Sugarloaf Shores, FL

Summerland Key

A waterfront property with a pool, palm trees, and a building with a white roof.
A waterfront with a pier, calm water, and houses with palm trees in the background.
A cluster of palm trees with green fronds and some yellowing, under a partly cloudy sky.
A coastal property with a white and yellow house, surrounded by palm trees and a rocky shoreline.
A coastal view with houses and palm trees.

Sugarloaf Shores Hotel Deals

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
The price is NT$4,398 per night from Sep 1 to Sep 2
NT$4,398
NT$7,279 total
Sep 1 - Sep 2
includes taxes & fees
Book a stay at this spa 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 ...
Southernmost Beach Resort and Guesthouses
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
3101 N. Roosevelt Blvd Key West FL
The price is NT$3,423 per night from Sep 1 to Sep 2
NT$3,423
NT$4,879 total
Sep 1 - Sep 2
includes taxes & fees
Book a stay at this beach hotel in Key West. Enjoy free breakfast, free WiFi, and a private beach. Our guests praise the breakfast and the pool in our reviews. ...
8.2/10 Very Good! (2,368 reviews)
"This hotel is very dated and has more of a motel vibe. It is not a resort. You cannot swim in the “beach area”, the photos are very deceiving. They charged $129 resort fee for wifi, beach, breakfast, and pool. Again, this is not a resort and the charge felt ridiculous. They advertise a shuttle to ..."

Reviewed on 2026/8/26

Ibis Bay Beach Resort
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
3420 N. Roosevelt Blvd Key West FL
The price is NT$4,590 per night from Sep 14 to Sep 15
NT$4,590
NT$7,187 total
Sep 14 - Sep 15
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! (1,850 reviews)
"Loved staying here and was one of the best experiences I've had in a long time! Staff took care of me and my party and we turned them into a great friendship! Breakfast was great! Hot and fresh made to my order, simply love it! Hanging by the pool was so relaxing and we even had lunch in our pool ..."

Reviewed on 2026/8/25

Havana Cabana at Key West
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
The price is NT$3,700 per night from Sep 1 to Sep 2
NT$3,700
NT$5,956 total
Sep 1 - Sep 2
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 ...
Blue Flamingo Resort Key West
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

4 out of 5
2801 N Roosevelt Blvd Key West FL
The price is NT$5,195 per night from Sep 1 to Sep 2
NT$5,195
NT$7,674 total
Sep 1 - Sep 2
includes taxes & fees
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 4 outdoor pools, and breakfast (surcharge). Our guests praise the pool and the bar in our reviews. ...
Parrot Key Hotel & Villas
Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
The price is NT$3,400 per night from Sep 1 to Sep 2
NT$3,400
NT$6,873 total
Sep 1 - Sep 2
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. ...
Beachside Resort & Residences
See all 3,411 properties in Sugarloaf Shores
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.

Where to stay in Sugarloaf Shores

Find the best Sugarloaf Shores areas and neighborhoods for the activities you enjoy most. Learn more about Sugarloaf Shores
Learn more about Sugarloaf Shores
A calm lake with several white birds, including herons and pelicans, on the water's edge.

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.

Boat traveling under the Seven Mile Bridge, Florida Keys, USA

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.

Aerial view of scenic coastal road with turquoise water and bridge, Summerland Key, Florida, United States.

Bay Point

Bay Point might not have many top sights, but Lower Sugarloaf Sound and Florida Keys Beaches are two attractions nearby that you can check out.

An aerial view of a coastal area with a long bridge connecting two landmasses, clear turquoise waters, and a clear blue sky with scattered clouds.

Breezeswept Beach Estates

While Breezeswept Beach Estates isn't home to many top sights, Cook Island and Venture Out Keys are some notable places to visit nearby.

Sugarloaf Shores, FL

Explore a world of travel with Expedia