Vacation Rentals in Monroe County
Start comparing over 4,486 rentals in Monroe County and book at the best price!
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Child-friendly vacation rentals
Key West, Lower Keys
9.5
Vacation rental for 4 people, with pool and terrace
Free cancellation
from $276 per night
Marathon, Monroe County
Hotel for 2 people, with balcony and pool as well as ocean view, with pets
Free cancellation
from $384 per night
Key West, Lower Keys
9.3
Vacation rental for 4 people, with terrace
Free cancellation
from $233 per night
Key West, Lower Keys
9.3
Vacation rental for 6 people, with terrace
Free cancellation
from $250 per night
Vacation rentals with pets allowed
Little Torch Key, Lower Keys
8.7
Vacation rental for 4 people, with terrace and yard
Free cancellation
from $207 per night
Islamorada, Monroe County
10.0
Vacation rental for 5 people, with yard and hot tub, with pets
Free cancellation
from $561 per night
Key West, Lower Keys
9.6
Vacation rental for 2 people, with hot tub and terrace, with pets
from $368 per night
Key West, Lower Keys
9.7
Vacation rental for 6 people, with terrace and yard
Free cancellation
from $257 per night
Vacation rentals in Monroe County
Key West, Lower Keys
9.8
Vacation rental for 2 people, with yard and pool as well as terrace
Free cancellation
from $366 per night
Cudjoe Key, Lower Keys
9.0
Vacation rental for 4 people, with terrace and pool
Free cancellation
from $220 per night
Key Largo, Monroe County
9.6
Vacation rental for 4 people, with hot tub and balcony as well as pool
Free cancellation
from $251 per night
Key West, Lower Keys
8.7
Vacation rental for 4 people, with terrace and pool
Free cancellation
from $143 per night
Vacation rentals with sea view
Key West, Lower Keys
9.5
Vacation rental for 4 people, with balcony, kid friendly
Free cancellation
from $175 per night
Stock Island, Lower Keys
9.3
Vacation rental for 6 people, with pool and yard as well as balcony, kid friendly
Free cancellation
from $378 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
Key West, Lower Keys
10.0
Vacation rental for 4 people, with yard and pool as well as balcony, kid friendly
Free cancellation
from $251 per night
Vacation rentals with free cancellation
Marathon, Monroe County
9.6
Vacation rental for 4 people, with terrace
Free cancellation
from $153 per night
Key Largo, Monroe County
9.4
Vacation rental for 4 people, with balcony and pool as well as yard
Free cancellation
from $255 per night
Key Largo, Monroe County
9.8
Vacation rental for 6 people, with balcony and pool
Free cancellation
from $322 per night
Key West, Lower Keys
9.3
Vacation rental for 4 people, with yard and pool as well as terrace
Free cancellation
from $340 per night
Current vacation rental deals in Monroe County
Key West, Lower Keys
9.8
Vacation rental for 12 people, with yard
Fri, 07/18 - Mon, 07/21
$4,662 $4,343 ·
Special Offer
Special offer! The property is offering a 7% discount. Book today to secure this price!
Islamorada, Monroe County
9.4
Vacation rental for 6 people, with yard, with pets
Sat, 08/02 - Sat, 08/09
$3,873 $3,576 ·
Long stay deal
This accommodation offers a 8% discount on long-term stays.
Cudjoe Key, Lower Keys
9.4
Vacation rental for 6 people, with terrace and pool as well as hot tub
Mon, 08/04 - Mon, 08/11
$2,323 $2,148 ·
Long stay deal
This accommodation offers a 8% discount on long-term stays.
Key Largo, Monroe County
9.8
Mobile home for 6 people
Sat, 08/02 - Sat, 08/09
$1,637 $1,540 ·
Long stay deal
This accommodation offers a 6% discount on long-term stays.
Find Vacation Rentals in Monroe County
Popular Destinations in Monroe County
Best Vacation Rentals in Monroe County
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Key West, Lower Keys
Vacation Rental • 6 Guests • 2 Bedrooms
Key West, Lower Keys
9.8
On the second floor you will find the 2 bedrooms, each featuring a queen size bed, attached full bathroom and balcony. Perfect for accommodating 4-6 guests, additional sleeping arrangements can be found in the queen pullout couch on the first floor.The open first floor plan with a half bath is perfect for relaxing after a long day. Equipped with an LG cable tv, complimentary Wifi and French doors leading out to the back deck, the natural sunlight in Gulf Getaway keeps the space bright and airy. From an espresso maker, to a Keurig and smoothie maker, the rooster-themed kitchen is stocked wit...
from $235 / night
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Stock Island, Lower Keys
Vacation Rental • 6 Guests • 2 Bedrooms
Stock Island, Lower Keys
9.3
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 $378 / 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 WiFiNo pets allowedNo parking includedNo smokingOne of th...
from $175 / night
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Popular Destinations in Monroe County
Prices and availability
Current Vacation rental prices Monroe County
$603for 19 Jul - 26 Jul
$628 annual averageAug
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Average price per week
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.