Search Condo Rentals in Sugarloaf Key

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
28 Nov - 30 Nov
In two months
9 Jan - 11 Jan
In three months
6 Feb - 8 Feb
In four months
6 Mar - 8 Mar
Marina
Key West Andros 2BR•Waterfront, Pool, Dock&Pet OK

Key West Andros 2BR•Waterfront, Pool, Dock&Pet OK

Meadows
10.0 out of 10, Exceptional, (15)
"We stayed for 3 nights. The place was super clean and has a great balcony with water view! Kim was very helpful and answered all our questions!"
United States
Renea S.
The price is HK$902
HK$3,146 total
includes taxes & fees
18 Nov - 19 Nov
Key West Andros 2BR•Waterfront, Pool, Dock&Pet OK
Pool
Curaçao Key West 2BR Condo w/ Pool&Waterfront Dock

Curaçao Key West 2BR Condo w/ Pool&Waterfront Dock

Meadows
10.0 out of 10, Exceptional, (24)
"My husband and I stayed at this property for our anniversary week. "
United States
Claudia S.
The price is HK$902
HK$3,130 total
includes taxes & fees
1 Dec - 2 Dec
Curaçao Key West 2BR Condo w/ Pool&Waterfront Dock
Pool
Comfortable Condo with Pool, Private Balcony, & Beach Access

Comfortable Condo with Pool, Private Balcony, & Beach Access

Beachside
8.6 out of 10, Excellent, (137)
"I would like to give overall at least 4.5, but nothing available between 4 and 5. The condo could use a little TLC here and there, but was clean and had what we need for our trip, including beach chairs, towels. Smathers Beach not too far a walk if you want the sand, and very nice pool / spa (when working) downstairs. Location was sort of in 1 corner of Key West. We rented bikes for week from Sunshine Scooters (nice folks) and also walked, taxied and ubered places. I read a review that mentioned...
United States
Todd M.
The price is HK$1,275
HK$4,648 total
includes taxes & fees
19 Nov - 20 Nov
Comfortable Condo with Pool, Private Balcony, & Beach Access
A heated pool
Colorful beachfront condo w/ ocean view balcony & shared hot tub/pool/tennis

Colorful beachfront condo w/ ocean view balcony & shared hot tub/pool/tennis

Beachside
9.0 out of 10, Wonderful, (103)
"Everything was even better than in the pictures"
United States
john c.
The price is HK$1,664
HK$5,197 total
includes taxes & fees
14 Nov - 15 Nov
Colorful beachfront condo w/ ocean view balcony & shared hot tub/pool/tennis
Beach
Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family

Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family

Key West
8.8 out of 10, Excellent, (202)
"We enjoyed our stay. Location was perfect and just a short ride from the downtown activity. Rooms were adequate and parking was perfect. Our stay was sweet and short"
United States
kateryna s.
The price is HK$599
HK$2,244 total
includes taxes & fees
12 Nov - 13 Nov
Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family
Marina
"Dominica" Key West 2BR • Dock, Pool, Pet-Friendly

"Dominica" Key West 2BR • Dock, Pool, Pet-Friendly

Meadows
10.0 out of 10, Exceptional, (2)
"Absolutely wonderful. Everyone was so helpful and the property is fantastic. We had the best time. "
United States
Collette B.
The price is HK$902
HK$3,146 total
includes taxes & fees
19 Nov - 20 Nov
"Dominica" Key West 2BR • Dock, Pool, Pet-Friendly
Property grounds
Pool, Free Parking & Pet Friendly - The Barbados

Pool, Free Parking & Pet Friendly - The Barbados

Key West
9.2 out of 10, Wonderful, (31)
"We enjoyed our stay at this property. The beds and chairs were comfortable, and we enjoyed sitting on the patio, which overlooked the swimming pool. Easy access to the sites and sounds of Key West."
United States
Elaine Z.
The price is HK$1,571
HK$4,210 total
includes taxes & fees
17 Nov - 18 Nov
Pool, Free Parking & Pet Friendly - The Barbados
Beach
Sunrise Suites Condo with Views, Pool, Hot Tub - Dogs Welcome

Sunrise Suites Condo with Views, Pool, Hot Tub - Dogs Welcome

Key West
8.6 out of 10, Excellent, (139)
"Clean, easy check-in, great pools, quiet area, comfy beds. Will book again!"
Germany
Julia P.
The price is HK$1,065
HK$2,886 total
includes taxes & fees
17 Nov - 18 Nov
Sunrise Suites Condo with Views, Pool, Hot Tub - Dogs Welcome
Beach nearby
SUGAR PALM STUDIO ~ Adult Only Studio w/Community Pool & Close to Town!

SUGAR PALM STUDIO ~ Adult Only Studio w/Community Pool & Close to Town!

Old Town Key West
9.8 out of 10, Exceptional, (109)
"Great stay at the property."
United States
Ira V.
The price is HK$855
HK$2,165 total
includes taxes & fees
19 Nov - 20 Nov
SUGAR PALM STUDIO ~ Adult Only Studio w/Community Pool & Close to Town!
Beach nearby
Poolside Suite with Direct Pool Access

Poolside Suite with Direct Pool Access

Key West
10.0 out of 10, Exceptional, (2)
"Great room. Great pool. Friendly service "
United States
Adam C.
The price is HK$1,548
HK$2,657 total
includes taxes & fees
12 Nov - 13 Nov
Poolside Suite with Direct Pool Access
Beach nearby
HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!

HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!

Old Town Key West
9.6 out of 10, Exceptional, (149)
"Very clean, great location and wonderful amenities!"
United States
Andrea B.
The price is HK$832
HK$2,036 total
includes taxes & fees
17 Nov - 18 Nov
HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!
Beach
Dog-Friendly Retreat with Pool, Hot Tub, Tennis - Balcony with Pool Views

Dog-Friendly Retreat with Pool, Hot Tub, Tennis - Balcony with Pool Views

Key West
7.8 out of 10, Good, (85)
"Close to all the attractions we wanted to visit."
United States
Carol O.
The price is HK$614
HK$2,201 total
includes taxes & fees
16 Nov - 17 Nov
Dog-Friendly Retreat with Pool, Hot Tub, Tennis - Balcony with Pool Views
Pool
Parking, Pool, & Pet Friendly - The Grenada Suite

Parking, Pool, & Pet Friendly - The Grenada Suite

Naval Air Station Key West
8.6 out of 10, Excellent, (11)
"We found the property as expected. Clean and comfortable. "
United States
kathy r.
The price is HK$1,470
HK$4,081 total
includes taxes & fees
17 Nov - 18 Nov
Parking, Pool, & Pet Friendly - The Grenada Suite
Pool
Private Parking & Waterfront - Grand Marina Suite

Private Parking & Waterfront - Grand Marina Suite

Stock Island
9.0 out of 10, Wonderful, (11)
"Awesome, would definitely stay again!"
United States
Eugenia C.
The price is HK$2,333
HK$3,582 total
includes taxes & fees
11 Nov - 12 Nov
Private Parking & Waterfront - Grand Marina Suite
Beach nearby
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!

ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!

Old Town Key West
9.4 out of 10, Exceptional, (94)
"We had a wonderful stay! The pool was great. The rooms were beautiful and clean. And the location was perfect walking distance to all the places we love! We hope to come back soon. "
United States
Christine F.
The price is HK$1,003
HK$2,347 total
includes taxes & fees
19 Nov - 20 Nov
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
TV, offices
Pet Friendly, Pool, Private Balcony-Tortuga Suite

Pet Friendly, Pool, Private Balcony-Tortuga Suite

Key West
8.8 out of 10, Excellent, (28)
"We would have loved to stay in a beautiful guest house in Key West, but settled on this nice 3rd floor condo at a more affordable price near the airport. There were four of us for 2 nights. The kitchen had new appliances and countertops, and there was a new washer/dryer. The balcony was lovely, with table and chairs. The primary suite was spacious, but the second bedroom was cramped, and the mattress was too soft for us. The bathroom for the second bedroom had some issues that could be easily...
United States
Karen J.
The price is HK$1,540
HK$4,121 total
includes taxes & fees
16 Nov - 17 Nov
Pet Friendly, Pool, Private Balcony-Tortuga Suite
Beach
Sunrise Suites Condo with Balcony - Shared Pool, Hot Tub, Tennis, Free Parking

Sunrise Suites Condo with Balcony - Shared Pool, Hot Tub, Tennis, Free Parking

Key West
9.0 out of 10, Wonderful, (138)
"Had a nice stay. The unit was spacious, comfortable. Property was easy to access and was close to all the amenities needed. Definitely would visit again."
United States
Jessica H.
The price is HK$1,587
HK$3,585 total
includes taxes & fees
18 Nov - 19 Nov
Sunrise Suites Condo with Balcony - Shared Pool, Hot Tub, Tennis, Free Parking
Beach
Sunrise Suites Condo w/ Balcony, Pool & Hot Tub, Tennis & Covered Parking

Sunrise Suites Condo w/ Balcony, Pool & Hot Tub, Tennis & Covered Parking

Key West
9.4 out of 10, Exceptional, (133)
"This was the perfect place for our trip. The condo was perfect size for our group. It was clean and furniture was comfortable. I will check out them again for our next stay."
United States
Samantha L.
The price is HK$2,170
HK$4,351 total
includes taxes & fees
22 Nov - 23 Nov
Sunrise Suites Condo w/ Balcony, Pool & Hot Tub, Tennis & Covered Parking
1 bedroom, free WiFi, bed sheets
Chagall’s Corner | Newly Remodeled!

Chagall’s Corner | Newly Remodeled!

Old Town Key West
9.0 out of 10, Wonderful, (24)
"We enjoyed our stay. The place was nice and clean. It was exactly what we expected. "
United States
Eric A.
The price is HK$887
HK$2,343 total
includes taxes & fees
13 Nov - 14 Nov
Chagall’s Corner | Newly Remodeled!
Beach
Newly Furnished Suite with Pool, Hot Tub, Tennis, Balcony, Parking - Dog OK

Newly Furnished Suite with Pool, Hot Tub, Tennis, Balcony, Parking - Dog OK

Key West
8.8 out of 10, Excellent, (117)
"We had fun, the room was just what we needed."
United States
Todd M.
The price is HK$1,213
HK$3,039 total
includes taxes & fees
30 Nov - 1 Dec
Newly Furnished Suite with Pool, Hot Tub, Tennis, Balcony, Parking - Dog OK
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Sugarloaf Key Hotel Reviews

Beachside Resort & Residences

Beachside Resort & Residences

10/10 Excellent
"Clain for one of the nicest places in Key West"
luis 1-night trip
Posted 2 days ago
Beachside Resort & Residences

Find out more about Sugarloaf Key

Sugarloaf Key Condo Rentals information

Number of reviews
Accommodation
 Condo Rentals
Lowest Price
Highest Price

Frequently asked questions

Why book your condo in Sugarloaf Key with Expedia?
We think that getaways should be stress-free, so if you're seeking condos at a competitive rate, Expedia delivers. Save cash and choose something small and cosy, or splurge on a luxury condo and spoil your favourite people. Our search filters make it easy to find a place in Sugarloaf Key that checks your boxes.
How can I find cheap condos in Sugarloaf Key?
With Expedia's helpful filter tool, getting your hands on cheap condos in Sugarloaf Key is a piece of cake. To find properties that are easy on the wallet, refine your search by star rating, amenities and budget.
What is there to do in Sugarloaf Key near my condo?
The most useful travel accessory is a well-planned to-do list. Florida Keys Beaches is a wonderful place to begin your exploration of Sugarloaf Key.

Explore a world of travel with Expedia