A waterfront with a pier, calm water, and houses with palm trees in the background.

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Sugarloaf Key condo rentals

A room with a sofa, a television, a table, and a balcony with a view.

1. The Curaçao | Key West Condo with Pool, Balcony, & Sunset Views

The Curaçao | Key West Condo with Pool, Balcony, & Sunset Views
Key West
The price is ￥28,810
￥74,353 total
includes taxes & fees
Nov 9 - Nov 10
The Curaçao | Key West Condo with Pool, Balcony, & Sunset Views
A waterfront property with a large building, a dock with boats, and palm trees.

2. Grand Marina Suite - Poolside & Waterfront Condo

Grand Marina Suite - Poolside & Waterfront Condo
Stock Island
9.6 out of 10, Exceptional, (35 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 ￥47,268
￥99,814 total
includes taxes & fees
Nov 4 - Nov 5
Grand Marina Suite - Poolside & Waterfront Condo
A wooden boardwalk leading to a hotel with a green roof, surrounded by palm trees and a water feature.

3. 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, (35 reviews)
"Very nice clean place. Had a minor problem with the beds after checking in but property manager was quick to respond and correct issue. Would stay here again. "
United States
Teri K.
The price is ￥28,810
￥74,353 total
includes taxes & fees
Nov 9 - Nov 10
The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool!
A modern living room with a sofa, coffee table, and a dining area with a table and chairs. There is a kitchen area with cabinets and appliances.

4. The Grand Cayman | Beautifully Remodeled Key West!

The Grand Cayman | Beautifully Remodeled Key West!
Key West
9.8 out of 10, Exceptional, (22 reviews)
"Great facility and loved the location! "
United States
Matt R.
The price is ￥28,810
￥74,353 total
includes taxes & fees
Nov 29 - Nov 30
The Grand Cayman | Beautifully Remodeled Key West!
A swimming pool area with multiple pools, palm trees, lounge chairs, and a clear blue sky.

5. Atlantic Parrot | Oceanfront Condo w/ Pool

Atlantic Parrot | Oceanfront Condo w/ Pool
Beachside
10.0 out of 10, Exceptional, (11 reviews)
"Very short stay (3 days), but worth it. Host was very communicative and even met us to show us how to use the locks (they can be trickey) Would recommend this for anyone who wants to vist the Keys!"
United States
Bill W.
The price is ￥25,186
￥114,381 total
includes taxes & fees
Nov 10 - Nov 11
Atlantic Parrot | Oceanfront Condo w/ Pool
A wooden boardwalk leading to a building with a green roof, surrounded by lush greenery and palm trees.

6. The Cat Island Suite | Charmingly Renovated w/ Pool

The Cat Island Suite | Charmingly Renovated w/ Pool
Key West
9.8 out of 10, Exceptional, (47 reviews)
"I liked that it was pretty centrally located to everything very nice Thank you we had a great time "
United States
Patti E.
The price is ￥28,810
￥74,353 total
includes taxes & fees
Nov 9 - Nov 10
The Cat Island Suite | Charmingly Renovated w/ Pool
A bedroom with a bed, a nightstand, a lamp, a TV, and a window with curtains.

7. QUIET POUR ~ On Duval St, Adult Only, Adjoining Rum Bar and Near Beach!

QUIET POUR ~ On Duval St, Adult Only, Adjoining Rum Bar and Near Beach!
Old Town Key West
9.6 out of 10, Exceptional, (7 reviews)
"Smooth process, clean room and not noisy at all"
United States
Stephen N.
The price is ￥19,853
￥46,856 total
includes taxes & fees
Nov 9 - Nov 10
QUIET POUR ~ On Duval St, Adult Only, Adjoining Rum Bar and Near Beach!
A narrow stone pathway flanked by a yellow building with a white fence and a wall-mounted electrical box.

8. Hidden Key West Cottage - Walk to Duval !!!

Hidden Key West Cottage - Walk to Duval !!!
Old Town Key West
10.0 out of 10, Exceptional, (4 reviews)
"Host was great! Fast response and easy to work with. Very, very, very clean! Quiet area A"
United States
Regina E.
The price is ￥25,210
￥45,732 total
includes taxes & fees
Nov 17 - Nov 18
Hidden Key West Cottage - Walk to Duval !!!
A tropical garden pathway leading to a building with a yellow facade and green shutters.

9. 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, (139 reviews)
"Great place to stay"
United States
walter l.
The price is ￥26,155
￥56,978 total
includes taxes & fees
Nov 10 - Nov 11
SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
A dining area with a table set for four, a living room with a sofa and armchairs, and a balcony with a view of the water.

10. Boat Slip - Waterfront Condo - Key West Pool

Boat Slip - Waterfront Condo - Key West Pool
Meadows
The price is ￥21,160
￥63,846 total
includes taxes & fees
Nov 18 - Nov 19
Boat Slip - Waterfront Condo - Key West Pool
A spacious kitchen with a large island, a dining area with a view, and a balcony with a view.

11. Waterfront Dock Pool Key West Near Duval

Waterfront Dock Pool Key West Near Duval
Meadows
10.0 out of 10, Exceptional, (41 reviews)
"Clean, comfy and had everything we expected."
United States
Chrystalbelle R.
The price is ￥25,312
￥68,674 total
includes taxes & fees
Nov 8 - Nov 9
Waterfront Dock Pool Key West Near Duval
A wooden deck with a thatched roof structure, a pool, lounge chairs, and a bar area.

12. Waterfront Condo Dock Pool Near Duval St

Waterfront Condo Dock Pool Near Duval St
Meadows
9.8 out of 10, Exceptional, (30 reviews)
"Wonderful condo. Wonderful host. Wonderful location. Great for family of 6. Beautifully decorated and very spacious. Loved the large balcony. Host offered suggestions and responded almost immediately to any questions or needs. Very impressed."
United States
Patsy K.
The price is ￥50,356
￥99,212 total
includes taxes & fees
Nov 16 - Nov 17
Waterfront Condo Dock Pool Near Duval St
A wooden bridge leading to a house with a sign indicating no swimming or diving.

13. The Tortuga at Sunrise Suites - Balcony & Pool

The Tortuga at Sunrise Suites - Balcony & Pool
Key West
8.6 out of 10, Excellent, (30 reviews)
"We were very impressed with the grounds. Loved the pool area. Was extremely clean"
United States
Margaret G.
The price is ￥26,785
￥78,997 total
includes taxes & fees
Dec 1 - Dec 2
The Tortuga at Sunrise Suites - Balcony & Pool
A wooden bridge with a metal railing, surrounded by lush green palm trees and a building with a green roof in the background.

14. 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, (115 reviews)
"I enjoyed my stay at the resort, highly recommend!"
United States
Michelaine a.
The price is ￥54,358
￥76,810 total
includes taxes & fees
Nov 9 - Nov 10
Key West Condo close to the Ocean. 1 mile to Smathers & 3 miles to Duval St.
A hotel with a green-roofed building, palm trees, and a wooden bridge over a water body.

15. 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, (49 reviews)
"Great place for our 1 night in key west "
United States
Thadd W.
The price is ￥54,358
￥76,810 total
includes taxes & fees
Nov 9 - Nov 10
Two-bedroom, two-bath condo close to the Ocean. Full kitchen, living r & balcony
A waterfront property with a large building, a dock with boats, and palm trees.

16. Grand Marina Suite - Poolside & Waterfront Condo

Grand Marina Suite - Poolside & Waterfront Condo
Stock Island
9.2 out of 10, Wonderful, (26 reviews)
"Great stay"
United States
Dustin H.
The price is ￥47,268
￥99,814 total
includes taxes & fees
Nov 4 - Nov 5
Grand Marina Suite - Poolside & Waterfront Condo
A modern living room with a sofa, coffee table, and a painting of a beach scene.

17. The Saint Kitts Suite | Breathtaking View, Heated Pool

The Saint Kitts Suite | Breathtaking View, Heated Pool
Key West
9.8 out of 10, Exceptional, (11 reviews)
"Excellent place to stay."
United States
Rolando
The price is ￥28,810
￥74,353 total
includes taxes & fees
Nov 19 - Nov 20
The Saint Kitts Suite | Breathtaking View, Heated Pool
A modern kitchen with a marble countertop, a built-in oven, and a dining area with a sofa and table.

18. Key West 2BR | Pool, Hot Tub, Balcony & Parking

Key West 2BR | Pool, Hot Tub, Balcony & Parking
KEY WEST
9.2 out of 10, Wonderful, (5 reviews)
"Beautiful, clean condo . Just as listed.Scott has been a pleasure to work with. Beds could use mattress pads for comfort, but everything else is perfect. We will be returning. "
United States
Joe B.
The price is ￥44,413
￥92,032 total
includes taxes & fees
Nov 16 - Nov 17
Key West 2BR | Pool, Hot Tub, Balcony & Parking
A waterfront property with a large building, a dock with boats, and palm trees.

19. Grand Marina Suite - Poolside & Waterfront Condo

Grand Marina Suite - Poolside & Waterfront Condo
Stock Island
9.2 out of 10, Wonderful, (14 reviews)
"Beautiful location and really nice layout "
United States
Janey
The price is ￥47,898
￥100,681 total
includes taxes & fees
Nov 30 - Dec 1
Grand Marina Suite - Poolside & Waterfront Condo
A narrow pathway flanked by white picket fences and a tree with pink flowers.

20. OLD TOWN STEPS TO DUVAL! LA DOLCE VITA SLEEPS 2-4, 3 BLOCKS TO SOUTHERNMOST

OLD TOWN STEPS TO DUVAL! LA DOLCE VITA SLEEPS 2-4, 3 BLOCKS TO SOUTHERNMOST
Old Town Key West
9.6 out of 10, Exceptional, (158 reviews)
"Excellent location for a week in the Keys. Was able to walk to all the Duval Street attractions. "
United States
Michael R.
The price is ￥31,764
￥75,834 total
includes taxes & fees
Nov 9 - Nov 10
OLD TOWN STEPS TO DUVAL! LA DOLCE VITA SLEEPS 2-4, 3 BLOCKS TO SOUTHERNMOST
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

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

10/10 Excellent
"Great stay! Would visit again."
Chanele 3-night trip
Posted less than an hour ago
Parrot Key Hotel & Villas

Find out more about Sugarloaf Key

Sugarloaf Key Condo Rentals information

Number of reviews
617
Accommodation
321 Condo Rentals
Lowest Price
￥45,732
Highest Price
￥114,381

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