Truman Annex Hotels, Key West

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25 Jul - 26 Jul
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26 Jul - 27 Jul
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2775 Cheap Hotels in Truman Annex - Specials, Reviews, & Last Minute Deals

Weatherstation Inn
Premium Room, 1 Queen Bed - Adult Exclusive

Weatherstation Inn

2.5 star property
9.4 out of 10, Exceptional, (944)
"The staff went above and beyond for us to have a great vacation and stay! "
The price is NZ$314
includes taxes & fees
29 July - 30 July
Weatherstation Inn
Hyatt Vacation Club at Sunset Harbor, Key West
Surrounded by lush tropical vegetation and a serene waterfall, this tranquil oasis offers a peaceful escape with a mountain view.

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 star property
8.4 out of 10, Very good, (306)
"We had a nice stay. The property was in a great location."
The price is NZ$476
includes taxes & fees
25 Aug - 26 Aug
Hyatt Vacation Club at Sunset Harbor, Key West
Sugar Loaf Lodge
Enjoy meals and drinks in a relaxed setting by the calm water.

Sugar Loaf Lodge

2.5 star property
8.2 out of 10, Very good, (1002)
"Good to stay for a night ! "
The price is NZ$184
includes taxes & fees
10 Aug - 11 Aug
Sugar Loaf Lodge
Oceans Edge Key West Resort, Hotel & Marina
Enjoy dining with a view of the marina from our outdoor dining area.

Oceans Edge Key West Resort, Hotel & Marina

4.0 star property
8.8 out of 10, Excellent, (1699)
"This is a fantastic resort. "
The price is NZ$506
includes taxes & fees
28 July - 29 July
Oceans Edge Key West Resort, Hotel & Marina
Parking Pool Dock - Shellstone House
Relax in this serene bedroom with a large bed, ceiling fan, and natural light pouring in through large windows.

Parking Pool Dock - Shellstone House

2.0 star property
The price is NZ$5,515
includes taxes & fees
20 Aug - 21 Aug
Parking Pool Dock - Shellstone House
New Waterfront Home - Dreamside House
House

New Waterfront Home - Dreamside House

2.0 star property
The price is NZ$5,515
includes taxes & fees
11 Aug - 12 Aug
New Waterfront Home - Dreamside House
Mastway House by Brightwild Pool Dock
Staircase leads to an upper level with a door to an outdoor area and a decorative piece above.

Mastway House by Brightwild Pool Dock

2.0 star property
The price is NZ$3,293
includes taxes & fees
20 Aug - 21 Aug
Mastway House by Brightwild Pool Dock
Waterfront Luxury Home - Tidelands House
Enjoy a spacious open-plan living space with a dining area and seating area, offering a view of the water.

Waterfront Luxury Home - Tidelands House

2.0 star property
The price is NZ$5,529
includes taxes & fees
20 Aug - 21 Aug
Waterfront Luxury Home - Tidelands House
Evershore House Pool Parking Dock
Enjoy casual dining and cooking in this kitchen with a central island and stainless steel appliances.

Evershore House Pool Parking Dock

2.0 star property
The price is NZ$3,202
includes taxes & fees
20 Aug - 21 Aug
Evershore House Pool Parking Dock
New Waterfront Home - Sunray House
Enjoy a spacious living area with a high ceiling, large windows, and a comfortable sofa set.

New Waterfront Home - Sunray House

2.0 star property
The price is NZ$5,515
includes taxes & fees
20 Aug - 21 Aug
New Waterfront Home - Sunray House
Aquaria House by Brightwild Pool Boat Dock
Contemporary hallway with a polished floor, decorative cabinet, and modern chandelier.

Aquaria House by Brightwild Pool Boat Dock

2.0 star property
The price is NZ$3,194
includes taxes & fees
27 July - 28 July
Aquaria House by Brightwild Pool Boat Dock
Suncoast House by Brightwild Pool Boat Dock
Enjoy cooking in this well-equipped kitchen with a central island, gas stove, and coffee maker.

Suncoast House by Brightwild Pool Boat Dock

2.0 star property
The price is NZ$3,725
includes taxes & fees
19 Aug - 20 Aug
Suncoast House by Brightwild Pool Boat Dock
Springtide House by Brightwild Waterfront Pool
Enjoy cooking in this well-equipped kitchen with a refrigerator, dishwasher, and oven, set amidst a spacious open-plan area.

Springtide House by Brightwild Waterfront Pool

2.0 star property
The price is NZ$3,194
includes taxes & fees
18 Aug - 19 Aug
Springtide House by Brightwild Waterfront Pool
Seagate House by Brightwild Waterfront w Dock
Enjoy a refreshing swim in the pool surrounded by lush greenery and a serene view.

Seagate House by Brightwild Waterfront w Dock

2.0 star property
The price is NZ$3,728
includes taxes & fees
11 Aug - 12 Aug
Seagate House by Brightwild Waterfront w Dock
Waterlane House by Brightwild Pool Boat Dock
Guests can enjoy a refreshing swim in the pool surrounded by lush tropical plants and palm trees.

Waterlane House by Brightwild Pool Boat Dock

2.0 star property
The price is NZ$3,194
includes taxes & fees
3 Aug - 4 Aug
Waterlane House by Brightwild Pool Boat Dock
Mirador House by Brightwild Pool Dock
Enjoy cooking in this well-equipped kitchen with a central island, gas stove, oven, and microwave.

Mirador House by Brightwild Pool Dock

2.0 star property
The price is NZ$3,978
includes taxes & fees
19 Aug - 20 Aug
Mirador House by Brightwild Pool Dock
New Crestwood House by Brightwild Huge Pool
Enjoy cooking in this well-equipped kitchen with a stainless steel stove, oven, and range hood, along with a dishwasher and sink.

New Crestwood House by Brightwild Huge Pool

2.0 star property
The price is NZ$4,380
includes taxes & fees
20 Aug - 21 Aug
New Crestwood House by Brightwild Huge Pool
New Altair House by Brightwild Pool Pets
Relax on the upper-floor balcony or by the pool with lounge chairs and a table.

New Altair House by Brightwild Pool Pets

2.0 star property
The price is NZ$4,369
includes taxes & fees
20 Aug - 21 Aug
New Altair House by Brightwild Pool Pets
Floralee House in Key West
Relax on the balcony with a view of the pool and lush greenery.

Floralee House in Key West

2.0 star property
The price is NZ$4,380
includes taxes & fees
18 Aug - 19 Aug
Floralee House in Key West
Brand New Build Larkshine House - Pool
Relax by the pool surrounded by lush greenery and lounge chairs.

Brand New Build Larkshine House - Pool

2.0 star property
The price is NZ$5,428
includes taxes & fees
20 Aug - 21 Aug
Brand New Build Larkshine House - Pool
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.

Our guide on where to stay in Truman Annex

Find the best Truman Annex areas for the activities you enjoy most. Learn more about Truman Annex
Learn more about Truman Annex
Old Town Key West map

Old Town Key West

6 out of top 10 points of interest in this area

While visiting Old Town Key West, you might make a stop by sights like Duval Street and Ernest Hemingway Home and Museum.

Key West Historic District map

Key West Historic District

3 out of top 10 points of interest in this area

Travellers to Key West Historic District praise its fantastic nightlife. If you've got some more time to explore, be sure to stop by Duval Street and Ernest Hemingway Home and Museum.

Smathers Beach which includes windsurfing, tropical scenes and a sandy beach
Beachside map

Beachside

1 out of top 10 points of interest in this area

If you're spending some time in Beachside, Smathers Beach and Florida Keys Beaches are top sights worth seeing.

Downtown Key West map

Downtown Key West

While visiting Downtown Key West, you might make a stop by sights like Duval Street and Ernest Hemingway Home and Museum.

New Town map

New Town

While there might not be top attractions in New Town, you can explore the larger area and discover places like Smathers Beach and Key West Tropical Forest and Botanical Garden.

Top Truman Annex Hotel Reviews

Beachside Resort & Residences

Beachside Resort & Residences

10/10 Excellent
"Beautiful accommodations, beautiful pool, beautiful restaurant, and bar and beautiful Beachside to watch the sunset."
Lori 2-night trip
Posted 10 hours ago
Beachside Resort & Residences

Frequently asked questions

What is Truman Annex like?

You'll be sure to have fun exploring Key West's Truman Annex neighbourhood. Make sure that you visit Harry S. Truman Little White House and Mel Fisher Maritime Museum as part of your Truman Annex travel plans.

Where is the best place to stay in Truman Annex?

Based on our traveller data, Hyatt Vacation Club at Sunset Harbor, Key West is one of the top choices for your stay in Truman Annex. This apartment is a short 4-minute walk from Duval Street, and it offers an outdoor pool and free WiFi. Another good choice for your stay in the area is Weatherstation Inn.

How many hotels will I find in the Truman Annex area?

If you're searching for places to stay in Key West, Expedia has something to meet your needs with 353 Truman Annex hotels and other accommodation options to choose from.

If I need to cancel my hotel reservation in Truman Annex, will I receive a refund?

Yes! You'll find that most hotel reservations are fully refundable provided that you cancel before the hotel’s cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If your reservation is non-refundable, you may still be able to cancel and be given a refund within 24 hours of your booking. Enter your dates, click on "Search", then filter by "fully refundable" to review top deals in Truman Annex.

What is there to do in this Key West neighbourhood?

Harry S. Truman Little White House, Mel Fisher Maritime Museum and USCGC Ingham Maritime Museum feature captivating exhibits to peruse while you're exploring Truman Annex. Jackson Square and Roy John-Karl Gallery are also a couple of places to visit in the neighbourhood. A few places to visit in the area around Truman Annex include Duval Street, Key West Film Society and Florida Keys Eco - Discovery Center. While you're out sightseeing, We Cycle Key West and Heritage House Museum are a couple of additional sights to visit in Key West.