Fleming Key, FL

Travel Guide

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Book now
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
$529 nightly
The price is $595 total per night from Mar 30 to Mar 31
$595 total
Mar 30 - Mar 31
Total with taxes and fees
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8.8/10 Excellent! (3,098 reviews)
Nice pools, clean, rooms were decent. Beach access and location were perfect.

Reviewed on Feb 28, 2026

Southernmost Beach Resort and Guesthouses
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
3101 N. Roosevelt Blvd Key West FL
$374 nightly
The price is $420 total per night from Mar 1 to Mar 2
$420 total
Mar 1 - Mar 2
Total with taxes and fees
Book a stay at this beach hotel in Key West. Enjoy free breakfast, free WiFi, and a private beach. Our guests praise the breakfast and the pool in our reviews. ...
8/10 Very Good! (2,114 reviews)
The rooms need a refresh

Reviewed on Feb 28, 2026

Ibis Bay Beach Resort
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
$364 nightly
The price is $410 total per night from Mar 10 to Mar 11
$410 total
Mar 10 - Mar 11
Total with taxes and fees
Book a stay at this family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
8.2/10 Very Good! (1,962 reviews)
The ocean view is not accurate. It's a highway view with heavy road noise. They are so aware of it the rooms come with ear plugs.

Reviewed on Feb 28, 2026

Blue Flamingo Resort Key West
See all 2,759 properties in Fleming Key
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.
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 WiFi, free parking, and a marina. Our guests praise the helpful staff in our reviews. Popular attractions Duval ...
9/10 Wonderful! (180 reviews)
I loved the stay here! Short supply of hot water. The comfort cabin has the upper and lower deck to sit out on. Plenty of parking on site, ten minute drive to downtown Key West. The restaurant bar on site is on the other side of the dock. Bartender was super nice. They serve up the catch of the day ...

Reviewed on Feb 21, 2026

Aqua Lodges at Hurricane Hole Marina
Heart of Downtown Key West Cottage With Off-Street Parking

Heart of Downtown Key West Cottage With Off-Street Parking

Key West FL
Stay at this cottage in Key West. Enjoy patios, in-room washers/dryers, and an in-room coffeemaker. Our guests praise the helpful staff in our reviews. Popular ...
10/10 Exceptional! (152 reviews)
Host was very responsive. Proximity of cottage was great. Easily walked to all destinations and points of interest.

Reviewed on Feb 26, 2026

Heart of Downtown Key West Cottage With Off-Street Parking
Party Like A Local in Key West, 2 bedroom 1 bath yacht at marina.

Party Like A Local in Key West, 2 bedroom 1 bath yacht at marina.

Key West FL
Stay at this houseboat in Key West. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Duval Street and Smathers Beach are located nearby.
7/10 Good! (2 reviews)
The host was very welcoming.

Reviewed on Feb 23, 2026

Party Like A Local in Key West, 2 bedroom 1 bath yacht at marina.
See all properties in Fleming Key
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.

Cities near Fleming Key

South Beach featuring tropical scenes, general coastal views and a beach

Key West

Explore a world of travel with Expedia