Search Deals onSouthernmost Point Vacation Packages
Southernmost Point Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Ibis Bay Beach Resort
Price was $1,379, price is now $1,058 per person
$1,058
per person
Mar 19 - Mar 23
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Key West (EYW)
Book a stay at this beach hotel in Key West. Enjoy free breakfast, free WiFi, and a private beach. Our guests praise the breakfast and the pool in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
The Key West Hotel
Save 100% on your flight
Price was $2,780, price is now $1,786 per person
$1,786
per person
Mar 19 - Mar 23
found 1 day ago
Roundtrip flight included
Hartford (BDL) 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.
Oceans Edge Key West Resort, Hotel & Marina
Save 100% on your flight
Price was $2,083, price is now $1,434 per person
$1,434
per person
Mar 19 - Mar 23
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Key West (EYW)
Book a stay at this 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.
Tranquility by Avantstay Close to Duval St w/ BBQ & Shared Pool
Save 100% on your flight
Price was $5,468, price is now $4,043 per person
$4,043
per person
Mar 6 - Mar 14
found 2 hours ago
Roundtrip flight included
Chicago (ORD) 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.
Blue Flamingo Resort Key West
Price was $1,519, price is now $1,157 per person
$1,157
per person
Mar 19 - Mar 23
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Key West (EYW)
Book a stay at this family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
The Perry Hotel & Marina Key West
Save 100% on your flight
Price was $2,137, price is now $1,642 per person
$1,642
per person
Mar 19 - Mar 23
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Key West (EYW)
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
Lighthouse Hotel - Key West Historic Inns
Price was $1,648, price is now $1,279 per person
$1,279
per person
Mar 19 - Mar 23
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Key West (EYW)
Stay at this hotel in Key West. Enjoy free breakfast, free WiFi, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
Southernmost Beach Resort and Guesthouses
Save 100% on your flight
Price was $1,985, price is now $1,542 per person
$1,542
per person
Mar 19 - Mar 23
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Key West (EYW)
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 Southernmost Point are located nearby.
Winslow's Bungalows - Key West Historic Inns
Price was $1,623, price is now $1,262 per person
$1,262
per person
Mar 19 - Mar 23
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Key West (EYW)
Stay at this 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.
Pier House Resort & Spa
Save 100% on your flight
Price was $2,712, price is now $2,137 per person
$2,137
per person
Mar 19 - Mar 23
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Key West (EYW)
Book a stay at this beach resort in Key West. Enjoy a full-service spa, a private beach, and 2 bars/lounges. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Mallory Square are located nearby.
The Reach Key West, Curio Collection by Hilton
Save 100% on your flight
Price was $2,241, price is now $1,767 per person
$1,767
per person
Mar 19 - Mar 23
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Key West (EYW)
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 Southernmost Point are located nearby.
Paradise Place by Avantstay Key West Old Town Condo w/ Shared Pool
Save 100% on your flight
Price was $2,190, price is now $1,754 per person
$1,754
per person
Mar 1 - Mar 6
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) 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.
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 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 ...
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 ...
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. ...
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. ...
Southernmost House
1400 Duval Street Key West FL
Book a stay at this beach hotel in Key West. Enjoy free breakfast, free WiFi, and room service. Our guests praise the helpful staff and the property condition ...
Douglas House
419 Amelia St Key West FL
Stay at this 3-star guesthouse in Key West. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Duval Street and Ernest Hemingway Home ...
Winslow's Bungalows - Key West Historic Inns
725 Truman Avenue Key West FL
Stay at this 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 ...
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 Southernmost ...
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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