
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.

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!

Magical Gateway in Naples FL
You'll fall in love with this tinny but magical place in the heart of Naples, modern open concept,high end finishes, a lot light, 2 BR queens beds, fine blinens, full bathroom with marble, enclosed pool, spacious back yard and a wood burning fire pit, 2 parking spaces just few steps from your front door. This place is near to all Naples has to offer, beautiful beaches, dining & nightlife, it is only 3km from the beach, 3 km from 5th ave in Old Naples and less than a mile from shopping centers.

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!

Lux Prvte Fam Home Pool Pcklbl Mins 2 Beach/Dning
🏡 THIS LUXURY PROPERTY IS IDEAL FOR FAMILIES/SMALL GROUPS (SLEEPS 8) YOU HAVE MADE IT! You are now viewing one of the most unique properties in Naples 🌴 & here is why: 🌳 This property is on 2.5 acres of land & VERY private 🏖️ Beach is only 12 minutes away 🍽️ 10 minutes from heart of the city (Dining, shopping, nightlife) 🏊♂️ Heated saltwater pool/spa ⛳ Golf putting green 🎾 2 Pickleball Courts 🏓 Ping Pong table W/AC in garage 🏀 Adjustable Basketball Hoop 💻⚡ Blazing fast WIFI

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.

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!

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.

Sugar Beach Bungalow With a Pool!
Come jump in the pool! Put away your wool hats, hang up your parkas, and break out the swim trunks, sunglasses and flip flops. There’s no better way to celebrate summer (or escape winter) than with a relaxing beach vacation. Bring the whole family, roll with a group of friends, or make it a romantic retreat. Whatever the trip, opt for a luxurious vacation rental with all the home amenities you’re used to at home—and some. This incredible beach home has it all!

Modern Coastal Retreat / heated pool and hot tub
Newly furnished, spacious retreat. This home is only 4 years old and 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.

Dive into Luxury: Stunning Tropical Home & Pool
Escape to a tropical paradise in this stunning 1952 midcentury modern home, perfectly located in the heart of historical McGregor Boulevard - home to the famous palm trees planted by Thomas Edison. Indulge in delicious meals at local restaurants like McGregor Cafe and McGregor Pizza, or tee off at the nearby public golf course. And if you're looking to hit the beach or explore downtown, both are just a short drive away.
Popular amenities for Estero Bay family-friendly rentals
Family-friendly home rentals with a hot tub

Private Palm Oasis - Close to Beach

Luxury Riverfront Retreat • Pool & Spa • 60ft Dock

Heated Pool & Spa - Enchanted El Dorado Retreat

Sunny Naples Escape-Pool/ Hot Tub-9 min to beach

Dream Villa with Private Pool/Spa

La Dolce Vita

Luxe Oasis with Pool & Hot Tub

Casa Piña Bonita, The Ultimate in Coastal Living!
Family- and pet-friendly home rentals

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

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

Swimsational Golf views

4BRM Stylish Private Home, HTD POOL-Close To Beach

Relaxing Tropical Retreat w/pool | 5 Min to Beach

Coastal Getaway *Heated Pool *3 King Rooms

Luxury Home, Steps to the Sand! Pet Friendly!

Bonita Oasis
Family-friendly home rentals with a pool

Coastal Casa of Bonita

SW Exposure Gulf Access Waterfront Cape Coral Home

Bonita Bayshore Escape: Luxe home, heated pool

The Natural Palm Beach House: Luxurious & Low-Tox

Luxury Modern Coastal Home w/ Pool & Game Room

Sea Salt Beach Front Condo

Lux Oasis | 10 min Beach and 5th Ave•HTD Pool•Crib

779 Palm Paradise | Brand New Designer Pool Home
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
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- Waterfront rentals Estero Bay
- Rentals with a firepit Estero Bay
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- Rentals with outdoor seating Estero Bay
- Rentals with a hot tub Estero Bay
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- Rentals with pools Estero Bay
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- Rentals with a patio Estero Bay
- Rentals with beach access 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
- Stump Pass Beach State Park
- Tigertail Beach
- Bonita National Golf & Country Club
- Florida Gulf Coast University
- Barefoot beach Bonita Springs,FL
- Boca Grande Pass
- Bowman's Beach
- Clam Pass Park
- The Naples Pier
- Jetblue Park
- Montura Ranch Estates
- Edison & Ford Winter Estates
- Yacht Club Public Beach
- Delnor-Wiggins Pass State Park
- Bunche Beach
- Barefoot Beach State Preserve
- Coral Oaks Golf Course
- Ave Maria University
- Coconut Point
- Lovers Key State Park





