Owner Direct Vacation Rentals in Key West

The Best Vacation Rentals in USA - Plan Your Next Vacation to USA Today!

Explore the Best Key West Vacation Rentals

Looking for the perfect Vacation Rentals in Key West? Discover a curated collection of vacation rentals offering comfort, convenience, and authentic Key West character. Whether you want a beachfront condo, a cozy family home, or a pet-friendly stay close to downtown, Owner Direct makes it easy to compare verified options for your next trip.

  • Vacation Rentals
  • luxury Vacation Rentals
  • Family Friendly Vacation Rentals
  • pet-friendly Vacation Rentals
  • Top rated

Why Travelers Love Using
Owner Direct to
Find Key West Vacation Rentals

What makes our vacation homes stand out?

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Verified Properties

Every vacation home shown on Owner Direct comes from trusted travel sources and verified hosts, so you can browse with confidence.

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Value You Can Trust

Compare a range of properties and find fair, transparent pricing—no hidden fees.

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Endless Variety

From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.

More Vacation Rentals Near Key West

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10 (4 Reviews)
House
Yellowfin Ledge
  • Pet Friendly
  • Security/Safety
  • Child Friendly
US
View Availability
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10 (3 Reviews)
House
Harbor House Suite A
  • Security/Safety
  • Child Friendly
  • Internet
US
View Availability
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10 (3 Reviews)
House
Somewhere on the beach
  • Parking
  • Pool
  • Designated Smoking Area
US
View Availability

Thursday Jun 4

Key West, Florida

Thu
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27.1°C
Fri
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27.8°C
Sat
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27.9°C
Sun
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27.7°C
Mon
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28.4°C
Tue
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28.3°C
Wed
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28.2°C

Common Vacation Rental Amenities Typical Vacation Rental Amenities

What sort of amenities will be available at your stay?

Our Key West vacation rentals are designed for comfort and convenience, with everything you need for a relaxing stay.

Indoor Amenities

  • indoor-amenities-kitchenFully equipped kitchens
  • indoor-amenities-living-areaSpacious living areas with streaming TVs
  • indoor-amenities-wifiComplimentary Wi-Fi
  • indoor-amenities-acAir conditioning and heating
  • indoor-amenities-washerIn-unit washer and dryer
  • indoor-amenities-bedPlush bedding and comfortable furniture

Outdoor Amenities

  • outdoor-amenities-balconyBalconies or patios with coastal views
  • outdoor-amenities-poolPrivate or shared pools
  • outdoor-amenities-bbqBBQ grills and outdoor dining areas
  • outdoor-amenities-parkingOn-site parking
  • outdoor-amenities-beachEasy access to beaches and attractions

How to Reserve Your Key West Vacation Rentals

Booking Made Simple

Owner Direct helps travelers find verified vacation rentals from trusted sources. Once you select a property you love, you’ll be guided to our partner’s secure booking platform to complete your reservation.

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SEARCH PROPERTIES

Use filters for location, amenities, and budget.

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VIEW DETAILS

Check photos, reviews, and features for your top picks.

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BOOK SECURELY

Confirm your stay safely through our trusted travel partners.

Key West Vacation Rentals FAQs

What are the top rated Vacation Rentals in Key West?
Which is the best family rental in Key West?

There are many large, family-friendly vacation homes available in Key West; however, here are the most popular family rentals listed on our site:

Can we get self-catering vacation rentals in Key West?

Yes, there are 3432 self-catering vacation homes in Key West that have hot tubs, swimming pools, & other amenities.

What are the best luxury vacation rentals near Key West?

There are more than 3432 luxury villas and vacation homes in or near Key West. Filter by price to compare find the most expensive places to stay on Ownerdirect.

Can we bring our dog to our vacation rental in Key West?

Yes, there are 3432 pet friendly vacation homes and places to stays that are available in or near Key West that you may consider.