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Top hotels in Truman Annex

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
$406 nightly
The price is $457 total per night from Mar 9 to Mar 10
$457 total
Mar 9 - Mar 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. ...
Room was beautiful and very clean. Concierge so very helpful. The property is relaxing and the view is beautiful

Reviewed on Feb 9, 2026

Opens in a new windowOceans Edge Key West Resort, Hotel & Marina
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
$403 nightly
The price is $453 total per night from Feb 12 to Feb 13
$453 total
Feb 12 - Feb 13
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, ...
The room was lovely very spacious and beautiful but when only staying for one night all the extra fees were a bit much. $30 for parking is a little steep and I had to use valet when in reality there was parking right out front of my door that would have made self parking much easier. I also felt ...

Reviewed on Feb 11, 2026

Opens in a new windowParrot Key Hotel & Villas
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

4 out of 5
601 Front St Key West FL
Fully refundableReserve now, pay when you stay
$527 nightly
The price is $593 total per night from Feb 23 to Feb 24
$593 total
Feb 23 - Feb 24
Total with taxes and fees
This smoke-free resort features a full-service spa, a marina, and a restaurant. Enjoy the outdoor pool and perks like free WiFi. Enjoy the 24-hour gym and unwind ...
Clean, spacious room and amazing staff

Reviewed on Feb 4, 2026

Opens in a new windowHyatt Centric Key West Resort and Spa
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
3420 N. Roosevelt Blvd Key West FL
$420 nightly
The price is $473 total per night from Mar 10 to Mar 11
$473 total
Mar 10 - Mar 11
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 ...
Shuttle was awesome, no elevator but front desk was helpful.

Reviewed on Feb 11, 2026

Opens in a new windowHavana Cabana at 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
An outdoor pool, self parking, and concierge services are featured at this hotel. WiFi in public areas is free.
Perfectly clean! They also allowed us a bit of an early checkin which really helped!

Reviewed on Feb 7, 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
$478 nightly
The price is $538 total per night from Mar 12 to Mar 13
$538 total
Mar 12 - Mar 13
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 ...
Everything was great. One small complaint is that I thought the pool was heated but it was not. Still had a great time and will definitely stay again!

Reviewed on Feb 10, 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
$434 nightly
The price is $488 total per night from Mar 10 to Mar 11
$488 total
Mar 10 - Mar 11
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 ...
Impressive.

Reviewed on Feb 11, 2026

Opens in a new windowDoubleTree Resort by Hilton Grand Key - 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
$413 nightly
The price is $465 total per night from Mar 2 to Mar 3
$465 total
Mar 2 - Mar 3
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 ...
All you need in a room. I’d suggest to turn the a/c down overnight because it resets loudly often overnight.

Reviewed on Feb 11, 2026

Opens in a new windowIbis Bay Beach Resort
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Fully refundable
$624 nightly
The price is $702 total per night from Mar 12 to Mar 13
$702 total
Mar 12 - Mar 13
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 ...
Opens in a new windowSouthernmost Beach Resort and Guesthouses
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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.

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