Hotels in Truman Annex
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Hyatt Vacation Club at Sunset Harbor, Key West
Hyatt Vacation Club at Sunset Harbor, Key West3.5 star property
Truman Annex
8.6 out of 10, Excellent, (323)
8.6/10
Excellent
(323)
The price is $335
$335
$411 total
includes taxes & fees
Dec 23 - Dec 24
9.4 out of 10, Exceptional, (996)
9.4/10
Exceptional
(996)
The price is $299
$299
$336 total
includes taxes & fees
Dec 23 - Dec 24
Opal Key Resort & Marina, Key West
Opal Key Resort & Marina, Key West4.0 star property
Old Town Key West, 0.5 km from Truman Annex
9.2 out of 10, Wonderful, (1026)
9.2/10
Wonderful
(1026)
The price is $399
$399
$488 total
includes taxes & fees
Dec 23 - Dec 24
Ridley House - Key West Historic Inns
Ridley House - Key West Historic Inns3.5 star property
Historic Seaport, 0.7 km from Truman Annex
9.2 out of 10, Wonderful, (860)
9.2/10
Wonderful
(860)
The price is $390
$390
$489 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Simonton Court Historic Inn & Cottages
Simonton Court Historic Inn & Cottages2.5 star property
Historic Seaport, 0.6 km from Truman Annex
9.8 out of 10, Exceptional, (883)
9.8/10
Exceptional
(883)
The price is $329
$329
$370 total
includes taxes & fees
Dec 23 - Dec 24
Artist House Key West
Artist House Key West3.5 star property
Historic Seaport, 0.6 km from Truman Annex
9.8 out of 10, Exceptional, (421)
9.8/10
Exceptional
(421)
The price is $293
$293
$330 total
includes taxes & fees
Jan 12 - Jan 13, 2026
9.8 out of 10, Exceptional, (1000)
9.8/10
Exceptional
(1000)
The price is $609
$609
$741 total
includes taxes & fees
Jan 12 - Jan 13, 2026
The Marker Key West Harbor Resort
The Marker Key West Harbor Resort4.0 star property
Historic Seaport, 1 km from Truman Annex
9.2 out of 10, Wonderful, (1003)
9.2/10
Wonderful
(1003)
The price is $350
$350
$457 total
includes taxes & fees
Jan 5 - Jan 6, 2026
9.6 out of 10, Exceptional, (467)
9.6/10
Exceptional
(467)
The price is $349
$349
$393 total
includes taxes & fees
Dec 23 - Dec 24
Paradise Inn Key West - Adults Only
Paradise Inn Key West - Adults Only3.5 star property
Downtown Key West, 0.9 km from Truman Annex
9.2 out of 10, Wonderful, (1002)
9.2/10
Wonderful
(1002)
The price is $199
$199
$269 total
includes taxes & fees
Dec 23 - Dec 24
9.4 out of 10, Exceptional, (1001)
9.4/10
Exceptional
(1001)
The price is $198
$198
$245 total
includes taxes & fees
Dec 23 - Dec 24
9.6 out of 10, Exceptional, (364)
9.6/10
Exceptional
(364)
The price is $245
$245
$301 total
includes taxes & fees
Dec 23 - Dec 24
La Concha Key West, Autograph Collection
La Concha Key West, Autograph Collection4.0 star property
Historic Seaport, 0.5 km from Truman Annex
9.0 out of 10, Wonderful, (295)
9.0/10
Wonderful
(295)
The price is $356
$356
$434 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Lighthouse Hotel - Key West Historic Inns
Lighthouse Hotel - Key West Historic Inns3.5 star property
Bahama Village, 0.7 km from Truman Annex
9.0 out of 10, Wonderful, (849)
9.0/10
Wonderful
(849)
The price is $278
$278
$364 total
includes taxes & fees
Dec 23 - Dec 24
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly3.5 star property
Old Town Key West, 1.4 km from Truman Annex
9.8 out of 10, Exceptional, (134)
9.8/10
Exceptional
(134)
The price is $409
$409
$507 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Almond Tree Inn Hotel - Adults Only
Almond Tree Inn Hotel - Adults Only3.5 star property
Downtown Key West, 0.9 km from Truman Annex
10.0 out of 10, Exceptional, (1002)
10/10
Exceptional
(1002)
The price is $362
$362
$407 total
includes taxes & fees
Dec 23 - Dec 24
9.8 out of 10, Exceptional, (1001)
9.8/10
Exceptional
(1001)
The price is $483
$483
$543 total
includes taxes & fees
Dec 25 - Dec 26
H2O Suites - Adults Only
H2O Suites - Adults Only3.5 star property
Uptown - Upper Duval, 1.2 km from Truman Annex
9.8 out of 10, Exceptional, (582)
9.8/10
Exceptional
(582)
The price is $439
$439
$561 total
includes taxes & fees
Dec 23 - Dec 24
Pier House Resort & Spa
Pier House Resort & Spa4.0 star property
Historic Seaport, 0.7 km from Truman Annex
9.0 out of 10, Wonderful, (1007)
9.0/10
Wonderful
(1007)
The price is $391
$391
$505 total
includes taxes & fees
Dec 23 - Dec 24
Hyatt Centric Key West Resort and Spa
Hyatt Centric Key West Resort and Spa4.0 star property
Historic Seaport, 0.9 km from Truman Annex
9.0 out of 10, Wonderful, (1001)
9.0/10
Wonderful
(1001)
The price is $402
$402
$517 total
includes taxes & fees
Dec 23 - Dec 24
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.
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.
When is the best time to visit Truman Annex?
When is the best time to visit Truman Annex?Our prices for hotels in Truman Annex are cheapest in September
When is the best time to visit Truman Annex?
When is the best time to visit Truman Annex?
Our prices for hotels in Truman Annex are cheapest in September
Price trends for hotels in Truman Annex
Pricing is based on two traveler single night rates
Currently viewing crowd sizes and weather for December.
Typical weather for Key West
December
High crowds
High 24°C / low 22°C. Sunny most days.
View properties in December 24°
December, High crowds, average high temperature 24 degrees Celsius, average low temperature 22 degrees Celsius. Sunny most days.
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January, Low crowds, average high temperature 23 degrees Celsius, average low temperature 21 degrees Celsius. Sunny most days.
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February, Moderate crowds, average high temperature 23 degrees Celsius, average low temperature 21 degrees Celsius. Sunny most days.
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March, High crowds, average high temperature 24 degrees Celsius, average low temperature 22 degrees Celsius. Sunny most days.
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April, Moderate crowds, average high temperature 26 degrees Celsius, average low temperature 24 degrees Celsius. Sunny most days.
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May, High crowds, average high temperature 27 degrees Celsius, average low temperature 26 degrees Celsius. Sunny most days.
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June, Moderate crowds, average high temperature 29 degrees Celsius, average low temperature 27 degrees Celsius. Sunny most days.
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July, High crowds, average high temperature 29 degrees Celsius, average low temperature 28 degrees Celsius. Sunny most days.
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August, Moderate crowds, average high temperature 30 degrees Celsius, average low temperature 28 degrees Celsius. Sunny most days.
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September, Low crowds, average high temperature 29 degrees Celsius, average low temperature 28 degrees Celsius. Sunny most days.
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28°
October, Low crowds, average high temperature 28 degrees Celsius, average low temperature 27 degrees Celsius. Sunny most days.
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26°
November, Low crowds, average high temperature 26 degrees Celsius, average low temperature 24 degrees Celsius. Sunny most days.
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Monthly weather averages (˚C)
Top landmarks in Truman Annex
Photo by Gregg Tobias
Open Photo by Gregg Tobias
Mel Fisher Maritime Museum
Mel Fisher Maritime Museum is just one of the attractions in Old Town Key West, Key West so you might want to stop by during your trip. Why not take a stroll along the beaches and watch the sunset while you're here? If you want to experience more of the culture Key West has to offer, head to Audubon House and Tropical Gardens, Key West Shipwreck Museum, and Harry S. Truman Little White House.
Key West Museum of Art and History
Key West Museum of Art and History is just one of the attractions in Old Town Key West, Key West so you might want to stop by during your trip. Why not take a stroll along the beaches and watch the sunset while you're here? If you want to experience more of the culture Key West has to offer, head to Audubon House and Tropical Gardens, Key West Shipwreck Museum, and Harry S. Truman Little White House.
USCGC Ingham Maritime Museum
USCGC Ingham Maritime Museum is just one of the attractions in Old Town Key West, Key West so you might want to stop by during your trip. If you want to experience more of the culture Key West has to offer, head to Florida Keys Eco - Discovery Center, Florida Keys National Marine Sanctuary, and Fort Zachary Taylor Historic State Park.
Roy John-Karl Gallery
If you like art, you might want to browse the collections at Roy John-Karl Gallery in Key West Historic District. Why not take a stroll along the beaches and watch the sunset while you're here? If you want to see more of the art galleries in Key West, you can easily walk to Museum of Art & History at the Custom House or Key West Museum of Art and History.
Check out reviews of Truman Annex hotels guests love
Southernmost Beach Resort and Guesthouses
10/10 Excellent
"Great Stay!"
Havana Cabana at Key West
10/10 Excellent
"Enjoyed stay, friendly staff and good shuttle bus"
Margaritaville Beach House Key West
10/10 Excellent
"VERY GOOD"
La Concha Key West, Autograph Collection
10/10 Excellent
"Very nice staff! Clean hotel! "
Hilton Garden Inn Key West / The Keys Collection
10/10 Excellent
"The front desk staff was amazing. The hotel is clean and in a wonderful location. They offer a free shuttle to the main area near Duval Street which is super convenient. We would definitely stay here again.
Oh and we were here celebrating my birthday and they left us a bottle of champagne and a cute card in our room, it totally made my day. "
Pier House Resort & Spa
10/10 Excellent
"All of the staff were nice and smiling and helped me out when I checked in. "
Blue Flamingo Resort Key West
10/10 Excellent
"This is the excellent hotel. The best most impressive hotel stay I have ever been to. It’s top clean. Wifi is super fast. Lots of charging outlet. Bath is super clean and shining. Resort has a lot of fun. "
Oceans Edge Key West Resort, Hotel & Marina
10/10 Excellent
"really good "
Fairfield Inn and Suites by Marriott Key West
10/10 Excellent
"I stay here almost exclusively on my annual visits to Key West. Staff is always super helpful, courteous & polite. The "Venetian" pool is so impressive with its design & the shell fountains, plus the surrounding outdoor bar & breakfast buffet area is has a super local/island feel. The rooms are always in great condition, very clean & well stocked. I love how the hotel is elevated so there are so many parking spots underneath to provide cover. The continental breakfast is fantastic! I'll be back in 2026 guaranteed! "
Find out more about Truman Annex