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Our top choices for Sugarloaf Key condo rentals

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, (110)
"Great value stay"
United States
Mike B.
The price is ¥16,827
¥44,932 total
includes taxes & fees
Dec 17 - Dec 18
SUGAR PALM STUDIO ~ Adult Only Studio w/Community Pool & Close to Town!

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, (95)
"Location is convenient, about a 15 minute walk go Duval Street so it’s in a nice and quiet area. The pictures are misleading, there is no central AC. "
United States
Priscilla
The price is ¥19,841
¥48,654 total
includes taxes & fees
Dec 17 - Dec 18
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!

Poolside Suite with Direct Pool Access

Poolside Suite with Direct Pool Access
Key West
10.0 out of 10, Exceptional, (2)
"amazing spot close to everything "
United States
Rosalina
The price is ¥31,622
¥53,207 total
includes taxes & fees
Dec 17 - Dec 18
Poolside Suite with Direct Pool Access

Leo’s Lodge | Newly Updated!

Leo’s Lodge | Newly Updated!
Old Town Key West
8.6 out of 10, Excellent, (21)
"Very nice facility and pool; bathroom was small for large person."
United States
James
The price is ¥15,737
¥43,839 total
includes taxes & fees
Dec 17 - Dec 18
Leo’s Lodge | Newly Updated!

The Barbados at Sunrise Suites - Balcony & Pool

The Barbados at Sunrise Suites - Balcony & Pool
Key West
9.2 out of 10, Wonderful, (31)
"4 nights, was perfect"
United States
Ryan M.
The price is ¥34,567
¥86,032 total
includes taxes & fees
Dec 17 - Dec 18
The Barbados at Sunrise Suites - Balcony & Pool

Chagall’s Corner | Newly Remodeled!

Chagall’s Corner | Newly Remodeled!
Old Town Key West
9.0 out of 10, Wonderful, (26)
"It was everything we expexted...hoping to stay again only on 1st floor"
United States
Rodney&Roxanne M.
The price is ¥15,656
¥43,614 total
includes taxes & fees
Dec 17 - Dec 18
Chagall’s Corner | Newly Remodeled!

Grand Marina Suite - Poolside & Waterfront Condo

Grand Marina Suite - Poolside & Waterfront Condo
Stock Island
9.6 out of 10, Exceptional, (28)
"2nd time staying here. Love the location and the facilities. Perfect for boating and fishing. The marina is next door so its very convenient. Good times"
United States
robert s.
The price is ¥46,503
¥70,472 total
includes taxes & fees
Dec 17 - Dec 18
Grand Marina Suite - Poolside & Waterfront Condo

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, (204)
"Good stay, everything was comfortable and ready to check in along with the typical amenities you would see at traditional hotels. Only stayed one night but there was a strong odor in the apartment, may have been from previous guests’ cooking but wasn’t unpleasant. Would stay again. "
United States
Juan E.
The price is ¥27,437
¥63,220 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family

The Tortuga at Sunrise Suites - Balcony & Pool

The Tortuga at Sunrise Suites - Balcony & Pool
Key West
8.8 out of 10, Excellent, (28)
"This place was amazing! Far enough away from down town yet you could get there in just shy period of time."
United States
Sherry C.
The price is ¥31,467
¥82,389 total
includes taxes & fees
Dec 17 - Dec 18
The Tortuga at Sunrise Suites - Balcony & Pool

The Grenada at Sunrise Suites - Shared Pool

The Grenada at Sunrise Suites - Shared Pool
Naval Air Station Key West
8.6 out of 10, Excellent, (11)
"Great location. Clean. Very nice all around"
United States
Mandie T.
The price is ¥30,847
¥81,537 total
includes taxes & fees
Dec 17 - Dec 18
The Grenada at Sunrise Suites - Shared Pool

Frost Free at 1800 Atlantic overlooking Smathers Beach top and the sunrise

Frost Free at 1800 Atlantic overlooking Smathers Beach top and the sunrise
Beachside
9.2 out of 10, Wonderful, (142)
"Really nice location and a beautiful pool. The gym/activities area was not well equipped "
United States
Jennifer H.
The price is ¥170,145
¥273,407 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Frost Free at 1800 Atlantic overlooking Smathers Beach top and the sunrise

The Grand Cayman | Beautifully Remodeled Key West Condo!

The Grand Cayman | Beautifully Remodeled Key West Condo!
2.0 star property
Key West
The price is ¥25,709
¥67,447 total
includes taxes & fees
Dec 17 - Dec 18
The Grand Cayman | Beautifully Remodeled Key West Condo!

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, (140)
"Clean, easy check-in, great pools, quiet area, comfy beds. Will book again!"
Germany
Julia P.
The price is ¥28,367
¥66,809 total
includes taxes & fees
Dec 21 - Dec 22
Sunrise Suites Condo with Views, Pool, Hot Tub - Dogs Welcome

Sunny Condo with WiFi, Hot Tub, Pool & Tennis

Sunny Condo with WiFi, Hot Tub, Pool & Tennis
Key West
9.4 out of 10, Exceptional, (121)
"Good amenities, nice for a weekend get away"
United States
Alexander B.
The price is ¥48,828
¥89,503 total
includes taxes & fees
Dec 17 - Dec 18
Sunny Condo with WiFi, Hot Tub, Pool & Tennis

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 ¥20,255
¥54,968 total
includes taxes & fees
Dec 17 - Dec 18
Dog-friendly resort condo with pool & hot tub, private parking

Dog-friendly condo with pool, hot tub, balcony, central AC, W/D, & fitness room

Dog-friendly condo with pool, hot tub, balcony, central AC, W/D, & fitness room
Key West
8.8 out of 10, Excellent, (117)
"We all had a great time and the place was very clean! "
United States
Rebekah A.
The price is ¥29,142
¥66,957 total
includes taxes & fees
Dec 17 - Dec 18
Dog-friendly condo with pool, hot tub, balcony, central AC, W/D, & fitness room

Andy’s Attic | Budget-Friendly!

Andy’s Attic | Budget-Friendly!
Old Town Key West
8.4 out of 10, Very Good, (24)
"great location"
United States
Carol
The price is ¥17,051
¥44,392 total
includes taxes & fees
Dec 20 - Dec 21
Andy’s Attic | Budget-Friendly!

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, (104)
"Very clean and beds are so comfortable. "
United States
Donny G.
The price is ¥62,004
¥141,225 total
includes taxes & fees
Dec 17 - Dec 18
Colorful beachfront condo w/ ocean view balcony & shared hot tub/pool/tennis

Two-bedroom, two-bath condo close to the Ocean. Full kitchen, living r & balcony

Two-bedroom, two-bath condo close to the Ocean. Full kitchen, living r & balcony
Key West
9.0 out of 10, Wonderful, (31)
"Great place, great location, great communication from host!"
United States
Lara P.
The price is ¥58,904
¥87,407 total
includes taxes & fees
Dec 23 - Dec 24
Two-bedroom, two-bath condo close to the Ocean. Full kitchen, living r & balcony

Comfortable Condo with Pool, Private Balcony, & Beach Access

Comfortable Condo with Pool, Private Balcony, & Beach Access
Beachside
8.6 out of 10, Excellent, (138)
"Everything about the stay was good, my only recommendation would be to put the address for where the fob can be picked up on the initial check in text message to clear any confusion about where the office is located. "
United States
Briana K.
The price is ¥48,828
¥124,124 total
includes taxes & fees
Dec 17 - Dec 18
Comfortable Condo with Pool, Private Balcony, & Beach Access
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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Top Sugarloaf Key Hotel Reviews

Find out more about Sugarloaf Key

Sugarloaf Key Condo Rentals information

Number of reviews
738
Accommodation
395 Condo Rentals
Lowest Price
¥43,614
Highest Price
¥273,407

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