Find a Hotel in Truman Annex

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Filter by

Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Neighborhood
Neighborhood
Traveler experience
Traveler experience
Popular locations
Popular locations
Meal plans available
Meal plans available
Property amenities
Property amenities
Accessibility
Accessibility

Top hotels in Truman Annex

The Laureate Key West

The Laureate Key West

3.5 out of 5
3444 N Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$184 nightly
The price is $207 total per night from May 25 to May 26
$207 total
May 25 - May 26
Total with taxes and fees
This hotel features an outdoor pool and an indoor pool. If you want to take your pet along, this pet-friendly property offers everything you'll need for your ...
I had heard about this amazing hotel form a coworker who raved about The Laureate Hotel so I had to inquire. Boy was I absolutely satisfied. I came for my boyfriend’s birthday to get away and relax. From the helpful staff and efficient check in process I was sure to have an amazing experience. The ...

Reviewed on May 8, 2026

Opens in a new windowThe Laureate Key West
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
3420 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$218 nightly
The price is $245 total per night from May 31 to Jun 1
$245 total
May 31 - Jun 1
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Enjoy the hot tub ...
Extremely clean. Only 2 floors so it’s not a big hotel but the room was spacious for my husband and I. Pool area was nice also.

Reviewed on May 11, 2026

Opens in a new windowHavana Cabana at Key West
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$228 nightly
The price is $256 total per night from Jun 8 to Jun 9
$256 total
Jun 8 - Jun 9
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. If you want to take your pet along, this pet-friendly property offers everything you'll ...
Staff was very helpful with all our needs. I would only recommend that the hot tub had hot water. It was cold and the jets were weak. Otherwise it was a perfect spot for us. We will be back.

Reviewed on May 7, 2026

Opens in a new windowMargaritaville Beach House Key West
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Fully refundable
$283 nightly
The price is $319 total per night from May 25 to May 26
$319 total
May 25 - May 26
Total with taxes and fees
This hotel features a full-service spa, 3 outdoor pools, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Traveling ...
Walkable, clean, nice beach area.

Reviewed on May 10, 2026

Opens in a new windowSouthernmost Beach Resort and Guesthouses
La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection

4 out of 5
430 Duval St Key West FL
Fully refundableReserve now, pay when you stay
$259 nightly
The price is $291 total per night from May 25 to May 26
$291 total
May 25 - May 26
Total with taxes and fees
This smoke-free hotel includes 3 restaurants, an outdoor pool, and a 24-hour gym. Traveling on business? Take advantage of the free WiFi in public areas, express ...
I do not get breakfast

Reviewed on May 10, 2026

Opens in a new windowLa Concha Key West, Autograph Collection
Hyatt Vacation Club at Sunset Harbor, Key West

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 out of 5
200 Sunset Lane Key West FL
Fully refundable
$313 nightly
The price is $352 total per night from Jun 10 to Jun 11
$352 total
Jun 10 - Jun 11
Total with taxes and fees
An outdoor pool, self parking, and concierge services are featured at this hotel. WiFi in public areas is free.
Stayed in a one bedroom unit. Good size kitchen/living room, however bathroom was tiny. Bedroom was ok.. lots of closet/storage, however bed could have been bigger. Location was awesome… just a couple blocks to everything!

Reviewed on May 6, 2026

Opens in a new windowHyatt Vacation Club at Sunset Harbor, Key West
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$203 nightly
The price is $228 total per night from Jun 11 to Jun 12
$228 total
Jun 11 - Jun 12
Total with taxes and fees
This hotel features 2 restaurants, 2 outdoor pools, and a 24-hour gym. There's fun for all ages with mini golf and a playground, and families will appreciate ...
Everything was nice, we enjoyed our stay!

Reviewed on May 10, 2026

Opens in a new windowBlue Flamingo Resort Key West
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

4 out of 5
1500 Reynolds Street Key West FL
Fully refundableReserve now, pay when you stay
$349 nightly
The price is $392 total per night from May 25 to May 26
$392 total
May 25 - May 26
Total with taxes and fees
A private beach, a full-service spa, and 2 outdoor pools are all featured at this smoke-free resort. Relax with sun loungers and beach umbrellas, and cool off ...
The “private beach” was unclean and small. The public beach was better and cleaner. Nothing to do around the area. The room we got did not had beach view. When asked for it they told us that because the bought via Expedia, that they can not move us to a beach view. I’m realizing that they treat people ...

Reviewed on May 10, 2026

Opens in a new windowCasa Marina Key West, Curio Collection by Hilton
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

3.5 out of 5
3850 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$169 nightly
The price is $190 total per night from May 25 to May 26
$190 total
May 25 - May 26
Total with taxes and fees
This smoke-free hotel includes 2 restaurants, an outdoor pool, and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public ...
We had an absolutely wonderful stay at the Hilton Garden Inn Key West / The Keys Collection. The property was clean, comfortable, and had such a relaxing resort-style atmosphere, especially around the pool area. The shuttle service to Old Town made exploring incredibly easy, and the staff was friendly ...

Reviewed on May 8, 2026

Opens in a new windowHilton Garden Inn Key West / The Keys Collection
Don't see what you're looking for?
See all available properties in Truman Annex
View all properties
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.

Truman Annex Hotel Guide

Don’t keep your travel plans on repeat year after year. The same city with the same hotel every season will bore you and give you an itch to go looking for something new. Expand your geographical horizons to more than just those five blocks around your usual haunt.

Nowhere else can you find better deals on Truman Annex area hotels. You’ll find the best prices on the quirky, the haunted, the old, the new, and the legendary. If you’re wondering what side of the pricing scale some of these hotels fall on, you need not to worry. Compare cheap hotels near Truman Annex to find the perfect one to will fit your budget.

Leave the ordinary routine you’re set on behind and go. Go anywhere you want. Anywhere that makes you think, “I wonder what that’s like?” Part of Travelocity’s mission is to get you off-the-beaten path and the hotels near Truman Annex are perfect for that. Find your new favorite watering hole on a quiet street. Discover a place to escape for the weekend with tasty local fare and unique sights. We want you to consider the places outside your normal comfort zone. Browse our selection and find the ideal hotel, in a place you’d like to explore.

Recent Truman Annex hotel reviews by fellow wanderers

Explore More Ways to Travel with Travelocity