Truman Annex Travel Guide

Key West

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

Popular places to visit

Things to do


Top hotels in Truman Annex

Weatherstation Inn

Weatherstation Inn

2.5 out of 5
57 Front St, Key West, FL
The price is ฿5,504 per night from 24 Aug to 25 Aug
฿5,504
฿6,192 total
24 Aug - 25 Aug
includes taxes & fees
Stay at this boutique B&B in Key West. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms in their reviews. ...
9.2/10 Wonderful! (947 reviews)
nice property
"nice property with friendly staff in a beautiful, off-the-beaten-path location. will definitely stay again."

Reviewed on 7 Aug 2025

Weatherstation Inn
Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd, Key West, FL
The price is ฿4,074 per night from 26 Aug to 27 Aug
฿4,074
฿6,233 total
26 Aug - 27 Aug
includes taxes & fees
Stay at this 3.5-star beach hotel in Key West. Enjoy free Wi-Fi, 2 restaurants and a private beach. Our guests praise the pool and the helpful staff in their ...
8.4/10 Very Good! (1,468 reviews)
gorgeous view
"It was so nice—we ended up with a gorgeous view."

Reviewed on 18 Aug 2025

Beachside Resort & Residences
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
The price is ฿3,294 per night from 1 Sept to 2 Sept
฿3,294
฿4,622 total
1 Sept - 2 Sept
includes taxes & fees
Stay at this business-friendly hotel in Key West. Enjoy 2 restaurants, breakfast (surcharge) and a free local area shuttle. Our guests praise the pool and the ...
7.8/10 Good! (1,069 reviews)
"Most excellent facility with very accommodating staff."

Reviewed on 18 Aug 2025

Hilton Garden Inn Key West / The Keys Collection
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard, Key West, FL
The price is ฿3,862 per night from 21 Sept to 22 Sept
฿3,862
฿6,176 total
21 Sept - 22 Sept
includes taxes & fees
Stay at this 4-star eco-certified hotel in Key West. Enjoy free Wi-Fi, 2 outdoor pools and 2 restaurants. Our guests praise the pool and the helpful staff in ...
7.8/10 Good! (1,550 reviews)
"Good for the price! Cleanliness can improve, when we complained about the cleaning our room we were promptly moved rooms and were very satisfied. Breakfast situation is a bit off, way overpriced for the portion, prepaid breakfast for the room but only offered one complimentary plate? Literally the ..."

Reviewed on 19 Aug 2025

Blue Flamingo Resort 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 ฿5,829 per night from 4 Sept to 5 Sept
฿5,829
฿8,602 total
4 Sept - 5 Sept
includes taxes & fees
Stay at this 4-star beach hotel in Key West. Enjoy breakfast (surcharge), room service and a 24-hour fitness centre. Our guests praise the pool and the restaurant ...
8.6/10 Excellent! (1,774 reviews)
"Honestly the best resort to stay in Key West. We stay here every time we drive down for the weekend. Worth every penny and would highly recommend, especially staying in a one bedroom suite. The grounds are gorgeous and well kept, right across the street from one of the best beaches. Free parking, ..."

Reviewed on 18 Aug 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 ฿5,462 per night from 2 Sept to 3 Sept
฿5,462
฿8,038 total
2 Sept - 3 Sept
includes taxes & fees
Stay at this 4-star luxury hotel in Key West. Enjoy free Wi-Fi, 6 outdoor pools and a marina. Our guests praise the pool and the restaurant in their reviews. ...
8.8/10 Excellent! (1,716 reviews)
"I loved everything about this resort. So clean and easy to navigate our way around. Transportation offered worked well for us."

Reviewed on 18 Aug 2025

Oceans Edge Key West Resort, Hotel & Marina
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

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Historic Seaport

If you're spending some time in Historic Seaport, Duval Street and Audubon House and Tropical Gardens are top sights worth seeing.

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

Bahama Village

5/5(1 area review)

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

Bahama Village
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Downtown Key West

While visiting Downtown Key West, you might make a stop by sights like Duval Street and Ernest Hemingway Home and Museum.

Downtown Key West
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Key West Historic District

4.5/5(66 area reviews)

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

Key West Historic District
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Sunset Key

If you're looking for some top things to see and do in Sunset Key and surrounding area, you can visit Duval Street and Mallory Square.

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