
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.

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

LUX Villa w/ Private Salt Water Pool, Lanai, Canal
Are you looking to swim, relax outdoors, fish and take in beautiful sunsets on a wide gulf access canal? If so you will fall in love with this stunning newly constructed custom built home! The 2750 square foot home is bright & airy with two main bedroom on-suites & a separate family wing! The gourmet kitchen, dining room & great room open via large sliders to the lanai & pool w/ views of the canal in much desired SW Cape! Beach inspired villa! Large captains walk & Tiki! Check out our 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.

200ft From Beach. 14 x 16 Ft Inground Swim Jacuzzi
🌴 Prime Location • Fully Remodeled 11/15/25 ✨Enjoy the new 14×16 ft heated swim Jacuzzi—largest on the island—w/chairs/loungers for 16 ++ no-stairs layout just 200 ft from the nicest beach in SW Florida++ **4,000 sq ft of brand new travertine around the property and in the back yard ✨ 2BR/2BA • Sleeps 8 (2 queens, 2 Chairs that fold into single beds + huge sofa) 🚗 Parking for 4 🍹 Backyard w/ BBQ & Dining for 14 📺 WiFi, Netflix, 3 A/C units 🚲 New bikes, beach chairs & beach towels

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.

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.

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.

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.

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

Harbour House #316 "Harbour Home"

Gullwing Beach Resort 1002

Pink Star | Coastal Chic - Walk to Town Square

Seaside oasis studio with with heated pool

Modern City Loft in Downtown River District

Seaside Villa Aqua

Villa Capri · 2025 Luxury Build · Steps to Beach

Lovers Key Resort/Ft Myers Beach/Condo/Pool/View
Family- and pet-friendly home rentals

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

The Mai Tai at Lazy Way

Heated pool home Mid Island Short walk to beach

Escape to your Happy Place-pool, 6 bed 2 1/2 bath

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

Steps to BEACH/POOL/Downtown

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

Paradise on Palermo-Pool STR#200042 Now renting
Family-friendly home rentals with a pool

Luxury Waterfront Home • Pool • Dock • Near Beach

Coastal Paradise l Pool, Tiki Hut l Close to Beach

The Great Escape Beach House/ Pool/ Dock

Boutique condo on the bay, short walk to the beach

Plunge in the pool at this Fort Myers Beach home

Remodeled Beachfront Condo | Gulf Views | Pool

Seaside 302 - Beachfront 2BR/2BA - Solmate on FMB

Island retreat - canal, heated pool, walk to beach
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