Vacation Rentals in Monroe County
Start comparing over 4,486 rentals in Monroe County and book at the best price!
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Vacation rentals with pets allowed
Pets allowed
Key West, Lower Keys
Vacation rental for 2 people
Free cancellation
from $203 per night
Pets allowed
Key West, Lower Keys
Vacation rental for 2 people, with pool
Free cancellation
from $247 per night
Pets allowed
Key West, Lower Keys
Vacation rental for 2 people, with balcony and pool
Free cancellation
from $203 per night
Pets allowed
Key West, Lower Keys
9.6
Vacation rental for 2 people, with terrace and yard
from $498 per night
Vacation Rentals in Monroe County
Key West, Lower Keys
9.7
Vacation rental for 2 people, with terrace and pool
Free cancellation
from $630 per night
Tavernier, Monroe County
9.3
Vacation rental for 2 people, with terrace
Free cancellation
from $359 per night
Key Largo, Monroe County
10.0
Mobile home for 2 people, with terrace and pool
Free cancellation
from $237 per night
Key West, Lower Keys
9.3
Vacation rental for 2 people, with yard and terrace as well as pool
Free cancellation
from $536 per night
Vacation rentals with sea view
Sea view
Key West, Lower Keys
9.5
Vacation rental for 4 people, with balcony, kid friendly
Free cancellation
from $200 per night
Sea view
Key West, Lower Keys
Vacation rental for 4 people, with pool and balcony, kid friendly
Free cancellation
from $219 per night
Sea view
Key West, Lower Keys
8.8
Vacation rental for 4 people, with pool and yard as well as terrace, with pets
Free cancellation
from $249 per night
Sea view
Key West, Lower Keys
8.7
Vacation rental for 4 people, with balcony, kid friendly
Free cancellation
from $218 per night
Vacation rentals with free cancellation
Key West, Lower Keys
Vacation rental for 2 people, with pool
Free cancellation
from $205 per night
Cudjoe Key, Lower Keys
8.0
Vacation rental for 4 people, with terrace
Free cancellation
from $286 per night
Marathon, Monroe County
9.7
Mobile home for 2 people
Free cancellation
from $199 per night
Key West, Lower Keys
10.0
Vacation rental for 4 people, with terrace and pool
Free cancellation
from $202 per night
Child-friendly vacation rentals
Child friendly
Duck Key, Monroe County
Vacation rental for 4 people, with balcony and lake view as well as balcony/terrace
Free cancellation
from $634 per night
Child friendly
Key West, Lower Keys
9.7
Vacation rental for 4 people, with pool and terrace
Free cancellation
from $249 per night
Child friendly
Key West, Lower Keys
10.0
Vacation rental for 3 people, with yard and pool as well as balcony, kid friendly
Free cancellation
from $286 per night
Child friendly
Key West, Lower Keys
9.2
Vacation rental for 4 people, with terrace
Free cancellation
from $216 per night
Find Vacation Rentals in Monroe County
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Best Vacation Rentals in Monroe County
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Key West, Lower Keys
Vacation Rental • 2 Guests • 1 Bedroom
Key West, Lower Keys
Now known as Casa Antigua, referring to "old house" in Spanish, the third-floor studio ensures an unparalleled experience for your month-long stay. Now transformed into a three-story interior atrium, surrounded by lush tropical greenery and a pool, we can ensure this property is unforgettable.Flooded with natural light, the entryway and desk area provide a private space for your work-from-home set up.Cozy into the king-sized bed surrounded by exposed brick and floor-to-ceiling windows, with blackout curtains. The modern bathroom features a double vanity, walk-in shower, and deep jacuzzi tub...
from $270 / night
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Key West, Lower Keys
Vacation Rental • 4 Guests • 1 Bedroom
Key West, Lower Keys
8.7
Duval Corner enjoys a prime location at the corner of Duval Street and Amelia Street in the heart of downtown Key West. The inviting bedroom features vaulted ceilings, a ceiling fan, a cozy queen-sized bed, a flat-screen cable TV, a closet, bedside lighting, and an en suite bathroom complete with fresh linens and toiletries. In the living room, you'll find vaulted ceilings, a large full-length mirror, a spacious flat-screen cable TV, bar seating, and a queen-sized pull-out sleeper sofa, perfect for extra guests. The newly renovated kitchen is fully equipped with all the essentials for your ...
from $218 / night
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Stock Island, Lower Keys
Vacation Rental • 6 Guests • 2 Bedrooms
Stock Island, Lower Keys
9.1
Grand Marina Suite is a full two-bedroom suite, with a full kitchen, living room and outdoor lanai. Each of the two bedrooms feature luxurious king sized beds and en suite bathrooms. There is a sleeper sofa in the living room. Outside of the Suite, our guests are encouraged to take advantage of our on-site pool, beach, sauna and fitness center.-For the purpose of creating a safe environment for our guests, the exterior of the building is monitored by security cameras.-Please note the onsite restaurant is no longer open.- Not pet friendlyArrive by boat, plane or car. On-site golf cart rental...
from $325 / night
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Popular Destinations in Monroe County
Prices and availability
FAQs: Vacation Rentals in Monroe County
How much did it cost for a vacation rental in Monroe County last year?
At an average cost of $494 per night, Monroe County lies at the upper end of the price range for vacation rentals in the USA.
During which months are vacation rentals cheaper in Monroe County?
]If you want to get the most out of your money, the most affordable months to visit Monroe County are September ($434 the average per night for accommodation), August ($456), and June ($457).
When are vacation rentals more expensive in Monroe County?
Analyzing the data from last year, we found that costs per night for accommodation here are usually higher, on average, during the months of February ($591), March ($562), and January ($532).
Should I plan a trip to Monroe County well in advance?
So you don't run out of accommodation options in Monroe County, we recommend you to be proactive as 75% of rentals are usually booked, according to last year's data.
What are the best months for a spontaneous getaway?
The months when it's easiest to find available accommodation in Monroe County are May (the average amount of properties that are available reached 93% of the total last year), June (80%), and August (27%).
When are fewer rentals available in Monroe County?
During this period, the availability is only 2%. It is therefore preferable to reserve far in advance.
Are there many rentals in Monroe County?
Holidu collaborates with 4 different partners to give you a choice between 980 vacation rentals we have in Monroe County.