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
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Sugarloaf Key apartments

Property grounds

1. Cozy 1-bedroom apartment with WiFi, AC in charming Cudjoe Key large outdoor

Cozy 1-bedroom apartment with WiFi, AC in charming Cudjoe Key large outdoor
Cudjoe Key
The price is €111
includes taxes & fees
28 Oct - 29 Oct
Cozy 1-bedroom apartment with WiFi, AC in charming Cudjoe Key large outdoor
A wooden signpost with city names and distances in miles.

2. Steps from Duval, Pool on Site & Bikes Included!

Steps from Duval, Pool on Site & Bikes Included!
Old Town Key West
9.6 out of 10, Exceptional, (463 reviews)
"This studio is in a wonderful location and comes with bikes and a pool spa. It is a fabulous place to stay for a relaxing get-away island-style."
United States
Laura D.
The price is €219
includes taxes & fees
29 Oct - 30 Oct
Steps from Duval, Pool on Site & Bikes Included!
A pool area with a wooden deck, lounge chairs, and a staircase leading to a balcony.

3. Leo's Lodge | Newly Updated!

Leo's Lodge | Newly Updated!
Old Town Key West
9.0 out of 10, Wonderful, (40 reviews)
"Very nice place to stay, great pool area and great room. "
United States
Blake
The price is €313
includes taxes & fees
22 Nov - 23 Nov
Leo's Lodge | Newly Updated!
A courtyard with a gravel path, palm trees, and a building with a white facade.

4. Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval

Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval
Old Town Key West
9.8 out of 10, Exceptional, (52 reviews)
"Great location, comfortable bed, and amazing communication."
United States
Ruben A.
The price is €379
includes taxes & fees
28 Oct - 29 Oct
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval
An outdoor patio area with wooden furniture, a large tree, and lush greenery.

5. Pilar Cottage | Spectacular Studio w/ Shared Pool

Pilar Cottage | Spectacular Studio w/ Shared Pool
Key West Historic District
9.0 out of 10, Wonderful, (17 reviews)
"Excellent location for what we like in KW. Very nice, clean, and enjoyable. "
United States
Scott T.
The price is €354
includes taxes & fees
31 Oct - 1 Nov
Pilar Cottage | Spectacular Studio w/ Shared Pool
A covered outdoor area with a hot tub, seating, and a wooden deck.

6. Tropical Heron Hideaway w/Hot Tub + Pool

Tropical Heron Hideaway w/Hot Tub + Pool
Key West Historic District
10.0 out of 10, Exceptional, (4 reviews)
"Clean place, great location. Pool, hot tub and grill were awesome along with the back patio. "
United States
Logan G.
The price is €240
includes taxes & fees
1 Nov - 2 Nov
Tropical Heron Hideaway w/Hot Tub + Pool
A small, private entrance to a house with a brick pathway leading to a door.

7. Ricky's Retreat - Truman @ Duval | Ideal Getaway!

Ricky's Retreat - Truman @ Duval | Ideal Getaway!
Old Town Key West
9.8 out of 10, Exceptional, (40 reviews)
"Fantastic location. Super friendly and helpful host. Everything you need to escape to key west for a long weekend!"
United States
Jamie F.
Ricky's Retreat - Truman @ Duval | Ideal Getaway!
A wooden boardwalk leading to a building with a green roof, surrounded by palm trees and a body of water.

8. The Grenada Suite Pool View Private Balcony

The Grenada Suite Pool View Private Balcony
2.0 star property
Key West
9.0 out of 10, Wonderful, (2 reviews)
"A little dated, but clean and well located."
United States
Luis
The price is €510
includes taxes & fees
29 Oct - 30 Oct
The Grenada Suite Pool View Private Balcony
An outdoor patio area with wooden furniture, a large tree, and lush greenery.

9. African Queen | Perfect Suite Near Historic Seaport

African Queen | Perfect Suite Near Historic Seaport
Key West Historic District
9.4 out of 10, Exceptional, (18 reviews)
"Location was perfect. Cute little place Hostess was amazing. "
United States
Judith E.
The price is €391
includes taxes & fees
2 Nov - 3 Nov
African Queen | Perfect Suite Near Historic Seaport
A covered porch with white wooden railings, wicker furniture, and hanging lanterns.

10. Duval Delight | Recently Remodeled Condo on Duval!

Duval Delight | Recently Remodeled Condo on Duval!
Old Town Key West
9.8 out of 10, Exceptional, (79 reviews)
"Fantastic location"
United States
Jennifer
The price is €443
includes taxes & fees
29 Oct - 30 Oct
Duval Delight | Recently Remodeled Condo on Duval!
A pool area with a wooden deck, a two-story building with balconies, and palm trees.

11. Andy's Attic | Budget-Friendly!

Andy's Attic | Budget-Friendly!
Old Town Key West
8.0 out of 10, Very good, (42 reviews)
"I enjoyed my stay. It’s location is very convenient:)"
United States
Olivia B.
The price is €409
includes taxes & fees
25 Nov - 26 Nov
Andy's Attic | Budget-Friendly!
A narrow stone pathway leading to a yellow building with a white door and a small porch area.

12. Prime Downtown Key West Spot - The Cozy Little Cottage!

Prime Downtown Key West Spot - The Cozy Little Cottage!
Old Town Key West
9.6 out of 10, Exceptional, (51 reviews)
"Every detail as stated and parking was better than ever imagined!"
United States
Charles B.
The price is €240
includes taxes & fees
29 Oct - 30 Oct
Prime Downtown Key West Spot - The Cozy Little Cottage!
A poolside area with a wooden deck, lounge chairs, and a staircase leading to a balcony.

13. Chagall's Corner | Newly Remodeled!

Chagall's Corner | Newly Remodeled!
Old Town Key West
9.0 out of 10, Wonderful, (47 reviews)
"Very nice place to stay, close to many attractions. "
United States
Maria B.
The price is €314
includes taxes & fees
22 Nov - 23 Nov
Chagall's Corner | Newly Remodeled!
A small outdoor swimming pool with a metal ladder, surrounded by white walls and a wooden deck.

14. Private Parking, Heated Pool - Creme Brulee Suite

Private Parking, Heated Pool - Creme Brulee Suite
Key West Historic District
9.2 out of 10, Wonderful, (25 reviews)
"Clean comfortable room located in a central location for all of the sights in Key West. "
United States
Stephanie T.
The price is €326
includes taxes & fees
17 Nov - 18 Nov
Private Parking, Heated Pool - Creme Brulee Suite
A swimming pool with a 4 FT depth limit, surrounded by palm trees and wooden deck.

15. Bahama Village studio @ the Galleria!

Bahama Village studio @ the Galleria!
Old Town Key West
9.2 out of 10, Wonderful, (20 reviews)
"Great location, clean, laundry available, pool"
United States
Sarah M.
The price is €265
includes taxes & fees
1 Nov - 2 Nov
Bahama Village studio @ the Galleria!
A narrow brick pathway flanked by white buildings with potted plants and a bench.

16. Abbey's Attic - Truman @ Duval | Cozy Getaway in the Heart of Key West

Abbey's Attic - Truman @ Duval | Cozy Getaway in the Heart of Key West
Old Town Key West
9.8 out of 10, Exceptional, (27 reviews)
"Awesome location & very helpful host!"
United States
Jay M.
The price is €337
includes taxes & fees
2 Nov - 3 Nov
Abbey's Attic - Truman @ Duval | Cozy Getaway in the Heart of Key West
A covered outdoor area with a wooden deck, two round tables, and two blue chairs.

17. Curry House Room 1 - Near Duval, Pool & Balcony

Curry House Room 1 - Near Duval, Pool & Balcony
Old Town Key West
8.0 out of 10, Very good, (18 reviews)
"Very quaint place. Location was perfect. We walked everywhere we wanted to go. Close to Duval Street, Hemingway House, Southernmost Point. Pool area was nice to sit and relax by. Enjoyed our time here."
United States
Sondra
Curry House Room 1 - Near Duval, Pool & Balcony
A multi-level wooden house with a blue staircase and white railings.

18. Underwater Cabana at Custom House Inn | On Duval!

Underwater Cabana at Custom House Inn | On Duval!
Key West Historic District
9.8 out of 10, Exceptional, (27 reviews)
"We had a great comunication with the host. They were very responsive to all my questions and concerns. The check in process was very easy. They helped me with my car and shuttled me to the unit. The place was right on Duval Street. Although like that not very noisy as it was at the back. You could be in your room and at the bar for music and drinks in a minute. The room was comfortable and clean. If I go back to Key West again, I will not look for any other place to stay than Custom House."
United States
EMIN
The price is €409
includes taxes & fees
28 Oct - 29 Oct
Underwater Cabana at Custom House Inn | On Duval!
A compact kitchen with white cabinetry, a built-in microwave, a sink, and a coffee maker.

19. Rent at PORCHSIDE PARADISE - Steps to Duval

Rent at PORCHSIDE PARADISE - Steps to Duval
Old Town Key West
9.0 out of 10, Wonderful, (80 reviews)
"You absolutely cannot beat the location of this rental. It was incredibly clean and so accessible. We will stay here again!"
United States
Amy J.
The price is €345
includes taxes & fees
28 Oct - 29 Oct
Rent at PORCHSIDE PARADISE - Steps to Duval
A patio with wicker furniture, a hot tub, and a grill.

20. Duval Hideaway | Dog-Friendly w/ Shared Hot Tub

Duval Hideaway | Dog-Friendly w/ Shared Hot Tub
Old Town Key West
9.6 out of 10, Exceptional, (30 reviews)
"Close to everything ! It was a perfect location and we loved the hot tub. Amazing that it came with a parking spot. Would stay again."
United States
Jenn O.
The price is €445
includes taxes & fees
29 Oct - 30 Oct
Duval Hideaway | Dog-Friendly w/ Shared 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

Havana Cabana at Key West

Havana Cabana at Key West

10/10 Excellent
"Great hotel, not crowded, great staff. Enjoyed the breakfast and drinks that came with the package. Would recommend."
Ilya 2-night trip
Posted 5 hours ago
Havana Cabana at Key West

Find out more about Sugarloaf Key

Sugarloaf Key Apartments information

Number of reviews
985
Accommodation
158 Apartments
Lowest Price
€111
Highest Price
€510

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