
Truman Annex Holidays
- Top Truman Annex holiday packages
- 3-night holiday deals
- 4-night holiday deals
- 5-night holiday deals
- 6 or 7-night holiday deals
Top Truman Annex holiday packages
Price found within the past 48 hours. Click for updated prices.

3.0-star property
Douglas House
Old Town Key West
22 Nov - 27 Nov
5 night stay
Dublin (DUB) to Key West (EYW)
American Airlines • Return • Coach
Price was €1,705, price is now €1,318 per person
€1,318
per person
found 1 hour ago
During your stay at Douglas House, you're just a quick walk from Duval Street. Free WiFi in public areas, free self-parking and an outdoor pool are available.

3.5-star property
Ridley House - Key West Historic Inns
Key West Historic District
22 Nov - 27 Nov
5 night stay
Dublin (DUB) to Key West (EYW)
American Airlines • Return • Coach
Save 100% on your flight
Price was €2,362, price is now €1,657 per person
€1,657
per person
found 1 hour ago
Our customers tell us that they can't get enough of the free breakfast at Ridley House - Key West Historic Inns. During your stay, you're just a quick walk from Duval Street. Free WiFi in public areas, an outdoor pool and concierge services are available.

3.5-star property
Ella's Cottages - Key West Historic Inns
Old Town Key West
22 Nov - 27 Nov
5 night stay
Dublin (DUB) to Key West (EYW)
American Airlines • Return • Coach
Save 100% on your flight
Price was €2,029, price is now €1,460 per person
€1,460
per person
found 1 hour ago
The free breakfast at Ella's Cottages - Key West Historic Inns gets high marks from our customers. During your stay, you're just a quick walk from Duval Street. Enjoy features like free WiFi in public areas, plus an outdoor pool and concierge services.

4.0-star property
Winslow's Bungalows - Key West Historic Inns
Old Town Key West
22 Nov - 27 Nov
5 night stay
Dublin (DUB) to Key West (EYW)
American Airlines • Return • Coach
Price was €1,899, price is now €1,385 per person
€1,385
per person
found 1 hour ago
Our customers tell us that they can't get enough of the free breakfast at Winslow's Bungalows - Key West Historic Inns. During your stay, you're just a quick walk from Duval Street. You'll find features such as free WiFi in public areas, plus 3 outdoor pools and a poolside bar. This property offers pet-friendly amenities, such as food and water bowls.

3.5-star property
Lighthouse Hotel - Key West Historic Inns
Old Town Key West
22 Nov - 27 Nov
5 night stay
Dublin (DUB) to Key West (EYW)
American Airlines • Return • Coach
Price was €1,796, price is now €1,321 per person
€1,321
per person
found 1 hour ago
Lighthouse Hotel - Key West Historic Inns's great location gets high marks from our customers. During your stay, you're just a quick walk from Duval Street. Free breakfast, free WiFi in public areas and an outdoor pool are available.
Truman Annex Holiday Packages for 5 Nights
Price found within the past 48 hours. Click for updated prices.

3.0-star property
Douglas House
Old Town Key West
22 Nov - 27 Nov
5 night stay
Dublin (DUB) to Key West (EYW)
American Airlines • Return • Coach
Price was €1,705, price is now €1,318 per person
€1,318
per person
found 1 hour ago
During your stay at Douglas House, you're just a quick walk from Duval Street. Free WiFi in public areas, free self-parking and an outdoor pool are available.

3.5-star property
Ridley House - Key West Historic Inns
Key West Historic District
22 Nov - 27 Nov
5 night stay
Dublin (DUB) to Key West (EYW)
American Airlines • Return • Coach
Save 100% on your flight
Price was €2,362, price is now €1,657 per person
€1,657
per person
found 1 hour ago
Our customers tell us that they can't get enough of the free breakfast at Ridley House - Key West Historic Inns. During your stay, you're just a quick walk from Duval Street. Free WiFi in public areas, an outdoor pool and concierge services are available.

3.5-star property
Ella's Cottages - Key West Historic Inns
Old Town Key West
22 Nov - 27 Nov
5 night stay
Dublin (DUB) to Key West (EYW)
American Airlines • Return • Coach
Save 100% on your flight
Price was €2,029, price is now €1,460 per person
€1,460
per person
found 1 hour ago
The free breakfast at Ella's Cottages - Key West Historic Inns gets high marks from our customers. During your stay, you're just a quick walk from Duval Street. Enjoy features like free WiFi in public areas, plus an outdoor pool and concierge services.

4.0-star property
Winslow's Bungalows - Key West Historic Inns
Old Town Key West
22 Nov - 27 Nov
5 night stay
Dublin (DUB) to Key West (EYW)
American Airlines • Return • Coach
Price was €1,899, price is now €1,385 per person
€1,385
per person
found 1 hour ago
Our customers tell us that they can't get enough of the free breakfast at Winslow's Bungalows - Key West Historic Inns. During your stay, you're just a quick walk from Duval Street. You'll find features such as free WiFi in public areas, plus 3 outdoor pools and a poolside bar. This property offers pet-friendly amenities, such as food and water bowls.

3.5-star property
Lighthouse Hotel - Key West Historic Inns
Old Town Key West
22 Nov - 27 Nov
5 night stay
Dublin (DUB) to Key West (EYW)
American Airlines • Return • Coach
Price was €1,796, price is now €1,321 per person
€1,321
per person
found 1 hour ago
Lighthouse Hotel - Key West Historic Inns's great location gets high marks from our customers. During your stay, you're just a quick walk from Duval Street. Free breakfast, free WiFi in public areas and an outdoor pool are available.
More Truman Annex hotels

Weatherstation Inn
57 Front St, Key West, FL
The price is €162 per night
€162
25 Sept - 26 Sept
includes taxes & fees
0.14 km from Truman Annex
Our customers tell us that they can't get enough of the helpful staff at Weatherstation Inn. During your stay, you're just a quick walk from Duval Street. Free breakfast, free WiFi in public areas and free self-parking are available.
Pool
Breakfast included

Hyatt Vacation Club at Sunset Harbor, Key West
200 Sunset Lane, Key West, FL
0.3 km from Truman Annex
During your stay at Hyatt Vacation Club at Sunset Harbor, Key West, you're just a quick walk from Duval Street. Enjoy features like free WiFi in public areas, plus an outdoor pool and concierge services. This comfortable apartment building has 92 apartments. Free WiFi and satellite TV channels are available in each apartment.
Pool
Free WiFi

Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue, Key West, FL
The price is €210 per night
€210
23 Sept - 24 Sept
includes taxes & fees
8.03 km from Truman Annex
Our customers tell us that they can't get enough of the pool at Oceans Edge Key West Resort, Hotel & Marina. During your stay, you're just a quick walk from Stock Island Yacht Club & Marina. Enjoy features like free WiFi in public areas, plus 6 outdoor pools and a restaurant.
Pool
Pet-friendly

Beachside Resort & Residences
3841 N Roosevelt Blvd, Key West, FL
The price is €162 per night
€162
30 Sept - 1 Oct
includes taxes & fees
5.82 km from Truman Annex
Our customers tell us that they can't get enough of the pool at Beachside Resort & Residences. During your stay, you're just a quick walk from Key West Tropical Forest and Botanical Garden. Free WiFi in public areas, a free area shuttle and 2 restaurants are available.
On private beach
Pool

Margaritaville Beach House Key West
2001 South Roosevelt Boulevard, Key West, FL
The price is €225 per night
€225
5 Oct - 6 Oct
includes taxes & fees
3.56 km from Truman Annex
Our customers tell us they can't get enough of Margaritaville Beach House Key West's great beach location. During your stay, you'll be within walking distance of Clarence S. Higgs Memorial Beach Park. An outdoor pool, a restaurant and a 24-hour gym are available. This property offers pet-friendly amenities, such as food and water bowls.
Pool
Pet-friendly

Southernmost Beach Resort and Guesthouses
1319 Duval Street, Key West, FL
The price is €227 per night
€227
5 Oct - 6 Oct
includes taxes & fees
1.32 km from Truman Annex
Our customers tell us that they can't get enough of the pool at Southernmost Beach Resort and Guesthouses. During your stay, you're just a quick walk from Duval Street. Features include 3 outdoor pools, 2 poolside bars and a full-service spa.
Pool
Spa
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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Flights
^Savings based on all package bookings with Flight + Hotel made on ebookers.ie from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.