
Family-friendly holiday 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.

Private Home and Heated Pool 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

Beautiful Pool Home Fort Myers Beach Pet Friendly
Come and Enjoy ultimate relaxation at Ocean Breeze, your perfect getaway on Fort Myers Beach! This stunning home is designed to make your vacation unforgettable, with plenty of space and fantastic amenities for families or groups. Our home comfortably accommodates up to 9 adults up to 11 guests if there are children Upstairs you will find 2 bedrooms and a bonus room with a futon for extra sleeping space Downstairs there is a private suite featuring A kitchenette A Queen sized bed Plus a Futon

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!

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”

Oceanview Oasis⁘Heated Pool⁘Grill⁘Screened Porch
🌊 Steps from the Gulf 🏊♀️ Private heated saltwater pool 🕶️ Lounge chairs and shaded seating 🍴 Outdoor dining area and grill 🌅 Sunset views from the upper deck 🌴 Huge screened lanai with tropical views 🏖️ We Provide: ✔️ Beach chairs ✔️ Beach towels ✔️ Beach cart Welcome to The Oasis! Whether you're here for rest, adventure, or a bit of both, this peaceful retreat has everything you need for an unforgettable vacation. Town of Fort Myers Beach Registration # 22-0433

Dolphin beach house 2
ONE OF THE BEST WATERFRONTS IN CAPE CORAL! A short walk to the beach a. This 2,500+sq ft home has stunning sunsets and South Western water views from all main living areas,as well as the Master Suite. Heated pool w/ LED colored lighting, built in Spa,Pool bath, full laundry facility, Lanai,Fireplace ,Wi-fi and TVs in every bedroom, private dock . Boat on lift for rent w/RPM rentals . Large 2-car garage w/5 bicycles,beach wagon & cooler on site.

Across the beach, free parking, bbq, fits 4, pets
Stay just 600 ft from the beach and a 10-min walk to downtown Fort Myers Beach, with bars and restaurants like Mr. Waves Island Bar. This cozy bungalow sleeps 4 with 2 queen beds, a full kitchen, and a luxurious shower in the full bathroom. Enjoy the patio, grill-ready back porch, and a large garden perfect for outdoor games. We provide beach chairs, umbrella, cooler, and towels—everything you need for a perfect beach day.

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!

Water Front | Modern Open Concept | Beach Vibes
Deck overlooking a mangrove bay, private dock, abundant wildlife & sea life — this is real Florida. Fish off the dock, watch the birds, or just relax in your own space. Skip the stuffy hotel. Walk to Ft. Myers Beach or hop the golf cart shuttle. Bars & restaurants right on San Carlos Island. Key West Express day trip next door. Nature, beach & nightlife — all from your dock.
Popular amenities for Estero Island family-friendly rentals
Family-friendly home rentals with a hot tub

**Luxury Beach Front Condo w/ Pool in heart of FMB

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

Island Time Too: Beach Front + Resort Amenities!

Luxurious 4-Bed Pool Home with Dock & Gulf Views,

FMB -ESCAPE, Heated Pool on Canal

Coastal Modern Retreat with Heated Pool and Spa

Luxury Villa: Pool, Hot Tub And Amazing Lake View

Villa Capri · 2025 Luxury Build · Steps to Beach
Family- and pet-friendly home rentals

BEACH/POOL/Times square Cottage

Sunshine Dockhouse | Fort Myers Beach

Quietest Private Beach | Pool, BBQ & Fire Pit

Elegant Beachside Luxury Home Awaits!

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

Paradise on Estero Bay

Paradise on Palermo-Pool STR#200042 Now renting

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

Luxury Waterfront Home • Pool • Dock • Near Beach

Family Oasis | Heated Pool + Beach Gear, Kid Ready

The Great Escape Beach House/ Pool/ Dock

New house, Free heated pool, elevator, beach views

Bay to Beach - Aruba 3 (2 BR / 2 BA)

Mi Casa Su Casa:Beach Home:Heated Pool & Game Room

The Natural Palm Beach House: Luxurious & Low-Tox

2 BR w/ Private Pool/Backyard, 2 min walk to Beach
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Havana Holiday rentals
- Tampa Holiday rentals
- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- Beach house rentals Estero Island
- Serviced apartment rentals Estero Island
- Apartment rentals Estero Island
- Rentals with a fireplace Estero Island
- Waterfront rentals Estero Island
- Rentals with pools Estero Island
- Beachfront rentals Estero Island
- Rentals with a firepit Estero Island
- House rentals Estero Island
- Fitness-friendly rentals Estero Island
- Rentals with lake access Estero Island
- Beach apartment rentals Estero Island
- Rentals with a kayak Estero Island
- Luxury rentals Estero Island
- Resort rentals Estero Island
- Rentals with an EV charger Estero Island
- Villa rentals Estero Island
- Rentals with a patio Estero Island
- Pet-friendly rentals Estero Island
- Rentals with a washing machine and dryer Estero Island
- Rentals with a hot tub Estero Island
- Rentals with outdoor seating Estero Island
- Flat rentals Estero Island
- Rentals with beach access 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
- Lovers Key Beach
- Englewood Beach
- Stump Pass Beach State Park
- Bonita National Golf & Country Club
- Tigertail Beach
- Barefoot beach Bonita Springs,FL
- Heritage Bay Golf & Country Club
- Clam Pass Park
- Blind Pass Beach
- Florida Gulf Coast University
- Boca Grande Pass
- Bowman's Beach
- Edison & Ford Winter Estates
- Stonebridge Country Club
- Jetblue Park
- Delnor-Wiggins Pass State Park
- Esplanade Golf & Country Club of Naples
- Del Tura Golf & Country Club
- The Naples Pier
- Barefoot Beach State Preserve
- Bunche Beach
- Coral Oaks Golf Course





