Family-friendly rentals near Captiva Island

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, 82 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 clear blue pool is surrounded by a spacious patio, featuring comfortable loungers partially immersed in the water. The inviting outdoor space overlooks the serene canal, while the covered lanai offers additional seating options. Lush palm trees sway gently in the background under a bright sky.

4.97 out of 5 average rating, 132 reviews

Boater’s Paradise-Stunning Sunsets! Games Room!

Renovated lanai! This 3 bed/4 bath home is on the nicest canal with 200+ ft of frontage & gorgeous views of the canal & sunset. The pool, tiki hut & docks have full sun all day. Each bedroom has a private bath & there's a 2 pc powder room off the laundry. The primary has a king bed & walkout to pool. The 2nd bedroom has a queen bed & pool access. Bedroom 3 has a queen & private bath. Fully equipped kitchen with everything you need. And a games room! Enjoy stunning sunsets under the tiki hut.

4.95 out of 5 average rating, 105 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.

Condo in Sanibel

100+ 5 Star Reviews and Right on The Beach!

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

A bright, airy living area features large windows showcasing panoramic Gulf views. A spacious seating arrangement is positioned around a central coffee table, inviting relaxation. The coastal-inspired decor complements the natural light that floods the space, enhancing the serene atmosphere of the beachfront retreat.

5 out of 5 average rating, 13 reviews

Beachfront Oasis w/ Golf Cart and Paddle Boards!

💰No nickel & diming : AirBnb & cleaning fees included! 🤝 local concierge support for a stress-free stay! 🏖️ Beachfront paradise, bordered by untouched nature on both sides— serene, and truly private 🚲 2 bikes + 🛶 2 paddleboards included for island adventures on land and sea 🛺 Golf cart provided for carefree island cruising 🛏️ Oversized primary suite: king bed, lounge areas, desk & full ensuite bath 🏡 Detached casita with private king suite—ideal for guests, couples, or quiet retreats!

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, 144 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

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, 122 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.

4.94 out of 5 average rating, 111 reviews

South Seas Resort Beach Villa 🌴 On The Beach !

South Seas 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.

4.94 out of 5 average rating, 69 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

FlipFlopper Beach House - well appointed family focused beach home only a 3 minutes walk from the White Sand Beaches on the Gulf of Mexico and 3 min walk to Island Club Amenities on North Captiva Island. Rate includes Luggage Deliver, use of Golf Cart and Members Access to The Island Club. Hard limit on 6 guests - rare exceptions but please ask - infants are not counted in the above 6 person limit! Private Hot Tub on the rear deck amongst the Sable Palms.

A heated saltwater pool is enclosed by a spacious screened area, allowing for relaxation and sun exposure. Lounge chairs and vibrant orange seating are positioned beside the water, with views of a tennis court visible through the mesh walls and lush landscaping beyond.

4.98 out of 5 average rating, 60 reviews

Coastal Chic Island Escape

Just 150 yards from Sanibel's peaceful beach, our home offers unmatched luxury: direct beach access, a heated saltwater pool, private pickleball/tennis court, and sea-view dining. A king suite, additional king bedroom, playful bunk room, and separate apartment provide comfort for all. Perfect for those seeking a serene escape, our home is not suited for loud gatherings or parties. Please help us preserve the tranquility of this special place. 28-day minimum.

Superhost

A spacious outdoor area features a picnic table at the center, surrounded by crushed white stone. Tropical plants and trees provide shade, with bright yellow and mint green cottage walls visible in the background, creating a serene and inviting atmosphere.

4.75 out of 5 average rating, 4 reviews

Charming Cottage Steps from the Beach!

🏡 Life’s A Beach – Charming Cottage Steps from the Beach! 🏖️ 🌟 NEWLY DECORATED & REFRESHED – Experience Captiva’s Fun in the Sun! 🌟 Welcome to Life’s A Beach, a beautifully updated beach cottage on quiet, sandy Wightman Lane! This prime Captiva Village location offers a 5-minute walk to the beach and easy access to shops, restaurants, and activities. Enjoy the lush tropical landscaping, private backyard, and wraparound deck for a true island escape.

5 out of 5 average rating, 13 reviews

A sandy beach stretches along the shoreline, with gentle waves lapping at the edge. Sun loungers with blue umbrellas are set up, providing shaded areas for relaxation. Soft clouds drift across a bright sky, and distant figures can be seen walking along the water's edge.

Apartment in Captiva

South Seas Captiva Getaway

Sun drenched two bedroom unit. Located on the top floor with amazing views of the beach. One bedroom has a king bed and the other room with 2 single beds. Full kitchen and 2 bathrooms. Unit has everything that you and your family need. There is a pool with barbecue area and washer/dryer. The beach is beautiful with white sand and plenty of seashells to collect on your walks.

Superhost

An open living area features a modern kitchen with stainless steel appliances and a dining table that seats four. A cozy seating area is visible, with a dark sofa and lamps creating a relaxed space. Large glass doors lead to a balcony with outdoor seating.

4.74 out of 5 average rating, 47 reviews

Chic Marina View Residence on Captiva Island

Gorgeous Marina front unit in the Bayside Villas complex on Captiva featuring panoramic marina and bay views, plush master quarters, well appointed living area, and a comprehensive kitchen. Fully renovated in 2024, you will be among the first guests to experience all of the beautiful upgrades that make this unit a comfortable, updated vacation destination!

Popular amenities for family-friendly rentals near Captiva Island

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

5 out of 5 average rating, 8 reviews

A modern living space features a comfortable gray sofa adorned with decorative pillows. Large windows offer views of the outdoors, while a dining area, with a table and chairs, is positioned nearby. A sleek kitchen countertop displays tasteful decor, including a vase with white flowers.

Apartment in Captiva

Amazing Captiva Bayside Villa

An aerial view captures the surrounding neighborhood of Mangoes, showcasing lush greenery and winding roads. The retreat is positioned prominently among other residences, with the structure featuring a distinctive green roof. The coastline is visible in the distance, highlighting its proximity to the beach.

5 out of 5 average rating, 21 reviews

Mangoes (Right Side)

The sunset casts a warm glow over a tranquil saltwater pool, with palm trees reflected in the water. A spacious screened lanai surrounds the pool area, featuring lounge chairs and lush greenery. The calm canal adds to the serene atmosphere.

4.92 out of 5 average rating, 24 reviews

Sea you at the Cape

A spacious outdoor area is featured, showcasing a heated saltwater pool and hot tub bordered by lounge chairs. A lanai with a screen enclosure provides views of the canal, while vibrant pink umbrellas and bar seating add a touch of color to the serene setting.

5 out of 5 average rating, 75 reviews

90Degree SaltWater Pool NEW Luxury Spa Gulf Access

An aerial view of a vibrant pink beach house is depicted, situated among lush greenery with glimpses of the ocean visible in the background. The property features several levels and an outdoor space with manicured grass, surrounded by palm trees and other vegetation.

4.92 out of 5 average rating, 12 reviews

HUGE/Private Pool/Elevator+Club/Pets/Views/2 Carts

4.98 out of 5 average rating, 109 reviews

The image captures a luxury villa with a heated pool and spa, surrounded by palm trees. Lounge chairs and umbrellas are positioned around the pool deck, providing a relaxing area. An outdoor kitchen is visible, featuring a BBQ grill and refrigerator, ideal for al fresco dining.

Home in Naples

Shiny Clean •Htd Pool •SPA •Sunny •BBQ •Bike2Beach

4.89 out of 5 average rating, 19 reviews

A private heated pool is showcased with a serene waterfall feature. Colorful lights illuminate the surrounding tropical plants and palm trees, creating a tranquil nighttime ambiance. A sun umbrella is positioned at the edge of the pool, complementing the curved design.

Home in Matlacha

The Dolphin Villa

4.99 out of 5 average rating, 85 reviews

A spacious outdoor pool area is shown, featuring a large heated pool bordered by a decorative tiled deck. Lounge chairs are positioned under bright orange umbrellas, offering shaded seating. A barbecue grill is visible, along with a covered outdoor seating arrangement. Lush greenery surrounds the area.

Home in Naples

592 Newport Cottage | Heated Resort Style Pool&Spa

Family- and pet-friendly home rentals

4.84 out of 5 average rating, 44 reviews

Home in Bokeelia

Paradise Found! - 3/2 Pool Home

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.

4.92 out of 5 average rating, 72 reviews

AquaLux Smart Home

4.96 out of 5 average rating, 136 reviews

The screened-in pool area features a sparkling swimming pool surrounded by a spacious deck. Natural light filters through the mesh enclosure, reflecting off the water. Outdoor seating is provided by a small table and chairs, with trees framing the serene backdrop.

Home in Fort Myers

Waterfront Pool Home. Minutes to Sanibel & Beaches

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

Sol Mar Paradise Awaits -Beachfront Elegance

4.98 out of 5 average rating, 41 reviews

A spacious two-story home showcases a large outdoor deck and a well-maintained landscape featuring various tropical plants. The exterior features light-colored siding, a brown shingled roof, and ample windows that allow natural light. Pathways lead through the surrounding greenery.

Home in Bonita Springs

Elegant Beachside Luxury Home Awaits!

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.

4.86 out of 5 average rating, 14 reviews

Spacious Crab Cakes Cottage w/Golf Cart & Starlink

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.

4.91 out of 5 average rating, 45 reviews

2/2 SandDollars, CLUB, Boat Slip

4.96 out of 5 average rating, 98 reviews

Home in Naples

Heated Pool, Game Room, 2 Kings, 2 Suites

Family-friendly home rentals with a pool

Villa in Fort Myers Beach

5 out of 5 average rating, 10 reviews

Luxury Waterfront Home • Pool • Dock • Near Beach

4.9 out of 5 average rating, 259 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.

Condo in Sanibel

Rare walkout condo on Sanibel beach

5 out of 5 average rating, 68 reviews

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

A spacious living area features a vibrant area rug beneath two upholstered chairs with floral patterns. Natural light filters through large windows, illuminating the room. An arched entrance leads to a dining area set with a wooden table and chairs, further enhancing the open layout.

5 out of 5 average rating, 8 reviews

Gulf House with pool

A marina view is presented through a screened lanai, with several boats docked along the tranquil waters. Lush greenery and palm trees frame the scene, complemented by a pastel sky reflecting the warm hues of sunset.

4.92 out of 5 average rating, 59 reviews

Captiva Sweet Retreat at Bayside Villas

Home in North Captiva Island

4.89 out of 5 average rating, 72 reviews

5 out of 5 average rating, 23 reviews

A two-story beach cottage, featuring a light blue exterior with large windows reflecting hues of the sky at sunset. Surrounding vegetation includes palm trees and coastal grasses, while a natural wooden barrier enhances the outdoor space.

Home in North Captiva

Saltwater&Sunsets Await You | Beach & Club Pools

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 out of 5 average rating, 14 reviews

" Here Comes The Fun" Absolutely Magnificent! Home

Family-friendly home rentals with Wi-Fi

Superhost

4.88 out of 5 average rating, 26 reviews

South Seas Full Resort Access Beach Villa 2BR

5 out of 5 average rating, 6 reviews

The gourmet kitchen features a spacious layout with modern stainless steel appliances and quartz countertops. Natural light filters through the large windows, illuminating the wood cabinetry. A dining area with a bright table and vibrant décor is visible to the right, blending seamlessly with the open-concept living space.

Cottage in Captiva

south seas beach cottage 1411

5 out of 5 average rating, 9 reviews

Home in Matlacha

Lux Oceanfront Island Oasis Fish Kayak Paddleboard

4.8 out of 5 average rating, 25 reviews

Captiva Hideaway on Old Lodge Lane

5 out of 5 average rating, 10 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

4.8 out of 5 average rating, 83 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

Turtle Trax

An open-concept living area is highlighted by a large dining table and a breakfast bar with stylish seating. Sunlight fills the space through a wall of windows, revealing captivating views of the ocean. A comfortable seating area with ocean tones invites relaxation.

5 out of 5 average rating, 22 reviews

Windows on the Water "W.O.W." on North Captiva