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Check prices for these dates

In two weeks
Jul 3 - Jul 5
In two months
Aug 14 - Aug 16
In three months
Sep 11 - Sep 13
In four months
Oct 9 - Oct 11

Our top choices for Sugarloaf Key condo rentals

Exterior detail

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, (132 reviews)
"Great place to stay"
United States
walter l.
The price is ￥18,543
￥47,630 total
includes taxes & fees
Jun 23 - Jun 24
SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
Pool

Atlantic Parrot | Oceanfront Condo w/ Pool

Atlantic Parrot | Oceanfront Condo w/ Pool
Beachside
9.4 out of 10, Exceptional, (3 reviews)
"Absolutely beautiful property as well as room I loved it everything about it was beautiful "
United States
Misty C.
The price is ￥31,280
￥130,006 total
includes taxes & fees
Jun 24 - Jun 25
Atlantic Parrot | Oceanfront Condo w/ Pool
TV

The Grand Turk | Spectacular Sunset View, Private

The Grand Turk | Spectacular Sunset View, Private
Key West
9.0 out of 10, Wonderful, (17 reviews)
"Great location!"
United States
Sheila
The price is ￥24,827
￥74,911 total
includes taxes & fees
Jun 25 - Jun 26
The Grand Turk | Spectacular Sunset View, Private
Property grounds

The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool!

The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool!
Key West
10.0 out of 10, Exceptional, (31 reviews)
"Pleasant stay - had a couple issues that we needed to be fixed that were resolved as quickly as possible. "
United States
Christina M.
The price is ￥26,413
￥78,505 total
includes taxes & fees
Jun 28 - Jun 29
The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool!
Beach nearby, beach towels

Key West Condo close to the Ocean. 1 mile to Smathers & 3 miles to Duval St.

Key West Condo close to the Ocean. 1 mile to Smathers & 3 miles to Duval St.
Key West
9.4 out of 10, Exceptional, (113 reviews)
"Clean, quiet place very safe. "
United States
Suzanne L.
The price is ￥44,113
￥70,861 total
includes taxes & fees
Jun 22 - Jun 23
Key West Condo close to the Ocean. 1 mile to Smathers & 3 miles to Duval St.
Property grounds

The Cat Island Suite | Charmingly Renovated w/ Pool

The Cat Island Suite | Charmingly Renovated w/ Pool
Key West
9.8 out of 10, Exceptional, (45 reviews)
"A good value for the travel dollar."
United States
sandra j.
The price is ￥25,250
￥75,757 total
includes taxes & fees
Jun 21 - Jun 22
The Cat Island Suite | Charmingly Renovated w/ Pool
Beach

Grand Marina Suite - Poolside & Waterfront Condo

Grand Marina Suite - Poolside & Waterfront Condo
Stock Island
9.6 out of 10, Exceptional, (32 reviews)
"Pool was great! Just far enough from Duval street to get away and relax if needed or jump in the car and head down for live music! "
United States
Brent H.
The price is ￥44,088
￥94,970 total
includes taxes & fees
Jun 18 - Jun 19
Grand Marina Suite - Poolside & Waterfront Condo
Exterior detail

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
9.6 out of 10, Exceptional, (105 reviews)
"Not really close to much but a comfortable bed and clean room. The pool and grounds are lovely. Will stay again but rent a golf cart. "
United States
Laura T.
The price is ￥19,225
￥48,558 total
includes taxes & fees
Jun 24 - Jun 25
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
Marina

Pierre's Perch: Discover Charm and Convenience, Perfect Studio Retreat in Key West with Shared Pool

Pierre's Perch: Discover Charm and Convenience, Perfect Studio Retreat in Key West with Shared Pool
Old Town Key West
9.0 out of 10, Wonderful, (23 reviews)
"Super cute place. "
United States
Amanda M.
The price is ￥18,116
￥55,073 total
includes taxes & fees
Jun 25 - Jun 26
Pierre's Perch: Discover Charm and Convenience, Perfect Studio Retreat in Key West with Shared Pool
Exterior detail

Hidden Key West Cottage - Walk to Duval !!!

Hidden Key West Cottage - Walk to Duval !!!
Old Town Key West
10.0 out of 10, Exceptional, (1 review)
"Host was great! Fast response and easy to work with. Very, very, very clean! Quiet area A"
United States
Regina E.
The price is ￥17,645
￥40,263 total
includes taxes & fees
Jun 21 - Jun 22
Hidden Key West Cottage - Walk to Duval !!!
Beach nearby

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
9.2 out of 10, Wonderful, (46 reviews)
"Super good communication with the owner. We were able to check in early and checkout late. The place was clean. Perfect for 5 of us to stay. Highly recommend!!"
United States
LORI M.
The price is ￥44,113
￥69,257 total
includes taxes & fees
Jun 21 - Jun 22
Two-bedroom, two-bath condo close to the Ocean. Full kitchen, living r & balcony
Property grounds

The Grenada at Sunrise Suites - Shared Pool

The Grenada at Sunrise Suites - Shared Pool
Naval Air Station Key West
8.8 out of 10, Excellent, (13 reviews)
"We had a lovely time- thank you"
United States
Jackie Y.
The price is ￥30,317
￥83,695 total
includes taxes & fees
Jun 23 - Jun 24
The Grenada at Sunrise Suites - Shared Pool
Pool

Pool View Two Bedroom Residence

Pool View Two Bedroom Residence
Key West
10.0 out of 10, Exceptional, (1 review)
"We arrived 2.5 hours after our check in time but the room was still not clean/ready. We had no communication on this telling us it wouldn’t be ready and had to go grab dinner until it was ready. The room was not ready until 6:30 ish"
United States
Debbie P.
The price is ￥44,754
￥89,208 total
includes taxes & fees
Jun 29 - Jun 30
Pool View Two Bedroom Residence
Property grounds

The Tortuga at Sunrise Suites - Balcony & Pool

The Tortuga at Sunrise Suites - Balcony & Pool
Key West
8.8 out of 10, Excellent, (29 reviews)
"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 ￥32,866
￥86,855 total
includes taxes & fees
Jul 7 - Jul 8
The Tortuga at Sunrise Suites - Balcony & Pool
Marina

Waterfront Condo Dock Pool Near Duval St

Waterfront Condo Dock Pool Near Duval St
Meadows
9.8 out of 10, Exceptional, (26 reviews)
"Location was perfect. The condo was very clean and all the little touches were much appreciated! Very pleasant stay. Communication with our host was excellent with quick responses. Next visit to Key West we definitely will be looking to stay here again. "
United States
Anonymous traveler
The price is ￥51,238
￥102,553 total
includes taxes & fees
Jun 28 - Jun 29
Waterfront Condo Dock Pool Near Duval St
Property grounds

ROYAL PALM SUITE ~ Adult Only, 1 BR, 1 Ba w/ Kitchen and Community Pool!

ROYAL PALM SUITE ~ Adult Only, 1 BR, 1 Ba w/ Kitchen and Community Pool!
Old Town Key West
9.6 out of 10, Exceptional, (85 reviews)
"Wonderful place to stay. Checking and parking was easy, pool was comfortable and the room was exactly as shown in the pictures! We would definitely stay again!!"
United States
Julie
The price is ￥23,725
￥61,481 total
includes taxes & fees
Jun 21 - Jun 22
ROYAL PALM SUITE ~ Adult Only, 1 BR, 1 Ba w/ Kitchen and Community Pool!
Outdoor pool, a heated pool

Duval Street Suites on Duval Free Parking and heated Pool

Duval Street Suites on Duval Free Parking and heated Pool
Old Town Key West
10.0 out of 10, Exceptional, (17 reviews)
"Location was perfect!"
United States
David C.
The price is ￥38,819
￥49,286 total
includes taxes & fees
Jul 6 - Jul 7
Duval Street Suites on Duval Free Parking and heated Pool
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
8.6 out of 10, Excellent, (217 reviews)
"The condo was clean, a great size for 4 adults. Pool and hot tub was relaxing. Would recommend for a short trip. Rental golf cart are available on the property to get around town. And pet friendly. Across the street from the beach. And airport is close by."
United States
Deborah B.
The price is ￥66,384
￥84,146 total
includes taxes & fees
Jun 25 - Jun 26
Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family
Pool

Two Bedroom Residence

Two Bedroom Residence
Key West
10.0 out of 10, Exceptional, (1 review)
"Clean room and good location "
United States
Nicolae T.
The price is ￥41,546
￥84,958 total
includes taxes & fees
Jun 21 - Jun 22
Two Bedroom Residence
Property grounds

The Butterfly Nest | Newly Updated w/ Shared Pool

The Butterfly Nest | Newly Updated w/ Shared Pool
Key West
9.8 out of 10, Exceptional, (45 reviews)
"Clean property, comfortable beds. Would stay here again. "
United States
Ken F.
The price is ￥25,265
￥75,801 total
includes taxes & fees
Jun 18 - Jun 19
The Butterfly Nest | Newly Updated w/ Shared Pool
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

Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

8/10 Good
"We had a great time. No complimentary breakfast as advertised but the shuttle to downtown was great"
Brian 2-night trip
Posted 10 hours ago
Hilton Garden Inn Key West / The Keys Collection

Find out more about Sugarloaf Key

Sugarloaf Key Condo Rentals information

Number of reviews
878
Accommodation
310 Condo Rentals
Lowest Price
￥40,263
Highest Price
￥130,006

Frequently asked questions

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