
Holiday houses in Naval Air Station Key West, Monroe County
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Top-rated holiday rentals in Naval Air Station Key West, Monroe County
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Popular amenities for Naval Air Station Key West, Monroe County holiday rentals
Other great holiday rentals in Naval Air Station Key West, Monroe County

Home in Summerland Key
4.82 out of 5 average rating, 57 reviewsKelly’s Kabin - Private FL Keys Cottage
LadyRating, 5 stars3 weeks ago
The cabin was cozy and super cute. It was impeccably clean. I only stayed one night but wish I stayed longer. She had all the necessary amenities. I didn’t get to use the patio since I mostly stayed out on the boat but wish I had more time to do so. Kristin had board games, shampoo, conditioner, body wash, blow dryer, washer, dryer and everything you would want in an AirBNB. There are plenty of restaurants nearby and the supermarket wasn’t too far. I felt safe in the neighborhood. I hope to come back and stay here again!
Top Guest favourite

Private room in Big Pine Key
4.97 out of 5 average rating, 36 reviewsSweet Spot - Kayak and SUP launch
JuleeRating, 5 stars1 month ago
We had a wonderful time. I took my daughter down to the Keys because well she’s 17 and growing up too fast so we got some us time. Our love for the ocean is deep. Staying here was perfect to get to Key West to do some adventures and was so peaceful to hangout and chill. Once you walk into the Airbnb it smelled so good and was very clean. Our room and bathroom was perfect. The Big Pine Rooster was our favorite place to eat. The breakfast and dinner was amazing and my daughter said they had great key Lime pie. We used the kayaks and just wished we would have been able to go out into the ocean instead of having to stay in the “slipway area” would have been amazing. Lili the owners sister was there and was great. She made sure the house always smelled great and made sure we were doing good and comfortable. She gave us a couple free passes for put out golf and unfortunately we couldn’t use them. Overall it was such a great stay and would recommend to everyone!

Condo in Stock Island
4.75 out of 5 average rating, 395 reviewsPrivate Parking & Waterfront - Grand Marina Suite
JRating, 5 stars1 month ago
Fantastic stay in a fantastic place! Highly recommended! Thank you very much

Home in Marathon
5 out of 5 average rating, 4 reviewsThe Roseate House at Grassy Key
MollyRating, 5 stars3 weeks ago
I don’t even know where to begin. From start to finish, our stay was absolute perfection. The views could not be beat. There are kayaks to venture out into the gulf and the mangroves, a pool that’s COOLED (you know how hot pools can get during the summer. It was so refreshing) and a garden oasis full of some of the most beautiful foliage I’ve ever seen. I’m from Charleston, SC. I’m used to waterfront living, but this was just something more magical than I could’ve ever predicted. I’m already planning my trip back for next year. Heidi left a great list of recs for restaurants and activities to do, but the property was so incredible, I only left to eat really. If you’re looking for a relaxing place to stay, with on site water days this is the place for you. The house is nice, but also has that old school beach vibe which is my absolute favorite. I just can’t say enough good things. Thank you so much, Heidi, for sharing your stunning home with us.
Guest favourite

Private room in Key West
4.88 out of 5 average rating, 355 reviewsMallory House Room #1
AubreyRating, 5 stars2 weeks ago
My husband and I enjoyed our 3 night stay here! David was a wonderful host - very responsive, and even helped us check-in early. The room and common areas were kept very clean, and the location was very walkable. We would gladly stay here again!
Guest favourite

Hotel room in Key West
4.95 out of 5 average rating, 21 reviewsMarrero's Guest Mansion Adult Only (21+) Room 6
LeannRating, 5 stars3 weeks ago
Stop looking and book this place! You will NOT be disappointed. You will experience friendly staff, comfy beds, roomy and the pool was amazing and private. Absolutely great location! One block from Duval street!

Boat in Key West
5 out of 5 average rating, 4 reviewsLuxurious 40' Sailing Yacht!
ChristianRating, 5 stars1 week ago
We spent four amazing days aboard the Shelly Kay with Blue Ocean Yacht Charters, and it was truly an unforgettable experience. From the moment we arrived, Cassey made sure we felt welcome and taken care of. She was incredibly attentive, quick to help with any questions or small issues, and always available when we needed her. The boat itself was in top shape—immaculate, well-maintained, and surprisingly spacious. Our quarters were very comfortable and had everything we needed to relax and enjoy the trip. It felt like our own private floating resort! Our excursion was the highlight of the stay—stunning views, smooth sailing, and such a peaceful way to explore the beauty of Key West. We couldn’t have asked for a better experience. If you’re looking for a unique and luxurious way to enjoy the Keys, this is it. We’ll definitely be back!
Top Guest favourite

Private room in Key West
4.97 out of 5 average rating, 148 reviewsBella's room - 1 Queen + 1 Twin, Shared bathroom
Hendrik HermannRating, 5 stars1 week ago
Very nice location in an old Villa. Very nice Tropic garden with waterfalls, great
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