Mansion holiday rentals in North Captiva Island

A modern single-story home is set against a cloudy sky, featuring a welcoming front porch with white columns. Lush green grass surrounds the property, and palm trees frame the entrance, adding to the inviting curb appeal of the residence.

4.91 out of 5 average rating, 106 reviews

Pelican House 4 bedrooms Free Heated Pool

Welcome to Pelican House, a bright and spacious Florida getaway designed for family fun and total relaxation. This beautiful 4-bedroom, 2-bathroom home features a free heated pool and a sunny open layout, perfect for enjoying Cape Coral’s tropical lifestyle. Large sliding doors from the dining room, great room, kitchen, and master bedroom fill the home with natural light and provide direct access to the pool area — where you can swim, sunbathe, or enjoy meals al fresco. The screened lanai and c

An open-plan dining and kitchen area features a mix of stylish seating options. A large table sits in the center, surrounded by chairs, with views of the pool area through sliding glass doors. Natural light floods the space, enhanced by modern ceiling fans.

5 out of 5 average rating, 32 reviews

Lookout Escape: Heated Pool, Golf Cart, Outdoor Ba

💰No nickel & diming —AirBnb & cleaning fees in nightly rate! 🌅 360° Gulf-to-Bay Views 🎉 Outdoor Paradise: Pool, Bar, Dart Boards, TVs, Games, Outdoor Shower 🏖️Steps from the Beach! 🍳 Gourmet Kitchen:KitchenAid Appliances & Williams Sonoma Gear 🛥️ Shared boat dock-ask about availability. 🛌 Westin Heavenly Mattresses 🏖 Top-Tier Beach Gear:Chairs, Umbrellas, Cooler & Wagon 🐕 Pets Welcome 🧴 Luxe Amenities: Fine Toiletries & Essentials 🌐 Fast Starlink Internet 😊 24/7 Local Host Support!

A modern coastal house with a blue exterior is surrounded by lush tropical landscaping. The two-story structure features a set of stairs leading to the entrance, with views of the calm waters in the background and a sandy beach just steps away.

5 out of 5 average rating, 80 reviews

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!

The Compass Rose is a multi-level home surrounded by lush greenery, showcasing a light blue exterior. A spacious rooftop deck with seating is visible, complemented by multiple balconies offering shaded areas. Palm trees and coastal vegetation frame the property in a relaxing coastal setting.

4.92 out of 5 average rating, 25 reviews

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.

4.98 out of 5 average rating, 59 reviews

An outdoor patio is presented with a colorful array of furniture, including a blue table and yellow benches. A shaded area features a seating arrangement with cushions, while vibrant greenery can be seen in the background. Natural light enhances the welcoming space.

Home in Bokeelia

Island Paradise - Hot tub, Bikes & Ocean fishing

Welcome to The Clubhouse – Your Private Island Escape Experience laid-back luxury on the serene Florida island 🏝️ just two blocks from the marina. This beautifully appointed retreat features an outdoor kitchen, fire pit, hot tub, and elegant indoor-outdoor living. Cruise the island on provided bikes, kids get to stay the new designer bunk space. Perfect for boating, fishing, or simply soaking in the sun. Refined comfort meets coastal charm — reserve your stay today, your island retreat awaits!

The screened-in pool area features a serene swimming pool with shimmering water, two blue lounge chairs positioned nearby, and views of a wide canal. A thatched-roof Tiki hut can be seen across the water, surrounded by lush greenery.

4.99 out of 5 average rating, 236 reviews

LUX Villa w/ Private Salt Water Pool, Lanai, Canal

Are you looking to swim, relax outdoors, fish and take in beautiful sunsets on a wide gulf access canal? If so you will fall in love with this stunning newly constructed custom built home! The 2750 square foot home is bright & airy with two main bedroom on-suites & a separate family wing! The gourmet kitchen, dining room & great room open via large sliders to the lanai & pool w/ views of the canal in much desired SW Cape! Beach inspired villa! Large captains walk & Tiki! Check out our reviews!

A modern beach house is elevated above the ground, featuring a sleek metal roof and large windows. The outdoor space includes a sparkling pool surrounded by tropical landscaping, with lounge chairs positioned nearby for relaxation.

5 out of 5 average rating, 10 reviews

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!

5 out of 5 average rating, 16 reviews

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!

5 out of 5 average rating, 14 reviews

Riverfront Riviera Outdoor TV's/Hotub/Tanning Deck

Treat yourself to a perfect vacation at Riverfront Riviera, an ultra-luxurious waterfront home. Admire the natural beauty from a hot tub or lounge poolside for the ultimate relaxation as you spot dolphins. With spacious lounge areas, a chef’s kitchen, and easy access to the water, it’s an unbeatable location. Downtown - 10 min drive Wicked Dolphin Distillery - 15 min drive Four Mile Cove Ecological Preserve - 9 min drive Book For Unforgettable Memories In Cape Coral—See Details Below!

An aerial view captures a well-designed island home surrounded by lush greenery and palm trees, with sparkling ocean waters visible in the background. The house features a light-colored roof and large windows, enhancing its coastal charm.

5 out of 5 average rating, 14 reviews

[2025 Spring Weeks Available!] Beachfront Elegance

☀︎🏝⛱︎ Our unique, beautifully decorated, fully renovated island home is 75 steps from the beach with spectacular panoramic views of the ocean. Enjoy the most gorgeous sunrises + sunsets + the soothing sounds of the gulf from our wraparound deck and bedroom balconies. Our philosophy is, “Mi Casa, tu casa” (My home is your home). We love offering our family home to those who have been drawn to enjoy an amazing experience on North Captiva Island, just as we have for over twenty years.

A refreshing heated saltwater swimming pool is surrounded by a screened enclosure, featuring two sun loungers partially submerged in water. An oversized teal umbrella provides shade, while a small floating tray holds drinks. The serene canal views are visible in the background.

4.97 out of 5 average rating, 148 reviews

Heated Pool & Game Room Waterfront Family Retreat

★ New 4BR/2BA Waterfront Home ★ Top-Rated for Cleanliness & Comfort ★ Heated Saltwater Pool & Hot Tub ★ Screened Lanai + Grill + Sunset Views ★ Fully Stocked Kitchen & Game Room ★ Spacious Open Floor Plan – Sleeps 12 ★ Fishing, Fire Pit & Outdoor Dining ★ Relax Under Palms by the Waterfront ★ Minutes to Cape Coral Beach & Dining ★ Close to Fort Myers, Sanibel & Gulf Fun ✨ Villa Belleriva: Where comfort, style & Florida sunshine meet for an unforgettable stay in paradise.