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Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
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Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Browse Select Sugarloaf Key Apartments

Hyatt Vacation Club at Sunset Harbor, Key West
Exterior

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 star property
8.4 out of 10, Very good, (307)
"We had a nice stay. The property was in a great location."
The price is CA $322
CA $401 total
includes taxes & fees
Aug 24 - Aug 25
Hyatt Vacation Club at Sunset Harbor, Key West
Butterfly Nest | Newly Updated w/ Shared Pool
A heated pool

Butterfly Nest | Newly Updated w/ Shared Pool

10.0 out of 10, Exceptional, (20)
"this place was perfect for us, it was away from the craziness but easy to get to where we wanted to be on a daily basses, The view of the pool off the deck was beautiful, just like the picture in your add, the sunrises were so beautiful!we loved it"
The price is CA $163
CA $508 total
includes taxes & fees
Aug 25 - Aug 26
Butterfly Nest | Newly Updated w/ Shared Pool
Holly's Hideaway - Truman @ Duval | Two-Bedroom Prime Location!
Exterior detail

Holly's Hideaway - Truman @ Duval | Two-Bedroom Prime Location!

9.6 out of 10, Exceptional, (13)
"Great place to stay! Very clean and steps to Duval Ave."
The price is CA $170
CA $553 total
includes taxes & fees
Aug 10 - Aug 11
Holly's Hideaway - Truman @ Duval | Two-Bedroom Prime Location!
The Salt Cay | Updated! Stunning Sunset View, Pool!
A heated pool

The Salt Cay | Updated! Stunning Sunset View, Pool!

9.8 out of 10, Exceptional, (20)
"Place was so clean and perfect location! Very quiet and relaxing"
The price is CA $155
CA $497 total
includes taxes & fees
Aug 17 - Aug 18
The Salt Cay | Updated! Stunning Sunset View, Pool!
The Samana Cay | Tropical, Airy Retreat w/ Private Balcony & Pool!
Living area

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

9.8 out of 10, Exceptional, (15)
"It was overall just a fantastic trip, the Santana cay exceeded our expectations, we were so happy with the rental, so comfortable. Close by to everything and made use of the shuttle that was super helpful and appreciated! Would definitely recommend and come again! "
The price is CA $155
CA $497 total
includes taxes & fees
Aug 17 - Aug 18
The Samana Cay | Tropical, Airy Retreat w/ Private Balcony & Pool!
Steps from Duval, Pool on Site & Bikes Included!
Exterior

Steps from Duval, Pool on Site & Bikes Included!

9.6 out of 10, Exceptional, (394)
"this was exactly as advertised and close to all the action"
The price is CA $122
CA $313 total
includes taxes & fees
Aug 11 - Aug 12
Steps from Duval, Pool on Site & Bikes Included!
Cat Island Suite | Beautifully Renovated w/ Pool!
A heated pool

Cat Island Suite | Beautifully Renovated w/ Pool!

10.0 out of 10, Exceptional, (22)
"Perfect for 2 couples each has their own bathroom. Loved sitting on the little deck in the morning. Pool was nice and clean. Convient location to drive or uber to town"
The price is CA $144
CA $477 total
includes taxes & fees
Aug 10 - Aug 11
Cat Island Suite | Beautifully Renovated w/ Pool!
Welcome Matt's - Truman @ Duval | Ideal One-Bedroom Retreat
1 bedroom, free WiFi, bed sheets

Welcome Matt's - Truman @ Duval | Ideal One-Bedroom Retreat

9.8 out of 10, Exceptional, (8)
The price is CA $128
CA $444 total
includes taxes & fees
Aug 10 - Aug 11
Welcome Matt's - Truman @ Duval | Ideal One-Bedroom Retreat
The Andros | Incredible Views w/ Shared Pool
A heated pool

The Andros | Incredible Views w/ Shared Pool

8.6 out of 10, Excellent, (21)
"The short stay we had at your property was absolutely amazing. It is going to be very difficult to top. I can't imagine visiting any other property if I were to come back."
The price is CA $155
CA $497 total
includes taxes & fees
Aug 17 - Aug 18
The Andros | Incredible Views w/ Shared Pool
Galleon Resort Efficiency in the old town
On the beach, beach towels

Galleon Resort Efficiency in the old town

9.6 out of 10, Exceptional, (147)
"Great stay and best location."
Galleon Resort Efficiency in the old town
VanGogh Studio | Updated, Old Town, Heated Pool
1 bedroom, free WiFi, bed sheets

VanGogh Studio | Updated, Old Town, Heated Pool

8.6 out of 10, Excellent, (25)
"Great communication, great location, and nice pool."
The price is CA $111
CA $354 total
includes taxes & fees
Aug 12 - Aug 13
VanGogh Studio | Updated, Old Town, Heated Pool
Downtown dog-friendly cottage-like studio with patio, full kitchen, cable, & AC
Fridge, microwave, oven, stovetop

Downtown dog-friendly cottage-like studio with patio, full kitchen, cable, & AC

8.8 out of 10, Excellent, (228)
"Great location. Place was exactly as described "
The price is CA $102
CA $311 total
includes taxes & fees
Aug 10 - Aug 11
Downtown dog-friendly cottage-like studio with patio, full kitchen, cable, & AC
Two Modern Suites on Duval - Custom House Inn
Terrace/patio

Two Modern Suites on Duval - Custom House Inn

8.6 out of 10, Excellent, (4)
"Awesome place. Awesome location. Awesome management. Parker, Marie, and Zoey went out of their way to please us. "
The price is CA $220
CA $698 total
includes taxes & fees
Aug 17 - Aug 18
Two Modern Suites on Duval - Custom House Inn
Atocha Cottage at Harbor Walk Hideaways | 2 Blocks From Duval! Shared Pool
Outdoor dining

Atocha Cottage at Harbor Walk Hideaways | 2 Blocks From Duval! Shared Pool

9.4 out of 10, Exceptional, (17)
"Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: PLEASANT"
The price is CA $249
CA $616 total
includes taxes & fees
Aug 17 - Aug 18
Atocha Cottage at Harbor Walk Hideaways | 2 Blocks From Duval! Shared Pool
Claude Monet Suite | Cozy Studio with Pool & Patio Access!
Terrace/patio

Claude Monet Suite | Cozy Studio with Pool & Patio Access!

9.4 out of 10, Exceptional, (20)
"Great location. Everything was perfect!"
The price is CA $130
CA $381 total
includes taxes & fees
Aug 12 - Aug 13
Claude Monet Suite | Cozy Studio with Pool & Patio Access!
Underwater Cabana at Custom House Inn | Right In The Heart, On Duval!
Terrace/patio

Underwater Cabana at Custom House Inn | Right In The Heart, On Duval!

9.8 out of 10, Exceptional, (14)
"Very nice place to stay right on Duval Street. You are in the middle of everything and it is a short walk to whatever you would like to do, including the ocean.Room is very nice and clean and uncomfortable"
The price is CA $126
CA $433 total
includes taxes & fees
Aug 10 - Aug 11
Underwater Cabana at Custom House Inn | Right In The Heart, On Duval!
Sea Esta Suite | Located On Iconic Duval w/ Pool
Fridge, microwave, oven, dishwasher

Sea Esta Suite | Located On Iconic Duval w/ Pool

9.6 out of 10, Exceptional, (14)
"Extra towels would be great per each bath - lovely place! Would stay again! "
The price is CA $213
CA $902 total
includes taxes & fees
Aug 12 - Aug 13
Sea Esta Suite | Located On Iconic Duval w/ Pool
Sandbar Suite | 2 bed/2 bath apartment with patio overlooking Front Street
Fridge, microwave, oven, stovetop

Sandbar Suite | 2 bed/2 bath apartment with patio overlooking Front Street

10.0 out of 10, Exceptional, (1)
"Twins traveled to the Keys for the 50th birthday and had a great experience. Perfect place to stay and location for the stuff we enjoyed doing… Duvall street and the Pier. "
The price is CA $467
CA $1,113 total
includes taxes & fees
Aug 11 - Aug 12
Sandbar Suite | 2 bed/2 bath apartment with patio overlooking Front Street
Balcony - Sky Suites Retreat, on Duval
Property grounds

Balcony - Sky Suites Retreat, on Duval

10.0 out of 10, Exceptional, (14)
"Had a blast. The place is even better than the pics!"
The price is CA $845
CA $1,897 total
includes taxes & fees
Aug 10 - Aug 11
Balcony - Sky Suites Retreat, on Duval
Scott's Cottage - Truman @ Duval | Perfect Location! Ideal for Solos &Couples
Exterior

Scott's Cottage - Truman @ Duval | Perfect Location! Ideal for Solos &Couples

10.0 out of 10, Exceptional, (8)
"Great location, friendly and helpful hosts, clean, perfect spot for my solo trip!"
The price is CA $128
CA $388 total
includes taxes & fees
Aug 10 - Aug 11
Scott's Cottage - Truman @ Duval | Perfect Location! Ideal for Solos &Couples
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

Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

10/10 Excellent
"Clean hotel, nice room overall, staff was very nice and helpful. "
Ashley 1-night trip
Posted 1 day ago
Hilton Garden Inn Key West / The Keys Collection