Compare Cheap Hotels in Sugarloaf Shores Florida
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Cheap Sugarloaf Shores Hotels

Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
$223 nightly
The price is $251 total per night
$251 total
Dec 14 - Dec 15
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
13.13 mi from Sugarloaf Shores
When you stay at Beachside Resort & Residences in Key West, you'll be next to a golf course, a 5-minute drive from Smathers Beach and 8 minutes from Duval Street.

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
$166 nightly
The price is $187 total per night
$187 total
Dec 14 - Dec 15
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
13.24 mi from Sugarloaf Shores
A stay at Blue Flamingo Resort Key West places you in the heart of Key West, within a 10-minute drive of Stock Island Yacht Club & Marina and Key West Lighthouse and Keeper's Quarters Museum.
Pool
Hot Tub

Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
$218 nightly
The price is $245 total per night
$245 total
Dec 14 - Dec 15
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
11.93 mi from Sugarloaf Shores
When you stay at Oceans Edge Key West Resort, Hotel & Marina in Key West, you'll be next to a golf course, within a 15-minute drive of Duval Street and Smathers Beach.
Pool
Pet friendly

Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
$255 nightly
The price is $287 total per night
$287 total
Dec 14 - Dec 15
Total with taxes and fees
14.74 mi from Sugarloaf Shores
Located in Key West, Margaritaville Beach House Key West is by the ocean, within a 5-minute drive of Smathers Beach and Fort East Martello Museum and Gallery.
Pool
Pet friendly

Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
$153 nightly
The price is $172 total per night
$172 total
Dec 18 - Dec 19
Total with taxes and fees
13.17 mi from Sugarloaf Shores
In the heart of Key West, Hilton Garden Inn Key West / The Keys Collection is within a 5-minute drive of Key West Tropical Forest and Botanical Garden and Key West Art and Historical Society.
Pool
Hot Tub

Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
$271 nightly
The price is $305 total per night
$305 total
Dec 17 - Dec 18
Total with taxes and fees
Free Cancellation
16.28 mi from Sugarloaf Shores
With a stay at Southernmost Beach Resort and Guesthouses, you'll be centrally located in Key West, steps from South Beach and within a 5-minute walk of Southernmost Point.
Pool
Spa

Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
$228 nightly
The price is $257 total per night
$257 total
Dec 15 - Dec 16
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
13.66 mi from Sugarloaf Shores
With a stay at Havana Cabana at Key West in Key West (New Town), you'll be a 5-minute drive from Florida Keys Beaches and 6 minutes from Duval Street.
Pool
Hot Tub

DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
$175 nightly
The price is $197 total per night
$197 total
Dec 15 - Dec 16
Total with taxes and fees
13.26 mi from Sugarloaf Shores
When you stay at DoubleTree Resort by Hilton Grand Key - Key West in Key West, you'll be by the ocean, a 4-minute drive from Smathers Beach and 9 minutes from Duval Street.

The Perry Hotel & Marina Key West
7001 Shrimp Road Key West FL
$210 nightly
The price is $236 total per night
$236 total
Dec 14 - Dec 15
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
12.48 mi from Sugarloaf Shores
When you stay at The Perry Hotel & Marina Key West in Key West, you'll be on the waterfront, within a 5-minute drive of Stock Island Yacht Club & Marina and Key West Golf Club.
Pool
Pet friendly

Hyatt Vacation Club at Windward Pointe, Key West
3675 South Roosevelt Boulevard Key West FL
$369 nightly
The price is $415 total per night
$415 total
Dec 18 - Dec 19
Total with taxes and fees
13.5 mi from Sugarloaf Shores
With a stay at Hyatt Vacation Club at Windward Pointe, Key West in Key West, you'll be near the airport, within a 15-minute walk of Fort East Martello Museum and Gallery and Key West Art and Historical Society.

Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
$306 nightly
The price is $345 total per night
$345 total
Dec 14 - Dec 15
Total with taxes and fees
15.91 mi from Sugarloaf Shores
With a stay at Casa Marina Key West, Curio Collection by Hilton in Key West (Old Town Key West), you'll be steps from Florida Keys Beaches and 10 minutes by foot from Duval Street.

Parrot Key Hotel & Villas
2801 N Roosevelt Blvd Key West FL
$254 nightly
The price is $286 total per night
$286 total
Jan 7 - Jan 8, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
14.45 mi from Sugarloaf Shores
With a stay at Parrot Key Hotel & Villas in Key West (Northside Resort), you'll be within a 5-minute drive of Duval Street and Florida Keys Beaches.
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See all available properties in Sugarloaf Shores
View all propertiesLowest 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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Sugarloaf Shores hotels essential information
Accommodation | 3,563 hotels |
|---|---|
Lowest Price | $172 |
Highest Price | $415 |
Popular hotels | Beachside Resort & Residences, Blue Flamingo Resort Key West, Oceans Edge Key West Resort, Hotel & Marina, Margaritaville Beach House Key West, Hilton Garden Inn Key West / The Keys Collection, Southernmost Beach Resort and Guesthouses, Havana Cabana at Key West , DoubleTree Resort by Hilton Grand Key - Key West, The Perry Hotel & Marina Key West, Hyatt Vacation Club at Windward Pointe, Key West, Casa Marina Key West, Curio Collection by Hilton, Parrot Key Hotel & Villas |
Most Recent Sugarloaf Shores Hotel Reviews

Blue Flamingo Resort Key West
5 out of 5
Posted 2 days ago
CheapTickets Verified Review
"Report was clean, staff was friendly and there were several things to keep us busy such as the pool, putting green, foosball, and pool tables. Great value for the keys and we will be back for sure. "
A verified traveler stayed at Blue Flamingo Resort Key West
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