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Check prices for these dates

Next weekend
24 Jan - 26 Jan
In two weeks
31 Jan - 2 Feb
In one month
14 Feb - 16 Feb
In two months
14 Mar - 16 Mar

Featured Villas in Sugarloaf Key

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

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!
Pool

Poolside Studio Villa Steps from Duval!

10.0 out of 10, Exceptional, (19)
"Definitely recommend!"
The price is AU$785
includes taxes & fees
29 Jan - 30 Jan
Poolside Studio Villa Steps from Duval!
Coral Garden by Avantstay Great Location w/ Balcony & Shared Pool
Beach

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

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

9.8 out of 10, Exceptional, (72)
"Great location right off of Duval. We walked everywhere! Plenty of space on both properties for our group of 12. "
Location In Down Town Key West W/ 2 Pools, Huge Private Roof Deck & Parking
Coral Palm by AvantStay | Key West Walkable| Gated Community & Shared Pool
Outdoor dining

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

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

9.2 out of 10, Wonderful, (27)
"Great location and great access. Safe and secure."
Coral Villa by AvantStay | Close 2 DT Key West | Shared Pool & Patio!
Emerald Seas - Florida Keys Ocean Front Paradise!
Property grounds

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

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
Loft Villa Steps from Duval!
A heated pool

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 AU$1,033
includes taxes & fees
27 Jan - 28 Jan
Loft Villa Steps from Duval!
Two Bedroom Two Bath Poolside Villa Steps from Duval!
A heated pool

Two Bedroom Two Bath Poolside Villa Steps from Duval!

10.0 out of 10, Exceptional, (38)
"The villas are very well located, close to restaurants, bars and all the social life of Key West, they treated us very well, they gave us a welcome bottle of wine, the villa equipped with everything necessary to make the stay a pleasure, Clean with luxury amenities for guests. The employees were wonderful and they offered continental breakfast every day. I would return to the place many times"
The price is AU$1,345
includes taxes & fees
29 Jan - 30 Jan
Two Bedroom Two Bath Poolside Villa Steps from Duval!
Two Bedroom Two Bath Balcony Villa Steps from Duval!
Pool

Two Bedroom Two Bath Balcony Villa Steps from Duval!

10.0 out of 10, Exceptional, (38)
"From the property, location, to the owners you cannot find a better bed and breakfast in the Keys. Look no further, book your stay and enjoy wonderful hospitality and all Key West has to offer. "
The price is AU$1,345
includes taxes & fees
27 Jan - 28 Jan
Two Bedroom Two Bath Balcony Villa Steps from Duval!
Poolside Queen Room Steps from Duval!
Pool

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 AU$723
includes taxes & fees
20 Jan - 21 Jan
Poolside Queen Room Steps from Duval!
One Bedroom Deck Villa Steps from Duval!
A heated pool

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 AU$1,345
includes taxes & fees
6 Feb - 7 Feb
One Bedroom Deck Villa Steps from Duval!
Poolside King Room Steps from Duval!
A heated pool

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 AU$1,136
includes taxes & fees
12 Feb - 13 Feb
Poolside King 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

Old Wooden Bridge Resort and Marina
2 Bedroom Aqua Lodge # 13 Barracuda | Living area

Old Wooden Bridge Resort and Marina

2.5 star property
8.4 out of 10, Very good, (176)
"It is very quite. There is a bridge near to the cabin. "
The price is AU$396
includes taxes & fees
26 Jan - 27 Jan
Old Wooden Bridge Resort and Marina
Aqua Lodges at Hurricane Hole Marina
Restaurant

Aqua Lodges at Hurricane Hole Marina

2.0 star property
8.8 out of 10, Excellent, (110)
"Family had a great time "
The price is AU$602
includes taxes & fees
20 Jan - 21 Jan
Aqua Lodges at Hurricane Hole Marina
Steps from Duval, Pool on Site & Bikes Included!
Beach towels

Steps from Duval, Pool on Site & Bikes Included!

9.6 out of 10, Exceptional, (361)
"Fun little place with a great pool. Ken was very helpful in all aspects. Highly recommended. Be aware its a small place but very comfortable."
The price is AU$558
includes taxes & fees
3 Feb - 4 Feb
Steps from Duval, Pool on Site & Bikes Included!
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.

Frequently asked questions

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.