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Truman Annex Hotels, Key West

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Our top choices for Truman Annex hotels

1. Weatherstation Inn

Weatherstation Inn
2.5 star property
Truman Annex
9.4 out of 10, Exceptional, (1,004 reviews)
"This was the perfect location for access to Key West by foot!!!! We loved the community the resort is in!"
United States
Jane
The price is NZ$397
includes taxes & fees
29 Nov - 30 Nov
Weatherstation Inn

2. 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, (444 reviews)
"$30 resort fee provides access to pool but nothing else. Great location."
United States
Joseph
The price is NZ$398
includes taxes & fees
2 Dec - 3 Dec
Hyatt Vacation Club at Sunset Harbor, Key West

3. La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection
4.0 star property
Historic Seaport, 0.5 km from Truman Annex
8.8 out of 10, Excellent, (516 reviews)
"The hotel and room were excellent"
United States
Wendy
The price is NZ$476
includes taxes & fees
1 Dec - 2 Dec
La Concha Key West, Autograph Collection

4. Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
5.0 star property
Old Town Key West, 0.5 km from Truman Annex
9.2 out of 10, Wonderful, (1,224 reviews)
"have stayed here many times. nice location in old Town."
United States
A
The price is NZ$587
includes taxes & fees
29 Nov - 30 Nov
Opal Key Resort & Marina, Key West

5. The Saint Hotel Key West, Autograph Collection, Adult Only

The Saint Hotel Key West, Autograph Collection, Adult Only
3.5 star property
Historic Seaport, 0.4 km from Truman Annex
9.0 out of 10, Wonderful, (378 reviews)
"Great place for couples!"
United States
R Frederick
The price is NZ$423
includes taxes & fees
8 Dec - 9 Dec
The Saint Hotel Key West, Autograph Collection, Adult Only

6. L'Habitation Guest House - Adults Only

L'Habitation Guest House - Adults Only
2.5 star property
Historic Seaport, 0.4 km from Truman Annex
9.4 out of 10, Exceptional, (1,003 reviews)
"A very cute, cozy and comfortable place to stay especially for old Key West charm. Will definitely stay here again."
United States
Callie
The price is NZ$340
includes taxes & fees
1 Dec - 2 Dec
L'Habitation Guest House - Adults Only

7. Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
4.0 star property
Historic Seaport, 0.7 km from Truman Annex
9.2 out of 10, Wonderful, (1,001 reviews)
"Great place to stay!"
United States
Trevor
The price is NZ$651
includes taxes & fees
29 Nov - 30 Nov
Ocean Key Resort - A Noble House Resort

8. The Cabana Inn Key West - Adults Only

The Cabana Inn Key West - Adults Only
3.0 star property
Downtown Key West, 0.4 km from Truman Annex
9.0 out of 10, Wonderful, (1,013 reviews)
"Staff was great, hotel was quaint and clean."
United States
Casey
The price is NZ$491
includes taxes & fees
16 Nov - 17 Nov
The Cabana Inn Key West - Adults Only

9. Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
4.0 star property
Historic Seaport, 0.9 km from Truman Annex
9.2 out of 10, Wonderful, (1,004 reviews)
"Wonderful property with wonderful staff"
United States
Michael Joseph
The price is NZ$639
includes taxes & fees
1 Dec - 2 Dec
Hyatt Centric Key West Resort and Spa

10. Tranquility Guest House

Tranquility Guest House
2.0 star property
Bahama Village, 0.5 km from Truman Annex
9.0 out of 10, Wonderful, (40 reviews)
"The room was clean and the location was perfect."
United States
Sandra
The price is NZ$461
includes taxes & fees
17 Nov - 18 Nov
Tranquility Guest House

11. 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, (1,012 reviews)
"Great location next to Everything. Love staying here."
United States
Jason
The price is NZ$463
includes taxes & fees
15 Nov - 16 Nov
Pegasus International Hotel

12. Artist House Key West

Artist House Key West
3.5 star property
Historic Seaport, 0.6 km from Truman Annex
9.8 out of 10, Exceptional, (474 reviews)
"We had a wonderful stay at The Artist House! The property is full of charm and fascinating history, and the location is perfect for exploring Key West. The staff was friendly and welcoming throughout our visit. A truly enjoyable experience, and I’d happily stay again!"
United States
Joseph
The price is NZ$483
includes taxes & fees
9 Dec - 10 Dec
Artist House Key West

13. Caribbean House

Caribbean House
3.0 star property
Bahama Village, 0.6 km from Truman Annex
9.0 out of 10, Wonderful, (422 reviews)
"Quiet, close (walking distance) to all the attractions in Key West!"
United States
Matthew
The price is NZ$417
includes taxes & fees
22 Nov - 23 Nov
Caribbean House

14. Heron House - Adult Only

Heron House - Adult Only
3.5 star property
Downtown Key West, 0.6 km from Truman Annex
9.2 out of 10, Wonderful, (1,152 reviews)
"Great staff and clean rooms"
United States
Dan
The price is NZ$398
includes taxes & fees
15 Nov - 16 Nov
Heron House - Adult Only

15. Lighthouse Hotel - Key West Historic Inns

Lighthouse Hotel - Key West Historic Inns
3.5 star property
Bahama Village, 0.7 km from Truman Annex
9.0 out of 10, Wonderful, (1,000 reviews)
"Staff was amazing, room was spotless, beautiful property, quiet, and convenient"
United States
Elizabeth
The price is NZ$489
includes taxes & fees
30 Nov - 1 Dec
Lighthouse Hotel - Key West Historic Inns

16. Coco Plum Inn

Coco Plum Inn
3.0 star property
Downtown Key West, 0.5 km from Truman Annex
9.4 out of 10, Exceptional, (580 reviews)
"Fun place, great location, pool was perfect. Breakfast was amazing too."
United States
Thomas
The price is NZ$510
includes taxes & fees
16 Nov - 17 Nov
Coco Plum Inn

17. Tropical Inn

Tropical Inn
3.5 star property
Downtown Key West, 0.7 km from Truman Annex
9.6 out of 10, Exceptional, (457 reviews)
"Check in was easy, rooms was clean and the propery was great! Will stay again."
United States
Brandon
The price is NZ$378
includes taxes & fees
15 Nov - 16 Nov
Tropical Inn

18. Island City House Hotel

Island City House Hotel
3.0 star property
Historic Seaport, 0.9 km from Truman Annex
9.6 out of 10, Exceptional, (1,002 reviews)
"Great place with lots of character and perfect location."
United States
Elise
The price is NZ$373
includes taxes & fees
2 Dec - 3 Dec
Island City House Hotel

19. Duval House

Duval House
3.0 star property
Downtown Key West, 0.8 km from Truman Annex
9.6 out of 10, Exceptional, (1,139 reviews)
"Great stay!"
United States
Dennis
The price is NZ$376
includes taxes & fees
18 Nov - 19 Nov
Duval House

20. Pier House Resort & Spa

Pier House Resort & Spa
4.0 star property
Historic Seaport, 0.7 km from Truman Annex
9.0 out of 10, Wonderful, (1,394 reviews)
"Best place we have stayed in Key West"
United States
William N
The price is NZ$801
includes taxes & fees
30 Nov - 1 Dec
Pier House Resort & 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.

Compare popular hotels in Truman Annex

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
A wooden deck with wicker furniture and a white railing, surrounded by lush tropical vegetation.
Weatherstation Inn
2.5 star property
9.4
Exceptional
1,004 reviews
View
A balcony with a table set for two, overlooking a beach and ocean.
Hyatt Vacation Club at Sunset Harbor, Key West
3.5 star property
8.6
Excellent
444 reviews
View
A green house with a white porch, a flag, and a sign advertising a property for sale.
L'Habitation Guest House - Adults Only
2.5 star property
9.4
Exceptional
1,003 reviews
View
A covered balcony with white Adirondack chairs and a small table with flowers, overlooking a turquoise sea and distant shoreline.
Opal Key Resort & Marina, Key West
5.0 star property
9.2
Wonderful
1,224 reviews
View
A multi-story hotel with a pink facade, multiple balconies, and a prominent 'LA CONCHA' sign.
La Concha Key West, Autograph Collection
4.0 star property
8.8
Excellent
516 reviews
View

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 Duval Street and Florida Keys Beaches.

Downtown Key West

While visiting Downtown 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 Florida Keys Beaches.

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 Fort East Martello Museum and Gallery.

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 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 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 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 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 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 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 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 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 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 Casa Marina Key West, Curio Collection by Hilton or The 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 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 discounts with 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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