
Vacation rentals in Raccoon Key
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Top-rated vacation rentals in Raccoon Key
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Superhost

Hotel room in Key West
5 out of 5 average rating, 6 reviewsAquamarine Deluxe King
AliciaRating, 5 stars7 months ago
This is a cute little place that is walkable to Duval and many other fun things around town. It has a nice pool and the grounds are lovely. We arrived early and were able to check in before the 3pm time, which was awesome. I also appreciate that they will hold your bags for you after check out if you want to do some things before departing. Overall a great stay.

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!
Superhost

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!

Houseboat in Key West
4.74 out of 5 average rating, 192 reviewsDeluxe Bungalow
MichaelRating, 5 stars4 days ago
First time in Key West, and staying on a house boat was an experience that we loved. Loved the atmosphere and especially the iguanas and birds that came to visit. Even got to see a mantee in the harbor right next to the boat. Will definitely come here again.

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!

Boat in Key West
4.92 out of 5 average rating, 12 reviewsYacht Just Chillin': Anchored Out on the Ocean!
CindyRating, 5 starstoday
We loved our stay! We enjoyed grilling out and eating all our meals on the deck with the constant ocean breeze. The sunrise and sunset were amazing! We spent hours in the water - the boat swings around to the light green clear water where you can stand or float around with noodles (get some from Publix’s). Bathrooms smelled fresh and water pressure was great. We slept well with the AC. Captain Kevin is a friendly and responsive host, even for the small things.

Home in Key West
4.71 out of 5 average rating, 17 reviews3-Bed Oasis in Midtown Key West
AlexRating, 5 stars1 month ago
Great space to relax in key west. Fun and Cool decor with a tropical vibe.

Boat in Key West
4.71 out of 5 average rating, 7 reviewsElegant Sailboat Stay
JulietRating, 5 stars3 weeks ago
Airbnb at it's best! So glad to have chosen this experience over a hotel alternative. We loved her charm and character and wished to have sailed the oceans on her!
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