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Key West Rentals

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Results: 91 - 120 of 439 Rentals

  • Beautifully Restored Conch Cottage with private pool and lush tropical gardens
    $217 - 267

    per night (USD)

    By: VRBO

    Beautifully Restored Conch Cottage with private pool and lush tropical gardens..

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    Blue Sun is a charming three bedroom conch cottage that has been completely renovated by a professional interior designe ...

    Details
  • A Studio lock-out unit With Small Kitchen For Rent On The 5th Floor
    $413

    per week (USD)

    By: VRBO

    A Studio(lock-out unit) With Small Kitchen For Rent On The 5th Floor

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Studio(lock-out) for rent 5th floor. The Galleon Resort has its own marina, fishing charters on-site, tiki bar that serv ...

    Details
  • Palm Island Suite-top Of Duval
    $1,253 - 2,275

    per week (USD)

    By: VRBO

    Palm Island Suite-top Of Duval

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Ready to escape to Key West? Make the most of your visit and stay at Top of Duval Vacation Rentals, located in the heart ...

    Details
  • Key West America s Caribbean Island
    $1,750

    per week (USD)

    By: VRBO

    Key West... America's Caribbean Island

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Located at Seaside Resorts this colorful third floor condo has all the amenities of home. The split floor plan gives thi ...

    Details
  • Key Lime Pie Suite- Top Of Duval
    $1,253 - 2,275

    per week (USD)

    By: VRBO

    Key Lime Pie Suite- Top Of Duval

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Ready to escape to Key West? Make the most of your visit and stay at Top of Duval Vacation Rentals, located in the heart ...

    Details
  • 2 Bedrooms 1 Bathroom Sleeps 5
    $184

    per night (USD)

    By: VRBO

    2 Bedrooms, 1 Bathroom, Sleeps 5

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    5

    This wonderful 2 bedroom downstairs unit is owner's second home and has just been beautifully and professionally decorat ...

    Details
  • 2 Bedrooms 2 Baths Sleeps 4
    $478 - 990

    per night (USD)

    By: VRBO

    2 Bedrooms, 2 Baths, Sleeps 4

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    WELCOME TO PINEAPPLE COTTAGE! Just a 1/2 block to Duval, parking, and private pool! This two bedroom, two bathroom ho ...

    Details
  • 1 Bedroom 1 Bath Sleeps 2
    $251 - 610

    per night (USD)

    By: VRBO

    1 Bedroom, 1 Bath, Sleeps 2

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    In the 20th century many residents of Key West began referring to themselves as “Conchs”, now this term generally applie ...

    Details
  • $875

    per week (USD)

    By: VRBO

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Details
  • 1st Floor Garden Condo 2 Bedrooms 1 Baths 5 Sleeps
    $75

    per night (USD)

    By: VRBO

    1st Floor Garden Condo, 2 Bedrooms, 1 Baths, 5 Sleeps

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    5

    - Decorated in shades of sea foam and coral, this two bedroom villa is in easy walking distance of Mallory Square, Duval ...

    Details
  • 2 Bedrooms 2 Baths Sleeps 4
    $3,000 - 7,440

    per month (USD)

    By: VRBO

    2 Bedrooms, 2 Baths, Sleeps 4

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    This is a luxury town home, located in the heart of old town and walking distance to all main attractions, including th ...

    Details
  • 2 Bedrooms 2 5 Baths Sleeps 4
    $3,510 - 8,580

    per month (USD)

    By: VRBO

    2 Bedrooms, 2.5 Baths, Sleeps 4

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    4

    This unit offers the perfect way to visit Key West, park your car and walk everywhere. Sunset celebration is only steps ...

    Details
  • 2 Bedrooms 2 Baths Sleeps 4
    $3,000 - 7,440

    per month (USD)

    By: VRBO

    2 Bedrooms, 2 Baths, Sleeps 4

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    This is a luxury town home, located in the heart of old town and walking distance to all main attractions, including th ...

    Details
  • A Cottage 3 Bedrooms and 2 Bathrooms directly on a Golf
    $15,000

    per month (USD)

    By: VRBO

    A Cottage 3 Bedrooms and 2 Bathrooms directly on a Golf !!

    Bedrooms:
    4
    Bathrooms:
    2
    Sleeps:
    8

    This home has 3 bedrooms, 2 full bath great room with a sofa conmvertible or 2 people can sleep. which fai total of 8 sl ...

    Details
  • 2 Bedrooms 2 5 Baths Sleeps 4
    $1,897 - 3,962

    per week (USD)

    By: VRBO

    2 Bedrooms, 2.5 Baths, Sleeps 4

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    4

    WELCOME TO FOUNDRY 7! Foundry - Located in the Truman Annex, one of Key West’s most prestigious and luxurious gated wat ...

    Details
  • October Unit 2br 2ba-beach pool sunset view
    $413

    per week (USD)

    By: VRBO

    October Unit 2br 2ba-beach, pool, sunset view

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    This October condo is a 2BR, 2BA sunset/pool view sleeps 6. Condo has a full modern kitchen with granite/stainless, di ...

    Details
  • Villa 4 Bedrooms 3 Baths Sleeps 8
    $800 - 1,450

    per night (USD)

    By: VRBO

    Villa, 4 Bedrooms, 3 Baths, Sleeps 8

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    8

    The Perfect Getaway Wow---it sure is. Walk by on Greene Street a stone's throw from the water and wharf, some time and ...

    Details
  • Beautiful Key West Townhome
    $242

    per night (USD)

    By: VRBO

    Beautiful Key West Townhome

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Come on in, relax and enjoy our wonderful slice of paradise. Over 2,000 square feet of luxurious living space. Our two b ...

    Details
  • Built Back Off Quiet Street Overlooks Historic Tropical Tree Garden
    $127 - 183

    per night (USD)

    By: VRBO

    Built Back Off Quiet Street. Overlooks Historic Tropical Tree Garden

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    4

    Discretely built back off the street to quietly overlook an historic tropical garden, this Elegant Key West Tree House, ...

    Details
  • 2 Bedrooms 2 Baths Sleeps 4
    $378 - 875

    per night (USD)

    By: VRBO

    2 Bedrooms, 2 Baths, Sleeps 4

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    WELCOME TO JASMINE PLACE FANTASY FEST AVAILABILITY THURSDAY-ON (4 NIGHT MIN) Jasmine Place is a beautiful and enchanti ...

    Details
  • 2 Bedrooms 2 5 Baths Sleeps 4

    By: VRBO

    2 Bedrooms, 2.5 Baths, Sleeps 4

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    4

    A STYLISH CARIBBEAN SURPRISE RIGHT OFF DUVAL... Private single-family home with peaceful porches totaling two bedrooms, ...

    Details
  • Bella Grand Premier - Superbly Renovated Victorian Estate at Historic Seaport
    $400 - 717

    per night (USD)

    By: VRBO

    Bella Grand Premier - Superbly Renovated Victorian Estate at Historic Seaport

    Bedrooms:
    3
    Bathrooms:
    1
    Sleeps:
    6

    Classic romantic 1800’s Key West architecture has inspired a superbly executed renovation of this extraordinary historic ...

    Details
  • Blue Lagoon
    $400 - 543

    per night (USD)

    By: VRBO

    Blue Lagoon

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    Welcome to "Blue Lagoon" located in prestigious Truman Annex, in the President' Walk and Southard Street area. This lux ...

    Details
  • Private 5BR 5 5BA Old Town Estate Home + Private Pool 29 night minimum stay
    $16,980

    per month (USD)

    By: VRBO

    Private 5BR/5.5BA Old Town Estate Home + Private Pool / 29 night minimum stay***

    Bedrooms:
    5
    Bathrooms:
    6
    Sleeps:
    10

    Traveling with a large group requires a special home. To maximize comfort, large common areas are offered both indoor an ...

    Details