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 balcony/terrace and lake view

2 bedrooms

from $445 / nightFREE cancellation

Vacation rental for 4 people, with balcony

1 bedroom

7.7

(15 reviews)

from $360 / night

Vacation rental for 2 people, with yard and pool as well as balcony, kid friendly

from $163 / nightFREE cancellation

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

1 bedroom

from $265 / nightFREE cancellation

Vacation rentals with pets allowed

Pets allowed

Vacation rental for 6 people, with pool and balcony, with pets

4 bedrooms

from $2,575 / nightFREE cancellation

Pets allowed

Vacation rental for 4 people, with terrace

3 bedrooms

9.4

(26 reviews)

from $292 / nightFREE cancellation

Pets allowed

Vacation rental for 2 people, with pool and terrace, with pets

1 bedroom

10.0

from $155 / nightFREE cancellation

Pets allowed

Vacation rental for 2 people, with balcony and yard

1 bedroom

10.0

(3 reviews)

from $144 / nightFREE cancellation

Vacation Rentals in Monroe County

Vacation rental for 2 people, with terrace

1 bedroom

9.3

(19 reviews)

from $370 / nightFREE cancellation

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

1 bedroom

9.3

(42 reviews)

from $513 / nightFREE cancellation

Vacation rental for 4 people, with pool

2 bedrooms

9.0

(54 reviews)

from $215 / nightFREE cancellation

Vacation rental for 4 people, with pool and terrace

1 bedroom

10.0

(5 reviews)

from $190 / nightFREE cancellation

Vacation rentals with sea view

Sea view

Vacation rental for 12 people, with view and ocean view as well as yard

4 bedrooms

10.0

(3 reviews)

from $683 / nightFREE cancellation

Sea view

Vacation rental for 4 people, with balcony, kid friendly

1 bedroom

9.5

(30 reviews)

from $139 / nightFREE cancellation

Sea view

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

1 bedroom

8.6

(25 reviews)

from $161 / nightFREE cancellation

Sea view

Vacation rental for 6 people, with balcony, kid friendly

2 bedrooms

9.2

(45 reviews)

from $178 / nightFREE cancellation

Vacation rentals with free cancellation

Vacation rental for 4 people, with balcony/terrace

2 bedrooms

9.6

(36 reviews)

from $361 / nightFREE cancellation

Mobile home for 2 people, with terrace and pool

2 bedrooms

10.0

(32 reviews)

from $213 / nightFREE cancellation

Vacation rental for 4 people, with terrace and pool

1 bedroom

9.5

(24 reviews)

from $271 / nightFREE cancellation

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

1 bedroom

9.8

(41 reviews)

from $472 / nightFREE 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 6 Guests in Stock Island, Lower Keys

Vacation Rental for 6 Guests in Stock Island, Lower Keys, Picture 1

Vacation Rental for 6 Guests in Stock Island, Lower Keys, Picture 2

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Stock Island, Lower Keys

Vacation Rental • 6 Guests • 2 Bedrooms

Stock Island, Lower Keys

9.2

(28 reviews)

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 $324 / night

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Vacation Rental for 6 Guests in Key West, Lower Keys

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Vacation Rental for 6 Guests in Key West, Lower Keys, Picture 2

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Key West, Lower Keys

Vacation Rental • 6 Guests • 2 Bedrooms

Key West, Lower Keys

9.2

(45 reviews)

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: KingBedroom 2: Two TwinsExtra Sleeping: Queen pullout couch in the living areaA 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 House, D...

from $178 / night

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Vacation Rental for 4 Guests in Key West, Lower Keys

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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 $188 / night

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Popular Destinations in Monroe County

Cudjoe KeyExplore destination →

Prices and availability

Current Vacation rental prices Monroe County

$548for 12 Oct - 19 Oct

$583 annual average

Nov

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Average price per week

Current vacation rental availability Monroe County

28%for 12 Oct - 19 Oct

38% annual average

Nov

Dec

Jan

Feb

Mar

Apr

May

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Oct

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%).