Search Deals onSouthernmost Point Vacation Packages
Southernmost Point Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Tranquility by Avantstay Close to Duval St w/ BBQ & Shared Pool
Price was $2,000, price is now $1,583 per person
$1,583
per person
Dec 14 - Dec 19
just found
Roundtrip non-stop flight included
Columbus (CMH) to Key West (EYW)
Stay at this cottage in Key West. Enjoy patios, in-room washers/dryers, and an in-room coffeemaker. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.

Commodore s Cove by Brightwild Epic Location
Price was $12,454, price is now $9,909 per person
$9,909
per person
Dec 29 - Jan 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
Stay at this apartment in Key West. Enjoy free parking. Popular attractions Duval Street and Mallory Square are located nearby.

Sweet Caroline by Brightwild Pool Parking
Price was $8,630, price is now $6,912 per person
$6,912
per person
Dec 29 - Jan 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
Stay at this vacation home in Key West. Enjoy free parking and a garden. Popular attractions Duval Street and Mallory Square are located nearby.

New Waterfront Home - Dreamside House
Price was $26,461, price is now $19,803 per person
$19,803
per person
Dec 31 - Jan 4
found 1 day ago
Roundtrip flight included
Columbus (CMH) to Key West (EYW)
Stay at this vacation home in Key West. Enjoy free parking, a fitness center, and a garden. Popular attractions Duval Street and Mallory Square are located nearby.

New Rose Petal Petite Suite - Pool Parking
Price was $3,308, price is now $2,533 per person
$2,533
per person
Dec 31 - Jan 4
found 1 day ago
Roundtrip flight included
Columbus (CMH) to Key West (EYW)
Stay at this apartment in Key West. Enjoy free parking. Popular attractions Duval Street and Mallory Square are located nearby.

Bananas Foster by Brightwild Epic Guesthouse
Save 100% on your flight
Price was $17,636, price is now $13,566 per person
$13,566
per person
Dec 24 - Dec 28
found 22 hours ago
Roundtrip flight included
Columbus (CMH) to Key West (EYW)
Stay at this vacation home in Key West. Enjoy free parking and a garden. Popular attractions Mallory Square and Duval Street are located nearby.

The Bartlum Luxury Studio In Prime Location
Price was $3,177, price is now $2,444 per person
$2,444
per person
Dec 31 - Jan 4
found 1 day ago
Roundtrip flight included
Columbus (CMH) to Key West (EYW)
Stay at this apartment in Key West. Popular attractions Duval Street and Mallory Square are located nearby.

Amelia Home by Avantstay In Historic Old Town w/ Pool
Price was $2,908, price is now $2,271 per person
$2,271
per person
Dec 14 - Dec 19
just found
Roundtrip non-stop flight included
Columbus (CMH) to Key West (EYW)
Stay at this cottage in Key West. Enjoy a beach locale, patios, and an in-room coffeemaker. Popular attractions Duval Street and Mallory Square are located nearby.

Casita de Catherine by Avantstay 1 Block to Duval St w/ Hot Tub!
Price was $3,300, price is now $2,592 per person
$2,592
per person
Dec 28 - Jan 1
found 6 hours ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
Stay at this cottage in Key West. Enjoy a beach locale, patios, and in-room washers/dryers. Popular attractions Duval Street and Southernmost Point are located nearby.

Beachfront 2bdr Condo, Pool & Hot Tub w/ Ocean Views Papaya Place by Avantstay
Price was $2,289, price is now $1,824 per person
$1,824
per person
Dec 14 - Dec 19
just found
Roundtrip non-stop flight included
Columbus (CMH) to Key West (EYW)
Book a stay at this beach cottage in Key West. Enjoy free parking, a beach locale, and balconies. Popular attractions Duval Street and Smathers Beach are located nearby.

Atlantic Paradise by Avantstay Great Location w/ Balcony, Outdoor Dining & Shared Pool & Hot Tub!
Price was $2,825, price is now $2,254 per person
$2,254
per person
Dec 6 - Dec 13
found 4 hours ago
Roundtrip flight included
Columbus (CMH) to Key West (EYW)
Book a stay at this beach cottage in Key West. Enjoy free parking, a beach locale, and balconies. Popular attractions Duval Street and Mallory Square are located nearby.

Commodore s Compound by Brightwild Huge Home
Save 100% on your flight
Price was $24,059, price is now $19,205 per person
$19,205
per person
Dec 26 - Dec 31
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Key West (EYW)
Stay at this apartment in Key West. Enjoy free parking and a garden. Popular attractions Mallory Square and Duval Street are located nearby.
3-4 Night Vacations in Southernmost Point
Price found within the past 48 hours. Click for updated prices.



5-7 Night Vacations in Southernmost Point
Price found within the past 48 hours. Click for updated prices.



Southernmost Point Last Minute Hotel Deals

Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Book a stay at this spa 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 ...

The Southernmost Inn - Adults Only
525 United Street Key West FL
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. ...

The Reach Key West, Curio Collection by Hilton
1435 Simonton Street Key West FL
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 ...

Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
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 ...

Southwinds Motel
1321 Simonton Street Key West FL
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. ...

Douglas House - Adults Only
419 Amelia St Key West FL
Stay at this guesthouse in Key West. Enjoy free WiFi, daily housekeeping, and a garden. Popular attractions Duval Street and Mallory Square are located ...

Winslow's Bungalows - Key West Historic Inns
725 Truman Avenue Key West FL
Stay at this hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and breakfast (surcharge). Our guests praise the breakfast and the pool in our reviews. Popular ...

Southernmost House - Adult Exclusive
1400 Duval Street Key West FL
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 ...
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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