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Check prices for these dates

In two weeks
29 May - 31 May
In two months
10 Jul - 12 Jul
In three months
7 Aug - 9 Aug
In four months
4 Sep - 6 Sep

Our top choices for Sugarloaf Key condo rentals

Property grounds

The Barbados | Private Balcony, Pool View!

The Barbados | Private Balcony, Pool View!
Key West
9.6 out of 10, Exceptional, (4 reviews)
"Had a wonderful stay here, perfect for two couples traveling. The complex was clean and safe and they provided a free shuttle to Old Town Key West which was a huge savings since we didn't need to pay for parking or Uber. I would be happy to stay here again for my next visit!"
United States
Christen
The price is AED 517
AED 1,667 total
includes taxes & fees
18 May - 19 May
The Barbados | Private Balcony, Pool View!
Property grounds

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

The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool!
Key West
9.8 out of 10, Exceptional, (29 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 AED 558
AED 1,721 total
includes taxes & fees
18 May - 19 May
The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool!
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, (131 reviews)
"Amazing place to stay, excellent experience!!!"
United States
Brad
The price is AED 409
AED 1,073 total
includes taxes & fees
18 May - 19 May
SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
Beach

Grand Marina Suite - Poolside & Waterfront Condo

Grand Marina Suite - Poolside & Waterfront Condo
Stock Island
9.6 out of 10, Exceptional, (32 reviews)
"Good condo and staff help me out on phone with me till we found the condo. "
United States
Raamkumaran
The price is AED 1,102
AED 2,316 total
includes taxes & fees
18 May - 19 May
Grand Marina Suite - Poolside & Waterfront Condo
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)
"Every as described, great stay!"
United States
Bryan W.
The price is AED 558
AED 1,721 total
includes taxes & fees
20 May - 21 May
The Cat Island Suite | Charmingly Renovated w/ 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)
"Great location!Breeze in the balcony while sitting in chairs or taking a nap in the hammock were amazing!Everything was nearby and easily accessible. Views are wonderful!We had a great time spending holidays as a family. "
United States
PARESH J.
The price is AED 634
AED 1,654 total
includes taxes & fees
20 May - 21 May
Waterfront Condo Dock Pool Near Duval St
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, (104 reviews)
"Loved it! Quiet, clean, good amenities, close to Duval street. Would 100% go back."
United States
Ian G.
The price is AED 516
AED 1,197 total
includes taxes & fees
3 Jun - 4 Jun
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
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, (45 reviews)
"Clean and easy parking"
United States
Karl B.
The price is AED 1,010
AED 1,619 total
includes taxes & fees
18 May - 19 May
Two-bedroom, two-bath condo close to the Ocean. Full kitchen, living r & balcony
Pool

Atlantic Parrot | Oceanfront Condo w/ Pool

Atlantic Parrot | Oceanfront Condo w/ Pool
Beachside
10.0 out of 10, Exceptional, (2 reviews)
"Interacting before and during stay was great. Got picked up in a nice Mercedes Van and delivered to property a quick 3 minutes from airport. Condo was roomy, clean and perfect for the 2 couples. Pool area was a great way to cool down after a hot humid day of running around. Public beach is about a 5 minute walk away as well. Any needs/questions were quickly answered and taken care of. Shuttle was always available and on time."
United States
Greg E.
The price is AED 679
AED 2,927 total
includes taxes & fees
21 May - 22 May
Atlantic Parrot | Oceanfront Condo w/ Pool
TV

Waterfront Dock Pool Condo Near Duval St Pet OK

Waterfront Dock Pool Condo Near Duval St Pet OK
Meadows
9.6 out of 10, Exceptional, (44 reviews)
"Clean app and nice communication host"
United States
Roberto
The price is AED 812
AED 1,891 total
includes taxes & fees
26 May - 27 May
Waterfront Dock Pool Condo Near Duval St Pet OK
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)
"Great location. Clean. Very nice all around"
United States
Mandie T.
The price is AED 694
AED 1,920 total
includes taxes & fees
21 May - 22 May
The Grenada at Sunrise Suites - Shared 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
9.2 out of 10, Wonderful, (112 reviews)
"Clean, quiet place very safe. "
United States
Suzanne L.
The price is AED 1,010
AED 1,623 total
includes taxes & fees
19 May - 20 May
Key West Condo close to the Ocean. 1 mile to Smathers & 3 miles to Duval St.
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 AED 624
AED 1,834 total
includes taxes & fees
19 May - 20 May
The Tortuga at Sunrise Suites - Balcony & Pool
Terrace/patio

Orchid Suite on Center St - 1/2 block from Duval Sleeps 4

Orchid Suite on Center St - 1/2 block from Duval Sleeps 4
Old Town Key West
9.4 out of 10, Exceptional, (95 reviews)
"Locked out of the gate late at night. Called emergency number who didn’t know what to do and never called me back. Had to tell to my son who was sleeping. Apparently the battery died on the gate code machine. Unacceptable to me. Not offered anything for this issue."
United States
pamela
The price is AED 973
AED 2,201 total
includes taxes & fees
21 May - 22 May
Orchid Suite on Center St - 1/2 block from Duval Sleeps 4
Property grounds

Gated Parking, Heated Pool - Villa Positano

Gated Parking, Heated Pool - Villa Positano
Old Town Key West
8.8 out of 10, Excellent, (28 reviews)
"Great place to stay! Perfect location to walk everywhere!"
United States
robert d.
The price is AED 841
AED 2,546 total
includes taxes & fees
18 May - 19 May
Gated Parking, Heated Pool - Villa Positano
Property grounds

Ocean Front Presidential Suite | Beachside Resort

Ocean Front Presidential Suite | Beachside Resort
Key West
The price is AED 1,870
AED 3,750 total
includes taxes & fees
19 May - 20 May
Ocean Front Presidential Suite | Beachside Resort
Beach towels

STEPS TO DUVAL! OLD TOWN! 'LA DOLCE VITA' SLEEPS 2-4, 3 BLOCKS TO SOUTH BEACH!

STEPS TO DUVAL! OLD TOWN! 'LA DOLCE VITA' SLEEPS 2-4, 3 BLOCKS TO SOUTH BEACH!
Old Town Key West
9.8 out of 10, Exceptional, (44 reviews)
"Great location, one block from Duval Street but still quiet, clean and comfortable. "
United States
Jackie H.
The price is AED 586
AED 1,541 total
includes taxes & fees
30 May - 31 May
STEPS TO DUVAL! OLD TOWN! 'LA DOLCE VITA' SLEEPS 2-4, 3 BLOCKS TO SOUTH BEACH!
Property grounds

The Salt Cay | Updated! Stunning Sunset View, Pool

The Salt Cay | Updated! Stunning Sunset View, Pool
Key West
9.6 out of 10, Exceptional, (47 reviews)
"Very clean place. Host was very nice and accommodating. Had a wonderful stay. "
United States
Amy B.
The price is AED 558
AED 1,724 total
includes taxes & fees
19 May - 20 May
The Salt Cay | Updated! Stunning Sunset View, Pool
Exterior

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, (16 reviews)
"Location was perfect!"
United States
David C.
The price is AED 918
AED 1,140 total
includes taxes & fees
9 Jun - 10 Jun
Duval Street Suites on Duval Free Parking and heated Pool
TV

The Cayo Coco | Key West Condo with Pool, Hot Tub!

The Cayo Coco | Key West Condo with Pool, Hot Tub!
Key West
9.4 out of 10, Exceptional, (6 reviews)
"Condo was very clean. It is conveniently located close to Duvall Street. Has a nice pool and hot tub."
United States
Stephanie
The Cayo Coco | Key West Condo with Pool, Hot Tub!
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

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"If and WHEN I do go back to Key West, I will always choose the Blue Flamingo. Staff was awesome and room was so cute and clean. Bartenders at the bar were also really great(shoutout Irina) and the food out of the Rum Room was phenomenal."
Serena 4-night trip
Posted 1 hour ago
Blue Flamingo Resort Key West

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