Find a Hotel in Truman Annex

Start date: Check-in selected.
To Date
End date: Check-out

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
Amenities
Amenities
Accessibility
Accessibility

Top hotels in Truman Annex

Weatherstation Inn

Weatherstation Inn

2.5 out of 5
57 Front St Key West FL
$300 nightly
The price is $338 total per night from Feb 10 to Feb 11
$338 total
Feb 10 - Feb 11
Total with taxes and fees
An outdoor pool, free self parking, and concierge services are featured at this bed & breakfast. Guests will appreciate free perks like continental breakfast ...
The location was great, and a quiet neighborhood, but near to everything we wanted to see in Key West.

Reviewed on Jan 28, 2026

Opens in a new windowWeatherstation Inn
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

4 out of 5
2801 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$410 nightly
The price is $461 total per night from Feb 9 to Feb 10
$461 total
Feb 9 - Feb 10
Total with taxes and fees
This smoke-free hotel features 4 outdoor pools, a gym, and a restaurant. Traveling on business? Take advantage of the business center, free WiFi in public areas, ...
Free shuttle. Cleanliness. Staff

Reviewed on Feb 5, 2026

Opens in a new windowParrot Key Hotel & Villas
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue Key West FL
Fully refundableReserve now, pay when you stay
$418 nightly
The price is $471 total per night from Feb 9 to Feb 10
$471 total
Feb 9 - Feb 10
Total with taxes and fees
A marina, 6 outdoor pools, and a 24-hour gym are all featured at this smoke-free hotel. Business travelers can take advantage of the free WiFi in public areas. ...
Good location and service

Reviewed on Feb 1, 2026

Opens in a new windowOceans Edge Key West Resort, Hotel & Marina
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Fully refundable
$530 nightly
The price is $596 total per night from Feb 8 to Feb 9
$596 total
Feb 8 - Feb 9
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 ...
Great location with beautiful ocean views. Clean and comfortable rooms and friendly staff. 3 pools to choose from but we spent all of our time at the Shore pool right next to the beach. Can’t wait to visit them again!

Reviewed on Feb 2, 2026

Opens in a new windowSouthernmost Beach Resort and Guesthouses
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
$417 nightly
The price is $469 total per night from Feb 9 to Feb 10
$469 total
Feb 9 - Feb 10
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 ...
Location was close to the airport and close to the beach and an uber away from downtown. The beach was clean and beautiful. The resort does offer shuttles to downtown but we just couldn't coordinate timing. The resort pool, grounds and restaurant were excellent. We stayed in the 2 bedroom suite. ...

Reviewed on Feb 4, 2026

Opens in a new windowMargaritaville Beach House Key West
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
$405 nightly
The price is $455 total per night from Feb 7 to Feb 8
$455 total
Feb 7 - Feb 8
Total with taxes and fees
An outdoor pool, self parking, and concierge services are featured at this hotel. WiFi in public areas is free.
Highly recommend! Wonderful apartments, clean, well equipped and family friendly.

Reviewed on Jan 29, 2026

Opens in a new windowHyatt Vacation Club at Sunset Harbor, Key West
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
3101 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$380 nightly
The price is $428 total per night from Feb 8 to Feb 9
$428 total
Feb 8 - Feb 9
Total with taxes and fees
This Art Deco hotel features a private beach, a marina, and a restaurant. Enjoy a day at the beach kayaking, or relax with sun loungers. Enjoy the outdoor pool ...
Everything was fantastic

Reviewed on Feb 1, 2026

Opens in a new windowIbis Bay Beach Resort
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
$418 nightly
The price is $470 total per night from Feb 8 to Feb 9
$470 total
Feb 8 - Feb 9
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 an arcade/game room, and families will appreciate ...
Staff was excellent! We enjoyed the pool and especially the complimentary shuttle downtown.

Reviewed on Feb 1, 2026

Opens in a new windowBlue Flamingo Resort Key West
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

4 out of 5
3990 S Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$379 nightly
The price is $426 total per night from Feb 8 to Feb 9
$426 total
Feb 8 - Feb 9
Total with taxes and fees
This resort features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public ...
Clean room and very nice staff. No complaints! We will be back!

Reviewed on Jan 31, 2026

Opens in a new windowDoubleTree Resort by Hilton Grand Key - Key West
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