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Top hotels in Sugarloaf Shores
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$239 nightly
The price is $268 total per night from Apr 26 to Apr 27
$268 total
Apr 26 - Apr 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 ...
Room was clean, shower had very poor water pressure, everything felt a bit old. Food was expensive yet bland.
Reviewed on Apr 9, 2026
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
Fully refundableReserve now, pay when you stay
$311 nightly
The price is $350 total per night from May 10 to May 11
$350 total
May 10 - May 11
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. ...
The hotel’s location is its biggest strength—far enough from the noise and crowds of Duval Street, which made for a much more peaceful stay. The property itself is clean overall, and the ocean views from the room (sailboats and catamarans) are truly beautiful. That said, there were some drawbacks. ...
Reviewed on Apr 9, 2026
Parrot Key Hotel & Villas
2801 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$254 nightly
The price is $286 total per night from May 10 to May 11
$286 total
May 10 - May 11
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, ...
We LOVED this stay! Everything was wonderful. We loved the garden atmosphere. The staff was attentive & worked hard. It was convenient to schedule outings & transportation. Breakfast was delicious & we liked sitting by the pool. We hope to come back again.
Reviewed on Apr 9, 2026
The Laureate Key West
3444 N Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$250 nightly
The price is $281 total per night from Apr 20 to Apr 21
$281 total
Apr 20 - Apr 21
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 ...
We loved the place.
Reviewed on Apr 10, 2026
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundable
$393 nightly
The price is $442 total per night from May 10 to May 11
$442 total
May 10 - May 11
Total with taxes and fees
This hotel features a full-service spa, 3 outdoor pools, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Traveling ...
Offered upgrade for a bit more $ to a oceanfront front room!! Made our trip that much better! Slept with french doors open listening to the waves and a beautiful breeze!
Reviewed on Apr 9, 2026
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$289 nightly
The price is $326 total per night from May 6 to May 7
$326 total
May 6 - May 7
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 ...
Hotel pictures online have not been updated to current condition. All room doors are located outside. Gaps under the door which can let bugs in. After checking into our room, my family brought dinner to the room. After about 15 mins our counter and food was covered in ants. Ants were also in the ...
Reviewed on Apr 8, 2026
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$273 nightly
The price is $307 total per night from Apr 14 to Apr 15
$307 total
Apr 14 - Apr 15
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 ...
Very good pool, huge room/balcony right on the water and very nice walkable area surrounding property, roosters were a little annoying. All around fabulous, need to be another shuttle though and more experienced drivers…
Reviewed on Apr 9, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$227 nightly
The price is $256 total per night from May 10 to May 11
$256 total
May 10 - May 11
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 ...
Loved the shuttle and kids/teen activities in backyard area
Reviewed on Apr 10, 2026
Ibis Bay Beach Resort
3101 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$261 nightly
The price is $294 total per night from May 10 to May 11
$294 total
May 10 - May 11
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 ...
Very nice place to stay! Pool with bar is very nice plus really enjoyed all the hammocks and loungers by the beach. It was a little annoying to have to go to the restaurant to ask for ice and water since they don’t have any water fountains on the premises but the employees were all very nice about ...
Reviewed on Apr 9, 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
Blue Flamingo Resort Key West
5 out of 5
Posted 11 hours ago
Travelocity Verified Review
"Loved the shuttle and kids/teen activities in backyard area "
A verified traveler stayed at Blue Flamingo Resort Key West
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