva), accessible by ferry, private boat or plane, you will feel like you are in another country. Rental includes 2 golf carts (no cars on island) and 2 large kayaks. Play on the wild beach with your kids, write your novel or get a drink at the tiki bar, it is all magical! Boat slip is available upon request for a nightly fee.

Cottage Secluded in Palms short walk to the 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! ☀️

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.