
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.

Park Shore Resort Modern Top Floor 2 Bed 2 Bath
You have found THE BEST condominium in Naples! This wonderful and tranquil get-away is set in a tropical paradise in the heart of Park Shore. A modern 2 bedroom, 2 bath with one king bed, two twin beds and one sofa bed, sleeps 6 people. This top floor unit with elevator gives you a breath-taking view over a beautiful resort which offers heated pool, tennis, pickleball, and poolside restaurant Hogfish Harry. The beach is only a mile away! Let us welcome you to your own personal piece of paradise!

Boater’s Paradise-Stunning Sunsets! Games Room!
Renovated lanai! This 3 bed/4 bath home is on the nicest canal with 200+ ft of frontage & gorgeous views of the canal & sunset. The pool, tiki hut & docks have full sun all day. Each bedroom has a private bath & there's a 2 pc powder room off the laundry. The primary has a king bed & walkout to pool. The 2nd bedroom has a queen bed & pool access. Bedroom 3 has a queen & private bath. Fully equipped kitchen with everything you need. And a games room! Enjoy stunning sunsets under the tiki hut.

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!

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

Spacious Luxury one bedroom RV @ Coconut point.
You won’t forget your time in this romantic, luxurious 1 bedroom RV with indoor fireplace. Just 1.9 miles away from Coconut Point Mall and less than 1 mile away from the Hyatt Regency Resort and Spa. Super spacious with open kitchen floor residential appliances, tall ceilings, large scenic windows areas. Great amount of storage throughout for your food, clothing & bathroom items, and flatscreens TVs in Living and bedroom. Enjoy your stay with complimentary bikes, BBQ grill, cooler.

***GEM!***3BR BEACH HOUSE W/ HEATED POOL!
This BEACH HOME boasts a TROPICAL style back yard with PRIVATE fenced in HEATED POOL and a SPACIOUS WIDE OPEN living area. The 3 Bedroom 2 Bath holds up to 8 people with very comfortable sofas, large flat screen TVs, a large kitchen with granite countertops, generous kitchen island, and a dining room table . With the 2 provided bikes, take a ride down to world famous Vanderbilt Beach just over 1 mile away. Beach chairs, beach toys, umbrellas, and a cooler all included!

Spring Creek Hideaway, "Our Secluded Gem" Pool
Welcome to "Our Secluded Gem", your home away from home. Surrounded by fresh air, luscious gardens, tropical palms, and native plants throughout the property. Located on a Canal that leads to the Spring Creek Channel flowing out to the Gulf of Mexico in Bonita Springs. We've taken pride in ourselves to make sure you feel at home and relax while you're on vacation. Bring the whole family, including your fur family to this great place with lots of sun-n-fun. SEE YA SOON!

675 FantaSea | New Heated Resort Pool & Fire Pit
Spend the day outside morning, noon & night and live out your FantaSea vacation! Lounge on the deck or in the heated pool on the sun shelf. On a cool night sit by the fire and relax in the Adirondack chairs. Desirable designer interior with coastal decor has the comfort of home with the feel of the sea. We are just a few minutes away from white sandy beaches with beautiful sunsets, amazing restaurants and upscale shopping centers.

Get Outta the Cold! Huge Heated Pool (No Xtra Fee)
Catch your beach vibes at our airy oasis with water views, relaxing lanai and huge heated pool in Cape Coral's desired Yacht Club community! Our coastal escape is dog friendly, perfect for couples, families and friends who need some fun in the sun - and is fully stocked with everything you need for an amazing vacation! Leave your stress at the door and come unwind, relax, and live your best life while you’re here!

Home in Naples Park Heated Pool
Escape to this newly remodeled beach house in north Naples. With 3 bedrooms and 2 bathrooms, this home is perfect for families or groups of friends looking to relax in paradise. Enjoy the breathtaking sunsets at Vanderbilt beach, walk or bike ride to the Mercato for great dining and shopping. This is the perfect home for your next beach getaway!

Southern Charmer, a handsome beach studio (Naples)
Come vacation in beautitful Naples, Florida! This guest house is perfect for a couples get away or some much needed R&R. The property boasts a pool, side yard, and is just across the street from the beach. Enjoy fine dining, shopping, and entertainment in downtown Naples located in just a 20 minute walk or 5 minute car ride.

Coastal Breeze Cottage
Welcome to our newly renovated charming coastal retreat! This adorable 2-bedroom, 1-bath home with a den offers a delightful coastal decor that will transport you to a world of relaxation and tranquility. Situated right on the canal front, it's the perfect destination for boating enthusiasts and water lovers.
Popular amenities for Estero Bay family-friendly rentals
Family-friendly home rentals with a hot tub

Luxury Heated Pool Home-Minutes to Barefoot Beach

Naples Dream Getaway w/ a view !

The WaterSun Oasis - Luxury Private Pool & Spa

Last Minute Deals! Walk to beach! Jacuzzi & Pool

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

LUXE: Beach Home w/ Screened Pool & Spa, BBQ

Coastal Modern Retreat with Heated Pool and Spa

Luxury Villa: Pool, Hot Tub And Amazing Lake View
Family- and pet-friendly home rentals

5 Star Florida Entire Home

Peaceful Oasis

Newly remodeled home with modern features.

Pool Home Minutes to the Beach

Luxury Home, Steps to the Sand! Pet Friendly!

Bonita Oasis

Seabreeze Hideaway

Beachside Haven | Family 3BR Near Vanderbilt Beach
Family-friendly home rentals with a pool

Sea you at the Cape

Enjoy your own private Beach

Pet-Friendly Home with Pool, Walk to Bonita Beach

Unforgettable Pyramid home in sunny Florida 7046

Lover's Key Resort Unit #807

BONITA SPRINGS / FORT MYERS WATERFRONT 1 BEDROOM

Villa510~3 En-Suites~Gulf Access, Heated spa~pool

Private Naples Oasis w/ Cart, Gym & Saltwater Pool
Destinations to explore
- Seminole Holiday rentals
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- House rentals Estero Bay
- Rentals with a firepit Estero Bay
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- Waterfront rentals Estero Bay
- Rentals with pools Estero Bay
- Fitness-friendly rentals Estero Bay
- Apartment rentals Estero Bay
- Rentals with a patio Estero Bay
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- Flat rentals Estero Bay
- Beachfront rentals Estero Bay
- Rentals with a fireplace Estero Bay
- Villa rentals 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
- Lovers Key Beach
- Englewood Beach
- Stump Pass Beach State Park
- Clam Pass Park
- Tigertail Beach
- Bonita National Golf & Country Club
- Heritage Bay Golf & Country Club
- Esplanade Golf & Country Club of Naples
- Del Tura Golf & Country Club
- Edison & Ford Winter Estates
- Boca Grande Pass
- Florida Gulf Coast University
- Stonebridge Country Club
- Bunche Beach
- Delnor-Wiggins Pass State Park
- Jetblue Park
- Talis Park Golf Club
- Bowman's Beach
- Coral Oaks Golf Course
- Manatee Park
- Sun Splash Family Waterpark
- Four Mile Cove Ecological Preserve




