The best rentals from the top sites, all in one place

We believe finding a villa vacation rental in Key West should be easy and not take hours of searching and scrolling. We’ve designed VacationRenter from the ground up to help travelers find the perfect rental faster and easier.

Where to stay in Key West

Villa vacation rentals in Key West

Staying in one of the numerous Key West Villas offers you a luxurious vacation experience you wouldn’t be able to have with other vacation rentals. Whether you want to be in the hills, on the beach, or near Key West, VacationRenter has a wealth of villa options for you alone, your bachelor party, or your family vacation in Florida. While villas are considered to be the upscale vacation rental, you can still manage to find yourself a villa to rent for under $144/night. However, if you really want to impress the family and/or your guests, there are 150 villas available for rent between $533 and $3,768/night.

This is your Key West vacation, why not do it in the lap of luxury with a gorgeous villa to make the Florida trip truly memorable. Search above to see the 1502 available villas for rent over the next 30 days, or take a look below at some of the trending villas in the Key West, FL area. Key West has been a frequently searched travel destination this year and continues to grow in popularity and it’s likely because of these beautiful villas for rent. VacationRenter offers a wide selection of vacation villas from travel sites like VRBO (Vacation Rentals By Owner), Homeaway,, and many more. Search your travel dates to find available Key West luxury homes for your next vacation.

Where is Key West

Situated at the southernmost tip of the Florida Keys, Key West is a picturesque island with waterfront views, swaying palm trees, historical sites and plenty of nightlife. Are you planning a trip to Key West? Here are some popular areas you'll want to include on your visit.

Quick Guide to Key West

Key West is a bustling city with activity at just about every corner. A vibrant social scene and warm Florida weather brings vacationers year round.
  • Mallory Square: Mallory Square is a busy waterfront plaza with bars, restaurants, and shops. Walk along the boardwalk where boats dock in the harbor or catch an amazing sunset sipping cocktails.
  • Duval Street: Duval Street is a mile-long strip stretching north to south in the downtown area where locals and visitors are drawn to the action. Stroll along the street lined with historical museums, pubs and cozy cafes.
  • Stock Island: Head to the marina area of Key West at Stock Island for fresh seafood and choice fishing spots. Charter a fishing excursion or rent a sailboat to experience Key West on the water.

More Home-types in Key West

Key West has a variety of property types for you to consider when booking a trip. Here are the most popular property types in Key West:
- Oceanfront1,502 vacation rentals
- Beach1,502 vacation rentals
- House745 vacation rentals
- Condo499 vacation rentals
- Apartment499 vacation rentals
- Hotel35 vacation rentals
- Resort30 vacation rentals
- Bed & Breakfast30 vacation rentals
- Private Room18 vacation rentals
- Villa17 vacation rentals
- Cabin10 vacation rentals

Points of interests in Key West

Key West has several popular points of interest for you to check out when visiting the area. Here are the most popular points of interest in Key West:
- Fort Zachary Taylor: 1,191 vacation rentals
- Key West Lighthouse: 1,070 vacation rentals
- Sebago Key West: 1,063 vacation rentals
- Sebago Watersports: 1,063 vacation rentals
- Mile Marker 0: 1,009 vacation rentals
- St. Paul's Episcopal Church: 993 vacation rentals