Key West Vacation Rentals
Find the best deals on 1,480 vacation rentals in Key West
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Top rentals in Key West
Find the perfect Key West vacation rental for your needs
Galleria Condominiums
6.8
$251
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Pescado Penthouse On Duval
8.7
$224
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Gorgeous Condo W/ Scenic Views, Shared Pool & Hot Tub, Balcony, & Parking!
9.4
$264
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Colors On White
7.5
$197
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Simonton Court Cottages
6.8
$208
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Key West Villas
8.9
$249
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Banana's Foster Guesthouse
7.9
$242
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Paradise Place (Condo)
$366
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Pet Friendly 2/2. 4 Free Bikes. New Renovation, Heated Pool 2 Blocks To Duval St
9.4
$390
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Studio condo w/ entertainment, full kitchen & private parking - central location
9.6
$250
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Cozy condo with free WiFi & fantastic location in central Key West
9.8
$267
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Cozy, Dog-Friendly Suite With Balcony, Shared Hot Tub/Pool, And Private Parking!
8.6
$266
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Newly furnished suite w/ shared pool & hot tub, tennis, balcony, parking, dog ok
8.9
$259
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Real World Mtv House---Not Just A House Your Own Private Resort
9.2
$2,619
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Luxurious Historic House With Pool In Old Town 1 Introductory Rates!
9.2
$446
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Heart Of Old Town Getaway, Perfect Romantic Retreat -Near The Action
8.4
$239
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Family-Friendly W/Pool & Hot Tub, Ideal For Exploring Key West - 1 Dog Welcome!
8.4
$264
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Kimpton Ella's Cottages
8.8
$371
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Sunrise Suites Cozumel Suite #112
7.3
$277
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The Island Suite
10.0
$431
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Duval Corner
6.0
$389
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Comfy, Dog-Friendly Retreat W/ Shared Hot Tubs, Patio, Great Old Town Location
8.7
$199
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Contemporary dog-friendly cottage with easy beach access and shared pool
9.5
$326
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Breezy condo w/ shared pool & hot tub, private parking & great location - dog OK
9.7
$260
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Charming tropical getaway w/ shared pool, sundeck, and bar - near Duval Street
9.1
$298
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'la Dolce Vita' Old Town, Steps To Duval! Sleeps 2-4, 3 Blocks To South Beach!
8.8
$301
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Hemingway Hideaway in Truman Annex
9.2
$463
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Galleon Resort Waterfront Luxury In Old Town Key West
9.2
$556
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Two-level dog-friendly cottage w/shared pool, outdoor shower - near the beach
9.1
$350
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Shared Pool, Hot Tub, Tennis Courts, & Balcony - Dogs Ok! Family Friendly!
9.2
$286
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Relax On Historic Inn's Top Floor - Shared Pool & Semi-Private Deck!
8.3
$270
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Turn Lemons Into Lemonade Jan. Feb. & March. Prices Lowest Ever!
9.1
$193
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Palm Island Suite at Top Of Duval
9.2
$345
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Oceanfront
9.8
$547
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Dog-Friendly Condo W/ Shared Pool, Hot Tub, & More! Walk/Bike To Beach!
8.8
$300
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Family House- Two K bedrooms, 1.5 baths, Pvt.Spa in Garden Setting-Shared Pools
10.0
$538
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Family Friendly Condo W/ Shared Pool, Hot Tub & Dogs Ok!
9.2
$263
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East-facing Sunrise Suites condo w/shared pool, hot tub, tennis, private balcony
8.5
$301
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Dog-friendly Sunrise Suites condo w/ shared pool, hot tub & free parking
9.3
$285
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Dog-friendly studio in historic building w/ shared pool - beach nearby
9.3
$220
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~ Solaris Cottage ~ Enjoy Old Town Livin'. Dog Friendly Home!
9.0
$329
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Sunny condo w/ entertainment, balcony, & great location near the beach! Dogs OK!
9.7
$406
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Quiet, Quaint, And Conveniently Located! New Pool!
9.0
$189
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Key West On My Mind: 2 Br, 2 Ba Condominium In Key West, Sleeps 6
8.8
$660
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Somewhere On The Beach: 2 Br, 2 Ba Condominium In Key West, Sleeps 6
9.1
$738
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Tropical Garden Oasis - Treetop Cottage
$186
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Duval Penthouse
9.7
$759
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Breezy Bungalow (Townhouse)
9.3
$447
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Fiesta Key Rv Resort Standard Room 2
10.0
$223
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Southernmost Sanctuary Apartment
7.7
$236
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Palm Gardens
7.7
$318
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Old Town Suites
8.8
$292
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Key West Harbour Oceanfront Suites
$590
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Conch Cottages of Villas Key West
9.0
$1,084
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New Casa Solis With Scenic Views and 30' Dock.
9.5
$240
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Kate's Krawl By Duval
9.0
$362
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Casa Cay West Beautiful Tropical House 3 Bedrooms 2 King Suites Pool
10.0
$477
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Nautical Keys Suite at Top Of Duval
9.7
$338
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Fleming-O Quiet Retreat In The Heart Of Old Town Key West- Low September Rate
9.9
$447
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Key Largo - Kawama Tower - Ocean View
9.8
$236
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'in Good Spirits'~waterfront Condo W/Wrap-Around Balcony & Community Pool!
9.5
$451
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Gated Community On Open Water With Dock, Heated Pool, Kayaks, Bikes
10.0
$404
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Downtown Cottage Just Off Famous Duval Street-No Contact Check-In
9.4
$360
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Waterfront Fun And Funky , Newly Renovated Beautiful Duck Key Condo
9.7
$158
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Almost Southernmost
8.0
$443
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Poolside Retreat
7.9
$319
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Passover Cottage
9.9
$921
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Papa's Hideaway
8.2
$286
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When to book a vacation apartment in Key West
Check out the tips below to find the best deal on a Key West vacation rental property
|
Low Season
|
September |
|
High Season
|
December |
cheapest month to stay
41%
expected price decrease
most expensive time to stay
42%
expected price increase
|
Price
|
$224 - $636
|
|
Highest day of week
|
Monday |
|
Cheapest day of week
|
Friday |
av. price over the last two weeks
Average price (weeknight)
$859
av. price over the last two weeks
av. price over the last two weeks
Average price (weekend night)
$763
av. price over the last two weeks
Cheapest vacation rentals in Key West
Our lowest priced vacation apartments and property rentals for a cheaper way to stay in Key West
Colors On White
7.5
$197
Southernmost Sanctuary Apartment
7.7
$236
Simonton Court Cottages
6.8
$208
Banana's Foster Guesthouse
7.9
$242
Pescado Penthouse On Duval
8.7
$224
Key West Villas
8.9
$249
Key West vacation apartments & rental properties FAQ
How long do people typically book vacation apartments for in Key West?
3 nights is the typical length of a Key West vacation rental booking.
How much does a vacation rental apartment in Key West cost?
Renting a vacation apartment in Key West will see a range in pricing typically determined by the season, location of the apartment and the number of rooms required. Recently, a typical search for apartment rentals in Key West suggests an average of $338 per night.
When is the best time to book a vacation rental in Key West?
Key West vacation rentals are at their cheapest in September. Rental prices can be around 41% lower per night than in the high season.
What’s the best area of Key West to book a vacation rental in?
New Town, Truman Annex, and Casa Marina are typically the most popular places to rent vacation apartments in Key West.
momondo's favorite rental properties
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