Search Deals onSouthernmost Point Vacation Packages
Southernmost Point Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Island City House Hotel
Price was $1,285, price is now $1,009 per person
$1,009
per person
Oct 29 - Nov 2
found 5 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Key West (EYW)
Stay at this hotel in Key West. Enjoy free WiFi, a rooftop terrace, and daily housekeeping. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Mallory Square are located nearby.
The Key West Hotel
Save 100% on your flight
Price was $3,820, price is now $2,686 per person
$2,686
per person
Nov 12 - Nov 16
found 1 day ago
Roundtrip flight included
Charlotte (CLT) 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.
Ambrosia Key West
Price was $1,498, price is now $1,154 per person
$1,154
per person
Oct 29 - Nov 2
found 5 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Key West (EYW)
Stay at this B&B 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.
Duval Breeze by Avantstay Great Location Close to Beach & Nightlife Shared Pool! Week Long Stays
Save 100% on your flight
Price was $2,049, price is now $1,615 per person
$1,615
per person
Oct 29 - Nov 2
found 5 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Key West (EYW)
Stay at this cottage in Key West. Enjoy free parking, balconies, and in-room washers/dryers. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
Kona Kai Oasis
Price was $1,316, price is now $1,038 per person
$1,038
per person
Oct 28 - Nov 1
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Key West (EYW)
Stay at this guesthouse in Key West. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Duval Street and Southernmost Point are located nearby.
Orchid Key Inn - Adults Only
Price was $1,523, price is now $1,217 per person
$1,217
per person
Oct 29 - Nov 2
found 5 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Key West (EYW)
Stay at this hotel in Key West. Enjoy free breakfast, parking (surcharge), and a 24-hour front desk. Our guests praise the breakfast and the pool in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
Tropical Dreaming by Avantstay 4 Blks to Beach! Private Pool!
Save 100% on your flight
Price was $3,535, price is now $2,824 per person
$2,824
per person
Oct 28 - Nov 2
found 1 day ago
Roundtrip flight included
Chicago (ORD) 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 Ernest Hemingway Home and Museum are located nearby.
Brisa Del Mar by Avantstay Communal Pool Gated Community Ocean Front
Price was $2,666, price is now $2,133 per person
$2,133
per person
Nov 12 - Nov 17
found 12 hours ago
Roundtrip flight included
Charlotte (CLT) to Key West (EYW)
Book a stay at this beach cottage in Key West. Enjoy a beach locale, balconies, and in-room washers/dryers. Popular attractions Duval Street and Smathers Beach are located nearby.
Southernmost House - Adult Exclusive
Price was $2,826, price is now $2,267 per person
$2,267
per person
Nov 12 - Nov 16
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Key West (EYW)
Book a stay at this beach hotel in Key West. Enjoy free WiFi, parking (surcharge), and daily housekeeping. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Duval Street and Southernmost Point are located nearby.
Southernmost Beach Resort and Guesthouses
Price was $2,730, price is now $2,220 per person
$2,220
per person
Nov 12 - Nov 16
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Key West (EYW)
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 reviews. Popular attractions Duval Street and South Beach are located nearby.
Paradise Place by Avantstay Key West Old Town Condo w/ Shared Pool
Price was $2,090, price is now $1,706 per person
$1,706
per person
Nov 12 - Nov 17
found 12 hours ago
Roundtrip flight included
Charlotte (CLT) to Key West (EYW)
Book a stay at this beach cottage in Key West. Enjoy a beach locale, patios, and in-room washers/dryers. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
The Marker Key West Harbor Resort
Price was $2,651, price is now $2,171 per person
$2,171
per person
Nov 12 - Nov 16
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Key West (EYW)
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Mallory Square 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 ...
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. ...
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 ...
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 ...
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 Ernest Hemingway Home and Museum ...
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. ...
Southernmost House - Adult Exclusive
1400 Duval Street Key West FL
Book a stay at this beach hotel in Key West. Enjoy free WiFi, parking (surcharge), and daily housekeeping. Our guests praise the helpful staff and the property ...
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 ...
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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