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.

0 of 0 items showing

1 of 3 pages

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!

Superhost

A serene beach scene is captured with soft white sand stretching across the foreground. Colorful umbrellas and beach tents dot the area, providing shade. The tranquil turquoise water meets the horizon under a bright blue sky adorned with fluffy clouds, inviting relaxation.

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 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!

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.

Superhost

A private balcony overlooks the water, offering expansive views of the bay and marina. The large swimming pool area is visible below, surrounded by lounge chairs. The backdrop includes a multi-story building and distant shorelines under a clear blue sky.

Apartment in Fort Myers Beach

4.83 out of 5 average rating, 138 reviews

Lovers Key Beach Club Suite

Enjoy breathtaking views from this 10th floor condo at Lover's Key Beach Club! This one bedroom, one bath condo is the perfect place for a quiet, romantic couples getaway. From the private beach to the large pool area, there's no better place to relax in the Florida sunshine! Wake up refreshed and sip your coffee on the private balcony overlooking the water. Prepare meals in the full kitchen or head down to the BBQ grill area!

Top 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.

0 of 0 items showing

What guests are saying

Pretty Waterfront Home w/Heated Pool/Spa + Tiki

4.85 out of 5 average rating, 34 reviews3 weeks ago

This was one of the best places we stayed and will definitely come back! The patio, furniture and pool area were amazing, comfortable and we did not want to leave. Sat down by the waterfront tiki day/night and it was so beautiful and relaxing, you did not even need to leave the house, if you didn't want to. And to entertain two 15 year old boys with fishing, bike riding, swimming, simply amazing! The kitchen had everything you needed when we cooked. We are seriously in love with this home and location and can't wait to go back!

Villa in Cape Coral

What guests are saying

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

5 out of 5 average rating, 22 reviews2 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

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

Villa Memory Lake

4.68 out of 5 average rating, 22 reviews16 months ago

We were in the house for a week with another couple. It was the most enjoyable time as we had full privacy and all the amenities of the resort, but only for ourselves. House is very clean, specious, and delivers everything you see on pictures and more. The management is caring. They are available if you need them but are not overwhelming you, and they respect your time and privacy. Overall, it was a great experience and would recommend it to anyone.

Home in Cape Coral

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, 28 reviews1 month ago

This was such a wonderful place to stay for vacation! With the beach just minutes away and a wonderful backyard, there was always something to do to enjoy the beautiful weather in Naples! The house was very neat and clean, with instructions and labels to help you find whatever you needed. Would for sure stay here again!

Home in Naples

1 of 12 pages