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Top Fleming Key hotels

The Laureate Key West

The Laureate Key West

3.5 out of 5
3444 N Roosevelt Boulevard Key West FL
$184 nightly
The price is $207 total per night from Jun 4 to Jun 5
$207 total
Jun 4 - Jun 5
Total with taxes and fees
This hotel features an outdoor pool and an indoor pool. If you want to take your pet along, this pet-friendly property offers everything you'll need for your ...
"Tranquilo acogedor"

Reviewed on Jun 1, 2026

Opens in a new windowThe Laureate Key West
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
3420 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$197 nightly
The price is $222 total per night from Jun 21 to Jun 22
$222 total
Jun 21 - Jun 22
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Enjoy the hot tub ...
"Everything was amazing we had a great time."

Reviewed on Jun 2, 2026

Opens in a new windowHavana Cabana at Key West
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

4 out of 5
601 Front St Key West FL
Fully refundableReserve now, pay when you stay
$282 nightly
The price is $317 total per night from Jun 21 to Jun 22
$317 total
Jun 21 - Jun 22
Total with taxes and fees
This smoke-free resort features a full-service spa, a marina, and a restaurant. Enjoy the outdoor pool and perks like free WiFi. Enjoy the 24-hour gym and unwind ...
"While the property was clean & well maintained, the pool was closed for three of the five days we were there (bummer). However, staff were quick to let us know that the pool of an adjacent property could be utilized instead. Everyone was cheerful, friendly & quick to assist. Our room was comfortable, ..."

Reviewed on Jun 1, 2026

Opens in a new windowHyatt Centric Key West Resort and Spa
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
$261 nightly
The price is $294 total per night from Jun 29 to Jun 30
$294 total
Jun 29 - Jun 30
Total with taxes and fees
This hotel features a full-service spa, 3 outdoor pools, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Traveling ...
"Proximity to things, walkability, friendly bartenders at Pineapple Pool. Great conceriage."

Reviewed on Jun 3, 2026

Opens in a new windowSouthernmost Beach Resort and Guesthouses
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard Key West FL
$281 nightly
The price is $316 total per night from Jun 21 to Jun 22
$316 total
Jun 21 - Jun 22
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. If you want to take your pet along, this pet-friendly property offers everything you'll ...
"Room was very clean , pool bar area was excellent."

Reviewed on Jun 3, 2026

Opens in a new windowMargaritaville Beach House Key West
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$175 nightly
The price is $197 total per night from Jun 9 to Jun 10
$197 total
Jun 9 - Jun 10
Total with taxes and fees
This hotel features 2 restaurants, 2 outdoor pools, and a 24-hour gym. There's fun for all ages with mini golf and a playground, and families will appreciate ...
"The outdoor pool and atmosphere were amazing ! I enjoyed my stay there snd would highly recommend it."

Reviewed on Jun 3, 2026

Opens in a new windowBlue Flamingo Resort Key West
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
Fully refundableReserve now, pay when you stay
$244 nightly
The price is $275 total per night from Jun 4 to Jun 5
$275 total
Jun 4 - Jun 5
Total with taxes and fees
A private beach, a full-service spa, and 2 outdoor pools are all featured at this smoke-free resort. Relax with sun loungers and beach umbrellas, and cool off ...
"We were really disappointed by the beach. It’s rocky and was covered in seaweed (during our visit). The pools are beautiful, staff was lovely. The room was enormous and well maintained. I just wish we had more transparency regarding the condition of the beach."

Reviewed on May 30, 2026

Opens in a new windowCasa Marina Key West, Curio Collection by Hilton
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

4 out of 5
3990 S Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$177 nightly
The price is $199 total per night from Jun 28 to Jun 29
$199 total
Jun 28 - Jun 29
Total with taxes and fees
This resort features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public ...
"Overall, our stay was okay, but it did not quite meet the expectations we typically have for a Hilton property. There were several positive aspects of our visit. Check-in was smooth and efficient, the beds were comfortable, the complimentary cookies were a nice touch, and the bartender was friendly ..."

Reviewed on Jun 2, 2026

Opens in a new windowDoubleTree Resort by Hilton Grand Key - Key West
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

3.5 out of 5
3850 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$140 nightly
The price is $157 total per night from Jun 21 to Jun 22
$157 total
Jun 21 - Jun 22
Total with taxes and fees
This smoke-free hotel includes 2 restaurants, an outdoor pool, and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public ...
"Great Stay with Excellent Shuttle Service! We recently stayed for 1 night during our Key West vacation and had a very pleasant experience overall. Location – The hotel is conveniently located close to the Key West downtown area. What really stood out was the complimentary shuttle service that runs ..."

Reviewed on Jun 1, 2026

Opens in a new windowHilton Garden Inn Key West / The Keys Collection
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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.

Fleming Key Hotel & Travel Guide\n

When you are choosing where to spend the night while exploring in Fleming Key, Travelocity offers a wide assortment of ideal possibilities. We currently offer no less than 93 places to sleep within a 6-mile (10-kilometer) distance of downtown Fleming Key.

You'll find Sunset Key Cottages, a Luxury Collection Resort, Key West and Ocean Key Resort - A Noble House Resort within a short walk of Fleming Key's heart.

You should check out the La Mer Hotel & Dewey House and the Santa Maria Suites. The La Mer Hotel & Dewey House is located only 2 miles (4 kilometers) outside of the middle of Fleming Key. The Santa Maria Suites, is situated only 2 miles (4 kilometers) away. If you'd prefer, you could book a room at the Key West Vacation Rentals or the Southernmost Beach Resort.

After you have got to know Fleming Key, why not take the time to soak up the many natural and cultural attractions of the South Florida area. South Florida has beaches and everglades, and interesting visitor sites are lighthouses. Popular pastimes in this pocket of United States of America include hiking and cycling.

Looking for activities? Consider spending a few hours seeing Sombrero Beach and Curry Hammock State Park, which you'll find in Marathon, 50 miles (80 kilometers) to the east of Fleming Key. The Coral Lagoon Resort Villas & Marina by Keys Caribbean and Indigo Reef Resort Villas & Marina are a few of the Travelocity-listed apartment and hotel choices in Marathon. Alternatively, you could consider staying at Key West, 6 miles (10 kilometers) to the east of Fleming Key, where you can pick from the Key West Harbour Oceanfront Suites and Sail Florida Adventures. The Smathers Beach and Key West Art and Historical Society are some of the more popular points of interest to discover while in Key West.

Key West International Airport is a major entry point for arriving in Fleming Key. It's located 3 miles (5 kilometers) from the downtown area. For wise travelers who would like to stay nearby, check out Orchid Key Inn or The Reach, A Waldorf Astoria Resort.

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