
Exclusive Southernmost Point Vacation Deals

Southernmost Point vacation package deals
Price found within the past 48 hours. Click for updated prices.

Hyatt Vacation Club at Beach House, Key West
Price was $1,203, price is now $725 per person
$725
per person
Jan 31 - Feb 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
This hotel features an outdoor pool and a hot tub. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi. A safe deposit box and concierge services are also provided.

The Key West Hotel
Key West Historic District
Price was $4,690, price is now $2,446 per person
$2,446
per person
Feb 21 - Feb 28
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 $2,576, price is now $1,399 per person
$1,399
per person
Feb 21 - Feb 28
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.

Lighthouse Hotel - Key West Historic Inns
Old Town Key West
Save 100% on your flight
Price was $3,088, price is now $1,740 per person
$1,740
per person
Feb 21 - Feb 28
found 1 day ago
Roundtrip 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.

Ella's Cottages - Key West Historic Inns
Old Town Key West
Save 100% on your flight
Price was $3,521, price is now $1,985 per person
$1,985
per person
Feb 21 - Feb 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
An outdoor pool, self parking, and concierge services are featured at this hotel. 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.

Hyatt Vacation Club at Windward Pointe, Key West
Save 100% on your flight
Price was $2,005, price is now $1,204 per person
$1,204
per person
Feb 14 - Feb 19
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.
Frequently asked questions
Top Southernmost Point hotel deals

Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Free Cancellation
$253 nightly
The price is $285 total per night
$285 total
Dec 18 - Dec 19
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 for business? Take advantage of the 24-hour business center, laundry service, and conference space.

The Reach Key West, Curio Collection by Hilton
1435 Simonton Street Key West FL
$257 nightly
The price is $290 total per night
$290 total
Dec 15 - Dec 16
Total with taxes and fees
This resort features a private beach, a full-service spa, and a restaurant. Traveling on business? Take advantage of the express check-out, laundry service, and valet parking. Enjoy the outdoor pool and unwind at the bar/lounge and poolside bar.

The Southernmost Inn - Adults Only
525 United Street Key West FL
$189 nightly
The price is $213 total per night
$213 total
Dec 18 - Dec 19
Total with 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.
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View all propertiesLowest 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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