Private Vacation Homes in Key West, the USA

Search & Book Private Vacation Homes with Cryptocurrency or Card

July 2026
Jul 2026
MonTueWedThuFriSatSun
Aug 2026
MonTueWedThuFriSatSun

Friday 31 July 2026 - Saturday 01 August 2026 (1 night)

31 Jul 2026
Friday
01 Aug 2026
Saturday
2 Adults - 0 Child
1 room

Key West - 23 Private Vacation Homes to Choose From

Find deals where other travellers are staying

See map view

Star Rating

Best Price Guarantee

We guarantee we won't be beaten on price. If you find a cheaper hotel deal on another website after you book with us, we’ll refund the difference!

Learn more

Key West - 23 Properties found

Most booked in last 6 months
Recommended
Star rating
Price
Top rated by customers
Deals
Cosmopolitan Dream
Cosmopolitan Dream

6 Shoreline Rd.

Amenities
Wind Swept by Avantstay Patio, Outdoor Dining, BBQ and Shared Pool
Coastal Chic
Coastal Chic

8 Shoreline Rd.

Amenities

2% giveback on bookings

Create an account or login to unlock these rewards

Seaside Retreat
Seaside Retreat

2865 Key Cove Dr.

Southern Comfort
Southern Comfort

2855 Key Cove Dr.

Amenities
Sophisticated Sunsets
Sophisticated Sunsets

4 Key Haven Terrace

Amenities
Sailor's Son
Sailor's Son

2867 Key Cove Dr.

Amenities
Smooth Sailing
Smooth Sailing

14 Shoreline Rd.

Amenities
Seafarer's Refuge
Seafarer's Refuge

719 Eisenhower Drive #2, #2

Amenities
Nautical Splender
Nautical Splender

12 Shoreline Rd.

Amenities
Coastal Bliss
Coastal Bliss

2 Key Haven Terrace

Amenities
Eisenhower Retreat
Eisenhower Retreat

719 Eisenhower Dr. #1, #1

Amenities
Paris Mango
Paris Mango

2861 Key Cove Dr.

Amenities
Contemporary Waves
Contemporary Waves

2 Shoreline Rd.

Amenities
Parrot Perch by Avantstay Old Town Key West w/ Shared Pool Week Long Stays Only

Top Picks for Private Vacation Homes in Key West

Try one of these popular top-rated private vacation homes in Key West

Explore Key West

Discover new destinations in Key West and find your next stay!
FAQs About Private Vacation Homes in Key West
The best place to stay in Key West is Casa Marina, A Waldorf Astoria Resort.
Destination

Discovering Key West's Coastal Charm and Urban Wonders

Discover what to do and what to see in Key West

Welcome to the tropical paradise of Key West, Florida. A haven of sun, sea, and relaxation, this vibrant destination offers a wealth of charm and a myriad of landmarks to explore. At Travala.com, we are proud to present our collection of private vacation homes, providing you with the perfect base to immerse yourself in all that Key West has to offer. Picture yourself lounging by your own private pool, sipping a refreshing cocktail, and feeling the warm ocean breeze. Our vacation homes are meticulously selected to offer exceptional comfort, style, and privacy. Whether you’re seeking a cozy cottage or a luxurious waterfront villa, we have the perfect home away from home for you. Key West boasts a rich history and a unique cultural blend that is reflected in its landmarks. Don't miss the iconic Ernest Hemingway Home and Museum, where you can step into the world of the renowned author and marvel at the six-toed cats that roam the property. Take a stroll down Duval Street, famous for its vibrant nightlife, eclectic shops, and delicious cuisine. Visit the historic Key West Lighthouse and climb to the top for panoramic views of the island. At Travala.com, we believe in making your travel experience as convenient as possible. That's why we offer a variety of payment options, including credit cards, debit cards, and cryptocurrencies like Bitcoin. With our flexible payment system, booking your dream vacation home in Key West is just a few clicks away. Escape to Key West and immerse yourself in the laid-back island lifestyle. Discover the charm of its landmarks, indulge in mouthwatering cuisine, and create unforgettable memories. Book your private vacation home on Travala.com today and let us help you make your Key West getaway a reality.

Read more
Inspiration

Where To Go & What To See

Get inspired with travel guides and destination ideas from our blog

Explore Our Travel Guides

  • Travel Planning
  • CRYPTO
  • Travel Destination
  • Accommodation Guides
  • Travel Trends
  • News

FAQs

  • Hotel Bookings
  • Hotel Cancellations & Refunds
  • Partial Payment
  • Best Price Guarantee
  • AVA Smart Program
  • Travel Credits & Promo Credits
  • Discount Vouchers

Hotel Bookings

  • When will I receive my hotel confirmation email?

    icon toggle

    You will receive your accommodation booking confirmation within 24 hours of placing your reservation. We also recommend to check your junk mail or spam folder for your itinerary.

    Please also note that you can always view your booking status online using My Trip on our website or by signing in and selecting My Bookings from the account menu.

    Cryptocurrency payments require a certain number of blockchain confirmations for the booking to proceed. The number of blockchain confirmations required for the most commonly used payment options are as follows:

    • BTC payments: 3 confirmations
    • ETH payments (incl. ERC20): 20 confirmations
    • BNB payments (incl. BEP20): near-instant
    • TRON payments (incl. TRC20): near-instant
  • What is the maximum number of rooms that I can book per booking?

    icon toggle

    You can book up to four rooms per booking. For group bookings that exceed four rooms, please contact our Customer Support Team via [email protected].

  • When will I receive my hotel confirmation email?

    icon toggle

    Hotel reservations are usually confirmed within 60 minutes of booking.

    Once confirmed, your official hotel itinerary will be emailed to you. 

    Where to track booking status

    You can view your booking status via My Trips on our website, or the My Bookings section of your account dashboard.

     

    If you need further assistance, please contact our Customer Support team via Live Chat or email [email protected].

    To help us resolve this quickly, please provide your Order Number and your Transaction Hash / Proof of Payment.

     

  • Why isn't there any hotel availability showing?

    icon toggle

    If our website displays no availability, that unfortunately means we have no available rooms at your chosen property for your preferred dates. Please try updating your search criteria with new dates or filters.

    If your travel arrangements are not flexible and you must stay at this property, please live-chat us or submit a Contact Us form for assistance.

  • My order is expired

    icon toggle

    If your flight, hotel, activity, or car rental booking shows a status of expired after you made a payment, please do not attempt to rebook. Bookings automatically expire if a payment is not fully confirmed within our 10-minute window.

    Why did my booking expire?

    Due to fluctuating product rates and real-time currency or cryptocurrency exchange shifts, we limit the initial reservation window to 10 minutes. The reservation will be marked as expired if a successful payment confirmation is not received before this timer runs out.

    I already sent the payment, what happens next?

    Some payment methods, particularly cryptocurrency transactions, can experience blockchain network delays, exceeding our reservation window. Once the payment is detected, our system will automatically attempt to make the reservation again. 

    What should I do if my booking fails after payment is made?

    Our team will find you another alternative for your booking. If there are no suitable alternative options available, we will refund the amount you paid.

     

    If you haven't receive an email after 60 minutes, please reach out to speak to our Customer Support team via Live Chat or email [email protected].

    To help us resolve this quickly, please provide your Order Number and your Transaction Hash / Proof of Payment.

  • Is there any discount available if I do not have any AVA tokens?

    icon toggle

    Each accommodation and activity booking made on Travala will receive a 2% giveback in the form of AVA tokens. In order to receive this giveback, simply activate your FREE Smart Basic account. The giveback will be credited directly to your wallet after you complete your stay. If you don’t have a Travala account yet, create an account here

  • What should I do if my hotel booking expires or fails after payment is made?

    icon toggle

    Please contact our Customer Support team via chat or email [email protected] and the team will find you another alternative for your booking. If there are no suitable alternative options available, we will refund the amount you paid.

  • How do we determine our hotel sort and filter order?

    icon toggle

    Sort and Filter functions in the search result page support you in finding the best accommodation offers as quickly as possible.

    •  
      •  
        • Sort function at the top of the search page enables you to order accommodation search results according to your preference, such as price, rating, distance, guest recommendation, and other criteria.
        • The Filter function enables you to include or exclude various options to suit your travel needs.

    By default, if you do not use either Sort or Filter function, your search results may be ordered based on two factors:

    •  
      •  
        • The nearest distance to the destination/landmark you searched for
        • Property ratings based on top reviews

    SORT

    •  
      •  
        • Price: sorts your search results based on the property price from high to low and low to high
        • Rating: sorts your search results based on the accommodation star rating from 5 stars to 1 star and 1 star to 5 stars.
        • Distance from downtown: sorts properties nearest to the location you searched for.
        • Property Rank: sorts properties based on transactional data and details about the property.
        • Top Rated: sorts properties with the outstanding ratings based on our data.
        • Guest Recommended: sorts by the percentage of guests who recommend staying at this property. Use this option to get the properties with the highest recommendation score display first.

    FILTER

    •  
      • Search Hotels: filters properties by name once the hotel/property name is entered.
      • Price per night: filters properties by price range once the minimum and maximum price range is selected.
      • Popular Filters: we show the most common filters here that help you easily find the best choice from one or more filters.
      • Star Rating: filters by desired minimum star rating, e.g. only 5-star hotels, both 4-star and 5-star hotels, etc.
      • Guest Review: filters by guest review types, including Excellent, Very Good, etc.
      • Property Type: filters by property types, e.g. Hotel, Villa, Apartment, etc.
      • Amenities: filters by desired amenities, e.g. Swimming Pool, Free WiFi, etc.
      • Hotel Chain: filters by properties that belong to a particular hotel chain.
  • How can I obtain a payment receipt or invoice for my hotel booking?

    icon toggle

    To request a payment receipt or invoice for your hotel booking, please submit a Contact Us request form. Once your request is received we will email you an electronic receipt.

Customer Reviews
What our customers say

Crypto-friendly Bookings

Your money’s good here.

We pride ourselves on being the leading crypto-native travel platform. Pay for your travel anywhere in the world seamlessly using 100+ cryptocurrencies or traditional payments.