Exclusive Southernmost Point Vacation Deals

Southernmost Point vacation package deals

Price found within the past 48 hours. Click for updated prices.
New The Cottage at James House

New The Cottage at James House

2 out of 5
Key West Historic District
Price was $1,842, price is now $1,307 per person
$1,307
per person
May 10 - May 14
found 9 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
Free WiFi in public areas and a garden are available at this apartment.
The Key West Hotel

The Key West Hotel

2.5 out of 5
Key West Historic District
Save 100% on your flight
Price was $2,658, price is now $1,632 per person
$1,632
per person
May 7 - May 13
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.
Lighthouse Hotel - Key West Historic Inns

Lighthouse Hotel - Key West Historic Inns

3.5 out of 5
Old Town Key West
Save 100% on your flight
Price was $1,954, price is now $1,350 per person
$1,350
per person
Apr 12 - Apr 18
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.
Coconut Beach Resort

Coconut Beach Resort

2.5 out of 5
Old Town Key West
Save 100% on your flight
Price was $2,112, price is now $1,487 per person
$1,487
per person
Apr 12 - Apr 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
A private beach and an outdoor pool are featured at this smoke-free resort. Enjoy the hot tub and perks like free self parking and free WiFi. A computer station, dry cleaning, and luggage storage are also on offer.
New Waterfront Home - Dreamside House

New Waterfront Home - Dreamside House

2 out of 5
Save 100% on your flight
Price was $16,930, price is now $12,007 per person
$12,007
per person
May 8 - May 14
found 24 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) 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.
Seagate House by Brightwild Waterfront w Dock

Seagate House by Brightwild Waterfront w Dock

2 out of 5
Save 100% on your flight
Price was $10,877, price is now $7,751 per person
$7,751
per person
May 1 - May 7
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) 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.

Frequently asked questions

How much are vacation packages to Southernmost Point?
Let Travelocity take the hassle out of arranging your next big trip to Southernmost Point. Book our awesome $1,307 package deal and save both money and time. With your hotel and flights sorted, you can channel your energy into planning the fun parts of your adventure — like ticking off those must-see attractions!
Where can I get the best vacation package deals for Southernmost Point?
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Why should I book my Southernmost Point vacation bundle via Travelocity?
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Top Southernmost Point hotel deals

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Free Cancellation
$487 nightly
The price is $548 total per night
$548 total
Mar 30 - Mar 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 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

The Reach Key West, Curio Collection by Hilton

4 out of 5
1435 Simonton Street Key West FL
Free Cancellation
Reserve now, pay when you stay
$663 nightly
The price is $746 total per night
$746 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

Casa Marina Key West, Curio Collection by Hilton

4 out of 5
1500 Reynolds Street Key West FL
Free Cancellation
Reserve now, pay when you stay
$699 nightly
The price is $786 total per night
$786 total
Mar 2 - Mar 3
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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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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