Sugarloaf Shores Travel Guide

Summerland Key

Sugarloaf Shores featuring a bay or harbor
Sugarloaf Shores featuring a bay or harbor
Sugarloaf Shores showing a bay or harbor and a sunset
Sugarloaf Shores featuring a sunset and tropical scenes
Sugarloaf Shores which includes a bay or harbor and a house


Top hotels in Sugarloaf Shores

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
The price is ฿14,413 per night from 26 Jan to 27 Jan
฿14,413
฿18,483 total
26 Jan - 27 Jan
includes taxes & fees
Stay at this beach 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! (3,009 reviews)
Great location! The rooms were updated. (We had a few problems that we brought to the attention of the staff and they were quickly addressed.) We paid extra for a balcony view, however it looked over the roof of another part of the hotel... No street view, no pool view, no beach view. With that said, ...

Reviewed on 20 Jan 2026

Southernmost Beach Resort and Guesthouses
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue Key West FL
The price is ฿15,613 per night from 8 Feb to 9 Feb
฿15,613
฿19,556 total
8 Feb - 9 Feb
includes taxes & fees
Stay at this luxury hotel in Key West. Enjoy free Wi-Fi, 6 outdoor pools and a marina. Our guests praise the pool and the restaurant in their reviews. Popular ...
8.8/10 Excellent! (1,774 reviews)
very nice

Reviewed on 15 Jan 2026

Oceans Edge Key West Resort, Hotel & Marina
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
The price is ฿11,242 per night from 25 Jan to 26 Jan
฿11,242
฿14,408 total
25 Jan - 26 Jan
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 ...
8/10 Very Good! (1,876 reviews)
First time staying here and would stay again! Came in to do 1/2 marathon, and have to stay, staff, shuttle, and the comfy room they sold me! Do you give repeat stay discounts?

Reviewed on 20 Jan 2026

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 ฿11,758 per night from 25 Jan to 26 Jan
฿11,758
฿15,009 total
25 Jan - 26 Jan
includes taxes & fees
Stay at this beach hotel in Key West. Enjoy free Wi-Fi, 4 outdoor pools and breakfast (surcharge). Our guests praise the pool and the bar in their reviews. Popular ...
8.8/10 Excellent! (1,239 reviews)
Room was spacious and we enjoyed the back patio on the beach. Property was quiet and bed was comfortable. The shuttle to/from downtown was also nice. We walked to downtown and I don't recommend that. Lots of car and bike traffic.

Reviewed on 21 Jan 2026

Parrot Key Hotel & Villas
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
3101 N. Roosevelt Blvd Key West FL
The price is ฿9,449 per night from 26 Jan to 27 Jan
฿9,449
฿11,464 total
26 Jan - 27 Jan
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 ...
8/10 Very Good! (2,057 reviews)
Good value, nice room by the pool. Staff was courteous and the drinks were good but the food at the bar was bad. Nice free continental breakfast though.

Reviewed on 20 Jan 2026

Ibis Bay Beach Resort
Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
The price is ฿10,011 per night from 25 Jan to 26 Jan
฿10,011
฿14,256 total
25 Jan - 26 Jan
includes taxes & fees
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! (1,923 reviews)
The elevator was broken for most of our stay. Unfortunately, our room was on the third floor.

Reviewed on 20 Jan 2026

Beachside Resort & Residences
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 neighbourhoods around Sugarloaf Shores

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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 Upper Sugarloaf Sound.

Cudjoe Gardens
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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 Upper Sugarloaf Sound.

Cutthroat Harbor Estates
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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 Newfound Harbor Keys.

Breezeswept Beach Estates


Sugarloaf Shores Travel Guide