Family-friendly vacation rentals in Estero Island

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Estero Island

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

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Superhost

A sparkling pool features a waterfall and is surrounded by palm trees. Lounge chairs are positioned around the pool area. In the background, views of the bay are visible under a clear blue sky, creating a serene vacation atmosphere.

Condo in Fort Myers Beach

4.92 out of 5 average rating, 195 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 favorite

Home in Cape Coral

4.97 out of 5 average rating, 112 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!

Superhost

Silhouetted birds are seen in flight against a vibrant sunset over the ocean. The sun is positioned just above the horizon, casting a warm glow on the water with gentle waves reflecting the orange and yellow hues of the sky.

Home in Naples

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 favorite

A vibrant living area displays an orange accent wall adorned with a colorful bird artwork. A comfortable sofa with assorted cushions is positioned alongside a stylish coffee table, topped with a decorative arrangement of colorful items. A green armchair and lamps provide additional seating and lighting.

Home in Fort Myers

4.95 out of 5 average rating, 146 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!

Guest favorite

The exterior of the condo complex is shown, featuring a sign that reads 'Casa Bella.' Lush green landscaping surrounds the building, with palm trees and neatly trimmed bushes. Two-story units are visible, highlighting a calm and inviting atmosphere under a clear blue sky.

Condo in Fort Myers

4.93 out of 5 average rating, 163 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

The exterior of a two-story house is depicted, showcasing a well-maintained yard with a picnic table in the foreground. Screened porches are visible on the lower level, framed by lush greenery and palm trees, contributing to a relaxed outdoor atmosphere.

Condo 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 favorite

A modern bathroom features a granite countertop with a sink and mirror above. A shower/tub combination is visible, surrounded by tiled walls. A light grey shower curtain provides privacy, while soft grey tones enhance the overall design. Bath amenities are neatly arranged on the counter.

Condo in Naples

4.91 out of 5 average rating, 158 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 favorite

The bathroom features a clean, functional layout with a white sink and toilet. Fresh, white towels are neatly hung on chrome holders. A glass shelf displays toiletries, while a small tissue box and toilet paper roll are positioned for convenience.

Apartment in Boca Grande

4.88 out of 5 average rating, 202 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

A manufactured home is nestled among lush greenery and palm trees, showcasing vibrant paddle boards mounted against the residence's exterior. The grassy area in the foreground adds a refreshing touch, while a clear blue sky completes the sunny outdoor scene.

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

Superhost

The kitchen features modern white cabinetry and sleek countertops with a subtle grey pattern. Appliances include a refrigerator, microwave, and oven. Under-cabinet lighting enhances the space, while glass pendant lights provide illumination above the bar area with seating for two.

Guest suite in Naples

4.82 out of 5 average rating, 174 reviews

Charming cottage bay area

Key west style stilt home Newly remodeled 2018, offering entire first floor bungalow, my place is 2 blocks to 5th Ave district, restaurants and dining, the beach is about 1 mile west, family-friendly activities, nightlife. close in, the location Naples Bay area. tin city -and bay front shops are 4 blocks west . roll away bed available if needed in garage. many beach toys available in garage. coolers beach towels everything you can think of.

Guest favorite

The living area features a comfortable leather sofa, a light-colored coffee table, and a TV mounted on the wall. A dining table for four is positioned nearby, accented by soft natural light from the window with shades. A cozy accent chair adds to the space's inviting layout.

Condo in Bonita Springs

4.79 out of 5 average rating, 110 reviews

Oceanview unit! Beachfront Complex! 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.

Top guest favorite

A welcoming entrance is depicted, featuring a paved driveway flanked by lush green bushes and trees. The peaceful surroundings include a road lined with grass and scattered plants, under a cloudy sky that hints at an inviting ambiance.

Apartment in LaBelle

4.98 out of 5 average rating, 145 reviews

Jan's Jungle Riverfront paradise

Our place is close to local Restaurants, Walmart and the the city center. You’ll love our place because of the views, the people, the ambiance, the river frontage and the outdoors space. Our place is good for couples, solo adventurers, business travelers, families (with good kids), and furry friends that get along with our cats and dog (pets).

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What guests are saying

Tivoli Paradise Salt Pool & Spa Villa with a Water

4.93 out of 5 average rating, 29 reviews3 months ago

We had a wonderful stay at Derek’s place. Quite frankly, it is the perfect Airbnb. It is a beautiful house in a beautiful neighborhood in beautiful condition. Everything worked perfectly, and Derek was always available within information to assist us with anything we needed. I look forward to the time where I can stay here again.

Home in Naples

What guests are saying

Serenity in Paradise-Heated Pool-10 min to Beach!

5 out of 5 average rating, 22 reviews3 weeks ago

This home has everything we needed to relax on our vacation. It is very clean, spacious (we are a family of 4), and the heated private pool was such a nice bonus! Tena met us at the house as soon as we arrived to give us a tour and to go over little details such as light switches for the outdoor space etc. The neighborhood itself was quiet and close to stores, restaurants and beaches. Both Tena and Tim were incredible hosts, and responded to any needs we had within minutes of texting. We highly recommend staying here!

Home in Naples

What guests are saying

Lely Greenlinks Golf Resort Luxury Condo

4.96 out of 5 average rating, 312 reviews1 month ago

We enjoyed staying at Justin and Lisana’s condo! The condo is beautiful and well stocked with everything you could possibly need. Having the beach chairs, beach umbrellas, tennis rackets, etc, was so helpful! They even thought of all the little extras like nightlights and even aloe for sunburns ;-). Our 11 year old daughter was delighted to check out all the books, puzzles, and games. We were able to bring our bikes and ride around the area, which is so beautiful. We enjoyed visiting Lowdermilk Beach, Marco Island, and the Vanderbilt Beach —all within 20-30 minutes drive. The beaches are lovely and have lots of shells. We also made a trip to the Everglades National Park, which was about 45 minutes away and worth the visit. We rode our bikes in the national park and saw a lot of alligators, beautiful birds, and turtles. I would recommend getting there early though, if you want to find parking. Overall, we had a wonderful visit and would highly recommend staying here!

Condo in Naples

What guests are saying

Waterfront fun! Boat, Pool, Hot tub, Near Beach

5 out of 5 average rating, 12 reviews1 week ago

We absolutely loved our stay at this beautiful home. Everything was clean and nicely updated. Location was great and the backyard felt very private. The host always responded to us in a timely manner and took care of any questions/concerns we had right away. Would definitely recommend staying here!

Home in Cape Coral

What guests are saying

Blue Abaco - Beautiful Waterfront House

4.88 out of 5 average rating, 32 reviews9 months ago

Perfect time at Blue Abaco! Lovely villa, clean and comfortable, with everything you could need - real home away from home. Plenty space for our family of 4. Everyone enjoyed pool overlooking waterway! Vesteva Vacation Rentals great with communication too. Within easy driving distance - 5 mins- of local shops/restaurants. So could comfortably walk to shops too. Only short drive to Cape Coral Water Park - about 10 mins and about 20/30 minute drive to lovely Fort Myers beach. Located in quiet neighbourhood so really relaxing. Would highly recommend and would certainly do a return visit

Home in Cape Coral

What guests are saying

Great Resort! Large Heated Pool / Hot Tub

4.7 out of 5 average rating, 100 reviews1 month ago

The photos are not updated, so to our surprise, the unit has been beautifully updated and we were so excited when we walked in! Rob was a great host, made check in so easy, and gave great recommendations to restaurants in the area. The food and atmosphere at Junkaroos was awesome! We went two nights in a row and they have a great happy hour! We were there over spring break, so we were told on the property to go early or the wait will be long. Great advise…we went at 4:30 one night and 5:30 the 2nd and didn’t wait longer than 20 minutes! The beach is across the street, entrance 1 block away and Rob had chairs and some beach toys which was great for our little one. The pool is huge and heated and the hot tub was a great bonus! We will definitely be back! So relaxing and fun! We highly recommend this place. Great location.

Apartment in Fort Myers Beach

What guests are saying

Lovers Key Beach Club Suite

4.83 out of 5 average rating, 138 reviews1 month ago

Very clean and well equipped condo on the 10th floor overlooking the gulf and bay.l From our lanai we watched dolphins, ospreys and one morning a bald eagle diving for fish. Scott was a great host and responded to any questions we had within minutes. The property has a nice private beach, pool and 4 weber gas grills. Flippers restaurant is only steps away. The only issue is that the new bridge onto Ft.Myers Beach is under construction so at times there is construction noise and access to the beach south of the bridge is blocked. This was not a big issue for us and overall we had a very enjoyable week.

Apartment in Fort Myers Beach

What guests are saying

3 Bed 2 Bath Heated Pool Home in Fantastic Area!

4.85 out of 5 average rating, 40 reviews3 months ago

My family stayed here over Christmas and we highly recommend this place to anyone visiting the area. It has a beautiful pool and is in a great and safe area close to great food, gas, shopping, groceries and anything you need. The house itself was clean, cozy, well stocked and has a beautiful heated pool. The arcade games kept the kids busy as well! Would definitely stay here again!

Villa in Cape Coral

What guests are saying

Sea Turtle Heaven 2

5 out of 5 average rating, 29 reviews2 weeks ago

We absolutely loved our stay! The house had literally everything we needed. Eric has done everything to make it a smooth and easy process for check in and check out. Everything in the house was labeled, which made it super easy to find things and put them back as we used them. The kids loved having their own rooms and would have stayed in the pool all night if we had let them! The walk to the beach is a little farther than we had anticipated with kids, but that wasn’t a problem. Vanderbilt Beach parking is right down the road so we loaded up the car, dropped everyone off at the beach and parked. They also had everything we needed for the beach. It truly felt like home for 7 days. We will definitely be back! Thanks for sharing your home.

Home in Naples

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