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Key West Rentals

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Key West Rentals

405 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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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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Banana Key

Key West apartment

2 bedrooms / 2 bathrooms / Sleeps 5

“Key West in December.” We chose Banana Key just a few days before we actually got there due to a last minute vacation opportunity. I worked with Tim at Historic Hideways and couldn't have been happier with him and the staff in this office. He assured

$310

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Private and Immaculate 2 Bedroom Home with Private Fenced Yard

Key West house

2 bedrooms / 1 bathroom / Sleeps 4

$115

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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

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New Beach Club unit - Freshly decorated

Key West apartment

2 bedrooms / 2 bathrooms / Sleeps 4

$350

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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

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Tropical ~ Tranquility ~ Weekly Rental

Key West house

4 bedrooms / 4 bathrooms / Sleeps 8

$1,150

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$135

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~ SOUTHARD COMFORT ~ Breathtaking Home w/ Pvt Pool, Parking & Quiet Location

Key West house

3 bedrooms / 2 bathrooms / Sleeps 6

$755

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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

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~ CASABLANCA ~ Gorgeous Cottage w/ Private Pool, Parking, & Tons of Sun!

Key West house

1 bedroom / 1 bathroom / Sleeps 4

$323

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Coral Hammock 34- 3 Bedroom Townhouse with a Shared Pool

Key West house

3 bedrooms / 3 bathrooms / Sleeps 6

“New Years Vacation” We had a great time at Coral Hammock, it was a nice community town home with a lovely pool and in a great location. Our rental agent, Brian, was very helpful and personable. We look forward to returning.

$300

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~ POTTER'S COTTAGE ~ Perfect Home w/ Pvt Heated Pool Just 1 Block to Duval!

Key West house

2 bedrooms / 2 bathrooms / Sleeps 6

“Found what we were looking for” Cute cottage with a great master bedroom loft suite, well appointed throughout, furnishings look new. The private pool and really cool poolside seating area were perfect for sun or shade. Location couldn't have been b

$593

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Key West Beachfront Luxury 2/2 Condo A212 No Hurricane Damage

Key West apartment

2 bedrooms / 2 bathrooms / Sleeps 6

“Perfect place to experience Key West” This is a lovely condo with a tropical, quiet view. Many extras are included: beach towels, bikes, and kitchen supplies. The pool area was our favorite spot, and we had coffee every morning on the balcony with cha

$375

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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

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Paradise Found 2 Bedroom Condo with a Shared Pool Completely Renovated

Key West apartment

2 bedrooms / 1 bathroom / Sleeps 4

“Paradise Found in Key West” We had a very good time in Key West and found the Condo to be very clean (although) it could use a little updating, but we were so busy we only used the kitchen for breakfast once, other then snacks, so it really did not ma

$214

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$257

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Key West 2bd/2ba Condo - Monthly

Key West apartment

2 bedrooms / 2 bathrooms / Sleeps 4

$177

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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

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Nautical Adventures in Paradise C126

Key West apartment

2 bedrooms / 2 bathrooms / Sleeps 6

$400

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A Tropical Tradition (Gallup Arms) ~ Weekly Rental

Key West house

3 bedrooms / 3 bathrooms / Sleeps 6

$400

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~ CHAVEZ HOUSE ~ World Class Luxury w/ Private Heated Pool & Great Location!

Key West house

3 bedrooms / 2 bathrooms / Sleeps 6

$755

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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

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Atlantic Paradise Found C232

Key West apartment

2 bedrooms / 2 bathrooms / Sleeps 6

$455

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~ CHICK-A-PEA COTTAGE ~ Incredible 'Old Town' Home w/ Private Heated Pool!

Key West cottage

4 bedrooms / 2 bathrooms / Sleeps 9

$799

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Villa Deja vu Key West ~ Weekly Rental

Key West house

4 bedrooms / 3 bathrooms / Sleeps 10

“Great stay over the 4th of July” The Villa Deja Vu was the perfect place for our group of 10. We were on vacation in Key West for a 30th birthday celebration and had a great experience. The house was wonderful, more than we could have imagined. The pi

$850

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~ 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

$407

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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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Shipyard

Key West apartment

2 bedrooms / 1 bathroom / Sleeps 5

“Wish I could live here all year.” Check-in was very quick and Tim did an excellent job at explaining the area and providing us with useful information regarding restaurants and activities. I really felt that he did an above-and-beyond job at making su

$185

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Coral Hammock Beautiful Poolside Home

Key West house

3 bedrooms / 3 bathrooms / Sleeps 6

$500

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Shipyard 253 - 2 Bedroom Condo with a Shared Pool

Key West apartment

2 bedrooms / 1 bathroom / Sleeps 5

“Great trip to Key West!” Shipyard 253 was in the perfect location. We were able to walk to Duvall Street, Fort Zachary Beach and South Beach. The condo was equipped with everything we needed for the week. Check in and out was a breeze. Would love to g

$214

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Shipyard-1/2 Block Duval Street

Key West townhouse

2 bedrooms / 1 bathroom / Sleeps 6

$214

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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

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LA DOLCE VITA, OLD TOWN KEY WEST!! STEPS TO DUVAL!! SLEEPS 2-4, 3 BLKS TO BEACH

Key West apartment

1 bedroom / 1 bathroom / Sleeps 4

“Fantastic Stay!” My husband and two sons (21 & 24) stayed in this condo over Christmas. This was our first stay in Key West and we wanted to be close to everything, but yet not right on Duval St. This location was perfect; literally a stones throw a

$198

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

Key West house

2 bedrooms / 2 bathrooms / Sleeps 4

$471

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Duval Balcony - Suite Mischief

Key West apartment

1 bedroom / 1 bathroom / Sleeps 4

$299

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Tiki Too Townhouse, 2 blocks from Duval,Pool, Bikes

Key West townhouse

2 bedrooms / 1 bathroom / Sleeps 6

$314

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