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

Oceans Edge Key West Resort, Hotel & Marina
per person
Jul 6 - Jul 10
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) 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 16 - Jul 23
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) 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.

Winslow's Bungalows - Key West Historic Inns
Old Town Key West
Save 100% on your flight
per person
Jul 6 - Jul 10
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Key West (EYW)
Stay at this 4-star 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.

Lighthouse Hotel - Key West Historic Inns
Old Town Key West
Save 100% on your flight
per person
Jul 6 - Jul 10
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) 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.

Southernmost Beach Resort and Guesthouses
Old Town Key West
per person
Jul 6 - Jul 10
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) 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.

The Perry Hotel & Marina Key West
per person
Jul 6 - Jul 10
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) 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.

Breezy Bungalow by Avantstay Close 2 Zachary Taylor State Park & Beach w/ Shared Pool Week Long Stays
Old Town Key West
Save 100% on your flight
per person
Jul 12 - Jul 19
found 10 hours ago
Roundtrip flight included
Dallas (DFW) to Key West (EYW)
Stay at this 3-star cottage in Key West. Enjoy balconies, cable/satellite TV service, and in-room washers/dryers. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.

A Siesta Bay by Avantstay Key West Walkable Gated Community, Shared Pool Week Long Stays Only
Old Town Key West
Save 100% on your flight
per person
Jul 12 - Jul 19
found 10 hours ago
Roundtrip flight included
Dallas (DFW) to Key West (EYW)
Stay at this 3.5-star condo in Key West. Enjoy free parking, a private beach, and concierge services. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
3-4 Night Vacations in Truman Annex
Price found within the past 48 hours. Click for updated prices.



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



Cheap Hotel Deals in Truman Annex

Weatherstation Inn
57 Front St, Key West, FL
Book a stay at this boutique B&B in Key West. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our ...

Hyatt Vacation Club at Sunset Harbor, Key West
200 Sunset Lane, Key West, FL
Stay at this 3.5-star apartment in Key West. Enjoy free WiFi, parking (surcharge), and concierge services. Popular attractions Duval Street and Mallory Square ...

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. ...
Save an average of 15% on thousands of hotels when you're signed in

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. ...

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 ...

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 ...

Ibis Bay Beach Resort
3101 N. Roosevelt Blvd, Key West, FL
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. ...

The Perry Hotel & Marina Key West
7001 Shrimp Road, Key West, FL
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 ...
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 21 hours ago
$77
Roundtrip
found 21 hours ago

Tue, Oct 14 - Tue, Oct 21
EWR
Newark Liberty Intl. Airport
EYW
Key West Intl.
$229 Roundtrip, found 20 hours ago
$229
Roundtrip
found 20 hours ago

Wed, Jul 16 - Tue, Jul 22
BOS
Logan Intl.
EYW
Key West Intl.
$247 Roundtrip, found 5 days ago
$247
Roundtrip
found 5 days ago

Tue, Aug 19 - Tue, Aug 26
ORD
O'Hare Intl.
EYW
Key West Intl.
$249 Roundtrip, found 13 hours ago
$249
Roundtrip
found 13 hours ago
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