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Check prices for these dates

Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov
In one month
11 Dec - 13 Dec
In two months
8 Jan - 10 Jan

Our top choices for Sugarloaf Key condo rentals

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.

1. 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 AED 672
AED 1,807 total
includes taxes & fees
29 Nov - 30 Nov
The Grand Cayman | Beautifully Remodeled Key West!
A room with a sofa, a television, a table, and a balcony with a view.

2. 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 AED 672
AED 1,807 total
includes taxes & fees
16 Nov - 17 Nov
The Curaçao | Key West Condo with Pool, Balcony, & Sunset Views
A waterfront property with a large building, a dock with boats, and palm trees.

3. Grand Marina Suite - Poolside & Waterfront Condo

Grand Marina Suite - Poolside & Waterfront Condo
Stock Island
9.6 out of 10, Exceptional, (35 reviews)
"Great property but not very walkable but all good"
United States
CAROL K.
The price is AED 1,102
AED 2,301 total
includes taxes & fees
10 Nov - 11 Nov
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.

4. 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 AED 667
AED 1,794 total
includes taxes & fees
10 Nov - 11 Nov
The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool!
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, (12 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 AED 587
AED 2,674 total
includes taxes & fees
18 Nov - 19 Nov
Atlantic Parrot | Oceanfront Condo w/ Pool
A wooden bridge leading to a house with a sign indicating no swimming or diving.

6. 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 AED 624
AED 1,842 total
includes taxes & fees
1 Dec - 2 Dec
The Tortuga at Sunrise Suites - Balcony & Pool
A wooden boardwalk leading to a building with a green roof, surrounded by lush greenery and palm trees.

7. 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 AED 667
AED 1,794 total
includes taxes & fees
10 Nov - 11 Nov
The Cat Island Suite | Charmingly Renovated w/ Pool
A pool area with a wooden deck, a staircase leading to a balcony, and a yellow building with white railings.

8. 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, (25 reviews)
"Super cute place. "
United States
Amanda M.
The price is AED 386
AED 1,170 total
includes taxes & fees
23 Nov - 24 Nov
Pierre's Perch: Discover Charm and Convenience, Perfect Studio Retreat in Key West with Shared Pool
A covered balcony with wicker chairs, a view of palm trees, and multiple flags.

9. AFTER HOURS ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!

AFTER HOURS ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!
Old Town Key West
9.6 out of 10, Exceptional, (18 reviews)
"Friendly and clean place, love the look and location will be back"
United States
Amanda G.
The price is AED 562
AED 1,193 total
includes taxes & fees
24 Nov - 25 Nov
AFTER HOURS ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!
A tropical garden pathway leading to a building with a yellow facade and green shutters.

10. 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, (115 reviews)
"Absolutely perfect! Great location, great property and great unit. Beautiful pool area with ice machine and filtered water dispenser was a highlight for the very hot and humid time we visited. Would return immediately and stay in the same spot. Thank you for a very enjoyable time in Key West!"
United States
Justin D.
The price is AED 646
AED 1,373 total
includes taxes & fees
1 Dec - 2 Dec
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
A modern kitchen with white cabinetry, a granite countertop, and a central island.

11. Waterfront Condo + Pool Downtown + Boat Slip

Waterfront Condo + Pool Downtown + Boat Slip
Meadows
9.4 out of 10, Exceptional, (20 reviews)
"The place was fantastic and the hosts easy to communicate with. Will definitely be back!"
United States
Michelle A.
The price is AED 484
AED 1,474 total
includes taxes & fees
2 Dec - 3 Dec
Waterfront Condo + Pool Downtown + Boat Slip
A tropical garden pathway leading to a building with a yellow facade and green shutters.

12. 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 AED 547
AED 1,251 total
includes taxes & fees
10 Nov - 11 Nov
SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
A narrow stone pathway flanked by a yellow building with a white fence and a wall-mounted electrical box.

13. 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 AED 551
AED 1,069 total
includes taxes & fees
17 Nov - 18 Nov
Hidden Key West Cottage - Walk to Duval !!!
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 AED 1,267
AED 1,853 total
includes taxes & fees
10 Nov - 11 Nov
Key West Condo close to the Ocean. 1 mile to Smathers & 3 miles to Duval St.
A waterfront property with a large building, a dock with boats, and palm trees.

15. 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 AED 1,102
AED 2,301 total
includes taxes & fees
10 Nov - 11 Nov
Grand Marina Suite - Poolside & Waterfront Condo
A modern kitchen with a marble countertop, a built-in oven, and a dining area with a sofa and table.

16. 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 AED 1,035
AED 2,127 total
includes taxes & fees
10 Nov - 11 Nov
Key West 2BR | Pool, Hot Tub, Balcony & Parking
A waterfront property with a large building, a dock with boats, and palm trees.

17. 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 AED 1,102
AED 2,217 total
includes taxes & fees
14 Nov - 15 Nov
Grand Marina Suite - Poolside & Waterfront Condo
A modern living room with a sofa, coffee table, and a painting of a beach scene.

18. 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 AED 672
AED 1,807 total
includes taxes & fees
19 Nov - 20 Nov
The Saint Kitts Suite | Breathtaking View, Heated Pool
A hotel with a green-roofed building, palm trees, and a wooden bridge over a water body.

19. 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, (50 reviews)
"Great place for our 1 night in key west "
United States
Thadd W.
The price is AED 1,267
AED 1,853 total
includes taxes & fees
10 Nov - 11 Nov
Two-bedroom, two-bath condo close to the Ocean. Full kitchen, living r & balcony
A wooden boardwalk leading to a hotel with a green roof, surrounded by lush greenery and palm trees.

20. Sunny Condo with WiFi, Hot Tub, Pool & Tennis

Sunny Condo with WiFi, Hot Tub, Pool & Tennis
Key West
9.4 out of 10, Exceptional, (122 reviews)
"We loved the location."
United States
Aneesah D.
The price is AED 2,206
AED 2,673 total
includes taxes & fees
16 Nov - 17 Nov
Sunny Condo with WiFi, Hot Tub, Pool & Tennis
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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Learn more about Sugarloaf Key

Kayak through mangrove tunnels and spot colorful fish in the crystal-clear waters surrounding this laid-back island. Unwind on Sugarloaf Beach's white sands or explore Upper Sugarloaf Sound, where local boaters know the best snorkeling spots.

See all hotels in Sugarloaf Key
A coastal property with a white and yellow house, surrounded by palm trees and a rocky shoreline.

Top reviews in Sugarloaf Key

A corridor lined with trees and potted plants, leading to a building with a white exterior and windows.
Sugar Loaf Lodge

Sugar Loaf Lodge

Sugar Loaf Lodge
Summerland Key

10/10 Excellent

Upon our arrival, the sight of 2 iguanas on the lounging on the bridge by the pristine water at the back of the property had my entire family out of the minivan at lightning speed. They followed one, which lead them to trees full of these beautiful lizards. The front desk personnel, a very amiable gentleman, was very friendly and welcoming. Our room was in the middle of the 2nd floor, and had a fantastic view of the bay. And yes, there were more iguanas looking at us from the first floor, some...
United States
Momi
Reviewed April 4, 2016
Sugar Loaf Lodge

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