Villas in Old Town

Stay in a Villas in Old Town – Plan Your Next Vacation to Old Town Today!

Find the Best Villas for Your Old Town 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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8.3 (3257 Reviews)
Resort
Parrot Key Hotel & Villas
  • Air Conditioner
  • Parking
  • Pet Friendly
US
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|
8.3 (3257 Reviews)
Resort
Parrot Key Hotel & Villas
  • Air Conditioner
  • Parking
  • Pet Friendly
US
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Top Rated Activities & Tours in Old Town

Key West Shark and Wildlife Catamaran Family-Friendly Tour
Key West Shark and Wildlife Catamaran Family-Friendly Tour
10
Excellent
3174 Reviews
5 star rating Recommendation
From
US $99 Per Person
Reserve
Key West Mangrove Kayak Eco Tour
Key West Mangrove Kayak Eco Tour
10
Excellent
2316 Reviews
5 star rating Recommendation
From
US $80 Per Person
Reserve
Key West Small-Group Food and Culture Walking Tour With Drink
Key West Small-Group Food and Culture Walking Tour With Drink
10
Excellent
1842 Reviews
5 star rating Recommendation
From
US $90 Per Person
Reserve
Key West: Half-Day Sailing Tour With Kayaking and Snorkeling
Key West: Half-Day Sailing Tour With Kayaking and Snorkeling
10
Excellent
1741 Reviews
5 star rating Recommendation
From
US $125 Per Person
Reserve

Why Book Your Trip to Old Town 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 Old Town?

What’s the Smartours booking process?

Our platform connects you to a curated selection of Villas in Old Town. 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 Old Town

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Seasonal Weather in Old Town

What’s the weather like in Old Town throughout the year?

Old Town’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.

Friday May 1

Old Town, Key West

Fri
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26.4°C
Sat
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26.8°C
Sun
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26.5°C
Mon
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24.9°C
Tue
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25.8°C
Wed
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26.9°C
Thu
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27.4°C

Frequently Asked Questions

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

At Smartours, the average rental fee for standard villas in Old Town is $710 per night. Smartours has a large database of quality villas near Old Town that are suitable for families, a romantic getaway, or a solo trip with single or multiple bedrooms.

Do you have a villa in Old Town that allows pets?
Are there any rental villas in Old Town 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 Old Town to find what works for you.

Do your rental villas in Old Town have indoor swimming pools?

Based on the 2026 data from our Smartours site, there are more than 47 private swimming pools or villas with indoor pools in or near Old Town.

More Villas You May Like for Trips to Old Town

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