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

Lighthouse Hotel - Key West Historic Inns
Old Town Key West
Save 100% on your flight
per person
Jul 13 - Jul 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
This hotel features an outdoor pool and a poolside bar. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and a picnic area are also on offer.

The Perry Hotel & Marina Key West
Save 100% on your flight
per person
Jul 4 - Jul 8
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.

Pier House Resort & Spa
Key West Historic District
Save 100% on your flight
per person
Jul 13 - Jul 16
found 1 day ago
Roundtrip non-stop 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 Gates Hotel Key West Newly Renovated
New Town
Save 100% on your flight
per person
Aug 1 - Aug 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
This smoke-free hotel includes 2 restaurants, an outdoor pool, and a gym. Relax with a drink at the bar/lounge and enjoy perks like free WiFi. There's a poolside bar on site, and laundry facilities and concierge services are also provided.

The Grand Guesthouse
Old Town Key West
Save 100% on your flight
per person
Aug 1 - Aug 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
This guesthouse features free WiFi in public areas, concierge services, and free self parking. Enjoy the free continental breakfast each morning. A terrace, a garden, and a picnic area are also on offer.

Southernmost Beach Resort
Old Town Key West
Save 100% on your flight
per person
Jul 13 - Jul 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 South Beach hotel deals

Southernmost Beach Resort
1319 Duval Street, Key West, FL
Free Cancellation
$326 nightly
The price is $366 total per night
$366 total
Jun 3 - Jun 4
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

The Reach Key West, Curio Collection by Hilton
1435 Simonton Street, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$340 nightly
The price is $382 total per night
$382 total
May 26 - May 27
Total includes taxes and fees
This resort features a private beach, a full-service spa, and a restaurant. Traveling on business? Take advantage of the 24-hour business center, express check-out, and valet parking. Enjoy the outdoor pool and unwind at the bar/lounge and poolside bar.
On private beach
Pool

The Southernmost Inn - Adults Only
525 United Street, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$153 nightly
The price is $172 total per night
$172 total
May 18 - May 19
Total includes taxes and fees
This hotel's 2 outdoor pools and hot tub are among the featured amenities. Enjoy the free continental breakfast each morning. Self parking, a coffee shop, and a terrace are also offered.
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.