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.

Things to do


Top hotels in Sugarloaf Shores

Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Blvd Key West FL
The price is Rp4.164.136 per night from 15 Nov to 16 Nov
Rp4.164.136
Rp5.836.178 total
15 Nov - 16 Nov
includes taxes & fees
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! (1,811 reviews)
"Perfect beach view from the room."

Reviewed on 29 Oct 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 Rp2.618.496 per night from 19 Nov to 20 Nov
Rp2.618.496
Rp4.100.493 total
19 Nov - 20 Nov
includes taxes & fees
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 ...
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 Rp2.111.162 per night from 1 Nov to 2 Nov
Rp2.111.162
Rp3.397.907 total
1 Nov - 2 Nov
includes taxes & fees
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! (2,755 reviews)
"Their ad says shuttle service within 8 miles of the resort, but really the shuttle went to only 1 spot in town. Luckily, Uber is quick and relatively cheap. The restaurant on the property is OK, but nothing to write home about. Thank goodness for the Starbucks on site. If you don't mind loud music, ..."

Reviewed on 29 Oct 2026

Blue Flamingo Resort Key West
Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
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. ...
Beachside Resort & Residences
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
3101 N. Roosevelt Blvd Key West FL
The price is Rp2.343.554 per night from 1 Nov to 2 Nov
Rp2.343.554
Rp3.223.115 total
1 Nov - 2 Nov
includes taxes & fees
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
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 Rp4.487.448 per night from 15 Nov to 16 Nov
Rp4.487.448
Rp6.275.800 total
15 Nov - 16 Nov
includes taxes & fees
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 are located ...
8.4/10 Very good! (994 reviews)
"Thoroughly enjoyed our stay!"

Reviewed on 28 Oct 2026

Casa Marina Key West, Curio Collection by Hilton
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.

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 Key and Venture Out Keys.

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.

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.

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 Big Pine Key Flea Market.



Sugarloaf Shores Travel Guide