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

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 CA $83
CA $168 total
includes taxes & fees
Oct 29 - Oct 30
Cozy 1-bedroom apartment with WiFi, AC in charming Cudjoe Key large outdoor
A white building with a covered porch and a palm tree.

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 CA $137
CA $330 total
includes taxes & fees
Oct 29 - Oct 30
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 CA $153
CA $489 total
includes taxes & fees
Nov 22 - Nov 23
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 CA $168
CA $590 total
includes taxes & fees
Oct 29 - Oct 30
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval
A wooden bench with patterned cushions in front of a white building with green shutters and a white picket fence.

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 CA $182
CA $546 total
includes taxes & fees
Oct 31 - Nov 1
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 CA $154
CA $371 total
includes taxes & fees
Nov 1 - Nov 2
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.
The price is CA $183
CA $548 total
includes taxes & fees
Nov 11 - Nov 12
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 CA $340
CA $780 total
includes taxes & fees
Oct 28 - Oct 29
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 CA $182
CA $609 total
includes taxes & fees
Nov 22 - Nov 23
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 CA $214
CA $707 total
includes taxes & fees
Oct 29 - Oct 30
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 CA $151
CA $486 total
includes taxes & fees
Nov 1 - Nov 2
Andy's Attic | Budget-Friendly!
A narrow stone pathway leading to a yellow building with a white door and a small porch area.

12. Sailor`s Cabin - Old Town - Walk to Duval !

Sailor`s Cabin - Old Town - Walk to Duval !
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 CA $154
CA $371 total
includes taxes & fees
Oct 29 - Oct 30
Sailor`s Cabin - Old Town - Walk to Duval !
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 CA $153
CA $489 total
includes taxes & fees
Nov 22 - Nov 23
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 CA $188
CA $505 total
includes taxes & fees
Nov 17 - Nov 18
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 CA $175
CA $410 total
includes taxes & fees
Nov 1 - Nov 2
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 CA $168
CA $522 total
includes taxes & fees
Nov 2 - Nov 3
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
The price is CA $158
CA $459 total
includes taxes & fees
Oct 28 - Oct 29
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 CA $214
CA $636 total
includes taxes & fees
Oct 28 - Oct 29
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 CA $208
CA $537 total
includes taxes & fees
Oct 28 - Oct 29
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 CA $214
CA $708 total
includes taxes & fees
Oct 29 - Oct 30
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 4 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
CA $168
Highest Price
CA $780

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