Vacation Rentals in Monroe County
Start comparing over 4,486 rentals in Monroe County and book at the best price!
- Vacation Rentals ·
- USA ·
- Florida ·
- Gulf Coast ·
- Florida Keys ·
- Monroe County
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Child-friendly vacation rentals
Key West, Lower Keys
9.1
Vacation rental for 4 people, with terrace
Free cancellation
from $293 per night
Duck Key, Monroe County
Hotel for 4 people, with sauna and balcony as well as pool
Free cancellation
from $396 per night
Key West, Lower Keys
9.5
Vacation rental for 4 people, with terrace and pool
Free cancellation
from $344 per night
Marathon, Monroe County
Hotel for 4 people, with pool and balcony as well as ocean view, with pets
Free cancellation
from $362 per night
Vacation rentals with pets allowed
Key West, Lower Keys
9.6
Vacation rental for 2 people, with terrace and yard
from $547 per night
Key West, Lower Keys
9.6
Vacation rental for 2 people, with hot tub and terrace as well as pool, with pets
from $653 per night
Little Torch Key, Lower Keys
8.6
Vacation rental for 4 people, with yard and terrace
Free cancellation
from $296 per night
Key West, Lower Keys
8.8
Vacation rental for 4 people, with terrace and yard as well as pool, with pets
Free cancellation
from $263 per night
Vacation rentals in Monroe County
Key West, Lower Keys
9.6
Vacation rental for 2 people, with yard and terrace as well as pool
Free cancellation
from $283 per night
Tavernier, Monroe County
9.3
Vacation rental for 2 people, with terrace
Free cancellation
from $358 per night
Key Largo, Monroe County
10.0
Mobile home for 2 people, with pool and terrace
Free cancellation
from $231 per night
Cudjoe Key, Lower Keys
7.9
Vacation rental for 4 people, with terrace
Free cancellation
from $320 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 $211 per night
Key West, Lower Keys
10.0
Vacation rental for 4 people, with pool and balcony, kid friendly
Free cancellation
from $273 per night
Key West, Lower Keys
8.9
Vacation rental for 4 people, with balcony and pool, kid friendly
Free cancellation
from $286 per night
Key West, Lower Keys
9.1
Vacation rental for 6 people, with terrace and pool, with pets
Free cancellation
from $255 per night
Vacation rentals with free cancellation
Key West, Lower Keys
8.7
Vacation rental for 4 people, with terrace and pool
Free cancellation
from $182 per night
Key West, Lower Keys
9.4
Vacation rental for 4 people, with yard and terrace as well as pool
Free cancellation
from $597 per night
Key West, Lower Keys
9.7
Vacation rental for 6 people, with yard and terrace
Free cancellation
from $516 per night
Islamorada, Monroe County
10.0
Vacation rental for 4 people, with hot tub and pool
Free cancellation
from $557 per night
Current vacation rental deals in Monroe County
Stock Island, Lower Keys
9.7
Vacation rental for 6 people, with yard and pool
Free cancellation
Sat, 01/24 - Sat, 01/31
$5,454 $5,034 ·
Long stay deal
This accommodation offers a 8% discount on long-term stays.
Key Largo, Monroe County
9.7
Mobile home for 6 people
Fri, 12/12 - Sun, 12/14
$453 $428 ·
Special Offer
Special offer! The property is offering a 6% discount. Book today to secure this price!
Key West, Lower Keys
9.8
Vacation rental for 6 people, with hot tub
Sat, 01/24 - Sat, 01/31
$11,294 $10,402 ·
Long stay deal
This accommodation offers a 8% discount on long-term stays.
Key West, Lower Keys
9.7
Vacation rental for 16 people, with balcony and hot tub
Sat, 12/13 - Sat, 12/20
$11,953 $11,047 ·
Special Offer
Special offer! The property is offering a 8% discount. Book today to secure this price!
Find Vacation Rentals in Monroe County
Popular Destinations in Monroe County
Best Vacation Rentals in Monroe County
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Stock Island, Lower Keys
Vacation Rental • 6 Guests • 2 Bedrooms
Stock Island, Lower Keys
9.4
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 • 8 Guests • 2 Bedrooms
Key West, Lower Keys
The downstairs bedroom features a king size bed, while the upstairs loft-style bedroom features 2 king size beds for ample sleeping space. There are also two pull out couches located in downstairs living room - allowing for up to 10 guests to reside here. This condo is fully equipped with a full kitchen, living room, dining area and balcony overlooking Duval Street. The kitchen contains a stove, refrigerator, and Keurig coffee machine. The bathroom has a full bathtub and shower. Enjoy central AC, smart TV's, ceiling fans and free wifi after a day on the town. - Private stackable washer &...
from $654 / 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 $211 / night
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Popular Destinations in Monroe County
Prices and availability
Current Vacation rental prices Monroe County
$595for 13 Dec - 20 Dec
$653 annual averageJan
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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.