Compare Cheap Hotels in Cow Key
Secret Bargains - Save an extra 10% or more on select hotels
Get more for your budget and save up to 50% off select Secret Bargain hotels
Get even more value with CheapTickets Price Guarantee!
Change your flight without a fee on select flights
Cheap Cow Key Hotels
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
$342 nightly
The price is $385 total per night
$385 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
1.01 mi from city center
When you stay at Beachside Resort & Residences in Key West, you'll be next to a golf course, a 5-minute drive from Smathers Beach and 8 minutes from Duval Street.
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
$265 nightly
The price is $298 total per night
$298 total
Dec 21 - Dec 22
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
1.16 mi from city center
A stay at Blue Flamingo Resort Key West places you in the heart of Key West, within a 10-minute drive of Stock Island Yacht Club & Marina and Key West Lighthouse and Keeper's Quarters Museum.
Pool
Hot Tub
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
$345 nightly
The price is $389 total per night
$389 total
Jan 13 - Jan 14, 2026
Total with taxes and fees
Free Cancellation
3.6 mi from city center
With a stay at Southernmost Beach Resort and Guesthouses, you'll be centrally located in Key West, steps from South Beach and within a 5-minute walk of Southernmost Point.
Pool
Spa
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
$277 nightly
The price is $311 total per night
$311 total
Jan 8 - Jan 9, 2026
Total with taxes and fees
0.81 mi from city center
When you stay at Oceans Edge Key West Resort, Hotel & Marina in Key West, you'll be next to a golf course, within a 15-minute drive of Duval Street and Smathers Beach.
Pool
Pet friendly
Hyatt Centric Key West Resort and Spa
601 Front St Key West FL
$382 nightly
The price is $430 total per night
$430 total
Dec 21 - Dec 22
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
3.96 mi from city center
With a stay at Hyatt Centric Key West Resort and Spa, you'll be centrally located in Key West, steps from Florida Keys Beaches and 3 minutes by foot from Duval Street.
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
$261 nightly
The price is $294 total per night
$294 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
0.58 mi from city center
When you stay at DoubleTree Resort by Hilton Grand Key - Key West in Key West, you'll be by the ocean, a 4-minute drive from Smathers Beach and 9 minutes from Duval Street.
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
$359 nightly
The price is $404 total per night
$404 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
1.5 mi from city center
With a stay at Havana Cabana at Key West in Key West (New Town), you'll be a 5-minute drive from Florida Keys Beaches and 6 minutes from Duval Street.
Pool
Hot Tub
The Perry Hotel & Marina Key West
7001 Shrimp Road Key West FL
$322 nightly
The price is $362 total per night
$362 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
0.37 mi from city center
When you stay at The Perry Hotel & Marina Key West in Key West, you'll be on the waterfront, within a 5-minute drive of Stock Island Yacht Club & Marina and Key West Golf Club.
Pool
Pet friendly
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
$387 nightly
The price is $436 total per night
$436 total
Jan 6 - Jan 7, 2026
Total with taxes and fees
2.03 mi from city center
Located in Key West, Margaritaville Beach House Key West is by the ocean, within a 5-minute drive of Smathers Beach and Fort East Martello Museum and Gallery.
Hyatt Vacation Club at Windward Pointe, Key West
3675 South Roosevelt Boulevard Key West FL
$455 nightly
The price is $512 total per night
$512 total
Jan 19 - Jan 20, 2026
Total with taxes and fees
0.79 mi from city center
With a stay at Hyatt Vacation Club at Windward Pointe, Key West in Key West, you'll be near the airport, within a 15-minute walk of Fort East Martello Museum and Gallery and Key West Art and Historical Society.
Fairfield Inn and Suites by Marriott Key West
2400 N Roosevelt Blvd Key West FL
$244 nightly
The price is $275 total per night
$275 total
Dec 21 - Dec 22
Total with taxes and fees
2.21 mi from city center
With a stay at Fairfield Inn and Suites by Marriott Key West, you'll be centrally located in Key West, within a 5-minute drive of Duval Street and Florida Keys Beaches.
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
$255 nightly
The price is $287 total per night
$287 total
Jan 12 - Jan 13, 2026
Total with taxes and fees
1.01 mi from city center
In the heart of Key West, Hilton Garden Inn Key West / The Keys Collection is within a 5-minute drive of Key West Tropical Forest and Botanical Garden and Key West Art and Historical Society.
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.
Often, one of the most difficult things about booking a hotel is finding the best time to go. The cost of staying in hotels in could vary significantly, depending on the time of the year chosen. If you would like to figure out the most suitable time to take a trip then using CheapTickets could be the best option for you. We will be able to provide information on hotels in to ensure that you get the best deal possible. So if you are looking for a booking website that will streamline the process and offer good prices, then log in and get booking.
Cow Key hotels essential information
Accommodation | 3,203 hotels |
|---|---|
Lowest Price | $275 |
Highest Price | $512 |
Popular hotels | Beachside Resort & Residences, Blue Flamingo Resort Key West, Southernmost Beach Resort and Guesthouses, Oceans Edge Key West Resort, Hotel & Marina, Hyatt Centric Key West Resort and Spa, DoubleTree Resort by Hilton Grand Key - Key West, Havana Cabana at Key West , The Perry Hotel & Marina Key West, Margaritaville Beach House Key West, Hyatt Vacation Club at Windward Pointe, Key West, Fairfield Inn and Suites by Marriott Key West, Hilton Garden Inn Key West / The Keys Collection |
Most Recent Cow Key Hotel Reviews
DoubleTree Resort by Hilton Grand Key - Key West
5 out of 5
Posted 2 days ago
CheapTickets Verified Review
"The room was clean and comfortable. Pool area was fabulous! Staff was friendly and helpful too"
A verified traveler stayed at DoubleTree Resort by Hilton Grand Key - Key West
- Margaritaville Beach House Key West
- Hyatt Vacation Club at Windward Pointe, Key West
- Fairfield Inn and Suites by Marriott Key West
- Hilton Garden Inn Key West / The Keys Collection
- La Concha Key West, Autograph Collection
- Hyatt Vacation Club at Beach House, Key West
- Casa Marina Key West, Curio Collection by Hilton
- Pier House Resort & Spa
- Parrot Key Hotel & Villas
- Ibis Bay Beach Resort
- The Marker Key West Harbor Resort
- Amsterdam's Curry Mansion Inn
- The Laureate Key West
- Hampton Inn Key West FL
- The Southernmost Inn - Adults Only
- Opal Key Resort & Marina, Key West
- Fairfield Inn & Suites by Marriott Key West at the Keys Collection
- Key West Hotels
- Florida Keys Hotels
- Summerland Key Hotels
- Stock Island Hotels
- Cudjoe Key Hotels
- South Florida Hotels
- Sugarloaf Key Hotels
- Raccoon Key Hotels
- Lower Florida Keys Hotels
- Southeastern United States Hotels
- Dredgers Key Hotels
- Gulf of Mexico Hotels
- Lower Keys Hotels
- Boca Chica Key Hotels
- Fleming Key Hotels
- The South Hotels
- Key Haven Hotels
- Lower Sugarloaf Key Hotels
- Melody Key Hotels
- Rockland Key Hotels
More to Explore in Cow Key
Top Picks
Hotels
- Hotels around Navarre Beach
- Hotels around Surfside Beach
- Hotels around Hard Rock Stadium
- Hotels around Raymond James Stadium
- Hotels around Eglin Air Force Base
- Hotels around Sawgrass Mills
- Hotels around Old Town
- Hotels around Pier Park
- Hotels around University of Florida
- Hotels around Aquatica
- Hotels around Mall at Wellington Green
- Hotels around Destin Harbor Boardwalk
- Hotels around Duval Street
- Hotels around Walt Disney World® Resort
- Hotels around Florida State University
- Hotels around Grayton Beach State Park
- Hotels around Lido Beach
- Hotels around Perdido Key State Park
- Hotels around Orlando Vineland Premium Outlets
- Hotels around Aventura Hospital & Medical Center
- Hotels around International Plaza and Bay Street
- Hotels around Opal Beach
- Hotels around Westfield Brandon
- Hotels around Northwest Florida State College - Fort Walton Beach Campus
- Hotels around Henderson Beach State Park
- Hotels in Port Canaveral
- Hotels around Gulf Breeze Zoo
- Hotels around Rainbow Springs State Park
- Hotels around Sombrero Beach
Packages
