
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.

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!

300ft to Bonita Beach & Boat Ramp | 4 bed 3 bath
☀️ Welcome to LinasBeachHouse – Your Dream Coastal Escape 🏖 🍹 Enjoy this stunning 4-bedroom, 3-bathroom beachside retreat—just 300 feet from Bonita Beach Access #8, with the Gulf on one side and Bonita Boat Rentals on the other. Wake up to ocean breezes, stroll to the sand in minutes, and soak in unforgettable sunrise and sunset views. This area is well-known for its dolphin sightings—you might even spot them right from the shore or from your balcony as they swim through the nearby canal🐬

Your Private NaplesBeach Getaway
🌴 Private Oasis 3 mins from Vanderbilt Beach 🌊 Welcome to our slice of paradise in Naples Park, Florida! Nestled 3 minutes away from the pristine sands of Naples Beach, world-famous Mercato Shops & Dining, and Publix/Walmart. Only 15 minute north of 5th Ave Downtown District. Our renovated home features a privately fenced backyard with new heated saltwater pool, a custom miniature golf zone, and many outdoor games for every guest 😃 Simply the perfect cozy retreat for your beach getaway⛱️

Classic Arcades Heated Pool Home by Beach & Dining
Escape to a relaxing beach vacation in this beautiful optional heated pool home with epic arcade game room. Includes king size beds in all bedrooms and 6 smart TVs. Features 2 family rooms and 2 fully equipped kitchens (indoor & outdoor). Offers private backyard with full outdoor kitchen, smart TV & BBQ Grill. Fully stocked home with kitchen supplies, beach essentials, bicycles, high speed internet and more. Perfect for families, couples & professionals looking for a Florida Beach Escape!

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

Bonita Oasis
Relax at the solar heated pool and enjoy the serenity of the beautiful, and peaceful 0.6 acres of land with a natural pond where different types of birds like egrets, herons, and ducks can be seen. Close to shopping, dining and just 7.5 mi to Bonita Beach Park. If you play Golf, The Bonita Fairways Public Golf Club is 2.8 mi. Or buy a day pass at the Hyatt Regency and spend the day at the lazy river and waterslides. The backyard is all fenced in, ideal to let your dog run.

Family Oasis with Heated Pool & Spa Near Beaches
Step into your dream vacation at our 3-bedroom retreat in Bonita Springs. With two king beds, a queen and twin, plus a pull-out couch, this house is perfect for up to 9 guests. Dive into the heated pool and hot tub after a day at stunning Bonita Beach, Barefoot Beach,& Wiggins Pass - just 2 miles away and a short drive. Explore nearby mini-golf, diverse dining options & the allure of Naples shopping. Focus on children amenities & updated premium linens at this pristine oasis!

Unforgettable Pyramid home in sunny Florida 7046
Don't miss your chance to stay at this unique and exciting pyramid that features a natural spring water lake! ! This home is perfect for couples, families, or close friends who are looking for a fun vacation. We are Located about 15 miles from most beaches and central to all local attractions in a quiet and safe community. Some highlights- * 2 queen bedrooms/ 1 bathroom * self check in * Free WIFI * Beach gear, washer/dryer, full kitchen, private grill, patio

Palm Paradise Retreat | Pool Oasis
Welcome to your private Southwest Florida retreat. This beautifully appointed 4-bedroom, 2-bathroom home features a screened-in pool, outdoor kitchen, covered lanai, and spacious indoor-outdoor living areas designed for relaxation and entertaining. Whether you're enjoying a day by the pool, grilling dinner outdoors, or exploring the area's beaches, shopping, and dining, this home offers the perfect setting for a memorable Florida getaway with family and friends.

Cozy 2 bedroom on the canal with pool and hot tub!
Welcome to your relaxing retreat in beautiful Bonita Springs, Florida. This comfortable home is located in a quiet neighborhood, offering a peaceful stay with easy access to everything Southwest Florida has to offer. Perfect for families, couples, or business travelers. You’re just a short drive from Bonita Beach, Barefoot Beach, Coconut Point shopping, and great local dining. Enjoy nearby boating, fishing, golf, and nature preserves, all within minutes.

Modern Coastal Retreat / heated pool and hot tub
Newly furnished, spacious retreat. This home built in 2019, has a modern, comfortable feel. Relax and swim in the heated pool and hot tub. High speed internet and TV are available in each room. The whole group will enjoy easy access to everything from this centrally located home. Close to Coconut Point, Hyatt Regency Coconut Point and Estero Bay. 10 minute drive to Miramar Outlets and 20 minutes to Naples / 5th Ave.
Popular amenities for Estero Bay family-friendly rentals
Family-friendly home rentals with a hot tub

Dream Villa with Private Pool/Spa

Heated Pool + Hot Tub |3BR | Large Pool|Sleeps 10

La Dolce Vita

Luxe Oasis with Pool & Hot Tub

Casa Piña Bonita, The Ultimate in Coastal Living!

Lover's Key Resort Unit #807

Lux Prvte Fam Home Pool Pcklbl Mins 2 Beach/Dning

Coastal Modern Retreat with Heated Pool and Spa
Family- and pet-friendly home rentals

Walk to The Ritz & Beaches, 2 Mstrs w Kings, Pets

Bonita Beach House-Minutes from Bonita Beaches!

Elegant Beachside Luxury Home Awaits!

Paradise on Estero Bay

Luxury Home, Steps to the Sand! Pet Friendly!

3-Bedroom Home w/ Beach, Bay, Boat Dock & More!

Beachside Haven | Family 3BR Near Vanderbilt Beach

Relaxing Riverside Pool Home
Family-friendly home rentals with a pool

Anchor's Away Beach Home & Guest Pool House

Latitude Adjustment - With Pool & Outdoor Kitchen

Lanai Pool Home w/ Spillover Spa Near Beaches

Heated Pool | Spa | 2 Master Suites | Game Room

Lovers Key Resort, Fort Myers Beach - Awesome

Intervillas Florida - Villa Laguna

Modern Coastal Home w/ Pool & Game Room

3BD Oasis w/Private Pool • 1 Acre • Near Beaches
Destinations to explore
- Miami Holiday rentals
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- Rentals with a hot tub Estero Bay
- 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
- Barefoot beach Bonita Springs,FL
- Bowman's Beach
- Bonita National Golf & Country Club
- Jetblue Park
- Montura Ranch Estates
- Boca Grande Pass
- The Naples Pier
- Clam Pass Park
- Edison & Ford Winter Estates
- Bunche Beach
- Yacht Club Public Beach
- Coconut Point
- Delnor-Wiggins Pass State Park
- Ave Maria University
- Lovers Key State Park
- Coral Oaks Golf Course
- Barefoot Beach State Preserve





