Book 5 Star Hotels in Cow Key

Start date: Check-in selected.
To Date
End date: Check-out

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Oct 4 - Oct 5
Tonight
Check prices in Cow Key for tonight, Oct 4 - Oct 5
Oct 5 - Oct 6
Tomorrow night
Check prices in Cow Key for tomorrow night, Oct 5 - Oct 6

Featured Cow Key 5 Stars Hotels

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4 out of 5
7001 Shrimp Road, Key West, FL
Free Cancellation
Reserve now, pay when you stay
0.39 mi from city center
$165 nightly
The price is $186 total per night
$186 total
Oct 6 - Oct 7
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 securing valuables, concierge services, and luggage storage. 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.
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
Free Cancellation
Reserve now, pay when you stay
0.57 mi from city center
$153 nightly
The price is $172 total per night
$172 total
Oct 12 - Oct 13
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 dry cleaning/laundry, luggage storage, and concierge services. Additional amenities include meeting rooms, a conference center, and a 24-hour business center.
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue, Key West, FL
Free Cancellation
Reserve now, pay when you stay
0.83 mi from city center
$163 nightly
The price is $183 total per night
$183 total
Oct 12 - Oct 13
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 30.38 per night, and there's also an area shuttle. Multilingual staff at the front desk are standing by 24/7 to help with dry cleaning/laundry, concierge services, and luggage storage. Other amenities at this luxury hotel include free WiFi in public areas, meeting rooms, and free use of bicycles.
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
Free Cancellation
Reserve now, pay when you stay
1.01 mi from city center
$143 nightly
The price is $161 total per night
$161 total
Oct 13 - Oct 14
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 concierge services, luggage storage, and dry cleaning/laundry. Additional amenities include meeting rooms, a business center, and coffee/tea in a common area.
Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd, Key West, FL
Free Cancellation
Reserve now, pay when you stay
1.02 mi from city center
$165 nightly
The price is $186 total per night
$186 total
Oct 5 - Oct 6
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 luggage storage, dry cleaning/laundry, and concierge services. Other amenities at this beach hotel include a 24-hour gym, free WiFi in public areas, and a hot tub.
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard, Key West, FL
Free Cancellation
Reserve now, pay when you stay
2.02 mi from city center
$235 nightly
The price is $264 total per night
$264 total
Oct 20 - Oct 21
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 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 hotel include an ATM and a banquet hall.
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

4 out of 5
2801 N Roosevelt Blvd, Key West, FL
Free Cancellation
Reserve now, pay when you stay
2.05 mi from city center
$194 nightly
The price is $218 total per night
$218 total
Oct 13 - Oct 14
Total with taxes and fees
Guests staying at Parrot Key Hotel & Villas enjoy access to 4 outdoor pools, a gym, and free WiFi in public areas. Valet parking is available for USD 32.25 per day, and there's also a free area shuttle. The 24-hour front desk has multilingual staff ready to assist with concierge services and dry cleaning/laundry. Other amenities at this beach hotel include a business center, a terrace, and a garden.
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street, Key West, FL
Free Cancellation
3.58 mi from city center
$229 nightly
The price is $258 total per night
$258 total
Oct 29 - Oct 30
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 47 per day. Multilingual staff at the 24-hour front desk can assist with dry cleaning/laundry, concierge services, and luggage storage. Other amenities at this beach hotel include conference space, a 24-hour business center, and coffee/tea in a common area.
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

4 out of 5
601 Front St, Key West, FL
Free Cancellation
Reserve now, pay when you stay
3.95 mi from city center
$235 nightly
The price is $264 total per night
$264 total
Oct 8 - Oct 9
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 luggage storage, securing valuables, and tours or tickets. 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.
Don't see what you're looking for?
See all available properties in Cow Key
View all properties
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.

Best 5 star hotels in Cow Key

Guarantee yourself a relaxing time when you book the best of the best: 5 star hotels in Cow Key. After all, treating yourself to the finer things is what vacations are about. 

What are the criteria for a 5 star hotel?
5 star hotel requirements include distinctive services and amenities that surpass all others. These Cow Key hotels bring an incomparable degree of quality and attention to detail, with guest satisfaction being top priority. Your 5 star hotel should be dressed to impress, with design details like marble surfaces and hi-tech fixtures.

What amenities can I expect at a 5 star hotel?
Cow Key 5 star hotels and resorts typically offer luxury amenities such as:

  • Gourmet restaurant
  • Full-service fitness center with pool
  • Luxury spa 
  • Welcome gifts upon arrival
  • Top-of-the-line beds and linens 
  • Designer personal care products
  • Premium cable, free Wi-Fi and device docking stations

How do I find an amazing 5 star hotel?
Finding 5 star hotel deals in Cow Key with Orbitz is as easy as your stay will be. For the top-shelf vacation you deserve, we’ll help you choose the right hotel in the right place: 

  • Search hotels by price, ranging from $161 to $264
  • Find the best-loved hotels through word-of-mouth advice when you check out over reviews by Orbitz travelers
  • Choose from 3,154 5 star hotels in Cow Key!

Cow Key hotels essential information

Accommodation
3,154 hotels
Lowest Price
$161
Highest Price
$264
Popular hotels
Margaritaville Beach House Key West, Oceans Edge Key West Resort, Hotel & Marina, Southernmost Beach Resort and Guesthouses, Parrot Key Hotel & Villas, DoubleTree Resort by Hilton Grand Key - Key West, Hyatt Centric Key West Resort and Spa, Hilton Garden Inn Key West / The Keys Collection, Beachside Resort & Residences, The Perry Hotel & Marina Key West

Recent Reviews

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

5/5 Excellent
"Great for a relaxing weekend, quiet hotel not too far from the main tourist center. We love the shuttle service provided by the hotel and his driver Gerry who guided us in every short trips. The only advice to the hotel is to provide the housekeeping service everyday without being requested by the guest, we expected this service to be included since the hotel charged an extra 51.00 usd per night! "
A verified traveler from MIAMI stayed at Parrot Key Hotel & Villas
Posted 3 days ago
Parrot Key Hotel & Villas

More to Explore

More to Explore