
Family-friendly holiday rentals in Captiva
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Captiva
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

My Sea Shack~ 1 minute to beach, SH Club, G-Cart
Let "My Sea Shack" be your home away from home while you recharge your mind, body and soul on our island oasis, North Captiva! We are an unspoiled, low-key tropical paradise off the coast of Southwest Florida. This means that our beaches are uncrowded, and tourists and traffic are just a mainland memory! Leave your car and your cares at the marina because this island is only accessible by water taxi, boat or private aircraft. Each day, after exploring our paradise (by provided golf cart), let this spacious property welcome you back. Our new stilt home was built in 2018 and is ready to meet all your vacation needs! It features 2 bedrooms and a pull-out couch which will comfortably sleep 6. The master’s over-sized king bed will provide a nightly hug and a warm place to dream. Not tired quite yet...put on some tv and fall asleep while watching your favorite show on the flat screen. The 2nd bedroom can accommodate 3 people eaily with a comfy queen bed and twin. This room also has a flat screen making it a little easier for guests or little ones to doze off. In the morning, start your day off with your cup of coffee or tea on our sprawling deck. Relax and unwind in this comfortable home away from home! Spend your days on our beaches or stay as busy as you’d like with four on-island restaurants, two bars, kayak rentals, fishing charters, private chefs, cabana rentals, craft making opportunities, bicycle rentals, sunset cruises and our favorite - island hopping charters! My Sea Shack also comes with resort like amenities…take a dip in the community pool, play a game of tennis, enjoy priority seating at Safety Harbor’s restaurant -> On The Water or bring your private boat and have access to a boat slip (small daily fee applies). What makes this property TRULY SPECIAL though is the fact that it is only a 2-minute walk to Safety Harbor’s private beach entrance. This beach is so secluded, you will feel like you are on your own private beach. Choose your itinerary, let us take care of the rest~ your next adventure on North Captiva awaits. HOW TO GET TO THE ISLAND AND HOUSE Island Girl Charters has a ferry that runs from Pine Island to North Captiva. At the marina, you can leave your vehicle there. The boat crew will load up your luggage and groceries onto the ferry and you will be on your way..the actual ride is only about 20 minutes long. Many times you will see dolphins trailing behind as you make your way to the island. Upon arriving at the Safety Harbor drop off, our conceirge service will pick you up and load your belongings onto a trailer. If this is the first time, they will be happy to give you a quick tour before taking you to the house. The conceirge service will also take you back to Safety Harbor upon departure. INCLUDED~ Water osmosis system Wifi Netflix, disney +, hulu, amazon prime DVD player Blue-ray player 6 beach chairs Umbrella Beach towels Beach games Sand toys Pickle ball set Grill Propane tank Pack & play Highchair All spices Courant pizza maker (for frozen pizzas) Mixer Can opener Toaster Coffee maker Blender All kitchen cutlery Blowdryer T-fal cookware Vacuum Cleaning supplies Laundry det pods Hand soap Dish soap Toilet paper Paper towels 1 bottle of wine

Lookout Escape: Private Island Luxury*Gulf Views
💰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!

" 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.

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

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.

Sundial E304: Gulf Front Sanibel Island Paradise
BRAND NEW - RIGHT ON THE BEACH! Enjoy stunning direct gulf-front views from nearly every room at this relaxing 3BR coastal retreat. This luxury residence was fully renovated to include a custom expanded kitchen, 2 gorgeous bathrooms, and washer & dryer. Top of the line coastal furnishings in every room. The large master bedroom offers spectacular gulf views & a full-size desk in case you need a quiet space to work. WiFi has been fully upgraded to make streaming and video a breeze.

Coastal Cowgirl - Heated Pool
Have fun with the whole family in Southwest Florida. This bungalow is full of coastal cowgirl vibes and sits right on a gulf access canal. Everything from top to bottom is stocked and brand new. Bring the outdoor oasis in via large panoramic sliders, a covered lanai with a heated saltwater pool and hot tub, outdoor kitchen, and entertainment system. Watch wildlife float by or rent a boat and cruise through the canals to the gulf for amazing beach access. Coastal living at its finest.

South Seas Resort Beach Villa 🌴 On The Beach !
South Seas 2527 is located in the Beach Villas area of the South Seas Resort, the Gulf of Mexico and pool can be viewed from the private lanai. This second floor 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 for your enjoyment. Beach chairs, umbrella and beach towels are provided with this unit since resort amenities are not available when you rent through an owner.

Fredrickson's Corner
Fredrickson’s Corner is newly renovated (2023) and oozes old school captiva cottage charm! Home is steps to Captiva’s world famous beaches and Village and features 3 bedrooms / 2 baths. Our beach house is tastefully decorated with modern finishes and touches. With vaulted ceilings and numerous windows the sun shines bright. The master suite is large and spacious and the guest rooms offer plenty of comfort for family and guests. Pool and hot tub get amazing sun all day!

Captiva Sweet Retreat at Bayside Villas
Captiva Paradise. Privately owned premier corner location one-bedroom, two bath Bayside Villa with beautiful lanai view of the marina and pool. Step outside for a Short walk to the fabulous beach and village of Captiva. Enjoy mesmerizing sunsets, beach walks and large pool. Open floor plan with spacious living, dining area, large waterfront lanai, kitchen with breakfast island and roomy bedroom with ensuite bathroom. See other things to note for resort access info.

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.

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.
Popular amenities for Captiva family-friendly rentals
Family-friendly home rentals with a hot tub

Amazing Captiva Bayside Villa

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

Mangoes (Right Side)

Cottage Secluded in Palms short walk to the Beach

Turquoise Tortoise North Captiva

Dream Villa with Private Pool/Spa

Private Hot Tub | King Bed Loft | Hammock Swings

Shiny Clean •Htd Pool •SPA •Sunny •BBQ •Bike2Beach
Family- and pet-friendly home rentals

Private Palm Oasis - Close to Beach

Waterfront Retreat• Sunsets • Pool• Dock•Kayaks

Waterfront villa w/ heated pool & lake view.

Panoramic Ocean Views, Sleeps 10, Heated Pool

Casa Capri | Heated Pool | No Service Fee

Spacious Crab Cakes Cottage w/Golf Cart & Starlink

Waterside Cottage

NamaStay - Luxury 4BR w Private Heated Pool
Family-friendly home rentals with a pool

Luxury Canalfront Pool Retreat w/ Upscale Finishes

Luxury BeachFront~Fishing Dock~Swim Spa~Shelling~

Sanibel on the Canal

Relax & Unwind | Loggerhead Cay 302

South Sea Serenity II Coastal Luxury Beach Condo

Amazing beach views - Sanibel - Sandalfoot 5C2

Breakers West B1, Steps to the Beach!

Private Pool + Steps to Beach
When is the best time to visit Captiva?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £449 | £490 | £490 | £458 | £375 | £348 | £336 | £331 | £331 | £393 | £414 | £449 |
| Avg. temp | 16°C | 18°C | 19°C | 22°C | 25°C | 27°C | 27°C | 28°C | 27°C | 24°C | 21°C | 18°C |
Quick stats about holiday rentals that are family-friendly in Captiva

Total holiday rentals
Explore 300 holiday rentals in Captiva

Nightly prices starting at
Captiva holiday rentals start at £76 per night before taxes and fees

Verified guest reviews
Over 2,280 verified reviews to help you choose

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Holiday rentals with a pool
260 properties feature pools

Rentals with dedicated workspaces
220 properties have a dedicated workspace

Wifi availability
290 of Captiva holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Captiva rentals

4.7 Average rating
Captiva stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- Saint Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Havana Holiday rentals
- Fort Lauderdale Holiday rentals
- Four Corners Holiday rentals
- Tampa Holiday rentals
- Kissimmee Holiday rentals
- Flat rentals Captiva
- House rentals Captiva
- Rentals with a fireplace Captiva
- Apartment rentals Captiva
- Rentals with a washing machine and dryer Captiva
- Rentals with pools Captiva
- Luxury rentals Captiva
- Cottage rentals Captiva
- Beachfront rentals Captiva
- Pet-friendly rentals Captiva
- Rentals with beach access Captiva
- Waterfront rentals Captiva
- Beach house rentals Captiva
- Rentals with outdoor seating Captiva
- Serviced apartment rentals Captiva
- Hotel rooms Captiva
- Rentals with a patio Captiva
- Fitness-friendly rentals Captiva
- Rentals with a hot tub Captiva
- Family-friendly rentals Lee County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- Naples Beach
- Captiva Island
- Caspersen Beach
- Lovers Key Beach
- Barefoot beach Bonita Springs,FL
- Englewood Beach
- Manasota Key Beach
- Clam Pass Park
- The Club at The Strand
- Tigertail Beach
- Bonita National Golf & Country Club
- Heritage Bay Golf & Country Club
- Blind Pass Beach
- Spanish Wells Country Club
- South Jetty Beach
- Panther Run Golf Club
- The National Golf & Country Club Ave Maria
- Seagate Beach Club
- LaPlaya Golf Club
- Boca Grande Pass
- North Jetty Beach
- Stump Pass Beach State Park
- Cypress Woods Golf & Country Club
- Worthington Country Club




