Airport Express Hotel - Vacation Rentals in Key West

Days Inn by Wyndham Dubuque From US $99
         

6.9 (838 Reviews)
Hotel
  • Air Conditioner
  • Pool
  • View
Days Inn by Wyndham Dubuque From US $60
         

7.4 (1090 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Luxury Places to Stay in Key West

Over 31+ Luxury Places to Stay in or Near Key West
Annabel Lee Barn ~ A Getaway of Warmth & Charm! From US $1,184
         

10.0 (19 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Midcentury Modern Getaway * Quiet Neighborhood From US $540
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • TV
3bed 2bath nestled in cozy Grandview neighborhood From US $465
         

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7.3 (13 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Spacious 4BR Bluff-Top Townhome Steps from Fenelon Elevator & Downtown From US $440
         

9.8 (67 Reviews)
House
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Floating stationary river boat! Custom design! From US $367
         

9.8 (24 Reviews)
Boat Rental
  • Air Conditioner
  • TV
  • Balcony/Terrace
The Aster Cabin. 10 Minutes from Downtown Dubuque. Lorelei Cabin Collection From US $330
         

10.0 (1 Review)
Cabin
  • Air Conditioner
  • Pet Friendly
  • Security/Safety

Pet-Friendly Vacation Rentals in Key West

Over 7+ Pet-Friendly Vacation Rentals in or Near Key West
Private king suite From US $277
         

New
House
  • Air Conditioner
  • Parking
  • Pet Friendly
3bed 2bath nestled in cozy Grandview neighborhood (pet friendly!) From US $292
         

10.0 (37 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Location! Large Home, Country Views, Entertainment From US $174
         

Private king suite DBQ From US $200
         

9.8 (7 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Charming 3-bedroom house in historic grandview neighborhoods From US $252
         

9.4 (21 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Location! Large Home w/Country Views, Entertainment, Dubuque From US $252
         

9.0 (2 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Lorelei Cabins: 'Not just a place, but an experience!' The Aster From US $254
         

10.0 (1 Review)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
See More Pet-Friendly Vacation Rentals in Key West on PetFriendly.io

Large Vacation Homes & Villas in Key West

Over 1+ Large Vacation Homes & Villas in or Near Key West
Between Sundown & Chestnut Ski Resorts & 30 min from the Field of Dreams. From US $302
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

Key West Vacation Rentals and Airbnb Places to Stay Under $200

Over 4+ Key West Vacation Rentals and Airbnb Places to Stay Under $200
Family friendly spacious with jacuzzi & fireplace! From US $189
         

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New
House
  • Air Conditioner
  • Parking
  • Security/Safety
Modern 2BR home centrally located in historic Dubuque From US $168
         

Instantly Bookable Vacation Homes in Key West

Over 4+ Instantly Bookable Vacation Homes in or Near Key West
Cozy Log Cabin with Hot Tub & Only 5 Miles from Downtown! From US $374
         

About Key West Vacation Rentals

With more than 2 Key West vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Airportexpresshotel and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Key West.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Airportexpresshotel Key West, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Key West. Places to stay near Key West are 180.68 ft² on average, with prices averaging US $80 a night.

Airportexpresshotel makes it easy and safe to find and compare vacation rentals in Key West with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Key West

Type Count
Hotels 2

Use these Quick Filters to Find a Vacation Rental in Key West

Pro Tip: Airportexpresshotel makes it easy to compare the best listings on Airportexpresshotel homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Airportexpresshotel homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Key West.

Weather in Key West

View the weather forecast for Key West before booking your Key West Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Key West Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Key West?

There are a lot of options in Key West. If you plan on staying in the Key West area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Key West:

How many vacation rentals are available in Key West?

Currently, the total number of properties listed in 2026 is over 2 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.