Vacation Rentals & House Rentals in Key West

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26 house rentals

Studio Blue

Key West apartment

1 bedroom / 1 bathroom / sleeps 2

Match: Bicycles available

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Price per night from

$229

Key West Florida Beachfront Condo

Key West condo

2 bedrooms / 2 bathrooms / sleeps 6

“Better than the photos” Condo is perfectly located at the beach. Well designed for easy living both inside and out. Great advise on where to visit and eat thanks

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Price per night from

$401

Real World MTV House Key West

Key West house

10 bedrooms / 6 bathrooms / sleeps 22

“Haha Buffalo, New York” This year while my friends and neighbors froze to death in Buffalo, my extended family and a few friends escaped the cold at the Real World MTV House in Key West. It was cold in Key West as well just 78 degrees, all the locals were complaining.and wore sweaters (haha). Everything was great and we laughed as we watched the weather on the TV at night up north. The 2 houses (main and Racket ball) are absolutely perfect for 20 guests. The property is huge . No complaints, we loved the paddle boards and kayaks, and how easy it was to put in the ocean behind the house and go!! Aric, the caretaker, gave us a few good tips for riding the paddle boards, fishing holes and restaurants. A nice quiet guy!!!

Responds fast! avg. 2 hours 33 minutes

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Price per night from

$1,797

A Touch Of Havana In Key West

Key West condo

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 2 minutes

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Price per night from

$352

NEW LISTING! 40’ Luxury Catamaran Yacht!

Key West yacht

3 bedrooms / 2 bathrooms / sleeps 7

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Price per night from

$1,259

The Banyan Resort at Key West

Key West apartment

2 bedrooms / 1 bathroom / sleeps 6

“Wonderful week at The Banyan Resort!!” My husband and I recently stayed in a 2 bedroom/1Bath unit at The Banyan Resort and we were extremely pleased with everything!! Everyone we encountered from the front desk, housekeeping, grounds personnel and other guests were warm and welcoming! The unit was very spacious and comfortable and you can"t beat the location. It's within walking distance of all attractions and Fort Zachary Taylor State Park. The owner was very responsive to all of my questions and a pleasure to work with and we look forward to being repeat guests at The Banyan Resort.

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Price per night from

$263

New Listing Family Friendly

Key West townhouse

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 38 minutes

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Price per night from

$366

Walk or Bike!! Truman Annex: 3 BIKES, 2 PORCHES, A POOL, WIFI, & PARKING

Key West condo

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 47 minutes

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Price per night from

$196

Tee by the Sea - NO DAMAGE FROM HURRICANE IRMA , Plus 7 Bikes FREE

Key West apartment

2 bedrooms / 3 bathrooms / sleeps 6

“Absolutely Perfect!!!” I chose this place to rent because it looked nice and it was affordable. I knew going in that it was not located on the Key West island, which was fine considering the condo came with bikes you could ride onto the island...What I experienced during my stay here is nothing short of Perfect!!! The entire condo was clean and spacious, everything inside the condo worked, the beds and all furniture were clean and comfortable, plenty of towels and linens, the showers, water presure and plumbing were excellent, the pool was clean, relaxing and private, the nights were quiet for sleeping and the gated community within the condo were friendly and fun. The bikes were the best part...10-15 minutes and you were on Duval Street, or the Southernmost Point, or Fort Zachery beach with no hassles what so ever, and I got some good exercise!!! I will definately stay here again!!!

Responds fast! avg. 2 hours 50 minutes

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Price per night from

$286

Luxury 3BD/3B Penthouse Condo at Galleon Resort, Old Key West

Key West condo

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 0 minutes

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Price per night from

$915

Atlantis House Master Suite

Key West cottage

1 bedroom / 1 bathroom / sleeps 2

“Beautiful place located just across the street from the beach. The owners Capt. Steve and Kayla were wonderful hostess.” We arrived the week of Fantasy Fest, not knowing exactly what we were getting into, but had a great time. Lots of things to do or just lay around and relax. Our Master suite was perfect and the owners Steve and Kayla made us feel very welcome. Capt. Steve even went out of his way to take us fishing and then he prepared what we caught the next day for lunch. YUMMY! Perfect place to stay! Thank You, Steve and Kayla.

Responds fast! avg. 1 hour 48 minutes

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Price per night from

$258

Sunrise off Southard- A Tropical Sanctuary Newly Remodeled in May

Key West condo

1 bedroom / 1 bathroom / sleeps 3

“Sunrise on Sourhard” A beautifully decorated condo fitting all our needs. We especially appreciate the the 2 brand new bikes to get us around the the island, as it saved us from renting any other transportation!! The back deck is spacious and comfortable as well!

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Price per night from

$327

Amazing panoramic waterfront views, superb 2 BR, 2 bath w/ full kitchen, balcony

Key West apartment

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$343

MAJESTIC PARADISE II Luxury living in Truman Annex. Downtown, pool, 2 blks

Key West townhouse

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$344

Live the Dream - S/V Take It Easy 2014 Premium Lagoon Catamaran Resort Amenities

Key West boathouse

1 bedroom / 1 bathroom / sleeps 2

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Price per night from

$338

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Price per night from

$229

Atlantis House Garden Suite

Key West cottage

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 48 minutes

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Price per night from

$217

Single Family Home, 3 Bedroom, 2 Bath, Pool and Electric Car, Great Value!

Key West house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$144

The Blue Pelican - Comes With 6 Passenger Gas Golf Cart

Key West house

3 bedrooms / 3 bathrooms / sleeps 8

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Price per night from

$572

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Price per night from

$132

Seaport Sanctuary in Old Town, Key West, FL (Beach-Pool-BBQ)

Key West condo

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$637

Seaport Penthouse in Old Town, Key West, FL (Beach-Pool-BBQ)

Key West condo

2 bedrooms / 2 bathrooms / sleeps 8

Match: Bicycles available

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Price per night from

$637

MAJESTIC PARADISE - Truman Annex - Downtown

Key West condo

2 bedrooms / 1 bathroom / sleeps 5

Match: Bicycles available

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Price per night from

$258

Seaport Panorama in Old Town, Key West, FL (Beach-Pool-BBQ)

Key West condo

2 bedrooms / 2 bathrooms / sleeps 6

Match: Bicycles available

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Price per night from

$636

Key West's only Real Beach House

Key West guest house

2 bedrooms / 2 bathrooms / sleeps 4

Match: Bicycles available

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Price per night from

$392

737 The Place, a Monthly Rental Old Town Key West

Key West apartment

1 bedroom / 1 bathroom / sleeps 2

Match: Bicycles available

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Price per night from

$115

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