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.

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Superhost

Apartment in Fort Myers Beach

4.92 out of 5 average rating, 196 reviews

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

BEACHES ARE OPEN! Beautiful Views, large unit, Enjoy the sun, beach, and excitement of Florida. Lovers Key State Park, beautiful beaches, hiking & biking trails, Ft Myers Beach, white sand, many activities. Views of the gulf & bay area. Exercise room, wifi, great swimming pool- the beaches & trails you come to Florida for. Ft Myers beach has the white sand you think of when visiting Florida. The Gulf Coast Beach, and Lovers Key State Park are there for your enjoyment. Great place for Memories

Top guest favourite

Home in Caloosahatchee

4.97 out of 5 average rating, 113 reviews

Boater’s Paradise-Stunning Sunsets! Games Room!

Newly renovated! 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 the stunning sunsets on the water!

Guest favourite

Home in Naples Park

4.97 out of 5 average rating, 184 reviews

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

This 2,000-square foot stunner has a saltwater pool, hot tub, two-car garage, three bedrooms and four bathrooms. There are bikes and beach accessories on site to take to the beach. Guest who is booking the reservation must be 26 years or older. There is a fee of $100/night per person for any guest over 7 in total up to a maximum of 9 guests. For example, if you have 8 guests, then the extra charge will be $100 per night. Please enter the exact number of guests before completing your booking.

Superhost

Home in Naples Park

4.86 out of 5 average rating, 125 reviews

Beach Last Minute Spring Specials Hot Tub Pets OK!

Fresh and clean, two bedroom, sunroom, two bathroom, furnished vacation rental, fenced yard, hot tub, pet friendly! Just a mile walk, bikeride or shuttle to Beach. Close to everything, Ritz Carlton, Mercado Shopping, Theater, Fitness, Pubs, Bike-Boat-Paddle Board-Kayak Rentals, Museums, Whole Foods, Restaurants, Nightclubs, Golf Courses, Coffee Shops, Library, Marina, Parks, Pickle Ball, Cycling, beautiful, Wiggins State Park and a short drive to Everglades National Park and Airboat Rides.

Guest favourite

Home in Fort Myers

4.95 out of 5 average rating, 147 reviews

Colorful condo with heated pool and private WiFi

We welcome you to stay in this amazing vacation home with all the amenities and comforts of home in Southwest Florida. Enjoy relaxing in this wonderful two bedroom (one king, one queen), two full bathroom unit with a private patio and a spacious kitchen. Spend your days relaxing by the pool or playing tennis and shuffleboard. Check out some local attractions of Ft Myers Beach, Naples, and Sanibel Island all within just a short drive of the home. This will truly be a home away from home!

Superhost

Home in Captiva

4.95 out of 5 average rating, 111 reviews

Welcome to Paradise at CollinsCoveCaptiva!

Welcome to your dream getaway in this beautifully updated, turnkey Key West-style home located in the heart of Captiva Island within walking distance to the village. Nestled in the charming Sunset Captiva community—lined with brick-paver streets—this home offers direct access to award-winning beaches and a private marina on the Bay. Boater’s Paradise? Immediate availability for the brand-new HOA-maintained boat docks. Or spend your days relaxing in the oversized, heated resort-style pool.

Guest favourite

Apartment in Fort Myers

4.93 out of 5 average rating, 164 reviews

Ft. Myers Quaint Getaway! Minutes from Beach!

My condo is close to the beach, nightlife, public transport, and family-friendly activities. It is good for couples, solo adventurers, business travelers, and families (with kids). It's minutes from Ft. Myers and Sanibel Beach. It has a King size bed in the master bedroom and two twin murphy beds in the guest room. Walking distance from a Super Target and trolley. Several outlet malls, closest is 2 miles. FYI, not handicap accessible (second floor unit). A few steps to the pool and grill.

Superhost

Apartment in Sanibel

4.74 out of 5 average rating, 129 reviews

Sanibel Romantic Getaway

Sanibel; named by Travel & Leisure as one of the top 50 “Best Places” internationally to visit in 2025, with its restaurants, shops and of course, Sanibel’s incredible beaches, rebuilt and open for business. Fully equipped kitchen, sheets, towels, etc included. Great restaurants and shopping, lighthouse and parks. Bike rentals and trails throughout the island allow you to access all the hidden treasures on Sanibel. A 2 minute walk to access our pristine white beaches .

Top guest favourite

Apartment in Park Shore

4.91 out of 5 average rating, 159 reviews

Park Shore Resort Modern Top Floor 2 Bed 2 Bath

You have found THE BEST condominium in Naples! This wonderful and tranquil get-away is set in a tropical paradise in the heart of Park Shore. A renovated 2 bedroom, 2 bath with washer and dryer. This modern top floor unit with elevator gives you a breath-taking view over this beautiful resort which offers heated pool, tennis, pickleball, poolside ocean to table restaurant Hogfish Harry's. The beach is only a mile away! Let us welcome you to your own personal piece of paradise!

Guest favourite

Flat in Boca Grande

4.88 out of 5 average rating, 205 reviews

Historic Boca Grande 2 Bedroom Flat: #7 Special Rt

We made it through Milton and Helene and are ready to host you! A great, second-floor, 2-bedroom, one bath flat in the heart of historic Boca Grande on the gorgeous Gasparilla Island. Across the street from The Temp Restaurant and down the block from Hudson's Market. Going to the beach, no worries; it is just down the road. Just a 3-minute walk to the Gasparilla Inn. Guests receive a 10% discount on golf cart and bike rentals through Gasparilla Adventures.

Superhost

Home in Fort Myers

4.85 out of 5 average rating, 656 reviews

Cozy Cabin Next To Sanibel With Paddle Boards

Paddle Board Canin Stay on adventure's doorstep! 5 miles to FMB and Sanibel island (beaches, salt water fishing, paddle boarding, kayaking ). Are guests enjoy free amenities: 1. Coffee/tea/bottled water 2. Bicycles 3. SUP - inflatable paddle boards 4. BBQ gas grill 5. Beach chairs and umbrella 6. Cooler and beach towels 7. Secured Wi-Fi 8. Amazon TV, Netflix, Hulu, Disney +, ESPN+ 9. Parking 2 cars 10. Washer and dryer in house 11. Kids toys and books

Guest favourite

Apartment in Bonita Springs

4.79 out of 5 average rating, 110 reviews

Oceanview unit. Completely remodeled Pool is open!

Oceanview condo with the Gulf of Mexico view and silky white beaches is available for your pleasure. Owner, not a rental agency managed condo. Fear not, I run an honest small rental service and you can deal with me in confidence. I never cancel your booking in case a more attractive offer comes along. If you have air tickets, be assured the condo will be waiting for you.