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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
A comfortable living area features a light gray sectional sofa centered around a coffee table, with warm wooden flooring beneath. A ceiling fan provides airflow, while a flat-screen TV is mounted above a gas fireplace. Large windows allow natural light, complemented by subtle decorative accents.
Bungalow in Fort Myers
4.93 out of 5 average rating, 308 reviews

Rowan's Retreat

AbbieRating, 5 stars1 month 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 stars2 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.
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, 156 reviews

Studio- Olde Naples, 2 blocks to beach Studio unit

OksanaRating, 5 stars1 week ago
It's my favorite place to stay in Naples. It's peaceful and cozy, very close to everything. The kitchen is fully equipped, and the bed is soft. Everything is decorated with taste. Daniel is a great host.
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 stars1 week 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 stars1 week 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!
Guest favorite
A heated jacuzzi is seen in the foreground, with clear water characteristic of a relaxing soak. Surrounding palm trees offer a tropical setting, while the canal with boats is visible in the background, enhancing the serene atmosphere.
Home in Cape Coral
4.95 out of 5 average rating, 44 reviews

Patricia - with Kayaks, Bikes and Boat Dock

OlenaRating, 5 stars2 weeks ago
Great Villa! Everything was wonderful! Beautiful view from backyard on canal! Very clean and comfortable! Good location close to shopping! No complaints only good service! Very recommended!!! Thank you for all!!!
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.

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
A ranch-style vacation home exterior is showcased, featuring a landscaped yard with several lounge chairs arranged on the patio. Sunlight illuminates the area, and a clock is mounted on the wall near the entrance, adding a functional detail to the inviting space.
Villa in Cape Coral
4.74 out of 5 average rating, 66 reviews

3 Bed 2 Bath Heated Pool Home with Privacy Fence!

ScottRating, 5 stars1 week ago
Great home. We were very satisfied and would highly recommend this location.
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, 105 reviews

Cozy Cottage Near Vanderbilt Beach

ColleenRating, 5 stars3 days 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
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.
Superhost
A cozy outdoor seating area features two dark wicker sofas adorned with striped cushions. A glass coffee table is centered between them, holding a bottle of wine and two glasses. Lush greenery is visible in the background, creating a serene environment.
Townhouse in Fort Myers
4.87 out of 5 average rating, 192 reviews

Hideaway at Hidden Palms Cove

DakotaRating, 5 stars1 month ago
It was very nice! It was close to Sanibel island and near by restaurants. The place was clean! We stayed here on a work trip and it worked for us
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, 298 reviews

Chameleon Guest Cabana

PaulinaRating, 5 stars1 week 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 tranquil landscape features a calm waterway bordered by lush greenery and smooth stones. A palm tree rises beside the modern structure, with reflections seen in the water. Natural light brightens the scene, enhancing the serene ambiance of the surroundings.
Home in Naples
4.88 out of 5 average rating, 317 reviews

Crystal Palms

RobRating, 5 stars2 weeks ago
As always, this is a great place!

Family-friendly home rentals with a pool

Top guest favorite
A screened lanai surrounds a serene swimming pool, featuring a bright pink inflatable flamingo. Comfortable loungers and a sitting area are positioned near the water, while lush greenery is visible beyond the enclosure, creating a tranquil outdoor space.
Home in Cape Coral
4.99 out of 5 average rating, 90 reviews

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

ChristineRating, 5 stars3 weeks 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 !
Top guest favorite
The lanai features a heated pool surrounded by a spacious screened enclosure, offering views of lush landscaping and a serene lake. Sunlight reflects off the water, creating a relaxing atmosphere. Landscaping includes ornamental plants and palm trees, enhancing the tranquil setting.
Home in Naples
5 out of 5 average rating, 27 reviews

Briarwood Paradise - The Briarwood Rental Company

GuadalupeRating, 5 stars4 months ago
This is the second time we've stayed at this house, and the third time with Marc and Anne as hosts. They're great! The house is very complete, tidy, there are plenty of towels and the kitchen is a 10. I recommend opening the windows and letting the sun in. It's a super bright house. The patio is always our meeting place: between the pool and the barbecue. We had a problem with the dryer, and Marc was absolutely prompt, attentive and helpful. The weather didn't help, but we still had a FANTASTIC time. The house has bicycles, which we enjoyed riding around the neighborhood, which is beautiful. Thanks for having us once again. We really take care of and feel at home in your home. Because that's how you make us feel, really well taken care of. THANK YOU FOR EVERYTHING ❤️
Superhost
Apartment in Fort Myers Beach
4.69 out of 5 average rating, 102 reviews

Great Resort! Large Heated Pool / Hot Tub

KatieRating, 5 stars2 months ago
rob's place is in a great location! easy beach access, walkable to stores and restaurants, great pool and quiet, friendly neighborhood.
Top guest favorite
An enclosed outdoor area features a swimming pool and a spa with a surrounding deck. Comfortable lounge seating is visible near the grill, and large windows from the adjacent room provide a view of the space. Lush greenery can be seen in the background.
Home in Estero
4.89 out of 5 average rating, 98 reviews

SERENE & ATTRACTIVE 3BR HEATED POOL/SPA HOME

CharlieRating, 5 stars8 months ago
Enjoyed this just as much as the first time we stayed here. If we come back down this way we will definitely book Lis & Tim's place.
Guest favorite
A screened heated pool is surrounded by lush tropical plants and red lounge chairs. The tranquil water view is enhanced by a vibrant sunset with orange and purple hues visible through the enclosure, creating a serene environment.
Home in Cape Coral
4.89 out of 5 average rating, 57 reviews

PARADISE SUNSET

NancyRating, 5 stars2 months ago
A beautiful location, very quiet neighborhood, yet within 1.5 miles of a large supermarket and drugstores. Pictures are very accurate of the home. We loved the outdoor pool area/lanai. There was an issue with the pool filter causing the pool to become too cold for swimming during the last few days, which was unfortunate for us, but that was not the hosts' fault, and they were very responsive, within minutes. The home as a very comfortable layout with several large sitting areas inside, as well as a very large lanai area. Kitchen is well equipped with everything we could need. We did not use the grill, but there was one available. We had an issue with the smoke detectors and, again, a simple text to our hosts brought immediate response and remedy. Alexina and her husband are lovely and very responsive. I would recommend this beautiful spot and we would return on our next trip to Cape Coral.
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 stars3 weeks 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 stars2 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!
Top guest favorite
Home in Cape Coral
5 out of 5 average rating, 58 reviews

4th of July, Heated Pool, Dock, Kayaks, Bikes,

MaggieRating, 5 stars4 months ago
This was a really great location! Everything that Jeff put in the listing was accurate. We had a really great time at his AirBNB. Jeff was very proactive with any instructions/expectations for our stay and was very responsive to all of our questions. We really enjoyed the kayaks and bikes he included with the AirBNB.

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