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Key West Rentals

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Results: 91 - 120 of 403 Rentals

  • 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
    $2,632 - 3,962

    per week (USD)

    By: VRBO

    2 Bedrooms, 2.5 Baths, Sleeps 4

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    4

    Foundry - Located in the Truman Annex, one of Key West’s most prestigious and luxurious gated waterfront neighborhoods, ...

    Details
  • October Unit 2br 2ba-beach pool sunset view June Unit 1br 1ba-marina view
    $413

    per week (USD)

    By: VRBO

    October Unit 2br 2ba-beach, pool, sunset view June Unit 1br 1ba-marina view

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    I have 2 Units available for rent. One in June and one in October, they are not equally the same. My October unit is a 2 ...

    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
  • 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

    Jasmine Place is a beautiful and enchanting home conveniently located next door to the Ernest Hemingway Home and Museum ...

    Details
  • A Stylish 2Bd 2 5Ba Caribbean Surprise Right off Duval with Backyard Oasis
    $19,350

    per month (USD)

    By: VRBO

    A Stylish 2Bd/ 2.5Ba Caribbean Surprise Right off Duval with Backyard Oasis

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

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

    Details
  • Private 5BR 5 5BA Old Town Estate Home + Private Pool 29 night minimum stay
    $2,723 - 6,230

    per week (USD)

    By: VRBO

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

    Bedrooms:
    5
    Bathrooms:
    6
    Sleeps:
    10

    THE EXPERIENCE... "Amazing Stay!!! Amazing Location!!! Wow!!! Absolutely Amazing location. Close to everything. Huge sp ...

    Details
  • 2 Bedroom 2 Full Bath with private deck overlooking the shared pool
    $770

    per week (USD)

    By: VRBO

    2 Bedroom, 2 Full Bath with private deck overlooking the shared pool

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    When choosing your dates, please keep in mind that we rent a minimum of 7 DAYS from SATURDAY to SATURDAY. (One exception ...

    Details
  • 3BR 3BA Old Town Home + Pool Parking near Duval 29 night minimum stay
    $1,547 - 4,781

    per week (USD)

    By: VRBO

    3BR/3BA Old Town Home + Pool & Parking near Duval / 29 night minimum stay***

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    THE EXPERIENCE... "Beautiful Middle of Everything. Lovely to look at, nicely restored and well maintained. Hemingway Ho ...

    Details
  • End unit on waters edge privacy quiet bird preserve see sunset sunrise
    $10,470

    per month (USD)

    By: VRBO

    *** End unit on waters edge, privacy, quiet, bird preserve, see sunset & sunrise

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    8

    (Please contact owner for stays less than 28 days before you book !!!!. ) Military Vouchers Welcome! In Key West - N ...

    Details
  • ATLANTIC BREEZE Spacious 2 2 w Sleeper Sofa Parking Pool and Beach
    $245

    per night (USD)

    By: VRBO

    "ATLANTIC BREEZE" ~ Spacious 2/2 w/ Sleeper Sofa, Parking, Pool and Beach!

    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 ...

    Details
  • You are steps from Duval Street Hemingway House and Blue Heaven Restaurant
    $3,090 - 8,490

    per month (USD)

    By: VRBO

    You are steps from Duval Street, Hemingway House and Blue Heaven Restaurant

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Key West is PARADISE once again! Our neighborhood, Duval Street and all 165 miles from Miami to Key West on US 1 are cle ...

    Details
  • 2-Story Private Home with Private Pool 4 Bedrooms 4 5 Baths Sleeps 8-10
    $545 - 2,845

    per night (USD)

    By: VRBO

    2-Story Private Home with Private Pool, 4 Bedrooms, 4.5 Baths (Sleeps 8-10)

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    10

    THE EXPERIENCE... "Smack dab in the heart of KW. Top notch accommodations. Service exceptional, as well. From the commu ...

    Details
  • 3-Story 4BR 4BA Home in Old Town + Private Saltwater Pool Available Monthly
    $2,177 - 4,676

    per week (USD)

    By: VRBO

    3-Story 4BR/4BA Home in Old Town + Private Saltwater Pool. Available Monthly

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    12

    THE EXPERIENCE... "Dream Living at Bailey's Mango Mansion. The property was everything and more per Last Key Realty's d ...

    Details
  • 2 Bedrooms 2 Baths Sleeps 8
    $300 - 550

    per night (USD)

    By: VRBO

    2 Bedrooms, 2 Baths, Sleeps 8

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    8

    Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age requirement to rent is ...

    Details
  • 2 Bedrooms 1 Bath Sleeps 4
    $1,498 - 2,450

    per week (USD)

    By: VRBO

    2 Bedrooms, 1 Bath, Sleeps 4

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    4

    Completely renovated, 7 night minimum rental. This condo has everything you want and more. Paradise is definitely found ...

    Details
  • 2 Bedrooms 2 Baths Sleeps 4
    $1,750 - 2,800

    per week (USD)

    By: VRBO

    2 Bedrooms, 2 Baths, Sleeps 4

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age requirement to rent is ...

    Details
  • 2 Bedrooms 2 5 Baths Sleeps 6
    $300 - 400

    per night (USD)

    By: VRBO

    2 Bedrooms, 2.5 Baths, Sleeps 6

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Downtown Duval St. 2 bedroom 2 1/2 bath condo, located in the heart of Old Town. Walking distance to many of the main at ...

    Details
  • 2 Bedrooms 2 Baths Sleeps 6
    $1,498 - 2,450

    per week (USD)

    By: VRBO

    2 Bedrooms, 2 Baths, Sleeps 6

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age requirement to rent is ...

    Details
  • 2 Bedrooms 1 Bath Sleeps 5
    $1,498 - 2,450

    per week (USD)

    By: VRBO

    2 Bedrooms, 1 Bath, Sleeps 5

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    5

    7 night minimum stay condo upstairs unit with 2 bedrooms and 1 Bathroom upstairs spacious unit with 1 queen, 2 twins and ...

    Details
  • 3 Bedrooms 2 Baths Sleeps 8
    $4,500 - 8,580

    per month (USD)

    By: VRBO

    3 Bedrooms, 2 Baths, Sleeps 8

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    8

    Located on a quiet street in the Meadows of Key West; a tranquil residential neighborhood located just behind the Key We ...

    Details
  • 2 Bedrooms 2 Baths Sleeps 8
    $300 - 500

    per night (USD)

    By: VRBO

    2 Bedrooms, 2 Baths, Sleeps 8

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    8

    Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age requirement to rent is ...

    Details
  • 2B Truman Annex Townhouse with En Suite Baths and wonderful deck w gas grill
    $29,850

    per month (USD)

    By: VRBO

    2B Truman Annex Townhouse with En Suite Baths and wonderful deck w gas grill!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    4

    SURROUNDED BY HISTORY AND BEAUTY... Nestled in Truman Annex along President’s Walk you will find The Nautilus; a sophist ...

    Details
  • 2 Bedrooms 2 5 Baths Sleeps 6
    $300 - 400

    per night (USD)

    By: VRBO

    2 Bedrooms, 2.5 Baths, Sleeps 6

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Downtown Duval St. 2 bedroom 2 1/2 bath condo, located in the heart of Old Town. Walking distance to many of the main at ...

    Details
  • 2 Bedrooms 2 Baths Sleeps 8
    $300 - 500

    per night (USD)

    By: VRBO

    2 Bedrooms, 2 Baths, Sleeps 8

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    8

    Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age requirement to rent is ...

    Details
  • 2 Bedrooms 2 Baths Sleeps 8
    $300 - 550

    per night (USD)

    By: VRBO

    2 Bedrooms, 2 Baths, Sleeps 8

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    8

    Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age requirement to rent is ...

    Details
  • 2 Bedrooms 2 Baths Sleeps 8
    $300 - 550

    per night (USD)

    By: VRBO

    2 Bedrooms, 2 Baths, Sleeps 8

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    8

    Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age requirement to rent is ...

    Details
  • 2 Bedrooms 2 Baths Sleeps 8
    $300 - 500

    per night (USD)

    By: VRBO

    2 Bedrooms, 2 Baths, Sleeps 8

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    8

    Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age requirement to rent is ...

    Details
  • 3 Bedrooms 3 Baths Sleeps 10
    $400 - 600

    per night (USD)

    By: VRBO

    3 Bedrooms, 3 Baths, Sleeps 10

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    10

    Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age requirement to rent is ...

    Details
  • 3 Bedrooms 4 Baths Sleeps 10
    $400 - 600

    per night (USD)

    By: VRBO

    3 Bedrooms, 4 Baths, Sleeps 10

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age requirement to rent is ...

    Details