Family-friendly vacation rentals in Estero Island

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Estero Island family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
The exterior of a bright pink cottage is showcased, with a welcoming porch and a neatly landscaped yard. A pathway leads to the entrance, framed by greenery and trees that offer shade. The clear blue sky enhances the cottage's vibrant color.
Bungalow in Fort Myers
4.93 out of 5 average rating, 308 reviews

Rowan's Retreat

AbbieRating, 5 stars2 months ago
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
Top guest favorite
An outdoor dining area features a large table with colorful cushioned chairs, situated next to a heated pool and hot tub. A ceiling fan provides comfort, while the screen enclosure ensures a pleasant atmosphere. Scenic views of the waterfront enhance the setting.
Home in Cape Coral
4.83 out of 5 average rating, 126 reviews

Villa Oasis - Beautiful Pool/SPA Home on Canal

AshleighRating, 5 stars3 weeks ago
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.
Top guest favorite
An inviting outdoor area showcases a pool and spa, surrounded by lush greenery. The sky is tinted with vibrant pink and purple hues at sunset. A pink flamingo float rests in the water, adding a playful element to the serene setting.
Home in Cape Coral
4.99 out of 5 average rating, 90 reviews

5 Star Paradise Plus/Canal/Pool/Spa/Kayaks

ChristineRating, 5 stars1 month ago
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 !
Guest favorite
A serene beach scene captures the golden hues of sunset over calm waters. Several wooden posts are visible in the sand, while a figure holds a child on one of the posts. Another individual is seen photographing the moment, adding a sense of warmth to the atmosphere.
Condo in Naples
4.89 out of 5 average rating, 157 reviews

Studio- Olde Naples, 2 blocks to beach Studio unit

NickRating, 5 stars4 days ago
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.
Superhost
The living area is furnished with two large sofas and a coffee table, set upon a blue and white area rug. A painting with a serene landscape hangs on the wall, while a ceiling fan adds comfort. Natural light enters through large windows, enhancing the open layout.
Home in Cape Coral
4.87 out of 5 average rating, 150 reviews

Villa Scottsdale -Waterfront Home with Pool

CarlosRating, 5 stars3 weeks ago
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.
Guest favorite
A screened-in patio surrounds a heated swimming pool, featuring a swimming ladder and steps leading into the water. Lounge chairs are positioned nearby, and colorful blue chairs add a pop of color against the backdrop of lush greenery and palm trees.
Home in Cape Coral
4.94 out of 5 average rating, 16 reviews

Fun! Boat Rental, Pool, Hot tub, Fish, Near Beach

KyleRating, 5 stars2 weeks ago
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.
Guest favorite
A spacious pool deck features a large swimming pool and hot tub, framed by a screened enclosure. Palm trees are visible around the perimeter, with a tranquil waterfront view of the lake and boats in the distance.
Home in Cape Coral
4.87 out of 5 average rating, 23 reviews

8 Lakes Location 3/2 Gulf Access w/Pool + Hot Tub

CrisRating, 5 stars4 months ago
This house is spectacular, great view, open floor.pla, great lanai, hot tub, pool. All amenities you need. Looking forward to visiting again
Guest favorite
The exterior of the house features a well-maintained front yard bordered by lush greenery. A brick driveway leads to the garage, and the entrance is framed by elegant archways and windows, creating an inviting first impression.
Home in Cape Coral
4.9 out of 5 average rating, 20 reviews

Amazing villa with great water view.

MikeRating, 5 stars2 weeks ago
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

Superhost
The fully equipped kitchen features white cabinetry contrasted by a retro-style turquoise refrigerator. A modern stove and ample counter space allow for meal preparation. A small glass dining table with patterned chairs is positioned nearby, enhancing the kitchen's functionality.
Condo in Sanibel
4.73 out of 5 average rating, 132 reviews

Sanibel Romantic Getaway

MicheleRating, 5 stars1 month ago
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.
Superhost
The solar-heated pool is surrounded by a screened terrace, featuring two loungers for relaxation. A view of the lush greenery and waterway is visible beyond the pool, providing a serene backdrop for outdoor enjoyment.
Home in Cape Coral
4.81 out of 5 average rating, 154 reviews

Villa Coral with boat dock & waterview- own pool

ChristieRating, 5 stars2 months ago
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
Guest favorite
A spacious master bedroom features a king bed dressed in white linens accented by decorative pillows. Soft lighting from a bedside lamp complements the natural light filtering through sheer curtains. A cozy armchair and a wall-mounted TV enhance the comfortable atmosphere.
Cottage in Naples
4.82 out of 5 average rating, 106 reviews

Cozy Cottage Near Vanderbilt Beach

ColleenRating, 5 stars1 week ago
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.
Superhost
The exterior of the home is displayed, showcasing a well-manicured lawn bordered by tropical plants and palm trees. A spacious driveway leads to a two-car garage. Clear blue skies complement the inviting facade, which features a covered entrance.
Home in Naples
4.91 out of 5 average rating, 124 reviews

Best Value In Naples 4 Bdrm Pool Heat Walk Beach

ShawnRating, 5 stars1 month ago
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.
Guest favorite
A sunlit infinity edge pool offers a serene view of the lake, with a built-in hot tub positioned for relaxation. The enclosure features expansive screens, allowing unobstructed water views and bright blue skies. Lush greenery is visible outside, enhancing the tranquil setting.
Home in Cape Coral
4.87 out of 5 average rating, 39 reviews

Luxury on Eight Lakes - Gulf Access & Pool table

StephenRating, 5 stars6 months ago
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.
Superhost
A screened outdoor patio features a round glass table surrounded by sturdy wooden chairs with cushions. A small potted plant sits on the table, while a swimming pool and lounge chairs are visible in the background, surrounded by lush greenery.
Home in Naples
4.89 out of 5 average rating, 232 reviews

Modern 4 bedroom villa w/ private heated pool

JillRating, 5 stars5 months ago
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.
Top guest favorite
A bright sleeping area is highlighted by a red bedspread and a decorative pillow with the word 'BEACH.' Colorful fish-shaped wall art adds a playful touch. A lamp and bedside table provide functionality, while an air conditioning unit ensures comfort.
Guesthouse in Fort Myers
4.97 out of 5 average rating, 299 reviews

Chameleon Guest Cabana

PaulinaRating, 5 stars3 weeks ago
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.
Guest favorite
A serene outdoor space is presented, featuring a beautifully shaped pool surrounded by elegant lounge chairs. The house is showcased in the background with large glass doors, allowing views of the inviting interior. Lush palm trees enhance the tropical ambiance, creating a calming atmosphere.
Home in Cape Coral
4.84 out of 5 average rating, 79 reviews

The Island Hideaway

EmilyRating, 5 stars2 months ago
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

Superhost
Home in Cape Coral
4.7 out of 5 average rating, 93 reviews

Sale! 15 % off 7 day bookings,HtPool, Fish, Kayaks

VictoriaRating, 5 stars1 month ago
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!
Superhost
A shaded tiki hut is showcased on the water's edge, featuring a round table with two stools. The view reveals a sailboat access canal with boat docks, surrounded by lush landscaping and swaying palm trees.
Home in Cape Coral
4.86 out of 5 average rating, 22 reviews

Luxury Sailboat Access Pool/Spa Home by Yacht Club

DavidRating, 5 stars3 months ago
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!!!
Superhost
Apartment in Fort Myers Beach
4.66 out of 5 average rating, 104 reviews

Great Resort! Large Heated Pool / Hot Tub

TaraRating, 5 stars1 month ago
Lovely place, well appointed, was perfect for our girls weekend!
Superhost
A coastal landscape features sandy beachfront extending towards calm, clear waters. Lush greenery and pathways lead from the grassy area towards the shoreline, where individuals can be seen enjoying the beach. The sky is clear, suggesting pleasant weather.
Condo in Sanibel
4.68 out of 5 average rating, 25 reviews

Loggerhead Cay 553 - gulf view, beach side vacatio

Karin AndreaRating, 5 stars13 months ago
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 :)
Superhost
A tall, modern building is seen from above, surrounded by water and lush greenery. The calm waters reflect the clouds in the clear blue sky. A small parking area and palm trees are visible in the foreground, highlighting the property's serene waterfront location.
Condo in Fort Myers Beach
4.94 out of 5 average rating, 50 reviews

Lover's Key Resort Unit #807

LuAnnRating, 5 stars2 months ago
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.
Guest favorite
A modern kitchen is presented, featuring white cabinetry and a smooth granite countertop. Stainless steel appliances, including a microwave and oven, are visible. A double sink is set into the countertop, with soft lighting illuminating the space, enhancing its clean and functional design.
Home in Fort Myers Beach
4.86 out of 5 average rating, 64 reviews

SeaClusion Oasis

BrendaRating, 5 stars1 month ago
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 🙂
Guest favorite
An open-concept living area features large glass windows providing views of the outside. The space is furnished with a light grey sectional sofa and a blue armchair, complemented by a coffee table. A dining area with white chairs is visible in the background.
Condo in Fort Myers
4.82 out of 5 average rating, 22 reviews

Sanibel Harbour Resort - 137: Stairs to Beach

EricRating, 5 stars3 weeks ago
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!
Superhost
A screened lanai features a heated pool and a hot tub, surrounded by lush greenery and colorful plants. Sunlight reflects off the clear water, creating a serene atmosphere. The pool area provides ample space for relaxation within a tranquil setting.
Home in Cape Coral
4.81 out of 5 average rating, 91 reviews

Waterfront pool/hot tub, south-facing w/ boat dock

RebeccaRating, 5 stars10 months ago
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.

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