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 $1,235

per person

Nov 15 - Nov 22

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to Key West (EYW)

Stay at this 4-star 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.

Ella's Cottages - Key West Historic Inns

Old Town Key West

CA $1,954

per person

Nov 15 - Nov 22

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to Key West (EYW)

Stay at this 3.5-star 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.

Lighthouse Hotel - Key West Historic Inns

Old Town Key West

CA $1,857

per person

Nov 15 - Nov 22

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to Key West (EYW)

Stay at this 3.5-star hotel in Key West. Enjoy free breakfast, free WiFi, and daily housekeeping. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.

Winslow's Bungalows - Key West Historic Inns

Old Town Key West

CA $1,993

per person

Nov 15 - Nov 22

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to Key West (EYW)

Stay at this 4-star hotel in Key West. Enjoy free breakfast, free WiFi, and 3 outdoor pools. Our guests praise the breakfast and the pool in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.

Fitch Lodge - Key West Historic Inns

Key West Historic District

CA $1,488

per person

Nov 15 - Nov 22

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to Key West (EYW)

Stay at this 3.5-star hotel in Key West. Enjoy free breakfast, free WiFi, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Duval Street and Mallory Square are located nearby.

Hyatt Vacation Club at Windward Pointe, Key West

CA $1,525

per person

Nov 15 - Nov 22

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to Key West (EYW)

Stay at this 3.5-star eco-certified 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.

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 $1,235 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 $234

CA $357 total

Sep 23 - Sep 24

includes taxes & fees

Stay at this 4-star beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the bar 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 $248

CA $361 total

Oct 14 - Oct 15

includes taxes & fees

Stay at this 4-star 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 Reach Key West, Curio Collection by Hilton

1435 Simonton Street, Key West, FL

Free cancellation

Reserve now, pay when you stay

CA $275

CA $392 total

Oct 1 - Oct 2

includes taxes & fees

Stay at this 4-star 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 South Beach are located nearby.

On private beach

Pool

Don't see what you're looking for?

See all available properties in Southernmost Point

View all properties

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.