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Top Sugarloaf Shores 3 Star hotels

Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$394 nightly
The price is $443 total per night from Apr 13 to Apr 14
$443 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 ...
8.6/10 Excellent! (2,069 reviews)
The hotel was adequate. There were no vending machines nor ice machines available to guests. We had rented a cart and at no time could we pull up to the bank of chargers to plug in. The same carts were in the same spots at all times. The pool definitely needs more chairs and towels.

Reviewed on Mar 13, 2026

Opens in a new windowBeachside Resort & Residences
The Laureate Key West

The Laureate Key West

3.5 out of 5
3444 N Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$360 nightly
The price is $405 total per night from Apr 12 to Apr 13
$405 total
Apr 12 - Apr 13
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 ...
9/10 Wonderful! (1,006 reviews)
This hotel was fantastic. The room was updated, clean and very comfortable. The whole property was very nice.

Reviewed on Mar 14, 2026

Opens in a new windowThe Laureate Key West
Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West

3.5 out of 5
5051 Overseas Highway Key West FL
$417 nightly
The price is $470 total per night from Apr 14 to Apr 15
$470 total
Apr 14 - Apr 15
Total with taxes and fees
This hotel features an outdoor pool and a hot tub. Relax with a drink at the bar/lounge and enjoy perks like free WiFi. Self parking, concierge services, and ...
9.4/10 Exceptional! (1,003 reviews)
This hotel is HORRJBLE in terms of customer service. Expedia sent NO reminders of my upcomjnv reservation ( For $650.!) and Hyatt, even though not sold out charged my credit card the full amount. NO ONE would help, even in offering a partial refund. Going forward I will NEVER do business with expedia ...

Reviewed on Mar 13, 2026

Opens in a new windowHyatt Vacation Club at Beach House, Key West
Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

3.5 out of 5
3675 South Roosevelt Boulevard Key West FL
Fully refundable
$470 nightly
The price is $528 total per night from Apr 12 to Apr 13
$528 total
Apr 12 - Apr 13
Total with taxes and fees
This hotel features an outdoor pool, a hot tub, and a restaurant. Guests will appreciate free perks like free self parking and WiFi in public areas. A snack ...
9.4/10 Exceptional! (1,001 reviews)
Great location, wonderful room and resort.

Reviewed on Mar 12, 2026

Opens in a new windowHyatt Vacation Club at Windward Pointe, Key West
NYAH Key West - Adults Only

NYAH Key West - Adults Only

3 out of 5
420 Margaret Street Key West FL
Fully refundableReserve now, pay when you stay
$312 nightly
The price is $352 total per night from Mar 26 to Mar 27
$352 total
Mar 26 - Mar 27
Total with taxes and fees
This guesthouse's 3 outdoor pools and a rooftop terrace are among the featured amenities. Enjoy the hot tub and free continental breakfast each morning. There's ...
8/10 Very Good! (1,002 reviews)
We had a terrific time. Four pools were great and the location is within walking distance of everything.

Reviewed on Mar 13, 2026

Opens in a new windowNYAH Key West - Adults Only
The Cabana Inn Key West - Adults Only

The Cabana Inn Key West - Adults Only

3 out of 5
413 Applerouth Lane Key West FL
Fully refundableReserve now, pay when you stay
$367 nightly
The price is $413 total per night from Mar 23 to Mar 24
$413 total
Mar 23 - Mar 24
Total with taxes and fees
This guesthouse features an outdoor pool and a hot tub. Enjoy the free continental breakfast each morning. Self parking, a terrace, and a garden are also ...
8.8/10 Excellent! (1,001 reviews)
We had such an amazing time at the cabana inn! Will the new manager has done an amazing job! He was absolutely wonderful!!!! The whole staff was amazing. We will definitely being staying again! Thank you Will!

Reviewed on Mar 12, 2026

Opens in a new windowThe Cabana Inn Key West - Adults Only
The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

3 out of 5
525 United Street Key West FL
Fully refundableReserve now, pay when you stay
$379 nightly
The price is $426 total per night from Mar 15 to Mar 16
$426 total
Mar 15 - Mar 16
Total with taxes and fees
This hotel's 2 outdoor pools and hot tub are among the featured amenities. Enjoy the free continental breakfast each morning. Self parking, a coffee shop, and ...
8.2/10 Very Good! (1,278 reviews)
Great location. Fair price for the small attic room. Wine and cheese complementary during happy hour. Basic breakfast. Water and coffee at all times. Close to Duval Street. The front desk was frequently unstaffed and less than friendly when staffed.

Reviewed on Mar 13, 2026

Opens in a new windowThe Southernmost Inn - Adults Only
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

3.5 out of 5
3852 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$308 nightly
The price is $347 total per night from Apr 12 to Apr 13
$347 total
Apr 12 - Apr 13
Total with taxes and fees
This hotel features a bar/lounge, a poolside bar, and an outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in ...
8.6/10 Excellent! (1,003 reviews)
😀😀👍👍

Reviewed on Mar 14, 2026

Opens in a new windowFairfield by Marriott Inn & Suites Key West at The Keys Collection
Duval House

Duval House

3 out of 5
815 Duval St Key West FL
$331 nightly
The price is $369 total per night from Mar 24 to Mar 25
$369 total
Mar 24 - Mar 25
Total with taxes and fees
This bed & breakfast features a terrace, concierge services, and self parking. A garden, a picnic area, and express check-in are also on offer.
9.4/10 Exceptional! (1,004 reviews)
Clean & beautiful room/bathroom! VERY friendly staff! Delicious breakfast. Great central location, you could walk to all the best spots! Cant wait to go back!!

Reviewed on Mar 13, 2026

Opens in a new windowDuval House
Sugarloaf Key Hotel at KOA Resort

Sugarloaf Key Hotel at KOA Resort

3 out of 5
251 Co Rd 939 Summerland Key FL
The private beach and marina are among the highlights at this hotel. Enjoy the outdoor pool and perks like free self parking and free WiFi. You'll appreciate ...
9.8/10 Exceptional! (505 reviews)
Fabulous quiet hotel looking out at the water, marina and RV park. Our Room was like a 1 bedroom condo with a beautiful big balcony. Beautiful Kitchen, indoor and outdoor dining seating. Sofabed in the living room. Beautiful bathroom with big walk in shower. Wonderful pool and hot tub, an outdoor ...

Reviewed on Mar 12, 2026

Opens in a new windowSugarloaf Key Hotel at KOA Resort
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