
Deals on vacations and trips to Cow Key
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Cow Key flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.

Flow Miami Hotel
Downtown Miami
Price was $913, price is now $471 per person
$471
per person
Mar 10 - Mar 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
This apartment features an outdoor pool and a 24-hour gym. WiFi in public areas is free. Valet parking and a safe deposit box are also offered on site.

Casablanca Miami Beach
North Beach
Price was $1,203, price is now $535 per person
$535
per person
Apr 8 - Apr 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
An outdoor pool, valet parking, and laundry facilities are featured at this aparthotel. A grocery/convenience store, a communal living room, and express check-out are also on offer.

Creekside Inn
Price was $1,220, price is now $585 per person
$585
per person
Mar 14 - Mar 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
This smoke-free motel's marina and 2 outdoor pools are some of the highlights. Guests will appreciate free perks like free self parking and WiFi in public areas. A picnic area and barbecue grills are also provided.

Cavalier Hotel South Beach
South Beach
Price was $1,145, price is now $601 per person
$601
per person
Mar 23 - Mar 27
found 2 days ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. Valet parking, a terrace, and express check-out are also offered.

Solé Miami, A Noble House Resort
Ocean Four
Price was $1,035, price is now $553 per person
$553
per person
Mar 14 - Mar 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls and an off-leash area. Enjoy the 24-hour gym and unwind at the beach bar and poolside bar.
Top Cow Key hotels deals

Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Free Cancellation
$530 nightly
The price is $596 total per night
$596 total
Feb 8 - Feb 9
Total with taxes and fees
This hotel features a full-service spa, 3 outdoor pools, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Traveling on business? Take advantage of the 2 conference rooms, along with dry cleaning/laundry services.
Pool
Spa

Ibis Bay Beach Resort
3101 N. Roosevelt Blvd Key West FL
Free Cancellation
Reserve now, pay when you stay
$380 nightly
The price is $428 total per night
$428 total
Feb 8 - Feb 9
Total with taxes and fees
This Art Deco hotel features a private beach, a marina, and a restaurant. Enjoy a day at the beach kayaking, or relax with sun loungers. Enjoy the outdoor pool and free perks like continental breakfast and WiFi in public areas.
On private beach
Pool

Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
Free Cancellation
Reserve now, pay when you stay
$418 nightly
The price is $471 total per night
$471 total
Feb 9 - Feb 10
Total with taxes and fees
A marina, 6 outdoor pools, and a 24-hour gym are all featured at this smoke-free hotel. Business travelers can take advantage of the free WiFi in public areas. The restaurant provides options for dining, while the bar/lounge and poolside bar are great spots to unwind.
Pool
Pet friendly

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Free Cancellation
Reserve now, pay when you stay
$418 nightly
The price is $470 total per night
$470 total
Feb 8 - Feb 9
Total with taxes and fees
This hotel features 2 restaurants, 2 outdoor pools, and a 24-hour gym. There's fun for all ages with mini golf and an arcade/game room, and families will appreciate the picnic area. Unwind with a drink at one of the 2 poolside bars and enjoy freebies like WiFi in public areas and an area shuttle.
Pool
Hot Tub

Parrot Key Hotel & Villas
2801 N Roosevelt Blvd Key West FL
Free Cancellation
Reserve now, pay when you stay
$410 nightly
The price is $461 total per night
$461 total
Feb 9 - Feb 10
Total with taxes and fees
This smoke-free hotel features 4 outdoor pools, a gym, and a restaurant. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Unwind with a drink at the bar/lounge and enjoy perks like a free beach shuttle.
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
$387 nightly
The price is $435 total per night
$435 total
Feb 8 - Feb 9
Total with taxes and fees
This resort features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Enjoy the 24-hour gym and perks like a free beach shuttle.
Pool
Free airport shuttle
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.
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- Duval Street
- Donkey Milk House
- Smathers Beach
- Fort Zachary Taylor Historic State Park
