
Exclusive Southernmost Point Vacation Deals

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

Southernmost Beach Resort and Guesthouses
Old Town Key West
Save 100% on your flight
Price was $2,078, price is now $1,461 per person
$1,461
per person
May 15 - May 22
found 1 day ago
Roundtrip 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 on business? Take advantage of the 2 conference rooms, along with dry cleaning/laundry services.

Brisa Del Mar by Avantstay Communal Pool Gated Community Ocean Front
Save 100% on your flight
Price was $2,489, price is now $1,788 per person
$1,788
per person
May 6 - May 12
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
An outdoor pool is featured at this cottage, along with free WiFi in public areas.

Ebberly House by Brightwild Amazing Pool
Save 100% on your flight
Price was $15,082, price is now $10,874 per person
$10,874
per person
May 16 - May 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden and barbecue grills are also provided.

Coral Palm by Avantstay Key West Walkable Gated Community & Shared Pool
Save 100% on your flight
Price was $2,745, price is now $1,980 per person
$1,980
per person
May 6 - May 12
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
An outdoor pool is featured at this cottage, along with free WiFi in public areas.

Tranquility by Avantstay Close to Duval St w/ BBQ & Shared Pool
Old Town Key West
Save 100% on your flight
Price was $2,248, price is now $1,637 per person
$1,637
per person
May 6 - May 12
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
An outdoor pool is featured at this cottage, along with free WiFi in public areas and barbecue grills.

The Key West Hotel
Key West Historic District
Save 100% on your flight
Price was $2,159, price is now $1,583 per person
$1,583
per person
Apr 1 - Apr 4
found 1 day ago
Roundtrip non-stop 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.
Frequently asked questions
Top Southernmost Point hotel deals

Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Free Cancellation
$546 nightly
The price is $614 total per night
$614 total
Mar 31 - Apr 1
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 on business? Take advantage of the 2 conference rooms, along with dry cleaning/laundry services.
Pool
Spa

The Reach Key West, Curio Collection by Hilton
1435 Simonton Street Key West FL
Free Cancellation
Reserve now, pay when you stay
$619 nightly
The price is $696 total per night
$696 total
Mar 3 - Mar 4
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.
On private beach
Pool

Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
Free Cancellation
Reserve now, pay when you stay
$569 nightly
The price is $640 total per night
$640 total
Mar 4 - Mar 5
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
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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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