Search Chalets in Sugarloaf Key

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Check prices for these dates

Next weekend
2 Jan - 4 Jan
In two weeks
9 Jan - 11 Jan
In one month
23 Jan - 25 Jan
In two months
20 Feb - 22 Feb
No exact matches found, but these alternatives could be just right

Recommended hotels in Sugarloaf Key

Balcony
Sugar Loaf Lodge

Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
Summerland Key
8.2 out of 10, Very good, (1001)
"Great place to stary. Staff was very nice."
United States
norka
The price is HK$1,547
HK$1,741 total
includes taxes & fees
4 Jan - 5 Jan 2026
Sugar Loaf Lodge
Terrace/patio
The Hemingway - Beach Houses Key West

The Hemingway - Beach Houses Key West

The Hemingway - Beach Houses Key West
Upper Sugarloaf Key
9.6 out of 10, Exceptional, (8)
"Perfect location way off the path if you like seclusion."
United States
Jonathan L.
The price is HK$10,692
HK$17,759 total
includes taxes & fees
3 Jan - 4 Jan 2026
The Hemingway - Beach Houses Key West
2 bedrooms, Internet
Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
2.0 star property
Summerland Key
The price is HK$3,168
HK$6,162 total
includes taxes & fees
6 Jan - 7 Jan 2026
Starlight Serenity - Hideaway w Stunning Views
Terrace/patio
Starlight Serenity - Hideaway with Stunning Views

Starlight Serenity - Hideaway with Stunning Views

Starlight Serenity - Hideaway with Stunning Views
Summerland Key
The price is HK$2,255
HK$5,456 total
includes taxes & fees
6 Jan - 7 Jan 2026
Starlight Serenity - Hideaway with Stunning Views
Exterior
The Lighthouse - Beach Houses Key West

The Lighthouse - Beach Houses Key West

The Lighthouse - Beach Houses Key West
Upper Sugarloaf Key
9.6 out of 10, Exceptional, (11)
"Thank you for our wonderful stay at this beautiful property - everything was perfect - Peter"
United States
Peter Q.
The price is HK$8,553
HK$13,711 total
includes taxes & fees
28 Dec - 29 Dec
The Lighthouse - Beach Houses Key West
Terrace/patio
Hammock House - Beach Houses Key West

Hammock House - Beach Houses Key West

Hammock House - Beach Houses Key West
Sugarloaf Key
8.0 out of 10, Very good, (2)
"If you're looking for a peaceful and picturesque getaway, the Bungalows at Sugarloaf Beach is the perfect choice!Thank you, Cadmier, for your hospitality. See again. Respectfully, Samat Sakebaev "
United States
Samat S.
The price is HK$9,366
HK$17,020 total
includes taxes & fees
27 Dec - 28 Dec
Hammock House - Beach Houses Key West
Property grounds
Palm - Beach Houses Key West

Palm - Beach Houses Key West

Palm - Beach Houses Key West
Upper Sugarloaf Key
10.0 out of 10, Exceptional, (14)
"Beautiful grounds and pool area. Enjoyed all the abundant wildlife as well as fishing from one of the piers."
United States
Harvey(Tabb) M.
The price is HK$8,511
HK$15,114 total
includes taxes & fees
14 Jan - 15 Jan 2026
Palm - Beach Houses Key West
Breakfast, lunch, dinner served; American cuisine, pool views
Looe Key Reef Resort

Looe Key Reef Resort

Looe Key Reef Resort
2.5 star property
Summerland Key
7.4 out of 10, Good, (1001)
"Staff very polite and accommodating. "
United States
Gregory Mark
Looe Key Reef Resort
Aerial view
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1214)
"Great location - nice pools - excellent staff"
United States
Gary
The price is HK$1,643
HK$2,295 total
includes taxes & fees
13 Jan - 14 Jan 2026
Parrot Key Hotel & Villas
Front of property – evening/night
Parmer's Resort

Parmer's Resort

Parmer's Resort
2.5 star property
Summerland Key
9.0 out of 10, Wonderful, (1000)
"Beautiful and relaxing "
United States
Michael
The price is HK$1,498
HK$1,939 total
includes taxes & fees
5 Jan - 6 Jan 2026
Parmer's Resort
Exterior
Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (283)
"Enjoyed the duplex, instead of a standard hotel room. Full kitchen, nice bathroom, and bedroom. "
United States
Alejandra
Old Wooden Bridge Resort and Marina
Beach/ocean view
Sunshine Key RV Resort & Marina

Sunshine Key RV Resort & Marina

Sunshine Key RV Resort & Marina
2.0 star property
Big Pine Key
8.8 out of 10, Excellent, (160)
"Staff was great. Room so clean! Loved the shower. Bed comfy and the property was beautiful! "
United States
brenda
The price is HK$2,372
HK$2,668 total
includes taxes & fees
4 Jan - 5 Jan 2026
Sunshine Key RV Resort & Marina
Exterior
Canal front lot only. No house or RV. You need to bring your RV.

Canal front lot only. No house or RV. You need to bring your RV.

Canal front lot only. No house or RV. You need to bring your RV.
Cudjoe Key
The price is HK$1,159
HK$1,459 total
includes taxes & fees
27 Dec - 28 Dec
Canal front lot only. No house or RV. You need to bring your RV.
Exterior
Private Oceanfront Cottage with dockage, pool just minutes to Key West!

Private Oceanfront Cottage with dockage, pool just minutes to Key West!

Private Oceanfront Cottage with dockage, pool just minutes to Key West!
Cudjoe Key
8.6 out of 10, Excellent, (164)
"Beautiful serene, location, located close enough to Key West and also nice restaurants in the area and close to Bahia Honda State Park, which was beautiful and the key deer areas."
United States
Andrea S.
The price is HK$1,750
HK$2,943 total
includes taxes & fees
19 Jan - 20 Jan 2026
Private Oceanfront Cottage with dockage, pool just minutes to Key West!
Egyptian cotton sheets, premium bedding, down duvets, in-room safe
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina
4.0 star property
Stock Island
8.8 out of 10, Excellent, (1759)
"The place is great!"
United States
Anna
The price is HK$1,900
HK$2,614 total
includes taxes & fees
8 Jan - 9 Jan 2026
Oceans Edge Key West Resort, Hotel & Marina
10 outdoor pools, pool umbrellas, pool loungers
Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
3.5 star property
Summerland Key
10.0 out of 10, Exceptional, (1)
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
United States
Preetam
The price is HK$4,374
HK$7,982 total
includes taxes & fees
16 Jan - 17 Jan 2026
Atlantic View Luxury Villa with Pool
Exterior
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town
8.0 out of 10, Very good, (1797)
"the staff was so welcoming and nice, it was a perfect place to stay in Key West!"
United Kingdom
Alicia
The price is HK$1,813
HK$2,476 total
includes taxes & fees
8 Jan - 9 Jan 2026
Blue Flamingo Resort Key West
Food and drink
Margaritaville Beach House Key West

Margaritaville Beach House Key West

Margaritaville Beach House Key West
4.0 star property
Key West
8.8 out of 10, Excellent, (1775)
"Nice spot and great staff"
United States
Lindsay Brooke
The price is HK$2,776
HK$3,627 total
includes taxes & fees
8 Jan - 9 Jan 2026
Margaritaville Beach House Key West
Outdoor pool
Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
3.5 star property
Key West
9.6 out of 10, Exceptional, (1012)
"Great staff, hotel and pool."
United States
Lilly
The price is HK$3,232
HK$3,986 total
includes taxes & fees
12 Jan - 13 Jan 2026
Hyatt Vacation Club at Windward Pointe, Key West
Outdoor pool, pool umbrellas, pool loungers
Hampton Inn Key West FL

Hampton Inn Key West FL

Hampton Inn Key West FL
2.5 star property
Key West
9.0 out of 10, Wonderful, (1290)
"Wonderful stay"
United States
Lindsey
The price is HK$2,442
HK$2,748 total
includes taxes & fees
5 Jan - 6 Jan 2026
Hampton Inn Key West FL
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
"Staff was all wonderful! Resort was the perfect size.. pool and bar area were perfect! Definitely recommend and will be going back! "
Kellie 4-night trip
Posted 2 days ago
Havana Cabana at Key West

Find out more about Sugarloaf Key

Sugarloaf Key Chalets information

Number of reviews
12,450
Accommodation
0 Chalets
Lowest Price
HK$1,459
Highest Price
HK$17,759