Pet-friendly vacation rentals in North Captiva Island

4.88 out of 5 average rating, 123 reviews

The modern exterior of the home is highlighted by a manicured lawn and tropical landscaping, featuring palm trees and colorful shrubs. A paved driveway leads to a two-car garage, while a covered entrance invites guests into the villa.

Villa in Cape Coral

Heated Pool | Canal | Modern | New | Southern Exp.

Welcome to the brand new, absolutely stunning, Villa Southbreeze! This 3 bedroom, 2 bathroom vacation rental is fully furnished &equipped. Stunning high ceilings, huge 72" fireplace, office, laundry room all Samsung stainless-steel appliances, and much more. Out by the huge screened-in pool area you'll find a private electric heated pool, BBQ propane grill, several loungers, large table + chairs. The heated pool features two fountains and a shallow "beach area". Welcome to the villa Southbreeze!

5 out of 5 average rating, 6 reviews

A scenic view of tropical vegetation leading to a wide beach area, with soft sand and gentle waves. The sky showcases a mix of clouds and bright blue, creating a peaceful atmosphere. The shoreline is visible in the distance, inviting relaxation and exploration.

Apartment in Captiva

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!

4.93 out of 5 average rating, 67 reviews

A spacious open-concept living area is showcased, featuring a modern kitchen with an island and sleek cabinetry. Large glass doors provide abundant natural light and views of the outdoors. Rustic wooden beams contrast with the contemporary décor, highlighting both elegance and comfort.

Home in Cape Coral

AquaLux Smart Home

Unwind in style in this spacious and modern home. Here's what awaits you: Smart Home Technology: Control lights, temperature, and even the front door with voice commands or your smartphone for a seamless experience. Heated Saltwater Pool: Take a refreshing dip in the sparkling pool, perfect for year-round enjoyment. Dedicated Workout Area: Maintain your fitness routine with a private space equipped for exercise. Freshwater Canal Views: Wake up to calming water views and the sounds of nature.

4.97 out of 5 average rating, 201 reviews

A bright kitchen area is featured, showcasing a white table with a marble top and a bowl of oranges. Behind, large glass doors provide views of the outdoor screened pool area, which is furnished with a dining table and stylish seating.

Home in Fort Myers

Central 3BD/2BA •Massive Heated Pool •Golf courses

🌞 Gorgeous Heated Pool Home Near Everything – Perfect for a Relaxing & Convenient Getaway! Welcome to your tropical escape in the heart of SW Florida! This beautifully maintained 3BD/2BA home is located just minutes from world-class beaches, and top local attractions, offering the perfect blend of tranquility, comfort, and accessibility. Whether you're here for a family vacation, a romantic getaway, or a business trip, this home provides everything you need for a restful and memorable stay.

A serene beach scene showcases smooth, soft sands meeting the gentle waves of a turquoise ocean. A piece of driftwood rests in the foreground, complementing the clear blue sky and tranquil waters that stretch into the horizon.

4.95 out of 5 average rating, 137 reviews

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

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!

The exterior of the beach house is showcased, featuring a covered porch with wooden railings and an American flag. Tropical palm trees surround the property, and stairs lead to the elevated entrance, highlighting the inviting design and island charm.

4.88 out of 5 average rating, 33 reviews

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).

A two-story beach house features a bright blue exterior and large windows, surrounded by palm trees and lush greenery. A wooden staircase leads to the entrance, with a deck visible on the upper level. The sandy area offers a welcoming beach environment.

4.9 out of 5 average rating, 121 reviews

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.

The exterior of a blue cottage is shown, featuring a second-floor loft area with a deck. Lush palm trees and green shrubs surround the property, enhancing its tropical setting. A staircase leads to the main entrance, which is partially obscured by shadows.

5 out of 5 average rating, 12 reviews

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.

4.99 out of 5 average rating, 140 reviews

A heated pool with a clear blue surface is surrounded by a cozy patio area. Lounge chairs provide a space for relaxation, while lush palm trees and vibrant greenery frame the serene waterfront view. A shaded umbrella offers a spot to enjoy the outdoors.

Home in Cape Coral

Waterfront Oasis•Heated Pool•Dock•Kayaks•Fishing

We designed Sprocket Boathouse as our dream waterfront escape, filled with bright open spaces, thoughtful details, and everything you need (plus a few things you didn’t know you needed). From the heated pool that catches all day sun, to the retro arcade machines, vinyl records, and kayak adventures off your own private dock, every moment here feels easy and relaxed… and make sure to keep a look out for all the wildlife, you can spot iguanas, turtles & herons on the waterfront!

Superhost

An aerial view captures the serene coastline of North Captiva Island, showcasing stretches of white sandy beaches bordered by lush greenery. The turquoise waters gently lap against the shore, while homes dot the landscape, illustrating the island's remote and natural beauty.

4.63 out of 5 average rating, 35 reviews

Endless Summer - The Perfect House - Boat Slip Available

Enjoy the Endless Summer for your next vacation getaway. Endless Summer is a 3 bedroom 2.5 bath home with a heated pool conveniently located minutes from the beach and just seconds from the North Captiva Island Club. Enjoy every possible amenity when staying at the Endless Summer. This gem is tucked away in tropical gardens and conveniently located minutes from the beach and just seconds away from the resort facilities. Bring your own boat and use our boat slip at the marina.