Exclusive Southernmost Point Vacation Deals

Southernmost Point vacation package deals

Price found within the past 48 hours. Click for updated prices.
Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

3.5 out of 5
Price was CA $2,671, price is now CA $1,716 per person
CA $1,716
per person
Jun 1 - Jun 6
found 1 day ago
Roundtrip flight included
Toronto (YYZ) 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.
The Key West Hotel

The Key West Hotel

2.5 out of 5
Key West Historic District
Price was CA $3,430, price is now CA $2,289 per person
CA $2,289
per person
May 31 - Jun 5
found 8 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) 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.
Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West

3.5 out of 5
Price was CA $3,144, price is now CA $2,217 per person
CA $2,217
per person
May 31 - Jun 5
found 8 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) 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.
New Waterfront Home - Dreamside House

New Waterfront Home - Dreamside House

2 out of 5
Price was CA $11,710, price is now CA $9,119 per person
CA $9,119
per person
Jun 27 - Jul 1
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
Stay at this vacation home in Key West. Enjoy free parking and a garden. Popular attractions Duval Street and Smathers Beach are located nearby.
New Waterfront Home - Sunray House

New Waterfront Home - Sunray House

2 out of 5
Price was CA $11,531, price is now CA $8,985 per person
CA $8,985
per person
Jun 27 - Jul 1
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
Stay at this vacation home in Key West. Enjoy free parking and a garden. Popular attractions Duval Street and Smathers Beach are located nearby.
Coral Villa by Avantstay Close 2 DT Key West Shared Pool & Patio!

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

3 out of 5
Price was CA $3,266, price is now CA $2,564 per person
CA $2,564
per person
Jun 27 - Jul 1
found 18 hours 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 $1,716 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

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Free cancellation
The price is CA $484 per night
CA $484
CA $646 total
May 10 - May 11
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
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
The price is CA $425 per night
CA $425
CA $572 total
May 4 - May 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 South Beach are located nearby.
On private beach
Pool
Southwinds Motel

Southwinds Motel

2 out of 5
1321 Simonton Street Key West FL
The price is CA $308 per night
CA $308
CA $393 total
May 10 - May 11
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
Breakfast included
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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.