Compare Key West Guest House Rentals

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Featured Guest Houses in Key West

Douglas House - Adults Only

Douglas House - Adults Only

3 out of 5
419 Amelia St Key West FL
$129 nightly
The price is $145 total per night
$145 total
Sep 24 - Sep 25
Total with taxes and fees
Guests of Douglas House - Adults Only enjoy features like an outdoor pool, free WiFi in public areas, and a terrace. Front-desk staff can assist with luggage storage and tours/tickets. Other amenities at this adults-only guesthouse include a picnic area and a garden.
Pool
Free WiFi
The Cabana Inn Key West - Adults Only

The Cabana Inn Key West - Adults Only

3 out of 5
413 Applerouth Lane Key West FL
Free Cancellation
Reserve now, pay when you stay
$172 nightly
The price is $193 total per night
$193 total
Sep 29 - Sep 30
Total with taxes and fees
Guests of The Cabana Inn Key West - Adults Only enjoy an outdoor pool, a hot tub, and coffee in a common area. Self parking is offered for USD 32.25 per night. The front desk has multilingual staff that can help with tours/tickets and luggage storage. Other amenities at this adults-only guesthouse include express check-out, a terrace, and laundry facilities.
Pool
Hot Tub
The Palms Hotel

The Palms Hotel

3 out of 5
820 White St Key West FL
$162 nightly
The price is $182 total per night
$182 total
Sep 27 - Sep 28
Total with taxes and fees
At The Palms Hotel, guests have access to an outdoor pool, free WiFi in public areas, and coffee in a common area. Free offsite parking is available if you drive. The front desk has multilingual staff that can help with securing valuables, luggage storage, and tours or tickets. Additional amenities include a microwave in a common area, a computer station, and a garden.
Pool
Breakfast included
Bishop Hotel Key West

Bishop Hotel Key West

4 out of 5
822 Fleming St Key West FL
2 outdoor pools, free WiFi in public areas, and a hot tub are featured at Bishop Hotel Key West. The 24-hour front desk has multilingual staff ready to help with luggage storage, and answer any questions about the area. This adults-only guesthouse also has an ATM.
Pool
Hot Tub
Kona Kai Oasis

Kona Kai Oasis

3 out of 5
630 South Street Key West FL
$104 nightly
The price is $117 total per night
$117 total
Sep 27 - Sep 28
Total with taxes and fees
Guests staying at Kona Kai Oasis enjoy an outdoor pool, free WiFi in public areas, and a picnic area. Free parking is available if you drive. A multilingual staff is on hand to assist with concierge services, securing valuables, and luggage storage. Additional amenities include a garden and barbecue grills.
Pool
Pet friendly
Amsterdam's Curry Mansion Inn

Amsterdam's Curry Mansion Inn

3 out of 5
511 Caroline St Key West FL
$146 nightly
The price is $164 total per night
$164 total
Sep 28 - Sep 29
Total with taxes and fees
Guests of Amsterdam's Curry Mansion Inn enjoy an outdoor pool, free WiFi in public areas, and a business center. Transportation is made easy with an area shuttle. A multilingual staff is on hand to assist with tours or tickets, luggage storage, and securing valuables. Other amenities at this boutique guesthouse include coffee/tea in a common area, a library, and express check-out.
Pool
Pet friendly
Wicker Guesthouse

Wicker Guesthouse

3.5 out of 5
913 Duval Street Key West FL
$169 nightly
The price is $190 total per night
$190 total
Sep 29 - Sep 30
Total with taxes and fees
Guests of Wicker Guesthouse enjoy features like an outdoor pool, free WiFi in public areas, and an arcade/game room. If you plan to drive, free parking is available. Front-desk staff can assist with concierge services, securing valuables, and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include a library, free newspapers, and a terrace.
Pool
Breakfast included
The Independent Inn - Formerly Heron House Court

The Independent Inn - Formerly Heron House Court

3 out of 5
412 Frances St Key West FL
$148 nightly
The price is $162 total per night
$162 total
Sep 24 - Sep 25
Total with taxes and fees
At The Independent Inn - Formerly Heron House Court , guests have access to an outdoor pool, a rooftop terrace, and free WiFi in public areas. The front desk has multilingual staff that can help with concierge services and luggage storage. Additional amenities include coffee/tea in a common area, a terrace, and a garden.
Pool
Breakfast included
Duval Inn

Duval Inn

3 out of 5
511 Angela Street Key West FL
$162 nightly
The price is $182 total per night
$182 total
Oct 1 - Oct 2
Total with taxes and fees
Guests of Duval Inn enjoy features like an outdoor pool, free WiFi in public areas, and free newspapers. If you decide to drive, there's free offsite parking. Front-desk staff can assist with concierge services and luggage storage. Additional amenities include a terrace, wedding services, and a garden.
Pool
Breakfast included
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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
    $168 nightly
    The price is $189 total per night from Sep 24 to Sep 25
    $189 total
    Sep 24 - Sep 25
    Total with taxes and fees
    8.6/10 Excellent! (2,681 reviews)
    Southernmost Beach Resort and Guesthouses

    Southernmost Beach Resort and Guesthouses

    1319 Duval Street Key West FL
    $225 nightly
    The price is $253 total per night from Sep 30 to Oct 1
    $253 total
    Sep 30 - Oct 1
    Total with taxes and fees
    8.6/10 Excellent! (3,615 reviews)
    Margaritaville Beach House Key West

    Margaritaville Beach House Key West

    2001 South Roosevelt Blvd Key West FL
    $234 nightly
    The price is $263 total per night from Oct 7 to Oct 8
    $263 total
    Oct 7 - Oct 8
    Total with taxes and fees

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
$117
Highest Price
$263
Popular accommodation
Douglas House - Adults Only, The Cabana Inn Key West - Adults Only, The Palms Hotel, Bishop Hotel Key West, Kona Kai Oasis, Amsterdam's Curry Mansion Inn, Wicker Guesthouse, The Independent Inn - Formerly Heron House Court , Duval Inn

More to Explore