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Top hotels in Truman Annex

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4 out of 5
7001 Shrimp Road Key West FL
Fully refundableReserve now, pay when you stay
$182 nightly
The price is $205 total per night from Dec 7 to Dec 8
$205 total
Dec 7 - Dec 8
Total with taxes and fees
A marina, 2 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. Traveling for business? Take advantage of the free WiFi in public areas, ...
Great Hotel will, clean, great staff, wonderful view in the am. The shuttle service to downtown Key West is the a game changer. Will repeat again.

Reviewed on Nov 26, 2025

Opens in a new windowThe Perry Hotel & Marina Key West
Weatherstation Inn

Weatherstation Inn

2.5 out of 5
57 Front St Key West FL
Fully refundableReserve now, pay when you stay
$219 nightly
The price is $246 total per night from Dec 1 to Dec 2
$246 total
Dec 1 - Dec 2
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 ...
Very nice Inn, very walkable.

Reviewed on Nov 28, 2025

Opens in a new windowWeatherstation Inn
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
$202 nightly
The price is $227 total per night from Dec 1 to Dec 2
$227 total
Dec 1 - Dec 2
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. ...
Nice resort. Good food. Nice pool. Friendly staff.

Reviewed on Nov 27, 2025

Opens in a new windowOceans Edge Key West Resort, Hotel & Marina
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
$195 nightly
The price is $219 total per night from Dec 1 to Dec 2
$219 total
Dec 1 - Dec 2
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 ...
Clean and spacious room. Comfortable bed.

Reviewed on Nov 27, 2025

Opens in a new windowBeachside Resort & Residences
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
$227 nightly
The price is $255 total per night from Dec 2 to Dec 3
$255 total
Dec 2 - Dec 3
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 ...
Another great stay at the Southernmost. Staff is great. Entertainment at pools are enjoyable. This is our 5 th stay there and have found a few minor glitches this time. None of them are serious enough to complain or change my mind about a return. There was no longer a staff member on South Beach ...

Reviewed on Nov 29, 2025

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
$254 nightly
The price is $286 total per night from Dec 16 to Dec 17
$286 total
Dec 16 - Dec 17
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 ...
Property was very clean and maintained. The restaurant and bars offered great drinks and food, room service was also very nice to have. Access to the nicest beach on key west was perfect. Far enough out of town yet close enough to get into the nightlife. Would definitely stay again.

Reviewed on Nov 19, 2025

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
Fully refundableReserve now, pay when you stay
$268 nightly
The price is $301 total per night from Dec 8 to Dec 9
$301 total
Dec 8 - Dec 9
Total with taxes and fees
An outdoor pool, self parking, and concierge services are featured at this apartment. WiFi in public areas is free.
Spacious suite fully furnished and equipped. Spectacular view and great location

Reviewed on Nov 19, 2025

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
$145 nightly
The price is $164 total per night from Dec 1 to Dec 2
$164 total
Dec 1 - Dec 2
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 ...
Enjoyed the resort. Oven and laundry are missing which is bit inconvenient. Overall our family enjoyed.

Reviewed on Nov 28, 2025

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
$154 nightly
The price is $173 total per night from Dec 15 to Dec 16
$173 total
Dec 15 - Dec 16
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 ...
I like that they had a shuttle that picked us up from the airport and took us back to the airport. It also took us to Duval Street. And I like that it ran until 11 p.m. The staff was very nice. Joseph at the front desk was very friendly and helpful. And the shuttle drivers Miguel and innocent were ...

Reviewed on Nov 26, 2025

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