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Family-friendly vacation rentals in Estero

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Estero

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Condo in Naples

4.87 out of 5 average rating, 115 reviews

Top Floor, A+ Location, Club Membership Included!

Lakeside, top floor condo, located in the prestigious World Tennis Club, with 50 acres devoted solely to beautiful landscaping and lakes. Great location in Naples with box stores, Publix, dining, CVS and Walgreens etc very close. Four miles to the beautiful Naples beach which extends for many miles. Tennis Club membership included at no cost, including larger swimming pool, hot tub, 16 tennis courts, gym, seasonal cafe, pro-shop, match making through proshop, bocce ball, pickle ball, sauna

Jul 18 – 25

€ 132 per night

Cottage in Matlacha

4.88 out of 5 average rating, 136 reviews

Mojito Island Cottage

Update: In September 2022 we were affected by Hurricane Ian. We had just over 5 feet of flooding in our treasured cottage. We have worked tirelessly to put everything back together. All new tile, walls, electric, lighting, furniture, and we even improved the bathroom! Spacious tropical home with water view from our back yard lanai. Boat Dock with Cleaning Fish Station, BBQ beautiful sunsets with fish jumping in our canal. New large kitchen and one block from art galleries, restaurants and bars.

Sep 5 – 12

€ 134 per night

Condo in Naples

4.95 out of 5 average rating, 283 reviews

Lely Greenlinks Golf Resort Luxury Condo

This beautiful and spacious 2-bedroom, 2 bath condo is luxurious, impeccably clean, well-stocked - and perfect for your next vacation getaway! Greenlinks Golf Resort is situated within the prestigious Lely Resort Golf & Country Club in Naples. It is just a two minute walk over to the clubhouse where you can tee off on the Lely Flamingo or Mustang golf courses. Ideal central location between downtown Naples and Marco Island, you are just 15 minutes from downtown or beaches in either location.

Jul 20 – 27

€ 179 per night

Home in Fort Myers

4.86 out of 5 average rating, 564 reviews

Vacation house next to Sanibel / free amenities

Stay on adventure's doorstep! Biking distance (5 miles) to FMB and Sanibel island (beaches, salt water fishing, paddle boarding, kayaking ). Are guests enjoy free amenities: 1. Breakfast items (eggs, bagels, apples, coffee and tea) 2. Cruise style bikes, 2 x SUP 3. Beach chairs (Rio - Beach) 4. Beach umbrella 5. Cooler and beach towels 6. Secured Wi-Fi 7. Amazon TV, Hulu, Disney +, ESPN + and Netflix 8. Parking for two cars 9. Washer and dryer 10. BBQ 11. Kids toys and books and more....

Sep 15 – 22

€ 115 per night

Guesthouse in Fort Myers

4.98 out of 5 average rating, 621 reviews

Hints of Key West in Fort Myers' Historic District

Tucked away in tranquil Dean Park Historic District. Built in 1925, this carriage house has been completely renovated in 2016. It is over a garage, there are stairs. Stroll to downtown Fort Myers River District, and enjoy the restaurants, nightlife, and cultural events. Take advantage of all the activities the area has to offer, and at the end of the day come back to this peaceful oasis. Our place can accommodate couples, older child (twin air mattress available), business travelers. No pets.

Jul 3 – 10

€ 147 per night

Home in Naples

4.96 out of 5 average rating, 153 reviews

Luxe Beach Home! Perfect for the Whole Family

This 2,000-square foot stunner has a saltwater pool, hot tub, two-car garage, three bedrooms and four bathrooms. There are bikes and beach accessories on site to take to the beach. Guest who is booking the reservation must be 26 years or older. There is a fee of $100/night per person for any guest over 7 in total up to a maximum of 9 guests. For example, if you have 8 guests, then the extra charge will be $100 per night. Please enter the exact number of guests before completing your booking.

Dec 7 – 14

€ 786 per night

Home in Cape Coral

4.87 out of 5 average rating, 178 reviews

Recently Renovated Home with Pool in SW Cape Coral

The perfect getaway for families at our recently renovated house with pool and grill! Half an hour by car from famous beaches. Create lasting memories. Relax in the comfortable living area, and unwind in well-appointed bedrooms. Outside, make a splash in the refreshing pool or sizzle up a feast on the grill. Explore beaches, dine at charming restaurants, and enjoy outdoor activities. We ensure a memorable stay. Book now for an unforgettable family vacation! Pool heater from November to March.

Apr 23 – 30

€ 189 per night

Home in Fort Myers

4.8 out of 5 average rating, 265 reviews

Amazon Bungalow near Sanibel & Fort Myers Beach

Tropical setting. Peaceful/quite neighborhood. Bunche Beach 2 miles, Sanibel Island 3.5 miles, Fort Myers Bch 5 miles. Home is set up as a duplex, with TWO COMPLETELY SEPERATE & PRIVATE entrances, kitchens, living rooms, bedrooms, bathrooms & laundry rooms for COMPLETE PRIVACY. The Bungalow is a 1 King bed, 1 full bathroom & shower with large living room, kitchen & porch. Perfect for Couples! • 1/2 mile to Restaurants and Shopping • Close to Shellpoint Golf-Course • FREE Wi-Fi and Cable-TV

Oct 29 – Nov 5

€ 142 per night

Guesthouse in Fort Myers

4.97 out of 5 average rating, 279 reviews

Chameleon Guest Cabana

The 300 Sq Ft Cabana Studio Apartment with Separate full Bathroom!! The Cabana with mini fridge, microwave, Keurig and toaster is completely private and was built in 1925 and recently updated is tucked away in a lovely established and historic neighborhood very close (walking distance) to The Edison Ford Winter Estates. Downtown Ft. Myers is a walkable distance if you are accustomed to walking but may be a little far for some. The neighborhood is very safe and quiet. Safe Travels

Mar 10 – 17

€ 112 per night

Home in Bonita Springs

4.85 out of 5 average rating, 125 reviews

Coastal Charm: Your Vacation Oasis

Discover your own piece of paradise at this charming single-family pool home in Bonita Springs, Florida. Just a short 8-minute drive or less than 3.5 miles away, you'll find the nearest beach, allowing you to enjoy the beautiful coastline throughout the year. Los Amigos, situated on a peaceful street, offers a tranquil retreat while being conveniently close to the finest beaches, as well as casual and fine dining establishments that Bonita Springs is renowned for.

Oct 2 – 9

€ 189 per night

Cottage in Fort Myers

4.93 out of 5 average rating, 127 reviews

Cozy Cottage with heated pool and wifi !

Welcome to the newly remodeled cozy cottage! This home provides everything you will need for a fun, relaxing vacation. Enjoy all the comforts of home with a full kitchen, bathroom, Roku TV, private WIFI, washer/dryer, and community pool. This one bedroom/ one bath unit is perfect for you to explore all the amazing sights in the Fort Myers area. 15 miles from most beaches, convenient to shopping, plenty to see between fort myers, bonita springs, and Naples.

May 11 – 18

€ 137 per night

Cottage in Naples

4.94 out of 5 average rating, 140 reviews

Mango Tree Cottage close to Beach

Charming cottage with a touch of luxury close to beach and old Naples. Compleately remodled and newly furnished 2023. Originally built in 1946 the cottage is nestled in a tropical garden very close to old Naples and 5th Ave. with its many restaurants and shops. Enjoy the nearby beaches, boat tours from Tin City, sightseeing tours to the Everglades, Marco Island, Fort Myers, Sanibel Island, etc.

Oct 11 – 18

€ 158 per night

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Popular amenities for Estero family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Bungalow in Fort Myers

4.93 out of 5 average rating, 285 reviews

Rowan's Retreat - Historic Downtown Fort Myers

Jul 21 – 28

€ 227 per night

Apartment in Fort Myers Beach

4.9 out of 5 average rating, 194 reviews

Mermaid Oasis

Apr 25 – May 2

€ 316 per night

Home in Fort Myers Beach

4.96 out of 5 average rating, 120 reviews

Coastal Oasis of Fort Myers Beach

Jan 6 – 13

€ 1,043 per night

Apartment in Cape Coral

4.77 out of 5 average rating, 115 reviews

Studio STARFISH / Cape Coral * Beach Resort *

Nov 19 – 26

€ 113 per night

Condo in Naples

4.93 out of 5 average rating, 144 reviews

Lely Resort Luxury Condo-2 Spectacular Pool/Golf

May 27 – Jun 3

€ 205 per night

Apartment in Fort Myers

4.94 out of 5 average rating, 114 reviews

Queen Palm-Lrg. 2nd flr. apt-Kg Bd, great reviews!

Feb 23 – Mar 2

€ 190 per night

Home in Fort Myers Beach

4.94 out of 5 average rating, 107 reviews

Luxury Waterfront Escape Near The Beach C1

Jul 18 – 25

€ 1,015 per night

Home in Naples

4.87 out of 5 average rating, 154 reviews

Gulf access, tropical river front. Heated pool/Spa

Oct 8 – 15

€ 399 per night

Family- and pet-friendly home rentals

Condo in Fort Myers

4.96 out of 5 average rating, 101 reviews

Fort Myers 2nd Flr Lakefront 3/2 Resort Condo

Jul 1 – 8

€ 212 per night

Apartment in LaBelle

4.98 out of 5 average rating, 126 reviews

Jan's Jungle Riverfront paradise

Apr 28 – May 5

€ 96 per night

Home in Cape Coral

4.96 out of 5 average rating, 158 reviews

Surfside Elegance SW Cape Coral Luxe Vacation home

Aug 1 – 8

€ 219 per night

Home in Captiva

4.97 out of 5 average rating, 107 reviews

The Pearl Beach House, North Captiva Island,FL

Feb 5 – 12

€ 770 per night

Home in Naples

4.97 out of 5 average rating, 142 reviews

Bella Casa at the Beach 4 bd rms w/2 EnSuites

Jun 15 – 22

€ 735 per night

Home in Bonita Springs

4.82 out of 5 average rating, 105 reviews

Waterfront - Boat & Grill Included/downstairs

Apr 24 – May 1

€ 253 per night

Townhouse in Fort Myers

4.89 out of 5 average rating, 178 reviews

Hideaway at Hidden Palms Cove

Sep 24 – Oct 1

€ 323 per night

Cottage in Naples

4.89 out of 5 average rating, 225 reviews

House w/Heated pool close to Vanderbilt beach

Jun 17 – 24

€ 312 per night

Family-friendly home rentals with a pool

Home in Naples

4.9 out of 5 average rating, 146 reviews

841 Vanderbilt Beach Bliss • Lux Waterfront Home

Jun 25 – Jul 2

€ 645 per night

Guesthouse in Fort Myers

4.92 out of 5 average rating, 103 reviews

The Hummingbird House: life's simple pleasures!

Nov 15 – 22

€ 188 per night

Home in Cape Coral

4.99 out of 5 average rating, 213 reviews

Gulf access waterfront heated pool

Dec 2 – 9

€ 209 per night

Home in Naples

4.95 out of 5 average rating, 172 reviews

Cathedral Heights

Mar 26 – Apr 2

€ 666 per night

Home in Cape Coral

4.9 out of 5 average rating, 244 reviews

Your Private Waterfront Escape: Pool & Gulf Access

Jun 2 – 9

€ 262 per night

Home in Naples

4.89 out of 5 average rating, 223 reviews

Brand new, modern 4/3 villa w/ screened-in pool

Jul 22 – 29

€ 328 per night

Home in Cape Coral

4.92 out of 5 average rating, 159 reviews

Dreamvilla Louisiana in Cape Coral

Jan 13 – 20

€ 259 per night

Condo in Naples

4.91 out of 5 average rating, 146 reviews

Park Shore Resort Modern Top Floor 2 Bed 2 Bath

Dec 18 – 25

€ 413 per night

Quick stats about vacation rentals that are family-friendly in Estero

Total rentals
110 properties
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Rentals with a pool
90 properties have a pool
Pet-friendly rentals
30 properties allow pets
Total number of reviews
900 reviews
Nightly prices starting at
€ 37 before taxes and fees

Destinations to explore