
Family-friendly holiday rentals in Cypress Lake
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Cypress Lake
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.
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Popular amenities for Cypress Lake 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

FULL Reno LARGE Beach House w/ Pool & Spa
I recently stayed at Eric’s Airbnb and had an absolutely wonderful experience. From the moment I arrived, everything exceeded my expectations. The space was spotless, beautifully decorated, and just like the pictures. The location was ideal: tucked away in a quiet neighborhood but still close to everything I needed—shops, restaurants, and some great local attractions. The bed was incredibly comfortable, and I slept better than I had in weeks. Communication with the host was seamless. Eric was friendly, responsive, and provided clear instructions for check-in and check-out. Overall, it was a relaxing and enjoyable stay. I would absolutely book again and recommend this place.

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.

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!!!

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.

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!

2nd Floor Beachfront Condo Sanibel Harbour
The place was exactly as described—clean, comfortable, and well-equipped with everything we needed. The check-in process was smooth. The location was peaceful, perfect for relaxing. We especially enjoyed being right on the water for the beautiful sunsets.

Villa Aruba - Summer Special! On Lake Britannia!
Great place to stay, nice quiet neighborhood. If your looking for a quiet place near a lot of beaches, this is the place.
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.

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

3 Bed 2 Bath Heated Pool Home with Privacy Fence!
Great home. We were very satisfied and would highly recommend this location.

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

Cottage Close to Vanderbilt Beach Heated Pool
The home was amazing with a heated pool, 5 minute drive and 20 minute walk to vanderbilt beach. The kitchen has everything you need and the bedrooms were great.

SW Cape Entire 2/2 Duplex and POOL!
we stayed 3 weeks and felt like at home from the first moment on. the house is amazing. very clean. everything is working well. you have all what you need and more. my wife was so happy to see the air fryer. smile. we cooked for ourself most of the time. if I would choose a home for the rest of my live I would choose a one like this. short trip to many restaurants and shops. we loved our stay and will come back for sure. John and Colleen are so friendly and helpful. always available. we will put this stay to the best 3 of our lifetime. we thank John and Colleen so much to make our stay so memorable.

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.

5 BR, Gulf access & FREE heated salt water pool
The house was perfect for our family! The pool was definitely the center of entertainment! Thank you!
Family-friendly home rentals with a pool

Villa Seven Palms 3bed/3bath w/ South facing pool
Lovely clean home. Bright and airy with clean decor and furnishings. Spacious and spotless pool area with relaxing pool. Host was easy to deal with and management company were very attentive. Would recommend

Sale! 15 % off 7 day bookings,HtPool, Fish, Kayaks
This spot was perfect for the trip we planned. Very peaceful and comfortable.

Luxury Monthly Rental: 3 Bedrooms, 2 bath, sleep 6
If you are fortunate enough to come across Fatemeh’s listing - book it immediately! Fatemeh’s beautiful bungalow is the place to stay! We have stayed at many places in our travels to Sanibel Island and Fatemeh’s place is by far our favorite- I am a picky renter too! She is quick to respond to questions, made checking in a breeze and even messaged us a few days in to see if we needed anything. The community is amazing and the pools are a dream with a tiki bar for both drinks and food. There were bikes and beach chairs to use too. Her place is a 5⭐️ rental. You will be glad you took my advice- I promise!

Awesome Gulf Access 4bdrm Pool Home
Dan’s place was easy to find and easy to get into. Dan is very responsive when you message him. He is great at giving recommendations when you ask for them. The house was clean and has everything you need for your stay. We enjoyed our time at the house.

PARADISE SUNSET
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.

Tropical Escape
We were in the area for a baseball tournament and this was the perfect centrally located home. There’s a pool and fishing out back so the kids were busy when they weren’t at the field. Great host, very friendly. We will stay here again.

Bimini Breeze - saltwater pool, boat dock, canal
We had a fantastic time at this beautiful home! The house was spotless! The view out the back sliding glass door was amazing. Beautiful pool and great canal view. The kids loved the pool and swam for hours everyday. The men in our group enjoyed fishing off the dock. The neighborhood was very quiet but close to everything. There were lots of great tourist destinations within less than an hour drive. The host was quick to answer all questions. There were tons of towels and a nice washer and dryer, which was helpful with so many water activities in the area. The garage housed many beach items, which were so nice to have!

4th of July, Heated Pool, Dock, Kayaks, Bikes,
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.
Quick stats about holiday rentals that are family-friendly in Cypress Lake
Total rentals
80 properties
Nightly prices starting at
$34 NZD before taxes and fees
Total number of reviews
1.5K reviews
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
60 properties have a pool
Rentals with dedicated workspaces
40 properties have a dedicated workspace
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- Naples Beach
- Captiva Island
- Caspersen Beach
- Manasota Key Beach
- 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
- Panther Run Golf Club
- Heritage Bay Golf & Country Club
- Englewood Beach
- Bonita National Golf & Country Club
- LaPlaya Golf Club
- Morgan Beach
- Talis Park Golf Club
- Cypress Woods Golf & Country Club
- The Quarry Golf Club Naples
- Blind Pass Beach
- Stump Pass Beach State Park
- Gasparilla Island State Park