Guesthouses in Key West, the USA

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August 2026
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Sunday 02 August 2026 - Monday 03 August 2026 (1 night)

02 Aug 2026
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03 Aug 2026
Monday
2 Adults - 0 Child
1 room

Key West - 17 Guesthouses to Choose From

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Key West - 17 Properties found

Most booked in last 6 months
Recommended
Star rating
Price
Top rated by customers
Deals
New Orleans House - Gay Men Adult Resort
Amenities

Excellent

250 reviews

8.4
NYAH Key West - Adults Only
NYAH Key West - Adults Only

420 Margaret Street

Amenities

Very Good

964 reviews

7.8
Heron House Court - Adult Only
Heron House Court - Adult Only

412 Frances St

Amenities

Excellent

918 reviews

8.8

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The Palms Hotel
The Palms Hotel

820 White St

Amenities

Excellent

937 reviews

8.2
The Cabana Inn Key West - Adults Only
The Cabana Inn Key West - Adults Only

413 Applerouth Lane

Amenities

Excellent

956 reviews

8.6
Wicker Guesthouse
Wicker Guesthouse

913 Duval Street

Amenities

Excellent

942 reviews

8.0
An Island Oasis
An Island Oasis

630 South Street

Amenities

Excellent

273 reviews

8.2
Colors on White
Colors on White

818 White St

Amenities

Excellent

187 reviews

8.2
The Grand Guesthouse
The Grand Guesthouse

1116 Grinnell Street

Amenities

Exceptional

758 reviews

9.4
The Inn on Fleming
The Inn on Fleming

1016 Fleming St.

Amenities

Wonderful

507 reviews

9.2
The Mermaid & Alligator
The Mermaid & Alligator

729 Truman Ave

Amenities

Exceptional

86 reviews

9.6
Duval Inn
Duval Inn

511 Angela Street

Amenities

Excellent

555 reviews

8.6
L'Habitation Guest House
L'Habitation Guest House

408 Eaton Street

Amenities

Wonderful

595 reviews

9.2
Speakeasy Inn – Adults Only
Speakeasy Inn – Adults Only

1117 Duval Street

Amenities

Exceptional

493 reviews

9.4
Casa 325
Casa 325

325 Duval St.

Amenities

Wonderful

423 reviews

9.2

Top Picks for Guesthouses in Key West

Try one of these popular top-rated guesthouses in Key West

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FAQs About Guesthouses in Key West
Casa Marina Key West, A Waldorf Astoria Resort is a top-rated place.
Destination

Discovering Key West's Coastal Charm and Urban Wonders

Discover what to do and what to see in Key West

Experience the charm of Key West, Florida, USA at our guesthouses on Travala.com. Nestled in this tropical paradise, our accommodations offer the perfect blend of relaxation and adventure. Discover the allure of Key West as you stroll along Duval Street, known for its vibrant nightlife and unique shops. Indulge in fresh seafood at renowned restaurants, or catch a breathtaking sunset at Mallory Square. Delve into history as you visit the Ernest Hemingway Home and Museum, where the legendary writer found inspiration. Key West is also famous for its colorful coral reefs and crystal-clear waters – embark on a thrilling snorkeling or diving adventure to explore an underwater wonderland. Our guesthouses provide a cozy retreat after a day of exploration. Each room is tastefully decorated, offering modern amenities and a comfortable atmosphere. Wake up to the sound of gentle waves, and savor a cup of coffee on the terrace while soaking in the tranquil sea views. Whether you choose a room overlooking the stunning coastline or a hidden garden oasis, you're sure to find a space that suits your preferences. To make your stay even more convenient, we offer multiple payment options. You can pay with credit cards, debit cards, or even cryptocurrencies like Bitcoin. Embracing the diverse needs of our guests is of utmost importance to us, ensuring that your travel experience is seamless from start to finish. Book your stay at our guesthouses on Travala.com and immerse yourself in the beauty and excitement of Key West. From its scenic landmarks to its vibrant culture, this destination has something for everyone. A warm welcome awaits you in this tropical paradise.

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Hotel Bookings

  • When will I receive my hotel confirmation email?

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    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?

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    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?

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    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?

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    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

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    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?

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    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?

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    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?

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

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        • 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:

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

    SORT

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        • 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

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      • 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?

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    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.

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