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Compare 14 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, (39)
"If you are looking for the perfect stay in Key West, look no further! From the unit itself with the private Balcony, to the incredible hosts and then the location (one block in from the middle of the Duval street) we could have not asked for more. So close to everything yet far enough not to hear all the fun taking place daily. The daily breakfasts and the happy hour are perfect to get to day started and then the evening. We cannot thank you enough for sharing one of your private unites with...
Two Bedroom Two Bath Balcony Villa Steps from Duval!

Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere

9.8 out of 10, Exceptional, (151)
"Property itself is great, pool is nice, glad it was heated. Property manager allowed us to drop off bags once we arrived, which was good so we didnt have to carry them around before check in. Also allowed for us to leave bags after checkout, before our flight. Great location if you do not mind the noise throughout the night and earler morning. Top 2 bedrooms the noise was not an issue, the Master bedroom on the other hand if you are a light sleeper DO NOT pick that room. Besides that the...
Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere

Poolside Studio Villa Steps from Duval!

10.0 out of 10, Exceptional, (19)
"Definitely recommend!"
The price is SAR 1,872
SAR 2,372 total
includes taxes & fees
3 Mar - 4 Mar
Poolside Studio Villa Steps from Duval!

Atlantic View Luxury Villa with Pool

3.5 star property
10.0 out of 10, Exceptional, (1)
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
The price is SAR 1,899
SAR 3,449 total
includes taxes & fees
1 Mar - 2 Mar
Atlantic View Luxury Villa with Pool

Location In Down Town Key West W/ 2 Pools, Huge Private Roof Deck & Parking

9.8 out of 10, Exceptional, (75)
"Nice and clean homes with great space for family."
Location In Down Town Key West W/ 2 Pools, Huge Private Roof Deck & Parking

Loft Villa Steps from Duval!

10.0 out of 10, Exceptional, (12)
"You could ask for nothing more at Kevin and Heather's villas. Every need is met - breakfast, snacks, daily happy hour. Villa was comfy, beds were comfy, pool was gorgeous and hot tub was warm and inviting. Plenty of friendly neighbors to talk to at the hot tub nightly or on the front porch at breakfast. Heather and Kevin made my 60th birthday trip special - they even did a birthday cake shot for Happy Hour! Loved our short time there and hope to go back next year."
The price is SAR 2,434
SAR 3,087 total
includes taxes & fees
13 Mar - 14 Mar
Loft Villa Steps from Duval!

Two Bedroom Two Bath Poolside Villa Steps from Duval!

10.0 out of 10, Exceptional, (40)
"The Key West Villas are comfortable and quaint with easy access to all the fun on Duval st. The hosts are genuine and gracious doing all they can to make your time in Key West the best. They have thought of every detail offering items we didn’t think we would need but greatly appreciated. A well balanced continental breakfast started our day right. Daily happy hour offered great drinks and an opportunity to share stories of the day with other guests. The pool and hot tub are just the thing...
The price is SAR 3,372
SAR 4,273 total
includes taxes & fees
19 Mar - 20 Mar
Two Bedroom Two Bath Poolside Villa Steps from Duval!

Coral Villa by AvantStay | Close 2 DT Key West | Shared Pool & Patio!

9.2 out of 10, Wonderful, (29)
"Very happy with the building and property. My one suggestion is that the mattress on all beds need to be replaced. Need more spoons in silver tray."
Coral Villa by AvantStay | Close 2 DT Key West | Shared Pool & Patio!

Admirals Gold Key West - Truman Annex Villa - Close to Beach and Duval w Pool and Parking

10.0 out of 10, Exceptional, (31)
"Everything was wonderful. Attentive management and very well decorated. "
Admirals Gold Key West - Truman Annex Villa - Close to Beach and Duval w Pool and Parking

Coral Garden by Avantstay Great Location w/ Balcony & Shared Pool

4.0 star property
6.0 out of 10, (2)
"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

Coral Palm by AvantStay | Key West Walkable| Gated Community & Shared Pool

9.6 out of 10, Exceptional, (10)
"Very comfortable beds & pillows!!!! Just minutes away from Key West - Duval St, Lighthouse, Southernmost Buoy, Zero Mile Marker, Restaurants, & Shopping. Very quiet gated community/neighborhood. Felt very safe walking dog @ all hours of the night/am (10 pm - 5 am) Definitely a great place to stay. Pool was in backyard area…just a couple of steps away! Enjoyed our stay & visit in this area. "
Coral Palm by AvantStay | Key West Walkable| Gated Community & Shared Pool

Emerald Seas - Florida Keys Ocean Front Paradise!

10.0 out of 10, Exceptional, (14)
"What a great place to stay!!! We enjoyed watching the fish every night right off the dock. Shawn and Cindy were very accommodating when we wanted to extend our stay."
Emerald Seas - Florida Keys Ocean Front Paradise!

Poolside King Room Steps from Duval!

10.0 out of 10, Exceptional, (1)
"If you’re looking to stay in Old Town this is the perfect location. Pool right outside the room, FREE Happy Hour from 4-5 and very accommodating hosts. Good for families or couples alike. Awesome!"
The price is SAR 1,872
SAR 2,364 total
includes taxes & fees
3 Mar - 4 Mar
Poolside King Room Steps from Duval!

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 SAR 1,684
SAR 2,101 total
includes taxes & fees
12 Mar - 13 Mar
Poolside Queen Room Steps from Duval!
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.
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Other property types in Sugarloaf Key

Aqua Lodges at Hurricane Hole Marina

2.0 star property
8.8 out of 10, Excellent, (116)
"Great houseboat to stay at. Nice accomidations , something different then your normal hotel room."
The price is SAR 1,038
SAR 1,695 total
includes taxes & fees
23 Feb - 24 Feb
Aqua Lodges at Hurricane Hole Marina

Old Wooden Bridge Resort and Marina

2.5 star property
8.4 out of 10, Very Good, (191)
"Beautiful room overlooking the marina. Loved the rockers on the deck. "
The price is SAR 709
SAR 1,173 total
includes taxes & fees
17 Feb - 18 Feb
Old Wooden Bridge Resort and Marina

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 star property
8.4 out of 10, Very Good, (289)
"I had a great experience with my family!"
The price is SAR 1,500
SAR 1,793 total
includes taxes & fees
26 Feb - 27 Feb
Hyatt Vacation Club at Sunset Harbor, Key West
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.

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