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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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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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~ MARTHA TRUMAN SUITE ~ Luxury Apt w/ Pvt Balcony, Steps to Duval St & Beach

Key West house

1 bedroom / 1 bathroom / Sleeps 3

$204

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Nautical Adventures in Paradise C126

Key West apartment

2 bedrooms / 2 bathrooms / Sleeps 6

$400

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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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$257

1 / 30

Atlantic Paradise

Key West apartment

2 bedrooms / 2 bathrooms / Sleeps 6

$230

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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.

$263

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

Key West house

3 bedrooms / 2 bathrooms / Sleeps 6

$755

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Shipyard 106-2 1 Bedroom newly renovated Condo

Key West apartment

1 bedroom / 1 bathroom / Sleeps 4

“Lovely condo in fantastic location.” Condo amenities were even more complete than described, with nice "extra" touches like beach towels,soaps,hairdryer,a few board games,etc. A tiny part of the write-up we found a bit misleading was the claim that th

$214

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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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Rose Treehouse

Key West studio

Studio / 1 bathroom / Sleeps 2

$235

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Key West Crown Jewel

Key West apartment

2 bedrooms / 2 bathrooms / Sleeps 6

“In one word "fantastic"” The people at at home in Keywest are great. They truly make you feel at home in key west. I have been working with Gale for a number of years now and she is the best. I look forward to next year Which is already booked. I woul

$375

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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

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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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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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Sea breeze

Key West apartment

2 bedrooms / 2 bathrooms / Sleeps 6

“Key West Condo - across from the beach!” Nice condo with excellent view of the Atlantic Ocean. Could not see sunrise nor sunset from the condo, but it met all of our needs. We live in FL so it's easier to rent a condo rather then a hotel. This way,

$235

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Paradise Place

Key West apartment

1 bedroom / 1 bathroom / Sleeps 4

“The Condo was all we had hoped it would be and more.” The condo was clean, good size, and fully stocked (i.e. linens, towels, kitchen equipment & necessary supplies. Oh yes, and two large Tv's (we like to watch the news). Wish it was located a little

$181

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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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~ CLOUD 9 ~ Lavish Home In Perfect Location w/ Heated Pool & Private Parking

Key West house

3 bedrooms / 3 bathrooms / Sleeps 7

“Fantastic vacation” What a lovely escape to Key West! Cloud 9 is a gorgeous home right in the heart of key west but behind the doors to this gorgeous home, there is privacy to escape with your family and friends. The home has everything that you could

$895

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New Beach Club unit - Freshly decorated

Key West apartment

2 bedrooms / 2 bathrooms / Sleeps 4

$350

1 / 29

Truman's Hideaway

Key West apartment

2 bedrooms / 2 bathrooms / Sleeps 5

“Best location in Key West.” I have stayed in Key West many times. This location in Truman Annex Harbour Place is the best location anywhere in Key West to stay. Walk out one gate to Mallory Square in 5 minutes, but far enough away that you don't hea

$330

1 / 24

Sundown Refuge

Key West apartment

2 bedrooms / 2 bathrooms / Sleeps 5

“Great Place!” You could have lived in this condo!!! It had everything you could want and more for cooking/entertaining! Folding chairs for Mallory Square, beach towels for the pool, games, paper/pencils! They only bummer was the master bed. The sid

$330

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~ HARRY TRUMAN SUITE ~ Luxury Suite w/ Pvt Porch. Close to Bars and Beaches!

Key West house

2 bedrooms / 1 bathroom / Sleeps 5

$312

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Pelican Landing Antigua Retreat

Key West apartment

2 bedrooms / 2 bathrooms / Sleeps 8

“Great Boating/Fishing Rental Condominium” I have been staying here since 1985, recent property improvements have been added. Units are in good shape and clean. The best place in Key West if you have a boat and need to load and unload every trip..

$300

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$135

1 / 8

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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~ GRAND MAISON ~ Breathtaking Home w/ Private Pool Located On Duval Street!

Key West house

4 bedrooms / 4 bathrooms / Sleeps 8

$951

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Southard Getaway

Key West apartment

2 bedrooms / 2 bathrooms / Sleeps 5

$245

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Coral Hammock 36- 3 Bedroom 3 Bathroom Townhouse with Shared Pool Pool View

Key West house

3 bedrooms / 3 bathrooms / Sleeps 6

“Fun week for the family” We spent a week in key west, the property was perfect . Lots of room for all in our group. Nice pool to enjoy. Very clean and had everything we needed.

$300

1 / 24

Vista Fresco : Oceanside condominiums with resort-style amenities

Key West apartment

2 bedrooms / 2 bathrooms / Sleeps 4

“This was by far our best vacation ever!” Rent Key West was very accomodating and made our stay memorable. We absolutely loved the condo that we chose, and the pictures on line do not show how spacious and lovely that condo really is! The pool area wa

$290

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

Key West house

2 bedrooms / 2 bathrooms / Sleeps 4

$471

1 / 23

Duval Balcony - Suite Mischief

Key West apartment

1 bedroom / 1 bathroom / Sleeps 4

$297

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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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Garden Oasis at Truman Annex

Key West condo

2 bedrooms / 1 bathroom / Sleeps 4

$225

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Grande Dame Key West - 'The Watson House' ~ Weekly Rental

Key West house

7 bedrooms / 7 bathrooms / Sleeps 16

“One of the best vacations I've taken.” There were a total of 16 people staying in the main house and the cottage. We were there celebrating a friends 50th birthday. The houses were wonderful!! They were clean andthe amenities were great!! The kitc

$1,590

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