Compare Key West Guest House Rentals

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Featured Guest Houses in Key West

Amsterdam's Curry Mansion Inn

Amsterdam's Curry Mansion Inn

3 out of 5
511 Caroline St Key West FL
$322 nightly
The price is $363 total per night
$363 total
Dec 9 - Dec 10
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 concierge services, dry cleaning/laundry, 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
NYAH Key West - Adults Only

NYAH Key West - Adults Only

3 out of 5
420 Margaret Street Key West FL
Free Cancellation
Reserve now, pay when you stay
$115 nightly
The price is $130 total per night
$130 total
Dec 10 - Dec 11
Total with taxes and fees
3 outdoor pools, a rooftop terrace, and a hot tub are featured at NYAH Key West - Adults Only. The front desk has multilingual staff standing by 24 hours a day to assist with tours/tickets and luggage storage. Other amenities at this adults-only guesthouse include coffee/tea in a common area, a terrace, and an ATM.
Pool
Hot Tub
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
$167 nightly
The price is $188 total per night
$188 total
Dec 15 - Dec 16
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 concierge services 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
$184 nightly
The price is $206 total per night
$206 total
Dec 18 - Dec 19
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 tours or tickets, luggage storage, and securing valuables. Additional amenities include a microwave in a common area, a computer station, and barbecue grills.
Pool
Breakfast included
Wicker Guesthouse

Wicker Guesthouse

3.5 out of 5
913 Duval Street Key West FL
$229 nightly
The price is $258 total per night
$258 total
Dec 7 - Dec 8
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 luggage storage, concierge services, and securing valuables. 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
Heron House Court - Adult Only

Heron House Court - Adult Only

3 out of 5
412 Frances St Key West FL
$134 nightly
The price is $150 total per night
$150 total
Dec 8 - Dec 9
Total with taxes and fees
At Heron House Court - Adult Only, 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 tours/tickets and luggage storage. Other amenities at this adults-only guesthouse include coffee/tea in a common area, a terrace, and a garden.
Pool
Free WiFi
Douglas House

Douglas House

3 out of 5
419 Amelia St Key West FL
$179 nightly
The price is $201 total per night
$201 total
Dec 15 - Dec 16
Total with taxes and fees
At Douglas House, guests have access to an outdoor pool, a terrace, and a picnic area. Free parking is available if you drive. Front-desk staff can assist with luggage storage and tours/tickets. This guesthouse also has a garden.
Pool
Parking 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
Duval Inn

Duval Inn

3 out of 5
511 Angela Street Key West FL
$242 nightly
The price is $273 total per night
$273 total
Dec 14 - Dec 15
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 tours/tickets and luggage storage. Additional amenities include a terrace, a garden, and wedding services.
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

    Beachside Resort & Residences

    Beachside Resort & Residences

    3841 N Roosevelt Blvd Key West FL
    $207 nightly
    The price is $232 total per night from Dec 17 to Dec 18
    $232 total
    Dec 17 - Dec 18
    Total with taxes and fees
    8.6/10 Excellent! (1,734 reviews)
    Blue Flamingo Resort Key West

    Blue Flamingo Resort Key West

    3820 North Roosevelt Boulevard Key West FL
    $169 nightly
    The price is $191 total per night from Dec 7 to Dec 8
    $191 total
    Dec 7 - Dec 8
    Total with taxes and fees
    8/10 Very Good! (1,750 reviews)
    Oceans Edge Key West Resort, Hotel & Marina

    Oceans Edge Key West Resort, Hotel & Marina

    5950 Peninsular Avenue Key West FL
    $202 nightly
    The price is $227 total per night from Dec 8 to Dec 9
    $227 total
    Dec 8 - Dec 9
    Total with taxes and fees
    8.8/10 Excellent! (1,755 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
30 Guest Houses
Lowest Price
$130
Highest Price
$363
Popular accommodation
Amsterdam's Curry Mansion Inn, NYAH Key West - Adults Only, The Cabana Inn Key West - Adults Only, The Palms Hotel, Wicker Guesthouse, Heron House Court - Adult Only, Douglas House, Bishop Hotel Key West, Duval Inn

More to Explore