
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.

Remodeled 4 BR 3 Full Bath Sunshine Getaway
A perfect place for couple's or families. This home boasts 2 master suites with large, covered Lani with heated pool (Nov-March 85°). A total of 7 smart TVs. Enjoy preparing a family meal in the large fully equipped kitchen with double oven and plenty of counter space. Enjoy a bike ride on one of 4 bikes or Cornhole that's provided as well as other games and beach accessories. House sits on a quiet cul-de-sac for relaxing. Absolutely no parties or events! Max Guests on property at ANY time is 8!
5.0 out of 5 average rating, 102 reviews
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!
4.99 out of 5 average rating, 266 reviews
Your Private NaplesBeach Getaway
🌴 Private Oasis 3 mins from The 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 new privately fenced lit 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⛱️
5.0 out of 5 average rating, 139 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.
4.94 out of 5 average rating, 163 reviews
Heated Pool + Hot Tub |3BR | Large Pool|Sleeps 10
•Prime Location: Just minutes from Sanibel & Captiva Islands • 10-minute walk to movie theaters, shops, and restaurants • 8 min to Fort Myers • 10 min to Cape Coral Water Park • 25 min to the airport • Perfect for families & remote work • 5 Smart TVs • Fast Wi-Fi • Family-friendly amenities & games • Fully equipped kitchen • Washer & dryer • Sofa bed • Beach towels & bathrobes • Outdoor living: • BBQ grill • Outdoor dining area • FREE onsite parking • Easy self check-in
4.96 out of 5 average rating, 100 reviews
Fort Myers Beachfront Escape - Walk to the Sand!
Wake up to the sound of waves, grab your coffee, and walk barefoot to the beach. Our cozy, sunlit apartment is perfect for couples, solo travelers, or remote workers craving some Florida sunshine. Enjoy from the beautiful sunsets and watch the dolphins swimming on the bay! A beautiful beachside apartment with private beach and heated pool. Located near the quiet Lovers Key State Park. Beautiful bike trails, affordable kayak, boat, and paddle boarding. Perfect Florida oceanic getaway !
5.0 out of 5 average rating, 17 reviews
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, 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.
4.98 out of 5 average rating, 122 reviews
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.
4.99 out of 5 average rating, 151 reviews
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 bedrooms / 1 bathroom * self check in * Free WIFI * Beach gear, washer/dryer, full kitchen, private grill, patio
4.89 out of 5 average rating, 274 reviews
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!
4.98 out of 5 average rating, 112 reviews
Tommy Bahama House | 3-Bedroom Beachfront Retreat
The one and only Tommy Bahama House, bedrooms and three bathrooms, located directly on Bonita Beach in Bonita Springs, Florida. The elegance and beauty of Tommy Bahama House is apparent when you turn off Hickory Blvd. onto the paver driveway and see the ginger bread trim and lattice garage door's. You will immediately know why you choose to spend your vacation or Holiday on this beach front treasure. Look no more for that perfect beach front private home!
4.8 out of 5 average rating, 20 reviews
Lovers Key Resort, Fort Myers Beach - Awesome
Fort Myers Beach and Lovers Key State Park are what you come to Florida for. Miles of Pristine beaches with the lovely white sand you want to walk upon. Great hiking and biking trails. A plethora of restaurants and things to do. Watch the Dolfins playing in the bay from your balcony. The wildlife is beautiful all times of the year and of course the Beach. Big wide stretches of beach to walk and play on. Come to Ft Myers Beach and ENJOY
4.81 out of 5 average rating, 185 reviewsPopular amenities for Estero Bay family-friendly rentals
Family-friendly home rentals with a hot tub

Luxury Canal Oasis | Pool + Spa + Walk to Beach
4.96 out of 5 average rating, 121 reviews
Serene acreage, Pool+Spa +3 King Bed Saltwater+Gym
4.88 out of 5 average rating, 115 reviews
Southern Comfort - Updated Waterfront Condo
4.87 out of 5 average rating, 102 reviews
Shiny Clean •Htd Pool •SPA •Sunny •BBQ •Bike2Beach
4.98 out of 5 average rating, 129 reviews
Coastal Modern Retreat with Heated Pool and Spa
4.96 out of 5 average rating, 144 reviews
Beach, Hot Tub & htd pool. 2 Owner Suites w 2 King
4.96 out of 5 average rating, 141 reviews
Paradise on canal minutes to Ft Myers Beach/Gulf
4.99 out of 5 average rating, 117 reviews
Oasis Naples Condo 2BR/2Bath
4.87 out of 5 average rating, 127 reviewsFamily- and pet-friendly home rentals

555 Royal Palm Villa | Luxury Heated Pool Home
4.91 out of 5 average rating, 191 reviews
Whole cozy house
4.95 out of 5 average rating, 406 reviews
Sunside House, 3/2 Pool Home in Gated Community
4.99 out of 5 average rating, 143 reviews
Heated Saltwater Pool Oasis, Lanai, Bonita Springs
4.97 out of 5 average rating, 113 reviews
100+ 5 Star Reviews and Right on The Beach!
4.95 out of 5 average rating, 121 reviews
Tiki Pool House | 10 Min to Beach | Sleeps 14
4.79 out of 5 average rating, 136 reviews
Little Treasure House minutes from Beach & Mercato
4.87 out of 5 average rating, 156 reviews
Palm Paradise Retreat | Pool Oasis
5.0 out of 5 average rating, 10 reviewsFamily-friendly home rentals with a pool

Cozy 2 bedroom on the canal with pool and hot tub!
4.78 out of 5 average rating, 18 reviews
Sea Salt Beach Front Condo
5.0 out of 5 average rating, 9 reviews
Sea Breeze Oasis w/Private Pool
4.81 out of 5 average rating, 26 reviews
Large Home Steps to Beach, Heated Pool & Game Room
4.97 out of 5 average rating, 38 reviews
The Heron House
5.0 out of 5 average rating, 22 reviews
Luxury Beachside House W/ Heated Pool & Elevator
5.0 out of 5 average rating, 69 reviews
The Natural Palm Beach House: Luxurious & Low-Tox
4.95 out of 5 average rating, 19 reviews
Bonita Beach Direct Beach Front Luxury & FUN
4.88 out of 5 average rating, 16 reviewsDestinations to explore
- Miami Holiday rentals
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- Miami Beach Holiday rentals
- Orlando Holiday rentals
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- Jacksonville Holiday rentals
- Kissimmee Holiday rentals
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- Cape Coral Holiday rentals
- St. Augustine Holiday rentals
- Beachfront rentals Estero Bay
- House rentals Estero Bay
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- Luxury rentals Estero Bay
- Rentals with beach access Estero Bay
- Villa rentals Estero Bay
- Rentals with pools Estero Bay
- 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
- Florida Gulf Coast University
- Tigertail Beach
- Stump Pass Beach State Park
- Bowman's Beach
- Jetblue Park
- Montura Ranch Estates
- Barefoot beach Bonita Springs,FL
- Bonita National Golf & Country Club
- The Naples Pier
- Boca Grande Pass
- Edison & Ford Winter Estates
- Yacht Club Public Beach
- Ave Maria University
- Coconut Point
- Clam Pass Park
- Bunche Beach
- Delnor-Wiggins Pass State Park
- Barefoot Beach State Preserve
- Lovers Key State Park
- Coral Oaks Golf Course





