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

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!

Gulf Waterfront Getaway-Pool/Dock/Grill/Games/Boat
Welcome to our 3 bed/2 bath waterfront Gulf Gateway in Fort Myers, FL! Nestled off the open waters of the Gulf of Mexico, our modern home offers a symphony of luxury & leisure. Splash into our sprawling pool, sizzle up delights in the Grill-n-Chill lounge, reel in memories off the fishing dock, drift into bliss on our charming pedal boat or bring out your competitive side with a friendly game of billiards & foosball, there is something for every family member to enjoy at our resort-like oasis!

Estero Bay Modern Oasis
Welcome to Modern Oasis Estero Bay - a serene retreat designed to give you the ultimate vacation experience! This beautiful home has 4 bedrooms plus a bunk room, 2 bathrooms, and a great room overlooking the backyard oasis. Relax & unwind in the heated salt water pool & hot tub, grill & dine in the covered patio and enjoy the sunset views over Estero Bay. The home backs onto a golf course and is minutes to shops & restaurants at Coconut Point, and a short drive to the beautiful Barefoot Beach.

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.

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

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.

Waterfront Villa•Heated Pool•Dock•Fishing•Kayaks•
Welcome to Sprocket Boathouse, a dream waterfront escape. Beautiful views, a sparkling heated pool overlooking one of the widest canals in Cape Coral, and with western sun exposure, the house gets ☀️ all day. Don’t miss the incredible sunsets and sunrises! You won’t be disappointed. Spend hours swimming, kayaking or fish off your own private dock (kayaks & rods included.) Make sure to keep a look out for all the wildlife! You can spot iguanas, turtles & herons on the waterfront.

The Beach Getaway Home only steps from the water!
Perfect location for a beach getaway! Centrally located, enjoy all of Naples in the Naples Park neighborhood. Less than half a mile from Vanderbilt beach, walk or bike to the sunny gulf coast in under 10 minutes. Also steps away from the Ritz Carlton tiki bar! Shop groceries at the nearby Whole Foods, Trader Joes, and Publix. Feel like an evening out that's close by? Enjoy the Mercato shopping and dining area with several bars, restaurants, nightclubs, and even a movie theater.

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

Private Palm Oasis - Close to Beach

Seacret EsCape | Heated Pool + Game Room + Lanai

Gulf Access, Resort Pool home, with Tiki bar.

Close to Cape Harbour western pool and dock, golf

Venetian Photoshoot - La Dolce Vita

Luxe Unique: Close to Beach, Hot Tub, Heated Pool

Casa Piña Bonita, The Ultimate in Coastal Living!

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

Ocean Mist, Heated Pool, 1 mile bike ride to Beach

McGregor’s Gem• Heated Pool 3BR/2BA River District

Seaside oasis studio with with heated pool

Luxury Home, Steps to the Sand! Pet Friendly!

Riverside Cottage just a short walk to downtown!

Heated Pool, Beautiful Lanai, Near Gulf Beaches

1mi to Beach | Arcade | Heated Pool

Studio Backyard Oasis | Pool, Hot Tub, Fire Pit
Family-friendly home rentals with a pool

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

Latitude Adjustment - With Pool & Outdoor Kitchen

The Great Escape Beach House/ Pool/ Dock

Lux Prvte Fam Home Pool Pcklbl Mins 2 Beach/Dning

Villa Sunset Serenade II

Lagoon Getaway - Watch Dolphins Play

Lux Lakefront Resort | Beach 3 MIN Drive | 70"TVs

Remodeled 4 BR 3 Full Bath Sunshine Getaway
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
- Villa rentals Estero Bay
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- Rentals with a firepit Estero Bay
- Rentals with pools Estero Bay
- Rentals with a patio Estero Bay
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- Rentals with a hot tub Estero Bay
- Rentals with beach access Estero Bay
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- Beachfront rentals Estero Bay
- Rentals with outdoor seating 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
- Barefoot beach Bonita Springs,FL
- Heritage Bay Golf & Country Club
- Tigertail Beach
- Clam Pass Park
- Florida Gulf Coast University
- Boca Grande Pass
- Edison & Ford Winter Estates
- Bowman's Beach
- Stonebridge Country Club
- Del Tura Golf & Country Club
- Delnor-Wiggins Pass State Park
- Esplanade Golf & Country Club of Naples
- Jetblue Park
- Montura Ranch Estates
- Bunche Beach
- Talis Park Golf Club
- Coral Oaks Golf Course
- Barefoot Beach State Preserve




