
Family-friendly holiday rentals in Estero Bay
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Estero Bay
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Pool House+Game Room, Moments to Beach & Downtown
Welcome to our Happy Place! This fully renovated Naples retreat sleeps 6 and blends modern comfort with family fun. Enjoy a bright open-plan living area, chef’s kitchen, and 3 bedrooms including a master with pool access. Step outside to your private screened oasis with heated pool, lounge seating, grill, canal and golf course views. The garage game room offers ping-pong foosball & arcade basketball. Just minutes to beaches, dining, and downtown, it’s the perfect getaway for relaxation and play.

Ft Myers Beach & Lovers Key State Park- FANTASTIC!
BEACHES ARE OPEN! Beautiful Views, large unit, Enjoy the sun, beach, and excitement of Florida. Lovers Key State Park, beautiful beaches, hiking & biking trails, Ft Myers Beach, white sand, many activities. Views of the gulf & bay area. Exercise room, wifi, great swimming pool- the beaches & trails you come to Florida for. Ft Myers beach has the white sand you think of when visiting Florida. The Gulf Coast Beach, and Lovers Key State Park are there for your enjoyment. Great place for Memories

Luxurious Naples Home. Heated Pool. Mins to Beach.
Have fun with the whole family at this stylish Naples Costal Paradise Home. Tropical Oasis within minutes to the beaches, restaurants, shopping, entertainment. Heated pool/spa no jets, Wi-Fi, big lanai with BBQ and more. House is a 3-bedroom, 2-bathrooms fully renovated in coastal contemporary style with tile floors, coastal art, big kitchen and more. King bed, queen bed, 2 full beds, big modular couch. House will comfortably sleep 6 adults plus children. It has all you need for great vacation.

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!

Paradise on Estero Bay
Welcome to Mullock Creek a Boater's dream! Southwest views boasting breathtaking sunsets overlooking gulf access canal from your spacious backyard, just minutes away from shopping and dining at Coconut Point, and Gulf Coast Town Center. This stunning Key West Style home has been beautifully maintained and updated offering a lovely front entrance, fully equipped kitchen, spacious Living Room, dining room, Wi-Fi, private driveway with access to the open garage, fully furnished and private pool.

Escape to the "Oasis"!
DISCOUNTS: Weeks...1=10%, 2=15%, 3=20%, 4=25%. Welcome to the "Oasis"! Escape to the water and stay on a canal in beautiful Cape Coral! Enjoy this 3 bedroom, 2 bath home. Swim in the pool, sit on the patio, fish from the dock, sit at the tiki bar for a drink, or take a nap on the lanai to get away from it all! There is a 50 foot long dock with 30 and 50 amps, so bring your boat! The Gulf is accessible by boat and Ft Myers Beach & Sanibel/Captive Island activities and beaches nearby!!

Waterfront ocean access canal, Kayaks, Bikes Beach
We renovated a key west style home into a modern beachy oasis. You can kayak, bike and boat to the beach right from the house! This safe waterfront neighborhood has tons of friendly people out walking, running, biking, dog walking, etc. The house is 1/4 mile to the beach as the crow flys. Beach entrances are 2 miles away. We have 2 nice adult bicycles, kayaks and fishing rods for you to use. Located just off Wiggins Pass Road between 41 and the ocean. Stilt home. Don’t even need a car.

3BR w/HUGE 2k sq ft Lanai & Seasonally Heated Pool
Welcome to your peaceful Bonita Springs retreat, perfectly located near Naples, Ft. Myers, shopping & beaches! This isn’t just a rental, it’s our 2nd home and we treat it as such. You'll experience "exceptional" the minute you enter this stunning, open concept interior. Further, it boasts a striking 2000 sq ft screened-in lanai w a seasonally heated pool. This outdoor oasis doubles your living space and offers a flying pest barrier and significant UV protection. Breathe/Smile/Unwind

Renaissance Oasis Retreat
Welcome to a unique, stylish modern home where families can create lasting memories. Dive into the private pool or gather around the barbecue grill for unforgettable outdoor meals with loved ones. Located just minutes from Bonita Beach and the popular Coconut Point Mall, enjoy the perfect mix of relaxation and convenience with easy access to top-notch restaurants, shopping, and entertainment. This beautiful home offers the ultimate setting for both family fun and peaceful retreats.

Bonita Retreat: Heated Pool - Minutes to Beach
We know that you’ll love it here – whether you spend your time lounging by our pool, or at beautiful Barefoot Beach, less than 3 miles away. Our home is close to everything, so many beautiful beaches, great shopping and world class restaurants. If dining-in is more your thing, you will have a fully stocked kitchen with every amenity you could wish for. This is our own vacation home, so we’ve made every effort to make it as comfortable and convenient as possible.

Family Oasis | Heated Pool + Beach Gear, Kid Ready
Escape to this stylish, family-friendly 4-bedroom, 3-bath retreat with a heated pool and sunshelf, perfect for soaking up the Florida sunshine. Located minutes from Coconut Point Mall, the Hyatt Regency Coconut Point, and a short drive to Bonita Beach, you’ll have the best of shopping, dining, and the coast at your fingertips. Inside, boho-inspired spaces provide plenty of room to relax, gather, and create lasting memories. Your private getaway awaits, book today!

Luxury Home, Steps to the Sand! Pet Friendly!
Breathtaking sunsets await from the second story wrap-around deck on this gorgeous coastal style newly built home located steps from Bonita Beach and the famous Doc's Beach House! This home features a premier location and luxury stay all in one. Walk just steps to the beach, rent a boat, paddleboard, jet ski, cabana or beach loungers just across the street at Docs or enjoy an incredible meal at one of the areas great local restaurants just mins from the door!
Popular amenities for Estero Bay family-friendly rentals
Family-friendly home rentals with a hot tub

Gulf Access, Resort Pool home, with Tiki bar.

Oasis on 2.5 Acres Heated Pool & Sports Courts

Serene & Attractive Heated Pool/Spa

Venetian Photoshoot - La Dolce Vita

Lux Prvte Fam Home Pool Pcklbl Mins 2 Beach/Dning

Villa Sunset Serenade II

Bonita Retreat | Heated Pool + Spa | 2 mi to Beach

Experience of a lifetime
Family- and pet-friendly home rentals

Waterfront Villa•Heated Pool•Dock•Fishing•Kayaks•

Newly remodeled home with modern features.

Ken & Gina's Bonita Shores Cottage

Luxury Design/Water-Heater-Pool/Pet friendly

Paradise House w/ Dock/Jacuzzi/Kayak/Gameroom/BBQ

Belle Rio Paradise - Pool Home near beach on canal

Beautiful Oasis

Central 3BD/2BA •Massive Heated Pool •Golf courses
Family-friendly home rentals with a pool

Latitude Adjustment - With Pool & Outdoor Kitchen

Blue Oasis!. The Perfect Getaway w/ Heated Pool!

Coastal Casa of Bonita

Family Oasis w/HeatedPool, Game RM, Putting Green

Your Sunny Getaway w/Sparkling Saltwater Pool

Sea Salt Beach Front Condo

Remodeled 4 BR 3 Full Bath Sunshine Getaway

Sea Salt FMB! Stunning pool and island location.
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
- Beachfront rentals Estero Bay
- Rentals with a firepit Estero Bay
- House rentals Estero Bay
- Apartment rentals Estero Bay
- Rentals with a hot tub Estero Bay
- Rentals with a washing machine and dryer Estero Bay
- Flat rentals Estero Bay
- Waterfront rentals Estero Bay
- Rentals with a patio Estero Bay
- Villa rentals Estero Bay
- Rentals with outdoor seating Estero Bay
- Rentals with beach access Estero Bay
- Rentals with a fireplace Estero Bay
- Rentals with pools Estero Bay
- Fitness-friendly rentals Estero Bay
- 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
- Heritage Bay Golf & Country Club
- Tigertail Beach
- Clam Pass Park
- Florida Gulf Coast University
- Edison & Ford Winter Estates
- Boca Grande Pass
- Del Tura Golf & Country Club
- Delnor-Wiggins Pass State Park
- Stonebridge Country Club
- Esplanade Golf & Country Club of Naples
- Bowman's Beach
- Jetblue Park
- Bunche Beach
- Coral Oaks Golf Course
- Montura Ranch Estates
- Talis Park Golf Club
- Barefoot Beach State Preserve
- Hertz Arena




