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

Winslow's Bungalows - Key West Historic Inns
Price was $1,361, price is now $1,007 per person
$1,007
per person
Jun 18 - Jun 22
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to Key West (EYW)
Stay at this hotel in Key West. Enjoy free breakfast, free WiFi, and 3 outdoor pools. Our guests praise the breakfast and the pool in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.

Hyatt Vacation Club at Sunset Harbor, Key West
Save 100% on your flight
Price was $1,985, price is now $1,246 per person
$1,246
per person
Aug 10 - Aug 15
found 14 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) 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.

The Key West Hotel
Save 100% on your flight
Price was $2,667, price is now $1,719 per person
$1,719
per person
Jul 18 - Jul 24
found 11 hours ago
Roundtrip non-stop flight included
Nashville (BNA) 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 Windward Pointe, Key West
Save 100% on your flight
Price was $1,668, price is now $1,106 per person
$1,106
per person
Jul 17 - Jul 21
found 7 hours ago
Roundtrip non-stop flight included
Nashville (BNA) 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 Gardens Hotel
Save 100% on your flight
Price was $1,654, price is now $1,178 per person
$1,178
per person
Jul 18 - Jul 24
found 11 hours ago
Roundtrip non-stop flight included
Nashville (BNA) to Key West (EYW)
Book a stay at this 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.

Brisa Del Mar by Avantstay Communal Pool Gated Community Ocean Front
Save 100% on your flight
Price was $3,855, price is now $2,796 per person
$2,796
per person
Jul 8 - Jul 15
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) 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.

Duval Breeze by Avantstay Great Location Close to Beach & Nightlife Shared Pool! Week Long Stays
Save 100% on your flight
Price was $3,752, price is now $2,737 per person
$2,737
per person
Jul 8 - Jul 15
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Key West (EYW)
Stay at this cottage in Key West. Enjoy free parking, balconies, and in-room washers/dryers. 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 $4,500, price is now $3,295 per person
$3,295
per person
Jul 26 - Aug 1
found 9 hours ago
Roundtrip non-stop flight included
St. Louis (STL) 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.
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, Jun 15 - Wed, Jul 1
TPA
Tampa Intl.
EYW
Key West Intl.
$104 Roundtrip, found 9 hours ago
$104
Roundtrip
found 9 hours ago

Tue, Jul 14 - Wed, Jul 29
BOS
Logan Intl.
EYW
Key West Intl.
$272 Roundtrip, found 3 days ago
$272
Roundtrip
found 3 days ago

Tue, Sep 1 - Tue, Sep 15
EWR
Newark Liberty Intl. Airport
EYW
Key West Intl.
$309 Roundtrip, just found
$309
Roundtrip
just found

Wed, Jul 29 - Sat, Aug 1
ORD
O'Hare Intl.
EYW
Key West Intl.
$319 Roundtrip, found 3 days ago
$319
Roundtrip
found 3 days ago
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