Sugarloaf Shores, FL

Summerland Key

Sugarloaf Shores
Sugarloaf Shores
Sugarloaf Shores
Sugarloaf Shores
Sugarloaf Shores


Sugarloaf Shores Hotel Deals

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
The price is ₩224,716 per night from May 25 to May 26
₩224,716
₩335,911 total
May 25 - May 26
includes taxes & fees
Book a stay at this family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
8.4/10 Very Good! (2,164 reviews)
Very comfortable beds, large clean rooms. Great staff. Food and drink was fine; maybe a bit overpriced. Fun things to do onsite was cool. Shuttle service to downtown is a huge perk because parking downtown is very pricey. Pools are lovely. A great perk would be bringing back breakfast in the main ...

Reviewed on May 1, 2026

Blue Flamingo Resort Key West
Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
The price is ₩243,597 per night from May 11 to May 12
₩243,597
₩415,318 total
May 11 - May 12
includes taxes & fees
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 2 restaurants, and a private beach. Our guests praise the pool and the helpful staff in our reviews. ...
8.6/10 Excellent! (2,191 reviews)
Elevator was broken for several days. The staff definitely helped with our luggage for checkout but the rest of the time we used the stairs. Still not so bad but the gates on the stairs did not lock properly so it gives the impression of a property that is not well maintained.

Reviewed on Apr 30, 2026

Beachside Resort & Residences
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard Key West FL
The price is ₩338,329 per night from May 26 to May 27
₩338,329
₩474,178 total
May 26 - May 27
includes taxes & fees
Book a stay at this beach hotel in Key West. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the pool and the restaurant ...
8.8/10 Excellent! (1,798 reviews)
Never had a chance to check in the reservation from Expedia never went through and even though I showed them the invoice they still had me waiting to get hold of management finally after waiting for what seemed like forever without a solution other than paying again and getting refunded from yall ...

Reviewed on May 1, 2026

Margaritaville Beach House Key West
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

4 out of 5
1500 Reynolds Street Key West FL
The price is ₩494,787 per night from May 25 to May 26
₩494,787
₩656,361 total
May 25 - May 26
includes taxes & fees
Book a stay at this beach resort in Key West. Enjoy 2 outdoor pools, a full-service spa, and a private beach. Popular attractions Duval Street and South Beach ...
8.4/10 Very Good! (635 reviews)
The Best Hotel in Key West 10 stars!!!!

Reviewed on Apr 29, 2026

Casa Marina Key West, Curio Collection by Hilton
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
The price is ₩450,760 per night from May 28 to May 29
₩450,760
₩615,150 total
May 28 - May 29
includes taxes & fees
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8.8/10 Excellent! (3,259 reviews)
The door locks needed to be replaced. We had a missing shade and our air conditioner was extremely noisy.

Reviewed on May 1, 2026

Southernmost Beach Resort and Guesthouses
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
3420 N. Roosevelt Blvd Key West FL
The price is ₩217,803 per night from May 17 to May 18
₩217,803
₩342,493 total
May 17 - May 18
includes taxes & fees
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful ...
9/10 Wonderful! (1,763 reviews)
IT WAS A WORK TRIP. GREAT RETURNING TO OUR ROOMS ENJOYING THE VIEW.

Reviewed on May 1, 2026

Havana Cabana at Key West
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.

Other neighborhoods around Sugarloaf Shores

Default Image

Cudjoe Gardens

When in Cudjoe Gardens, you can plan a visit to Upper Sugarloaf Key and Florida Keys Beaches, some noteworthy sights in the nearby area.

Cudjoe Gardens
Bird refuge wildlife background panorama banner of nature landscape ocean birds in Key West, Florida. Animals of the USA.

Cutthroat Harbor Estates

While Cutthroat Harbor Estates isn't home to many top sights, Venture Out Keys and Venture Key are some notable places to visit nearby.

Cutthroat Harbor Estates
Bahia Honda State Park - Calusa Beach, Florida Keys - tropical beach - USA.

Breezeswept Beach Estates

While Breezeswept Beach Estates isn't home to many top sights, Big Pine Key Flea Market and Cook Island are some notable places to visit nearby.

Breezeswept Beach Estates


Sugarloaf Shores, FL