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Key West Rentals

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Results: 1 - 30 of 403 Rentals

  • 2 Bedrooms 2 Baths Sleeps 6
    $360 - 575

    per night (USD)

    By: VRBO

    2 Bedrooms, 2 Baths, Sleeps 6

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    This wonderful property has brand new living and bedroom furniture in 2016, King bed in the master bedroom, 2 twins in t ...

    Details
  • 2 Bedrooms 2 Baths Sleeps 6
    $425 - 650

    per night (USD)

    By: VRBO

    2 Bedrooms, 2 Baths, Sleeps 6

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Fantastic 3rd floor ocean-view condominium. Unit features a full size fully equipped kitchen. Washer dryer. King in the ...

    Details
  • Second Floor Oceanfront Condo in Private Gated Community on the Beach
    $294 - 1,036

    per night (USD)

    By: VRBO

    Second Floor Oceanfront Condo in Private Gated Community on the Beach...

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    THE EXPERIENCE... "Once in a lifetime. This one will go down in history. The staff was amazing, available by office pho ...

    Details
  • Luxurious 3BR 2BA Home + Steps From Smathers Beach 29 night minimum stay
    $1,337 - 3,752

    per week (USD)

    By: VRBO

    Luxurious 3BR/2BA Home + Steps From Smathers Beach / 29 night minimum stay***

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    On a quiet residential street in the 'Beachside' neighborhood lives a very special home. "Sea Glass Cay" is designed to ...

    Details
  • Studio 0 Bedrooms 1 Baths 2 Sleeps
    $45

    per night (USD)

    By: VRBO

    Studio, 0 Bedrooms, 1 Baths, 2 Sleeps

    Bedrooms:
    0
    Bathrooms:
    1
    Sleeps:
    2

    The Simonton Studio is neat, sweet and complete. This pet friendly accommodation is the perfect location for exploring ...

    Details
  • Condo 1 Bedrooms 1 Baths 4 Sleeps
    $157 - 300

    per night (USD)

    By: VRBO

    Condo, 1 Bedrooms, 1 Baths, 4 Sleeps

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    The Jungle Breeze condo at LaBrisa Condominiums is a 1 bedroom, 1 bath apartment with a king size bed in the bedroom and ...

    Details
  • Largest studio in building 2 baths 2 rooms for sleeping Queen bed full futon
    $75

    per night (USD)

    By: VRBO

    Largest studio in building.2 baths & 2 rooms for sleeping.Queen bed & full futon

    Bedrooms:
    0
    Bathrooms:
    2
    Sleeps:
    3

    This studios sleeps 3 guests.complete with linens, flat screen TV, cable, Wi-Fi and kitchenette. This unit is perfect ...

    Details
  • 4 Bedrooms 3 Baths Sleeps 8
    $7,500 - 10,710

    per month (USD)

    By: VRBO

    4 Bedrooms, 3 Baths, Sleeps 8

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    8

    "Banana Breeze" is an upscale escape by the sea, and considered by some to be a hidden gem. Tucked away in your own oasi ...

    Details
  • VILLA AZUL Two bed two bath condo in Old Town with Pool
    $1,715

    per week (USD)

    By: VRBO

    "VILLA AZUL" ~ Two bed, two bath condo in Old Town with Pool!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    COMFORT AND VALUE IN OLD TOWN…. This second floor two bedroom condo is located in The Shipyard, a Truman Annex neighborh ...

    Details
  • In the epicenter of Key West and walking distance to everything in Old Town
    $19,770

    per month (USD)

    By: VRBO

    In the epicenter of Key West and walking distance to everything in Old Town

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    10

    HEMINGWAY’S HIDEAWAY Steps away from Hemingway’s house sits his “Hideaway”. Allow the authentic feel of old Key West ins ...

    Details
  • 1 Bedroom 1 Bathroom Sleeps 4
    $1,050

    per week (USD)

    By: VRBO

    1 Bedroom, 1 Bathroom, Sleeps 4

    Bedrooms:
    0
    Bathrooms:
    1
    Sleeps:
    4

    This lively island cottage in the heart of Old Town. Short walks to Duval Street, Blue Heaven, Southernmost Point, Wine ...

    Details
  • Oceanfront 3BR 2BA Coastal Condo with views of the Atlantic Ocean
    $294 - 1,570

    per night (USD)

    By: VRBO

    Oceanfront 3BR/2BA Coastal Condo with views of the Atlantic Ocean...

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    8

    THE EXPERIENCE... "Why not sooner? Upon arrival to our first trip to the Keys we were greeted by Shannon at the Condo. ...

    Details
  • Your Tropical Waterfront Oasis with a Private Airstritp Summerland Key United States
    $6,930

    per month (CAD)

    By: VRBO

    Your Tropical Waterfront Oasis with a Private Airstritp, Summerland Key, United States

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    8

    Located on South Airport Drive in Summerland Key, Florida... Approximately 25 miles north of Key West 25 miles south of ...

    Details
  • 2 Bedroom 1 Bathroom with Vaulted Ceilings and Extra Large Balcony
    $175

    per night (USD)

    By: VRBO

    2 Bedroom, 1 Bathroom with Vaulted Ceilings and Extra Large Balcony

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    4

    Welcome to your home away from home and enter through the canopy of trees to the secure, patrolled Shipyard Condominium' ...

    Details
  • 2 Bedrooms 2 Baths Sleeps 6
    $360 - 575

    per night (USD)

    By: VRBO

    2 Bedrooms, 2 Baths, Sleeps 6

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Spectacular 2 bedroom 2 bath ocean-view overlooking the famous Smathers Beach, Enjoy the balmy ocean breezes from your ...

    Details
  • 2 Bedrooms 2 Baths Sleeps 6
    $300 - 500

    per night (USD)

    By: VRBO

    2 Bedrooms, 2 Baths, Sleeps 6

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    1st floor garden-view unit, King in the master bedroom, A double and a single in the guest bedroom and a queen sleeper ...

    Details
  • 2 Bedrooms 2 Baths Sleeps 6
    $360 - 575

    per night (USD)

    By: VRBO

    2 Bedrooms, 2 Baths, Sleeps 6

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Atlantic Paradise Found C232 at 1800 Atlantic Condominiums is a beautifully appointed spacious condominium with a lovely ...

    Details
  • 2 Bedrooms 2 Baths Sleeps 6
    $360 - 575

    per night (USD)

    By: VRBO

    2 Bedrooms, 2 Baths, Sleeps 6

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Stunning 2 bedroom ocean-view oasis vacation rental at the fabulous 1800 Atlantic in Key West. Our family owned unit has ...

    Details
  • 2 Bedrooms 2 Baths Sleeps 6
    $360 - 575

    per night (USD)

    By: VRBO

    2 Bedrooms, 2 Baths, Sleeps 6

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    The Grand Vista - 2 bedroom suite 2 Bedroom 2 bath suite, Totally renovated with flat screen plasma TV's in both bedroo ...

    Details
  • 2 Bedrooms 2 Baths Sleeps 6
    $360 - 575

    per night (USD)

    By: VRBO

    2 Bedrooms, 2 Baths, Sleeps 6

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    1800 Atlantic Condominiums Unit C439 Overlooking Smathers Beach and the Atlantic Ocean, this two bedroom, two bath pe ...

    Details
  • 2 Bedrooms 2 Baths Sleeps 6
    $360 - 575

    per night (USD)

    By: VRBO

    2 Bedrooms, 2 Baths, Sleeps 6

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Fantastic 1800 Atlantic Penthouse in the highly desirable East building of the facility Brand new living room furniture ...

    Details
  • 2 Bedrooms 2 Baths Sleeps 6
    $300 - 500

    per night (USD)

    By: VRBO

    2 Bedrooms, 2 Baths, Sleeps 6

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    2 Bedroom Garden-View Condo at 1800 Atlantic Key West with king in the Master bedroom, queen in the guest bedroom and a ...

    Details
  • 2 Bedrooms 2 Baths Sleeps 6
    $360 - 575

    per night (USD)

    By: VRBO

    2 Bedrooms, 2 Baths, Sleeps 6

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Penthouse property with vaulted ceilings at the famous 1800 Atlantic. Both bedrooms and the living room have access to y ...

    Details
  • 2 Bedrooms 2 Baths Sleeps 6
    $3,750

    per month (USD)

    By: VRBO

    2 Bedrooms, 2 Baths, Sleeps 6

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    This is a lovely 3rd floor partial ocean-view unit. You will love the spacious 50 ft private balcony that runs the lengt ...

    Details
  • 2 Bedrooms 2 Baths Sleeps 6
    $3,750

    per month (USD)

    By: VRBO

    2 Bedrooms, 2 Baths, Sleeps 6

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Garden View. 2 bedroom 2 full bathrooms, sleeps a max of 6. Luxurious tropical courtyard view two bedroom condo. This e ...

    Details
  • 2 Bedrooms 2 Baths Sleeps 6
    $3,750

    per month (USD)

    By: VRBO

    2 Bedrooms, 2 Baths, Sleeps 6

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Look no further you have found a beautiful 2 bedroom 2 bath "Shot-Gun" house in the heart of Old Town Key West, just 4 b ...

    Details
  • 2 Bedrooms 2 Baths Sleeps 6
    $4,290

    per month (USD)

    By: VRBO

    2 Bedrooms, 2 Baths, Sleeps 6

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Beautiful 2 bedroom 2 bath unit, with a lovely view of the Atlantic Ocean. This unit is an extra large floor plan with a ...

    Details
  • 2 Bedrooms 2 Baths Sleeps 6
    $5,370

    per month (USD)

    By: VRBO

    2 Bedrooms, 2 Baths, Sleeps 6

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    This is a beautifully renovated high end luxurious monthly rental at 1800 Atlantic. The moment you walk in you will appr ...

    Details
  • 2 Bedrooms 2 Baths Sleeps 6
    $3,750

    per month (USD)

    By: VRBO

    2 Bedrooms, 2 Baths, Sleeps 6

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    This property features an extra large floor plan from the popular B building at 1800 Atlantic. Enjoy the flow through br ...

    Details
  • 2 Bedrooms 2 Baths Sleeps 4
    $3,210

    per month (USD)

    By: VRBO

    2 Bedrooms, 2 Baths, Sleeps 4

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Fabulous top floor ocean-view penthouse condo. Available during the Spring/Summer Season. Enjoy the Ocean-breeze's from ...

    Details
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