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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Top guest favorite

An airy kitchen and dining area showcases light wood flooring and a spacious island with bar seating. White cabinetry contrasts with a vibrant blue backsplash. A dining table with blue chairs is accented by natural light from large windows, creating a bright and open space.

Vacation home in Fort Myers Beach

5 out of 5 average rating, 10 reviews

Heated pool, canal, outdoor kitchen & walk 2 Beach

Relax with the whole family at this peaceful place to stay on Fort Myers Beach. Fully renovated with 3 BR & 2 full bath. New central AC/ Heating unit. Enjoy a day in the heated pool or on your private dock looking out to the bay. 10 minute walk to the beach, Publix or the mid-island restaurants at the marina behind Publix. 3 BR, 2 bath with one room being a twin trundle bed. Enjoy one of the most quiet areas on the island to take walks or morning bike rides. Fully renovated since Ian & Milton

Top guest favorite

An open-concept living space is highlighted by a modern kitchen featuring white cabinetry, a large center island with seating, and stainless steel appliances. A comfortable seating area includes soft chairs and a sectional sofa, with natural light streaming in through an arched window.

Apartment in Fort Myers Beach

4.98 out of 5 average rating, 123 reviews

Island Oasis Steps From the Sugar Sand Beach

Important Note: This apartment had no damage from hurricanes in 2024. Everything is perfect here. Beaches are beautiful, pool is relaxing and welcoming. Thankfully the island restaurants and bars are also back up and going in fun island style! Beaches are beautiful and our brand new pool is complete and ready to enjoy. Be one of the first to enjoy this complete remodel renovation. No expense was spared here. Top quality memory foam mattresses with high end bed linens for a restful sleep. F

Top guest favorite

Aerial view of a spacious waterfront property featuring a pool area enclosed by a screen. Lush palm trees surround the structure, with a boat lift visible along the water's edge. The ocean and distant buildings can be seen in the background.

Home in Fort Myers Beach

5 out of 5 average rating, 9 reviews

Bayfront Bliss

Forget your worries in this spacious & serene home. Boat lift available for renters’ use, able to accommodate up to 24’! Truly relax while watching dolphins and manatees in the back bay of Fort Myers Beach with unmatched panoramic views. The sunrises over the bay are stunning! Take a very short stroll to the other end of the street & find the white sands of FMB where you can enjoy warm sunny days & amazing sunsets! Property is located midland-only 5 streets from Publix! Live like a beach local!

Guest favorite

A vibrant, two-story house in a coastal hue is displayed, featuring a spacious pool area surrounded by a paved deck. Sun loungers are positioned near the pool, and a covered seating area can be seen. The property is enclosed by white fencing, adding to its privacy.

Home in Fort Myers Beach

5 out of 5 average rating, 13 reviews

New house, pool, views, elevator, steps to beach

Be one of the first families to stay at this Brand New mid island house. Private pool, Elevator, beautiful custom tiled porches, amazing gulf & sunset views. The entire top floor is a master ensuite oasis with large room, spacious bathroom, custom tiled walk-in shower with sunset views, huge custom tiled deck with comfy furniture and amazing views. Perfect mid Island location. Just a mile from all the restaurants and entertainment in Times Square. Linens provided. 3 parking spaces. #19-1352

Top guest favorite

Aerial view captures the pristine beach and Gulf waters, with coastal homes lining the shore. The sun glistens off the water, creating a serene atmosphere. A spacious pool area is visible, along with a welcoming residential exterior featuring multiple balconies and a driveway.

Home in Fort Myers Beach

5 out of 5 average rating, 9 reviews

NEW Gulf View Villa 6 Bed 6 Bath Heated Pool!

Stunning 6-bedroom, 6-bathroom Gulf-view home just steps from the beach—sleeps 14 (plus 2 with trundles). Ideal for large families or groups, it features panoramic ocean views from two private balconies, a private elevator, en-suite bedrooms with premium linens, and a heated pool (no extra fee!). Enjoy expansive living areas, a gourmet kitchen, and close proximity to local dining, shops, and attractions. The perfect blend of luxury, comfort, and convenience for your next Gulf Coast getaway!

Top guest favorite

A private pool is enclosed by a glass screen, allowing views of the surrounding tropical plants. The pool features a tiled back wall and a curved edge, set on a patio with textured pavers. Lush greenery is visible beyond the enclosure.

Home in Fort Myers Beach

4.97 out of 5 average rating, 33 reviews

Sea Salt FMB! Stunning pool and island location.

STR #22-0432 Welcome to Sea Salt FMB! This stunningly decorated 4 bedroom and 4 bath pool home is just one block to the beautiful sands of Fort Myers Beach. The unique property features two master suites and two additional king guest bedrooms both incorporating an additional over-the-top bunk that the kids will adore. Side by side living spaces connected via outdoor terrace make Sea Salt FMB an absolute perfect choice for families or groups of friends looking for a perfect beach getaway.

Top guest favorite

The studio apartment features modern furnishings, including a spacious bed with a patterned comforter and a comfortable sofa. A small dining area is visible with barstools at the kitchen counter. Soft lighting enhances the neutral-toned walls, while natural light enters through multiple windows.

Apartment in Fort Myers Beach

4.98 out of 5 average rating, 123 reviews

Ready to Enjoy again! Everything is new!

This vacation rental unit has been totally rebuilt and is now ready to welcome guests again! Nearly everything is new (as of 2024) and it is likely one of the nicest studio apartments now available on the entire island. Skip the dated condos and hotels and get ready to enjoy this newer, nicer option, located just 1 short block (800 feet) from the sand. As you’ll see from the reviews it had a great track record before the storm, and it’s been rebuilt even better! Enjoy NEW!

Guest favorite

A spacious backyard features a heated pool surrounded by lounge chairs, each adorned with vibrant blue cushions. The building showcases multiple levels, with an outdoor seating area and a grill nearby. Lush greenery adds to the relaxed coastal ambiance of the setting.

Home in Fort Myers Beach

5 out of 5 average rating, 9 reviews

Villa Sorrento · 2025 Luxury · Walk to Town-Beach

This stylish coastal home offers a brand-new experience with a spacious lanai and fenced pool backyard only a short walk to the white sugar sand beach and town with restaurants, bars, shops. Start your morning with coffee on the covered front/back porch, enjoying peeks of bay/gulf. Relax by the heated pool with a book, throw something on the grill or enjoy cozy outdoor seating for lounging and dining. End the day with a sunset stroll or walk to town with bars and restaurants.

Top guest favorite

A spacious backyard features a curved in-ground pool, surrounded by a textured paver patio. Lush palm trees offer shade, while outdoor seating is visible in the background. A shed is positioned adjacent to the villa, contributing to the property's inviting outdoor space.

Cottage in Fort Myers Beach

4.92 out of 5 average rating, 119 reviews

Mango Villa - Steps away from beach / private pool

We're Back! Fully Renovated in 2023! Welcome to the Mango Villa located at 150 Mango Street, Fort Myers Beach. 2 bedroom and 1 full bathroom villa. Steps away from the beach where paradise is waiting for you. Centrally located at the North end of the island. Walk to Times Square to enjoy shopping and dining. Close to all Fort Myers Beach has to offer while also located on a quiet residential street, this home is perfect for those that demand both proximity and tranquility!

Superhost

A waterfront beach house is showcased, featuring a wide driveway and lush green lawn. Palm trees and colorful landscaping surround the entrance, where a welcoming façade is visible under a clear blue sky, creating a relaxing atmosphere for guests.

Home in Fort Myers Beach

5 out of 5 average rating, 3 reviews

The Great Escape Beach House/ Pool/ Dock

Escape to this waterfront beach house in sunny Fort Myers Beach! Perfect for families and friends, it features a private pool, a 50ft private dock with direct gulf access. House is only 1/2 a block from beach access. Plenty of outdoor entertainment areas including a large game room, with an outdoor ping pong table and beach accessories. Just minutes from beaches, shops, and dining this is your perfect Florida getaway for fun, relaxation, and unforgettable memories!

Guest favorite

A serene outdoor space is showcased, featuring a sparkling pool surrounded by a stone patio. Several lounge chairs are positioned under a large umbrella, with palm trees swaying gently in the background. A hammock can be seen nearby, adding to the relaxing atmosphere.

Home in Fort Myers Beach

4.91 out of 5 average rating, 23 reviews

2 BR home w/ private pool, 2 min walk to beach

Your cozy getaway awaits in Fort Myers Beach at this delightful house. With 2 bedrooms including 1 queen bed, 1 full bed, and 1 twin trundle bed, this cool property also features a living room with 2 futons for additional sleeping space. Boasts a big backyard with large pool, outdoor shower, and fire pit. Perfect for a small group of guests looking for a comfortable stay 2 minutes walking distance from the beach. Book now and enjoy everything this house has to offer.

Top guest favorite

A modern living area features a spacious light-colored sofa adorned with neutral pillows, positioned next to a circular accent chair. A large television is mounted on the wall opposite, while a dining area is visible in the background. Natural light fills the room, highlighting a beige area rug.

Apartment in Fort Myers Beach

5 out of 5 average rating, 7 reviews

Beachfront Bliss!

Experience the ultimate Fort Myers Beach getaway in our charming 2B/2Ba condo overlooking the beach! This retreat features a king master suite and second bedroom with full and twin beds. Enjoy modern walk-in showers, fully equipped kitchen boasting SS appliances and quartz tops. Stay connected with high-speed Wi-Fi, unwind on the balcony with stunning Gulf views, stroll along the beach, or explore the vibrant Times Square area. Your perfect beach escape awaits!