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Our top choices for Truman Annex hotels

Weatherstation Inn

Weatherstation Inn
2.5 star property
Truman Annex
9.4 out of 10, Exceptional, (1,000 reviews)
"The Weather Station Inn is a historical landmark building, It is located in a quiet neighborhood just blocks away from everything that makes Key West a vacation destination. This B&B is a stand out from the rest! We enjoyed our stay and the inn keeper Jen was pleasant and very helpful with suggestions! "
United States
Patricia
The price is £220
includes taxes & fees
6 May - 7 May
Weatherstation Inn

Hyatt Vacation Club at Sunset Harbor, Key West

Hyatt Vacation Club at Sunset Harbor, Key West
3.5 star property
Truman Annex
8.4 out of 10, Very good, (350 reviews)
"Great location and staff was friendly. The pool area was perfect. "
United States
Deborah
The price is £335
includes taxes & fees
12 Apr - 13 Apr
Hyatt Vacation Club at Sunset Harbor, Key West

Margaritaville Beach House Key West

Margaritaville Beach House Key West
4.0 star property
2.2 mi from Truman Annex
8.8 out of 10, Excellent, (1,808 reviews)
"Great atmosphere with shuttle to airport and downtown. Will stay again "
United States
Michael Azard
The price is £253
includes taxes & fees
6 May - 7 May
Margaritaville Beach House Key West

Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
16.5 mi from Truman Annex
8.2 out of 10, Very good, (1,006 reviews)
"Clean and staff were super polite !"
United States
Adrienne
The price is £142
includes taxes & fees
4 May - 5 May
Sugar Loaf Lodge

Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
3.6 mi from Truman Annex
8.6 out of 10, Excellent, (2,124 reviews)
"Nice pool area. Loved having the pool bar to grab a drink and a bite to eat. The on-site restaurant also very good. "
United States
Margaret Ann
The price is £237
includes taxes & fees
20 Apr - 21 Apr
Beachside Resort & Residences

The Cabana Inn Key West - Adults Only

The Cabana Inn Key West - Adults Only
3.0 star property
Downtown Key West, 0.3 mi from Truman Annex
8.8 out of 10, Excellent, (1,003 reviews)
"Room was very clean and staff was great"
United States
PATRICIA
The price is £165
includes taxes & fees
10 May - 11 May
The Cabana Inn Key West - Adults Only

Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island, 4 mi from Truman Annex
9.0 out of 10, Wonderful, (182 reviews)
"Enjoyed staying at the Aqua Lodges. Staying on the boat was fun and comfortable. Will stay here again! "
United States
Clint
The price is £261
includes taxes & fees
5 May - 6 May
Aqua Lodges at Hurricane Hole Marina

Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
2.0 star property
18.6 mi from Truman Annex
The price is £534
includes taxes & fees
14 Apr - 15 Apr
Starlight Serenity - Hideaway w Stunning Views

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort, 2.3 mi from Truman Annex
9.0 out of 10, Wonderful, (1,332 reviews)
"Clean room, beautiful resort, staff is very friendly! Breakfast is ok. I love the body wash and the lotion that they offer in the room! Will stay here again! "
United States
Sammi
The price is £228
includes taxes & fees
5 May - 6 May
Parrot Key Hotel & Villas

NYAH Key West - Adults Only

NYAH Key West - Adults Only
3.0 star property
Historic Seaport, 0.7 mi from Truman Annex
8.0 out of 10, Very good, (1,003 reviews)
"Best place to stay in KW. Always a good time when I stay there. "
United States
James
The price is £157
includes taxes & fees
10 May - 11 May
NYAH Key West - Adults Only

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
4.0 star property
Casa Marina, 1.2 mi from Truman Annex
8.4 out of 10, Very good, (608 reviews)
"Great motel everyone was great! Staff excellent! Clean rooms very nice."
United States
Suzanne
The price is £377
includes taxes & fees
13 Apr - 14 Apr
Casa Marina Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
4.0 star property
Uptown - Upper Duval, 0.9 mi from Truman Annex
8.6 out of 10, Excellent, (1,004 reviews)
"The hotel has an excellent location, it is on a private beach, very nice restaurant with the ocean view, beautiful properties around. The hotel is very close to the historical center of Key West."
United States
Joseph
The price is £308
includes taxes & fees
4 May - 5 May
The Reach Key West, Curio Collection by Hilton

Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
4.0 star property
Historic Seaport, 0.4 mi from Truman Annex
9.2 out of 10, Wonderful, (1,001 reviews)
"Staff was great. Rooms were spotless. Best location in Key West."
United States
Matthew
The price is £378
includes taxes & fees
26 Apr - 27 Apr
Ocean Key Resort - A Noble House Resort

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
4.0 star property
Stock Island, 4.3 mi from Truman Annex
9.4 out of 10, Exceptional, (1,236 reviews)
"The facility and staff were great!!"
United States
Key
The price is £254
includes taxes & fees
19 Apr - 20 Apr
The Perry Hotel & Marina Key West

Douglas House - Adults Only

Douglas House - Adults Only
3.0 star property
Uptown - Upper Duval, 0.6 mi from Truman Annex
9.6 out of 10, Exceptional, (343 reviews)
"We really enjoyed our stay at the Douglas House, great location and the staff was very friendly and gave wonderful tips on great places to dine. Would highly recommend choosing Douglas House for your stay."
United States
Timothy
The price is £187
includes taxes & fees
15 Apr - 16 Apr
Douglas House - Adults Only

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
4.0 star property
3.6 mi from Truman Annex
8.2 out of 10, Very good, (1,009 reviews)
"Everything about our stay was top notch from the fantastic service, the manager and all the staff. "
United States
Anthony
The price is £218
includes taxes & fees
10 May - 11 May
DoubleTree Resort by Hilton Grand Key - Key West

Ibis Bay Beach Resort

Ibis Bay Beach Resort
2.5 star property
Northside Resort, 2.6 mi from Truman Annex
8.0 out of 10, Very good, (2,189 reviews)
"All good nice little place very private beach. "
United States
Stuart
The price is £210
includes taxes & fees
4 May - 5 May
Ibis Bay Beach Resort

Duval House

Duval House
3.0 star property
Downtown Key West, 0.5 mi from Truman Annex
9.4 out of 10, Exceptional, (1,012 reviews)
"Very good breakfast and staff"
United States
Gerald
The price is £225
includes taxes & fees
20 Apr - 21 Apr
Duval House

Heron House Court - Adult Only

Heron House Court - Adult Only
3.0 star property
Historic Seaport, 0.8 mi from Truman Annex
9.0 out of 10, Wonderful, (1,009 reviews)
"Had a wonderful stay with friendly and helpful staff!"
United States
James
The price is £184
includes taxes & fees
12 Apr - 13 Apr
Heron House Court - Adult Only

Southernmost House - Adult Exclusive

Southernmost House - Adult Exclusive
4.0 star property
Uptown - Upper Duval, 0.9 mi from Truman Annex
9.4 out of 10, Exceptional, (1,002 reviews)
"Ocean view, great pool & great staff. Excellent place to stay!"
United States
Adam
The price is £295
includes taxes & fees
23 Apr - 24 Apr
Southernmost House - Adult Exclusive
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.

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 Duval Street and Ernest Hemingway Home and Museum.

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 Duval Street and Ernest Hemingway Home and Museum.

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.

Uptown - Upper Duval

If you're spending some time in Uptown - Upper Duval, Duval Street and Key West Butterfly and Nature Conservatory are top sights worth seeing.

Top Truman Annex Hotel Reviews

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?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Truman Annex.
How can I save on a Truman Annex hotel booking with Expedia?
Members always get our best prices. Find our best Truman Annex hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
How much is the nightly rate at a Truman Annex hotel?
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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