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 housesBeach housesPoolInternet

8.0

Child-friendly vacation rentals

Vacation rental for 4 people, with lake view and balcony as well as balcony/terrace

2 bedrooms6.5 mi to the beach

from $632 / nightFREE cancellation

Vacation rental for 3 people, with pool and balcony, kid friendly

1 bedroom

from $258 / nightFREE cancellation

Vacation rental for 4 people, with yard and pool as well as terrace, with pets

1 bedroom

8.8

(15 reviews)

from $317 / nightFREE cancellation

Vacation rental for 4 people, with balcony and pool, kid friendly

1 bedroom

from $251 / nightFREE cancellation

Vacation rentals with pets allowed

Pets allowed

Vacation rental for 2 people

1 bedroom

from $203 / nightFREE cancellation

Pets allowed

Vacation rental for 2 people, with pool

1 bedroom

from $246 / nightFREE cancellation

Pets allowed

Vacation rental for 2 people, with pool and balcony

1 bedroom

from $203 / nightFREE cancellation

Pets allowed

Vacation rental for 4 people, with balcony, kid friendly

1 bedroom

8.7

(15 reviews)

from $205 / nightFREE cancellation

Vacation Rentals in Monroe County

Vacation rental for 2 people, with terrace

1 bedroom

9.3

(19 reviews)

from $358 / nightFREE cancellation

Vacation rental for 2 people, with terrace and pool

1 bedroom

9.6

(185 reviews)

from $414 / nightFREE cancellation

Mobile home for 2 people, with pool and terrace

2 bedrooms

10.0

(35 reviews)

from $275 / nightFREE cancellation

Vacation rental for 4 people, with terrace

2 bedrooms5 mi to the beach

8.0

(28 reviews)

from $311 / nightFREE cancellation

Vacation rentals with sea view

Sea view

Vacation rental for 4 people, with balcony, kid friendly

1 bedroom

9.5

(30 reviews)

from $196 / nightFREE cancellation

Sea view

Vacation rental for 4 people, with pool and terrace

1 bedroom

9.7

(18 reviews)

from $248 / nightFREE cancellation

Sea view

Vacation rental for 4 people, with terrace

1 bedroom

9.2

(45 reviews)

from $216 / nightFREE cancellation

Sea view

Vacation rental for 4 people, with pool and balcony as well as yard, kid friendly

2 bedrooms

9.1

(7 reviews)

from $211 / nightFREE cancellation

Vacation rentals with free cancellation

Vacation rental for 2 people, with terrace and yard as well as pool

2 bedrooms

9.3

(42 reviews)

from $579 / nightFREE cancellation

Vacation rental for 2 people, with pool

from $394 / nightFREE cancellation

Vacation rental for 2 people, with pool

1 bedroom

from $203 / nightFREE cancellation

Vacation rental for 3 people, with balcony

1 bedroom

from $438 / nightFREE cancellation

Current vacation rental deals in Monroe County

Mon, 07/07 - Mon, 07/14

Mobile home for 4 people

$1,286

Special offer! The property is offering a 11% discount. Book today to secure this price!

FREE cancellation

Mon, 07/07 - Mon, 07/14

Vacation rental for 6 people, with terrace and hot tub as well as pool

3 bedrooms6.1 mi to the beach

9.4

(70 reviews)

$1,721

Special Offer

Special offer! The property is offering a 8% discount. Book today to secure this price!

FREE cancellation

Mon, 10/13 - Mon, 10/20

Vacation rental for 5 people, with hot tub and yard, with pets

$4,385

Special offer! The property is offering a 8% discount. Book today to secure this price!

FREE cancellation

Mon, 10/13 - Mon, 10/20

Mobile home for 6 people, with terrace and hot tub as well as pool

$1,782

Special offer! The property is offering a 8% discount. Book today to secure this price!

FREE cancellation

Find Vacation Rentals in Monroe County

Popular Destinations in Monroe County

Best Vacation Rentals in Monroe County

Guests agree: these stays are highly rated for location, cleanliness, and more.

Vacation Rental for 4 Guests in Key West, Lower Keys

Vacation Rental for 4 Guests in Key West, Lower Keys, Picture 1

Vacation Rental for 4 Guests in Key West, Lower Keys, Picture 2

Vacation Rental for 4 Guests in Key West, Lower Keys, Picture 3

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Key West, Lower Keys

Vacation Rental • 4 Guests • 1 Bedroom

Key West, Lower Keys

9.2

(45 reviews)

Up to four can stay at this one bedroom Suite at The Mesa House, with a sofa-bed provides the extra sleeping space. The entire compound can be rented for larger groups. (Please contact us for more information!) A private washer and dryer make post beach cleanups easy, and the full kitchen gives you plenty of room to cook your fresh catch from a day of fishing.Central air conditioning cools the condo on the hottest days and rocking chairs await you on the porch when the mood strikes. The home is outfitted with two cable TVs and free WiFi.Reserve the one bedroom Suite at The Mesa House for yo...

from $216 / night

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Vacation Rental for 2 Guests in Key West, Lower Keys

Vacation Rental for 2 Guests in Key West, Lower Keys, Picture 1

Vacation Rental for 2 Guests in Key West, Lower Keys, Picture 2

Vacation Rental for 2 Guests in Key West, Lower Keys, Picture 3

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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 $266 / night

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Key West, Lower Keys

Vacation Rental • 4 Guests • 1 Bedroom

Key West, Lower Keys

8.7

(15 reviews)

Duval Corner is perfectly located right on corner of Duval St and Amelia St in downtown Key West. The bedroom offers vaulted ceilings, a ceiling fan, a comfy Queen sized bed, flat screen cable TV, closet, bedside lighting, and an en suite bathroom with fresh linens and toiletries.The living room features a full length mirror, vaulted ceilings, huge flat screen TV with cable, bar seating, and a pull out Queen sleeper sofa. The newly renovated kitchen offers everything you need to cook up a meal during your stay, including a microwave, stove top, fridge, freezer, toaster, blender, and a Keuri...

from $205 / night

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Popular Destinations in Monroe County

Cudjoe KeyExplore destination →

Prices and availability

Current Vacation rental prices Monroe County

$665for 28 Dec - 4 Jan

$544 annual average

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Average price per week

Current vacation rental availability Monroe County

1%for 28 Dec - 4 Jan

39% annual average

Jan

Feb

Mar

Apr

May

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Percentage of available rentals

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%).