Family-friendly holiday rentals in Captiva

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!

Newly Remodeled Home with Pool Steps to the Beach!

🏡 Laika House – Newly Remodeled Private Pool Home Steps from the Beach! 🏖️ 🌟 EXCITING NEW REMODEL! 🌟 Welcome to Laika House, a charming private pool home just steps from Captiva’s white sandy beaches! Located on quiet Laika Lane with no public parking and minimal traffic, this home offers the perfect blend of privacy and convenience. Walk to Captiva Village’s unique shops, top-rated restaurants, and vibrant attractions while enjoying a peaceful retreat surrounded by tropical landscaping.

Sea U Soon - Luxury Villa with Heated Pool

Welcome to Sea U Soon- An exceptional residence that exudes quintessential Captiva charm with a decidedly modern flare, featuring handcrafted interior design, a lush outdoor landscape with built in kitchen and heated pool, and a true chef's kitchen with custom banquet. Location, location - with soaring gulf and bay views from the rooftop sundeck, and just steps to white sand beaches, shopping and dining, guests will find themselves perfectly positioned to enjoy all that Captiva has to offer.

Coral Cottage hidden in Palms short walk to 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. ”

Captiva Beach Villa On The Gulf Beach !

Captiva Beach Villa 2527 is located directly on the beach. The beautiful sunsets over the Gulf of Mexico, along with the condo pool can be viewed from the private lanai. This updated unit has one king size bed located in the bedroom and pull out queen size sleeper sofa. The kitchen is fully stocked, there is an inside and outside dining table. You will have access to the beach, pool, pickleball, tennis courts, beach chairs & towels and BBQ grills located in the front of the unit.

Last Minute Offers Beach + Golf Cart + Club

BOOKING FALL 2026 HOST PAYS AIRBNB FEE 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

Sunset Captiva 58

Your family will be close to everything when you stay at this centrally located place. It is a 7 min walk to the beach and the village where you can dine and shop. Has a heated community pool and tennis courts. House has a small side yard where the family can sit and enjoy the outdoors or play games. Bikes are also included, and it comes equipped with beach towels, wagon, umbrella, cooler, fishing poles and beach chairs.Also comes with a 6 seater golf cart.

Dolphin Cottage | Beach front | Sunset Cruise

❤️ Tap the “Save” button now so your island escape is easy to find when you’re ready to book. 🌴 Welcome to Dolphin Cottage — Old Florida charm on North Captiva Island Step into a slower, quieter version of Florida at Dolphin Cottage, a serene beachfront retreat where nature takes center stage. With sweeping water views from every room and direct access to a private beach, this home is made for guests who crave peace, wildlife, and the rhythm of the sea.

View of Gulf, Steps to Beach@The Turquoise Turtle

Welcome to The Turquoise Turtle Sanibel, one of the most stylish condos in Loggerhead Cay! Our personal vacation spot; this family friendly, coastal property overlooks the pool and is a two-minute walk to the gorgeous white sand beach! Grab a drink and relax on the patio, with a view of the beach and listen to the sound of the waves. At The Turquoise Turtle you will truly make memories!

New Home! Heated Pool · Outdoor Bar · 2 Golf Carts

🏝️ Brand-new 2026 luxury home on North Captiva Island 🏊 Large private pool 🍹 Covered outdoor bar + grill 🛺 2 golf carts included 🎮 Game zone: ping pong, cornhole, darts & more 🚴 2 fat-tire beach cruisers included 🏖️ Beach chairs, umbrella & cart included 👑 King suite w/ soaking tub + 2 queen guest rooms 🍽️ Designer chef's kitchen 🌴 Large private lot — car-free island paradise

Sanibel SUNsation! Pet Friendly, with heated pool!

This unique place has a style all its own. Completely newly renovated, you can enjoy all it has to offer. 3 bed, 2 bath with the largest residential pool on Sanibel. Bring your fur baby as we are pet friendly with a fully fenced back yard. The neighborhood has a private path short walk right to the beach. Go shelling, go shopping or out to dinner. So much to do so close.

Captiva Hideaway on Old Lodge Lane

Amazing 2 bedroom upper condo (sleeps 4) overlooking Pine Island Sound. Take the spiral staircase to the pool and boat dock area. Just a short walk away from the beaches, and some of Captiva Island's best restaurants and bars where you can hear live music almost any night. This getaway destination that will soothe away the stresses of everyday hustle & bustle.