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
Child friendly
Key West, Lower Keys
9.2
Vacation rental for 4 people, with terrace
Free cancellation
from $272 per night
Child friendly
Key West, Lower Keys
9.5
Vacation rental for 4 people, with terrace and pool
Free cancellation
from $296 per night
Child friendly
Key West, Lower Keys
9.5
Vacation rental for 4 people, with balcony, kid friendly
Free cancellation
from $241 per night
Child friendly
Duck Key, Monroe County
Vacation rental for 4 people, with pool and balcony
Free cancellation
from $516 per night
Vacation rentals with pets allowed
Pets allowed
Key West, Lower Keys
Vacation rental for 2 people
Free cancellation
from $251 per night
Pets allowed
Key West, Lower Keys
8.8
Vacation rental for 2 people, with pets
Free cancellation
from $249 per night
Pets allowed
Key West, Lower Keys
8.9
Vacation rental for 2 people
Free cancellation
from $249 per night
Pets allowed
Key West, Lower Keys
10.0
Vacation rental for 3 people, with balcony and pool as well as yard, kid friendly
Free cancellation
from $323 per night
Vacation rentals in Monroe County
Tavernier, Monroe County
9.3
Vacation rental for 2 people, with terrace
Free cancellation
from $358 per night
Key West, Lower Keys
9.6
Vacation rental for 2 people, with pool and terrace
Free cancellation
from $406 per night
Key Largo, Monroe County
10.0
Mobile home for 2 people, with terrace and pool
Free cancellation
from $203 per night
Key West, Lower Keys
8.4
Vacation rental for 4 people, with balcony and pool, kid friendly
Free cancellation
from $296 per night
Vacation rentals with sea view
Sea view
Key West, Lower Keys
Vacation rental for 4 people, with pool and yard as well as balcony, kid friendly
Free cancellation
from $306 per night
Sea view
Key West, Lower Keys
Vacation rental for 6 people, with terrace
Free cancellation
from $512 per night
Sea view
Marathon, Monroe County
Hotel for 2 people, with balcony and pool as well as ocean view
Free cancellation
from $425 per night
Sea view
Marathon, Monroe County
Hotel for 2 people, with ocean view and pool as well as balcony
Free cancellation
from $425 per night
Vacation rentals with free cancellation
Cudjoe Key, Lower Keys
7.9
Vacation rental for 4 people, with terrace
Free cancellation
from $370 per night
Key West, Lower Keys
Vacation rental for 2 people, with pool
Free cancellation
from $246 per night
Key West, Lower Keys
Vacation rental for 2 people, with balcony and pool
Free cancellation
from $193 per night
Key West, Lower Keys
9.2
Vacation rental for 6 people, with pool and terrace, with pets
Free cancellation
from $250 per night
Current vacation rental deals in Monroe County
Key Largo, Monroe County
9.6
Mobile home for 6 people, with terrace and hot tub as well as pool
Free cancellation
Tue, 07/01 - Tue, 07/08
$2,218 $1,776 ·
Special Offer
Special offer! The property is offering a 20% discount. Book today to secure this price!
Key Largo, Monroe County
8.8
Mobile home for 4 people
Free cancellation
Tue, 07/01 - Tue, 07/08
$2,085 $1,723 ·
Special Offer
Special offer! The property is offering a 17% discount. Book today to secure this price!
Cudjoe Key, Lower Keys
9.4
Vacation rental for 6 people, with hot tub and terrace as well as pool
Free cancellation
Tue, 07/01 - Tue, 07/08
$1,868 $1,728 ·
Special Offer
Special offer! The property is offering a 7% discount. Book today to secure this price!
Cudjoe Key, Lower Keys
9.8
Mobile home for 6 people
Free cancellation
Tue, 07/01 - Tue, 07/08
$2,302 $2,127 ·
Special Offer
Special offer! The property is offering a 8% discount. Book today to secure this price!
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 • 6 Guests • 2 Bedrooms
Key West, Lower Keys
9.4
This quaint two bedroom condominium has two queen beds and one queen sofa bed allowing for a maximum occupancy of six. With this rental you will find a a private covered porch, private off-street parking space, central A/C, and free wifi. The kitchen is fully equipped for all you may need during your stay!- Property includes onsite washer/dryer (located in the outside closet).- This property is 1 of 4 units in a house, however has a private entrance, and patio.- This property is not pet friendly.Parking Information: There is one off-street private parking space assigned and included in your...
from $294 / night
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Key West, Lower Keys
Vacation Rental • 6 Guests • 2 Bedrooms
Key West, Lower Keys
10.0
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 $297 / night
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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 $265 / 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.