Family-friendly holiday rentals in Estero Bay

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Popular amenities for Estero Bay family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
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
Superhost
Villa in Cape Coral
4.92 out of 5 average rating, 36 reviews

Sunset Paradise - Beautiful Sunsets and waterfront

AlbertoRating, 5 stars33 months ago
The house we reserved was better than expected and everything was immaculate. Neil, the property manager responded right away when we called about a broken vaccum cleaner. Excellent response time and very professional. Unfortunately a thunderstorm damaged the AC and it couldn't be fixed right away, but Sean moved us right away to an even larger house. He even reimbursed us a day for our having to move and the night without AC. We definitely would rent from Sean again.
Top Guest favourite
Home in Cape Coral
4.83 out of 5 average rating, 126 reviews

Villa Oasis - Beautiful Pool/SPA Home on Canal

AshleighRating, 5 stars4 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 favourite
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 !
Top Guest favourite
Condo in Naples
4.96 out of 5 average rating, 314 reviews

Lely Greenlinks Golf Resort Luxury Condo

BarbaraRating, 5 stars2 weeks ago
We had an amazing time. The condo was extremely clean and had everything you could need and more. I am extremely organized and felt like I was right at home. lol. We will definitely stay here on future trips to Naples!
Top Guest favourite
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 favourite
Condo in Fort Myers
4.97 out of 5 average rating, 121 reviews

2nd Floor Beachfront Condo Sanibel Harbour

TroyRating, 5 stars2 days ago
We had a fantastic stay at this condo! The place was clean, comfortable, and exactly as described. The location was perfect—close to everything but still quiet and relaxing. Check-in was super easy, and the host was friendly and responsive. We loved having coffee on the lanai each morning and looking for dolphins and manatees. We would definitely stay here again! Taylor family
Superhost
Condo in Fort Myers Beach
4.94 out of 5 average rating, 50 reviews

Lover's Key Resort Unit #807

LuAnnRating, 5 stars3 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.

Family- and pet-friendly home rentals

Superhost
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
Home in Fort Myers Beach
4.89 out of 5 average rating, 233 reviews

La Casa On Mango, heated pool-5 min walk to Beach

MandyRating, 5 stars5 months ago
Location is close enough to bike into downtown FMB and to the Publix, and we did both during our stay! The kids enjoyed the pool. House was stocked with everything you'd need for a day at the beach, which was much appreciated!
Superhost
Home in Naples
4.86 out of 5 average rating, 133 reviews

Royal Palm House Tin City shops

TrangRating, 5 stars1 month ago
We had a great time staying at Carlos’s place. It’s clean and convenient for where we needed to be. Thanks for hosting us!
Superhost
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 favourite
Cottage in Naples
4.82 out of 5 average rating, 107 reviews

Cozy Cottage Near Vanderbilt Beach

JanRating, 5 stars1 day ago
Great location! The place is very clean and the beds are super comfortable. The couch in the living room is very uncomfortable, but everything else was great.
Superhost
Home in Naples
4.91 out of 5 average rating, 124 reviews

Best Value In Naples 4 Bdrm Pool Heat Walk Beach

ShawnRating, 5 stars2 months 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.
Superhost
Home in Naples
4.89 out of 5 average rating, 233 reviews

Modern 4 bedroom villa w/ private heated pool

ElizabethRating, 5 stars3 months ago
The house is beautiful. It is very clean and had everything we needed for the week. We really enjoyed spending time in the enclosed pool area.
Top Guest favourite
Guesthouse in Fort Myers
4.97 out of 5 average rating, 300 reviews

Chameleon Guest Cabana

SophiaRating, 5 stars1 week ago
We had an amazing stay here. It was peaceful and close to downtown fort Myers for shopping and night life.

Family-friendly home rentals with a pool

Guest favourite
Condo in Sanibel
4.89 out of 5 average rating, 244 reviews

Rare walkout condo on Sanibel beach-Fully Restored

AnnastaciaRating, 5 stars1 week ago
absolutely gorgeous condo with walkout to the beach. it was spacious and clean and he was accommodating in allowing us to get in a little earlier than normal check in. high recommend this place I will defiantly be booking here again!
Guest favourite
Home in Cape Coral
4.94 out of 5 average rating, 16 reviews

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

KyleRating, 5 stars3 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 favourite
Home in Lehigh Acres
4.95 out of 5 average rating, 85 reviews

Secluded Pool Home

JenniferRating, 5 stars1 month ago
Beautiful home with everything you could want in a quiet spot. It was a wonderful home away from home.
Guest favourite
Home in Cape Coral
4.9 out of 5 average rating, 20 reviews

Amazing villa with great water view.

MikeRating, 5 stars3 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!
Superhost
Home in Cape Coral
4.75 out of 5 average rating, 53 reviews

Villa on the Sands

AndrewRating, 5 stars5 months ago
Family had wonderful time staying at Villa on the Sands and greatly enjoyed the heated pool. House was exceptionally clean and well decorated for Christmas and the beds were comfortable. We also enjoyed walking to the park nearby.
Guest favourite
Home in Cape Coral
4.94 out of 5 average rating, 16 reviews

Modern 4 bed/4 bath Gulf access pool/spa+ games rm

RobertRating, 5 stars3 months ago
the home was awesome!! we had a great time in the pool. and going to the beach, Neil is really friendly and a great host, definitely would stay again!! can't wait to come back....
Guest favourite
Home in Bonita Springs
4.79 out of 5 average rating, 53 reviews

Canal heated pool house access to Golf and Gulf

BillRating, 5 stars1 week ago
First time we stayed at Micheline's house. It was just like the listing said. The house and pool are very private and it is in a quiet neighborhood. Check in was extremely easy. The house was very clean and had everything one would need. There are many options for any type of restaurant one would want within minutes of the house. Bonita Beach is a very short drive and there are many other beaches close by. We spent most of our time relaxing on the lanai and enjoying the pool. Had a wonderful time and are hoping to return in the fall. Bill
Superhost
Home in Fort Myers
5 out of 5 average rating, 11 reviews

Lovely home nestled near Sanibel & Ft. Myers Beach

LindaRating, 5 stars15 months ago
Beautiful house in convenient location! Neighborhood was quiet and the pool was great! Host was very responsive when we had a couple of minor issues (that were addressed immediately). We very much enjoyed our first snowbird experience!!

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