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
Douglas House - Adults Only
419 Amelia St Key West FL
The price is CA $142 per night
CA $142
CA $175 total
Sep 9 - Sep 10
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
The Palms Hotel
820 White St Key West FL
The price is CA $159 per night
CA $159
CA $210 total
Sep 16 - Sep 17
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
NYAH Key West - Adults Only
420 Margaret Street Key West FL
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 $165 per night
CA $165
CA $248 total
Sep 7 - Sep 8
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
Wicker Guesthouse
913 Duval Street Key West FL
The price is CA $202 per night
CA $202
CA $227 total
Sep 29 - Sep 30
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
Amsterdam's Curry Mansion Inn
511 Caroline St Key West FL
The price is CA $152 per night
CA $152
CA $171 total
Sep 9 - Sep 10
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
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
Duval Inn
511 Angela Street Key West FL
The price is CA $148 per night
CA $148
CA $237 total
Oct 1 - Oct 2
includes taxes & fees
Stay at this guesthouse in Key West. Enjoy free breakfast, free WiFi, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
Pool
Breakfast included
Kona Kai Oasis
630 South Street Key West FL
The price is CA $207 per night
CA $207
CA $233 total
Sep 4 - Sep 5
includes taxes & fees
Stay at this guesthouse in Key West. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Duval Street and South Beach are located nearby.
Pool
Pet-friendly
Colors on White
818 White St Key West FL
The price is CA $187 per night
CA $187
CA $210 total
Sep 3 - Sep 4
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
Coco Plum Inn
611 Whitehead Street Key West FL
The price is CA $186 per night
CA $186
CA $209 total
Sep 14 - Sep 15
includes taxes & fees
Stay at this guesthouse in Key West. Enjoy free breakfast, free WiFi, and daily housekeeping. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
Pool
Breakfast included
The Independent Inn - Formerly Heron House Court
412 Frances St Key West FL
The price is CA $125 per night
CA $125
CA $186 total
Sep 13 - Sep 14
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 pool in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
Pool
Breakfast 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
Pier House Resort & Spa
1 Duval St Key West FL
The price is CA $351 per night from Oct 1 to Oct 2
CA $351
CA $492 total
Oct 1 - Oct 2
includes taxes & fees
9/10 Wonderful! (1,309 reviews)
Key West Guest Houses essential information
Accommodation | 73 Guest Houses |
|---|---|
Lowest Price | CA $171 |
Highest Price | CA $492 |
Popular accommodation | Douglas House - Adults Only, The Palms Hotel, NYAH Key West - Adults Only, The Cabana Inn Key West - Adults Only, Wicker Guesthouse, Amsterdam's Curry Mansion Inn, Bishop Hotel Key West, Duval Inn, Kona Kai Oasis, Colors on White, Coco Plum Inn, The Independent Inn - Formerly Heron House Court |
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