Holiday rentals in North Captiva Island

New Luxe Beachfrnt, Specatular Ocean Views + Club!

NOTE: We currently have the New Years Week Open Sunday, December 28th to Sunday, January 4th - 7 night minimum stay at this stated rate.***FULLY REMODELED, HIGH END, BEACH FRONT & GULF FRONT - LUXURY TOWNHOUSE - WITH THE ISLAND CLUB AT NORTH CAPTIVA AMENITIES! ***ABSOLUTE PRIME LOCATION SLEEP UP TO 4 ADULTS! PLEASE INQUIRE IF ADDITIONAL GUEST REQUESTS AND UP TO 2 DOGS AS APPROVED Please submit requests with these indicated at the booking request. LOCATED ON THE WHITE SUGAR SAND BUTTERFLY BEACH!

Panoramic Ocean Views, Sleeps 10, Heated Pool

🧭 The Compass Rose | Beachfront Getaway 🌴 Steps from the island’s widest, most beautiful beach with panoramic Gulf views, a private heated pool, 2 golf carts, and 4 kayaks! Enjoy 4 king bedrooms, 5 decks (including a rooftop perch!), a gourmet kitchen, ping pong, foosball, and more. Located 50 yards from the only public Gulf beach access with golf cart parking. Explore North Captiva—Florida’s secret island paradise, accessible only by boat. Sleeps 10. Pet-friendly (case-by-case). No parties.

" Here Comes The Fun" Absolutely Magnificent! Home

HERE COMES THE FUN! Doo-d-Doo-Doo FUN FUN FUN HERE IT COMES! No detailed has been missed. This is truly a luxury home. HERE COMES THE FUN is a single story 3-bedroom, 3.5 bathroom home. Finished in early 2020 it was built on 2.5 lots or on one half acre of sand. Its location is only a 3.5-minute walk on a white sand path-like road past just 4 houses to the largest beach on the island. There is public access and golf cart parking available there and that isn’t always the case on other streets.

North Captiva Beachfront | 360° Views | Hot Tub

Stella Maris is a beachfront family retreat on North Captiva Island with rare dual club access—Safety Harbor Club included (pool, tennis), plus optional Island Club for pools and kayaks. Enjoy private beach access, panoramic Gulf views, and a 360° rooftop deck for sunrises, sunsets, and stargazing. Cathedral ceilings, gourmet kitchen, and formal dining with sunset views. All three bedrooms feature private en-suite baths. Relax in the hot tub and explore the island with your included golf cart.

Beachfront Oasis w/ Golf Cart and Paddle Boards!

💰No nickel & diming : AirBnb & cleaning fees included! 🤝 local concierge support for a stress-free stay! 🏖️ Beachfront paradise, bordered by untouched nature on both sides— serene, and truly private 🚲 2 bikes + 🛶 2 paddleboards included for island adventures on land and sea 🛺 Golf cart provided for carefree island cruising 🛏️ Oversized primary suite: king bed, lounge areas, desk & full ensuite bath 🏡 Detached casita with private king suite—ideal for guests, couples, or quiet retreats!

Steps to Beach Captiva Includes CLUB & Golfcart

HOST PAYS AIRBNB FEE WINTER SPECIALS 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 unbeatable proximity to the beach STAY WITH US

PrivateHeatedPool+Golf Cart|2 King Suites&Bunkroom

We cover your Airbnb service fee! Escape to your private oasis on North Captiva Island! This spacious home sleeps 10 and features a heated pool with a poolside outdoor kitchen and grill. Explore the island with your complimentary golf cart, then relax surrounded by tropical beauty. get a game going on our volleyball court or explore on our paddleboards. Known for world-class fishing, beaches, and laid-back island living, this retreat is perfect for families seeking adventure and relaxation.

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).

Blue Laguna - Vacation in paradise!

Beautiful and welcoming are just two words to describe this magnificent, 4 story home with heated private pool and sweeping 360 degree water views from the observation deck. Blue Laguna features 3 bedrooms and 3 full baths allowing this home to sleep up to 6 people. Two screened in lanai's so you can sit and enjoy the island breeze and leave the sliding doors open for a true island nature experience during the colder seasons. A golf cart for 4 persons is also included in the rental.

Windows on the Water "W.O.W."

Our renovated home is named "Windows on the Water" because of the spectacular wall of windows facing a pristine, white sandy beach and Captiva Pass. Relax inside or outside on your very own beach, and enjoy views of Cayo Costa Island, sailboats and wildlife including pelicans, manatees and more! We are on the beach and adjacent to 4 acres of private, undeveloped land which makes our home feel peaceful and secluded. New to Airbnb. All 5 star reviews (40+) on the other booking site!

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. ”

Spacious Crab Cakes Cottage w/Golf Cart & Starlink

Welcome to Crab Cakes Cottage on North Captiva Island, your perfect getaway destination! Nestled on a tranquil street, just a leisurely 5-minute walk from the beach, this charming cottage offers a serene and spacious retreat for you and your family. The house is 3bed/1.5 bath with a large outdoor deck. Dogs are welcome and GOLF CART INCLUDED! High speed Starlink WiFi was added in June 2025. The property also recently underwent a full exterior renovation and is managed by owners.