Key West Historic District holiday homes
We found holiday rentals — enter your dates for availability
Find the perfect place for you stay in Key West Historic District by choosing from 911 houses, 248 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.
Holiday rentals with weekly discounts - Key West Historic District
Showing deals for:18 Jul - 25 Jul
Image gallery for Namaste 'The Spirit Within Me Salutes The Spirit Within You'
1010 out of 10 rating
Exceptional
(43 reviews)
Namaste 'The Spirit Within Me Salutes The Spirit Within You'
Key West, FL
8% off
Price is NZ$8,398
NZ$8,398
NZ$1,200 per night
includes taxes & fees
Image gallery for Pool, Parking, & Pet Friendly - Sunnyside Up
1010 out of 10 rating
Exceptional
(7 reviews)
Pool, Parking, & Pet Friendly - Sunnyside Up
Key West, Florida
8% off
Price is NZ$13,911
NZ$13,911
NZ$1,987 per night
includes taxes & fees
Image gallery for Key West Beachside Spacious Two Bedroom Condo in the Top Location on the Key
9.89.8 out of 10 rating
Exceptional
(178 reviews)
Key West Beachside Spacious Two Bedroom Condo in the Top Location on the Key
Key West, FL
8% off
Price is NZ$5,996
NZ$5,996
NZ$857 per night
includes taxes & fees
Image gallery for Private Parking & Near Downtown - Sea Breeze
9.49.4 out of 10 rating
Exceptional
(39 reviews)
Private Parking & Near Downtown - Sea Breeze
Key West, Florida
8% off
Price is NZ$8,028
NZ$8,028
NZ$1,147 per night
includes taxes & fees
Image gallery for Beach Paradise in the Keys! Location! Location! 2 Blocks to Duval St
9.49.4 out of 10 rating
Exceptional
(47 reviews)
Beach Paradise in the Keys! Location! Location! 2 Blocks to Duval St
Key West, FL
8% off
Price is NZ$8,951
NZ$8,951
NZ$1,279 per night
includes taxes & fees
Image gallery for Prime location, stunning views from 2 decks—walk or ride to explore the island!
1010 out of 10 rating
Exceptional
(113 reviews)
Prime location, stunning views from 2 decks—walk or ride to explore the island!
Key West, FL
8% off
Price is NZ$5,246
NZ$5,246
NZ$749 per night
includes taxes & fees
Image gallery for Poolside Paradise | Heated Pool, Steps to Duval St!
9.09.0 out of 10 rating
Wonderful
(13 reviews)
Poolside Paradise | Heated Pool, Steps to Duval St!
Key West, Florida
8% off
Price is NZ$17,337
NZ$17,337
NZ$2,477 per night
includes taxes & fees
Image gallery for Shared Pool & Near Duval - Road's End
9.69.6 out of 10 rating
Exceptional
(156 reviews)
Shared Pool & Near Duval - Road's End
Key West, Florida
8% off
Price is NZ$7,212
NZ$7,212
NZ$1,030 per night
includes taxes & fees
Image gallery for Steps from Duval, Private Hot Tub - Seaport Suite
8.28.2 out of 10 rating
Very good
(10 reviews)
Steps from Duval, Private Hot Tub - Seaport Suite
Key West, Florida
8% off
Price is NZ$16,928
NZ$16,928
NZ$2,418 per night
includes taxes & fees
Image gallery for Henry's Piece of Paradise on the Ocean in Key West - Weekly / Nightly
9.69.6 out of 10 rating
Exceptional
(96 reviews)
Henry's Piece of Paradise on the Ocean in Key West - Weekly / Nightly
Key West, FL
8% off
Price is NZ$6,165
NZ$6,165
NZ$881 per night
includes taxes & fees
Image gallery for Near Duval: Hot Tub, Sleeps 6, Top Location
9.89.8 out of 10 rating
Exceptional
(16 reviews)
Near Duval: Hot Tub, Sleeps 6, Top Location
Key West, FL
8% off
Price is NZ$12,469
NZ$12,469
NZ$1,781 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find properties near top attractions in Key West Historic District
Map Attractions
4
Ernest Hemingway Home and Museum
6
Harry S. Truman Little White House
7
Key West Butterfly and Nature Conservatory
8
Key West Lighthouse and Keeper's Quarters Museum
9
Florida Keys Eco - Discovery Center
10
Key West Shipwreck Museum
Find the best place to stay - Key West Historic District
Hyatt Vacation Club at Sunset Harbor, Key West
Sleeps 4 · 1 bedroom · 1 bathroom
8.48.4 out of 10
Very goodvery good
292 reviews(292 reviews)
Steps from Duval, Pool on Site & Bikes Included!
Sleeps 2 · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
377 reviews(377 reviews)
Claude Monet Suite | Cozy Studio with Pool & Patio Access!
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
5 reviews(5 reviews)
LOST SHAKER OF SALT ~ 3 Bed, 2 Bath Pet Friendly with 40' Private Heated Pool
Sleeps 8 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
193 reviews(193 reviews)
Perfect Location, Private Heated Pool & Pristine Luxury Home!
Sleeps 8 · 3 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
168 reviews(168 reviews)
Wahoo Way | Charming Hideaway On Duval Street!
Sleeps 2 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
7 reviews(7 reviews)
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
What is the most popular type of holiday home accommodation in Key West Historic District?
The most popular types of holiday homes in Key West Historic District are houses. Prefer something different? Bookabach 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 home in Key West Historic District?
The average price for a holiday home 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 Bookabach. 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 homes in Key West Historic District?
Happily, yes. You can pick from 1,312 stays that welcome pets in Key West Historic District on Bookabach. Our cuddly best friends need to get away from it all too, so simply use our search function for pet-friendly holiday homes 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 Bookabach, then spend your downtime splishing and splashing in a swimming pool that’s for your use only.
What are popular home amenities in Key West Historic District?
Some of the most popular home 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, Bookabach holiday homes come with the best amenities for making new memories with the people you cherish the most.
Are there large group holiday homes 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, Bookabach can help you find a large group home to suit the occasion.
Are there holiday homes 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 homes in Key West Historic District?
You can choose from 362 one-bedroom homes in Key West Historic District. Whether you’d prefer a secluded cottage or a cabin, Bookabach’s one-bedroom homes 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 homes 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 Bookabach.
Are there holiday homes with WiFi in Key West Historic District?
Key West Historic District has 417 holiday homes 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 Bookabach homes make it a cinch to get online.
How can I find holiday homes with air conditioning in Key West Historic District?
You can pick from 1,269 Bookabach 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 home in Key West Historic District?
It’s a good idea to check with the Key West Historic District holiday property you want on Bookabach as the age limit differs. However, it’s generally 16, 18 or 21.
How long can I rent a holiday home 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 Bookabach 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.