Truman Annex

Key West

Harry S. Truman Little White House showing a garden, heritage elements and a house
Harry S. Truman Little White House showing a house and cycling
Jackson Square featuring signage and art
Harry S. Truman Little White House which includes a garden and a house
Jackson Square showing an administrative buidling and heritage architecture

Top hotels in Truman Annex

Weatherstation Inn

Weatherstation Inn

2.5 out of 5
57 Front St, Key West, FL
The price is P9,827 per night from Sep 29 to Sep 30
P9,827
P11,055 total
Sep 29 - Sep 30
includes taxes & fees
Book a stay at this boutique B&B in Key West. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our ...
9.2/10 Wonderful! (957 reviews)
Beautiful Key West location
"Amazing stay at Weatherstation Inn. Perfect location in beautiful Truman Annex neighborhood. Short walk to historic Key West Duvall st, Mallory Square, and harbor."

Reviewed on Sep 22, 2025

Weatherstation Inn
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
Stay at this 3.5-star eco-certified apartment in Key West. Enjoy free WiFi, parking (surcharge), and concierge services. Popular attractions Duval Street and ...
8.4/10 Very Good! (314 reviews)
"Good location"

Reviewed on Sep 9, 2025

Get rates
Hyatt Vacation Club at Sunset Harbor, Key West
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard, Key West, FL
The price is P10,816 per night from Oct 27 to Oct 28
P10,816
P15,822 total
Oct 27 - Oct 28
includes taxes & fees
Stay at this 4-star beach hotel in Key West. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the pool and the restaurant ...
8.6/10 Excellent! (1,789 reviews)
"GOL"

Reviewed on Sep 20, 2025

Margaritaville Beach House Key West
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue, Key West, FL
The price is P10,904 per night from Sep 29 to Sep 30
P10,904
P15,660 total
Sep 29 - Sep 30
includes taxes & fees
Stay at this 4-star luxury hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the restaurant in our reviews. Popular ...
8.8/10 Excellent! (1,733 reviews)
"Quiet environment, staff was super helpful and restaurant had great food."

Reviewed on Sep 23, 2025

Oceans 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
The price is P9,854 per night from Oct 29 to Oct 30
P9,854
P15,010 total
Oct 29 - Oct 30
includes taxes & fees
Stay at this 4-star beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the bar in our reviews. ...
8.6/10 Excellent! (2,772 reviews)
"Southernmost resort was wonderful! On the quiet end of duval street but all the action is just a short walk away. The food and drinks at the beach cafe were delicious as well. We ordered the nachos multiple times. You have it all there beach pool dining etc. we will be back."

Reviewed on Sep 23, 2025

Southernmost Beach Resort and Guesthouses
Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd, Key West, FL
The price is P5,505 per night from Sep 29 to Sep 30
P5,505
P9,137 total
Sep 29 - Sep 30
includes taxes & fees
Stay at this 3.5-star beach hotel in Key West. Enjoy free WiFi, 2 restaurants, and a private beach. Our guests praise the pool and the helpful staff in our reviews. ...
8.4/10 Very Good! (1,545 reviews)
"Beachside with beautiful pool that looks out on the ocean. Food and drink served right at the pool, hot tub or beach. Very clean rooms and parking close to every room. This is an amazing resort to choose for your stay in key west!"

Reviewed on Sep 22, 2025

Beachside Resort & Residences
See all 2,789 properties in Truman Annex
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.

Other neighbourhoods around Truman Annex

Default Image

Historic Seaport

While visiting Historic Seaport, you might make a stop by sights like Duval Street and Audubon House and Tropical Gardens.

Historic Seaport
Harry S. Truman Little White House showing a house and cycling

Bahama Village

Bahama Village is noteworthy for its historic sites, and you can make a stop at top attractions like Duval Street and Key West Lighthouse and Keeper's Quarters Museum.

Bahama Village
Default Image

Downtown Key West

If you're spending some time in Downtown Key West, Duval Street and Ernest Hemingway Home and Museum are top sights worth seeing.

Downtown Key West
Default Image

Key West Historic District

Travelers to Key West Historic District praise its fantastic nightlife. If you've got some more time to explore, be sure to make a stop by Duval Street and Saint Mary Star of the Sea.

Key West Historic District
Default Image

Sunset Key

Though Sunset Key might not have many top sights, you can venture to the surrounding area to see attractions like Duval Street and Mallory Square.

Sunset Key
Key West Butterfly and Nature Conservatory featuring flowers, animals and zoo animals

Uptown - Upper Duval

If you're spending some time in Uptown - Upper Duval, Duval Street and Key West Butterfly and Nature Conservatory are top sights worth seeing.

Uptown - Upper Duval

Truman Annex