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Vacation Rentals & House Rentals in Key West

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31 house rentals

Key West Townhouse in stunning 5 Star Resort * Close to Duval Street and beach

Key West townhouse

2 bedrooms / 3 bathrooms / sleeps 6

Match: Shared outdoor pool (heated)

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Price per night from

$572

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.

Responds fast! avg. 2 hours 3 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$246

Top floor, two bedroom,two bath condo with private balcony,close to the Ocean

Key West condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 14 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$431

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 chairs for all 6 of us. My husband enjoyed watching March Madness on the large T.V. Kathy did a fantastic job with all communications and provided great tourist tips. We would definitely stay here again!

Responds fast! avg. 2 hours 55 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$487

Welcome Aboard! Relax, unwind, enjoy the water! in key west

Key West yacht

4 bedrooms / 2 bathrooms / sleeps 6

Match: Shared outdoor pool (heated)

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Price per night from

$325

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 when we found this place for the price we were slightly apprehensive. It is close to everything, the check-in and check-out were easy, the people who live in the complex were very friendly and welcoming and always willing to offer advice on where to go and what to do. Everything worked and was clean and we could not have asked for a better vacation. Can't wait to go back!

Responds fast! avg. 3 hours 34 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$322

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

Key West townhouse

2 bedrooms / 1 bathroom / sleeps 6

Match: Shared outdoor pool (heated)

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Price per night from

$516

Comfy Family Home in a Gorgeous Gated Community

Key West townhouse

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 55 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$343

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

Key West condo

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 3 hours 28 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$912

HISTORIC KEY WEST - Cigar House - Sleeps 4

Key West house

1 bedroom / 1 bathroom / sleeps 4

Match: Shared outdoor pool (heated)

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Price per night from

$686

Tee by the Sea - Luxury 2/2 1/2 with huge pool, parking and 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. 1 hour 35 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$258

KEY WEST and 3 Bikes or Walk Everywhere! 2 Porches, Pool, Parking & WIFI

Key West condo

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 10 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$379

Sunrise at Seaside Condo 2 Bedroom

Key West apartment

2 bedrooms / 2 bathrooms / sleeps 5

“Better than a hotel” Good location with nice balcony overlooking the heated pool and hot tub. Great set up for a family with 2 bedrooms and 2 baths; very roomy and comfortable. Convenient parking included. Really great to have washer and dryer in the unit. The airport is nearby, so sometimes you hear the planes fly closely overhead.

Responds fast! avg. 1 hour 38 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$182

Henry's Piece Of Paradise On The Ocean In Key West

Key West apartment

2 bedrooms / 2 bathrooms / sleeps 5

“nice place” Accommodations were nice Good view Henry was great to work with

Match: Shared outdoor pool (heated)

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Price per night from

$245

Sunrise At Seaside Condo 2 bedroom 2 bath

Key West apartment

2 bedrooms / 2 bathrooms / sleeps 5

“Exactly what we needed.” Owner responded in timely manner and was pleasant and answered all questions. The unit was easy to find and close to the airport. We worried about airport traffic noise interfering with sleep, but never heard them inside the condo. Condo was clean and had washer and dryer inside the unit. It was amazing to be able to do laundry when I wanted. Pool was clean, heated, and refreshing. Loved having private covered parking. It kept the car nice and cool when you got in. We'll definitely visit again in the future!

Responds fast! avg. 1 hour 38 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$228

HISTORIC KEY WEST - Conch House - Sleeps 5

Key West house

2 bedrooms / 1 bathroom / sleeps 5

Match: Shared outdoor pool (heated)

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Price per night from

$686

A Change in Latitudes - TRUMAN ANNEX

Key West condo

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 59 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$172

HISTORIC KEY WEST - Turtle House - Sleeps 6

Key West house

2 bedrooms / 1 bathroom / sleeps 6

Match: Shared outdoor pool (heated)

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Price per night from

$801

Key West, Private Beach, Fishing Pier, Old Town, Galleon Resort

Key West condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 8 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$578

KEY WEST LA BRISA CONDO - North Building

Key West condo

2 bedrooms / 2 bathrooms / sleeps 6

Match: Shared outdoor pool (heated)

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Price per night from

$229

OLD TOWN, 2 Bedrm, Pool, Fully Equipped Kitchen, Wrap around private porch, W/D

Key West apartment

2 bedrooms / 1 bathroom / sleeps 4

Match: Shared outdoor pool (heated)

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Price per night from

$161

Ocean front Condo

Key West condo

2 bedrooms / 2 bathrooms / sleeps 6

Match: Shared outdoor pool (heated)

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Price per night from

$137

Deluxe One Bedroom Condo

Key West condo

1 bedroom / 1 bathroom / sleeps 2

Match: Shared outdoor pool (heated)

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Price per night from

$173

Sunshine suit (2/2 apartment)

Key West apartment

2 bedrooms / 2 bathrooms / sleeps 6

Match: Shared outdoor pool (heated)

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Price per night from

$287

Seaside Condo 2 pools JANUARY SPECIAL

Key West condo

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 53 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$100

2 Bedroom, 2 Bath Condo with private balcony and Close to the Ocean

Key West apartment

2 bedrooms / 2 bathrooms / sleeps 6

“We'll be back...” We found this condo to be very clean and comfortable. We enjoyed sitting at the pool as well. Paul, the caretaker, was very pleasant and most accommodating. We shared the condo with another couple for our two night stay. It was wonderful to have our privacy (2 BR/2 baths) but still be able to share the kitchen/living room area with our friends. We had a rental car so found the location easy for shopping, dining, sightseeing on other keys and, of course, Duval Street.

Responds fast! avg. 1 hour 14 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$434

Match: Shared outdoor pool (heated)

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Price per night from

$126

Artist Cottage in Truman Annex

Key West apartment

2 bedrooms / 1 bathroom / sleeps 4

“Key West, Spring 2012” In a word,our stay with you was ”wonderful”. We have been to Key West on several occasions and have loved every visit. Staying in Truman annexe was even more special. We all felt like we were at home with everything we needed. You must feel blessed to live in that part of the world. We will be looking for a job for our 19 year old son,Tom. He wants to come and work over in Key West. We have just arrived home and everything seems grey, and much colder than Key West. Depending on finances( the pound-dollar rate is not too good just now) we hope to come back soon. We will definitely be giving you a call.I would recommend your accommodation and company to future holiday makers. Love and blessings John,Jayne,Jack and Tom

Match: Shared outdoor pool (heated)

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Price per night from

$209

HISTORIC KEY WEST - Main House - Sleeps 8

Key West house

4 bedrooms / 2 bathrooms / sleeps 8

“February visit to Key West” Our family stayed at the Main House for 4 nights and loved it. The location was fabulous! Loved the houses and gardens!!! The owner was very nice and considerate of us. If we get back that is where we would want to be!!

Match: Shared outdoor pool (heated)

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Price per night from

$1,488

Sunrise Suite Key West 2 Bed Rooms 2 Full Baths

Key West condo

2 bedrooms / 2 bathrooms / sleeps 6

“Great condo- great vacation!!” Very nice condo, it accommodated 5 of comfortably. Condo is a quick 10 minute Uber/ taxi ride to town. My wife & I took a break from the action on Duval St to enjoy the heated pool & hot tub. Ed the owner was very easy to work with. Next trip to Key West we would definitely try to rent this place again & would highly recommend it !!

Responds fast! avg. 2 hours 42 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$253

2 bedroom Condo Presented Key West Style

Key West apartment

2 bedrooms / 2 bathrooms / sleeps 5

“Great Stay!” Pam’s condo was great to stay in l, and it was easy to communicate with her—she even gave us some recommendations where to eat at. I would definitely stay here again in the near future & recommenced y’all to book her condo.

Responds fast! avg. 45 minutes

Match: Shared outdoor pool (heated)

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Price per night from

$215

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