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Key West Rentals

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Results: 61 - 90 of 403 Rentals

  • 5 Bedrooms 4 Baths Sleeps 12
    $749 - 1,599

    per night (USD)

    By: VRBO

    5 Bedrooms, 4 Baths, Sleeps 12

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    12

    "Captain's Daughter” is a spacious home with the ability to sleep a large group comfortably, a private pool and tropical ...

    Details
  • 2 Bedroom 2 Bath Condo On The Atlantic
    $1,638

    per week (USD)

    By: VRBO

    2 Bedroom 2 Bath Condo On The Atlantic

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Enjoy the New and Completely Renovated bathrooms to this tropical residence. This is quiet, peaceful living on the Atlan ...

    Details
  • 2nd Floor Condo By the Beach 2 Bedrooms 2 Baths Sleeps 4-6
    $218 - 812

    per night (USD)

    By: VRBO

    2nd Floor Condo By the Beach, 2 Bedrooms, 2 Baths (Sleeps 4-6)

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    THE EXPERIENCE... "Fabulous. Stayed in this apartment for 5 nights. Shannon from Last Key Realty was superb waiting for ...

    Details
  • 4BR 4 5BA Private Casa Marina Home Guesthouse + Pool 29 night minimum stay
    $2,177 - 4,683

    per week (USD)

    By: VRBO

    4BR/4.5BA Private Casa Marina Home & Guesthouse + Pool / 29 night minimum stay**

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    8

    THE EXPERIENCE... "Great summer vacation in Key West. This is the second year we have come down to Key West for our su ...

    Details
  • 2BR 2BA Casa Marina Private Home + Private Pool in 29 night minimum stay
    $1,239 - 3,479

    per week (USD)

    By: VRBO

    2BR/2BA Casa Marina Private Home + Private Pool in / 29 night minimum stay***

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    THE EXPERIENCE... "The Coral Frog- Amazing Experience! The Coral Frog & Last Key Realty Were Fantastic!!! The owners th ...

    Details
  • 4 Bedrooms 4 Baths Sleeps 12
    $500 - 700

    per night (USD)

    By: VRBO

    4 Bedrooms, 4 Baths, Sleeps 12

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    12

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

    Details
  • 2 Bedroom 1 Bathroom with Ocean Views
    $175

    per night (USD)

    By: VRBO

    2 Bedroom, 1 Bathroom with Ocean Views

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    4

    Welcome to your front row seat of the New Truman Waterfront Park with water views and beautiful sunsets right from our p ...

    Details
  • Townhome 2 Bedrooms 2 5 Baths 6 Sleeps
    $200 - 321

    per night (USD)

    By: VRBO

    Townhome, 2 Bedrooms, 2.5 Baths, 6 Sleeps

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    "Welcome to Duval Square" a secluded and gated community located on upper Duval St; these properties are some of the mos ...

    Details
  • 3 Bedrooms 2 Baths Sleeps 6
    $506 - 1,050

    per night (USD)

    By: VRBO

    3 Bedrooms, 2 Baths, Sleeps 6

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    Experience the original Key West by staying at this historical treasure! Pagitt House is a 3 bedroom home, but is also ...

    Details
  • Lush Duval Street Estate + Private Pool Grounds 5 Bedrooms 5 5 Bathrooms
    $872 - 4,872

    per night (USD)

    By: VRBO

    Lush Duval Street Estate + Private Pool & Grounds, 5 Bedrooms, 5.5 Bathrooms

    Bedrooms:
    5
    Bathrooms:
    6
    Sleeps:
    12

    THE EXPERIENCE... "The most perfect Key West vacation! This home had everything we wanted and much, much more! Large, c ...

    Details
  • 2B 2Ba Cottage in Old Town with Dip Pool Parking Updated Kitchen Baths
    $31,350

    per month (USD)

    By: VRBO

    2B/2Ba Cottage in Old Town with Dip Pool, Parking & Updated Kitchen/ Baths!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    HIDDEN GEM... The perfect location for guests who want to walk and bike to everything Key West has to offer. Modern cot ...

    Details
  • Key West Sailboat Moon Dance 42 ft Irwin Sailboat 2 cabins 2 bathrooms
    $225

    per night (USD)

    By: VRBO

    Key West Sailboat Moon Dance 42 ft. Irwin Sailboat 2 cabins 2 bathrooms

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Vacation Sailing Time Charter on your own private sailing vessel for a specific period of time with a customized sailing ...

    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

    Luxurious furnishings and spacious interiors centered around the expansive water views perfectly compliment the beautifu ...

    Details
  • Obsession 37 ft Sailboat 2 cabins 2 bathrooms salon and galley
    $215

    per night (USD)

    By: VRBO

    Obsession 37 ft. Sailboat 2 cabins 2 bathrooms, salon and galley

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Vacation Sailing Time Charter on your own private sailing vessel for a specific period of time with a customized sailing ...

    Details
  • 4 Bedrooms 3 Baths Sleeps 12
    $599 - 1,499

    per night (USD)

    By: VRBO

    4 Bedrooms, 3 Baths, Sleeps 12

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    12

    "Seafarer’s Refuge” is a spacious home with the ability to sleep a large group comfortably, a private pool and tropicall ...

    Details
  • 4 Bedrooms 3 5 Baths Sleeps 8
    $10,710 - 13,920

    per month (USD)

    By: VRBO

    4 Bedrooms, 3.5 Baths, Sleeps 8

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Luxurious furnishings and spacious interiors centered around the expansive water views perfectly compliment the beautifu ...

    Details
  • Historic 4bdrm 4bath Eyebrow HomeOld Town Key West
    $1,743

    per week (USD)

    By: VRBO

    Historic 4bdrm/4bath Eyebrow HomeOld Town Key West

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    *Rates subject to change by season* Enjoy one of Old Town's wonderful Key West vacation rentals.This is a classic four ...

    Details
  • 2 Bedrooms 2 Baths Sleeps 6
    $6,150 - 13,020

    per month (USD)

    By: VRBO

    2 Bedrooms, 2 Baths, Sleeps 6

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Monthly Rental Only (This property must be rented for 28 or more days by city ordinance) Prestige Worldwide is an attr ...

    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:
    0
    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
  • 2 Bedrooms 1 Bath Sleeps 4
    $1,197 - 2,800

    per week (USD)

    By: VRBO

    2 Bedrooms, 1 Bath, Sleeps 4

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    4

    (7 night stay required) - Calico Cove is a nicely appointed upstairs Vacation Condo in Key West with 2 balconies. Brigh ...

    Details
  • Beautifully Renovated Key West Compound With Very Private Pool
    $6,900 - 11,910

    per month (USD)

    By: VRBO

    Beautifully Renovated Key West Compound With Very Private Pool.

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    8

    Just pack your shorts and sandals, your Jimmy Buffet CD's, pick up a Hemmingway book, and head for this fantastic 4 bedr ...

    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

    This two bedroom, two bathroom home with a private pool in Old Town Key West is your Tropical Oasis. There is total priv ...

    Details
  • House 3 Bedrooms 2 Baths 6 Sleeps
    $13,770

    per month (USD)

    By: VRBO

    House, 3 Bedrooms, 2 Baths, 6 Sleeps

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    Old Town Luxury Oasis One block off of the world famous Duval Street for the best in entertainment, night life, restaura ...

    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
  • 2 bedroom 1 1 2 bath two-story condo with patio and beautiful backyard
    $875

    per week (USD)

    By: VRBO

    2 bedroom, 1 1/2 bath, two-story condo with patio and beautiful backyard

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Walk or take your bikes everywhere from this little part of Paradise, you will never need a car. Located in beautiful O ...

    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

    A 2 Bedroom 2 bathroom, 7 night minimum rental, upstairs spacious unit in Truman Annex. Bright and Airy floor plan with ...

    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:
    6

    - 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