Lower Sugarloaf Key

Travel Guide

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

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Blvd Key West FL
The price is RM929 per night from 1 Nov to 2 Nov
RM929
RM1,302 total
1 Nov - 2 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! (1,803 reviews)
"Everything was perfect!"

Reviewed on 31 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
Fully refundable
The price is RM584 per night from 19 Nov to 20 Nov
RM584
RM915 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 RM508 per night from 2 Nov to 3 Nov
RM508
RM799 total
2 Nov - 3 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! (2,762 reviews)
"This property is very nice. The staff were excellent. I had an incident in which I couldn't get out of my car because of an issue with the electrical system. The head of security was able to walk me through what I needed to do before the police arrived. Thank you so much. I was panicking and he was ..."

Reviewed on 31 Oct 2026

Blue Flamingo Resort Key West
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.
Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina

2.5 out of 5
1791 Bogie Drive Big Pine Key FL
Stay at this cottage in Big Pine Key. Enjoy free Wi-Fi, free parking and a marina. Our guests praise the helpful staff in their reviews. Popular attractions ...
8.6/10 Excellent! (379 reviews)
"Great"

Reviewed on 30 Oct 2026

Old Wooden Bridge Resort and Marina
Sugarloaf Key RV Resort & Cottages

Sugarloaf Key RV Resort & Cottages

3 out of 5
311 Johnson Rd Summerland Key FL
Stay at this holiday home in Summerland Key. Enjoy free Wi-Fi, free parking and laundry facilities. Popular attractions Florida Keys Beaches and Upper Sugarloaf ...
9.2/10 Wonderful! (38 reviews)
"The size of the bungalow was perfect. Being on the lake was an added benefit especially with the "historic" king tides."

Reviewed on 30 Oct 2026

Sugarloaf Key RV Resort & Cottages
Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina

2 out of 5
5130 Overseas Hwy Key West FL
Stay at this houseboat in Key West. Enjoy free Wi-Fi, free parking and a marina. Our guests praise the helpful staff in their reviews. Popular attractions Duval ...
8.8/10 Excellent! (201 reviews)
"We had a fantastic stay at Hurricane Hole. The beds were comfy, the shower was surprisingly good for a houseboat, and the managers of the marina gave excellent customer service. We had nurse sharks, tarpins, jellyfish, snapper, and manatees visit us daily. This is a working marina and you are staying ..."

Reviewed on 25 Oct 2026

Aqua Lodges at Hurricane Hole Marina
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.

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