Search Deals onSouthernmost Point Vacation Packages
Southernmost Point Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
The Perry Hotel & Marina Key West
Price was $1,248, price is now $955 per person
$955
per person
Jun 25 - Jun 30
found 17 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) 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.
The Key West Hotel
Save 100% on your flight
Price was $2,296, price is now $1,577 per person
$1,577
per person
Jun 25 - Jun 30
found 17 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) 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 Sunset Harbor, Key West
Save 100% on your flight
Price was $1,695, price is now $1,242 per person
$1,242
per person
Jun 19 - Jun 23
found 5 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to Key West (EYW)
Stay at this hotel in Key West. Enjoy free WiFi, parking (surcharge), and concierge services. Popular attractions Duval Street and Mallory Square are located nearby.
Brisa Del Mar by Avantstay Communal Pool Gated Community Ocean Front
Save 100% on your flight
Price was $2,666, price is now $1,986 per person
$1,986
per person
Jun 25 - Jun 30
found 17 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) 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.
Coral Villa by Avantstay Close 2 DT Key West Shared Pool & Patio!
Save 100% on your flight
Price was $2,757, price is now $2,068 per person
$2,068
per person
Jun 25 - Jun 30
found 17 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) 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.
The Reach Key West, Curio Collection by Hilton
Save 100% on your flight
Price was $1,480, price is now $1,110 per person
$1,110
per person
Jun 3 - Jun 8
found 21 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) 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 South Beach are located nearby.
Casita de Catherine by Avantstay 1 Block to Duval St w/ Hot Tub!
Save 100% on your flight
Price was $2,382, price is now $1,795 per person
$1,795
per person
Jun 25 - Jun 30
found 17 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) 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.
Tranquility by Avantstay Close to Duval St w/ BBQ & Shared Pool
Price was $1,751, price is now $1,381 per person
$1,381
per person
Jun 25 - Jun 30
found 17 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) 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.
Hyatt Vacation Club at Windward Pointe, Key West
Price was $1,759, price is now $1,388 per person
$1,388
per person
Jun 11 - Jun 15
found 13 hours ago
Roundtrip non-stop flight included
Akron (CAK) 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 Grand Guesthouse
Price was $1,843, price is now $1,455 per person
$1,455
per person
Jun 25 - Jun 30
found 17 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to Key West (EYW)
Stay at this guesthouse in Key West. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Duval Street and South Beach are located nearby.
Coconut Beach Resort Timeshare
Save 100% on your flight
Price was $4,819, price is now $3,879 per person
$3,879
per person
Jun 3 - Jun 8
found 21 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to Key West (EYW)
Stay at this resort in Key West. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Duval Street and South Beach are located nearby.
Douglas House - Adults Only
Price was $1,316, price is now $1,065 per person
$1,065
per person
Jun 25 - Jun 30
found 17 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to Key West (EYW)
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 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 ...
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 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 ...
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 Ernest Hemingway Home and Museum ...
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 ...
Santa Maria Suites
1401 Simonton St Key West FL
Stay at this resort in Key West. Enjoy free WiFi, 2 outdoor pools, and a fitness center. Our guests praise the pool and the helpful staff 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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