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

Next weekend
14 Nov - 16 Nov
In two weeks
21 Nov - 23 Nov
In one month
5 Dec - 7 Dec
In two months
2 Jan - 4 Jan
Beach nearby
CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!

CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!

Old Town Key West
9.6 out of 10, Exceptional, (141)
"Wonderful and quiet property but in walking distance to the excitement. Great communication and easy check in and check out. We will be back!"
United States
Krista
The price is HK$832
HK$2,036 total
includes taxes & fees
12 Nov - 13 Nov
CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!
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)
"Place was perfect for a family of 6. Very nice layout. Pool and spa were very nice. You could look out and see the ocean in the distance but no real beach access. It was visible but you can’t get to it from the property. Although it is right up the street on either side of the property so that was nice. The only downfall to this place is we got eaten up by what seems to have been fleas."
United States
Dorothy R.
The price is HK$1,143
HK$4,475 total
includes taxes & fees
11 Nov - 12 Nov
Comfortable Condo with Pool, Private Balcony, & Beach Access
Beach nearby
JULIE ~ Adult Only, 1st Floor King Bedroom w/ Shared Pool, Scarlet Mango Inn!

JULIE ~ Adult Only, 1st Floor King Bedroom w/ Shared Pool, Scarlet Mango Inn!

Old Town Key West
10.0 out of 10, Exceptional, (75)
"Excellent."
United States
Matt M.
The price is HK$2,419
HK$4,340 total
includes taxes & fees
5 Dec - 6 Dec
JULIE ~ Adult Only, 1st Floor King Bedroom w/ Shared Pool, Scarlet Mango Inn!
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$3,099 total
includes taxes & fees
1 Dec - 2 Dec
Curaçao Key West 2BR Condo w/ Pool&Waterfront Dock
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
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 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, (108)
"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
GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!

GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!

Old Town Key West
9.8 out of 10, Exceptional, (98)
"Everything you need to explore Key West"
United States
Stephanie P.
The price is HK$941
HK$2,467 total
includes taxes & fees
12 Nov - 13 Nov
GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!
Marina
Old Town "Eleuthera" • 2BR Waterfront Corner Condo

Old Town "Eleuthera" • 2BR Waterfront Corner Condo

Meadows
10.0 out of 10, Exceptional, (27)
"Though it was expensive, this place accommodates 4 adults very comfortably. In addition, the location was extremely convenient."
United States
Danielle G.
The price is HK$902
HK$3,122 total
includes taxes & fees
11 Nov - 12 Nov
Old Town "Eleuthera" • 2BR Waterfront Corner Condo
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$1,097
HK$2,931 total
includes taxes & fees
17 Nov - 18 Nov
Sunrise Suites Condo with Views, Pool, Hot Tub - Dogs Welcome
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$1,571
HK$2,683 total
includes taxes & fees
12 Nov - 13 Nov
Poolside Suite with Direct Pool Access
Beach nearby
WHITEHEAD ROOM @ Inn on Fleming~ADULTS ONLY 2nd Lvl Queen Shared Heated Pool

WHITEHEAD ROOM @ Inn on Fleming~ADULTS ONLY 2nd Lvl Queen Shared Heated Pool

Old Town Key West
9.6 out of 10, Exceptional, (14)
"We had a fantastic stay at The Inn on Fleming! The location is ideal—quiet enough to relax, yet just a short bike ride to Duval Street and all the Key West action. The inn itself is charming, well-maintained, and has a lovely historic feel with modern amenities.Our room was clean, cozy, and tastefully decorated, with a comfortable bed and great air conditioning (a must in Key West!). Highly recommend The Inn on Fleming for couples or families looking for a relaxing and authentic Key West...
United States
Jessica C.
The price is HK$840
HK$2,044 total
includes taxes & fees
13 Nov - 14 Nov
WHITEHEAD ROOM @ Inn on Fleming~ADULTS ONLY 2nd Lvl Queen Shared Heated Pool
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
Dog-friendly resort condo with pool & hot tub, private parking

Dog-friendly resort condo with pool & hot tub, private parking

Key West
8.4 out of 10, Very good, (120)
"Resting well and enjoying "
United States
Bon N.
The price is HK$1,011
HK$2,798 total
includes taxes & fees
11 Nov - 12 Nov
Dog-friendly resort condo with pool & hot tub, private parking
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$887
HK$2,634 total
includes taxes & fees
1 Dec - 2 Dec
Newly Furnished Suite with Pool, Hot Tub, Tennis, Balcony, Parking - Dog OK
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$1,610
HK$4,262 total
includes taxes & fees
17 Nov - 18 Nov
Pool, Free Parking & Pet Friendly - The Barbados
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$2,216 total
includes taxes & fees
16 Nov - 17 Nov
Dog-Friendly Retreat with Pool, Hot Tub, Tennis - Balcony with Pool Views
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$2,045
HK$4,179 total
includes taxes & fees
11 Nov - 12 Nov
Sunrise Suites Condo w/ Balcony, Pool & Hot Tub, Tennis & Covered Parking
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
Beach
Tropical Getaway with Private Balcony, Shared Pool & Hot Tub - Dogs OK

Tropical Getaway with Private Balcony, Shared Pool & Hot Tub - Dogs OK

Key West
9.0 out of 10, Wonderful, (122)
"Great location by airport but didn't hear any planes. Could have used a few more essentials. A little tough to find the room. Comfy beds. "
United States
RON R.
Tropical Getaway with Private Balcony, Shared Pool & Hot Tub - Dogs 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 1 day 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