Search Deals onJackson Square Vacation Packages
Jackson Square Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
The Perry Hotel & Marina Key West
Save 100% on your flight
Price was $733, price is now $519 per person
$519
per person
Dec 20 - Dec 24
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Key West (EYW)
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
Hyatt Vacation Club at Beach House, Key West
Save 100% on your flight
Price was $1,634, price is now $966 per person
$966
per person
Jan 4 - Jan 9
found 5 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Key West (EYW)
Stay at this hotel in Key West. Enjoy free WiFi, free parking, and concierge services. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
Oceans Edge Key West Resort, Hotel & Marina
Save 100% on your flight
Price was $1,142, price is now $727 per person
$727
per person
Dec 20 - Dec 24
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Key West (EYW)
Book a stay at this luxury hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the restaurant in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
Winslow's Bungalows - Key West Historic Inns
Save 100% on your flight
Price was $1,227, price is now $788 per person
$788
per person
Dec 20 - Dec 24
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.
The Key West Hotel
Save 100% on your flight
Price was $1,915, price is now $1,280 per person
$1,280
per person
Dec 20 - Dec 24
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.
Ella's Cottages - Key West Historic Inns
Save 100% on your flight
Price was $1,378, price is now $922 per person
$922
per person
Dec 20 - Dec 24
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Key West (EYW)
Book a stay at this 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.
Southernmost Beach Resort and Guesthouses
Save 100% on your flight
Price was $1,142, price is now $778 per person
$778
per person
Dec 20 - Dec 24
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Key West (EYW)
Stay at this 4-star beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the bar in our reviews. Popular attractions Duval Street and South Beach are located nearby.
Blue Flamingo Resort Key West
Save 100% on your flight
Price was $795, price is now $544 per person
$544
per person
Dec 20 - Dec 24
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Key West (EYW)
Book a stay at this family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
Havana Cabana at Key West
Save 100% on your flight
Price was $1,061, price is now $766 per person
$766
per person
Dec 20 - Dec 24
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Key West (EYW)
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
Ibis Bay Beach Resort
Save 100% on your flight
Price was $831, price is now $605 per person
$605
per person
Dec 20 - Dec 24
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.
Margaritaville Beach House Key West
Save 100% on your flight
Price was $1,157, price is now $896 per person
$896
per person
Dec 20 - Dec 24
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Key West (EYW)
Book a stay at this beach hotel in Key West. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the pool and the restaurant in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
Casa Marina Key West, Curio Collection by Hilton
Save 100% on your flight
Price was $4,899, price is now $3,828 per person
$3,828
per person
Dec 28 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Key West (EYW)
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 are located nearby.
3-4 Night Vacations in Jackson Square
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Jackson Square
Price found within the past 48 hours. Click for updated prices.
Jackson Square Last Minute Hotel Deals
Hyatt Centric Key West Resort and Spa
601 Front St Key West FL
Book a stay at this beach resort in Key West. Enjoy free WiFi, a full-service spa, and a marina. Our guests praise the pool and the helpful staff in our reviews. ...
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Stay at this 4-star beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the bar in our reviews. ...
La Concha Key West, Autograph Collection
430 Duval St Key West FL
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
Winslow's Bungalows - Key West Historic Inns
725 Truman Avenue Key West FL
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 ...
Pier House Resort & Spa
1 Duval St Key West FL
Book a stay at this beach resort in Key West. Enjoy a full-service spa, a private beach, and 2 bars/lounges. Our guests praise the pool and the helpful staff ...
Opal Key Resort & Marina, Key West
245 Front Street Key West FL
Stay at this hotel in Key West. Enjoy a marina, 3 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. ...
The Cabana Inn Key West - Adults Only
413 Applerouth Lane Key West FL
Stay at this guesthouse in Key West. Enjoy free breakfast, parking (surcharge), and daily housekeeping. Our guests praise the breakfast and the pool in our reviews. ...
Ella's Cottages - Key West Historic Inns
811 Simonton Street Key West FL
Book a stay at this business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the helpful ...
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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