Hotels in Truman Annex, Key West

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Best hotels in Truman Annex (Key West)

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$97 - $1,256$1,256 - $2,415$2,415 - $3,574$3,574 - $4,732$4,732+ per night

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Most recommended Truman Annex hotels

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Opal Key Resort & Marina - Key West - Building
Opal Key Resort & Marina
0.4 mi from Truman Annex, Key West, United States
8.6Very good(2527)
Free Wi-Fi
Pool
Pet friendly
$726+
Check availability
Lighthouse Hotel - Key West Historic Inns - Key West - Living room
Lighthouse Hotel - Key West Historic Inns
0.3 mi from Truman Annex, Key West, United States
8.6Very good(278)
Free Wi-Fi
Pool
Pet friendly
$486+
Check availability
Caribbean House - Key West - Patio
Caribbean House
0.2 mi from Truman Annex, Key West, United States
8.8Very good(1154)
Free Wi-Fi
Pet friendly
$470+
Check availability
Weatherstation Inn Circa 1911 - Key West - Living room
Weatherstation Inn Circa 1911
0.2 mi from Truman Annex, Key West, United States
9.0Wonderful(406)
Parking
Free Wi-Fi
Pool
$575+
Check availability
Hyatt Vacation Club at Sunset Harbor - Key West - Building
Hyatt Vacation Club at Sunset Harbor
0.3 mi from Truman Annex, Key West, United States
8.0Very good(42)
Free Wi-Fi
$398+
Check availability
Hyatt Residence Club Key West, Sunset Harbor - Key West - Living room
Hyatt Residence Club Key West, Sunset Harbor
0.3 mi from Truman Annex, Key West, United States
7.5Good(99)
Apartment
$347+
Check availability
Sunset Key Cottages - Key West - Bar
Sunset Key Cottages
0.4 mi from Truman Annex, Key West, United States
9.0Wonderful(185)
Free Wi-Fi
Pet friendly
Spa
$1,238+
Check availability
Hyatt Sunset Harbor Resort - Key West - Pool
Hyatt Sunset Harbor Resort
0.4 mi from Truman Annex, Key West, United States
8.1Very good(17)
$611+
Check availability
Linger Longer by AvantStay Key West Walkable Gated Community Shared Pool Week Long Stays Only - Key West - Bedroom
Linger Longer by AvantStay Key West Walkable Gated Community Shared Pool Week Long Stays Only
0.1 mi from Truman Annex, Key West, United States
9.2Wonderful(15)
House
Parking
Free Wi-Fi
Pool
$499+
Check availability
Lazy River Pool, Enchanting Garden, Old Town Key West, Free Wifi, Bikes & Parkin - Key West - Living room
Lazy River Pool, Enchanting Garden, Old Town Key West, Free Wifi, Bikes & Parkin
0.3 mi from Truman Annex, Key West, United States
10Wonderful(8)
House
Free Wi-Fi
$554+
Check availability
Bahama Gardens - Main House - Key West - Kitchen
Bahama Gardens - Main House
0.2 mi from Truman Annex, Key West, United States
9.3Wonderful(9)
House
Free Wi-Fi
Pool
$2,349+
Check availability
Pool 2 Blocks to Duval St Gated Community Shipyard Treasure by AvantStay - Key West - Beach
Pool 2 Blocks to Duval St Gated Community Shipyard Treasure by AvantStay
0.1 mi from Truman Annex, Key West, United States
9.6Wonderful(17)
House
Parking
Free Wi-Fi
Pool
$443+
Check availability
Conch Casa Grande by Last Key Realty - Key West - Lounge
Conch Casa Grande by Last Key Realty
0.1 mi from Truman Annex, Key West, United States
9.6Wonderful(12)
House
Parking
Free Wi-Fi
$1,786+
Check availability
Historic Old Town Key West - Turtle House, Sleeps 6 - Key West - Living room
Historic Old Town Key West - Turtle House, Sleeps 6
0.2 mi from Truman Annex, Key West, United States
10Wonderful(10)
House
Free Wi-Fi
$1,215+
Check availability
Southern snowbird-friendly house with pool, stunning backyard & great location - Key West - Living room
Southern snowbird-friendly house with pool, stunning backyard & great location
0.2 mi from Truman Annex, Key West, United States
9.5Wonderful(13)
House
Free Wi-Fi
$3,468+
Check availability
La Petite Penthouse by Last Key Realty - Key West - Balcony
La Petite Penthouse by Last Key Realty
0.1 mi from Truman Annex, Key West, United States
9.8Wonderful(21)
Apartment
Parking
Free Wi-Fi
$436+
Check availability
Tranquillity Guest House - Key West
Tranquillity Guest House
0.2 mi from Truman Annex, Key West, United States
8.1Very good(236)
Free Wi-Fi
Pool
$485+
Check availability
Seashore at the Shipyard - Key West
Seashore at the Shipyard
0.1 mi from Truman Annex, Key West, United States
6.4Okay(17)
Apartment
Pool
$315+
Check availability
Bahama Gardens - Cigar House - Key West
Bahama Gardens - Cigar House
0.2 mi from Truman Annex, Key West, United States
4.0Mediocre(1)
House
Free Wi-Fi
Pool
$1,028+
Check availability
A Barefoot Retreat - Key West
A Barefoot Retreat
0.1 mi from Truman Annex, Key West, United States
7.9Good(1)
Condo
$975+
Check availability
Booking Insights

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 November, with average rates of $357. In comparison, October is the most expensive month, with prices at $931.

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

Sunday offers the lowest rates in Truman Annex, with an average nightly price of $331. The highest prices are found on Thursday, with average rates at $436.

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 $133, while a 4-star hotel the lowest price was $326. The cheapest room found overall was for $133.

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 $273 per night. For the same dates, 3-star hotel rooms have been found for as low as $273 per night and 4-star hotel rooms from $381 per night.

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How much is a Truman Annex hotel?

Here are our most popular & best value hotels

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

November
October
$388
$412
Cheapest month to stay with an average 30% drop in price.
Most expensive month to stay with an average 84% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

Top tips for finding a hotel deal in Truman Annex

  • If you’re looking for a cheap hotel in Truman Annex, you should consider going during the low season. You’ll generally find lower-priced hotels in Truman Annex in November and May.
  • If you’re looking for a bargain then KAYAK data shows that you’ll find the best hotel deals in Truman Annex (Key West) if you stay on a Sunday. On the other hand, the most expensive day for hotel bookings is Thursday.
  • If you’re looking for a last minute bargain, the cheapest 3-star hotel in Truman Annex (Key West) found on KAYAK in the last 2 weeks was $174, while the most expensive was $979.
  • 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, Lighthouse Hotel - Key West Historic Inns, and Caribbean House 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
0.2 mi from Truman Annex, Key West, United States
9.0Wonderful(406)
Parking
Free Wi-Fi
Pool
$575+
Check availability
Sunset Key Cottages - Key West - Bar
Sunset Key Cottages
0.4 mi from Truman Annex, Key West, United States
9.0Wonderful(185)
Free Wi-Fi
Pet friendly
Spa
$1,238+
Check availability

Everything you need to know for your stay in Key West

Hotels near airports in Key West

Hotels near Key West Airport