Search Vacation Homes in Sugarloaf Key

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Check prices for these dates

Next weekend

28 Rab. I - 30 Rab. I

In two weeks

4 Rab. II - 6 Rab. II

In one month

18 Rab. II - 20 Rab. II

In two months

16 Jum. I - 18 Jum. I

Compare 807 Vacation Homes in Sugarloaf Key with updated reviews, rates, and availability.

"Great location. The room met our needs. It was clean and comfortable. The owner did a great job of communicating everything we needed to know. Everything was walkable, which we appreciated. "

"Great place. Quiet and relaxing yet close to everything Key West!"

"Excellent property and location! Really enjoyed the property!"

"The place was cute; we had everything we needed and it was convenient to all the fun w/o being too close to all the noise and busyness of Duval St. Loved it!"

"We stayed for four nights. They have ample beds, a nice tv, a large kitchen, and many parking spots. There are not many walkable beaches but there is a couple of good restaurants nearby. We had a great time, everything was nice, and everything was as listed. I would rent again. "

SAR 2,809 total

includes taxes & fees

31 Mar - 1 Apr

"Our stay was absolutely incredible. The condo was bigger than we were expecting so we had plenty of room to spread out and relax. The property management website was super helpful and the customer service was amazing as well! Nothing but good reviews from everyone who stayed there!"

"Beautifully appointed house with every amenity that you could need. The location was great - right in heart of all the Key West fun. The pool area was a great place to hang out and relax too. We really enjoyed the property and had a wonderful time!"

SAR 9,722 total

includes taxes & fees

25 Mar - 26 Mar

"My sister and friend from north Alabama and my youngest daughter and I decided on a last minute mini vacation. We found this little gem of a place while looking for places to stay in the Keys. Although it could use some TLC, we found the property to be clean, well-stocked and perfect for a short stay, some family time, rest and relaxation. We truly enjoyed our stay and would definitely consider staying here again,"

SAR 2,260 total

includes taxes & fees

2 Apr - 3 Apr

"Close to up and coming restaurants on Stock Islabd. Clean manufactored home among trailers."

"Great location. Can walk to everything. Great that there is a parking space for one medium sized car. Loved Hemingway’s Home tour. "

"I could not suggest anything that could have made this place any better (someone to peel grapes and feed them to me?) really ideal on every front location accommodations cleanliness communication all 10!"

"We loved our stay here! This place had everything that we needed. The resort was safe for my kids to roam around for pickleball, swimming, and fishing. Thank you!"

"Absolutely a gorgeous property and fantastic location. Key West is our favorite place to visit. This house, along with the property manager, made this year's visit the best yet! Thanks for a great birthday and we look forward to booking this property again next year"

"Property was located perfect for seeing old Key west area. Property was clean and well maintained. We would definitely stay there again!"

SAR 4,096 total

includes taxes & fees

7 Apr - 8 Apr

"Nice property. We enjoyed our stay."

"We had a family of four, and it was a great trip. The property was a perfect location to walk everywhere. We loved the house. Unlike other house, it was actually cooler on the top floor compared to the other floors, but it worked out well with the bedrooms upstairs. Great communication with the property, and albeit small, the pool was a nice addition. "

"The interior was beautifully done. Well laid out and good amenities. Exterior needs work to compliment the inside."

SAR 5,162 total

includes taxes & fees

6 Apr - 7 Apr

"We loved the location and style of this apartment. Perfect for small families or couples. "

SAR 3,188 total

includes taxes & fees

1 Apr - 2 Apr

"Definitely need to update the property. Day to day cleanliness was good but many burnt out light bulbs or mismatched bulbs. A coat of paint and updated furniture would help. House A has no view of the water and may have chosen a different place in the complex if i had known. Pool was well taken care of and lots of privacy by the home. Convenient to Key west and lots of good local restaurant choices. Beds were very comfortable. "

"My husband and I stayed at this lovely three-story home with two other couples. The home is well furnished and well stocked and immaculate. We thoroughly enjoyed the outdoor deck and pool area for cocktails, playing cards or just relaxing. We would definitely stay again!"

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Other property types in Sugarloaf Key

"Was amazing, unlike any place i've ever stayed"

SAR 1,613 total

includes taxes & fees

6 Apr - 7 Apr

2 Bedroom Aqua Lodge # 13 Barracuda | Living area | Flat-screen TV

"It was a little off the beaten path, but staff were super friendly and communicative. Full kitchen was definitely a perk for family travel. An easy drive to Key West, though not much to do locally (unless you fish!). Lovely sunrise, and we saw key deer."

SAR 1,004 total

includes taxes & fees

25 Mar - 26 Mar