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.

The Gardens Hotel

Old Town Key West

CA $1,420

per person

Jul 29 - Aug 4

found 1 day 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.

Southernmost House - Adult Exclusive

Old Town Key West

CA $1,853

per person

Jun 27 - Jul 2

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to Key West (EYW)

Book a stay at this beach hotel in Key West. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Duval Street and South Beach are located nearby.

Hyatt Vacation Club at Sunset Harbor, Key West

Old Town Key West

CA $2,738

per person

Aug 1 - Aug 8

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Key West (EYW)

Stay at this hotel in Key West. Enjoy free WiFi, parking (surcharge), and concierge services. Popular attractions Duval Street and Mallory Square are located nearby.

Hyatt Vacation Club at Beach House, Key West

CA $2,048

per person

Jun 27 - Jul 2

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to Key West (EYW)

Stay at this hotel in Key West. Enjoy free WiFi, parking (surcharge), and concierge services. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.

Hyatt Vacation Club at Windward Pointe, Key West

CA $1,933

per person

Jun 27 - Jul 2

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to Key West (EYW)

Stay at this hotel in Key West. Enjoy free WiFi, free parking, and a snack bar/deli. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.

Coral Villa by Avantstay Close 2 DT Key West Shared Pool & Patio!

CA $3,456

per person

Aug 14 - Aug 21

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Key West (EYW)

Stay at this cottage in Key West. Enjoy a beach locale, balconies, and in-room washers/dryers. Popular attractions Duval Street and Smathers Beach 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 $1,420 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?

Travel should be about making fantastic new memories and leaving all your worries behind — which is why we have a professional team of customer service experts on hand around-the-clock should you need them. On top of that, our Price Match Guarantee ensures you'll always get the best deal available on our huge range of package deals. So what are you waiting for? There's no time like the present to secure that vacation you've always dreamed of.

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 $271

CA $406 total

Jun 8 - Jun 9

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 South Beach are located nearby.

Pool

Spa

Casa Marina Key West, Curio Collection by Hilton

1500 Reynolds Street Key West FL

Free cancellation

Reserve now, pay when you stay

CA $286

CA $415 total

Jun 3 - Jun 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 South Beach are located nearby.

On private beach

Pool

The Southernmost Inn - Adults Only

525 United Street Key West FL

Free cancellation

Reserve now, pay when you stay

CA $181

CA $266 total

Jun 22 - Jun 23

includes taxes & fees

Stay at this hotel in Key West. Enjoy free breakfast, 2 outdoor pools, and parking (surcharge). Our guests praise the breakfast and the pool in our reviews. Popular attractions Duval Street and South Beach are located nearby.

Pool

Hot tub

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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