Family-friendly vacation rentals in Estero Island

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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

Guest favorite

An aerial view showcases a colorful bungalow surrounded by palms, situated just steps from the beach. The home is highlighted by a vibrant exterior and is positioned among other residences in a coastal setting, with the ocean prominently visible in the background.

Home in Fort Myers Beach

5 out of 5 average rating, 5 reviews

‘Coconuts on the Beach’ House + Hot Tub

Relax with the whole family at our peaceful bungalow, just steps from the beautiful white sands of Ft. Myers Beach. Drink your coffee on the upper deck while gazing into the endless waters of the gulf. Fish from the beach or on the opposing end of the road off of “back beach” pier. Ride our beach cruisers to Time Square with countless dining and shopping opportunities or spend the day at MargaritaVille Resort. Publix grocery within walking distance. Covered parking for 3 vehicles/gulf carts.

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, 122 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

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, 32 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

A modern kitchen area features sleek white cabinetry and a large island with bar seating. Warm wooden accents create a welcoming atmosphere. Potted greenery complements the space, while stylish pendant lights provide illumination above the island. The kitchen is equipped with stainless steel appliances, adding to its contemporary appeal.

Home in Fort Myers Beach

5 out of 5 average rating, 65 reviews

Luxury Coastal Farmhouse just steps from beach!

Welcome to your perfect beach getaway! This bright and inviting 2-bedroom, 2-bath vacation rental is ideally located just across the street from the sandy shores of Fort Myers Beach, with easy beach access just a short walk away. You'll also be just a quick stroll from vibrant Times Square—home to great restaurants, shops, live music, and fun nightlife. This comfortable and well-appointed home offers everything you need for a relaxing stay! Come experience the best of Fort Myers Beach!

Top guest favorite

A private heated pool is surrounded by a fenced area, with a shallow step leading into the water. Lounge chairs are positioned nearby on a paved surface, with beach access visible beyond the pool's edge. The pool's water is clear, reflecting the sunlight.

Home in Fort Myers Beach

5 out of 5 average rating, 8 reviews

Just Beachy • Pool • 2 Kings+ • 3 Min to Beach

Brand new home with Gulf views from the front porch—just steps to the white-sand beach. This 3BR/2BA retreat has 2 KINGS+ sleeps 8 and features a private heated pool, fenced outdoor living and dining area with TV, and a coastal boutique hotel vibe. Designed with all-new furnishings, games, and beach gear. Open concept living/kitchen/dining with 85" smart TV. Family-friendly and fully walkable to bars, restaurants, shops, and the marina. Experience Fort Myers Beach in style and comfort.

Top guest favorite

A serene pool area is framed by palm trees, with crystal-clear water reflecting the blue sky. A safety railing surrounds the pool, while grassy areas extend beyond. The horizon showcases the Gulf waters in the background, providing a tranquil setting for relaxation.

Home in Fort Myers Beach

5 out of 5 average rating, 33 reviews

Luxury Beachside House W/ Heated Pool & Elevator

261 Key West is a luxurious Oceanside single-family pool home with private elevator that will satisfy the most exquisite taste. You will not only enjoy the fine quality and style of the home, you will enjoy the Gulf waters and the soft white sandy beaches of the Gulf just footsteps from your door. Your stay will include beach chairs, umbrellas, sand toys, fishing rods, kayak, paddle boards, and bicycles for your enjoyments. Enjoy a stylish experience at this centrally-located place.

Top guest favorite

A two-story house with a light blue exterior is framed by landscaped greenery. An outdoor seating area and private pool are highlighted beneath the elevated porch, offering a relaxing space for leisure. The interior features an open floor plan with modern furnishings, including a spacious living area and kitchen.

Home in Fort Myers Beach

5 out of 5 average rating, 17 reviews

NEW! Across from BEACH! Private Heated Pool!

This charming 3 bedroom house offers a private pool and a prime location just across from the beautiful Fort Myers Beach. Perfect for those looking to relax in comfort, it features a spacious and stylish interior with modern amenities. The private pool provides a peaceful retreat after a day on the beach. Enjoy the convenience of being just steps away from the sand, dining, shopping, and local attractions, making it an ideal getaway for families or couples seeking a coastal escape.

Top guest favorite

The living room features a spacious sectional sofa, providing ample seating. Large glass doors open to the outdoor area, enhancing natural light. A mounted TV displays beach scenery, while a modern fireplace adds a touch of warmth. The room's design promotes comfort and relaxation for guests.

Home in Cape Coral

4.97 out of 5 average rating, 112 reviews

2 Kings, Pool, Gulf Canal, Game Room and Kayaks

Unwind Cape Coral welcomes you to sunny southwest Florida, close to magnificent beaches, fishing, shelling, Minnesota Twins Spring Training & much more. Come enjoy this new construction home with heated pool, Kayaks, heated and cooled game room (PlayStation 5), gulf access - salt water canal, 4k oled tv's & many more refreshing amenities. You will love this clean & bright home with lovely décor. Located in the highly sought after Pelican neighborhood of Southwest Cape Coral!

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!