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, 23 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

Superhost
Condo in Fort Myers Beach
5 out of 5 average rating, 4 reviews

Seaside Resort 210: oceanfront views, heated pool

* This is a corner unit! * Sun-kissed, center-island paradise, * Located directly on the pristine, white sands of Fort Myers Beach. peaceful * Peaceful sounds of ocean waves, panoramic ocean & beach views * Large heated pool. * The island’s only Supermarket, popular bar/restaurant (Junkanoo) & Snook Bight Marina (boat rental, sunset cruises, deep sea fishing) are right across the street! * Comfortable beds, digital locks throughout, 3 new flat screen TV's, 6 beach towels provided.

Guest favorite
A heated swimming pool area features lounge chairs surrounded by palm trees and tropical plants. The clear water glistens under the sun, while a private dock extends nearby along the canal, offering a serene waterfront view.
Home in Fort Myers Beach
4.98 out of 5 average rating, 44 reviews

Island getaway, canal, heated pool, walk to beach

Experience Fort Myers Beach by staying in this spacious 1BR 1Bath home (within a triplex), situated in the serene, peaceful neighborhood right on the canal. Its prime location offers a relaxing retreat in a resort like setting while allowing quick access to beautiful, sunny beaches. The stylish design and rich amenity list will satisfy your every need. ✔ 1 Comfy BR w/Queen Bed ✔ Full Kitchen ✔ Patio ✔ Heated Pool ✔ High-Speed Wi-Fi ✔ Workstation ✔ 2 Smart TVs ✔ Free Parking See More below!

Top guest favorite
Home in Cape Coral
5 out of 5 average rating, 16 reviews

Villa510~3 En-Suites~Gulf Access, Heated spa~pool

Villa510 is a newly built waterfront retreat ideal for extended stays in Cape Coral. Enjoy peaceful salt canal water views and manatees from the lanai, then relax in your private heated pool and spa—perfect year-round. The outdoor kitchen and lanai create an easy, comfortable daily routine. Inside offers three private en-suite bedrooms, a den with optional airbed, open living space, and TVs in every room. Close to shopping, dining, and beaches—perfect for snowbirds seeking comfort and ease.

Top guest favorite
Home in Fort Myers Beach
5 out of 5 average rating, 78 reviews

Walk to Times Square, steps to the 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
Home in Fort Myers Beach
5 out of 5 average rating, 15 reviews

Chateau Bleu ·2026 Luxury· Rooftop Deck Gulf View

Personally hosted by Paul & Alicia of Dancing Palms Vacations, this elevator equipped brand-new experience with covered porches on all levels including a panoramic gulf view from a roof top deck. The oversized TV is perfect for watching movies or sports and the house has 4 KING beds. The backyard features a spacious lanai and fenced heated pool with sun loungers and a putting green. Just across the street awaits the white sugar sand beach. All beach equipment is provided.

Top guest favorite
Home in Fort Myers Beach
5 out of 5 average rating, 20 reviews

Icon on the bay - Panoramic views/Rooftop hot tub

Waterfront fun meets luxury in this 3-story Fort Myers Beach home on San Carlos Island! Featuring 4 bedrooms, bay-view living room with balcony, and a full kitchen & dining on the 2nd floor. Enjoy an outdoor kitchen with grill and bar, plus pool table, ping pong & air hockey. Private dock with boat lift and a rooftop deck with turf, lounge chairs & a 6-person hot tub for sunset soaking. Perfect for families, boaters & group getaways.

Top guest favorite
Apartment in Fort Myers Beach
4.93 out of 5 average rating, 106 reviews

Island Gold Steps to the Beach - Heated Pool

No expense was spared in creating this luxurious 2BR/2BA apartment in a 4 plex building. Located in a quiet Fort Myers Beach neighborhood surrounded by nature. Just one block to beach access 23 and a short walk or bike ride to Times Square, this second-floor getaway offers a heated pool with waterfall, multiple outdoor spaces, upscale finishes, and thoughtfully curated comforts for a first-class coastal escape.

Guest favorite
A spacious screen-enclosed area showcases a private saltwater pool with several floating rings resting on the surface. Sunlight filters through the screening, casting gentle shadows on the poolside lounge chairs and the nearby outdoor dining space.
Home in Fort Myers Beach
4.94 out of 5 average rating, 18 reviews

The Natural Palm Beach House: Luxurious & Low-Tox

A beautiful mid-island duplex on one of the best streets in Fort Myers Beach with a 5-minute walk to the beach! Completely renovated in 2023, this professionally designed and decorated beach house with 3 bed/ 2 bath + loft, gives you everything: easy walking access to the beach, ample outdoor space, low-tox living, and the upgraded amenities you need to relax and make wonderful memories.

Top guest favorite
Condo in Fort Myers Beach
4.9 out of 5 average rating, 92 reviews

Boutique condo on the bay, short walk to the beach

This beautifully updated Condo sits right on Estero Bay with a beautiful view of the water right outside the back door. The beach, shopping plaza, drugstore, and Marina are within a very short walking distance making this condo perfectly situated in the quiet end of Fort Myers Beach. Kick back, relax, and unwind in this elegant yet casual Condo.

Top guest favorite
Home in Fort Myers Beach
4.97 out of 5 average rating, 35 reviews

Large Home Steps to Beach, Heated Pool & Game Room

Mi Casa Su Casa: Escape to your private 3BR/2BA family paradise in Fort Myers Beach! Just steps from the shore, this home comfortably fits your group. Enjoy a private heated pool, an epic game room with a projector screen, and a fully equipped kitchen. Perfect for a relaxing and fun-filled Florida getaway with dedicated beach access.

Guest favorite
Home in Fort Myers Beach
5 out of 5 average rating, 9 reviews

Nautical Nest - Quick Walk to Beach

Welcome to your Mid-Island Pool Paradise on Fort Myers Beach. This stunning, brand-new 4-bedroom, 2.5-bathroom pool home is located mid-island, just across the street from the beach, giving you easy access to the sand while still enjoying a quieter island setting.

Popular amenities for Estero Island family-friendly rentals

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