Search Deals onStock Island Vacation Packages
Stock Island Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Hyatt Vacation Club at Windward Pointe, Key West
Save 100% on your flight
Price was $815, price is now $537 per person
$537
per person
Dec 8 - Dec 11
found 14 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
Stay at this 3.5-star eco-certified 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.

Ella's Cottages - Key West Historic Inns
Save 100% on your flight
Price was $1,323, price is now $859 per person
$859
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Key West (EYW)
Stay at this 3.5-star business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.

Ridley House - Key West Historic Inns
Price was $1,065, price is now $694 per person
$694
per person
Dec 15 - Dec 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
Stay at this 3.5-star 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.

Hyatt Vacation Club at Sunset Harbor, Key West
Price was $988, price is now $672 per person
$672
per person
Nov 29 - Dec 3
found 19 hours ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
Stay at this 3.5-star eco-certified apartment in Key West. Enjoy free WiFi, parking (surcharge), and concierge services. Popular attractions Duval Street and Mallory Square are located nearby.

The Gardens Hotel
Save 100% on your flight
Price was $3,367, price is now $2,356 per person
$2,356
per person
Dec 27 - Jan 1
found 17 hours ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
Stay at this 4-star business-friendly B&B in Key West. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. 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 $3,371, price is now $2,360 per person
$2,360
per person
Nov 4 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Key West (EYW)
Stay at this 3-star cottage in Key West. Enjoy free parking, 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!
Save 100% on your flight
Price was $4,070, price is now $2,857 per person
$2,857
per person
Nov 4 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Key West (EYW)
Stay at this 3.5-star cottage in Key West. Enjoy free parking, concierge services, and premium TV channels. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.

Lighthouse Hotel - Key West Historic Inns
Save 100% on your flight
Price was $1,116, price is now $791 per person
$791
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Key West (EYW)
Stay at this 3.5-star hotel in Key West. Enjoy free breakfast, free WiFi, and daily housekeeping. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
Stock Island Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Stock Island Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.



Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Mon, Nov 24 - Tue, Nov 25
TPA
Tampa Intl.
EYW
Key West Intl.
$123 Roundtrip, found 3 days ago
$123
Roundtrip
found 3 days ago

Tue, Jan 27 - Tue, Feb 10
BWI
Baltimore Washington Intl. Thurgood Marshall
EYW
Key West Intl.
$206 Roundtrip, found 20 hours ago
$206
Roundtrip
found 20 hours ago

Tue, Jan 20 - Sat, Jan 24
PHL
Philadelphia Intl.
EYW
Key West Intl.
$222 Roundtrip, found 20 hours ago
$222
Roundtrip
found 20 hours ago

Tue, Jan 20 - Sat, Jan 24
EWR
Newark Liberty Intl. Airport
EYW
Key West Intl.
$239 Roundtrip, found 20 hours ago
$239
Roundtrip
found 20 hours ago
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