Compare Key West Guest House Rentals

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Featured Guest Houses in Key West

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotel Options in Key West

    Blue Flamingo Resort Key West

    Blue Flamingo Resort Key West

    3820 North Roosevelt Boulevard Key West FL
    $175 nightly
    The price is $197 total per night from Jun 28 to Jun 29
    $197 total
    Jun 28 - Jun 29
    Total with taxes and fees
    8.4/10 Very Good! (2,437 reviews)
    Southernmost Beach Resort and Guesthouses

    Southernmost Beach Resort and Guesthouses

    1319 Duval Street Key West FL
    $254 nightly
    The price is $286 total per night from Jul 6 to Jul 7
    $286 total
    Jul 6 - Jul 7
    Total with taxes and fees
    8.8/10 Excellent! (3,402 reviews)
    Hilton Garden Inn Key West / The Keys Collection

    Hilton Garden Inn Key West / The Keys Collection

    3850 N Roosevelt Blvd Key West FL
    $143 nightly
    The price is $161 total per night from Jul 7 to Jul 8
    $161 total
    Jul 7 - Jul 8
    Total with taxes and fees
    8/10 Very Good! (1,245 reviews)

For a welcoming Floridian stay, head to a Key West guest house

Sitting at the southernmost point of the United States, Key West is a popular vacation spot for families and spring-breakers, as well as celebrities and business travelers.

Book a stay at a Key West inn and guarantee yourself a friendly welcome, comfortable, spacious rooms, and a spot near all the best attractions.

Key West guest houses

Many guest houses in Key West provide visitors with cooked breakfasts and evening meals. Along with in-house meals, you’ll find plenty of restaurants outside of your inn, with Old Town Key West and Mallory Square just a stone’s throw away. Some of the amenities include free Wi-Fi, free parking and in-room entertainment, such as flatscreen TVs and private bathrooms. Some guest houses also have an outdoor swimming pool and offer pet-friendly rooms.

About Key West

Book a stay at a guest house in Key West and head for nearby Duval Street. This is often considered the ‘beating heart’ of Key West, and offers a rich selection of art galleries, cafés, vintage boutiques, and bars. Other attractions along the way include the Shipwreck Museum and the Key West Lighthouse, of which was built in 1825.

Key West Guest Houses essential information

Accommodation
73 Guest Houses
Lowest Price
$118
Highest Price
$286
Popular accommodation
Heron House Court - Adult Only, NYAH Key West - Adults Only, Wicker Guesthouse, Bishop Hotel Key West, Douglas House - Adults Only, The Cabana Inn Key West - Adults Only, Amsterdam's Curry Mansion Inn, The Palms Hotel, Duval Inn

More to Explore