Villas in Key West

Stay in a Villas in Key West – Plan Your Next Vacation to Key West Today!

Find the Best Villas for Your Key West Trip

Smartours makes it easy to discover stays that match your style, budget, and location.

  • Villas
  • Luxury Villas
  • FAMILY FRIENDLY Villas
  • PET-FRIENDLY Villas
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9.7 (379 Reviews)
Villa
Key West Villas
  • Air Conditioner
  • Parking
  • Pool
US
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9.7 (379 Reviews)
Villa
Key West Villas
  • Air Conditioner
  • Parking
  • Pool
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8.6 (307 Reviews)
Villa
Rose Lane Villas
  • Air Conditioner
  • Parking
  • Pet Friendly
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8.3 (3257 Reviews)
Resort
Parrot Key Hotel & Villas
  • Air Conditioner
  • Parking
  • Pet Friendly
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8.6 (307 Reviews)
Villa
Rose Lane Villas
  • Air Conditioner
  • Parking
  • Pet Friendly
US
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Top Rated Activities & Tours in Key West

Key West Shark and Wildlife Catamaran Family-Friendly Tour
Key West Shark and Wildlife Catamaran Family-Friendly Tour
10
Excellent
3343 Reviews
5 star rating Recommendation
From
US $99 Per Person
Reserve
Shark and Wildlife Viewing Adventure in Key West
Shark and Wildlife Viewing Adventure in Key West
10
Excellent
3345 Reviews
5 star rating Recommendation
From
US $99 Per Person
Reserve
Old Town Key West Guided Bicycle Tour
Old Town Key West Guided Bicycle Tour
10
Excellent
2723 Reviews
5 star rating Recommendation
From
US $59 Per Person
Reserve
Guided Bike Tour of Old Town Key West
Guided Bike Tour of Old Town Key West
10
Excellent
2723 Reviews
5 star rating Recommendation
From
US $59 Per Person
Reserve

Why Book Your Trip to Key West with Smartours?

Here’s why smart travelers plan travel with Smartours

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Smarter Stays

Villas selected for comfort, location and value – giving you the ideal base for your adventures.
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Smarter Itineraries

AI-powered trip plans that bundle accommodations, transport, and activities into flexible packages you can tailor to your style and budget.
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Smarter Exploration

Self-guided itineraries filled with local insights, hidden gems, and authentic experiences beyond the typical tourist trail.

How to Book Your Stay in Key West?

What’s the Smartours booking process?

Our platform connects you to a curated selection of Villas in Key West. Once you’ve found your ideal property, you’ll be redirected to our trusted booking partner to complete your reservation securely and with confidence.

Booking Steps

01

Search Stays

Use Smartours filters to find accommodations that match your style, location preferences, and budget.
02

View Details

Click on a listing to see photos, amenities, reviews, and pricing.
03

Book Securely

Follow the link to finalize your reservation directly with our verified booking partner.
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Indoor Features

  • Fully equipped kitchens or kitchenettes
  • Comfortable living areas with smart TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-room coffee and tea facilities
  • Premium bedding for restful nights
  • Modern bathrooms with walk-in showers or soaking tubs

Outdoor Amenities

  • Balconies, terraces, or rooftop lounges with scenic views
  • Swimming pools, either private or shared
  • Outdoor dining spaces with BBQ or grill access
  • Gardens or courtyards for relaxing downtime
  • On-site parking or easy transport access
  • Proximity to key attractions, markets, or nature trails

Other Places to Stay in Key West

|
9.7 (379 Reviews)
Villa
Key West Villas
  • Air Conditioner
  • Parking
  • Pool
US
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Seasonal Weather in Key West

What’s the weather like in Key West throughout the year?

Key West’s climate varies by region, but most areas enjoy mild to warm weather year-round. Coastal cities benefit from ocean breezes, while inland areas and the desert see greater temperature swings between day and night.

Monday Jul 27

Key West, Florida

Mon
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29.3°C
Tue
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29.0°C
Wed
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29.1°C
Thu
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29.1°C
Fri
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29.3°C
Sat
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29.6°C
Sun
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29.4°C

Frequently Asked Questions

What are the top rated Villa Rentals in Key West?
What is the rate per night for renting a villa near Key West?

At Smartours, the average rental fee for standard villas in Key West is $733 per night. Smartours has a large database of quality villas near Key West that are suitable for families, a romantic getaway, or a solo trip with single or multiple bedrooms.

Do you have a villa in Key West that allows pets?
Are there any rental villas in Key West that are suitable for families?

Most of our listed villas are suitable for families. The number of rooms varies, and you can check out the complete list of villas in Key West to find what works for you.

Do your rental villas in Key West have indoor swimming pools?

Based on the 2026 data from our Smartours site, there are more than 51 private swimming pools or villas with indoor pools in or near Key West.

More Villas You May Like for Trips to Key West

|
9.7 (379 Reviews)
Villa
Key West Villas
  • Air Conditioner
  • Parking
  • Pool
US
View Availability
Explore more accommodations