Search Deals onSouthernmost Point Vacation Packages
Southernmost Point Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Caribbean House
Price was $1,465, price is now $1,156 per person
$1,156
per person
Sep 5 - Sep 12
found 16 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
Stay at this B&B in Key West. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the helpful staff 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 $2,546, price is now $1,977 per person
$1,977
per person
Sep 19 - Sep 24
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) 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.
Amelia Home by Avantstay In Historic Old Town w/ Pool
Save 100% on your flight
Price was $2,499, price is now $1,944 per person
$1,944
per person
Sep 19 - Sep 24
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) 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.
Casita de Catherine by Avantstay 1 Block to Duval St w/ Hot Tub!
Save 100% on your flight
Price was $1,953, price is now $1,532 per person
$1,532
per person
Sep 30 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
New Orleans (MSY) 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
Save 100% on your flight
Price was $2,273, price is now $1,795 per person
$1,795
per person
Sep 5 - Sep 12
found 16 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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 Southernmost Point are located nearby.
Coral Villa by Avantstay Close 2 DT Key West Shared Pool & Patio!
Price was $1,682, price is now $1,352 per person
$1,352
per person
Sep 12 - Sep 17
found 18 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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 Palm by Avantstay Key West Walkable Gated Community & Shared Pool
Price was $1,867, price is now $1,509 per person
$1,509
per person
Sep 19 - Sep 24
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
Stay at this cottage in Key West. Enjoy balconies, in-room washers/dryers, and an in-room coffeemaker. Popular attractions Duval Street and Smathers Beach are located nearby.
Paradise Place by Avantstay Key West Old Town Condo w/ Shared Pool
Price was $1,460, price is now $1,181 per person
$1,181
per person
Sep 30 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
New Orleans (MSY) 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 Southernmost Point are located nearby.
Duval Sea Turtle by Avantstay Great Location Close to Shops Shared Pool!
Price was $1,706, price is now $1,391 per person
$1,391
per person
Sep 19 - Sep 24
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
Stay at this cottage in Key West. Enjoy free parking, a beach locale, and concierge services. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
Evershore House Pool Parking Dock
Save 100% on your flight
Price was $4,072, price is now $3,332 per person
$3,332
per person
Sep 19 - Sep 24
found 1 day 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 fitness center. Popular attractions Duval Street and Smathers Beach are located nearby.
Mastway House by Brightwild Pool Dock
Save 100% on your flight
Price was $4,072, price is now $3,332 per person
$3,332
per person
Sep 19 - Sep 24
found 1 day 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 fitness center. Popular attractions Duval Street and Smathers Beach are located nearby.
Waterlane House by Brightwild Pool Boat Dock
Save 100% on your flight
Price was $4,019, price is now $3,291 per person
$3,291
per person
Sep 19 - Sep 24
found 1 day 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.
3-4 Night Vacations in Southernmost Point
Price found within the past 48 hours. Click for updated prices.
Duval Breeze by Avantstay Great Location Close to Beach & Nightlife Shared Pool! Week Long Stays
Old Town Key West
Save 100% on your flight
Price was $2,196, price is now $1,743 per person
$1,743
per person
Sep 30 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
New Orleans (MSY) to Key West (EYW)
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 ...
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 Southernmost Point and Duval ...
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 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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