Holiday rentals with a patio in North Captiva Island

"All You Need Is Fun" Stunning Beach Home-Pool

Make some memories at this unique and family-friendly place. Private home on North Captiva Island Florida. As beautiful and peaceful as the Caribbean. "ALL YOU NEED IS FUN" is on 2 tropical landscaped lots. Sleeps 10 people comfortably with a King, Queen, 2 sets of bunkbeds with an additional twin pull out sofa. All the essentials to cook or grill out. The downstairs bar & pool area is one of a kind. Relax at your own private bar, take a swim or play games in the lush tropical yard. 2 Carts

Waid N Sea-Sprawling Gorgeous Beach House/Pool/Bar

Welcome to the Gorgeous Brand New "Waid N Sea" Beach House! Located on the Barrier Island of North Captiva, this 4 BR, 3 Full Bath, Private Heated Pool Home with Amazing Outdoor Dining and Entertaining Areas is now booking Simply Luxurious Vacation Stays! Temporary Boat Dockage may be available inquire! This Superb Beach House located only steps to the most desirable "Butterfly Beach" offers White Sugar Powdered Sand, Amazing Gulf Ocean Views and Wildlife, and World Class Fishing and Shelling!

Waterfront Hideaway

This picturesque Airbnb is a hidden gem nestled along a canal with a one minute boat ride to the Caloosahatchee River. The living room, bathed in natural light is perfect for taking in the scenic views. The spacious bedroom has a king-size bed, ensuring a night of blissful rest. The full kitchen is equipped with all modern appliances. Bring your boat and dock it on the seawall, ready to set sail whenever your heart desires. (PLEASE NOTE-boats only) Book now - your coastal paradise awaits!

Remodeled 4 Bedroom House 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!

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.

Turtle Escape: Pool, Beach & Fun!

🍹 Outdoor Oasis: Pool, Bar, Games, TV & Shower 🐚 Beach Access: A Short Leisurely Stroll Away 🛥️ Shared boat dock - ask about availability. 🎾Access to club with tennis, pickleball. 🏠 Chic Mid-Century Surf Aesthetic 🛌🏽 Supreme Rest: Westin Heavenly Beds ✅ Gourmet Chef’s Kitchen 🏖️ Premium Beach Essentials: Chairs, Umbrellas & Bikes 🐶 Pet-Friendly 🧻 Full Amenities: Luxury Toiletries & Supplies 💻 High-Speed Internet 😊 Dedicated 24/7 Local Host Support for a Perfect Stay!

Gorgeous Island Paradise *heated pool*golf cart*

Welcome to Paradise!! Golf cart included with your rental. Pirates Captiva was built in 2018, and withheld Hurricane Ian beautifully, and thankfully! The Pool is HOT, the beaches are beautiful and our new landscape and outdoor lighting is sure to give you all the paradise vibes. Enjoy the world class fishing Captiva offers, or boot around the car-less island in a golf cart. Otherwise, relax by your private pool, fire up the grill and grab a cold beverage.

Waterfront island private suite with private pool

Take it easy at this Island, PRIVATE, waterfront getaway! Enjoy a large PRIVATE electric heated pool, located directly on canal. Completely private entrance. Please be aware that Pine Island is a somewhat remote island without many commercial businesses and no public beaches but there’s more than plenty to do! 5 restaurants within 1 mile by car and many more within 8 miles. Located on a quiet residential street, directly on the water. Car is a must!

Beach Please, North Captiva, FL

This hidden gem is a breathtaking tropical paradise! North Captiva is accessible only by ferry, boat, jet ski, or small plane.. The slow pace of the island life is reminiscent of simpler and quieter times.  Magical is the only word to describe being greeted by dolphins & manatees in their natural habitat. Boasting pristine, white sand beaches and crystal clear water, North Captiva is one of the best places for shelling in the United States.