
Family-friendly vacation rentals in Estero Island
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Estero Island
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Estero Island family-friendly rentals
Family-friendly home rentals with a hot tub

Rowan's Retreat
Beautiful historic home ! Loved the wrap around porch and the hot tub. Great shower ! Loved the coffee and wine and cozy blankets on the couch . Wish we could have stayed longer . Lots of space ! Close to downtown fort Myers

Villa Oasis - Beautiful Pool/SPA Home on Canal
This house was absolutely incredible! From the moment we arrived, everything was spotless—even the baseboards and ceiling fans were immaculate. The home is super spacious, with room to spread out comfortably (even the garage was huge!). The kitchen was fully stocked with everything you could possibly need to cook indoors or grill outside, and there were multiple dining areas both inside and out. The pool and spa were beyond refreshing—clean, well-maintained, and surrounded by plenty of lounge chairs for everyone. We loved the outdoor eating area and the thoughtful extras like pool toys and bikes, which added a fun touch. My boys especially enjoyed exploring near the canal, which made for some great memories. The beds were super comfy, with plenty of extra linens and cozy throw blankets. The neighborhood was peaceful and quiet, and the house is in a perfect, central location. The hosts were amazing: extremely responsive and helpful.

5 Star Paradise Plus/Canal/Pool/Spa/Kayaks
This is the second time my family has stayed at Connie & Dale’s. We absolutely love it. The home is gorgeous and well equipped with everything you need. The outdoor patio area and pool/ jacuzzi is amazing. So beautiful and relaxing. Will definitely be back !

Studio- Olde Naples, 2 blocks to beach Studio unit
Very close to 5th Ave and the beach. Plenty to do between the pool, shuffle board, corn hole, and board games. The bikes and beach chairs were in use daily. Responded to any questions or requests we had. Overall a great experience.

Villa Scottsdale -Waterfront Home with Pool
We rented the house for a family reunion of 7 people, we ended up going only 6 people. We had a great time , we spent most of the time by the pool and inside the Jacuzzi and the pool. I will suggest to the Host to a couple of Lights or Flood lights in the back patio by the pool area. If you want to cook a BBB, you have to do it before it gets dark, the only light is the one inside the pool.

Fun! Boat Rental, Pool, Hot tub, Fish, Near Beach
Maggie's place was perfect for our family of 5 with 3 teenagers. We enjoyed fishing off the dock, swimming in the pool and loved all the birds and lizards in the back yard. There was an issue with the air conditioner and Maggie was responsive with the issue. The house was comfortable and in a great location to visit Sanibel Island and the Everglades. We would definitely stay at Maggie's place again.

8 Lakes Location 3/2 Gulf Access w/Pool + Hot Tub
This house is spectacular, great view, open floor.pla, great lanai, hot tub, pool. All amenities you need. Looking forward to visiting again

Amazing villa with great water view.
We had a fantastic stay! The house was incredibly well-equipped—there were plenty of essentials like paper towels, toilet paper, and all the little extras that make a stay comfortable and convenient. The pool and hot tub were both in perfect working order and made for a relaxing time day or night. The canal out back was a real highlight—great fishing with a wide variety of fish, including catfish, gar, and more. The house also came with five bicycles available for tenant use, which was a nice bonus, and there were TVs in every room—perfect for unwinding after a long day. The home felt truly luxurious, especially for the price. Jeff was a great host, and everything went smoothly. Highly recommend!
Family- and pet-friendly home rentals

Sanibel Romantic Getaway
We had a wonderful week at Nancy’s place! It was just right for my husband, me, and our small dog. Location is great and it’s an easy walk to the beach! While small, the apartment has all the necessities. We particularly liked that there is a bike rack and the house is beside a bike path.

Villa Coral with boat dock & waterview- own pool
We spent the month of March at this home and enjoyed the experience. With only solar heat we were afraid we wouldn’t use the pool but it was great and enjoyed lots of floats. We thoroughly enjoyed the outdoor area and beautiful canal views. Everything looked like the pictures. We loved the quiet neighborhood too

Cozy Cottage Near Vanderbilt Beach
It was a wonderful stay! Ben was very kind and provided wonderful service during our stay. He provided bikes so we wouldn’t have to pay for parking and it was only 10 minutes to the beach. If you’re looking for a quiet vacation, this is the place to be! The home was plenty of space to host friends family or even furry companions.

Best Value In Naples 4 Bdrm Pool Heat Walk Beach
This is our second year in a row staying at Bob’s home. We absolutely love the property. Close to the beach and lots of restaurants and many other things to do. The home is in great shape, very clean and all the amenities you need to enjoy the property! We will definitely book again.

Luxury on Eight Lakes - Gulf Access & Pool table
We really enjoyed spending our Thanksgiving holiday at this location. Watching the sunsets every night over the lake were spectacular. The pictures of the place were accurate. The host was wonderful and very communicative.

Modern 4 bedroom villa w/ private heated pool
Great location in Naples close to shopping and restaurants. House was beautiful and well appointed, great for families. plenty of space. Gorgeous lanai and pool. Will definitely stay again and recommend to other travelers.

Chameleon Guest Cabana
Amazing host! Super responsive and understanding. Stayed with my cat, it was a very pleasant experience. I was so surprised by the amount of things it had, good shampoo, conditioner, coffee maker and even some coffee pods! I highly recommend this place, neighborhood quiet and beautiful.

The Island Hideaway
Great place and location! Very nice home and outdoor space. Wish the pool heater worked while we were there but the hot tub offset the chill. Cozy space would love to come back and relax!
Family-friendly home rentals with a pool

Sale! 15 % off 7 day bookings,HtPool, Fish, Kayaks
had an amazing stay! Patricia was very responsive and proactive when it came to small problems. Beautiful location in a private neighborhood. Overall I highly recommend this airbnb!

Luxury Sailboat Access Pool/Spa Home by Yacht Club
Best house we have stayed in. We rebooked for next year! The host went above and beyond for our 3 month stay! Can’t wait to come back in December!!!

Great Resort! Large Heated Pool / Hot Tub
Lovely place, well appointed, was perfect for our girls weekend!

Loggerhead Cay 553 - gulf view, beach side vacatio
Very nice, friendly apartment. Lovingly decorated and very well equipped. We especially appreciated the beach equipment. Quiet, relaxing environment. Everything has been brand new renovated, including the tennis courts. We can highly recommend the apartment and Ryan & Nicole are very attentive, courteous and helpful hosts who always responded within minutes. Thank you for everything! Hopefully we will be back soon :)

Lover's Key Resort Unit #807
We had a wonderful stay! We came to Florida for our anniversary and were happy to find Kevin's place. The Condo was beautiful and supplied with everything we needed. It was very quiet and private. We enjoyed the view of the Gulf from the balcony. The pool area was very clean and not crowded. Flippers Restaurant had exceptional food every time. We would definitely stay here again! Highly recommended.

SeaClusion Oasis
Laura and Michael are wonderful hosts. Communication was excellent! The house is in a great location and the price was on point for the area. It was as described and nicely updated, the pictures don't do it justice. The third bedroom is accessed through the garage or back exterior door so it is a bit separate from the rest of the house and bathroom but it worked well for us. They provide everything you need for a comfortable stay, items for the kitchen, pool, beach, washer-dryer, and a good night's rest. The pool was refreshing and the beach just steps away. The dock on the back bay is a great place to dolphin watch or fish. A short drive or trolley ride to Times Square, shops, grocery and restaurants too! Overall a great stay and would recommend. We all wished we didn't have leave 🙂

Sanibel Harbour Resort - 137: Stairs to Beach
We recently stayed at the Sanibel Harbor condo with our one year old daughter and her great grandma, and we had the most amazing time! Her uncle also joined us for a fun filled Saturday. We can’t say enough great things about this stay. The immediate access to the water via stairs was a huge plus and one of the main reasons we chose this property. It was absolutely beautiful, especially considering how hard the area was hit just two years ago by Hurricane Ian. The restoration and care put into the property truly show. We’re so grateful for the memories made here!

Waterfront pool/hot tub, south-facing w/ boat dock
Cute little place. Very quiet neighborhood but only a 5 minute drive to grocery stores and other amenities. My girls enjoyed the pool and the dock for fishing although they didn't get any bites. It was perfect for our small party of 3 for a quick trip to SW FL. Would definitely consider John's place again.
Destinations to explore
- Tampa Bay Vacation rentals
- St Petersburg Vacation rentals
- Tampa Vacation rentals
- Seminole Vacation rentals
- Fort Lauderdale Vacation rentals
- Central Florida Vacation rentals
- Gold Coast Vacation rentals
- Miami Vacation rentals
- Miami Beach Vacation rentals
- Key West Vacation rentals
- Florida Keys Vacation rentals
- Four Corners Vacation rentals
- Condo rentals Estero Island
- House rentals Estero Island
- Rentals with a fire pit Estero Island
- Rentals with a fireplace Estero Island
- Rentals with lake access Estero Island
- Apartment rentals Estero Island
- Pet-friendly rentals Estero Island
- Rentals with a washer and dryer Estero Island
- Rentals with a hot tub Estero Island
- Rentals with beach access Estero Island
- Rentals with an EV charger Estero Island
- Fitness-friendly rentals Estero Island
- Rentals with pools Estero Island
- Beachfront rentals Estero Island
- Beach house rentals Estero Island
- Rentals with a patio Estero Island
- Beach condo rentals Estero Island
- Kid-friendly rentals Estero Island
- Rentals with outdoor seating Estero Island
- Waterfront rentals Estero Island
- Villa rentals Estero Island
- Rentals with a kayak Estero Island
- Family-friendly rentals Fort Myers Beach
- Family-friendly rentals Lee County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Naples Beach
- Captiva Island
- Lovers Key Beach
- Clam Pass Park
- Barefoot beach Bonita Springs,FL
- Tigertail Beach
- The Club at The Strand
- Worthington Country Club
- Seagate Beach Club
- Delnor-Wiggins Pass State Park
- Heritage Bay Golf & Country Club
- Panther Run Golf Club
- Englewood Beach
- Bonita National Golf & Country Club
- LaPlaya Golf Club
- Morgan Beach
- The Quarry Golf Club Naples
- Cypress Woods Golf & Country Club
- Talis Park Golf Club
- Blind Pass Beach
- Stump Pass Beach State Park
- Gasparilla Island State Park
- Esplanade Golf & Country Club of Naples
- Park Shore Beach Park