Book Guest Houses in Key West
Wander Wisely with exceptional service, 24/7 support
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Featured Guest Houses in Key West

NYAH Key West - Adults Only
420 Margaret Street Key West FL
Free cancellation
Reserve now, pay when you stay
The price is CA $197 per night
CA $197
CA $284 total
May 12 - May 13
includes taxes & fees
Stay at this guesthouse in Key West. Enjoy free breakfast, 3 outdoor pools, and a rooftop terrace. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
Pool
Hot tub

The Cabana Inn Key West - Adults Only
413 Applerouth Lane Key West FL
Free cancellation
Reserve now, pay when you stay
The price is CA $217 per night
CA $217
CA $305 total
May 10 - May 11
includes taxes & fees
Stay at this guesthouse in Key West. Enjoy free breakfast, parking (surcharge), and daily housekeeping. Our guests praise the breakfast and the pool in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
Pool
Hot tub

Douglas House - Adults Only
419 Amelia St Key West FL
The price is CA $270 per night
CA $270
CA $334 total
Apr 20 - Apr 21
includes taxes & fees
Stay at this guesthouse in Key West. Enjoy free WiFi, daily housekeeping, and a garden. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
Pool
Free WiFi

Heron House Court - Adult Only
412 Frances St Key West FL
The price is CA $229 per night
CA $229
CA $305 total
Apr 20 - Apr 21
includes taxes & fees
Stay at this guesthouse in Key West. Enjoy free WiFi, a rooftop terrace, and daily housekeeping. Our guests praise the breakfast and the pool in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
Pool
Free WiFi

Bishop Hotel Key West
822 Fleming St Key West FL
Stay at this guesthouse in Key West. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
Pool
Hot tub

Amsterdam's Curry Mansion Inn
511 Caroline St Key West FL
The price is CA $326 per night
CA $326
CA $367 total
May 6 - May 7
includes taxes & fees
Book a stay at this historic guesthouse in Key West. Enjoy free WiFi, beach cabanas (surcharge), and a business center. Our guests praise the pool and the clean rooms in our reviews. Popular attractions Duval Street and Mallory Square are located nearby.
Pool
Pet-friendly

The Palms Hotel
820 White St Key West FL
The price is CA $315 per night
CA $315
CA $385 total
Apr 20 - Apr 21
includes taxes & fees
Stay at this guesthouse in Key West. Enjoy free breakfast, daily housekeeping, and a garden. Our guests praise the breakfast and the pool in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
Pool
Breakfast included

Wicker Guesthouse
913 Duval Street Key West FL
The price is CA $338 per night
CA $338
CA $380 total
Apr 22 - Apr 23
includes taxes & fees
Stay at this guesthouse in Key West. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
Pool
Breakfast included

L'Habitation Guest House
408 Eaton Street Key West FL
The price is CA $267 per night
CA $267
CA $300 total
Apr 26 - Apr 27
includes taxes & fees
Stay at this guesthouse in Key West. Enjoy free breakfast, free WiFi, and a rooftop terrace. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Duval Street and Mallory Square are located nearby.
Breakfast included
Free WiFi

Colors on White
818 White St Key West FL
The price is CA $276 per night
CA $276
CA $311 total
Apr 20 - Apr 21
includes taxes & fees
Stay at this guesthouse in Key West. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
Pool
Pet-friendly

The Key West Hotel
325 Duval St. Key West FL
The price is CA $455 per night
CA $455
CA $587 total
Apr 20 - Apr 21
includes taxes & fees
Stay at this guesthouse in Key West. Enjoy free WiFi, room service, and daily housekeeping. Popular attractions Duval Street and Mallory Square are located nearby.
Pool
Pet-friendly

The Grand Guesthouse
1116 Grinnell Street Key West FL
The price is CA $320 per night
CA $320
CA $394 total
Apr 20 - Apr 21
includes taxes & fees
Stay at this guesthouse in Key West. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Duval Street and South Beach are located nearby.
Breakfast included
Parking included
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.
Top trending hotels in Key West

Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
The price is CA $221 per night from Apr 21 to Apr 22
CA $221
CA $339 total
Apr 21 - Apr 22
includes taxes & fees
9/10 Wonderful! (1,758 reviews)
Key West Guest Houses essential information
Accommodation | 72 Guest Houses |
|---|---|
Lowest Price | CA $284 |
Highest Price | CA $587 |
Popular accommodation | NYAH Key West - Adults Only, The Cabana Inn Key West - Adults Only, Douglas House - Adults Only, Heron House Court - Adult Only, Bishop Hotel Key West, Amsterdam's Curry Mansion Inn, The Palms Hotel, Wicker Guesthouse, L'Habitation Guest House, Colors on White, The Key West Hotel, The Grand Guesthouse |
Explore More Ways to Travel with Travelocity
- 3 Star Hotels in Key West
- 5 Star Hotels in Key West
- B&B in Big Pine Key
- Cottages in Big Pine Key
- Extended Stay Hotels in Big Pine Key
- Cottages in Cudjoe Key
- Hotels near Duval Street
- Apartments in Key West
- B&B in Key West
- Cabins in Key West
- Condos in Key West
- Cottages in Key West
- Extended Stay Hotels in Key West
- Key West Historic District Hotels
- Accor Hotels in Key West
- All Inclusive Resorts & in Key West
- Beach Resorts & in Key West
- Boutique Hotels in Key West
- Cheap Hotels in Key West
- Kid Friendly Hotels in Key West
- Gay Friendly Hotels in Key West
- Golf Resorts & in Key West
- Hotels with an Indoor Pool in Key West
- Pet Friendly Hotels in Key West
- Romantic Getaways & Hotels in Key West
- Spa Resorts & in Key West
- Waterpark Hotels and Resorts in Key West
- Key West Hotels
- Houseboat Rentals in Key West
- Hotels near Key West Lighthouse and Keeper's Quarters Museum
- Vacation Homes in Key West
- Resorts in Key West
- Villas in Key West
- Cottages in Little Torch Key
- Old Town Key West Hotels
- Hotels near Schooner Western Union
- Houseboat Rentals in Stock Island
- Cottages in Sugarloaf Key
- Vacation Homes in Sugarloaf Key
- Houseboat Rentals in Summerland Key
- Flights to Key West
- Air Canada Toronto (YYZ) to Key West (EYW) flights
- American Airlines Baltimore (BWI) to Key West (EYW) flights
- American Airlines Edmonton (YEG) to Key West (EYW) flights
- American Airlines Barranquilla (BAQ) to Key West (EYW) flights
- American Airlines Syracuse (SYR) to Key West (EYW) flights
- American Airlines Idaho Falls (IDA) to Key West (EYW) flights
- Delta Buffalo (BUF) to Key West (EYW) flights
- Delta Burlington (BTV) to Key West (EYW) flights
- Delta Toronto (YYZ) to Key West (EYW) flights
- Jetblue Airways Burlington (BTV) to Key West (EYW) flights
- Jetblue Airways Boston (BOS) to Key West (EYW) flights
- United Calgary (YYC) to Key West (EYW) flights
- United Pendleton (PDT) to Key West (EYW) flights
- Flights from Montreal to Key West
- Flights from Ottawa to Key West
- Flights from St. Petersburg - Clearwater to Key West
- Flights from St. John's to Key West
- Flights from Niagara Falls to Key West
- Flights from Naples to Key West
- Flights from Texarkana to Key West
- Flights from Winnipeg to Key West
- Flights from Chalkyitsik to Key West
- Flights from Nashville (BNA) to Key West (EYW)
- Flights from Aguadilla (BQN) to Key West (EYW)
- Flights from Burlington (BRL) to Key West (EYW)
- Flights from Clarksburg (CKB) to Key West (EYW)
- Flights from Detroit (DTW) to Key West (EYW)
- Flights from Islip (ISP) to Key West (EYW)
- Flights from Las Vegas (LAS) to Key West (EYW)
- Flights from Phoenix (PHX) to Key West (EYW)
- Flights from Richmond (RIC) to Key West (EYW)
- Flights from Riverton (RIW) to Key West (EYW)
- Flights from Tampa (TPA) to Key West (EYW)
- Flights from Sandefjord (TRF) to Key West (EYW)
- Advantage Rent-A-Car Rental Cars in Key West
- Car rental Key West
- Convertible Car Rentals in Key West
- Economy Car Rentals in Key West
- Enterprise Rental Cars in Key West
- Firefly Rental Cars in Key West
- First-Car Rental Cars in Key West
- Maggiore Rental Cars in Key West
- Mini Car Rentals in Key West
- Movida Rental Cars in Key West Historic District
- Movida Rental Cars in Key West
- National Car Rental Rental Cars in Key West
- Pickup Car Rentals in Key West
- Priceless Car Rental Rental Cars in Key West
- Rhodium Rental Cars in Key West Intl.
- Sicily By Car Rental Cars in Key West
- Surprice Car Rentals Rental Cars in Key West
- Suv Car Rentals in Key West
- Thrifty Car Rental Rental Cars in Key West
- Top Rent a Car Rental Cars in Key West
- Van Car Rentals in Key West





