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
Little Torch Key, Lower Keys
8.7
Vacation rental for 4 people, with yard and terrace
Free cancellation
from $191 per night
Key West, Lower Keys
9.6
Vacation rental for 2 people, with terrace and hot tub, with pets
from $387 per night
Islamorada, Monroe County
10.0
Vacation rental for 5 people, with yard and hot tub, with pets
Free cancellation
from $543 per night
Key West, Lower Keys
9.7
Vacation rental for 6 people, with terrace and yard
Free cancellation
from $266 per night
Vacation rentals in Monroe County
Key West, Lower Keys
9.8
Vacation rental for 2 people, with yard and terrace as well as pool
Free cancellation
from $359 per night
Cudjoe Key, Lower Keys
9.0
Vacation rental for 4 people, with pool and terrace
Free cancellation
from $217 per night
Key Largo, Monroe County
9.6
Vacation rental for 4 people, with pool and hot tub as well as balcony
Free cancellation
from $252 per night
Key West, Lower Keys
8.7
Vacation rental for 4 people, with terrace and pool
Free cancellation
from $136 per night
Vacation rentals with sea view
Key West, Lower Keys
10.0
Vacation rental for 4 people, with balcony and pool, kid friendly
Free cancellation
from $198 per night
Key West, Lower Keys
9.5
Vacation rental for 4 people, with balcony, kid friendly
Free cancellation
from $144 per night
Key West, Lower Keys
8.7
Vacation rental for 10 people, with yard and terrace, with pets
Free cancellation
from $498 per night
Key West, Lower Keys
10.0
Vacation rental for 3 people, with balcony and pool as well as yard, kid friendly
Free cancellation
from $221 per night
Vacation rentals with free cancellation
Marathon, Monroe County
9.6
Vacation rental for 4 people, with terrace
Free cancellation
from $150 per night
Key Largo, Monroe County
9.8
Vacation rental for 6 people, with balcony and pool
Free cancellation
from $321 per night
Key Largo, Monroe County
9.4
Vacation rental for 4 people, with balcony and yard as well as pool
Free cancellation
from $254 per night
Key West, Lower Keys
9.3
Vacation rental for 4 people, with yard and terrace as well as pool
Free cancellation
from $354 per night
Child-friendly vacation rentals
Key West, Lower Keys
9.5
Vacation rental for 4 people, with terrace and pool
Free cancellation
from $276 per night
Marathon, Monroe County
Hotel for 2 people, with balcony and ocean view as well as pool, with pets
Free cancellation
from $363 per night
Key West, Lower Keys
9.3
Vacation rental for 6 people, with terrace
Free cancellation
from $250 per night
Key West, Lower Keys
Vacation rental for 4 people, with terrace
Free cancellation
from $224 per night
Find Vacation Rentals in Monroe County
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Best Vacation Rentals in Monroe County
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Stock Island, Lower Keys
Vacation Rental • 6 Guests • 2 Bedrooms
Stock Island, Lower Keys
9.2
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 friendly Arrive by boat, plane or car. On-site golf cart re...
from $378 / night
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Key West, Lower Keys
Vacation Rental • 6 Guests • 2 Bedrooms
Key West, Lower Keys
The two bedroom Suite at the Mesa House is a part of a larger property that can be rented all together for bigger groups. (Let us know if this is something that you're interested in!) You can expect a full kitchen, including a fridge, oven, stove, and microwave. Bedroom 1: King Bedroom 2: Two Twins Extra Sleeping: Queen pullout couch in the living area A private washer and dryer make post-beach cleanup easy. When choosing to relax at home, enjoy the home's two cable TVs, as well as free WiFi. Central air conditioning helps keep everybody comfortable. Book the 2 bedroom Suite at The Mesa Hou...
from $265 / night
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Key West, Lower Keys
Vacation Rental • 4 Guests • 1 Bedroom
Key West, Lower Keys
9.5
This studio apartment is attached to a grand historic conch home and enjoys private access through a street-front courtyard. Enjoy the updated "chef's" kitchen with stainless-steel appliances that’s fully stocked with everything you need! Sip coffee in the morning from your Keurig coffee maker and take in the fresh Florida air in the outdoor seating area. Have an extra guest or 2? No worries! The queen sized pull out sleeper sofa allows for comfortable sleeping for 2 and, allowing for a total of 4 occupants in the unit as a whole. Free WiFi No pets allowed No parking included No smoking One...
from $144 / 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.