
Villa vacation rentals in Key West
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Top-rated villa rentals in Key West
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Popular amenities for Key West villa rentals
Villa rentals with a pool

Isla Key Lime: FREE Boat Dockage Sept-Oct Only!
Key Lime Villa & Newman Hospitality were all around fantastic! We really enjoyed our weeklong stay at this beautiful property! They were a great host, very helpful and easy to deal with, super responsive too. The property itself was just as described, very nice, spacious and squeaky clean, very comfortable, we were able to settle in right away. Being big dog friendly was really nice as well, our boys were very comfortable and really enjoyed the place. We really love the pool and the fire pit area along with the dock area for sunset, it was very peaceful. Also, the location is perfect, it was right in the heart of the island so we were able to do a ton of walking to all of our restaurants and bars. We will definitely be back to stay here again for another trip soon! Thanks again to the team at Newman for making our stay a great one!

Isla Guava: FREE Boat Dockage Sept-Oct Only!
Amazing place, you can’t beat the location and property. The house was exceptionally clean and the host was very friendly and easy to communicate with. We will definitely return!!

Isla Kiwi: FREE Boat Dockage Sep-Oct Only!
Our first time staying here. Beautiful place close to all things around islamorada. Can walk pretty much anywhere. Great pool and grounds.

Florida Keys Sanctuary
I celebrated both my mom’s birthday and mine here, and from the moment I booked until check-out, the experience was nothing short of amazing. The property manager was incredibly helpful, responsive, and made everything seamless. Highly recommend!

3 EnSuite Bedrooms,FREE boat dockage Sept-Oct only
This house was perfect for our family of 5 for Spring Break. The canal at the back was perfect for fishing, kayaking and SUP. The pool was lovely and warm. The house and grounds were so beautiful and comfortable! We had a wonderful time and would stay here again in a heartbeat!

Luxury Waterfront Villa, Marathon, Florida Keys
Very clean quiet and an excellent pool area!

Duck Key *Bliss* Private Pool & Patio
We enjoyed all the little extra touches around the house also loved the privacy of the back yard with the pool.We would definitely stay here again

Picturesque Villa Near History of Diving Museum
Beautiful place on Islamorada halfway between Key West and Fort Lauderdale...so peaceful and great views... the heated pool was also very nice... the Lavazza coffee maker made our morning since its not really a place you can walk to/from... there is a flight of stairs just in case you have mobility issues... bathroom amenities are very nice!
Beachfront villa rentals

Sunset Villa in Duck Key
Perfect weekend getaway for us at this Duck Key townhouse! The views from the balcony were lovely, the accommodations inside the unit were comfortable and clean, and our host Gabriel was extremely responsive and helful when answering our questions. Would recommend this rental to anyone looking for a great stay in the Keys!

Seas the Keys Getaway
We have been going to Hawks Cay for over 10 years now and have stayed in the resort and many of the townhomes. Carmen‘s place is so peaceful, clean and nicely decorated you feel right at home. Our favorite part was the little pool on the patio overlooking the water. Best part of coming back home from a long day on the boat and taking a dip!

Refreshed & Elevated Indigo Reef Luxury Villa 15
Beautiful location in the Keys. We loved our stay, and the unit was comfortable, clean and new. Great pool, wonderful dock and pleasant neighbors. Would definitely come back!

Waterfront Villa: Serene Escape!
This was our first trip to the keys, and Marathon is the perfect home base. We had 6 people in our group, 4 teens and 2 adults and this home was absolutely perfect for our family. We loved the canal location and spent the mornings driving coffee while boats moved in and out. The pool was absolutely perfect and we didn't a lot of time, morning, noon and night enjoying the pool. Sleeping arrangements are great, plenty of beds for the whole crew. The house does not beach supplies, so make sure if that's on your list, you grab towels, cart, cooler. Sombrero beach is close and one of the nicest in the keys. The neighborhood is quiet, lots of other rentals, and felt very safe. This home is nicely decorated and the kitchen is big and spacious. We would love to come back tomorrow!!

"Keepin’ It Reel" Waterfront, 4BD/3BA FL Keys Home
The home and the location and the dock are all fantastic. The home is at the end of the channel so it takes a bit to get to, but you also don't have traffic so your boat is secure and not subject to other wakes, and there were a lot of iguanas which was really cool! The home is very well appointed and luxurious and also close to the main road so its easy to get to Publix and local restaurants. It also has all the pots and pans you could need. The master bedroom is spacious and has a nice bathroom and the sunset from the master is incredible. I highly recommend this property, 10/10 would absolutely rent it again! The ice machine was a really nice touch, it gave me enough ice for the cooler and the boat cooler every morning! Access to the Atlantic via boat takes about 20 minute and access to the Gulf via boat takes about 25 minutes.

luxury & fishing bigdavechartersandtours.comm -1m
Greta host !!! Great place !! Would absolutely stay here again !!!!! The pool is awesome!!! Very clean !!!

Villa in Paradise. Plunge pool. Middle of the Keys
The place certainly served its purpose for our short stay in the Keys. We didn’t spend a lot of time in the unit but when we were there it was quiet and private. The plunge pool was nice after a long hot walk. You cannot get direct access to the dock to walk near the unit as it has been cut off from walking so you do need to walk a bit to the other units closer to the entrance to gain access to walk. The basics were provided for a first night there (eg tiny shampoo and soap) so you certainly need to bring your own supplies. The place was clean and quiet and a good location 1/2 down the keys which was perfect for us.

Howard House on the Sea
Such a lovely place right on the water with awesome views. The house looked even better than the pictures. It was decorated nicely with family style accommodations. The house is updated beautifully and kitchen stocked nicely and felt like a home not a vacation rental. Seating around the dock area and upper deck was so nice and comfortable. Snorkeling along the area was enjoyable but you do need to be cautions of the local boats that come through the channel area. The host was very friendly and responsive and left a welcome gift packet of some basic needs to start our vacation. We look forward to returning for another vacation.
Private villa rentals

The Nest Villa & Marina in the heart of Islamorada
An amazing place! The pictures don’t do it justice and Gary was an amazing host as well! We plan to stay again in the future!

Villa 5034 on Duck Key BOAT SLIP available
Frank's place was just as listing shows! Perfect location on Duck Key. Beautiful sunsets right on Tom's Harbour. Would recommend to others!

2 Spacious Villa Perfect For Family Beach Retreat
All was great and as expected! Would stay again! Beautiful views.

Family Friendly Sunset Oasis!
Loved the Villa and its location. Host was excellent. A bit disappointed that we were not permitted to use the beautiful pool just behind the Villa. Also, second bedroom is very small (cannot tell from in-line photos) and while twin beds would serve children well, they are not suitable for adults.

Waterfront villa for families * Family friendly*
The place was decorated very cute, it was clean, had all the amenities necessary for a comfortable stay, would definitely book again.

Villa 5086 on Duck Key BOAT SLIP available
Great spot! Frank is very responsive! Highly recommend!

Villa 5028 on Duck Key BOAT SLIP available
This is a great spot. Very quiet and close to everything we wanted to do. The place was spotless and had everything we needed. Frank is very responsive. I highly recommend this place.

Key Lime Cottage - Lovely Duck Key Villa, Dip Pool
Beautiful little townhome on duck key! I had a medical conference, and I walked to it every morning. Very convenient. We would stay again. Our only complaint was that the larger bedroom bed was so uncomfortable. I woke with severe back pain first 2 nights. My husband and I then slept in the twin beds in the other bedroom which were much more comfortable! Other than that, no complaints. It was December, so dipping pool of course was cold, but it would be so nice to have during a summer stay! Quick responses from the owner or manager! We had enough trash bags, toilet paper and paper towels for 2 people for our 6 day stay, which was very nice! Kitchen is fully functional and full size fridge!
Quick stats about villa rentals in Key West
Total rentals
10 properties
Nightly prices starting at
G$50,361 GYD before taxes and fees
Total number of reviews
150 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with a pool
10 properties have a pool
Wifi availability
10 properties include access to wifi
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