
Exclusive Smathers Beach Vacation Deals

Smathers Beach vacation package deals
Price found within the past 48 hours. Click for updated prices.

Hyatt Vacation Club at Windward Pointe, Key West
Save 100% on your flight
Price was $1,179, price is now $727 per person
$727
per person
Mar 13 - Mar 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
This hotel features an outdoor pool, a hot tub, and a restaurant. Guests will appreciate free perks like free self parking and WiFi in public areas. A snack bar/deli, concierge services, and barbecue grills are also on offer.

The Key West Hotel
Key West Historic District
Save 100% on your flight
Price was $2,084, price is now $1,230 per person
$1,230
per person
Mar 13 - Mar 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
An outdoor pool is featured at this guesthouse, along with free WiFi in public areas and a garden. Luggage storage and concierge services are also provided.

Oceans Edge Key West Resort, Hotel & Marina
Save 100% on your flight
Price was $1,280, price is now $801 per person
$801
per person
Mar 13 - Mar 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
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.

Pier House Resort & Spa
Key West Historic District
Save 100% on your flight
Price was $1,959, price is now $1,317 per person
$1,317
per person
Mar 13 - Mar 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
This smoke-free resort features a private beach, a full-service spa, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Traveling on business? Take advantage of the 2 conference rooms, business center, and express check-in.

The Perry Hotel & Marina Key West
Save 100% on your flight
Price was $1,408, price is now $973 per person
$973
per person
Mar 13 - Mar 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
A marina, 2 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. Traveling for business? Take advantage of the free WiFi in public areas, laundry service, and conference space. 2 poolside bars and 2 bars/lounges are featured at this hotel, along with a 24-hour gym.

Havana Cabana at Key West
New Town
Save 100% on your flight
Price was $1,121, price is now $780 per person
$780
per person
Mar 13 - Mar 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Enjoy the hot tub and perks like free self parking.
Frequently asked questions
Top Smathers Beach hotel deals

Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
The price is $493 total per night
$493 total
per night
Jan 28 - Jan 29
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. There's a 24-hour gym on site, and a 24-hour front desk and dry cleaning are also provided.
Pool
Pet friendly
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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- Flights to Key West
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- Flights to Monroe County
- Pigeon Key
- Big Pine Key Vacations
- Little Torch Key Vacations
- Fleming Key Vacations
- South Beach
- Cow Key Vacations
- Uptown - Upper Duval Vacations
- Key West Historic District Vacations
- Sombrero Beach
- Ernest Hemingway Home and Museum
- Clarence S. Higgs Memorial Beach Park
- Sugarloaf Key Vacations
- Summerland Key Vacations
- Audubon House and Tropical Gardens
- Stock Island Vacations
- Duval Street
- Old Town Key West Vacations
- Key West Golf Club
- Dredgers Key Vacations
- Florida Keys Country Club
- Key West Vacations
- Seven Mile Bridge
- Robbie's
- Donkey Milk House
- Southernmost Point
- Mel Fisher Maritime Museum
- Fort Zachary Taylor Historic State Park
- Raccoon Key Vacations
- Ramrod Key Vacations
- Tingler Island Vacations

