Key West Rentals
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$18,450per month (USD)
By: VRBO
One Bedroom and One Bath Getaway for Just the Two of You
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
RELAXED DOWNTOWN LIVING... Envelop yourself in true island living in this cute cottage just for the two of you. Located ...
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$1,673per week (USD)
By: VRBO
3 BR 2 BA -- sleeps 6 maximum
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
BOAT LOVERS! Five minutes to open ocean. Keep your boat in the canal right at your back door. 214-226-0826. 901-458-258 ...
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$700per week (USD)
By: VRBO
Sea Breeze- A unique 3 bed 2 bath Cottage in the Truman Annex
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Sea Breeze Cottage Cottage is a private, tropical, stand alone cottage located in the beautiful Truman Annex. Get ready ...
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$165per night (USD)
By: VRBO
Condo, 1 bedroom, 1 full bathroom, sleeps 4 (Queen Murphy Bed in living area)
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This is the ONLY 1 Bedroom Penthouse located at 1800 Atlantic. It is considered to be very large by Key West Standards. ...
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$3,269 - 7,511per week (USD)
By: VRBO
Sprawling 5BR/5BA Estate + Large Pool / sleeps 10 / 29 night minimum stay***
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 10
THE EXPERIENCE... "Wonderful Month in Key West! We had an amazing family vacation at Cielo Tropicale! The property is b ...
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$6,270per month (USD)
By: VRBO
2 bedrooms, 2.5 bathrooms, sleeps 6
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to a beautiful house, hidden paradise, you never knew existed. Once you're entered into this hideaway, you'll ne ...
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$125per night (USD)
By: VRBO
CONDO, OLD TOWN! STEPS TO DUVAL!! SLEEPS 2-4, 3 BLOCKS TO SOUTH BEACH! LUXURY!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
La Dolce Vita is located in Old Town and just steps to Duval Street in the heart of the Historic District!! Southernmo ...
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$218 - 981per night (USD)
By: VRBO
2-Story 2BR/2.5BA Townhome w/ private yard & Community Pool in Truman Annex.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
THE EXPERIENCE... "Sea Captain's Haven is in an excellent location to access all of Key West. You can walk a few blocks ...
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$789 - 989per night (USD)
By: VRBO
Enjoy Key West's famed Sunsets from the comfort of your living room.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Once in a generation a truly unique property comes available for all to behold and enjoy, and after a years long, total ...
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$218 - 905per night (USD)
By: VRBO
Charming second floor apartment just off Duval Street, overlooking Old Town
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
THE EXPERIENCE... "Suzy's Perch! Such a great vacation! I have been to Key West 4 times before this stay and I have to ...
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$973 - 2,485per week (USD)
By: VRBO
2BR/2BA Stilted Cottage by the Beach + Private Pool / 29 night minimum stay***
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
THE EXPERIENCE... "Wonderfully Private home and Great Agent. What a great little two bedroom home with all of the furni ...
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$491 - 2,998per night (USD)
By: VRBO
5 Bedrooms, 3.5 Bathrooms, Private Home in Truman Annex, Private Pool
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
THE EXPERIENCE... "Fabulous time at Avalynn House in Truman Annex. We've been to Key West several times. But, this was ...
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$2,576 - 4,942per week (USD)
By: VRBO
Large Private 4BR/4.5BA Home + Pool & Spa / Sleeps 8-9 / 29 night minimum stay**
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
THE EXPERIENCE... "Perfect Key West Vacation. Everyone was very excited to come to Key West and this home was perfect i ...
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$59per night (USD)
By: VRBO
Two Bedroom Two Bathroom Penthouse Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy your stay in paradise with all the comforts of home. This barrier free designer decorated two bedroom, two full ba ...
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$173 - 1,250per night (USD)
By: VRBO
5 bedrooms, 5 full bathrooms, 2 living rooms, 2 porch, sleeps 30+, pool, beach
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 30
PROMOTION: -ONE FREE CAR RENTAL DAY DURING YOUR STAY!!! This beachfront Spanish style 600 sq. mt. (7,000 sq. ft) hom ...
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$202 - 350per night (USD)
By: VRBO
Studio, 1 Bathroom, sleeps 2
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
$25,00 Renovation completed end of 2016/beginning of 2017!! Different than ANY other Efficiency at the Galleon!! You w ...
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$40,350per month (USD)
By: VRBO
"SEACLUSION"~ Charming Conch home w/3 Bd, 2.5 Ba, open floor plan & large pool!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
QUIET LANE... SeaClusion, located on one of Key West's quiet, hidden lanes, is charming and cozy. Bike or stroll throug ...
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$19,350per month (USD)
By: VRBO
2Bd/ 2Ba Hardwood, Marble, Granite with Pool - Main Floor Bedroom!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
CLOSE TO THE FUN.... This Adorable Conch Cottage is a “Stone’s Throw” from everything that Key West has to offer! Liter ...
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$40,350per month (USD)
By: VRBO
3Bd/ 3.5Ba, Sleeps 6, Private Pool & Parking!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
QUINTESSENTIAL KEY WEST HOME LEAVING NOTHING MORE TO BE DESIRED... Framed by a white picket fence you will be welcomed t ...
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$280per night (USD)
By: VRBO
"IN GOOD SPIRITS"~2Bd, 2Ba & Sleeper Sofa, Huge Community Pool Overlooks Ocean!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
BEACHES ON BOTH SIDES... This two bedroom condo is close to the airport, beaches, restaurants and minutes away from Duva ...
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$300 - 1,036per night (USD)
By: VRBO
2-Story 2BR/2.5BA Townhome in Truman Annex w/ Community Pool. Available Weekly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
THE EXPERIENCE... "Feels like home! I stayed at this property with 5 other family members and we had a wonderful experi ...
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$218 - 872per night (USD)
By: VRBO
2BR/2.5BA Townhome in Truman Annex next to Mallory Square, 2 blocks from Duval
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
THE EXPERIENCE... "Great Spring Break. We had a great stay at Villa Bahama for Spring Break. Caryn from Last Key Realty ...
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$327 - 1,570per night (USD)
By: VRBO
Lavish Oceanfront 2BR/2.5BA Penthouse Condo with panoramic views of the Gulf
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
THE EXPERIENCE... "New Favorite Place to Stay! This condo is everything advertised and more. The property itself is bea ...
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$3,143per week (USD)
By: VRBO
2 bedrooms, 1 Bath, 1 Outdoor Shower and Pavillion, Tropical Garden (sleeps 4-6)
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Open the gate and stroll through the lush gardens of this beautiful two bedroom, one bath home, built in 1953 and entire ...
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$185per night (USD)
By: VRBO
Condo, One King, Two Twins, Sleeper Sofa, Air Mattress, 2 Baths, (Sleeps 4-6)
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This unit underwent a renovation late 2013 and is now handicap friendly.. Please enter your dates and click detailed ...
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$26,850per month (USD)
By: VRBO
2B/2Ba cottage, parking, hot tub, private, completely fenced - great for pets!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
BAHAMA VILLAGE TREASURE... This pet friendly Old Town Key West home is just steps from the award winning restaurants and ...
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$1,715per week (USD)
By: VRBO
2B/1B with Porch Views, Community Pool & Lively Decor in an Amazing Location!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
COMFORT AND VALUE IN TRUMAN ANNEX…. This newly renovated two bedroom condo is located in The Shipyard, a neighborhood of ...
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$595per night (USD)
By: VRBO
5B/4Ba home provides privacy and luxury for all guests harmonizing group stays!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
LUXURY IN OLD TOWN... Grand home in the Historic Seaport area of Old Town Key West. Tucked behind a canopy of palms this ...
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$495 - 790per night (USD)
By: VRBO
2 bedrooms, 2 bathrooms, +King in loft sleeps 8
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Perfect vacation rental that allows you to enjoy breakfast on your private balcony, unwind and relax in the master bath ...
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$604 - 1,145per night (USD)
By: VRBO
Oceanfront 2BR/2.5BA Penthouse Condo with Pool & Cabana, next to Mallory Square
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
THE EXPERIENCE... "Paradise Found! We absolutely loved our stay at Windows on the Gulf. We are not sure we could possi ...
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