
Family-friendly vacation rentals in Key Haven, Key West
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Key Haven, Key West
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 Key Haven, Key West family-friendly rentals
Family-friendly home rentals with a hot tub

Conch in the Treetops at The Beach
Our unit was perfect for what we needed. It was stocked with everything we couldn’t bring with us in travel (chairs, towels, coolers, etc). The condo amenities were also everything we needed and the pool/on site beach were amazing. Our host was very proactive in communicating check-in details and offering support/recommendations whenever we needed it.

Historic Key West - Cigar House - Sleeps 4
The Cigar House is great - we enjoyed the easy walkable access to all the amenities in the neighborhood, including bars, restaurants and the Zach Taylor park. The location is really the key here. The grounds are beautiful and the pool/hot tub were nice features. Would definitely stay again.

Top floor Ocean Views, Spacious 2 Bedroom Condo, V
This was our first time in Key West. We wanted to stay a little tucked away from the downtown bustle. The complex is beautiful with great amenities. And it’s close enough to shopping, restaurants and bars! We definitely plan on booking the same place in the future!!

Manatee Quay-2 Canal waterfront,access BEACH club
Our stay at this home was absolutely perfect! The location couldn’t have been better—peaceful, relaxing, and right on the water. We spent so much time unwinding on the dock, soaking in the beautiful views and enjoying the gentle ocean breeze. The Marathon area was a fantastic place to explore, offering everything we needed for an unforgettable getaway. We loved being close to state parks for hiking and wildlife spotting, as well as having access to amazing restaurants serving fresh seafood. Bike rentals were nearby, making it easy to explore the area at a leisurely pace. If you’re looking for the perfect blend of relaxation and adventure, this is the place to be!

4BR 3B, Heated Pool & Spa, 60' Dock
Amazing house. Beautiful surroundings. Plenty of room for 3 families and kids. Everything we needed.

Sweet Retreat! 4 bedroom 2.5 Baths Sombrero Beach
Beautiful home that comfortably held our 6 person family of adults. Absolutely loved the pool, spa, and outdoor seating. Really nice kitchen and bathrooms. We used Marathon as home base and drove to Key Largo, Key West, etc. Always nice to return to the house and pool to relax!

Affordable Beachfront Luxury Condo Sleeps 6
Everything was perfect for our stay at Airbnb, the pool felt amazing, the views were stunning, and the Uber drivers were incredibly fast. Even the locals agree that this is the best place to stay in Key West, and I couldn't agree more - I'll definitely be back. Our host, Traci, was absolutely top-notch!

Palm Breezes! Room for Everyone on the Ocean.
This place was a great get away. Perfect location between key west and marathon. Very quiet and private. Plenty of space
Family- and pet-friendly home rentals

Sunset Catch Gulf Front, Pool, Dock, Kayaks, Fish
We booked this home last minute and now have our go-to vacation spot in Marathon! Alida is a friendly host with great communication. The home is very clean. Beds are very comfortable. Kitchen is well stocked with pots, pans, etc. The kayaks and paddle board made our vacation even more special! The steet is very quiet and peaceful. The setting in the back yard is very private, as is the long dock. We had a 23' rental boat for our stay. The view is amazing and the sunsets are a special treat each evening. I very much appreciated the ample, comfortable seating everywhere - inside and outside of the home. Thank you Alida. We made great family memories here!

Waterfront luxury Villa (14) with sunset views and boat slip
Highly recommend this location and townhome. Everything was really clean and the kitchen was well stocked. Our children really enjoyed the huge pool and the area attractions. Our favorite spots to send time were Sombrero Beach and Sandspur Beach at Bahia Honda State Park. We rented a boat for a few days and went out to the Sombrero Reef and the sandbar. So much fun! We are definitely coming back to stay at this home again.

Ocean Front Home in Great Location
Was a very nice place. Loved sitting on the deck it was very peaceful and we went to the pool 1 day which was very nice. Easy about 25 minute ride into key west. Great location.

Fish Camp, Fun, Keysy Oasis, with Tiki, pool, dock
Fish Camp was spotless and the owners and property management were very communicative leading up to our trip and once we arrived. No major issues - and if we reached out they responded right away. Beach chairs would have been a great addition for our stay.

New Paradise On Sombrero Beach
This place had everything we needed for a relaxing family vacation prior to the crazy Holiday season. we only had 6 people but it would easily accommodate more. Monica was responsive to any questions or concerns. The location was perfect. Easy access to sombrero Beach and Marathon amenities: bars, restaurants, and activities. we were able to experience a turtle release on Sombrero Beach from The Turtle Hospital. Highly recommend renting from Monica again and on Marathon Beach.

One Particular Harbor ~ Pool Home, 110' Dock
Our group of six adults loved our stay at One Particular Harbor! The property was beautiful and spacious! The pictures couldn’t do it justice. Our hosts were very helpful and attentive! We would definitely stay there again.

Vida De Aqua - Water Life!
We came for our second stay at Judy’s lovely house. It’s very clean and very comfortable and in a great location. The tiki hut has very comfortable chairs and is a great place to unwind with a drink in the evening. Highly recommended!!

Lower Duplex. Canal & Dock. Pool Club included
We love this place! close to the cabana club and beach. we are able to walk to the restaurant and bar in the evening. Loved the fire table in the yard we sat around it every evening. The area is so nice and quiet. We love everything about thud place. The host is very responsive to any question. This is our third time here and we will be coming back soon!
Family-friendly home rentals with a pool

Key West Paradise Poolside
I stayed at the Truman Annex last year for the boat races and loved the location. I decided to rent from Wally this year due to his condo was more open and also had a 2nd bath! He was very responsive when I texted him, the house was very clean and everything was perfect, I highly recommend!

Florida Keys Retreat / Completly remodeled
Perfect for our family of 5. Great outdoor area at the house for fishing and relaxing. The layout was great for us because of the separation from the master to the kitchen/living room…our baby could sleep and we didn’t have to worry about making noise and waking up the baby. KCB is in a great central location for exploring the Keys. We were also pleasantly surprised at the quality of restaurant’s nearby. The Cabana Club was crowded and has a small beach. Drinks there were good. I have nothing overly negative to say, other than that I wouldn’t look to stay in KCB or this property if you just want to hang at the pool and beach all day. But it was fine for a few easy afternoons between other activities in the area. We highly recommend and would stay again!

NEW LUXURY 4/3 SINGLE FAMILYw/HEATED P00L,BOATDOCK
It was an awesome place! Beautiful, clean, and cozy! You can pull your boat right up to the dock! easy access threw the canal to the ocean and a couple of restraunts! pools nice! plenty of room for a big family! All of your amenities are nearby! Grocery store, restraunts, bars if your into that, gift shops and more!

Beach Hut: beach front, heated pool.
THE best place to stay in Marathon. Private quiet beach and everything in the area. Stay here if you want to experience the Keys. I would recommend getting a rental or having a car.

Reduced Rate! Beautiful 46' Yacht in Resort!
Awesome experience! Great communication from booking through check in and during stay. Great boat in beautiful setting. Ton of amenities outside your door with downtown key west a quick shuttle away. Highest recommendation.

Keys Waterfront Pool Home - Dock - Ocean - Kayaks
We had a great stay at Mary and Jeff’s. The house was clean and comfortable and the kitchen was well stocked for cooking. We spent a lot of time relaxing by the pool, we fished off Key West, and we rented a boat for a day just down the street. If you’re looking to visit the Keys I definitely recommended their house for your stay.

2 BR Condo Banyan Tree, Key West,FL
Place was nice and clean. We had a great time.

Beautiful open plan remodeled home in Key Colony
Rolando was an excellent host! We thoroughly enjoyed our time at his place. The location was exactly what we were looking for as it was central in the keys and close to everything. We did run into a problem while there, but Rolando was extremely responsive and helpful and had the issue solved literally the very next day. All in all, it was an excellent place to stay.
Quick stats about vacation rentals that are family-friendly in Key Haven, Key West
Total rentals
80 properties
Nightly prices starting at
ﺩ.ﺇ331 before taxes and fees
Total number of reviews
900 reviews
Pet-friendly rentals
40 properties allow pets
Rentals with a pool
70 properties have a pool
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Destinations to explore
- Fitness-friendly rentals Key Haven
- Waterfront rentals Key Haven
- Rentals with pools Key Haven
- Pet-friendly rentals Key Haven
- Rentals with a washer and dryer Key Haven
- House rentals Key Haven
- Rentals with outdoor seating Key Haven
- Rentals with a patio Key Haven
- Family-friendly rentals Key West
- Family-friendly rentals Monroe 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