Southernmost Point Vacation Deals: Southernmost Point, Old Town Key West Holidays

Southernmost Point vacation package deals

Price found within the past 48 hours. Click for updated prices.

Oceans Edge Key West Resort, Hotel & Marina

CA $2,108

per person

May 1 - May 8

found 4 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Key West (EYW)

Book a stay at this luxury hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the restaurant in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.

The Key West Hotel

Key West Historic District

CA $5,828

per person

Apr 9 - Apr 16

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Key West (EYW)

Stay at this guesthouse in Key West. Enjoy free WiFi, room service, and daily housekeeping. Popular attractions Duval Street and Mallory Square are located nearby.

The Gardens Hotel

Old Town Key West

CA $3,131

per person

May 1 - May 8

found 4 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Key West (EYW)

Book a stay at this business-friendly B&B in Key West. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.

Ridley House - Key West Historic Inns

Key West Historic District

CA $3,241

per person

May 1 - May 8

found 4 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Key West (EYW)

Stay at this hotel in Key West. Enjoy free breakfast, free WiFi, and daily housekeeping. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Duval Street and Mallory Square are located nearby.

Ella's Cottages - Key West Historic Inns

Old Town Key West

CA $3,235

per person

May 1 - May 8

found 4 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Key West (EYW)

Book a stay at this business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.

Southernmost Beach Resort and Guesthouses

Old Town Key West

CA $3,041

per person

Apr 9 - Apr 16

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Key West (EYW)

Book a stay at this beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Southernmost Point are located nearby.

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 CA $2,108 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?

With as many as 400 air carriers and 665,000 hotels across the world, you can't beat Travelocity. Take advantage of our comprehensive range and pick up the best package deal to Southernmost Point. Doesn't it feel amazing when travel is that easy?

Why should I book my Southernmost Point vacation bundle via Travelocity?

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Can I go on vacation to Southernmost Point at this time?

Don't head to Southernmost Point without the facts about quarantine policies and travel restrictions. Travelocity's Covid-19 Travel Advisor will fill in the blanks. It has all the info you need to make your vacation and flight as relaxed as possible.

Top Southernmost Point hotel deals

Southernmost Beach Resort and Guesthouses

1319 Duval Street Key West FL

Free cancellation

CA $642

CA $822 total

Mar 12 - Mar 13

includes taxes & fees

Book a stay at this beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Southernmost Point are located nearby.

The Reach Key West, Curio Collection by Hilton

1435 Simonton Street Key West FL

Free cancellation

Reserve now, pay when you stay

CA $784

CA $975 total

Mar 4 - Mar 5

includes taxes & fees

Book a stay at this beach resort in Key West. Enjoy a full-service spa, a private beach, and breakfast (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Duval Street and Southernmost Point are located nearby.

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

CA $826

CA $1,022 total

Mar 3 - Mar 4

includes taxes & fees

Book a stay at this beach resort in Key West. Enjoy 2 outdoor pools, a full-service spa, and a private beach. Popular attractions Duval Street and Southernmost Point are located nearby.

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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.

Things to do in Key West