image description

Search Your Destination Now!

Key West Rentals

Rental Rates ($USD weekly)

Bedrooms

Guests

Check Rates & Availability:

Update Results Reset Dates

Results: 1 - 30 of 405 Rentals

  • 2 Bedrooms 2 Baths Sleeps 6
    $315 - 525

    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
    $357 - 550

    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
    $382 - 856

    per night (USD)

    By: VRBO

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

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    This freshly renovated oceanfront condo has been meticulously designed and furnished to a very high standard. No expense ...

    Details
  • Luxurious 3BR 2BA Home + Steps From Smathers Beach 29 night minimum stay
    $1,512 - 3,577

    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 is a very special home, designed to be your own private oa ...

    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

    I am so happy you are reading this! Please feel free to call me directly to make payment on this condo. I take payment ...

    Details
  • Condo 1 Bedrooms 1 Baths 4 Sleeps
    $1,099 - 2,100

    per week (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
  • Cozy studio nicely decorated close to the action yet far enough for relaxation
    $75

    per night (USD)

    By: VRBO

    Cozy studio, nicely decorated, close to the action yet far enough for relaxation

    Bedrooms:
    0
    Bathrooms:
    1
    Sleeps:
    2

    This studios sleeps 2 guests.complete with linens, flat screen TV, cable, Wi-Fi and kitchenette. This unit is perfect ...

    Details
  • Newly Decorated And Fully Appointed With Water View 30 NIGHT MIN STAY REQUIRED
    $22,770

    per month (USD)

    By: VRBO

    Newly Decorated And Fully Appointed With Water View *30 NIGHT MIN STAY REQUIRED*

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    "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 pet friendly condo in Old Town with Pool
    $3,465

    per week (USD)

    By: VRBO

    "VILLA AZUL" ~ Two bed, two bath, pet friendly 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
    $540 - 2,093

    per night (USD)

    By: VRBO

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

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    8

    A stay in Key West calls for a light and airy oasis, with breathtaking water views and an easy beach location to fully e ...

    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
    $155

    per night (USD)

    By: VRBO

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

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    4

    ***IRMA Update news the Shipyard, Truman Annex and Key West fared very well! In the words of the Key West Chamber of Co ...

    Details
  • Private 3BR 3 5BA Home In Casa East District + Pool 29 night minimum stay
    $1,575 - 3,717

    per week (USD)

    By: VRBO

    Private 3BR/3.5BA Home In Casa East District + Pool / 29 night minimum stay***

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    6

    Enjoy "Isla Momentos" warm charm in beautiful Key West. Isla Momentos (translated: Island Moments or Island Time) is l ...

    Details
  • 2 Bedrooms 2 Baths Sleeps 6
    $315 - 525

    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
    $270 - 450

    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, 2 twins in the guest bedroom and a queen sleeper sofa in the liv ...

    Details
  • 2 Bedrooms 2 Baths Sleeps 6
    $315 - 525

    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
    $315 - 525

    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
    $315 - 525

    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
    $315 - 525

    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
    $315 - 525

    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 2 bedroom 2 bath top floor oce ...

    Details
  • 2 Bedrooms 2 Baths Sleeps 6
    $270 - 450

    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
    $315 - 525

    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 - 7,440

    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
    $4,290 - 8,010

    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 - 7,440

    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 - 8,010

    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 - 9,720

    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 - 6,870

    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
We have 405 Key West Rentals
Help us find the best rentals for you...
# of Guests:
Travel Dates:
I don't have specific dates
Continue