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 $1,581, price is now $1,253 per person
$1,253
per person
Oct 19 - Oct 23
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) 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 $3,742, price is now $2,508 per person
$2,508
per person
Oct 19 - Oct 23
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) 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.
Ridley House - Key West Historic Inns
Save 100% on your flight
Price was $1,681, price is now $1,261 per person
$1,261
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
Stay at this hotel in Key West. Enjoy free breakfast, free WiFi, and daily housekeeping. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Duval Street and Mallory Square are located nearby.
Paradise Inn Key West - Adults Only
Price was $2,092, price is now $1,593 per person
$1,593
per person
Oct 19 - Oct 23
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
Book a stay at this business-friendly hotel in Key West. Enjoy free breakfast, parking (surcharge), and a garden. Our guests praise the breakfast and the pool in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
Amsterdam's Curry Mansion Inn
Save 100% on your flight
Price was $1,946, price is now $1,490 per person
$1,490
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
Book a stay at this historic guesthouse in Key West. Enjoy free WiFi, beach cabanas (surcharge), and a business center. Our guests praise the pool and the clean rooms in our reviews. Popular attractions Duval Street and Mallory Square are located nearby.
Kona Kai Oasis
Price was $1,833, price is now $1,405 per person
$1,405
per person
Oct 19 - Oct 23
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) 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 South Beach are located nearby.
Springtide House by Brightwild Waterfront Pool
Save 100% on your flight
Price was $7,911, price is now $6,078 per person
$6,078
per person
Nov 1 - Nov 6
found 17 hours ago
Roundtrip non-stop flight included
Detroit (DTW) 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.
Suncoast House by Brightwild Pool Boat Dock
Save 100% on your flight
Price was $8,420, price is now $6,484 per person
$6,484
per person
Nov 1 - Nov 6
found 17 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
Stay at this vacation home in Key West. Enjoy free parking. Popular attractions Duval Street and Smathers Beach are located nearby.
Sea Breeze by Brightwild Off-street Parking
Save 100% on your flight
Price was $3,391, price is now $2,629 per person
$2,629
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
Stay at this apartment in Key West. Enjoy free parking. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
The Southernmost Inn - Adults Only
Price was $1,663, price is now $1,311 per person
$1,311
per person
Oct 19 - Oct 23
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
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.
The Marker Key West Harbor Resort
Price was $2,615, price is now $2,067 per person
$2,067
per person
Oct 19 - Oct 23
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) 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.
Southernmost House - Adult Exclusive
Price was $2,409, price is now $1,913 per person
$1,913
per person
Oct 19 - Oct 23
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) 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 South Beach 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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