Vacations Close To Southernmost Point
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Southernmost Point Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Amsterdam's Curry Mansion Inn
Key West Historic District
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Price was $1,770, price is now $1,372 per person
$1,372
per person
Nov 17 - Nov 24
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Key West (EYW)
There is no front desk, so checking in was a little confusing.
Beautiful building, remodeled rooms, comfortable bed, safe parking.
Reviewed on Sep 25, 2026
Orchid Key Inn - Adults Only
Old Town Key West
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Price was $3,094, price is now $2,277 per person
$2,277
per person
Nov 4 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Key West (EYW)
Our stay was amazing. The breakfast and bar were wonderful to have. The staff was very accommodating and helpful. Our only issue was the cleanliness of the bathroom in the room There seemed to be like mildew around the bottom of the walls all around the bathroom. There was also a mildew smell in the room. They did clean the room every day, so I assume it was from flooding previously.
We will definately stay here again.
Reviewed on Sep 24, 2026
Hyatt Vacation Club at Beach House, Key West
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Price was $1,912, price is now $1,496 per person
$1,496
per person
Nov 17 - Nov 24
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Key West (EYW)
Excellent location. Balcony definitely had some nice views, pool was great. Friendly staff..
Reviewed on Sep 24, 2026
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View all tripsBest Lodging Options Near Southernmost Point
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
0.23 km from Southernmost Point
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
0.31 km from Southernmost Point
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
0.74 km from Southernmost Point
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
0.35 km from Southernmost Point
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
0.36 km from Southernmost Point
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
0.28 km from Southernmost Point
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. ...
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View all propertiesLowest 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.