Hotels in Cow Key
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Top Rated Cow Key Hotels

Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Free Cancellation
Reserve now, pay when you stay
1.01 mi from city center
$300 nightly
The price is $337 total per night
$337 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Guests of Beachside Resort & Residences have access to a private beach, a marina, and an outdoor pool. If you drive, self parking is USD 25.00 per night, and there's also a free area shuttle. The front desk has multilingual staff on hand 24/7 to help with dry cleaning/laundry, concierge services, and luggage storage. Other amenities at this beach hotel include a 24-hour gym, free WiFi in public areas, and a hot tub.
On private beach
Pool

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Free Cancellation
Reserve now, pay when you stay
1.16 mi from city center
$283 nightly
The price is $318 total per night
$318 total
Jan 8 - Jan 9, 2026
Total with taxes and fees
Blue Flamingo Resort Key West features 2 outdoor pools, karaoke, and a 24-hour gym. If you drive, self parking is USD 15.00 per night, and there's also a free area shuttle. The 24-hour front desk has multilingual staff ready to assist with luggage storage and concierge services. If you like to take your furry friend along on your adventures, this pet-friendly property offers an off-leash area. Other amenities at this family-friendly hotel include free WiFi in public areas, a hot tub, and meeting rooms.
Pool
Hot Tub

Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
Free Cancellation
Reserve now, pay when you stay
0.81 mi from city center
$299 nightly
The price is $336 total per night
$336 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Guests of Oceans Edge Key West Resort, Hotel & Marina have access to a marina, 6 outdoor pools, and a 24-hour gym. If you drive, self parking is USD 32.63 per night, and there's also an area shuttle. Multilingual staff at the front desk are standing by 24/7 to help with tours or tickets, luggage storage, and securing valuables. Other amenities at this luxury hotel include free WiFi in public areas, meeting rooms, and free use of bicycles.
Pool
Pet friendly

Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Free Cancellation
3.6 mi from city center
$360 nightly
The price is $405 total per night
$405 total
Jan 13 - Jan 14, 2026
Total with taxes and fees
Guests of Southernmost Beach Resort and Guesthouses have access to a full-service spa, 3 outdoor pools, and a gym. Self parking is offered for USD 53.75 per day. Multilingual staff at the 24-hour front desk can assist with concierge services, dry cleaning/laundry, and luggage storage. Other amenities at this beach hotel include conference space, a 24-hour business center, and coffee/tea in a common area.
Pool
Spa

Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
Free Cancellation
Reserve now, pay when you stay
1.5 mi from city center
$365 nightly
The price is $411 total per night
$411 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
At Havana Cabana at Key West , guests have access to an outdoor pool, free WiFi in public areas, and a hot tub. A stay here includes free parking. The 24-hour front desk has multilingual staff ready to assist with tours or tickets, dry cleaning/laundry, and securing valuables. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include a meeting room, a terrace, and a banquet hall.
Pool
Hot Tub

Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
Free Cancellation
Reserve now, pay when you stay
2.03 mi from city center
$392 nightly
The price is $441 total per night
$441 total
Jan 8 - Jan 9, 2026
Total with taxes and fees
Margaritaville Beach House Key West features an outdoor pool, a 24-hour gym, and a business center. The front desk is staffed 24/7 to help with tours or tickets, luggage storage, and dry cleaning/laundry. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this beach hotel include a banquet hall and an ATM.
Pool
Pet friendly

DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
Free Cancellation
Reserve now, pay when you stay
0.58 mi from city center
$269 nightly
The price is $303 total per night
$303 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Guests staying at DoubleTree Resort by Hilton Grand Key - Key West enjoy an outdoor pool, a 24-hour gym, and free WiFi in public areas. If you drive, self parking is USD 20 per night, or you can take advantage of the free airport shuttle (available on request). Multilingual staff at the front desk are standing by 24/7 to help with tours or tickets, luggage storage, and dry cleaning/laundry. Additional amenities include meeting rooms, a conference center, and a 24-hour business center.
Pool
Free airport shuttle

Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
Free Cancellation
Reserve now, pay when you stay
1.01 mi from city center
$332 nightly
The price is $373 total per night
$373 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Guests staying at Hilton Garden Inn Key West / The Keys Collection enjoy an outdoor pool, a gym, and free WiFi in public areas. If you drive, self parking is USD 15 per day, and there's also a free area shuttle. The 24-hour front desk has multilingual staff ready to assist with tours or tickets, dry cleaning/laundry, and securing valuables. Additional amenities include a hot tub, meeting rooms, and a business center.
Pool
Hot Tub

The Perry Hotel & Marina Key West
7001 Shrimp Road Key West FL
Free Cancellation
Reserve now, pay when you stay
0.37 mi from city center
$314 nightly
The price is $353 total per night
$353 total
Jan 8 - Jan 9, 2026
Total with taxes and fees
Guests of The Perry Hotel & Marina Key West have access to a marina, 2 outdoor pools, and a 24-hour gym. If you drive, self parking is USD 30.38 per night, and there's also an area shuttle. The front desk has multilingual staff on hand 24/7 to help with tours or tickets, luggage storage, and dry cleaning/laundry. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls and an off-leash area. Additional amenities include free WiFi in public areas, conference space, and a microwave in a common area.
Pool
Pet friendly

Hyatt Centric Key West Resort and Spa
601 Front St Key West FL
Free Cancellation
Reserve now, pay when you stay
3.96 mi from city center
$457 nightly
The price is $514 total per night
$514 total
Jan 12 - Jan 13, 2026
Total with taxes and fees
Guests of Hyatt Centric Key West Resort and Spa have access to a marina, a full-service spa, and an outdoor pool. Self parking is offered for USD 40 per day. Multilingual staff at the front desk are standing by 24/7 to help with concierge services, dry cleaning/laundry, and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this beach resort include a 24-hour gym, free WiFi in public areas, and a business center.
Pool
Spa

Hyatt Vacation Club at Windward Pointe, Key West
3675 South Roosevelt Boulevard Key West FL
Free Cancellation
0.79 mi from city center
$439 nightly
The price is $493 total per night
$493 total
Jan 7 - Jan 8, 2026
Total with taxes and fees
At Hyatt Vacation Club at Windward Pointe, Key West, guests have access to an outdoor pool, free WiFi in public areas, and a hot tub. Free parking is available if you drive. Front-desk staff can assist with concierge services and securing valuables. This smoke-free hotel also has barbecue grills.
Pool
Hot Tub

Hyatt Vacation Club at Beach House, Key West
5051 Overseas Highway Key West FL
Free Cancellation
Reserve now, pay when you stay
0.95 mi from city center
$439 nightly
The price is $493 total per night
$493 total
Jan 7 - Jan 8, 2026
Total with taxes and fees
Guests staying at Hyatt Vacation Club at Beach House, Key West enjoy an outdoor pool, free WiFi in public areas, and a hot tub. You can put free parking to good use if you drive. Front-desk staff can assist with securing valuables and concierge services. This smoke-free hotel also has barbecue grills.
Pool
Hot Tub
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.
How much is a Cow Key hotel?
Check Cow Key hotel room prices by star rating

4 Star Hotels
42 properties
Where should you stay in Cow Key?
What are some of the best hotels in central Cow Key?
Here are some of our travelers' favorite hotels in downtown Cow Key:
- Beachside Resort & Residences is hotel has a marina, a private beach, and 2 restaurants.
- Blue Flamingo Resort Key West is hotel has 2 outdoor pools, 2 restaurants, and 2 poolside bars.
- Southernmost Beach Resort and Guesthouses is hotel has 3 outdoor pools, a full-service spa, and 2 poolside bars.
Sights to visit in the heart of Cow Key include Key West Tropical Forest and Botanical Garden, Stock Island Yacht Club & Marina and Key West Golf Club.
Cow Key hotels essential information
Accommodation | 3,207 hotels |
|---|---|
Lowest Price | $303 |
Highest Price | $514 |
Popular hotels | Beachside Resort & Residences, Blue Flamingo Resort Key West, Oceans Edge Key West Resort, Hotel & Marina, Southernmost Beach Resort and Guesthouses, Havana Cabana at Key West , Margaritaville Beach House Key West, DoubleTree Resort by Hilton Grand Key - Key West, Hilton Garden Inn Key West / The Keys Collection, The Perry Hotel & Marina Key West, Hyatt Centric Key West Resort and Spa, Hyatt Vacation Club at Windward Pointe, Key West, Hyatt Vacation Club at Beach House, Key West |
Recent Reviews

Southernmost Beach Resort and Guesthouses
5/5 Excellent
"Great up-graded room. Clean and cozy. Service excellent!"
A verified traveler stayed at Southernmost Beach Resort and Guesthouses
Posted 10 hours ago
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