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Hotels in Truman Annex, Key West

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Best hotels in Truman Annex (Key West)

Most recommended Truman Annex hotels

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Sunset Key Cottages - Key West - Living room
Sunset Key Cottages
9 Wonderful
Truman AnnexR22 566+
R22 566+
Free Wi-Fi
Pet-friendly
Air conditioning
Weatherstation Inn - Key West - Living room
Weatherstation Inn
8.9 Very Good
Truman AnnexR7 376+
R7 376+
Parking
Free Wi-Fi
Pool
Air conditioning
Opal Key Resort & Marina - Key West - Pool
Opal Key Resort & Marina - Key West - Pool
Opal Key Resort & Marina
8.4 Very Good
Truman AnnexR10 251+
R10 251+
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
Ocean Breeze At The Truman Annex In Key West - Key West - Living room
Ocean Breeze At The Truman Annex In Key West - Key West - Living room
Ocean Breeze At The Truman Annex In Key West
Truman AnnexR14 911+
R14 911+
Free Wi-Fi
Pool
Air conditioning
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 - Key West - Pool
Shipyard Truman Annex; 620 Thomas St. 1st Floor Available December & Sept 2025
Truman AnnexR3 573+
R3 573+
Free Wi-Fi
Pool
Air conditioning
Pineapple Cottage ~ Adorable, Updated Cottage In Old Town With Heated Pool! - Key West - Living room
Pineapple Cottage ~ Adorable, Updated Cottage In Old Town With Heated Pool! - Key West - Living room
Pineapple Cottage ~ Adorable, Updated Cottage In Old Town With Heated Pool!
Truman AnnexR3 646+
R3 646+
Free Wi-Fi
Air conditioning
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 - Key West - Kitchen
Easy Livin By Avantstay Key West Home W Pool Bbq Week Long Stays Only
Truman AnnexR27 561+
R27 561+
Parking
Free Wi-Fi
Pool
Air conditioning
The PalmsA beautiful space in the perfect place. - Key West - Balcony
The PalmsA beautiful space in the perfect place. - Key West - Balcony
The PalmsA beautiful space in the perfect place.
Truman AnnexR10 190+
R10 190+
Free Wi-Fi
Air conditioning
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 - Key West - Bedroom
Key West Found by AvantStay Close to Shops w Patio Shared Pool Week Long Stays Only
9 Wonderful
Truman AnnexR16 642+
R16 642+
Free Wi-Fi
Pool
Air conditioning
A Conch Escape At The Truman Annex In Key West - Key West - Pool
A Conch Escape At The Truman Annex In Key West - Key West - Pool
A Conch Escape At The Truman Annex In Key West
Truman AnnexR9 121+
R9 121+
Free Wi-Fi
Air conditioning
Upscale End Unit Home @ Truman Annex Close To Duval St - Key West - Balcony
Upscale End Unit Home @ Truman Annex Close To Duval St - Key West - Balcony
Upscale End Unit Home @ Truman Annex Close To Duval St
Truman AnnexR8 002+
R8 002+
Air conditioning
Sun, Sea, And Sky At The Truman Annex In Key West - Key West - Pool
Sun, Sea, And Sky At The Truman Annex In Key West - Key West - Pool
Sun, Sea, And Sky At The Truman Annex In Key West
Truman AnnexR7 091+
R7 091+
Free Wi-Fi
Pool
Air conditioning
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. - Key West - Pool
Key West, Gated Truman Annex Condo, new Waterfront Park, and Ft. Zach Beach.
Truman AnnexR7 218+
R7 218+
Pool
Air conditioning
Green Bamboo At The Truman Annex In Key West - Key West - Living room
Green Bamboo At The Truman Annex In Key West - Key West - Living room
Green Bamboo At The Truman Annex In Key West
Truman AnnexR11 575+
R11 575+
Pool
Air conditioning
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 - Key West - Beach
Beach House Condo by AvantStay Communal Pool Gated Community Great Location Week Long Stays
9.5 Wonderful
Truman AnnexR11 327+
R11 327+
Parking
Free Wi-Fi
Pool
Air conditioning
Hemingway Hideaway in the Truman Annex - Key West - Living room
Hemingway Hideaway in the Truman Annex - Key West - Living room
Hemingway Hideaway in the Truman Annex
Truman AnnexR12 504+
R12 504+
Free Wi-Fi
Pool
Air conditioning
Hyatt Vacation Club at Sunset Harbor - Key West - Building
Hyatt Vacation Club at Sunset Harbor - Key West - Building
Hyatt Vacation Club at Sunset Harbor
8.2 Very Good
Truman AnnexR9 114+
R9 114+
Free Wi-Fi
Air conditioning
Bahama Gardens - Conch House - Key West
Bahama Gardens - Conch House - Key West
Bahama Gardens - Conch House
8 Very Good
Truman AnnexR17 754+
R17 754+
Free Wi-Fi
Pool
Air conditioning
Southard Pearl @ The Annex Condo Near Duval & Beach Last Key Services - Key West
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 AnnexR9 606+
R9 606+
Pool
Air conditioning
Seashore at the Shipyard - Key West
Seashore at the Shipyard - Key West
Seashore at the Shipyard
8.2 Very Good
Truman AnnexR7 746+
R7 746+
Free Wi-Fi
Pool
Air conditioning
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R1 549 - R22 001R22 001 - R42 435R42 435 - R62 887R62 887 - R83 321R83 321+ per night

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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 July, with average rates of R113 256. In comparison, February is the most expensive month, with prices at R274 368.

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 R129 015. The highest prices are found on Thursday, with average rates at R199 462.

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 R4 629, while a 4-star hotel the lowest price was R7 690. The cheapest room found overall was for R4 629.

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 R5 760 per night. For the same dates, 3-star hotel rooms have been found for as low as R5 760 per night and 4-star hotel rooms from R11 361 per night.
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How much is a Truman Annex hotel?

Here are our most popular & best value hotels

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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 3 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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Hotels about topic

Show all
Weatherstation Inn - Key West - Living room
Weatherstation Inn
8.9 Very Good
Truman AnnexR7 376+
R7 376+
Parking
Free Wi-Fi
Pool
Air conditioning
Sunset Key Cottages - Key West - Living room
Sunset Key Cottages
9 Wonderful
Truman AnnexR22 566+
R22 566+
Free Wi-Fi
Pet-friendly
Air conditioning

Popular topics

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Hotels near Key West Airport

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