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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 ...
Good location but you need uber.

Reviewed on May 3, 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 25 to May 26
$245 total
May 25 - May 26
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 ...
Excelente location , super cute and clean

Reviewed on May 2, 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
$268 nightly
The price is $302 total per night from May 26 to May 27
$302 total
May 26 - May 27
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 ...
Breakfast was great. Check in was easy. Pool was refreshing.

Reviewed on May 3, 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
$312 nightly
The price is $352 total per night from May 25 to May 26
$352 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 ...
My husband and I woke up with bed bug bites and the air conditioner was not functioning properly the last night of our visit. This was not the room that was shown on your website - we did not have a partial island view. The hallway was open to the beach all day and all night. We were surprised when ...

Reviewed on May 3, 2026

Opens in a new windowSouthernmost Beach Resort and Guesthouses
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
$412 nightly
The price is $463 total per night from May 21 to May 22
$463 total
May 21 - May 22
Total with taxes and fees
An outdoor pool, self parking, and concierge services are featured at this hotel. WiFi in public areas is free.
No breackfast Only ameanity was the pool and I was charge 100 dollars extra after checked in

Reviewed on Apr 26, 2026

Opens in a new windowHyatt Vacation Club at Sunset Harbor, Key West
Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$234 nightly
The price is $263 total per night from May 11 to May 12
$263 total
May 11 - May 12
Total with taxes and fees
This smoke-free hotel features a private beach, a marina, and 2 restaurants. Enjoy a day at the beach kayaking, or relax with sun loungers. Unwind with a drink ...
No working elevator all week- No cleaning service - had to pay extra for a cleaning No carts to take luggage to and from room Front desk curious and responsive however Hands tied Spent week at hospital with brother — very bad trip and stressful stay!!!

Reviewed on May 2, 2026

Opens in a new windowBeachside Resort & Residences
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
$202 nightly
The price is $227 total per night from May 25 to May 26
$227 total
May 25 - May 26
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 ...
OUTSTANDING!! I had stayed here for 3weeks back in February on a work trip and they were Fantastic!! So, I notified management that I was coming back for my 33rd Wedding Anniversity and when we arrived there were Red Roses, Balloons and Champagne and the same room that i was in prior was waiting ...

Reviewed on May 4, 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
$373 nightly
The price is $420 total per night from May 13 to May 14
$420 total
May 13 - May 14
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 Best Hotel in Key West 10 stars!!!!

Reviewed on Apr 29, 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
$177 nightly
The price is $199 total per night from May 10 to May 11
$199 total
May 10 - May 11
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 ...
Didnt visit the bar. Breakfast ok

Reviewed on May 3, 2026

Opens in a new windowHilton Garden Inn Key West / The Keys Collection
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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

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