A white building with American flags and a sign for 'Harry's Truman Overseas Hotel'.

Truman Annex Hotels, Key West

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Our top choices for Truman Annex hotels

Hyatt Vacation Club at Sunset Harbor, Key West

Hyatt Vacation Club at Sunset Harbor, Key West
3.5 star property
Truman Annex
8.6 out of 10, Excellent, (388 reviews)
"Amazing location!"
United States
Tracy
The price is NZ$532
includes taxes & fees
27 July - 28 July
Hyatt Vacation Club at Sunset Harbor, Key West

Weatherstation Inn

Weatherstation Inn
2.5 star property
Truman Annex
9.4 out of 10, Exceptional, (1,004 reviews)
"Quaint place to stay with access to there other more resort style property made for an amazing experience."
United States
Bret
The price is NZ$357
includes taxes & fees
30 June - 1 July
Weatherstation Inn

Fairfield Inn and Suites by Marriott Key West

Fairfield Inn and Suites by Marriott Key West
3.0 star property
New Town, 3.3 km from Truman Annex
7.8 out of 10, Good, (1,146 reviews)
"Great pool."
United States
Valentina
The price is NZ$347
includes taxes & fees
29 June - 30 June
Fairfield Inn and Suites by Marriott Key West

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
3.5 star property
5.7 km from Truman Annex
9.4 out of 10, Exceptional, (1,157 reviews)
"loved our stay here!"
United States
Jennifer
The price is NZ$711
includes taxes & fees
5 July - 6 July
Hyatt Vacation Club at Windward Pointe, Key West

Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
26.5 km from Truman Annex
8.2 out of 10, Very good, (1,001 reviews)
"We would go back here again, view was amazing. Enjoyed staying there "
United States
Oyuntseren
The price is NZ$337
includes taxes & fees
26 July - 27 July
Sugar Loaf Lodge

Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
5.8 km from Truman Annex
8.6 out of 10, Excellent, (2,310 reviews)
"It was overall a very nice place to stay."
United States
Molly
The price is NZ$444
includes taxes & fees
6 July - 7 July
Beachside Resort & Residences

Hampton Inn Key West FL

Hampton Inn Key West FL
2.5 star property
5.8 km from Truman Annex
9.0 out of 10, Wonderful, (1,405 reviews)
"Loved everything about this hotel. Looking forward to planning another stay here."
United States
Catherine
The price is NZ$411
includes taxes & fees
14 July - 15 July
Hampton Inn Key West FL

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town, 5.6 km from Truman Annex
8.4 out of 10, Very good, (2,458 reviews)
"great place to stay"
United States
jose
The price is NZ$349
includes taxes & fees
30 June - 1 July
Blue Flamingo Resort Key West

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
4.0 star property
5.8 km from Truman Annex
8.4 out of 10, Very good, (1,045 reviews)
"Very clean, great pool and staff"
United States
Clara
The price is NZ$353
includes taxes & fees
12 July - 13 July
DoubleTree Resort by Hilton Grand Key - Key West

Ibis Bay Beach Resort

Ibis Bay Beach Resort
2.5 star property
Northside Resort, 4.2 km from Truman Annex
8.2 out of 10, Very good, (2,287 reviews)
"Definitely would stay here again!"
United States
megan Renae
The price is NZ$305
includes taxes & fees
29 June - 30 June
Ibis Bay Beach Resort

Southwinds Motel

Southwinds Motel
2.0 star property
Uptown - Upper Duval, 1.4 km from Truman Annex
8.6 out of 10, Excellent, (1,344 reviews)
"It was a good stay. Close to the ocean and restaurants."
Canada
Erin
The price is NZ$348
includes taxes & fees
6 July - 7 July
Southwinds Motel

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina
4.0 star property
Stock Island, 8 km from Truman Annex
9.0 out of 10, Wonderful, (1,863 reviews)
"We really enjoyed our stay."
United States
Robert
The price is NZ$512
includes taxes & fees
29 June - 30 June
Oceans Edge Key West Resort, Hotel & Marina

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Fairfield by Marriott Inn & Suites Key West at The Keys Collection
3.5 star property
New Town, 5.8 km from Truman Annex
8.6 out of 10, Excellent, (1,034 reviews)
"Wonderfull hotel"
United States
Omar
The price is NZ$327
includes taxes & fees
30 June - 1 July
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only
3.0 star property
Uptown - Upper Duval, 1.3 km from Truman Annex
8.4 out of 10, Very good, (1,396 reviews)
"Lovely hotel very comfortable room. Great pool facilities. Helpful staff. Would recommend this hotel."
Australia
Sharon
The price is NZ$273
includes taxes & fees
29 June - 30 June
The Southernmost Inn - Adults Only

Santa Maria Suites

Santa Maria Suites
4.0 star property
Uptown - Upper Duval, 1.5 km from Truman Annex
9.6 out of 10, Exceptional, (1,002 reviews)
"Great stay"
United States
Steven
The price is NZ$796
includes taxes & fees
29 June - 30 June
Santa Maria Suites

Ocean Front One Bedroom Residence

Ocean Front One Bedroom Residence
2.0 star property
5.9 km from Truman Annex
The price is NZ$749
includes taxes & fees
29 June - 30 June
Ocean Front One Bedroom Residence

Margaritaville Beach House Key West

Margaritaville Beach House Key West
4.0 star property
3.6 km from Truman Annex
8.8 out of 10, Excellent, (1,813 reviews)
"Very friendly and accommodating staff hotel was very clean and comfortable. Great place to stay."
United States
Paraskevi
The price is NZ$569
includes taxes & fees
5 July - 6 July
Margaritaville Beach House Key West

Pegasus International Hotel

Pegasus International Hotel
2.5 star property
Downtown Key West, 0.6 km from Truman Annex
8.2 out of 10, Very good, (1,001 reviews)
"Great location."
United States
Jeffrey
The price is NZ$295
includes taxes & fees
30 June - 1 July
Pegasus International Hotel

Duval Inn

Duval Inn
3.0 star property
Downtown Key West, 0.7 km from Truman Annex
8.8 out of 10, Excellent, (807 reviews)
"The outdoor pool was amazing! The breakfast was good. Enjoyable stay."
United States
Daniel
The price is NZ$281
includes taxes & fees
30 June - 1 July
Duval Inn

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort, 3.7 km from Truman Annex
9.0 out of 10, Wonderful, (1,418 reviews)
"Great stay, good food, excellent staff, beautiful resort"
United States
BradyLyn
The price is NZ$403
includes taxes & fees
5 July - 6 July
Parrot Key Hotel & Villas
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

While visiting Old Town Key West, you might make a stop by sights like Florida Keys Beaches and Duval Street.

Key West Historic District

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

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

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

Recent Reviews in Truman Annex

Frequently asked questions

What are the best hotels in Truman Annex that travellers recommend?
For highly recommended hotels in Truman Annex, travellers consistently praise The Gardens Hotel, Southernmost House, and Southernmost Beach Resort and Guesthouses.

The 4-star The Gardens Hotel boasts an impressive 9.8 rating. Guests frequently highlight the beautiful and clean rooms, the friendly and kind staff, and its central location. The hotel features amenities such as air conditioning, champagne service, a restaurant with garden views, and a poolside bar. It's also conveniently located near Simonton Beach, just 1.1 km away, and the Key West Butterfly and Nature Conservatory, which is 0.8 km distant.

Another excellent choice is the 4-star Southernmost House, with a 9.4 rating. Travellers often praise the helpful and amazing staff, the beautiful and clean rooms, and the great private pool. Its location is described as great and beautiful, and the breakfast is consistently rated as delicious and amazing. This hotel offers a private pool, premium bedding, and is situated close to Simonton Beach (0.3 km) and the Key West Butterfly and Nature Conservatory (0.1 km).

The 4-star Southernmost Beach Resort and Guesthouses, rated 8.6, is also a top recommendation. Guests appreciate the friendly and helpful staff, the nice and clean rooms, and the excellent service. The food is also frequently described as delicious and good. Amenities include a private pool, a poolside restaurant, and beachfront dining. It is very close to the Key West Butterfly and Nature Conservatory, just 0.0 km away, and Simonton Beach, 0.3 km distant.
What are the best family hotels in Truman Annex?
For family-friendly accommodation in Truman Annex, consider the Hyatt Centric Key West Resort and Spa, Eden House, and La Concha Key West, Autograph Collection.

The 4-star Hyatt Centric Key West Resort and Spa, with an impressive 9.0 rating, offers a children's menu at its restaurant and complimentary cribs. Connecting rooms are available, and there is a pool for family enjoyment. It is conveniently located near Mallory Square, just 0.4 km away. Guests frequently praise the friendly staff and comfortable, clean rooms.

Another excellent option is the 3.5-star Eden House, also rated 9.0. This hotel provides complimentary amenities for children and offers sofa beds and free cribs, making it suitable for families. It is situated 0.5 km from Schooner Western Union. Guests often comment on the helpful staff and the nice pool.

The 4-star La Concha Key West, Autograph Collection, with a 9.0 rating, features a children's menu, free cribs, and sofa beds. It also has a pool and suites for added space and comfort. This hotel is located 0.6 km from Mallory Square. Reviewers consistently highlight the excellent location and the delicious food.
Which beach resorts in Truman Annex do travellers love?
When looking for highly-rated beach resorts in Truman Annex, travellers consistently recommend Ocean Key Resort - A Noble House Resort, Hyatt Centric Key West Resort and Spa, and Pier House Resort & Spa.

The 4-star Ocean Key Resort - A Noble House Resort, with an outstanding 9.2 rating, is exceptionally much-loved. Guests frequently praise the clean and lovely rooms, the excellent and friendly staff, and its superb location. It also offers a full-service spa with a wide range of treatments including Thai massage, deep tissue massage, and aromatherapy.

Another excellent choice is the 4-star Hyatt Centric Key West Resort and Spa, boasting a 9.0 rating. Travellers appreciate the convenient and great location, comfortable and clean rooms, and the nice, clean pool. The friendly staff and bar staff also receive high praise.

The 4-star Pier House Resort & Spa, also with a 9.0 rating, is highly popular. Guests consistently highlight its excellent location, friendly and helpful staff, comfortable and clean rooms, and great food. The resort also features a full-service spa with numerous treatments such as hot stone massage, body wraps, and Swedish massage.

For a resort with a private beach, consider The 4-star Casa Marina Key West, Curio Collection by Hilton or The 4-star Reach Key West, Curio Collection by Hilton, both rated 8.4.

Casa Marina Key West, Curio Collection by Hilton offers a private beach, ocean views, and a full-service spa with various body and facial treatments. Guests often praise the friendly and amazing staff, great location, and beautiful, big rooms.

The Reach Key West, Curio Collection by Hilton also features a private beach and ocean views, along with an outdoor pool and poolside bar. Travellers frequently mention the friendly and great staff, nice and clean rooms, and excellent location.
What hotels in Truman Annex offer free breakfast?
For hotels in Truman Annex that offer free breakfast, consider the Almond Tree Inn Hotel - Adults Only, Orchid Key Inn - Adults Only, The Gardens Hotel, Simonton Court Historic Inn & Cottages, and Artist House Key West.

The 3.5-star Almond Tree Inn Hotel - Adults Only, rated 10.0, provides a complimentary continental breakfast. Guests frequently praise the friendly and helpful staff, comfortable and clean rooms, and the excellent breakfast. The hotel also features an outdoor pool with sun loungers and a poolside bar. It is conveniently located near Simonton Beach (0.7 km) and the Key West Butterfly and Nature Conservatory (0.5 km).

Another excellent option is the 3.5-star Orchid Key Inn - Adults Only, with an impressive 9.8 rating. This hotel offers a free continental breakfast, and guests consistently highlight the amazing and friendly staff, as well as the beautiful and clean rooms. You can also enjoy the outdoor pool with sun loungers and a poolside bar. It is within 0.7 km of Simonton Beach and 0.4 km of the Key West Butterfly and Nature Conservatory.

The 4-star The Gardens Hotel, rated 9.8, stands out with its complimentary cooked breakfast. Guests frequently comment on the beautiful and clean rooms, the friendly and kind staff, and the wonderful breakfast. The hotel also boasts a garden view restaurant, a poolside bar, and private pools. It is located 1.1 km from Simonton Beach and 0.8 km from the Key West Butterfly and Nature Conservatory.

Simonton Court Historic Inn & Cottages, with a 9.8 rating, provides a free continental breakfast. Travellers often mention the amazing and friendly staff, the superb location, and the beautiful and clean rooms. The inn also offers an outdoor pool with sun loungers. It's situated 0.5 km from Mallory Square and 1.5 km from Simonton Beach.

Finally, the 3.5-star Artist House Key West, rated 9.8, offers a complimentary buffet breakfast. Guests frequently highlight the excellent and friendly staff, and the good breakfast. This hotel is located 0.6 km from Mallory Square and 1.5 km from Simonton Beach.
What are the top pet-friendly hotels in Truman Annex?
For top pet-friendly hotels in Truman Annex, consider The Gardens Hotel, Artist House Key West, The Garden House, Pier House Resort & Spa, and Winslow's Bungalows - Key West Historic Inns.

The 4-star The Gardens Hotel, with an outstanding 9.8 rating, warmly welcomes pets and provides food and water bowls. Guests frequently highlight the beautiful and clean rooms, the friendly and kind staff, and its central location. The hotel is conveniently located just 1.1 km from Simonton Beach and 1.0 km from Mallory Square.

Another excellent choice is the 3.5-star Artist House Key West, also with an impressive 9.8 rating. This hotel is very pet-friendly, offering food and water bowls for dogs. Guests consistently praise the excellent and friendly staff, and the exceptional rooms. It is situated 0.6 km from Mallory Square.

The 3-star The Garden House, rated 9.2, is another highly recommended pet-friendly option, providing food and water bowls. Guests appreciate its great and easy-to-find location, the superb breakfast, and the comfortable and quiet rooms. It is 0.7 km from Mallory Square.

The 4-star Pier House Resort & Spa, with a 9.0 rating, also welcomes dogs and provides food and water bowls. Travellers often comment on its excellent location, the friendly and helpful staff, and the comfortable and clean rooms. This resort is conveniently located just 0.2 km from Mallory Square.

Finally, Winslow's Bungalows - Key West Historic Inns, a 4-star hotel rated 9.2, is very pet-friendly and offers food and water bowls. This hotel features an outdoor pool with a poolside bar and sun loungers. Guests often mention the friendly and helpful staff, the great breakfast, and the comfortable rooms. It is 0.7 km from Simonton Beach.
What are the top boutique hotels in Truman Annex?
For top boutique hotels in Truman Annex, consider the Almond Tree Inn Hotel - Adults Only, Orchid Key Inn - Adults Only, and Eden House.

The 3.5-star Almond Tree Inn Hotel - Adults Only, with an outstanding 10.0 rating, offers complimentary continental breakfast and free WiFi. Guests often highlight the comfortable and clean rooms, the friendly and helpful staff, and the excellent breakfast. Its location is praised as perfect, and it features an outdoor pool with sun loungers and a poolside bar. This hotel is conveniently located just 0.2 km from the Ernest Hemingway Home and Museum.

Another excellent choice is the 3.5-star Orchid Key Inn - Adults Only, rated 9.8. This hotel also provides a complimentary continental breakfast and features an outdoor pool, sun loungers, and a poolside bar. Guests frequently praise the beautiful and clean rooms, the amazing and friendly staff, and the convenient location. It is also just 0.2 km from the Ernest Hemingway Home and Museum.

The 3.5-star Eden House, with a 9.0 rating, offers suites and has an outdoor pool with sun loungers, pool umbrellas, and a poolside bar. There is also a heated pool available by reservation, and the beach is nearby. Guests often mention the beautiful rooms, the lovely pool, and the great service from the friendly and helpful staff. It is located 1.1 km from the Ernest Hemingway Home and Museum.
What are the best budget hotels in Truman Annex?
For budget-friendly accommodation in Truman Annex, Florida, consider the Weatherstation Inn, Pegasus International Hotel, Southwinds Motel, Seascape Tropical Inn - Adult Exclusive, or Simonton Court Historic Inn & Cottages.

The Weatherstation Inn, with a 9.4 rating, offers free WiFi, complimentary toiletries, and free continental breakfast. Guests frequently comment on its great location, beautiful rooms, helpful staff, and quiet neighbourhood. It's conveniently located near Mallory Square (0.5 km) and Truman Beach (1.2 km).

The Pegasus International Hotel, rated 8.2, provides free breakfast and free self-parking. This hotel is situated in a historical district. Guests appreciate its convenient location, clean and spacious rooms, and extremely helpful staff. It is 0.8 km from MLK Community Pool & Community Centre.

Another excellent choice is the Southwinds Motel, with an 8.8 rating. This motel offers free cribs, toiletries, and free continental breakfast. It is very close to Simonton Beach (0.2 km) and Key West Butterfly and Nature Conservatory (0.2 km). Guests praise its comfortable and clean rooms, friendly staff, and convenient location.

The 3-star Seascape Tropical Inn - Adult Exclusive, rated 9.0, provides complimentary continental breakfast and toiletries. It is a Victorian property located in a historical district, with free nearby parking. It is 0.5 km from MLK Community Pool & Community Centre and 0.6 km from Key West Butterfly and Nature Conservatory.

Finally, the Simonton Court Historic Inn & Cottages, boasting an impressive 9.8 rating, offers free WiFi, complimentary toiletries, and free continental breakfast. This inn features an outdoor pool and sun loungers. Guests consistently highlight the friendly staff, great location, beautiful and clean rooms, and spacious bathrooms. It is very close to Mallory Square (0.5 km).
What are the most romantic hotels in Truman Annex for couples?
For a romantic getaway in Truman Annex, consider the exquisite offerings of The Gardens Hotel or the charming Almond Tree Inn Hotel - Adults Only.

The 4-star Gardens Hotel, with an impressive 9.8 rating, is a truly special place for couples. It features couples dining options, a restaurant with garden views, and even private pools. Guests can enjoy premium bedding, Egyptian cotton sheets, and rainfall showerheads for a luxurious experience. Many rooms also boast furnished balconies and fireplaces.

Another excellent choice for couples is the 3.5-star Almond Tree Inn Hotel - Adults Only, which has a superb 10.0 rating. This hotel offers complimentary breakfast and free WiFi, along with an inviting outdoor pool and poolside bar. The rooms are consistently described as comfortable and clean, and the location is superb for exploring, being just 0.2 km from the Ernest Hemingway Home and Museum.
What are the best hotels in Truman Annex near Key West Historic Seaport?
For hotels in Truman Annex near Key West Historic Seaport, the Southernmost Beach Resort and Guesthouses is an excellent choice.

This 4-star hotel, with an 8.6 rating, is located conveniently close to attractions like Simonton Beach and the Key West Butterfly and Nature Conservatory. It is also within easy reach of Mallory Square. Guests often highlight the nice and clean rooms, the friendly and helpful staff, and the delicious food. The hotel also boasts a pool and offers rooms with ocean views or beach views, making it ideal for a relaxing stay.
Can I cancel my hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline − this is often within 24 to 48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our 'Fully refundable property' filter during your search to find the right Truman Annex hotel for you.
How can I save on a hotel booking in Truman Annex with Expedia?
One Key™ – Expedia's free travel rewards programme – gives you instant access to perks and Member Prices on Truman Annex hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
How much is the nightly rate for a hotel in Truman Annex?
Hotel prices in Truman Annex often vary, but you can find a great deal on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates and sort search results by 'Price: low to high' for our cheapest rates.

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