Family-friendly vacation rentals in Estero Island

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Estero Island family-friendly rentals

Family- and pet-friendly home rentals

Superhost
The solar-heated pool is surrounded by a screened terrace, featuring two loungers for relaxation. A view of the lush greenery and waterway is visible beyond the pool, providing a serene backdrop for outdoor enjoyment.
Home in Cape Coral
4.81 out of 5 average rating, 154 reviews

Villa Coral with boat dock & waterview- own pool

ChristieRating, 5 stars2 months ago
We spent the month of March at this home and enjoyed the experience. With only solar heat we were afraid we wouldn’t use the pool but it was great and enjoyed lots of floats. We thoroughly enjoyed the outdoor area and beautiful canal views. Everything looked like the pictures. We loved the quiet neighborhood too
Superhost
The exterior of the home is displayed, showcasing a well-manicured lawn bordered by tropical plants and palm trees. A spacious driveway leads to a two-car garage. Clear blue skies complement the inviting facade, which features a covered entrance.
Home in Naples
4.91 out of 5 average rating, 124 reviews

Best Value In Naples 4 Bdrm Pool Heat Walk Beach

ShawnRating, 5 stars1 month ago
This is our second year in a row staying at Bob’s home. We absolutely love the property. Close to the beach and lots of restaurants and many other things to do. The home is in great shape, very clean and all the amenities you need to enjoy the property! We will definitely book again.
Guest favorite
A tranquil landscape features a calm waterway bordered by lush greenery and smooth stones. A palm tree rises beside the modern structure, with reflections seen in the water. Natural light brightens the scene, enhancing the serene ambiance of the surroundings.
Home in Naples
4.88 out of 5 average rating, 317 reviews

Crystal Palms

RobRating, 5 stars4 weeks ago
As always, this is a great place!
Guest favorite
An outdoor seating area features a comfortable arrangement of a sectional sofa and matching chairs with vibrant orange cushions. A glass-topped coffee table sits at the center on a stone-paved floor, while double French doors lead to the interior space.
Townhouse in Naples
4.85 out of 5 average rating, 195 reviews

Royal Palm flat Bay side shoppes

EmilyRating, 5 stars2 weeks ago
We’ve now stayed at Carlos’ place a few time and each time it’s always the best stay. Great location, easy and comfortable.
Superhost
A light-colored house with a covered porch featuring an orange umbrella stands surrounded by lush greenery. The property showcases a paved driveway leading to a two-car garage, contributing to a welcoming tropical ambiance.
Home in Fort Myers Beach
4.89 out of 5 average rating, 232 reviews

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

Top guest favorite
A private heated saltwater pool is surrounded by vibrant palm trees, creating a lush outdoor oasis. White lounge chairs are positioned along the poolside, inviting relaxation under a clear blue sky. A well-maintained grassy area adds to the serene atmosphere.
Cottage in Naples
4.9 out of 5 average rating, 249 reviews

Cottage Close to Vanderbilt Beach Heated Pool

Superhost
A screened outdoor patio features a round glass table surrounded by sturdy wooden chairs with cushions. A small potted plant sits on the table, while a swimming pool and lounge chairs are visible in the background, surrounded by lush greenery.
Home in Naples
4.89 out of 5 average rating, 232 reviews

Modern 4 bedroom villa w/ private heated pool

Superhost
A cozy outdoor seating area features two dark wicker sofas adorned with striped cushions. A glass coffee table is centered between them, holding a bottle of wine and two glasses. Lush greenery is visible in the background, creating a serene environment.
Townhouse in Fort Myers
4.87 out of 5 average rating, 192 reviews

Hideaway at Hidden Palms Cove

Family-friendly home rentals with a pool

A screened lanai area features a heated pool surrounded by lounge chairs. Tropical greenery is visible beyond the pool, providing a serene backdrop. Large glass doors lead into the house, allowing natural light to illuminate the space.
Home in Fort Myers Beach
4.85 out of 5 average rating, 116 reviews

Sunny Mid Island Beautifully Remodeled Home

DestinyRating, 5 stars2 months ago
The house was beautiful and very clean. The pool was perfect. Even when it was cool and windy at the beach, the pool was warm and protected from the wind. The beds were moderately comfortable. The only issue we had was the shower in the back bedroom bathroom had very little water pressure. The location was great to be able to walk to the beach, and was made easy with the wagon and other beach items that were available. The grill came in very handy as restaurants were a little difficult to come by. It’s only 1.7 miles from Time Square, but sometimes that was an hour drive.
Guest favorite
A single-story villa is framed by lush green landscaping and palm trees. The exterior features a bright yellow façade with graceful arches over the entrance and decorative windows. A paved driveway leads to a garage, enhancing the welcoming appearance.
Home in Cape Coral
4.89 out of 5 average rating, 44 reviews

Villa Seven Palms 3bed/3bath w/ South facing pool

GaryRating, 5 stars11 months ago
Lovely clean home. Bright and airy with clean decor and furnishings. Spacious and spotless pool area with relaxing pool. Host was easy to deal with and management company were very attentive. Would recommend
Superhost
Home in Cape Coral
4.7 out of 5 average rating, 93 reviews

Sale! 15 % off 7 day bookings,HtPool, Fish, Kayaks

VictoriaRating, 5 stars1 month ago
had an amazing stay! Patricia was very responsive and proactive when it came to small problems. Beautiful location in a private neighborhood. Overall I highly recommend this airbnb!
Superhost
A ranch-style vacation home exterior is showcased, featuring a landscaped yard with several lounge chairs arranged on the patio. Sunlight illuminates the area, and a clock is mounted on the wall near the entrance, adding a functional detail to the inviting space.
Villa in Cape Coral
4.74 out of 5 average rating, 66 reviews

3 Bed 2 Bath Heated Pool Home with Privacy Fence!

ScottRating, 5 stars3 weeks ago
Great home. We were very satisfied and would highly recommend this location.
Condo in Fort Myers Beach
4.83 out of 5 average rating, 6 reviews

Estero Beach & Tennis | Gulf Front + Resort Pool!

BarbaraRating, 5 stars11 months ago
It was a great place for my husband and I to stay for a week. The beach was great!
Superhost
A coastal landscape features sandy beachfront extending towards calm, clear waters. Lush greenery and pathways lead from the grassy area towards the shoreline, where individuals can be seen enjoying the beach. The sky is clear, suggesting pleasant weather.
Condo in Sanibel
4.68 out of 5 average rating, 25 reviews

Loggerhead Cay 553 - gulf view, beach side vacatio

Karin AndreaRating, 5 stars13 months ago
Very nice, friendly apartment. Lovingly decorated and very well equipped. We especially appreciated the beach equipment. Quiet, relaxing environment. Everything has been brand new renovated, including the tennis courts. We can highly recommend the apartment and Ryan & Nicole are very attentive, courteous and helpful hosts who always responded within minutes. Thank you for everything! Hopefully we will be back soon :)
Guest favorite
A modern kitchen is presented, featuring white cabinetry and a smooth granite countertop. Stainless steel appliances, including a microwave and oven, are visible. A double sink is set into the countertop, with soft lighting illuminating the space, enhancing its clean and functional design.
Home in Fort Myers Beach
4.86 out of 5 average rating, 64 reviews

SeaClusion Oasis

BrendaRating, 5 stars1 month ago
Laura and Michael are wonderful hosts. Communication was excellent! The house is in a great location and the price was on point for the area. It was as described and nicely updated, the pictures don't do it justice. The third bedroom is accessed through the garage or back exterior door so it is a bit separate from the rest of the house and bathroom but it worked well for us. They provide everything you need for a comfortable stay, items for the kitchen, pool, beach, washer-dryer, and a good night's rest. The pool was refreshing and the beach just steps away. The dock on the back bay is a great place to dolphin watch or fish. A short drive or trolley ride to Times Square, shops, grocery and restaurants too! Overall a great stay and would recommend. We all wished we didn't have leave 🙂
A serene waterfront scene is captured, featuring homes with terracotta roofs reflected in the calm water. Lush greenery borders the foreground, while soft clouds drift across the blue sky above, enhancing the tranquil atmosphere of the neighborhood.
Home in Cape Coral
4.76 out of 5 average rating, 205 reviews

Tropical Escape

BlakeRating, 5 stars2 weeks ago
We were in the area for a baseball tournament and this was the perfect centrally located home. There’s a pool and fishing out back so the kids were busy when they weren’t at the field. Great host, very friendly. We will stay here again.

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