Search Guest Houses in Florida Keys from CA $215

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Check prices for these dates

Next weekend
May 8 - May 10
In two weeks
May 15 - May 17
In one month
May 29 - May 31
In two months
Jun 26 - Jun 28

Our top choices for Florida Keys guest houses

Food and drink

The Cabana Inn Key West - Adults Only

The Cabana Inn Key West - Adults Only
3.0 star property
Old Town Key West
8.8 out of 10, Excellent, (1,006 reviews)
"Loved having breakfast and happy hour was amazing! The cabanas and pool were super cute!"
United States
allison
The price is CA $228
CA $318 total
includes taxes & fees
May 28 - May 29
The Cabana Inn Key West - Adults Only
Property grounds

The Palms Hotel

The Palms Hotel
3.0 star property
Old Town Key West
8.8 out of 10, Excellent, (1,008 reviews)
"Loved this place, was super cute and comfortable! Would definitely stay again!"
Canada
Breanna
The price is CA $261
CA $325 total
includes taxes & fees
May 27 - May 28
The Palms Hotel
Courtyard

The Grand Guesthouse

The Grand Guesthouse
2.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (1,002 reviews)
"This is a great place to stay, quiet and nice accommodations. Awesome little courtyard for breakfast."
United States
Jacqueline
The price is CA $358
CA $437 total
includes taxes & fees
Apr 30 - May 1
The Grand Guesthouse
Exterior

Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
2.5 star property
Islamorada
9.6 out of 10, Exceptional, (245 reviews)
"Wonderful place, very clean and with stunning views. I will definitely stay there again."
United States
Karenia
The price is CA $287
CA $323 total
includes taxes & fees
May 3 - May 4
Ragged Edge Resort & Marina
Outdoor spa tub

NYAH Key West - Adults Only

NYAH Key West - Adults Only
3.0 star property
Key West Historic District
8.0 out of 10, Very good, (1,002 reviews)
"Best place to stay in KW. Always a good time when I stay there. "
United States
James
The price is CA $222
CA $311 total
includes taxes & fees
May 25 - May 26
NYAH Key West - Adults Only
Front of property

Duval Inn

Duval Inn
3.0 star property
Old Town Key West
8.8 out of 10, Excellent, (774 reviews)
"Great stay. Excellent location for Duval Street bars and restaurants. Very key west vibe. Love the tropical garden pool where we ate breakfast both days. "
United States
Anne E
The price is CA $220
CA $316 total
includes taxes & fees
May 28 - May 29
Duval Inn
Exterior

Douglas House - Adults Only

Douglas House - Adults Only
3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (366 reviews)
"Clean cute hotel close to Duvall"
United States
Marsha
The price is CA $248
CA $306 total
includes taxes & fees
May 26 - May 27
Douglas House - Adults Only
Property grounds

Coconut Bay Resort Key Largo

Coconut Bay Resort Key Largo
2.0 star property
Rock Harbor
9.4 out of 10, Exceptional, (204 reviews)
"This property is beautiful! It is very well maintained and the staff is very friendly and helpful. My family enjoyed swimming in the outdoor swimming pool and using the kayaks on the Bay. Peg’s scones were amazing and a real treat to look forward to each morning! I would highly recommend this resort if you are staying in Key Largo!"
United States
Kimberly
The price is CA $266
CA $299 total
includes taxes & fees
Apr 30 - May 1
Coconut Bay Resort Key Largo
Interior entrance

Wicker Guesthouse

Wicker Guesthouse
3.5 star property
Old Town Key West
8.6 out of 10, Excellent, (1,000 reviews)
"Will go back again"
United States
James
The price is CA $306
CA $344 total
includes taxes & fees
May 27 - May 28
Wicker Guesthouse
Porch

Heron House Court - Adult Only

Heron House Court - Adult Only
3.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,008 reviews)
"Loved this place really recommend it "
United States
Danielle
The price is CA $151
CA $215 total
includes taxes & fees
May 5 - May 6
Heron House Court - Adult Only
Fountain

Colors on White

Colors on White
3.0 star property
Old Town Key West
8.0 out of 10, Very good, (448 reviews)
"Great option "
United States
jacob
The price is CA $234
CA $263 total
includes taxes & fees
May 25 - May 26
Colors on White
Front of property

L'Habitation Guest House

L'Habitation Guest House
2.5 star property
Key West Historic District
9.4 out of 10, Exceptional, (973 reviews)
"This was a lovely well stocked, and comfortable stay."
United States
Pat
The price is CA $279
CA $314 total
includes taxes & fees
May 5 - May 6
L'Habitation Guest House
Beach nearby, white sand, beach cabanas, sun loungers

Amsterdam's Curry Mansion Inn

Amsterdam's Curry Mansion Inn
3.0 star property
Key West Historic District
8.2 out of 10, Very good, (1,005 reviews)
"Very nice place to stay. Noisy at night from Duval street. "
United States
Jayne
The price is CA $311
CA $350 total
includes taxes & fees
May 19 - May 20
Amsterdam's Curry Mansion Inn
Property entrance

Kona Kai Oasis

Kona Kai Oasis
3.0 star property
Old Town Key West
8.2 out of 10, Very good, (623 reviews)
"The room was clean and comfortable. "
United States
Martin
The price is CA $367
CA $412 total
includes taxes & fees
Apr 29 - Apr 30
Kona Kai Oasis
Terrace/patio

COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!

COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!
Old Town Key West
9.6 out of 10, Exceptional, (156 reviews)
"Great location and accommodations. "
United States
Brenda W.
The price is CA $222
CA $470 total
includes taxes & fees
May 26 - May 27
COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!
BBQ/picnic area

Banana's Foster Guesthouse

Banana's Foster Guesthouse
2.0 star property
Key West Historic District
8.2 out of 10, Very good, (16 reviews)
"Pet friendly. And very close to the marina and Duval St."
United States
TED
The price is CA $168
CA $411 total
includes taxes & fees
May 4 - May 5
Banana's Foster Guesthouse
A heated pool

GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!

GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!
Old Town Key West
9.8 out of 10, Exceptional, (107 reviews)
"Great value, clean, comfy, and walkable."
United States
Rick F.
The price is CA $207
CA $502 total
includes taxes & fees
May 6 - May 7
GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!
Terrace/patio

SIMONTON ROOM @ Inn on Fleming~ADULTS ONLY 1st Lvl King w/Shared Heated Pool

SIMONTON ROOM @ Inn on Fleming~ADULTS ONLY 1st Lvl King w/Shared Heated Pool
Old Town Key West
9.8 out of 10, Exceptional, (36 reviews)
"Wonderful location - walked everywhere. The house was well appointed and the room was super comfortable! Really enjoyed our stay!"
United States
Pat M.
The price is CA $157
CA $386 total
includes taxes & fees
Apr 29 - Apr 30
SIMONTON ROOM @ Inn on Fleming~ADULTS ONLY 1st Lvl King w/Shared Heated Pool
A heated pool

NumberEleven ~ Charming Adult Only, 1 Bedroom, 1 Bath w/ Shared Pool!

NumberEleven ~ Charming Adult Only, 1 Bedroom, 1 Bath w/ Shared Pool!
Old Town Key West
9.8 out of 10, Exceptional, (86 reviews)
"The location is within walking distance of all the sights in Old Town. Our room was clean and welcoming with a bottle of sparkling wine and treats. Our hosts shared the address of nearby parking with very reasonable rates and the Dwell concierge was also helpful with restaurant and suggestions for activities. We would definitely stay again!"
United States
Ann
The price is CA $268
CA $580 total
includes taxes & fees
May 4 - May 5
NumberEleven ~ Charming Adult Only, 1 Bedroom, 1 Bath w/ Shared Pool!
Classic Room, 1 Queen Bed, Balcony, Pool View (1) | Balcony view

Curry House

Curry House
2.0 star property
Old Town Key West
6.8 out of 10, (65 reviews)
"This was the perfect place to stay on our girls' week-end to Key West! It was easily walkable, and the bed was extremely comfortable.The Kuerig coffee pot and distilled water were also nice amenities!"
United States
Wendy
The price is CA $135
CA $374 total
includes taxes & fees
May 20 - May 21
Curry House
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.
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Top Florida Keys Hotel Reviews

Hawks Cay Resort

Hawks Cay Resort

10/10 Excellent
"Great property with three pools and a SUPB friendly lagoon. GREAT restaurant on-property right next to the pool for dinner ($$$ but well worth it). Two other restaurants/cafes at family friendly prices on property as well. The fitness center is large and very well appointed with a mix of free weights and machines as well as cardio equipment. Far enough off US-1 that there isn’t a lot of noise. Rooms are generously sized and very clean, however you can tell it’s due for a refresh. Common areas have all been refreshed and are wonderful and the bed was very comfortable. We will definitely stay here again."
Nathan 2-night trip
Posted 1 hour ago
Hawks Cay Resort

Find out more about Florida Keys

Florida Keys Guest Houses information

Number of reviews
11,130
Accommodation
3 Guest Houses
Lowest Price
CA $215
Highest Price
CA $580

Frequently asked questions

What is the nightly rate for a guest house in Florida Keys?
Rates for Florida Keys guest houses vary, but travelers can find great-value prices from CA $215 with Expedia. A range of factors can affect nightly rates, such as the location, the breakfast offering, and the range of amenities. Travelers looking for a good deal should consider looking for a midweek stay, as weekend rates at Florida Keys guest houses tend to be higher. Remember to also use our filters to sort prices from low to high.
What's the difference between a Florida Keys guest house and a B&B?
A guest house in Florida Keys is typically a larger establishment with more rooms, offering a more hotel-like experience, and may provide additional amenities including luxury bedding. In contrast, a B&B is usually a smaller property that focuses primarily on providing a room and breakfast. A B&B is often more personal, and breakfast is typically included as part of the stay, but other services might be more limited compared to a guest house.