Sugarloaf Shores Travel Guide

Tourist Guide

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.

Activities


Our pick of the best 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 NZ$334 per night from 30 Sept to 1 Oct
NZ$334
30 Sept - 1 Oct
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! (2,701 reviews)
"Beautiful view,clean rooms nice staff"

Reviewed on 29 Sept 2026

Blue Flamingo Resort Key West
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
The price is NZ$455 per night from 30 Sept to 1 Oct
NZ$455
30 Sept - 1 Oct
includes taxes & fees
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! (3,636 reviews)
"A+"

Reviewed on 28 Sept 2026

Southernmost Beach Resort and Guesthouses
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is NZ$526 per night from 13 Oct to 14 Oct
NZ$526
13 Oct - 14 Oct
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 ...
Margaritaville Beach House 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 NZ$258 per night from 30 Sept to 1 Oct
NZ$258
30 Sept - 1 Oct
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 ...
8.2/10 Very good! (2,398 reviews)
"The hotel is outside of town. The beach on the edge of the property is not very nice so it’s definitely not a pro. The restaurant and bar was closed for remodel when we went and being so far away from town we had to drive to find food. I feel like I over paid for the reservation. However, the rooms ..."

Reviewed on 28 Sept 2026

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 NZ$332 per night from 30 Sept to 1 Oct
NZ$332
30 Sept - 1 Oct
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 ...
9/10 Wonderful! (1,865 reviews)
"Never got the balcony room"

Reviewed on 29 Sept 2026

Havana Cabana at Key West
Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
1 Duval St Key West FL
The price is NZ$562 per night from 5 Oct to 6 Oct
NZ$562
5 Oct - 6 Oct
includes taxes & fees
Stay at this beach resort in Key West. Enjoy a full-service spa, a private beach and 2 bars/lounges. Our guests praise the pool and the helpful staff in their ...
9/10 Wonderful! (1,340 reviews)
"Great location and superb private beach"

Reviewed on 27 Sept 2026

Pier House Resort & Spa
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.

Our guide on 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

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

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