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Top hotels in Sugarloaf Shores
The Laureate Key West
3444 N Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$324 nightly
The price is $365 total per night from Mar 22 to Mar 23
$365 total
Mar 22 - Mar 23
Total with taxes and fees
This hotel features an outdoor pool and an indoor pool. If you want to take your pet along, this pet-friendly property offers everything you'll need for your ...
Stayed in 8 hotels during our Florida vacation and this was by far everyone's favorite! Clean, spacious, boutique feel to it rather than your typical hotel/resort. Highly recommend!
Reviewed on Mar 20, 2026
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
Fully refundableReserve now, pay when you stay
$362 nightly
The price is $408 total per night from Apr 19 to Apr 20
$408 total
Apr 19 - Apr 20
Total with taxes and fees
A marina, 6 outdoor pools, and a 24-hour gym are all featured at this smoke-free hotel. Business travelers can take advantage of the free WiFi in public areas. ...
Nice property, nice rooms. Loved everything but our dining experience. Understaffed, undercooked meal and the service was lacking. Otherwise, it was a great stay
Reviewed on Mar 20, 2026
Parrot Key Hotel & Villas
2801 N Roosevelt Blvd Key West FL
$339 nightly
The price is $382 total per night from Apr 12 to Apr 13
$382 total
Apr 12 - Apr 13
Total with taxes and fees
This smoke-free hotel features 4 outdoor pools, a gym, and a restaurant. Traveling on business? Take advantage of the business center, free WiFi in public areas, ...
No the shuttle wasn't easy to find, we took a taxi.
Reviewed on Mar 19, 2026
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
$381 nightly
The price is $429 total per night from Apr 14 to Apr 15
$429 total
Apr 14 - Apr 15
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. If you want to take your pet along, this pet-friendly property offers everything you'll ...
Clean, nice pool area with great drinks. The hot tub was dirty. The elevator didn’t work. Our waiter was not very attentive but a chef or other staff was extremely helpful when she noticed we had not been served. Waiter was eventually helpful, probably just new. The room layout was good for the kids. ...
Reviewed on Mar 20, 2026
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$330 nightly
The price is $371 total per night from Mar 26 to Mar 27
$371 total
Mar 26 - Mar 27
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Enjoy the hot tub ...
Never seen so many happy guests in my 40 years of travel
Reviewed on Mar 20, 2026
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$365 nightly
The price is $411 total per night from Apr 13 to Apr 14
$411 total
Apr 13 - Apr 14
Total with taxes and fees
This smoke-free hotel features a private beach, a marina, and 2 restaurants. Enjoy a day at the beach kayaking, or relax with sun loungers. Unwind with a drink ...
Staff was excellent. Restaurant was 5 star. Pool side service was excellent with a great lunch menu.
Reviewed on Mar 20, 2026
Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
Fully refundableReserve now, pay when you stay
$544 nightly
The price is $612 total per night from Apr 5 to Apr 6
$612 total
Apr 5 - Apr 6
Total with taxes and fees
A private beach, a full-service spa, and 2 outdoor pools are all featured at this smoke-free resort. Relax with sun loungers and beach umbrellas, and cool off ...
Outside building was great. Could improve with room maintenace. Our room was ocean view, but toilet fil valve was broken, and takes 30 minutes wait to flush. Window frame paint was peeling. Otherwise its a great place.
Reviewed on Mar 20, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$284 nightly
The price is $320 total per night from Apr 19 to Apr 20
$320 total
Apr 19 - Apr 20
Total with taxes and fees
This hotel features 2 restaurants, 2 outdoor pools, and a 24-hour gym. There's fun for all ages with mini golf and an arcade/game room, and families will appreciate ...
Kids enjoyed all the activities/games!
Reviewed on Mar 20, 2026
Ibis Bay Beach Resort
3101 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$413 nightly
The price is $465 total per night from Mar 25 to Mar 26
$465 total
Mar 25 - Mar 26
Total with taxes and fees
This Art Deco hotel features a private beach, a marina, and a restaurant. Enjoy a day at the beach kayaking, or relax with sun loungers. Enjoy the outdoor pool ...
The hotel is falling apart... literally. We were on the 2nd floor & the boards on the walkways are rotting out. There were soft spots in the floor of our room. We were afraid to step in certain areas due to fear we would fall through. They have tortoises that looked neglected.
Reviewed on Mar 20, 2026
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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.
Sugarloaf Shores Hotel Guide
Don’t keep your travel plans on repeat year after year. The same city with the same hotel every season will bore you and give you an itch to go looking for something new. Expand your geographical horizons to more than just those five blocks around your usual haunt.
Nowhere else can you find better deals on Sugarloaf Shores area hotels. You’ll find the best prices on the quirky, the haunted, the old, the new, and the legendary. If you’re wondering what side of the pricing scale some of these hotels fall on, you need not to worry. Compare cheap hotels near Sugarloaf Shores to find the perfect one to will fit your budget.
Leave the ordinary routine you’re set on behind and go. Go anywhere you want. Anywhere that makes you think, “I wonder what that’s like?” Part of Travelocity’s mission is to get you off-the-beaten path and the hotels near Sugarloaf Shores are perfect for that. Find your new favorite watering hole on a quiet street. Discover a place to escape for the weekend with tasty local fare and unique sights. We want you to consider the places outside your normal comfort zone. Browse our selection and find the ideal hotel, in a place you’d like to explore.
Recent Sugarloaf Shores hotel reviews by fellow wanderers
Casa Marina Key West, Curio Collection by Hilton
4 out of 5
Posted 1 hour ago
Travelocity Verified Review
"Outside building was great. Could improve with room maintenace. Our room was ocean view, but toilet fil valve was broken, and takes 30 minutes wait to flush. Window frame paint was peeling. Otherwise its a great place."
A verified traveler stayed at Casa Marina Key West, Curio Collection by Hilton
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