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Family-friendly vacation rentals in Captiva Island

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Captiva Island

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Home in Captiva

4.95 out of 5 average rating, 100 reviews

Welcome to Paradise!

A modern single family vacation home in a beachfront-to-bayfront community with tennis, pool, and marina with dock and boat slip. There are two master bedrooms with king beds, a loft with two twin beds, and a children's room with two bunk beds, so the house can sleep 6 adults and 2 children (under 13 years old) comfortably. There are two full bathrooms. Amenities include 3 cable TVs, WiFi, washer/dryer, ceiling fans, sundeck off of master bedroom, large shaded screened porch and covered parking.

Apr 26 – May 3

R8,839 ZAR per night

Cottage in Matlacha

4.88 out of 5 average rating, 136 reviews

Mojito Island Cottage

Update: In September 2022 we were affected by Hurricane Ian. We had just over 5 feet of flooding in our treasured cottage. We have worked tirelessly to put everything back together. All new tile, walls, electric, lighting, furniture, and we even improved the bathroom! Spacious tropical home with water view from our back yard lanai. Boat Dock with Cleaning Fish Station, BBQ beautiful sunsets with fish jumping in our canal. New large kitchen and one block from art galleries, restaurants and bars.

Sep 5 – 12

R2,158 ZAR per night

Apartment in Boca Grande

4.9 out of 5 average rating, 182 reviews

Downtown Boca Grande Efficiency Flat#3-Special Rt

We survived Ian and are ready to host you! A great efficiency, one bath flat in the heart of historic Boca Grande on the gorgeous Gasparilla Island. Located across the street from The Temp Restaurant, down the block from Hudson's Market and around the corner from Sister's Pizza. Going to the beach, no worries, it is just down the road. Rent our place through Air BnB and receive a 10% discount on golf cart and bike rentals. You’ll love my place because of the location, and the neighborhood.

Jul 9 – 16

R3,601 ZAR per night

Guesthouse in Fort Myers

4.98 out of 5 average rating, 622 reviews

Hints of Key West in Fort Myers' Historic District

Tucked away in tranquil Dean Park Historic District. Built in 1925, this carriage house has been completely renovated in 2016. It is over a garage, there are stairs. Stroll to downtown Fort Myers River District, and enjoy the restaurants, nightlife, and cultural events. Take advantage of all the activities the area has to offer, and at the end of the day come back to this peaceful oasis. Our place can accommodate couples, older child (twin air mattress available), business travelers. No pets.

Jul 17 – 24

R2,457 ZAR per night

Home in Cape Coral

4.87 out of 5 average rating, 179 reviews

Recently Renovated Home with Pool in SW Cape Coral

The perfect getaway for families at our recently renovated house with pool and grill! Half an hour by car from famous beaches. Create lasting memories. Relax in the comfortable living area, and unwind in well-appointed bedrooms. Outside, make a splash in the refreshing pool or sizzle up a feast on the grill. Explore beaches, dine at charming restaurants, and enjoy outdoor activities. We ensure a memorable stay. Book now for an unforgettable family vacation! Pool heater from November to March.

Dec 14 – 21

R2,808 ZAR per night

Home in Fort Myers

4.85 out of 5 average rating, 596 reviews

Tiny house 5 miles from Sanibel / free amenities

Tiny Paddle Board House 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. Breakfast items (eggs, bagels, apples, coffee and tea) 2. Bicycles 3. SUP - inflatable paddle board 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

Aug 3 – 10

R2,121 ZAR per night

Home in Captiva

4.97 out of 5 average rating, 108 reviews

The Pearl Beach House, North Captiva Island,FL

This water-front property offers designer furniture and panoramic views of the Gulf of Mexico throughout the home. Experience unprecedented privacy with direct walking access to the beach, and a very secluded location suitable for couples, friends or families. The property has a Main House and Guest Cottage, both with expansive decking and panoramic windows and doors providing spectacular views of the water and sunsets. StarLink WiFi and Samsung QLED smart TV. We allow dogs up to 50 lbs

Feb 26 – Mar 5

R12,397 ZAR per night

Home in Fort Myers

4.86 out of 5 average rating, 301 reviews

Almost Sanibel, 5 min. Peace, Privacy & Nature.

Almost Sanibel is in a Peaceful/Quite neighborhood. Bunche Beach 2 miles, Sanibel Island 4 miles, Fort Myers Bch 5 miles. Home is set up as a duplex, with TWO COMPLETELY SEPERATE & PRIVATE entrances, kitchens, living rooms, bedrooms, bathrooms & laundry rooms for COMPLETE PRIVACY. It is a 2 bedroom with 2 King beds, 1 full bathroom & shower with large living room, kitchen & Lanie. Perfect for family or 2 couples! • 1/2 mile to Restaurants and Shopping • FREE High-Speed Wi-Fi and Cable-TV

Nov 23 – 30

R2,749 ZAR per night

Home in Fort Myers Beach

4.96 out of 5 average rating, 120 reviews

Coastal Oasis of Fort Myers Beach

Welcome to Fort Myers Beach Florida. This stunning, waterfront, contemporary ranch offers 5 bedrooms & 3 bathrooms. You will be impressed with the 2024 renovation from top to bottom. It will meet even the most discriminating of client's wish list. Pulling into the driveway you will notice beautiful, tropical landscaping. Entering the home through large French doors, you will be captivated by the elegant decor & immediate views of the stunning infinity pool and deep canal.

Jan 13 – 20

R17,584 ZAR per night

Apartment in Fort Myers Beach

4.9 out of 5 average rating, 194 reviews

Mermaid Oasis

Ft Myers beach Bonita Mermaid Oasis’s dream getaway! 1 bedroom King bed , full kitchen, spacious living room, sofa sleeper couch, beautiful balcony. Bathroom with a Jacuzzi tub, walk-in shower, private toilet area. The beautiful bay and pool invite you to come play. Flippers 5-star restaurant on the property. You can enjoy water sports long walks on Lovers Key Beach across the street. Only minutes to Bonita Naples and Ft. Myers beach, reviews say it all!

Jun 13 – 20

R2,368 ZAR per night

Home in Cape Coral

4.95 out of 5 average rating, 256 reviews

Luxurious Escape

Centrally located close to restaurants, supermarkets and malls , is 30 minutes to Fort Myers Beach, Sanibel and Captiva. All amenities provided. Guests that have stayed at this property have stress how clean and spotless is this house, UV system in air conditioner system to eliminate viruses, meticulously cleansed after each guest stay. Beach towels, chairs, umbrella provided. Beach in town just reopened after Ian and is better than ever 5 minutes see the pictures.

Nov 20 – 27

R1,945 ZAR per night

Cottage in Fort Myers

4.93 out of 5 average rating, 128 reviews

Cozy Cottage with heated pool and wifi !

Welcome to the newly remodeled cozy cottage! This home provides everything you will need for a fun, relaxing vacation. Enjoy all the comforts of home with a full kitchen, bathroom, Roku TV, private WIFI, washer/dryer, and community pool. This one bedroom/ one bath unit is perfect for you to explore all the amazing sights in the Fort Myers area. 15 miles from most beaches, convenient to shopping, plenty to see between fort myers, bonita springs, and Naples.

Jun 16 – 23

R2,199 ZAR per night

Vacation rentals for every style

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Apartments

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Houses

A space thats all yours, with room for everyone

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Captiva Island family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Condo in Naples

4.85 out of 5 average rating, 157 reviews

Ground Floor, A+ Location Club Membership Included

Oct 23 – 30

R2,025 ZAR per night

Home in Naples

4.96 out of 5 average rating, 153 reviews

Luxe Beach Home! Perfect for the Whole Family

Dec 7 – 14

R13,046 ZAR per night

Home in Fort Myers Beach

4.94 out of 5 average rating, 108 reviews

Luxury Waterfront Escape Near The Beach C1

Mar 3 – 10

R19,785 ZAR per night

Home in Fort Myers

4.94 out of 5 average rating, 108 reviews

Private Heated Pool and Spa

Jul 26 – Aug 2

R3,925 ZAR per night

Bungalow in Fort Myers

4.93 out of 5 average rating, 285 reviews

Rowan's Retreat - Historic Downtown Fort Myers

Jul 12 – 19

R3,887 ZAR per night

Apartment in Cape Coral

4.75 out of 5 average rating, 113 reviews

Apt SEASTAR in Cape Coral * Beach Resort *

Sep 3 – 10

R1,882 ZAR per night

Apartment in Fort Myers

4.94 out of 5 average rating, 122 reviews

Coconut Palm-Sweet 2nd Flr Apt-Qn Bed, Kitchenette

Sep 28 – Oct 5

R2,453 ZAR per night

Condo in Punta Gorda

4.91 out of 5 average rating, 22 reviews

Burnt Store Marina- Harbor Towers, 2bdrm, GulfView

Oct 10 – 17

R1,807 ZAR per night

Family- and pet-friendly home rentals

Condo in Sanibel

4.73 out of 5 average rating, 120 reviews

Sanibel Romantic Getaway

Jan 4 – 11

R12,238 ZAR per night

Home in Fort Myers Beach

4.89 out of 5 average rating, 219 reviews

La Casa On Mango, heated pool-5 min walk to Beach

Oct 6 – 13

R6,280 ZAR per night

Home in Cape Coral

4.96 out of 5 average rating, 158 reviews

Surfside Elegance SW Cape Coral Luxe Vacation home

Jul 16 – 23

R3,785 ZAR per night

Home in Naples

4.97 out of 5 average rating, 143 reviews

Bella Casa at the Beach 4 bd rms w/2 EnSuites

Jul 24 – 31

R11,050 ZAR per night

Guesthouse in Fort Myers

4.97 out of 5 average rating, 281 reviews

Chameleon Guest Cabana

Mar 14 – 21

R1,868 ZAR per night

Cottage in Naples

4.89 out of 5 average rating, 225 reviews

House w/Heated pool close to Vanderbilt beach

Sep 13 – 20

R5,236 ZAR per night

Townhouse in Fort Myers

4.9 out of 5 average rating, 124 reviews

Modern Townhouse close to beaches

Jul 25 – Aug 1

R4,416 ZAR per night

Villa in Naples

4.88 out of 5 average rating, 273 reviews

Del Mar Villa

Oct 1 – 8

R6,302 ZAR per night

Family-friendly home rentals with a pool

Home in Cape Coral

4.99 out of 5 average rating, 213 reviews

Gulf access waterfront heated pool

Aug 6 – 13

R2,494 ZAR per night

Home in Naples

4.91 out of 5 average rating, 148 reviews

841 Vanderbilt Beach Bliss • Lux Waterfront Home

Sep 26 – Oct 3

R11,265 ZAR per night

Home in Cape Coral

4.92 out of 5 average rating, 159 reviews

Dreamvilla Louisiana in Cape Coral

Jan 18 – 25

R4,195 ZAR per night

Home in Englewood

4.99 out of 5 average rating, 102 reviews

Paradise on the Bay

Apr 5 – 12

R7,815 ZAR per night

Condo in Naples

4.91 out of 5 average rating, 146 reviews

Park Shore Resort Modern Top Floor 2 Bed 2 Bath

May 15 – 22

R3,461 ZAR per night

Home in Cape Coral

4.9 out of 5 average rating, 245 reviews

Your Private Waterfront Escape: Pool & Gulf Access

Aug 15 – 22

R4,302 ZAR per night

Home in Naples

4.89 out of 5 average rating, 223 reviews

Brand new, modern 4/3 villa w/ screened-in pool

Sep 13 – 20

R4,266 ZAR per night

Guesthouse in Fort Myers

4.92 out of 5 average rating, 103 reviews

The Hummingbird House: life's simple pleasures!

Nov 20 – 27

R3,207 ZAR per night

Destinations to explore