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Check prices for these dates

Next weekend
14 Mar - 16 Mar
In two weeks
21 Mar - 23 Mar
In one month
4 Apr - 6 Apr
In two months
2 May - 4 May

Compare 14 Villas in Sugarloaf Key with updated reviews, rates, and availability.

Secret Villa II @ Old Town: with Private Pool, close to Duval!
Exterior

Secret Villa II @ Old Town: with Private Pool, close to Duval!

10.0 out of 10, Exceptional, (131)
" Superb location... secluded yet so close to everything in Old Town Key West. Sparkling clean. Comfortable. Thoughtfully stocked with everything you could possibly need. Very close to truly excellent restaurants. A market a close walk less than two blocks away. The Owner is responsive, happy to help and patient. I rented for a full month and we became friends. Take care of this place and it'll take care of you... perfectly. "
Secret Villa II @ Old Town: with Private Pool, close to Duval!
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
Atlantic View Luxury Villa with Pool
Swim-up bar

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 AED 1,859
AED 3,377 total
includes taxes & fees
26 Mar - 27 Mar
Atlantic View Luxury Villa with Pool
Secret Villa I @ Old Town with Private Pool, close to Duval!
Outdoor dining

Secret Villa I @ Old Town with Private Pool, close to Duval!

10.0 out of 10, Exceptional, (149)
"Excellent property, host, staff, cleaning, location!"
Secret Villa I @ Old Town with Private Pool, close to Duval!
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
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 AED 2,016
AED 2,555 total
includes taxes & fees
18 Mar - 19 Mar
Loft Villa Steps from Duval!
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!
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 AED 1,465
AED 1,847 total
includes taxes & fees
12 Mar - 13 Mar
Poolside Studio Villa Steps from Duval!
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, (75)
"Nice and clean homes with great space for family."
Location In Down Town Key West W/ 2 Pools, Huge Private Roof Deck & Parking
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, (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!
Zen Villa - A Luxurious 3-bedroom Sanctuary with WiFi & a Pool in Old Key West
3 bedrooms, iron/ironing board, travel crib, WiFi

Zen Villa - A Luxurious 3-bedroom Sanctuary with WiFi & a Pool in Old Key West

Zen Villa - A Luxurious 3-bedroom Sanctuary with WiFi & a Pool in Old Key West
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, (41)
"My husband and I were traveling to Key West with another couple to meet up with yet another couple who had their boat docked at Conch Marina. The 4 of us travelers wanted to stay on the island, so the search began for accommodations with 2BR 2BTH (somewhat challenging to find & get rented fast) and close to the marina. When I finally came across the Key West Villas #7 listing, it fit the bill, all of the reviews were positive & one review said that if you’re on the fence, book it!! It was...
The price is AED 2,934
AED 3,720 total
includes taxes & fees
19 Mar - 20 Mar
Two Bedroom Two Bath Poolside 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
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
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, (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...
The price is AED 2,934
AED 3,720 total
includes taxes & fees
11 Mar - 12 Mar
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 AED 1,649
AED 2,090 total
includes taxes & fees
23 Mar - 24 Mar
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 AED 1,759
AED 2,218 total
includes taxes & fees
7 Mar - 8 Mar
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 AED 1,649
AED 2,090 total
includes taxes & fees
18 Mar - 19 Mar
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 | Flat-screen TV

Old Wooden Bridge Resort and Marina

2.5 star property
8.4 out of 10, Very Good, (195)
"Everything about it was great"
The price is AED 657
AED 1,107 total
includes taxes & fees
10 Mar - 11 Mar
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, (121)
"We enjoyed the small deck that allowed us to watch the boat activity. The shower was so slick it was dangerous to use. It was a little inconvenient to either walk on the short gravel path or walk on the decking and step over all the hoses that were used by the fishing boats. Overall, it was about what we expected from the web site description."
The price is AED 757
AED 1,467 total
includes taxes & fees
12 Mar - 13 Mar
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, (375)
"Thank you"
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.

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