
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!
FamilyKitchenCleanliness
5.0 out of 5 average rating, 101 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.
Indoor spacesKitchenParking
4.94 out of 5 average rating, 163 reviews
Beach, Hot Tub & htd pool. 2 Owner Suites w 2 King
The perfect Naples beach getaway for families and/or groups of 8–10 and just a few minute bike ride to the beach. The home doesn't just sleep large groups, it supports it with every space designed for guests to gather. Bikes and beach gear are included, plus guest-only perks including local beach know-how, golf cart rental and shuttle options, pre-arrival fridge stocking, Naples recommendations, and special benefits with select local partners. Less time planning. More time enjoying Naples.
FamilyIndoor spacesLayout
4.96 out of 5 average rating, 139 reviews
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
Indoor spacesKitchenHospitality
4.98 out of 5 average rating, 130 reviews
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!
Indoor spacesFamilyAir conditioning
4.99 out of 5 average rating, 108 reviews
Venetian Photoshoot - La Dolce Vita
Escape to our charming single-family home, where comfort meets luxury in a serene setting. This delightful retreat features three spacious bedrooms, perfect for families or groups seeking a relaxing vacation. Step outside to discover your private oasis: an inground heated pool complete with a rejuvenating hot tub, ideal for unwinding after a day of exploration, enjoy al fresco dining, with ample seating to savor meals together while soaking in the beautiful Florida sunsets.
Indoor spacesKitchenAmenities
4.93 out of 5 average rating, 167 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
KitchenFamilyOutdoor spaces
4.89 out of 5 average rating, 273 reviews
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.
KitchenIndoor spacesHospitality
5.0 out of 5 average rating, 8 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!
KitchenFamilyBeach
4.98 out of 5 average rating, 111 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!
KitchenFamilyParking
4.79 out of 5 average rating, 19 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
FamilyIndoor spacesCheckout
4.81 out of 5 average rating, 185 reviews
Barefoot Bay House | Steps to Beach
Welcome to Barefoot Bay House — a Bonita Springs vacation rental near Bonita Beach and Estero Bay with bay views, beach access nearby, covered outdoor living space, and room for up to 10 guests. This 3-bedroom, 2-bath home is a great fit for families or groups looking for a relaxed Southwest Florida beach stay close to dining, boat rentals, kayaking, paddleboarding, fishing, sunset cruises, and local attractions.
KitchenFamilyLocation
5.0 out of 5 average rating, 6 reviewsPopular amenities for Estero Bay family-friendly rentals
Family-friendly home rentals with a hot tub

Serene acreage, Pool+Spa +3 King Bed Saltwater+Gym
KitchenFamilyLaundry
4.88 out of 5 average rating, 114 reviews
Paradise on canal minutes to Ft Myers Beach/Gulf
Indoor spacesFamilyDecor
4.99 out of 5 average rating, 116 reviews
Dolphin beach house 2
FamilyKitchenAccess
4.97 out of 5 average rating, 326 reviews
Modern Coastal Retreat / heated pool and hot tub
Indoor spacesKitchenOutdoor spaces
5.0 out of 5 average rating, 86 reviews
Fort Myers Beachfront Escape - Walk to the Sand!
KitchenFamilySleep quality
5.0 out of 5 average rating, 17 reviews
Estero Bay Modern Oasis
Indoor spacesFamilyHospitality
5.0 out of 5 average rating, 35 reviews
Spacious 4 BR Retreat w/ 3 Ensuites, Pool & Spa
KitchenFamilyAccuracy
4.91 out of 5 average rating, 54 reviews
Private Palm Oasis - Close to Beach
FamilyKitchenBiking
5.0 out of 5 average rating, 71 reviewsFamily- and pet-friendly home rentals

*Naples Hideaway* - Peaceful Near Barefoot Beach
Indoor spacesKitchenQuiet
4.96 out of 5 average rating, 220 reviews
100+ 5 Star Reviews and Right on The Beach!
FamilyKitchenValue
4.95 out of 5 average rating, 121 reviews
Bonita Retreat: Heated Pool - Minutes to Beach
Indoor spacesFamilyLaundry
4.99 out of 5 average rating, 150 reviews
Whole cozy house
Indoor spacesFamilyComfort
4.95 out of 5 average rating, 405 reviews
Beachside Haven | Family 3BR Near Vanderbilt Beach
KitchenIndoor spacesPets
4.95 out of 5 average rating, 158 reviews
Elegant Beachside Luxury Home Awaits!
KitchenFamilyCheck-in
4.91 out of 5 average rating, 57 reviews
Coastal Breeze Cottage
FamilyIndoor spacesBeach
5.0 out of 5 average rating, 54 reviews
Modern Coastal Home w/ Pool & Game Room
Indoor spacesKitchenLaundry
5.0 out of 5 average rating, 54 reviewsFamily-friendly home rentals with a pool

Classic Arcades Heated Pool Home by Beach & Dining
FamilyKitchenBarbecue
4.95 out of 5 average rating, 115 reviews
Cozy 2 bedroom on the canal with pool and hot tub!
KitchenFamilyCondition
4.76 out of 5 average rating, 17 reviews
Luxury Beachfront Condo
Indoor spacesFamilyHospitality
5.0 out of 5 average rating, 19 reviews
The Great Escape Beach House/ Pool/ Dock
KitchenFamilyComfort
4.98 out of 5 average rating, 42 reviews
Sea Breeze Oasis w/Private Pool
Indoor spacesKitchenValue
4.81 out of 5 average rating, 26 reviews
Fort Myers Beach | private pool | bikes | Arcade
KitchenFamilyLayout
4.91 out of 5 average rating, 54 reviews
Sea Salt Beach Front Condo
KitchenIndoor spacesComfort
5.0 out of 5 average rating, 9 reviews
Luxury Beachside House W/ Heated Pool & Elevator
FamilyIndoor spacesHospitality
5.0 out of 5 average rating, 68 reviewsDestinations to explore
- Miami Holiday rentals
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- 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
- Bowman's Beach
- Stump Pass Beach State Park
- Montura Ranch Estates
- Jetblue Park
- 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





