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Top hotels in Truman Annex

Weatherstation Inn

Weatherstation Inn

2.5 out of 5
57 Front St Key West FL
Fully refundableReserve now, pay when you stay
$169 nightly
The price is $190 total per night from Sep 8 to Sep 9
$190 total
Sep 8 - Sep 9
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 self-serve breakfast ...
"Awesome spot"

Reviewed on Sep 7, 2026

Opens in a new windowWeatherstation Inn
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
$156 nightly
The price is $175 total per night from Oct 1 to Oct 2
$175 total
Oct 1 - Oct 2
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 ...
"Good hotel for family trips. Pool excellent and the rooms good comfy beds no elevators to 2nd floor."

Reviewed on Sep 7, 2026

Opens in a new windowHavana Cabana at Key West
Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
1 Duval St Key West FL
Fully refundableReserve now, pay when you stay
$323 nightly
The price is $363 total per night from Sep 14 to Sep 15
$363 total
Sep 14 - Sep 15
Total with taxes and fees
This smoke-free resort features a private beach, a full-service spa, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. ...
"We loved this place and would stay here again. The staff were amazing. The rooms were clean. The shower was fantastic! The private beach was a plus. I only knocked off one star because there’s not really a good place to get coffee in the morning at the resort and the coffee fixings in the room were ..."

Reviewed on Sep 7, 2026

Opens in a new windowPier House Resort & Spa
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$234 nightly
The price is $263 total per night from Sep 20 to Sep 21
$263 total
Sep 20 - Sep 21
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the 24-hour gym and perks like a free airport shuttle. You'll appreciate the hot tub, ...
"We stayed at Margaritaville Beach House Key West to celebrate my daughter’s birthday after having a great experience at Margaritaville Hollywood Beach last year. Unfortunately, the difference was huge. The room was okay, but it was at the back of the property, making it a long walk to the pool and ..."

Reviewed on Sep 7, 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
$230 nightly
The price is $259 total per night from Sep 28 to Sep 29
$259 total
Sep 28 - Sep 29
Total with taxes and fees
An outdoor pool, self parking, and concierge services are featured at this hotel. WiFi in public areas is free.
"Room was great for long stays and families. A little outdated but the location was amazing! Easy walk to Mallory square and Duval street. Only complaint is a rooster waking us at 5 am but that’s Key West!"

Reviewed on Sep 6, 2026

Opens in a new windowHyatt Vacation Club at Sunset Harbor, Key West
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
$210 nightly
The price is $237 total per night from Sep 13 to Sep 14
$237 total
Sep 13 - Sep 14
Total with taxes and fees
A full-service spa, 3 outdoor pools, and a restaurant are all featured at this hotel. Traveling on business? Take advantage of the 2 conference rooms, along ...
"This was a first trip to the keys and the southernmost resort was highly recommended by friends and internet....and it definitely held up to expectations! From to the room to the pools/bars everything was great! Can't wait to plan our next trip. Highly recommend the sandbar excursion for any first ..."

Reviewed on Sep 7, 2026

Opens in a new windowSouthernmost Beach Resort and Guesthouses
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
$188 nightly
The price is $212 total per night from Sep 10 to Sep 11
$212 total
Sep 10 - Sep 11
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 ...
"The rooms and the location are nice, but do not expect a private beach access even if advertised. The beach is tiny, the rest has sand on it but isn't a beach. The elevator was out of service. The exhaust fan was broken, the toilet clogged, and the drier was making a very loud noise and wasnt working ..."

Reviewed on Sep 7, 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
$160 nightly
The price is $180 total per night from Sep 8 to Sep 9
$180 total
Sep 8 - Sep 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 a playground, and families will appreciate ...
"The entire staff was friendly, attentive and helpful at all times. Everything was clean and organized. The location was great with easy access to beaches and downtown. We really enjoyed our stay and will visit again in the future."

Reviewed on Sep 7, 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
$272 nightly
The price is $306 total per night from Sep 14 to Sep 15
$306 total
Sep 14 - Sep 15
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 ...
"Awesome"

Reviewed on Sep 7, 2026

Opens in a new windowCasa Marina Key West, Curio Collection by Hilton
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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

Beachside Resort & Residences

Beachside Resort & Residences

5 out of 5
Posted 1 hour ago
Travelocity Verified Review
"The best place i have been in Naples so far. Far way better than hilton properties. Will definitely go back"
A verified traveler stayed at Beachside Resort & Residences
Beachside Resort & Residences

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