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Key West Rentals

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Key West Rentals

402 house rentals

Sunrise At Seaside Condo 2 bedroom 2 bath

Key West apartment

2 bedrooms / 2 bathrooms / Sleeps 5

“Amamzing” First time to Key West and fell in love! The condo was truly a home away from home. We will be going back to make many more memories!

$159

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$135

1 / 8

1/2 Block to Duval, World of its own -Nassau Suite

Key West apartment

2 bedrooms / 2 bathrooms / Sleeps 6

“Would go back again in a minute....” 12 old friends rented all 4 condos and had the absolute best time. The condos were great , clean ,bright, cherry and that pool OMG was too fabulous for words. Loved the market being so close and Duval right around

$279

1 / 17

Oceanfront 2 Bedroom 2 Bath Condo Key West Florida

Key West apartment

2 bedrooms / 2 bathrooms / Sleeps 6

“Perfect location and great value!” From the moment we arrived, this condo was everything we wanted without breaking the bank. We spent days looking for a place in Key West for Christmas week. What was available was crazy expensive, so to be honest w

$279

1 / 17

Key West Harbour Oceanfront Suites #2

Key West apartment

2 bedrooms / 3 bathrooms / Sleeps 5

$199

1 / 25

$257

1 / 30

Casa Del Sol, a Key West Vacation (Truman Annex)

Key West house

2 bedrooms / 3 bathrooms / Sleeps 6

“awesome” the condo was beautiful. very good location. 2 suggestions. the grill did not have gas . the bed that opens up to king. not so much, mattress is 2 different heights and slides if you try to sleep on it. very very uncomfortable.

$264

1 / 26

Casa de Cuba:Beautiful home loaded with style and elegance

Key West house

3 bedrooms / 2 bathrooms / Sleeps 6

$560

1 / 25

Coconut Cabana: A restored Old Town home with charm & tropical ambience

Key West house

3 bedrooms / 2 bathrooms / Sleeps 6

“Best vacation experience yet!” Perfect size for a family of 5 and could have fit more. Kitchen was perfect. We ate in almost every meal and whenever I thought, "I should have brought...", there it was. For instance...tin foil, a cupcake pan, cookin

$490

1 / 28

Avant Garde Key West Luxury Home ~ Monthly Rental

Key West house

2 bedrooms / 3 bathrooms / Sleeps 4

$196

1 / 22

Sunrise at Seaside Condo 2 Bedroom

Key West apartment

2 bedrooms / 2 bathrooms / Sleeps 5

“A cozy second home with an amazing view” The location is great! We were near shopping centers and easy access to anywhere we'd desired to go. Rooms were spacious, clean and neat. The view from the balcony was amazing. Everything was perfect! My parent

$159

1 / 14

Duval Square

Key West house

2 bedrooms / 3 bathrooms / Sleeps 6

“Great place” This was the first time my wife and I stayed at Duval Square and we plan on staying there again. The place was very clean and quite. In walking distance to just about everything. I would highly recommend this place.

$280

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Private and Immaculate 2 Bedroom Home with Private Fenced Yard

Key West house

2 bedrooms / 1 bathroom / Sleeps 4

$115

1 / 13

Nautical Adventures in Paradise C126

Key West apartment

2 bedrooms / 2 bathrooms / Sleeps 6

$400

1 / 52

Key West Harbour Oceanfront Suites #1

Key West apartment

2 bedrooms / 3 bathrooms / Sleeps 5

“Awesome Stay- Exceeded Expectations” Wow, what a wonderful stay. We came down with another couple and stayed for four nights. We had trouble finding the condo but once we did we were blown away. They are very spacious and accommodating. We backed

$199

1 / 25

Spectacular Atlantic Ocean View Condo (MONTHLY)

Key West apartment

2 bedrooms / 2 bathrooms / Sleeps 6

“Amazing Views And A Great Condo” My wife and I stayed here on our honeymoon and were absolutely 100% pleased with the condo. I have to honestly say it was the nicest condo either of us have stayed in. The view was amazing and the patio was very tranqu

$180

1 / 26

Duval Balcony - Suite Mischief

Key West apartment

1 bedroom / 1 bathroom / Sleeps 4

$299

1 / 14

Enjoy gentle ocean breezes and gorgeous views at Sea Orchid (La Brisa #405E)

Key West apartment

2 bedrooms / 2 bathrooms / Sleeps 4

“great view, convenient location,bike to town” This being my first visit to Key West when I rented this condo it really was a shot in the dark! First impression it was clean and roomy and had a great view of the ocean and beach just accross the street.

$270

1 / 14

Campbell Suite

Key West apartment

1 bedroom / 2 bathrooms / Sleeps 2

“Comfortably furnished and decorated with a very convenient locat” We really enjoyed staying at the Campbell Suite. It served our requirements nicely. The amenities and location were excellent. Potential visitors do need to note that the entrance to th

$235

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Key West Harbour Oceanfront Suites #3

Key West apartment

2 bedrooms / 3 bathrooms / Sleeps 5

$199

1 / 25

Villa Tropicale: A lush, secluded estate in the Casa Marina District

Key West house

4 bedrooms / 4 bathrooms / Sleeps 8

“We have been renting tropical since 1985 we hope it Will last” Everything was ok but The tv did not work, you must change the fridge ,and the wood around the pool should be repainted

$880

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Ann Street Gardens

Key West cottage

1 bedroom / 1 bathroom / Sleeps 3

“Great escape” This place was everything we cold wish for. Very comfortable cottage with a nice pool. The location was ideal for lower Duvall and Mallory Sq. We would love to go back in 2015.

$235

1 / 25

KeyWestStay.com

Key West apartment

2 bedrooms / 1 bathroom / Sleeps 4

“A great spot just outside Key West” If you're at all like me, you like places that are close to where you want to be but not in the middle of a busy area. This place is exactly that. A quick 7 minute drive puts you at the entrance to Key West. For

$165

1 / 17

DREAMING ON DUVAL- Luxury 5 Bed & Private Pool- As seen on HGTV House Hunters

Key West house

5 bedrooms / 4 bathrooms / Sleeps 12

“Fabulous, Fun and Total Comfort for the Boston 10!” Ten women recently enjoyed a week long "Girls Getaway" at Dreaming On Duval. From booking, check in and check out, it was an awesome experience with RentKW and Seth. We vacation in Key West every ye

$1,200

1 / 38

Beach Club #408 - Unique Oceanfront living

Key West apartment

4 bedrooms / 3 bathrooms / Sleeps 8

$480

1 / 39

Center of It All - Paradise Island Suite

Key West apartment

2 bedrooms / 1 bathroom / Sleeps 6

“Great location in the heart of Old Town Key West, just a block off Duval..” We stayed in the Paradise Suite. Great front porch to hang out on, pool in back with pergola for lounging. Place was set up perfect, pool towels hanging by the door, bathroom

$249

1 / 14

~ ISLAND DAYS ~ Spacious "Coral Hammock" Home w/ Beautiful Pool & Pvt Parking

Key West house

3 bedrooms / 3 bathrooms / Sleeps 8

“Great space and pool area!” My family stayed at Island Days for a week in February. The staff was very accomadating and we found the place very clean and had great space for my family. Each bedroom had its own bathroom which was a perk and there was o

$351

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Tropical ~ Tranquility ~ Weekly Rental

Key West house

4 bedrooms / 4 bathrooms / Sleeps 8

$1,150

1 / 17

Duval Breeze

Key West house

2 bedrooms / 3 bathrooms / Sleeps 6

“Warm and inviting condo” The condo is very cozy and inviting. I would definitely go back. Everything you need is right there (even a starter kit) in the condo. Duval street is heaven and parking is safe. We walked to everywhere (restaurant, groceries,

$240

1 / 24

KWO - 2 BR/2 Bath, Private Pool, Separate Cottage

Key West house

2 bedrooms / 2 bathrooms / Sleeps 4

$468

1 / 23

Hyatt Windward Pointe, Key West, FL

Key West hotel apartment

2 bedrooms / 2 bathrooms / Sleeps 6

$299

1 / 15

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

$225

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Key West Island Vacation

Key West house

2 bedrooms / 2 bathrooms / Sleeps 6

$335

1 / 14

Key West Dreamin' ~ Weekly Rental

Key West house

2 bedrooms / 2 bathrooms / Sleeps 6

$550

1 / 20

Atlantic Paradise Found C232

Key West apartment

2 bedrooms / 2 bathrooms / Sleeps 6

$455

1 / 48

Linger Longer

Key West house

2 bedrooms / 2 bathrooms / Sleeps 5

“Clean and well provisioned” Townhouse was centrally located, clean, and all basic household goods (paper towels, laundry detergent etc.) were there to meet our needs for the week. I would definitely recommend this unit.

$245

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Casa Atlantica: A one bedroom condo on the Atlantic shore of Key West

Key West apartment

1 bedroom / 1 bathroom / Sleeps 2

“Wonderful Stay” The rental exceeded our expectation. We found everything to be clean and comfortable. The design and view were exceptional. We spent a lot of time on the huge deck enjoying the sun, ocean breeze, and wildlife. Everything was within wal

$230

1 / 15

Best Location, 1/2 Block to Duval, Bimini Suite

Key West apartment

2 bedrooms / 2 bathrooms / Sleeps 5

“Key west” This was our 4th time to Key West and it was the best of all!! You had a paradise island in comparison to other places we went to visit family as we were in town for a wedding.

$259

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