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

Oceans Edge Key West Resort, Hotel & Marina
per person
Sep 12 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) 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.

Hyatt Vacation Club at Windward Pointe, Key West
Save 100% on your flight
per person
Oct 4 - Oct 8
found 1 day ago
Roundtrip flight included
Baltimore (BWI) 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.

Almond Tree Inn Hotel - Adults Only
Old Town Key West
Save 100% on your flight
per person
Sep 12 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Key West (EYW)
This hotel features a bar/lounge, a poolside bar, and an outdoor pool. Business travelers can take advantage of the free WiFi in public areas. Enjoy the hot tub and free continental breakfast each morning.

Orchid Key Inn - Adults Only
Old Town Key West
Save 100% on your flight
per person
Sep 12 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Key West (EYW)
This hotel features a bar/lounge, a poolside bar, and an outdoor pool. Enjoy the hot tub and free perks like continental breakfast and WiFi in public areas. Self parking, a garden, and dry cleaning are also offered.

Sunnyside Up by Brightwild Pool Parking
Old Town Key West
per person
Aug 17 - Aug 21
found 12 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Key West (EYW)
This apartment doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden and barbecue grills are also provided.

Southernmost Beach Resort and Guesthouses
Old Town Key West
per person
Sep 12 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Key West (EYW)
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 for business? Take advantage of the 24-hour business center, laundry service, and conference space.
Frequently asked questions
Top Smathers Beach hotel deals

Margaritaville Beach House Key West
2001 South Roosevelt Boulevard, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$235 nightly
The price is $264 total per night
$264 total
Aug 10 - Aug 11
Total includes taxes and fees
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

Fairfield Inn and Suites by Marriott Key West
2400 N Roosevelt Blvd, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$147 nightly
The price is $165 total per night
$165 total
Aug 13 - Aug 14
Total includes taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and free continental breakfast each morning.
Pool
Breakfast included

Southernmost Beach Resort and Guesthouses
1319 Duval Street, Key West, FL
Free Cancellation
$259 nightly
The price is $291 total per night
$291 total
Aug 4 - Aug 5
Total includes 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 for business? Take advantage of the 24-hour business center, laundry service, and conference space.
Pool
Spa
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
- Hawaiian Airlines Chantilly (IAD) to Honolulu (HNL) flights
- Japan Airlines Cleveland (CLE) to Osaka (KIX) flights
- Orlando to Traverse City (MCO - TVC)
- Chicago to Myrtle Beach (MDW - MYR)
- Milwaukee to Los Angeles (MKE - LAX)
- United Houston (IAH) to Nadi (NAN) flights
- Air France Charlotte (CLT) to Nice (NCE) flights
- Charleston to Cleveland (CHS - CLE)
- Delta New York (JFK) to Ronchi dei Legionari (TRS) flights
- Honolulu to Chicago (HNL - ORD)
- Los Angeles to Papeete (LAX - PPT)
- Delta Norfolk (ORF) to New York (JFK) flights
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