
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.

Sandy Feet Retreat on Virginia Ave
Your Sandy Feet Retreat in Paradise This newly remodeled home offers modern elegance with 3 spacious bedrooms and 2.5 beautifully remodeled bathrooms. Enjoy the private heated pool, perfect for relaxing. Situated in the heart of Fort Myers Beach, this home is just a 5-minute stroll to the powdery, sugar-sand beach and only a 10-minute walk to margaritaville andTimes Square. With a variety of restaurants and bars featuring live music nearly every night, it’s the perfect location for enjoying th

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

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!

Beach Time - Elevator - Pool - 3 Min to Beach
Personally hosted by Paul & Alicia of Dancing Palms Vacations, this brand-new home offers Gulf views from the front porch—just steps from the white-sand beach. The 3BR/2BA retreat sleeps 8 with an rare elevator in a 3BR, a private heated pool, and a fenced outdoor living/dining area with TV and lots of paver patio / lounging space. Enjoy all-new furnishings, games, and beach gear. Open-concept living/kitchen/dining with smart TV. Family-friendly and walkable to bars, restaurants, shops, and the

Plunge in the pool at this Fort Myers Beach home
Tranquility awaits at this newly remodeled vacation rental home. Located in a quiet neighborhood near the white sands of Fort Myers Beach, private screened-in pool, comfortably air-conditioned, 3 bedrooms that sleep up to 6 people, 2 baths, spacious gourmet kitchen, outdoor seating area with tv, beach wagon and more. Local trolley available to take you to Times Square and the famous pier. Tons of shopping and restaurant options. Get away from it all in this little slice of heaven! STR 21-0368

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!

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.

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.

Coral Reef Villa - Steps from beach / Private Pool
We're Back! Fully Renovated in 2023! Welcome to the Coral Reef Villa located at 213 Fairweather Lane, 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!

Pearl Beach House - Walk to FMB, Pool & Hot Tub!
Walk to Fort Myers Beach and skip the parking hassle. We provide all the beach gear (including a wagon) for easy days in the sun. Cool off back home in the pool or unwind in the hot tub. In the evening, stroll or hop on our electric scooters to nearby dining and ice cream spots. Plenty within walking distance! Ask about using our golf cart for extra fun and convenience. For groups over 6, a pull-out sofa is available, best suited for children under 10.

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

Gullwing Beach Resort 1002

Ground Level Home w/ Pool and Private Beach Access

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

Island Time Too | Beach Front + Resort Amenities!

Seaside oasis studio with with heated pool

Modern City Loft in Downtown River District

Seaside Villa Aqua

Luxury pool and spa home - Walk to Time Square
Family- and pet-friendly home rentals

BEACH/POOL/Times square Cottage

Flamingo Inn 202-Queen Studio- ’50s Meet the Beach

Heated pool home Mid Island Short walk to beach

Beach Cottage w/ htd pool + The Beach is in sight!

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

Modern Gulf-view Condo - Steps to Sand

Sun & Fun | Beach Front Condo, Pool, Tennis

Beach, pool time & fun times @ Blue Fish Lagoon
Family-friendly home rentals with a pool

Luxury Waterfront Home • Pool • Dock • Near Beach

The Woods at Coconut Cove

Boutique condo on the bay, short walk to the beach

The Great Escape Beach House/ Pool/ Dock

Private Pool & Home 45% off 2026 Ft Myers Beach

Fort Myers Beach | private pool | bikes | Arcade

2 BR w/ Private Pool/Backyard, 2 min walk to Beach

Stay and Play 2
Destinations to explore
- Miami Vacation rentals
- Four Corners Vacation rentals
- Miami Beach Vacation rentals
- Orlando Vacation rentals
- Fort Lauderdale Vacation rentals
- Tampa Vacation rentals
- Hollywood Vacation rentals
- Jacksonville Vacation rentals
- Kissimmee Vacation rentals
- Key West Vacation rentals
- St. Augustine Vacation rentals
- Cape Coral Vacation rentals
- Rentals with a kayak Estero Island
- Resort rentals Estero Island
- Beachfront rentals Estero Island
- Apartment rentals Estero Island
- Rentals with pools Estero Island
- Pet-friendly rentals Estero Island
- Rentals with beach access Estero Island
- Villa rentals Estero Island
- Beach house rentals Estero Island
- Beach condo rentals Estero Island
- Rentals with a hot tub Estero Island
- Serviced apartment rentals Estero Island
- Rentals with lake access Estero Island
- Waterfront rentals Estero Island
- Luxury rentals Estero Island
- House rentals Estero Island
- Condo rentals Estero Island
- Family-friendly rentals Fort Myers Beach
- Family-friendly rentals Lee County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- Naples Beach
- Captiva Island
- Englewood Beach
- Lovers Key Beach
- Tigertail Beach
- Florida Gulf Coast University
- Stump Pass Beach State Park
- Bowman's Beach
- Blind Pass Beach
- Barefoot beach Bonita Springs,FL
- Jetblue Park
- Bonita National Golf & Country Club
- Boca Grande Pass
- The Naples Pier
- Edison & Ford Winter Estates
- Yacht Club Public Beach
- Bunche Beach
- Coconut Point
- Ave Maria University
- Clam Pass Park
- Delnor-Wiggins Pass State Park
- Lovers Key State Park
- Barefoot Beach State Preserve
- Coral Oaks Golf Course





