Villas in Sugarloaf Key

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Compare 21 Villas in Sugarloaf Key with updated reviews, rates, and availability.

Two Bedroom Two Bath Balcony Villa Steps from Duval!
10.0 out of 10, Exceptional, (34)
"Great place to stay and great owners!"
The price is $549
$688 total
includes taxes & fees
Jun 24 - Jun 25
Two Bedroom Two Bath Balcony Villa Steps from Duval!
Luxury Oceanview Pool Eco-friendly Villa Near Key West
10.0 out of 10, Exceptional, (1)
"Stayed at the house for a week with a large group of friends for a bachelor party. The house had everything you need and everything works. There is a nice view and the pool out back is decently shaded by a sun cover. There were some non grocery items like trash bags, laundry stuff, tin foil, etc so we didn’t need to be exhaustive with our purchasing at the store. The basketball net in the ad was missing a hoop but that was the only small thing awry. The property is great and the owner has...
Luxury Oceanview Pool Eco-friendly Villa Near Key West
Pilar's Cottage by Brightwild | Studio w/Pool!
9.4 out of 10, Exceptional, (9)
"Location could not be more ideal, walking to everything. Our host Jason was so accommodating and quick to respond to any needs we had."
The price is $261
$470 total
includes taxes & fees
Jun 10 - Jun 11
Pilar's Cottage by Brightwild | Studio w/Pool!
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Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere
9.8 out of 10, Exceptional, (147)
"We couldn’t have been happier with our choice to stay in this first class condo. It’s perfect. The condo itself is beautiful- along with amazing artwork that my wife didn’t stop talking about. The many outside spaces and pool are just perfect. And the location can’t be beat. We were a bit worried about the noise before we arrived because of the busy location - but it didn’t bother us at all. So if that’s a concern I wouldn’t worry about it. Just a perfect place to stay in Key West and would be...
Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere
Two Bedroom Two Bath Poolside Villa Steps from Duval!
10.0 out of 10, Exceptional, (32)
"I would not consider staying anywhere other than Key West Villas when visiting Key West. Hosts Kevin and his wife were super attentive, friendly and couldn't have been more hospitable! Our villa was well equipped and clean. Really enjoyed the daily Happy Hour gathering which included a wide variety of drinks and of course, the shot of the day! Look forward to returning here for another vacation!"
The price is $499
$630 total
includes taxes & fees
Jun 19 - Jun 20
Two Bedroom Two Bath Poolside Villa Steps from Duval!
Harborwalk Hideaways by Brightwild |Prime Location
10.0 out of 10, Exceptional, (3)
"This property worked out fantastic for us. We had a large group for a bachelorette. We occupied the whole compound utilizing all 3 villas. The court yard with small pool was so cute and we loved sitting there and chatting about our previous night as a group while sipping our morning coffee. The rooms were super cute, clean and fit us all comfortably (we had 12 girls). We needed to contact the property managers a couple of times and they answered quickly and serviced our requests in a very timely...
The price is $1,083
$1,936 total
includes taxes & fees
Jun 12 - Jun 13
Harborwalk Hideaways by Brightwild |Prime Location
Coral Garden by Avantstay Great Location w/ Balcony & Shared Pool
4.0 star property
10.0 out of 10, Exceptional, (1)
"The accommodations were very nice and comfortable. The place was clean and well maintained. TV/cable instructions would have been very helpful. The upstairs hallway smoke detector triggered for no apparent reason and i had to stand on a stool to deactivate it -kind of dangerous."
Coral Garden by Avantstay Great Location w/ Balcony & Shared Pool
Location In Down Town Key West W/ 2 Pools, Huge Private Roof Deck & Parking
9.8 out of 10, Exceptional, (70)
"This property is ideal for a large group with plenty of space to spread out and also to gather. Perfectly located within walking distance of everything. Both units are very well appointed, extremely clean, and very comfortable. This is our second time renting this property, and we hope to do it again! We were better acclimated this time and enjoyed our stay that much more. So convenient and easy, and the property manager is super friendly and responsive."
Location In Down Town Key West W/ 2 Pools, Huge Private Roof Deck & Parking
Coral Garden by AvantStay | Great Location w/ Balcony & Shared Pool
9.6 out of 10, Exceptional, (4)
"We enjoyed 4 nights and had a wonderful trip. The home was very clean and colorful and stylish. It was quiet and we slept well. There was not a lot of room in the 2nd bedroom for the extra bed that was in the closet. With the extra bed set up you could not access the porch without climbing over the beds. We ended up bringing the extra bed downstairs and one of our kids slept on the main floor. The beds were all very comfortable. We enjoyed spending time on the porches. It was close enough to the...
Coral Garden by AvantStay | Great Location w/ Balcony & Shared Pool
Poolside Studio Villa Steps from Duval!
10.0 out of 10, Exceptional, (12)
"Great communication from the time of booking. Great people to deal with and excellent location. Quiet area. Love the happy hour they offer too!"
The price is $249
$313 total
includes taxes & fees
Jun 11 - Jun 12
Poolside Studio Villa Steps from Duval!
Coral Palm by AvantStay | Key West Walkable
9.6 out of 10, Exceptional, (9)
"Property was very nice and clean in a gated community. After we arrived we went to fix supper and discovered the oven was NOT working. With it being around the holidays they were not able to get a repairman to get it fixed until after our stay. I would have appreciated some type of little refund as the reason we like VRBO’s is so we can eat one meal a day a home and not have to eat out all the time. 7 people eating out all the time gets expensive in a hurry. And we had already grabbed a few...
Coral Palm by AvantStay | Key West Walkable
Coral Villa by AvantStay | Close 2 DT Key West
9.2 out of 10, Wonderful, (27)
"Great location and great access. Safe and secure."
Coral Villa by AvantStay | Close 2 DT Key West
Emerald Seas - Florida Keys Ocean Front Paradise!
10.0 out of 10, Exceptional, (11)
"Beautiful, comfortable house on the open water with beautiful views. Did not want to leave."
The price is $499
$823 total
includes taxes & fees
Jun 13 - Jun 14
Emerald Seas - Florida Keys Ocean Front Paradise!
African Queen by Brightwild | GREAT Suite
7.6 out of 10, Good, (5)
"Location of property offers convenient access to historic downtown whenever you want. However, the option to privately and quietly spend time in the outside area is there as well. Well maintained property,"
The price is $213
$408 total
includes taxes & fees
Jun 25 - Jun 26
African Queen by Brightwild | GREAT Suite
Loft Villa Steps from Duval!
10.0 out of 10, Exceptional, (7)
"The location was perfect and the owners were amazing. The breakfast and happy hour were wonderful, I was always receiving texts to check on us. Would definitely stay here again!"
The price is $349
$443 total
includes taxes & fees
Jun 10 - Jun 11
Loft Villa Steps from Duval!
The Villa of Pelico Palms
10.0 out of 10, Exceptional, (1)
"Great location and nice homeowners. We would stay again."
The Villa of Pelico Palms
Poolside Queen Room Steps from Duval!
10.0 out of 10, Exceptional, (1)
"Perfect location, awesome hosts, and the Key West Villas were wonderful. The pool area provided a tranquil area to relax."
The price is $219
$276 total
includes taxes & fees
Jun 9 - Jun 10
Poolside Queen Room Steps from Duval!
One Bedroom Deck Villa Steps from Duval!
10.0 out of 10, Exceptional, (6)
"Outstanding place to stay! Awesome amenities and great location! A definite stay and a place to return again! Nice continental breakfast, afternoon snacks, excellent happy hour and specialty shot of the day! Beautiful grounds, great pool, awesome hosts too! Thanks for a great stay at Key West Villas!"
The price is $329
$417 total
includes taxes & fees
Jun 11 - Jun 12
One Bedroom Deck Villa Steps from Duval!
Key West Paradise w/ Private Pool + Ocean View
3.0 star property
Key West Paradise w/ Private Pool + Ocean View
Hyatt Beach House Resort. Key West. 2 Bedroom. 2 Bathroom WEEK Stay.
10.0 out of 10, Exceptional, (4)
"Our 2nd trip to Hyatt Beach Resort and love everything about it! Bathrooms were recently updated and place was clean, staff helpful and we'd go back again!"
Hyatt Beach House Resort. Key West. 2 Bedroom. 2 Bathroom WEEK Stay.
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other property types in Sugarloaf Key

Old Wooden Bridge Resort and Marina
2.5 star property
8.6 out of 10, Excellent, (129)
"So,keep in mind that we were just stopping over for the night and thought it be fun to stay the night on a houseboat with the kids on our way to the next part of our trip. We did not realize that this was a fishing area and found it very smelly! Now, if you are an avid fisherman or fisherwoman, then you probably wouldn’t have a problem with it. The place was fine, I would say it’s more like camping in an RV. We enjoy seeing the key deer and iguana…it was the highlight of our stay."
The price is $139
$256 total
includes taxes & fees
Jun 9 - Jun 10
Old Wooden Bridge Resort and Marina
Steps from Duval, Pool & Bikes $129-$299 Night!
9.6 out of 10, Exceptional, (333)
"Ken's place is awesome. Between the included use of two bikes to putt around town, the perfect location (close enough to walk to Duval, but still away from the craziness), the spotless room and bath, ice cold A/C unit, comfy bed, and well apportioned mini kotched...I can't imagine a better deal in Key West. My fiance and I had a blast for our week there. Ken was amazing as well in his communication and helpfulness with the area. Hope we can stay whenever our next trip to KW comes!"
The price is $99
$239 total
includes taxes & fees
Jun 20 - Jun 21
Steps from Duval, Pool & Bikes $129-$299 Night!
Aqua Lodges at Hurricane Hole Marina
2.0 star property
8.8 out of 10, Excellent, (88)
"Everyone was extremely nice and helpful."
The price is $98
$251 total
includes taxes & fees
Jun 12 - Jun 13
Aqua Lodges at Hurricane Hole Marina
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Sugarloaf Key Villas information

Number of reviews
353
Accommodation
21 Villas
Lowest Price
$213
Highest Price
$1,083

Frequently asked questions

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How can I find cheap villas in Sugarloaf Key?
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What is there to do near my villa in Sugarloaf Key?
After you’ve unpacked your things and settled in, get out and discover the incredible things Sugarloaf Key has for you to experience. Florida Keys Beaches is a top attraction to add to your must-see list.

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