
Exclusive Southernmost Point Vacation Deals

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

Oceans Edge Key West Resort, Hotel & Marina
Save 100% on your flight
Price was $1,601, price is now $950 per person
$950
per person
Jan 3 - Jan 9
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.

The Key West Hotel
Key West Historic District
Price was $3,505, price is now $1,839 per person
$1,839
per person
Jan 3 - Jan 9
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.

Ella's Cottages - Key West Historic Inns
Old Town Key West
Save 100% on your flight
Price was $2,175, price is now $1,194 per person
$1,194
per person
Jan 3 - Jan 9
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 Beach House, Key West
Save 100% on your flight
Price was $1,867, price is now $1,043 per person
$1,043
per person
Jan 10 - Jan 16
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.

Winslow's Bungalows - Key West Historic Inns
Old Town Key West
Save 100% on your flight
Price was $2,144, price is now $1,211 per person
$1,211
per person
Jan 3 - Jan 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
This smoke-free hotel features 3 outdoor pools, a bar/lounge, and a poolside bar. Guests will appreciate free perks like continental breakfast and WiFi in public areas. Self parking, a garden, and luggage storage are also offered.

Lighthouse Hotel - Key West Historic Inns
Old Town Key West
Save 100% on your flight
Price was $2,152, price is now $1,289 per person
$1,289
per person
Jan 3 - Jan 9
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.
Frequently asked questions
Top Southernmost Point hotel deals

Southernmost Beach Resort and Guesthouses
1319 Duval Street, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$211 nightly
The price is $238 total per night
$238 total
Oct 30 - Oct 31
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.
Pool
Spa

Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$287 nightly
The price is $323 total per night
$323 total
Oct 30 - Oct 31
Total with taxes and fees
A private beach, a full-service spa, and 2 outdoor pools are all featured at this smoke-free resort. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. Enjoy the gym and perks like free WiFi.
On private beach
Pool

Hyatt Centric Key West Resort and Spa
601 Front St, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$292 nightly
The price is $329 total per night
$329 total
Nov 10 - Nov 11
Total with taxes and fees
This smoke-free resort features a full-service spa, a marina, and a restaurant. Enjoy the outdoor pool and perks like free WiFi. Enjoy the 24-hour gym and unwind at the bar/lounge and poolside bar.
Pool
Spa
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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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