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
18 Apr - 20 Apr
In two weeks
25 Apr - 27 Apr
In one month
9 May - 11 May
In two months
6 Jun - 8 Jun

Compare 16 Villas in Sugarloaf Key with updated reviews, rates, and availability.

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, (154)
"Perfect location and beautiful, clean home. Quick response when we were in need of anything. "
Secret Villa I @ Old Town with Private Pool, close to Duval!
Secret Villa II @ Old Town: with Private Pool, close to Duval!
3 bedrooms, in-room safe, desk, blackout drapes

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

10.0 out of 10, Exceptional, (133)
"Loved how it was secluded but yet accessible to everything. "
Secret Villa II @ Old Town: with Private Pool, close to Duval!
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
28 Apr - 29 Apr
Atlantic View Luxury Villa with Pool
Loft Villa Steps from Duval!
A heated pool

Loft Villa Steps from Duval!

10.0 out of 10, Exceptional, (15)
"Can’t say enough great things about this place. From the hosts to the property itself, top notch!"
The price is AED 1,833
AED 2,312 total
includes taxes & fees
5 May - 6 May
Loft Villa Steps from Duval!
Coral Palm by AvantStay | Key West Walkable| Gated Community & Shared Pool
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
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 AED 2,567
AED 3,256 total
includes taxes & fees
12 May - 13 May
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, (20)
"We had just a short 3 night stay. All the extra little touches made our stay special. Such as; A bottle of wine to welcome us, coolers, beach chairs, beach umbrellas and ice machine for us to use anytime. Free happy hour drinks gave us a chance to meet people. The location was perfect for walking to Duval St restaurants and shopping. Kevin and Heather were very good to us. "
The price is AED 1,466
AED 1,858 total
includes taxes & fees
22 Apr - 23 Apr
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, (76)
"Lots of space for adults to commune on one of the several balconies, lay by one of two pools, or retreat to another room for solitude. Perfectly appointed and gently worn. Only recommend that upon turnover for next rental, make sure all appliances, locks, etc. are fully functioning. Overall, a great location and well managed. Thank you!"
Location In Down Town Key West W/ 2 Pools, Huge Private Roof Deck & Parking
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, (153)
"We have stayed here now at least a few years in a row, and it continues to be wonderful. You cannot beat the location for convenience and to enjoy the music from next door at Willy T's. We love sitting on the balcony overlooking Duval Street and taking in all of those sights and sounds from the comfort of home! Sun is plenty on the rooftop patio, while the pool stays mostly shaded. Parking is easy, and the owner and property manager are both delightful. The music next door can be loud at night,...
Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere
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, (30)
"We enjoyed the stay. The place was clean, the check in and out was easy. Great stay!"
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 Parking and Pool Access
Lobby

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

10.0 out of 10, Exceptional, (32)
"The property was beautiful and spacious. My whole family was comfortable and enjoyed."
Admirals Gold Key West - Truman Annex Villa - Close to Beach and Duval w Parking and Pool Access
Coral Garden by Avantstay Great Location w/ Balcony & Shared Pool
Interior

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 AED 2,567
AED 3,256 total
includes taxes & fees
13 May - 14 May
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 AED 1,466
AED 1,825 total
includes taxes & fees
5 May - 6 May
Poolside King 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 1,833
AED 2,315 total
includes taxes & fees
17 Apr - 18 Apr
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

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, (212)
"Good experience, clean house and safe !"
The price is AED 511
AED 942 total
includes taxes & fees
14 Apr - 15 Apr
Old Wooden Bridge Resort and Marina
Aqua Lodges at Hurricane Hole Marina
Deluxe Bungalow | Private kitchen

Aqua Lodges at Hurricane Hole Marina

2.0 star property
9.0 out of 10, Wonderful, (127)
"Would definitely stay here again! "
The price is AED 405
AED 1,071 total
includes taxes & fees
27 Apr - 28 Apr
Aqua Lodges at Hurricane Hole Marina
Hyatt Vacation Club at Sunset Harbor, Key West
Terrace/patio

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 star property
8.4 out of 10, Very Good, (292)
"This was an amazing property. Wish we had stayed for more than a night and we're already planning a trip to Key West again just to stay here another time. Very friendly and helpful reception staff. Parking deck is directly across the street. Beautiful pool. Near the water (cruise port), a 5 minute walk to Duval Street, and the Truman Little White House was basically next door. Genuinely cannot say enough good things about this hotel."
The price is AED 1,108
AED 1,350 total
includes taxes & fees
17 Apr - 18 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.