
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.

The Wells at Coconut Cove
Welcome to The Wells at Coconut Cove right across from Fort Myers Beach! This comfortable unit puts you just steps from white sand and blue waves. Whether you’re here to relax, explore, or soak up unforgettable sunsets, this beach retreat has everything you need. Start your mornings with coffee, go swimming, shelling, or just lounging under the Florida sun. In the evenings, unwind in your space or head out to enjoy Fort Myers Beach’s famous restaurants, bars, and live music just minutes away.

Heated pool home Mid Island Short walk to beach
New to the rental market! This stylish retreat is perfect for families or groups with plenty of space to unwind. Featuring 4 bedrooms with 2.5 bathrooms, you’ll enjoy comfort and privacy throughout your stay. Perfectly located mid-island, just a short walk to the soft sands of FMB. Out back, a huge pool on the canal and large patio provide the ultimate spot for swimming and soaking up sun. Private parking and all the essentials for a seamless stay. Book today. Prime dates won’t last long!

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.

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!

Beach Cottage w/ htd pool + The Beach is in sight!
Discover the serenity of The Beached Albatross, a quaint haven just a stone's throw from Fort Myers Beach and it's famous powdered sugar sand. Once you've had your fill of the beach, unwind by the year round heated pool. Inside, a serene sky blue ceiling complements cozy corners, perfect for a morning coffee or evening read. With it's inviting spaces and thoughtful amenities, this is your ideal retreat for creating memories by the ocean. Book your stay and dive into relaxation today!

Paradise on canal minutes to Ft Myers Beach/Gulf
Beautiful 3 Bedroom, 3 bath home on a canal with a dock! Bring your boat or jet skis! Enjoy a relaxing stay watching the dolphins and manatee right off the dock. This exquisitely updated home has everything you need for a fantastic vacation. Especially location! 5 minutes to Ft Meyers Beach. Enjoy the resort right in your own backyard. New pool with hot tub and sun shelf. Enjoy beautiful sunsets off the huge patio. Trolly to beach at neighborhood entrance or walk to in minutes.

Escape to your Happy Place-pool, 6 bed 2 1/2 bath
We are very excited to update this listing with brand new pictures of this fully renovated home. Everything in Kelsabella is brand new and has plenty of room for everyone. 4 bedroom 2 and 1/2 bathroom with an outdoor heated shower. This is a one story home located in a beautiful neighborhood walking distance to all the activity's and steps away from your beach access . Pool is also heated so it can be used all year round PET OWNERS! Must click on and read “ guest access”

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!

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.

Blue Coconut Retreat
Brand-new, custom-built beach house just steps from the sand! Enjoy beach views, a private pool, all-new furniture and bedding, and stylish coastal decor. Relax in comfort with an open, airy layout curated for tranquility. Located just 5 blocks from Publix, Junkanoo, and Fresh Catch Bistro. Whether you're soaking up the sun or dining nearby, this peaceful retreat offers the perfect Fort Myers Beach getaway!

Waterfront Island Oasis w/Heated Pool & Boat Lift!
Come enjoy this waterfront coastal getaway. Equipped with an infinity edge pool, dock with a motorized boat lift, and outdoor dining/grill area. Enjoy your morning sunrise over the water on the widest canal on the island. The stylish interior is spacious with a mix of mid century modern and coastal flare. This is truly your home away from home. Rental License #24-0087

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.
Popular amenities for Estero Island family-friendly rentals
Family-friendly home rentals with a hot tub

Gullwing Beach Resort 1002

Luxury pool and spa home - Walk to Time Square

200ft From Beach. 14 x 16 Ft Inground Swim Jacuzzi

Salt Life-beautiful 2 bed/1 bath-pool-hot tub-tiki

Seaside oasis studio with with heated pool

Modern City Loft in Downtown River District

Experience of a lifetime

Coastal Oasis of Fort Myers Beach
Family- and pet-friendly home rentals

Naples Dream Getaway w/ a view !

BEACH/POOL/Times square Cottage

Pearl Beach House - Walk to FMB, Pool & Hot Tub!

Seabreeze Cottage by the Sea-2 min walk to Beach!

"The Osprey" - New Construction, Gulf-Side, Pool!

Key West–Style Home • Heated Pool • Walk to Beach

Pool And Hot Tub 5 min walk to beach

Walk to Beach! Updated home w/ POOL & SPA
Family-friendly home rentals with a pool

Luxury Waterfront Home • Pool • Dock • Near Beach

Boutique condo on the bay, short walk to the beach

Private Pool & Home 45% off 2026 Ft Myers Beach

Fort Myers Beach | private pool | bikes | Arcade

Seaside Resort 210: oceanfront views, heated pool

Plunge in the pool at this Fort Myers Beach home

Heated pool, canal, outdoor kitchen & walk 2 Beach

Ocean Pearl - Steps from the Beach
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