Hotels in Truman Annex, Key West

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Best hotels in Truman Annex (Key West)

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R1 509 - R21 298R21 298 - R41 088R41 088 - R60 877R60 877 - R80 666R80 666+ per night

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Most recommended Truman Annex hotels

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Sunset Key Cottages - Key West - Building
Sunset Key Cottages
Truman Annex
9.0Wonderful(202)
Free Wi-Fi
Pet-friendly
Air conditioning
R21 973+
Check availability
Weatherstation Inn Circa 1911 - Key West - Living room
Weatherstation Inn Circa 1911
Truman Annex
8.9Very Good(391)
Parking
Free Wi-Fi
Pool
Air conditioning
R5 038+
Check availability
Opal Key Resort & Marina - Key West - Pool
Opal Key Resort & Marina
Truman Annex
8.4Very Good(2457)
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
R7 279+
Check availability
Ocean Breeze At The Truman Annex In Key West - Key West - Living room
Ocean Breeze At The Truman Annex In Key West
Truman Annex
Free Wi-Fi
Pool
Air conditioning
R13 436+
Check availability
Shipyard Truman Annex; 620 Thomas St. 1st Floor Available December & Sept 2025 - Key West - Pool
Shipyard Truman Annex; 620 Thomas St. 1st Floor Available December & Sept 2025
Truman Annex
Free Wi-Fi
Pool
Air conditioning
R4 064+
Check availability
Easy Livin By Avantstay Key West Home W Pool Bbq Week Long Stays Only - Key West - Kitchen
Easy Livin By Avantstay Key West Home W Pool Bbq Week Long Stays Only
Truman Annex
Parking
Free Wi-Fi
Pool
Air conditioning
R20 232+
Check availability
The PalmsA beautiful space in the perfect place. - Key West - Balcony
The PalmsA beautiful space in the perfect place.
Truman Annex
Free Wi-Fi
Air conditioning
R5 958+
Check availability
Key West Found by AvantStay Close to Shops w Patio Shared Pool Week Long Stays Only - Key West - Bedroom
Key West Found by AvantStay Close to Shops w Patio Shared Pool Week Long Stays Only
Truman Annex
9.0Wonderful(18)
Free Wi-Fi
Pool
Air conditioning
R10 665+
Check availability
A Conch Escape At The Truman Annex In Key West - Key West - Pool
A Conch Escape At The Truman Annex In Key West
Truman Annex
Free Wi-Fi
Air conditioning
R8 377+
Check availability
Peachy Keen - Key West - Living room
Peachy Keen
Truman Annex
Parking
Free Wi-Fi
Pool
Pet-friendly
R9 691+
Check availability
Upscale End Unit Home @ Truman Annex Close To Duval St - Key West - Balcony
Upscale End Unit Home @ Truman Annex Close To Duval St
Truman Annex
Air conditioning
R5 431+
Check availability
Key West, Gated Truman Annex Condo, new Waterfront Park, and Ft. Zach Beach. - Key West - Pool
Key West, Gated Truman Annex Condo, new Waterfront Park, and Ft. Zach Beach.
Truman Annex
Pool
Air conditioning
R5 537+
Check availability
Beach House Condo by AvantStay Communal Pool Gated Community Great Location Week Long Stays - Key West - Beach
Beach House Condo by AvantStay Communal Pool Gated Community Great Location Week Long Stays
Truman Annex
9.5Wonderful(12)
Parking
Free Wi-Fi
Pool
Air conditioning
R8 124+
Check availability
Green Bamboo At The Truman Annex In Key West - Key West - Living room
Green Bamboo At The Truman Annex In Key West
Truman Annex
Pool
Air conditioning
R7 756+
Check availability
Hemingway Hideaway in the Truman Annex - Key West - Living room
Hemingway Hideaway in the Truman Annex
Truman Annex
Free Wi-Fi
Pool
Air conditioning
R9 391+
Check availability
Hyatt Vacation Club at Sunset Harbor - Key West - Pool
Hyatt Vacation Club at Sunset Harbor
Truman Annex
7.7Good(34)
Air conditioning
R20 375+
Check availability
Island Time At The Truman Annex In Key West - Key West
Island Time At The Truman Annex In Key West
Truman Annex
Free Wi-Fi
Pool
Air conditioning
R7 525+
Check availability
Bahama Gardens - Conch House - Key West
Bahama Gardens - Conch House
Truman Annex
8.0Very Good(10)
Free Wi-Fi
Pool
Air conditioning
R15 047+
Check availability
Southard Pearl @ The Annex Condo Near Duval & Beach Last Key Services - Key West
Southard Pearl @ The Annex Condo Near Duval & Beach Last Key Services
Truman Annex
Pool
Air conditioning
R9 353+
Check availability
Seashore at the Shipyard - Key West
Seashore at the Shipyard
Truman Annex
7.0Good(16)
Pool
Air conditioning
R5 210+
Check availability
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KAYAK’s insights for hotels in Truman Annex

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Truman Annex with confidence.

Which month has the cheapest hotel rates in Truman Annex?

Hotels are cheapest in Truman Annex in August, with average rates of R62 746. In comparison, March is the most expensive month, with prices at R273 998.

What is the cheapest day of the week to book a hotel in Truman Annex?

Tuesday offers the lowest rates in Truman Annex, with an average nightly price of R77 850. The highest prices are found on Friday, with average rates at R146 317.

How much is a hotel in Truman Annex for tonight?

The best deal for a 3-star hotel room in Truman Annex found by KAYAK users in the last 3 days was R2 466, while a 4-star hotel the lowest price was R5 824. The cheapest room found overall was for R2 466.

How much is a hotel in Truman Annex for this weekend?

The cheapest hotel room in Truman Annex for the upcoming weekend found on KAYAK in the last 3 days was for R4 742 per night. For the same dates, 3-star hotel rooms have been found for as low as R4 742 per night and 4-star hotel rooms from R7 661 per night.
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How much is a Truman Annex hotel?

Here are our most popular & best value hotels

Top tips for finding a hotel deal in Truman Annex

  • Not sure just how much there is to see and do in Truman Annex? KAYAK users usually book their hotel here for 2 days.

FAQs when booking a hotel in Truman Annex

  • What are the best hotels in Truman Annex?

    Truman Annex is a great part of Key West to make your base. If you’re staying in Truman Annex area then Opal Key Resort & Marina, Caribbean House, and Lighthouse Hotel - Key West Historic Inns are all recommended on KAYAK.

  • Which hotels in Truman Annex are romantic?

    If you’re looking for a romantic break with your partner in Truman Annex, then why not stay at Opal Key Resort & Marina, Lighthouse Hotel - Key West Historic Inns, or Caribbean House, which have been recommended by KAYAK users as great for couples.

Where to stay in Truman Annex?

Our map will help you find the perfect hotel in Truman Annex, Key West by showing you the exact location of each hotel.

What Truman Annex hotel guests are talking about

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Popular topics

Hotels about topic

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Weatherstation Inn Circa 1911 - Key West - Living room
Weatherstation Inn Circa 1911
Truman Annex
8.9Very Good(391)
Parking
Free Wi-Fi
Pool
Air conditioning
R5 038+
Check availability
Sunset Key Cottages - Key West - Building
Sunset Key Cottages
Truman Annex
9.0Wonderful(202)
Free Wi-Fi
Pet-friendly
Air conditioning
R21 973+
Check availability

Everything you need to know for your stay in Key West

Hotels near airports in Key West

Hotels near Key West Airport

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