Sugarloaf Shores Travel Guide

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.

Top hotels in Sugarloaf Shores

Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
The price is ₹8,341 per night from 21 Sept to 22 Sept
₹8,341
per night
21 Sept - 22 Sept
Stay at this beach hotel in Key West. Enjoy free Wi-Fi, 2 restaurants and a private beach. Our guests praise the pool and the helpful staff in their reviews. ...
8.6/10 Excellent! (2,517 reviews)
"Pictures do NOT do this property justice. I have beeen ti all 50 states, 6 provinces in Canada and 14 countries and this was the best surprise ever"

Reviewed on 14 Sept 2026

Beachside Resort & Residences
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
The price is ₹16,672 per night from 27 Sept to 28 Sept
₹16,672
per night
27 Sept - 28 Sept
Stay at this spa hotel in Key West. Enjoy free Wi-Fi, 3 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff in their reviews. ...
8.6/10 Excellent! (3,594 reviews)
"Pools were well maintained but crowded. Property was beautiful. Staff was helpful. Breakfast was very good."

Reviewed on 13 Sept 2026

Southernmost Beach Resort and Guesthouses
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
The price is ₹10,478 per night from 15 Sept to 16 Sept
₹10,478
per night
15 Sept - 16 Sept
Stay at this family-friendly hotel in Key West. Enjoy free Wi-Fi, 2 outdoor pools and 2 restaurants. Our guests praise the pool and the helpful staff in their ...
8.6/10 Excellent! (2,673 reviews)
"I really liked the hotel, polite staff. But they are confusing. We went through a lot of stress. At all times at the reception. We found the unprepared team. We were in a group of friends 18 people. Another thing the reservation was made for payment at the hotel. There were several attempts on my ..."

Reviewed on 13 Sept 2026

Blue Flamingo Resort Key West
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Blvd Key West FL
The price is ₹17,009 per night from 28 Sept to 29 Sept
₹17,009
per night
28 Sept - 29 Sept
Stay at this beach hotel in Key West. Enjoy breakfast (surcharge), a free airport shuttle and room service. Our guests praise the pool and the restaurant in ...
8.8/10 Excellent! (1,790 reviews)
"The only beach on island is across the road and I love that about this location. Very small beach and not much to it, coming from Tampa we have better beaches. The location of hotel is 20-30 minutes away from the bars and restaurants. Good thing is they have a free shuttle running daily with helps ..."

Reviewed on 13 Sept 2026

Margaritaville Beach House Key West
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
3420 N. Roosevelt Blvd Key West FL
The price is ₹10,511 per night from 28 Sept to 29 Sept
₹10,511
per night
28 Sept - 29 Sept
Stay at this business-friendly hotel in Key West. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the pool and the helpful staff ...
9/10 Wonderful! (1,857 reviews)
"Excellent"

Reviewed on 14 Sept 2026

Havana Cabana at Key West
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
3101 N. Roosevelt Blvd Key West FL
The price is ₹9,690 per night from 15 Sept to 16 Sept
₹9,690
per night
15 Sept - 16 Sept
Stay at this beach hotel in Key West. Enjoy free breakfast, free Wi-Fi and a private beach. Our guests praise the breakfast and the pool in their reviews. Popular ...
Ibis Bay Beach Resort
See all 3,426 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 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 there might not be top attractions in Cutthroat Harbor Estates, you can explore the larger area and discover places like Venture Out Keys and Venture Key.

An aerial view of a bridge over turquoise water.

Cudjoe Gardens

While Cudjoe Gardens may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Upper Sugarloaf Key and Florida Keys Beaches.

An aerial view of a long bridge over turquoise waters with a few vehicles on it.

Bay Point

While Bay Point may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Lower Sugarloaf Sound and Florida Keys Beaches.

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 there might not be top attractions in Breezeswept Beach Estates, you can explore the larger area and discover places like Cook Island and Coupon Bight Aquatic Preserve.

Sugarloaf Shores Travel Guide

Explore a world of travel with Expedia