Trips to Key West

Plan Your Next Trip to Key West and explore unforgettable sights, local flavors, and exciting experiences.

Find the Best Accommodations for Your Key West Trip

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

  • Hotels
  • Villas
  • Cabins
  • apartments
  • Cottages
  • Resorts
  • Ski chalets
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7.4 (1137 Reviews)
Hotel
Days Inn by Wyndham Dubuque
  • Air Conditioner
  • Parking
  • Pool
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View Availability
9.6 (10 Reviews)
House
Private king suite DBQ
  • Air Conditioner
  • Parking
  • Pet Friendly
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View Availability
|
7.4 (1137 Reviews)
Hotel
Days Inn by Wyndham Dubuque
  • Air Conditioner
  • Parking
  • Pool
expedia_v2.svg
View Availability
9.6 (10 Reviews)
House
Private king suite DBQ
  • Air Conditioner
  • Parking
  • Pet Friendly
vrbo.svg
View Availability
|
7.4 (1137 Reviews)
Hotel
Days Inn by Wyndham Dubuque
  • Air Conditioner
  • Parking
  • Pool
expedia_v2.svg
View Availability
9.6 (10 Reviews)
House
Private king suite DBQ
  • Air Conditioner
  • Parking
  • Pet Friendly
vrbo.svg
View Availability
|
7.4 (1137 Reviews)
Hotel
Days Inn by Wyndham Dubuque
  • Air Conditioner
  • Parking
  • Pool
expedia_v2.svg
View Availability
9.6 (10 Reviews)
House
Private king suite DBQ
  • Air Conditioner
  • Parking
  • Pet Friendly
vrbo.svg
View Availability
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Why Book Your Trip to Key West with Smartours?

Here’s why smart travelers plan travel with Smartours

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Smarter Stays

Hotels, villas, and vacation rentals 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 hotels, villas, and unique stays 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

|
7.4 (1137 Reviews)
Hotel
Days Inn by Wyndham Dubuque
  • Air Conditioner
  • Parking
  • Pool
expedia_v2.svg
View Availability
9.6 (10 Reviews)
House
Private king suite DBQ
  • Air Conditioner
  • Parking
  • Pet Friendly
vrbo.svg
View Availability
Explore more accommodations

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.

Wednesday Aug 26

Key West, Iowa

Tue
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21.4°C
Wed
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21.5°C
Thu
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21.8°C
Fri
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21.4°C
Sat
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21.6°C
Sun
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24.5°C
Mon
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25.1°C

Frequently Asked Questions

What are the top vacation rentals in Key West?
Which vacation homes in Key West are best for families?

If you are looking for a family-friendly vacation home in Key West, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Key West:

How many vacation rentals are available in Key West?

Currently, the total number of properties listed in 2026 is over 33 in the Key West area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Key West.

More Accommodations You May Like for Trips to Key West

Explore more accommodations