Search Deals onMidtown Vacation Packages
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Midtown Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.

Oceans Edge Key West Resort, Hotel & Marina
per person
Jul 9 - Jul 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
Stay at this 4-star 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.

Orchid Key Inn - Adults Only
Old Town Key West
Save 100% on your flight
per person
Jul 9 - Jul 13
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 parking (surcharge). Our guests praise the breakfast and the pool in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.

Almond Tree Inn Hotel - Adults Only
Old Town Key West
Save 100% on your flight
per person
Jul 9 - Jul 13
found 1 day ago
Roundtrip 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 pool in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.

The Grand Guesthouse
Old Town Key West
per person
Jul 9 - Jul 13
found 19 hours ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
Stay at this guesthouse in Key West. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Duval Street and South Beach are located nearby.

Southernmost Beach Resort and Guesthouses
Old Town Key West
per person
Jul 9 - Jul 13
found 1 day ago
Roundtrip 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.

Pier House Resort & Spa
Key West Historic District
per person
Jul 9 - Jul 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
Stay at this 4-star beach resort in Key West. Enjoy a full-service spa, a private beach, and 2 bars/lounges. Our guests praise the pool and the bar in our reviews. Popular attractions Duval Street and Mallory Square are located nearby.

Havana Cabana at Key West
New Town
per person
Jul 9 - Jul 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
Stay at this 4-star business-friendly hotel in Key West. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the bar in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.

The Perry Hotel & Marina Key West
per person
Jul 9 - Jul 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
Stay at this 4-star 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.
3-4 Night Vacations in Midtown
Price found within the past 48 hours. Click for updated prices.



5-7 Night Vacations in Midtown
Price found within the past 48 hours. Click for updated prices.



Cheap Hotel Deals in Midtown

Beachside Resort & Residences
3841 N Roosevelt Blvd, Key West, FL
Stay at this 3.5-star beach hotel in Key West. Enjoy free WiFi, 2 restaurants, and a private beach. 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. ...

Margaritaville Beach House Key West
2001 South Roosevelt Boulevard, Key West, FL
Stay at this 4-star beach hotel in Key West. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the pool and the restaurant ...
Save an average of 15% on thousands of hotels when you're signed in

Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue, Key West, FL
Stay at this 4-star 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 ...

Fairfield Inn and Suites by Marriott Key West
2400 N Roosevelt Blvd, Key West, FL
Book a stay at this business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...

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 bar in our reviews. Popular ...

Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd, Key West, FL
Book a stay at this business-friendly hotel in Key West. Enjoy 2 restaurants, breakfast (surcharge), and a free area shuttle. Our guests praise the pool and ...

The Southernmost Inn - Adults Only
525 United Street, Key West, FL
Stay at this 3-star hotel in Key West. Enjoy free breakfast, 2 outdoor pools, and parking (surcharge). Our guests praise the breakfast and the pool in our reviews. ...
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.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Sun, Nov 30 - Tue, Dec 9
TPA
Tampa Intl.
EYW
Key West Intl.
$77 Roundtrip, found 4 days ago
$77
Roundtrip
found 4 days ago

Tue, Aug 19 - Tue, Aug 26
ORD
O'Hare Intl.
EYW
Key West Intl.
$249 Roundtrip, found 4 days ago
$249
Roundtrip
found 4 days ago

Wed, Nov 12 - Wed, Nov 19
LGA
LaGuardia
EYW
Key West Intl.
$249 Roundtrip, found 6 days ago
$249
Roundtrip
found 6 days ago

Tue, Oct 14 - Tue, Oct 21
EWR
Newark Liberty Intl. Airport
EYW
Key West Intl.
$249 Roundtrip, found 21 hours ago
$249
Roundtrip
found 21 hours ago
Discover Other Travel Deals
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- Stock Island Yacht Club & Marina Vacations
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