Search Villas in Sugarloaf Key

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
4 Rab. II - 6 Rab. II
In two weeks
11 Rab. II - 13 Rab. II
In one month
25 Rab. II - 27 Rab. II
In two months
23 Jum. I - 25 Jum. I

Compare 18 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, (152)
"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 SAR 1,899
SAR 3,449 total
includes taxes & fees
6 Apr - 7 Apr
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, (150)
"Excellent property, host, staff, cleaning, location!"
Secret Villa I @ Old Town with Private Pool, close to Duval!
Loft Villa Steps from Duval!
A heated pool

Loft Villa Steps from Duval!

10.0 out of 10, Exceptional, (13)
"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 1,872
SAR 2,372 total
includes taxes & fees
1 Apr - 2 Apr
Loft Villa Steps from 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
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, (42)
"Loved staying here, easy walking to everything we wanted to do. We had a 2 bedroom and were very comfortable, beds were really comfy. Pool area was a nice place to hang out after dinner. Would stay again for sure "
The price is SAR 2,810
SAR 3,562 total
includes taxes & fees
28 Mar - 29 Mar
Two Bedroom Two Bath Poolside Villa Steps from Duval!
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 SAR 1,497
SAR 1,898 total
includes taxes & fees
30 Mar - 31 Mar
Poolside Studio 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!
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!
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
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
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 SAR 2,997
SAR 3,800 total
includes taxes & fees
10 Apr - 11 Apr
Two Bedroom Two Bath Balcony 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 SAR 1,497
SAR 1,883 total
includes taxes & fees
31 Mar - 1 Apr
Poolside King Room 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."
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 SAR 1,872
SAR 2,372 total
includes taxes & fees
30 Mar - 31 Mar
One Bedroom Deck Villa 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.
Don't see what you're looking for?
See all available properties in Sugarloaf Key
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Sugarloaf Key

Aqua Lodges at Hurricane Hole Marina
Restaurant

Aqua Lodges at Hurricane Hole Marina

2.0 star property
8.8 out of 10, Excellent, (123)
"Was amazing, unlike any place i've ever stayed"
The price is SAR 628
SAR 1,335 total
includes taxes & fees
27 Mar - 28 Mar
Aqua Lodges at Hurricane Hole Marina
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
8.6 out of 10, Excellent, (203)
"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."
The price is SAR 521
SAR 962 total
includes taxes & fees
27 Mar - 28 Mar
Old Wooden Bridge Resort and Marina
Hyatt Vacation Club at Sunset Harbor, Key West
Outdoor pool

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 star property
8.4 out of 10, Very Good, (290)
"I had a great experience with my family!"
The price is SAR 1,444
SAR 1,730 total
includes taxes & fees
24 Apr - 25 Apr
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.

Frequently asked questions

Why book your villa in Sugarloaf Key with Expedia?
Booking a villa in Sugarloaf Key is as easy as working out your travel dates and selecting a place suited to your needs. In search of something inexpensive or upscale, or a stay that also has free WiFi? Use Expedia’s search filters to narrow your results and find your ideal match.
How can I find cheap villas in Sugarloaf Key?
Expedia is here to help you locate cheap villas in Sugarloaf Key. Use the filter tool to choose star rating, budget and amenities to refine your search and find an ideal stay in a few quick clicks.