Key West Historic District holiday lettings

We found holiday rentals — enter your dates for availability

Find the perfect place for you stay in Key West Historic District by choosing from 943 houses, 249 apartments and other holiday rentals. Whether you’re staying in a holiday home with friends, family or even just your pets, you'll find the best amenities for hanging out with the people that matter most, which might include parking and a fireplace. No matter what you're looking for, you'll be able to choose a property to rent for everyone's needs, including accessible or non-smoking choices.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Frequently asked questions

What is the most popular type of holiday rental accommodation in Key West Historic District?
The most popular types of holiday rentals in Key West Historic District are houses. Prefer something different? Vrbo offers a variety of options to match the unique needs of our guests, so you’ll see holiday properties in lots of sizes and shapes. The perfect home away from home is waiting for you — book yours today.
How much does it cost to rent a holiday rental in Key West Historic District?
The average price for a holiday rental in Key West Historic District is determined by a number of factors, like length of stay, property type and season. Whether you’re dreaming about a sprawling villa with room to move around or a quaint cottage that’s perfect for two, just add your dates of travel to discover stays that offer great value.
How much does it cost to rent a beach house in Key West Historic District?
When you travel and the size and style of the property will help determine the cost of your beachside stay. Type in your Key West Historic District travel dates to see all your options on Vrbo. Can’t live without a hot tub? Use the filters to pick the amenities and features you want in your beach house.
Are there pet-friendly holiday rentals in Key West Historic District?
Happily, yes. You can pick from 1,312 stays that welcome pets in Key West Historic District on Vrbo. Our cuddly best friends need to get away from it all too, so simply use our search function for pet-friendly holiday rentals to book a property where Fido can be near his favourite humans.
Can I rent a house with a pool in Key West Historic District?
Add a new level of fun to your holiday by booking your crew into one of the 1,063 houses with a private pool in Key West Historic District. Use our search filter to find properties with pools on Vrbo, then spend your downtime splishing and splashing in a swimming pool that’s for your use only.
What are popular rental amenities in Key West Historic District?
Some of the most popular rental amenities guests are looking for in Key West Historic District are a swimming pool, an ocean view and an electric car charging station. Whether you’re going on holiday with pals, family or even pets, Vrbo holiday homes come with the best amenities for making new memories with the people you cherish the most.
Are there large group holiday rentals in Key West Historic District?
With 98 properties that can host 10 or more guests in Key West Historic District, there’s no need to keep anyone off the invite list. From fun family get-togethers to events like birthday parties and weddings, Vrbo can help you find a large group rental to suit the occasion.
Are there holiday rentals in Key West Historic District that welcome kids?
With 1,307 family-friendly holiday homes to choose from in Key West Historic District, now is a great time to introduce your little ones to the wonders of travel. Click on our “Properties good for families” filter box to view stays that feature amenities perfect for holidaying families, like extra bedrooms, swimming pools, hot tubs and bunk beds.
What are the top attractions for families in Key West Historic District?
Keep your kids occupied at these top family-friendly attractions in Key West Historic District:

  • Smathers Beach
  • South Beach
  • Higgs Beach

Are there one-bedroom holiday rentals in Key West Historic District?
You can choose from 362 one-bedroom rentals in Key West Historic District. Whether you’d prefer a secluded cottage or a cabin, Vrbo’s one-bedroom rentals are just right if you don’t need lots of room. One of the perks of having your own pad? You won’t need to share your adventure with strangers.
Can I find two-bedroom holiday rentals in Key West Historic District?
Key West Historic District has 507 two-bedroom holiday properties to choose from. Experience a holiday home with all the comfort and privacy you want at a price that won’t break the bank on Vrbo.
Are there holiday rentals with WiFi in Key West Historic District?
Key West Historic District has 417 holiday rentals with WiFi, so you can stay connected when you’re away. Simply check the “WiFi” box in our search filter for a list of properties with this feature. From streaming movie blockbusters to updating your social media, these Vrbo homes make it a cinch to get online.
How can I find holiday rentals with air conditioning in Key West Historic District?
You can pick from 1,269 Vrbo holiday homes with air conditioning in Key West Historic District giving you that cool, cool breeze and extra level of comfort. Simply enter your chosen travel dates and then make use of our filter tool to locate properties with air conditioning.
How old do you have to be to rent a holiday rental in Key West Historic District?
It’s a good idea to check with the Key West Historic District holiday property you want on Vrbo as the age limit differs. However, it’s generally 16, 18 or 21.
How long can I rent a holiday rental in Key West Historic District for?
It’s really down to the Key West Historic District property. To see a list of options offering extended stays, just enter your dates and guest number into the Vrbo search page. You can enjoy having the entire property to yourself, along with home comforts like a fully-equipped kitchen, air conditioning and a backyard where the kids can run and play. Keep an eye out for long-term stays that offer weekly or monthly discounts.

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