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!

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, 143 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!

5.0 out of 5 average rating, 3 reviews

Dolphin Cottage | Beach front | Sunset Cruise

🌴 **DOLPHIN COTTAGE | Old Florida Island Escape 🐬 Escape to Dolphin Cottage, a charming waterfront retreat on North Captiva’s peaceful sunrise side. Wake up to stunning Pine Island Sound views, spot dolphins and manatees from the property, explore nearby beaches, fish, shell, and unwind on expansive porches surrounded by nature. 🌊☀️ 🏖️ Private beach access • 🌅 Water views • 🐬 Wildlife • 🌴 Old Florida charm Disconnect, reconnect, and experience North Captiva island life at its best.✨

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, 120 reviews

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.

5.0 out of 5 average rating, 69 reviews

Seashell Escape: Heated Pool•Golf Cart•Pool•Truste

💰No nickel & diming — AirBnb & cleaning fees in nightly rate! ⭐ Dedicated guest concierge to help you plan your perfect vacation! 🏖️ Stroll to beach: chairs, umbrellas, wagon provided 🏊 Private heated pool 🛥️ Shared boat dock - ask about availability. 🚗Golf cart included! 🍹 Screened-in pool bar 🏓 FUN! Ping pong, cornhole, PlayStation, games 💻 Fast Starlink internet 🐶 Pet-friendly ✅ Fully stocked kitchen 🧴 Plush bedding, luxurious linens & bath amenities

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

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.

The living area features a light-colored sofa and two dark armchairs, accented by a colorful artwork on the wall. A ceiling fan provides airflow, while large windows offer views of the marina and invite natural light into the space.

4.78 out of 5 average rating, 41 reviews

Bayside Villa 4118 Harbourview Residence Sleeps 6

This beautiful residence is a newly renovated Bayside Villa located on sunny Captiva Island! Apart from the high-end furniture and flawless renovation, it is one of just a few rental units in this community featuring an enclosed lanai overlooking the marina and a Murphy bed in the living room, granting guests additional square feet of living space and sleeping capacity of up to 6 guests.

4.85 out of 5 average rating, 33 reviews

Captiva Hide-A-Way 1A

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.

4.9 out of 5 average rating, 263 reviews

A serene view of the Gulf of Mexico features soft waves lapping against a sandy shore, with clear turquoise water meeting an expansive blue sky. The adjacent image shows the condo's exterior with lush green landscaping, highlighting multiple units in a welcoming and well-maintained setting.

Apartment in Sanibel

Rare walkout condo on Sanibel beach

READY FOR YOUR SANIBEL VACATION! Everything you need in this recently updated, comfortable 2 bedroom, 2 bath condo on beautiful Sanibel Island, Breakers West Unit A-6. Rare ground floor location; private walk-out patio leaves you just steps to the pool and less than a 2 minute walk to the world famous Sanibel beach on the Gulf of Mexico.

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

Apartment in Fort Myers Beach

The eight-story building stands prominently along the vibrant green waters of Lovers Key State Park. Lush landscaping surrounds the property, with residential docks and a restaurant visible along the water's edge, enhancing the serene coastal environment.

Lovers Key Resort/Ft Myers Beach/Condo/Pool/View

4.94 out of 5 average rating, 192 reviews

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

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

4.79 out of 5 average rating, 14 reviews

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

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

The living area features a comfortable gray sofa with decorative cushions, a white coffee table, and a dining table with blue cushioned chairs. Large sliding glass doors open to a balcony, allowing natural light to fill the space.

4.88 out of 5 average rating, 34 reviews

Captiva Bayside Villas 1 Bedroom 2 Bath - sleep 4

5.0 out of 5 average rating, 6 reviews

Luxury Pine Cove 2br Ocean Front

Family- and pet-friendly home rentals

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!

5.0 out of 5 average rating, 24 reviews

Island Paradise-The Sandy Banana-across from beach

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, 66 reviews

2/2 SandDollars, CLUB, Boat Slip

4.89 out of 5 average rating, 19 reviews

Sanibel SUNsation! Pet Friendly, with heated pool!

4.9 out of 5 average rating, 10 reviews

Sanibel Paradise

5.0 out of 5 average rating, 24 reviews

NamaStay - Luxury 4BR w Private Heated Pool

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.

5.0 out of 5 average rating, 15 reviews

Sol Mar Paradise Awaits -Beachfront Elegance

4.95 out of 5 average rating, 21 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

4.86 out of 5 average rating, 64 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

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

A two-story home is framed by lush greenery, showcasing a light yellow exterior. The property features large windows and a bright blue door, while a covered entryway is supported by white columns. Outdoor stairs lead to the main entrance, enhancing accessibility.

4.91 out of 5 average rating, 69 reviews

Sunset Captiva 48

A modern living area features a comfortable leather sofa and two armchairs, complemented by a rectangular coffee table. A dining table for four is visible in the background, with contemporary lighting adding warmth to the space. Soft tones and artwork create a relaxed atmosphere.

4.92 out of 5 average rating, 98 reviews

Stunning Modern Beach front condo - w golf cart!

4.88 out of 5 average rating, 26 reviews

Sanibel Beachfront Shelling Paradise Pool is done!

A comfortable outdoor seating area features a large sectional sofa adorned with decorative cushions. A coffee table is centered on a patterned rug. In the background, a private pool is visible through a white fence, surrounded by lush greenery.

5.0 out of 5 average rating, 22 reviews

Island paradise. Hakuna Matata.

4.8 out of 5 average rating, 87 reviews

A beach cottage-style home is elevated on stilts, surrounded by lush palm trees. The exterior features a light-colored facade, large windows, and a balcony with railing on the upper level. A clear blue sky serves as the backdrop, enhancing the overall coastal atmosphere.

Cottage in Captiva

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