Key West (FL) staycation hotels

North America · United States

Your Key West (FL) Staycation

Hand-picked hotels in Key West (FL) — ranked by real guest scores, with live Agoda rates and one-tap booking. From boutique hideaways to luxury icons, every stay is curated by Staycation.

26
Curated stays
8.5/ 10
Average guest score

26 properties · curated by Staycation

Casa Marina Key West, Curio Collection by HiltonHotel
Key West (FL), United States
Casa Marina Key West, Curio Collection by Hilton
★★★★
7.1Very Good
For your dates
$489 USD
The Saint Hotel Key West, Autograph Collection, Adult OnlyHotel
Key West (FL), United States
The Saint Hotel Key West, Autograph Collection, Adult Only
★★★★
8.6Excellent
For your dates
$424 USD
Hyatt Centric Key West Resort And SpaHotel
Key West (FL), United States
Hyatt Centric Key West Resort And Spa
★★★★
8.5Excellent
For your dates
$404 USD
La Concha Key West, Autograph CollectionHotel
Key West (FL), United States
La Concha Key West, Autograph Collection
★★★★
7.8Very Good
For your dates
$360 USD
The Reach Key West, Curio Collection by HiltonHotel
Key West (FL), United States
The Reach Key West, Curio Collection by Hilton
★★★★
8.6Excellent
For your dates
$350 USD
Ambrosia Key WestHotel
Key West (FL), United States
Ambrosia Key West
★★★★
9.5Exceptional
For your dates
$333 USD
Ridley House - Key West Historic InnsHotel
Key West (FL), United States
Ridley House - Key West Historic Inns
★★★★
9.3Exceptional
For your dates
$324 USD
DoubleTree by Hilton Hotel Grand Key - Key WestHotel
Key West (FL), United States
DoubleTree by Hilton Hotel Grand Key - Key West
★★★★
7.8Very Good
For your dates
$321 USD
Hampton Inn Key WestHotel
Key West (FL), United States
Hampton Inn Key West
★★★
8.9Excellent
For your dates
$305 USD
Fitch Lodge - Key West Historic InnsHotel
Key West (FL), United States
Fitch Lodge - Key West Historic Inns
★★★★
8.3Excellent
For your dates
$283 USD
The Gardens HotelHotel
Key West (FL), United States
The Gardens Hotel
★★★★
9.5Exceptional
For your dates
$281 USD
Courtyard by Marriott Key West WaterfrontHotel
Key West (FL), United States
Courtyard by Marriott Key West Waterfront
★★★
8.8Excellent
For your dates
$267 USD
The Paradise Inn - Adults OnlyHotel
Key West (FL), United States
The Paradise Inn - Adults Only
★★★★
9.1Exceptional
For your dates
$253 USD
Hilton Garden Inn Key West/The Keys CollectionHotel
Key West (FL), United States
Hilton Garden Inn Key West/The Keys Collection
★★★
7.8Very Good
For your dates
$247 USD
Winslow's Bungalows - Key West Historic InnsHotel
Key West (FL), United States
Winslow's Bungalows - Key West Historic Inns
★★★★
9.1Exceptional
For your dates
$246 USD
Havana Cabana at Key WestHotel
Key West (FL), United States
Havana Cabana at Key West
★★★★
8.2Excellent
For your dates
$244 USD
Blue Flamingo Resort Key WestHotel
Key West (FL), United States
Blue Flamingo Resort Key West
★★★★
7.8Very Good
For your dates
$242 USD
$269 USD
Fairfield by Marriott Inn & Suites Key West at The Keys CollectionHotel
Key West (FL), United States
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
★★★★
8.1Excellent
For your dates
$242 USD
The Southernmost Inn Adult ExclusiveHotel
Key West (FL), United States
The Southernmost Inn Adult Exclusive
★★★
7.8Very Good
For your dates
$239 USD
Lighthouse Hotel - Key West Historic InnsHotel
Key West (FL), United States
Lighthouse Hotel - Key West Historic Inns
★★★★
9.1Exceptional
For your dates
$234 USD
The Cabana Inn Key West - Adult ExclusiveHotel
Key West (FL), United States
The Cabana Inn Key West - Adult Exclusive
★★★
9.1Exceptional
For your dates
$204 USD
Ella's Cottages - Key West Historic InnsHotel
Key West (FL), United States
Ella's Cottages - Key West Historic Inns
★★★★
9.2Exceptional
Coconut Mallory Resort and MarinaHotel
Key West (FL), United States
Coconut Mallory Resort and Marina
★★★
8.8Excellent
HYATT SUNSET HARBOR RESORTHotel
Key West (FL), United States
HYATT SUNSET HARBOR RESORT
★★★★
8.4Excellent
The Gates Hotel Key West - Newly RenovatedHotel
Key West (FL), United States
The Gates Hotel Key West - Newly Renovated
★★★★
7.8Very Good
Fairfield by Marriott Inn & Suites Key WestHotel
Key West (FL), United States
Fairfield by Marriott Inn & Suites Key West
★★★
7.6Very Good

The Best Key West (FL) Staycation Hotels

Whether you’re planning a weekend staycation in Key West (FL) or a longer escape acrossUnited States, Staycation curates the finest places to stay — from boutique hideaways and heritage hotels to iconic luxury properties. Every Key West (FL) staycation hotel is ranked by real guest scores, so you can book with confidence.

Rates are powered by Agoda, with live availability and competitive pricing. Pick your dates above to see tonight’s best Key West (FL) staycation deals, or explore other destinations in North America.