Sunset Key, FL

Key West

Photo by Tamra Helman
Photo by Russell Hewatt


Sunset Key Hotel Deals

Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
$295 nightly
The price is $331 total per night from Jan 4 to Jan 5
$331 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 2 restaurants, and a private beach. Our guests praise the pool and the helpful staff in our reviews. ...
8.6/10 Excellent! (1,804 reviews)
Excellent & Beautiful hotel The staff at the front desk is very kind & professional Thank you.

Reviewed on Dec 20, 2025

Beachside Resort & Residences
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
$283 nightly
The price is $318 total per night from Jan 8 to Jan 9
$318 total
Jan 8 - Jan 9, 2026
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 ...
8/10 Very Good! (1,791 reviews)
Room was nice and the vibe was good. Pool was excellent and staff are very friendly. Could do better with breakfast. There were limited options and it took 30+ minutes to take our order.overall we enjoyed our stay.

Reviewed on Dec 22, 2025

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

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue Key West FL
$292 nightly
The price is $328 total per night from Jan 26 to Jan 27
$328 total
Jan 26 - Jan 27, 2026
Total with taxes and fees
Book a stay at this luxury hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the restaurant in our reviews. Popular ...
8.8/10 Excellent! (1,757 reviews)
Great View

Reviewed on Dec 22, 2025

Oceans Edge Key West Resort, Hotel & Marina
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
$269 nightly
The price is $303 total per night from Jan 4 to Jan 5
$303 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Book a stay at this business-friendly resort in Key West. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8/10 Very Good! (1,005 reviews)
Room was clean. Front desk staff were very nice and helpful.

Reviewed on Dec 21, 2025

DoubleTree Resort by Hilton Grand Key - Key West
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
$360 nightly
The price is $405 total per night from Jan 13 to Jan 14
$405 total
Jan 13 - Jan 14, 2026
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 ...
8.6/10 Excellent! (2,948 reviews)
Great up-graded room. Clean and cozy. Service excellent!

Reviewed on Dec 24, 2025

Southernmost Beach Resort and Guesthouses
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
3420 N. Roosevelt Blvd Key West FL
$333 nightly
The price is $375 total per night from Jan 4 to Jan 5
$375 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful ...
8.8/10 Excellent! (1,721 reviews)
Enjoyed stay, friendly staff and good shuttle bus

Reviewed on Dec 21, 2025

Havana Cabana at 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.

Other neighborhoods around Sunset Key

Harry S. Truman Little White House featuring heritage elements, a house and a garden

Truman Annex

5/5(12 area reviews)

Mixed-use redevelopment featuring classic conch style homes, high-end condos, a hotel, parks, marina, and museums, including the historic Little White House. Enjoy retail and commercial spaces within the community.

Truman Annex
Mallory Square showing a sunset and general coastal views as well as a small group of people

Historic Seaport

While visiting Historic Seaport, you might make a stop by sights like Duval Street and Key West Historic Seaport.

Historic Seaport
Key West featuring a marina, a coastal town and general coastal views

Downtown Key West

If you're spending some time in Downtown Key West, Duval Street and Ernest Hemingway Home and Museum are top sights worth seeing.

Downtown Key West
Audubon House and Tropical Gardens featuring a house

Key West Historic District

4.5/5(4,033 area reviews)

Old Town Key West boasts a rich history with 2485 historic buildings, and is home to popular attractions like Ernest Hemingway House and Mallory Square. Enjoy the lively atmosphere in the central business district.

Key West Historic District
Harry S. Truman Little White House which includes a house and cycling

Bahama Village

5/5(38 area reviews)

Bahama Village is noteworthy for its historic sites, and you can make a stop at top attractions like Duval Street and Key West Lighthouse and Keeper's Quarters Museum.

Bahama Village
Key West Historic District

Old Town Key West

4.5/5(226 area reviews)

Old Town, the historic heart of Key West, boasts a central business district and numerous tourist attractions. Explore the Key West Aquarium, Ernest Hemingway House, Mallory Square, and more in this vibrant area.

Old Town Key West


Sunset Key, FL

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