Family-friendly holiday rentals in Captiva

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.

5.0 out of 5 average rating, 84 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!

4.95 out of 5 average rating, 121 reviews

A panoramic view of a sandy beach stretches out towards the horizon under a clear blue sky, dotted with white clouds. Beach chairs are set up along the shore, with lush green vegetation in the foreground, leading to the water's edge.

Apartment in Sanibel

100+ 5 Star Reviews and Right on The Beach!

We are a Superhost for a reason! Sanibel Siesta looks amazing! Immaculate beachfront, 2BR, 2BA w/garage, nicely updated beachy unit at sand's edge. Cooks kitchen. Amazing views of the Gulf w/5 star ratings! 3-day min. New hurricane windows, nicely furnished with ELEVATOR IN BUILDING! Discount for weekly/mo. rentals. BR 1:King bed ensuite, smart TV. BR 2: 2 tw. beds, smart TV. Qn. sofa bed in LR. Pool, golf course, bikes, laundry on site. No food or condiments stored in unit. May allow sm. dog.

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.

4.91 out of 5 average rating, 142 reviews

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!

4.92 out of 5 average rating, 13 reviews

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.

4.87 out of 5 average rating, 108 reviews

Cottage in Captiva

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. ”

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.

4.94 out of 5 average rating, 31 reviews

Panoramic Gulf Views | Heated Pool | Beach

🧭 The Compass Rose | Beach Getaway 🌴 Welcome to our 4 bed, 3 bath island retreat. Room for 10 guests with a private heated pool. ✔️Rooftop deck ✔️ Screened in porches ✔️4 king beds and 3 full baths ✔️2 carts, 4 kayaks, beach gear, ping pong, foosball, cornhole and Golden Tee ✔️Gourmet kitchen with oven, cooktop, and multiple fridges ✔️50 yards to the Gulf beach - walk or drive, its your choice Settle in, head for the beach, and enjoy the pool and game spaces at your own pace.

4.94 out of 5 average rating, 119 reviews

Apartment in Captiva

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.

4.67 out of 5 average rating, 3 reviews

A spacious living room features towering ceilings and numerous windows, allowing natural light to fill the area. Comfortable seating arrangements include two upholstered chairs and a sofa. A large television is positioned on the wall, and modern wall art enhances the decor.

Townhouse in Captiva

Beach Breeze - 7 houses from the beach!

Only seven houses from the Gulf of Mexico, Beach Breeze is a gorgeous two-story elevated home located on Laika Lane in the heart of Captiva Village and surrounded by lush landscaping. Numerous windows and towering ceilings in the first-floor living room lend an air of spaciousness to the home. Through the sliding glass doors, the screened lanai offers your family options for relaxation with a private heated lap pool. Upstairs, the sun deck is the perfect place to catch some rays

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.

4.94 out of 5 average rating, 156 reviews

Beach Getaway + Golf Cart & Club Access

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

5.0 out of 5 average rating, 6 reviews

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.

A private pool and spa area is shown, featuring a unique shape and vibrant blue water. Surrounding lounge chairs with cushions provide comfortable seating. Lush greenery and colorful outdoor umbrellas enhance the serene outdoor ambiance, creating a tranquil space for relaxation.

4.9 out of 5 average rating, 39 reviews

Pet-Friendly Island Home | Pool, Hot Tub + Cart

Escape to Green Tortuga, a pet-friendly 4BR retreat on North Captiva, a car-free barrier island reached only by ferry, boat, or small plane. Private heated saltwater pool, hot tub under the stars, full outdoor kitchen, and a 6-passenger golf cart included. Sleeps 10 across 4 bedrooms. Minutes from quiet, uncrowded beaches and Florida's best shelling. No cars, no crowds, just island time.

4.88 out of 5 average rating, 17 reviews

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.

Popular amenities for Captiva family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.99 out of 5 average rating, 106 reviews

Home in Bonita Beach

"The Mac" Beach House! Premier Location! Pool/Spa

4.99 out of 5 average rating, 116 reviews

A sunlit pool area is framed by palm trees, with views of the canal and neighboring homes in the background. Comfortable loungers are positioned along the poolside, inviting relaxation amidst the tranquil waterfront setting.

Home in Fort Myers Beach

Paradise on canal minutes to Ft Myers Beach/Gulf

4.92 out of 5 average rating, 12 reviews

Amazing Captiva Retreat 3 BR / 3 BA Pool & 2 Kings

The exterior of the home displays a modern design with a light color palette. A set of wooden stairs leads to the entrance, surrounded by lush palm trees and verdant foliage, providing a tropical ambiance. Clear blue skies create a bright backdrop.

5.0 out of 5 average rating, 20 reviews

Gumbo Limbo North Captiva

5.0 out of 5 average rating, 13 reviews

NEW! Beachfront!3BR Suites Sustainable Home+Dock

4.94 out of 5 average rating, 84 reviews

An aerial view captures a serene coastal neighborhood surrounded by lush greenery, with the beach visible in the distance. The beach house is nestled among palm trees, indicating its close proximity to the shoreline and other scenic homes in the area.

Cottage in Captiva

The FlipFlopper Beach House - North Captiva Island

5.0 out of 5 average rating, 6 reviews

Luxury Pine Cove 2br Ocean Front

A collage of views showcases a sunset over the water, the interior of a cozy bedroom with a spacious bed, a pool area with lounge chairs, and a living space featuring large windows that reveal lush palm trees and a serene landscape.

4.95 out of 5 average rating, 99 reviews

Ocean View, Heated Pool, Pickleball +Walk to Beach

Family- and pet-friendly home rentals

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.

4.94 out of 5 average rating, 65 reviews

2/2 SandDollars, CLUB, Boat Slip

An aerial view of a multi-level coastal home surrounded by lush greenery and palm trees. The property features a light blue exterior and multiple balconies, complemented by a spacious yard. A golf cart is parked nearby, highlighting the island's transportation mode.

4.69 out of 5 average rating, 16 reviews

Dreamcatcher - Island home. FULLY renovated!

5.0 out of 5 average rating, 24 reviews

NamaStay - Luxury 4BR w Private Heated Pool

5.0 out of 5 average rating, 23 reviews

Island Paradise-The Sandy Banana-across from beach

4.9 out of 5 average rating, 10 reviews

Sanibel Paradise

4.91 out of 5 average rating, 11 reviews

Sanibel Island House Beach Community/Pool Access

4.92 out of 5 average rating, 26 reviews

Flat in Sanibel

Seahorse Suites #4: Perfect Beach Getaway!

4.95 out of 5 average rating, 20 reviews

A serene view of the calm bay is captured, featuring gentle waves and lush green foliage lining the shore. The horizon stretches into the distance, blending the water and sky with soft clouds, providing a peaceful backdrop for outdoor activities.

Holiday home in Captiva

Dolphin Bay House Oceanfront with private dock

Family-friendly home rentals with a pool

5.0 out of 5 average rating, 3 reviews

Dolphin Cottage | Beach front | Sunset Cruise

A serene view of the Gulf can be seen from a balcony, with lush greenery framing the foreground. Palm trees are swaying gently against a vibrant blue sky, while calm waters reflect the inviting colors of the landscape.

5.0 out of 5 average rating, 26 reviews

Private Pool + Steps to Beach

4.86 out of 5 average rating, 63 reviews

A comfortable living area is furnished with a beige sofa adorned with decorative pillows. A light blue armchair complements the space. Large sliding glass doors reveal a view of the bay, while natural light brightens the room. An abstract painting hangs on the wall.

Flat in Captiva

5136 Bayside Villas, Captiva Island

5.0 out of 5 average rating, 80 reviews

1 minute to Beach & Heated Pool, SH Club, G-Cart

A bird's-eye view captures a modern two-story home with a metal roof surrounded by lush tropical landscaping. A large heated swimming pool is seen in the foreground, with lounge chairs positioned nearby, emphasizing outdoor relaxation in a serene setting.

5.0 out of 5 average rating, 24 reviews

" Here Comes The Fun" Absolutely Magnificent! Home

5.0 out of 5 average rating, 8 reviews

Apartment in Sanibel

354 Gulf Water Views + CoolCabana +Beach Items

4.9 out of 5 average rating, 31 reviews

Tropical Oasis - Pool w/ Waterfall & Swing Bar