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300+ Rentals in Key West, FL 33040, USA

Showing results 1-30 of 300+ rentals

Highest rated rentals in Key West

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Resort

Hyatt Residence Club Key West, Beach House

4-Star Resort · Booking.com

4.5

(873)

$322

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Resort

Santa Maria Suites Resort

4-Star Resort · Booking.com

4.7

(447)

$401

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Douglas House

Booking.com

4.6

(2161)

$248

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Bed & breakfast

L'Habitation Guesthouse- Adult Exclusive

Booking.com

4.5

(642)

$217

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RV

Key West Cottage on Wheels

5 Guests · Outdoorsy

5.0

(2)

$99

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Bed & breakfast

Andrews Inn & Garden Cottages

3-Star Hotel · Booking.com

4.8

(170)

Great value

$295

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Hotel

Hyatt Residence Club Key West, Windward Pointe

4-Star Hotel · Booking.com

4.6

(529)

$339

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Bed & breakfast

Coco Plum Inn

3-Star Hotel · Booking.com

4.5

(716)

$282

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Bed & breakfast

The Grand Guesthouse

3-Star Hotel · Booking.com

4.5

(735)

$166

Rentals in Key West with a Pool

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Hotel

Island City House

3-Star Hotel · Booking.com

4.5

(570)

$259

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Resort

Opal Key Resort & Marina

4-Star Resort · Booking.com

4.3

(1587)

$386

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Resort

The Reach Key West, Curio Collection by Hilton

5-Star Resort · Booking.com

3.9

(92)

$362

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Hotel

Hyatt Residence Club Key West, Windward Pointe

4-Star Hotel · Booking.com

4.6

(529)

$339

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Hotel

Hampton Inn Key West FL

4-Star Hotel · Trip.com

$921

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Hotel

Hilton Garden Inn Key West / The Keys Collection

4-Star Hotel · Booking.com

4.0

(2098)

$149

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Hotel

Barbary Beach House Key West

3-Star Hotel · Booking.com

4.3

(433)

$267

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Resort

Casa Marina Key West, A Waldorf Astoria Resort

5-Star Resort · Booking.com

3.4

(496)

$395

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Hotel

Key West Marriott Beachside Hotel

4-Star Hotel · Trip.com

$1,588

Pet-friendly stays in Key West

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Douglas House

Booking.com

4.6

(2161)

$248

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Hotel

Hampton Inn Key West FL

3-Star Hotel · Booking.com

4.0

(1631)

$225

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Entire house

All-Suite Old Town Haven | Pool | 5 Mins to Beach

6 Guests · 3 Beds · 4 Baths · RedAwning

$673

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Entire apartment

Salty Yet Sweet

8 Guests · 4 Beds · 5 Baths · PlumGuide

$344

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Resort

Opal Key Resort & Marina

4-Star Resort · Booking.com

4.3

(1587)

$386

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Resort

The Reach Key West, Curio Collection by Hilton

5-Star Resort · Booking.com

3.9

(92)

$362

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Entire apartment

Tangerine Conch

6 Guests · 3 Beds · 4 Baths · PlumGuide

$500

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Entire apartment

Marlin Mojo

6 Guests · 3 Beds · 3 Baths · PlumGuide

$344

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Kimpton Fitch Lodge, an IHG Hotel

Booking.com

4.0

(167)

$165

Great Deals in Key West

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Bed & breakfast

The Grand Guesthouse

3-Star Hotel · Booking.com

4.5

(735)

$166

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Bed & breakfast

Duval Gardens

3-Star Hotel · Booking.com

4.5

(991)

$194

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Entire house

The Garden House

Booking.com

4.5

(316)

$160

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Entire apartment

The Island Suite

Booking.com

5.0

(3)

Great value

$156

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Bed & breakfast

Knowles House B&B - Adult Only

3-Star Hotel · Booking.com

4.6

(348)

$190

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RV

Key West Cottage on Wheels

5 Guests · Outdoorsy

5.0

(2)

$99

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Bed & breakfast

Duval House Bed and Breakfast

Booking.com

4.5

(619)

$135

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Entire house

Sunrise Suites Tahiti Suite #104

Booking.com

4.7

(19)

$193

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Entire house

Sunrise Suites Antigua Suite #312

Booking.com

4.5

(6)

$189

Points of interest in Key West

Key West has several popular points of interest for you to check out when visiting the area. Here are the most popular points of interest in Key West.

The Ernest Hemingway Home and Museum

16 places to stay

Key West Lighthouse

15 places to stay

Truman Little White House

12 places to stay

Oldest House & Garden Museum

10 places to stay

The Key West Butterfly and Nature Conservatory

8 places to stay

The Basilica of St. Mary Star of the Sea

6 places to stay

Learn more about Key West, rentals

Quick intro to Key West

Situated at the southernmost tip of the Florida Keys, Key West is a picturesque island with waterfront views, swaying palm trees, historical sites and plenty of nightlife. Planning a trip to Key West? Here are some popular areas you'll want to include on your visit.

About Key West

Key West is a bustling city with activity at just about every corner. A vibrant social scene and warm Florida weather brings vacationers year round.

Mallory Square: Mallory Square is a busy waterfront plaza with bars, restaurants and shops. Walk along the boardwalk where boats dock in the harbor or catch an amazing sunset sipping cocktails.
Duval Street: Duval Street is a mile-long strip stretching north to south in the downtown area where locals and visitors are drawn to the action. Stroll along the street lined with historical museums, pubs and cozy cafes.
Stock Island: Head to the marina area of Key West at Stock Island for fresh seafood and choice fishing spots. Charter a fishing excursion or rent a sailboat to experience Key West on the water.

How many properties are available in Key West?

There are 389 vacation rentals available in Key West across several booking partners.

What is the price range for rentals in Key West?

Rentals in Key West have a price range between $73 - $4627. The average price for vacation rentals in Key West is $423.

What is the most popular type of rental in Key West?

Houses are the top rental type in Key West, with 182 rentals currently available.

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