Family-friendly rentals near Captiva Island

An open-plan dining and kitchen area features a mix of stylish seating options. A large table sits in the center, surrounded by chairs, with views of the pool area through sliding glass doors. Natural light floods the space, enhanced by modern ceiling fans.

5 out of 5 average rating, 30 reviews

Lookout Escape: Heated Pool, Golf Cart, Outdoor Ba

💰No nickel & diming —AirBnb & cleaning fees in nightly rate! 🌅 360° Gulf-to-Bay Views 🎉 Outdoor Paradise: Pool, Bar, Dart Boards, TVs, Games, Outdoor Shower 🏖️Steps from the Beach! 🍳 Gourmet Kitchen:KitchenAid Appliances & Williams Sonoma Gear 🛥️ Shared boat dock-ask about availability. 🛌 Westin Heavenly Mattresses 🏖 Top-Tier Beach Gear:Chairs, Umbrellas, Cooler & Wagon 🐕 Pets Welcome 🧴 Luxe Amenities: Fine Toiletries & Essentials 🌐 Fast Starlink Internet 😊 24/7 Local Host Support!

Home in North Captiva Island

4.9 out of 5 average rating, 68 reviews

PrivateHeatedPool+Golf Cart|2 King Suites&Bunkroom

Escape to your private oasis on North Captiva Island! This spacious home sleeps 10 and features a heated pool with a poolside outdoor kitchen and grill. Explore the island with your complimentary golf cart, then relax in seclusion surrounded by tropical beauty. get a game going on our volleyball court or explore on our paddleboards. Known for world-class fishing, stunning beaches, and laid-back island living, this retreat is perfect for families and groups seeking both adventure and relaxation.

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, 11 reviews

" Here Comes The Fun" Absolutely Magnificent! Home

HERE COMES THE FUN! Doo-d-Doo-Doo FUN FUN FUN HERE IT COMES! No detailed has been missed. This is truly a luxury home. HERE COMES THE FUN is a single story 3-bedroom, 3.5 bathroom home. Finished in early 2020 it was built on 2.5 lots or on one half acre of sand. Its location is only a 3.5-minute walk on a white sand path-like road past just 4 houses to the largest beach on the island. There is public access and golf cart parking available there and that isn’t always the case on other streets.

A scenic view showcases a private deck featuring a spa and circular seating area, positioned near lush greenery. The serene beach is visible in the background, leading to calm waters under a softly lit sky at sunset, creating a tranquil coastal atmosphere.

4.95 out of 5 average rating, 44 reviews

North Captiva Beachfront | 360° Views | Hot Tub

Stella Maris is a beachfront family retreat on North Captiva Island with rare dual club access—Safety Harbor Club included (pool, tennis), plus optional Island Club for pools and kayaks. Enjoy private beach access, panoramic Gulf views, and a 360° rooftop deck for sunrises, sunsets, and stargazing. Cathedral ceilings, gourmet kitchen, and formal dining with sunset views. All three bedrooms feature private en-suite baths. Relax in the hot tub and explore the island with your included golf cart.

4.93 out of 5 average rating, 868 reviews

The charming exterior of the cottage is highlighted by a blue facade with white trim. Flower boxes adorn the windows, filled with lush greenery. A red door serves as a welcoming entrance. The patio area features stone pavers, surrounded by various plants and comfortable seating.

Tiny home in Fort Myers

Garden Cottage - Tiny House

PLEASE NOTE: The cottage is separate from our house and living quarters. The bathroom is in the back of the main house, just a few steps from the cottage, private and not shared with anyone. We take special precautions to thoroughly clean and disinfect the bedroom and bathroom after each guest. You’ll love our place because of the location, the ambiance, the outdoor space, and the neighborhood. We have a dog and a cat. Our place is good for couples, solo adventurers, and business travelers.

The exterior of the residence showcases a two-story structure, adorned with a welcoming porch and surrounded by tropical landscaping. Palm trees and colorful plants enhance the natural beauty of the entrance, with a stone pathway leading toward the front door.

4.9 out of 5 average rating, 10 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.

4.79 out of 5 average rating, 81 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

Welcome to paradise! Your stay includes The Island Club access to clubhouse pools, pool bar, hot tub, as well as bikes, kayaks, and tennis and basketball fun. There is a 4-seater golf cart included for everything you need to make your vacation a memorable one. All your linens, fully equipped kitchen, private pool with screened in pool deck, propane grill, central a/c, and streaming TVs are all provided. Games and books for all ages. Hammocks & comfortable beds await your island getaway.

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, 136 reviews

Steps to Beach Captiva Includes CLUB & Golfcart

HOST PAYS AIRBNB FEE FALL 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

Home in North (Upper) Captiva

The kitchen features a spacious granite countertop, with a stainless steel refrigerator, and modern appliances, including a microwave and coffee maker. The cabinetry is light-colored, complementing the warm tones of the flooring. Nearby, a doorway leads to a comfortable sleeping area.

5 out of 5 average rating, 24 reviews

Sandy Toes Villa - North Captiva - Water Views

Enjoy a spectacular sunrise from your private lanai, relax on our pristine beach accessed via private access point, watch the sun sink over the Gulf of Mexico while enjoying an evening cocktail from the Club Gazebo, live the island life at Mango's or indulge in a locally sourced meal at OTW. Looking to splurge? We got you covered! Private chef services and in-home massage are available during your stay. Enjoy all of this and more during your stay at Sandy Toes Villa! Bring your boat!

4.9 out of 5 average rating, 121 reviews

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.

Home

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 living room features a spacious sectional sofa, providing ample seating. Large glass doors open to the outdoor area, enhancing natural light. A mounted TV displays beach scenery, while a modern fireplace adds a touch of warmth. The room's design promotes comfort and relaxation for guests.

4.97 out of 5 average rating, 118 reviews

2 Kings, Pool, Gulf Canal, Game Room and Kayaks

Unwind Cape Coral welcomes you to sunny southwest Florida, close to magnificent beaches, fishing, shelling, Minnesota Twins Spring Training & much more. Come enjoy this new construction home with heated pool, Kayaks, heated and cooled game room (PlayStation 5), gulf access - salt water canal, 4k oled tv's & many more refreshing amenities. You will love this clean & bright home with lovely décor. Located in the highly sought after Pelican neighborhood of Southwest Cape Coral!

4.97 out of 5 average rating, 65 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.

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

4.86 out of 5 average rating, 7 reviews

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

An inviting outdoor space features a heated pool beside a hot tub, while comfortable seating arrangements are visible. A dining area is adorned with modern green chairs, and sliding doors provide access to the interior. A pink inflatable flamingo adds a playful touch to the pool area.

4.98 out of 5 average rating, 116 reviews

2 Mstrs w Kings, Pets, Queen ensuite, hot tub, htd

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.

Flat in Captiva

New Luxe Beachfrnt, Specatular Ocean Views + Club!

4.91 out of 5 average rating, 56 reviews

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.

Apartment in Captiva

Captiva Sweet Retreat at Bayside Villas

4.88 out of 5 average rating, 26 reviews

A recently renovated open-concept kitchen and living area feature light wood flooring and modern finishes. A large kitchen island with a blue base provides seating and ample workspace. Natural light enters through the sliding glass doors, highlighting a comfortable seating arrangement adjacent to the kitchen.

Apartment in Captiva

Waterfront - Bayside Villas Captiva

A private outdoor space features a saltwater pool and hot tub, surrounded by lush greenery. Comfortable seating arrangements include a fire pit and outdoor dining area, all sheltered under a screened enclosure, providing a tranquil setting for relaxation.

4.97 out of 5 average rating, 204 reviews

LUXE: Beach Home w/ Screened Pool & Spa, BBQ

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.

4.98 out of 5 average rating, 105 reviews

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

The exterior view showcases a modern coastal retreat, highlighting a private pool and spacious outdoor areas. Lush greenery surrounds the property, with sandy paths leading to the beach in the distance. The inviting design is complemented by a clear blue sky that enhances the serene coastal atmosphere.

5 out of 5 average rating, 13 reviews

Brand New! Gulf View, Heated Pool, Club Amenities!

Family- and pet-friendly home rentals

4.99 out of 5 average rating, 137 reviews

Waterfront Retreat•Heated Pool•Dock•Kayaks•Fishing

5 out of 5 average rating, 8 reviews

Aerial view of a spacious waterfront home surrounded by lush greenery. The property features a heated pool with a spa and a tiki hut, offering an outdoor kitchen area. The home's modern architecture and large windows provide ample natural light, while the nearby dock ensures easy access to the water.

Home in Saint James City

Casa Baybreeze - Luxury on Water

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.

4.93 out of 5 average rating, 67 reviews

AquaLux Smart Home

A clear blue pool features a spa area, bordered by decorative stone. Two lounge chairs are positioned alongside the water, offering a relaxing area. A dining table with multiple chairs is visible in the background, with a privacy fence and lush greenery completing the serene outdoor setting.

4.97 out of 5 average rating, 216 reviews

Last Minute Deals! Walk to beach! Jacuzzi & Pool

5 out of 5 average rating, 11 reviews

Riverfront Riviera Outdoor TV's/Hotub/Tanning Deck

4.97 out of 5 average rating, 29 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 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

Cottage in Saint James City

5 out of 5 average rating, 62 reviews

Waterside Cottage

Family-friendly home rentals with a pool

A covered outdoor space features a heated saltwater pool bordered by wide stone tiles. Comfortable lounge seating is seen under an umbrella nearby. Lush greenery and canal views are visible beyond the pool area, offering a serene setting for relaxation.

5 out of 5 average rating, 60 reviews

Coastal Cowgirl - Heated Pool

4.98 out of 5 average rating, 94 reviews

A dining area features a long wooden table set for eight, surrounded by sleek black chairs. A sideboard holds decorative items, and large windows provide a view of the outdoors, allowing natural light to enhance the minimalist decor.

Villa in Cape Coral

Luxury Canalfront Pool Retreat w/ Upscale Finishes

5 out of 5 average rating, 66 reviews

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

5 out of 5 average rating, 21 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

5 out of 5 average rating, 13 reviews

An aerial view of a coastal neighborhood reveals well-appointed homes bordering a serene harbor. Lush greenery surrounds the area, while boats are docked at a nearby marina. The tranquil water reflects the clear blue sky, contributing to a calming seascape.

Townhouse in Captiva

Sunrise-Waterfront Cottage

5 out of 5 average rating, 4 reviews

Home in Bokeelia

Just Listed! Coastal Oasis with Private Pool

An inviting outdoor patio features a sectional sofa with soft cushions and decorative pillows. A coffee table sits in the center, complemented by a lantern. Large windows provide a view of the pool area and landscaped grounds, allowing natural light to fill the space.

5 out of 5 average rating, 86 reviews

View of Gulf, Steps to Beach@The Turquoise Turtle

5 out of 5 average rating, 33 reviews

Family-friendly home rentals with wifi

A glass-topped table is paired with two black metal chairs on a screened lanai, featuring a clear view of the Gulf of Mexico. The blue sky and soft clouds add to the serene atmosphere of this beachfront retreat.

4.97 out of 5 average rating, 37 reviews

Pickleball, beachfront, Amazing GULF VIEWS!

The image showcases four scenes from The Lily Pad. The top left features a game room with a golf simulator. The top right captures an outdoor fire pit area under an evening sky. The bottom left displays the heated saltwater pool surrounded by seating. The bottom right illustrates a private cinema with theater seating.

5 out of 5 average rating, 27 reviews

The Lily Pad + Waterfront + Pool + Golf Simulator

A screened lanai features a round glass table surrounded by four wooden chairs with tropical-patterned cushions. Lush palm trees provide a view of the pool area, while bright skies and sunlight enhance the space.

5 out of 5 average rating, 9 reviews

Spectacular Sanibel condo near beach with pool

5 out of 5 average rating, 10 reviews

Cape Escape | Hot Tub | Heated Pool | Game Room

A modern villa is presented with a sleek facade, featuring a combination of white walls and dark garage doors. Lush green grass and a variety of plants frame the entrance, while a stone pathway leads to the front door under a clear blue sky.

5 out of 5 average rating, 18 reviews

Modern New-Build Luxury Villa!

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

5 out of 5 average rating, 47 reviews

The open layout of the casita is showcased, featuring a spacious bed with light bedding, a cozy seating area with textured cushions, and a dining table set for two. Natural light floods the room through large windows, enhancing the wooden flooring and stylish wall decor.

Flat in Bokeelia

Bokeelia Casita !

A wide sandy beach is depicted with gentle waves lapping at the shore. The water transitions from turquoise to light green, under a clear blue sky with scattered clouds. The horizon is visible where the ocean meets the sky, creating a serene coastal view.