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

Vacation Rentals in Monroe County

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

2 bedrooms

from $598 / nightFREE cancellation

Mobile home for 2 people, with hot tub and terrace as well as pool

2 bedrooms

10.0

(26 reviews)

from $169 / nightFREE cancellation

Vacation rental for 4 people, with terrace

1 bedroom

7.5

(14 reviews)

from $338 / night

Vacation rental for 4 people, with pool

1 bedroom

9.3

(3 reviews)

from $110 / nightFREE cancellation

Vacation rentals with free cancellation

Vacation rental for 4 people, with pool and yard

1 bedroom

8.0

(9 reviews)

from $170 / nightFREE cancellation

Vacation rental for 2 people, with pool and terrace

9.6

(116 reviews)

from $180 / nightFREE cancellation

Vacation rental for 2 people, with balcony

1 bedroom

10.0

(90 reviews)

from $198 / nightFREE cancellation

Vacation rental for 6 people, with terrace

2 bedrooms

from $191 / nightFREE cancellation

Vacation rentals with sea view

Sea view

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

4 bedrooms

10.0

(3 reviews)

from $680 / nightFREE cancellation

Sea view

Vacation rental for 8 people, with pool and balcony, with pets

4 bedrooms

from $1,094 / nightFREE cancellation

Sea view

Vacation rental for 10 people, with yard and pool as well as balcony, kid friendly

4 bedrooms

9.7

(113 reviews)

from $274 / nightFREE cancellation

Sea view

Vacation rental for 10 people, with balcony and yard as well as pool, kid friendly

4 bedrooms

9.6

(95 reviews)

from $446 / nightFREE cancellation

Vacation rentals with pets allowed

Pets allowed

Vacation rental for 2 people, with terrace and yard

1 bedroom

9.7

(92 reviews)

from $209 / night

Pets allowed

Mobile home for 6 people, with hot tub and pool, with pets

10.0

(3 reviews)

from $98 / nightFREE cancellation

Pets allowed

Vacation rental for 6 people, with yard

2 bedrooms

9.6

(10 reviews)

from $320 / nightFREE cancellation

Pets allowed

Vacation rental for 6 people, with pool and yard

2 bedrooms

from $196 / nightFREE cancellation

Vacation Rentals with Pool

Pool

Vacation rental for 6 people, with yard and balcony as well as pool

2 bedrooms

9.1

(29 reviews)

from $453 / night

Pool

Vacation rental for 2 people, with pool and yard

1 bedroom

9.3

(41 reviews)

from $360 / nightFREE cancellation

Pool

Vacation rental for 4 people, with pool and yard

1 bedroom

9.5

(19 reviews)

from $222 / nightFREE cancellation

Pool

Vacation rental for 4 people, with pool and balcony as well as hot tub

2 bedrooms

9.2

(57 reviews)

from $270 / 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 2 Guests in Key West, Lower Keys

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

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Key West, Lower Keys

Vacation Rental • 549 ft² • 1 Bedroom

Key West, Lower Keys

9.8

(39 reviews)

Located in The Colony, a secluded compound just steps from Duval Street, Colony Poolside is a peaceful retreat. Enter the home through the serene and inviting living space, accented with blue and white decor, wood floors and pops of color from nautical-themed accents and artwork. A vaulted ceiling with exposed beams and huge transom windows that extend all the way to the tip of the roof add a bright and airy feeling to the cozy space. The fully appointed kitchen is attached to the living area and features a generous sit-down bar and charming open shelving. Through the French doors lies a pr...

from $343 / night

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Vacation Rental for 12 Guests in Cudjoe Key, Lower Keys

Vacation Rental for 12 Guests in Cudjoe Key, Lower Keys, Picture 1

Vacation Rental for 12 Guests in Cudjoe Key, Lower Keys, Picture 2

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Cudjoe Key, Lower Keys

Vacation Rental • 3197 ft² • 4 Bedrooms

Cudjoe Key, Lower Keys

10.0

(3 reviews)

To spread out to relax or sleep additional two guests, we have a bean bag chair, convertible chair folds from bean bag to bed. We have added to all of our mattresses with an odor-neutralizing, anti-bacterial feature designed memory foam mattress to help you fall asleep easily and stay asleep throughout the night and greatly relieve back pains, and wake up feeling fully rested.Our goal is to create guest accommodation that is environmentally responsible and non-detrimental to the local flora and fauna. According to Nasa, there is greater than a 95% probability that the reason the Earth is wa...

from $680 / night

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Vacation Rental for 6 Guests in Key West, Lower Keys

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Key West, Lower Keys

Vacation Rental • 1894 ft² • 2 Bedrooms

Key West, Lower Keys

9.1

(29 reviews)

Rare, one-of-a kind designer luxury condominium located in an exclusive gated Key West beachfront property. The Exclusive Key West Beachfront vacation rental has breath taking views overlooking the ocean and natural aquatic bird sanctuary. A spacious ocean front balcony provides the perfect setting for gazing and relaxing. Luxurious amenities include large heated swimming pool and immaculate tennis court overlooking the ocean, plus a second free form heated swimming pool.A Miami South-Beach based architect designed the interior space of this property by setting a dramatic loft-like ladder t...

from $453 / night

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Popular Destinations in Monroe County

Cudjoe KeyExplore destination →

Prices and availability

Current Vacation rental prices Monroe County

$591for 25 May - 1 Jun

$599 annual average

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Jan

Feb

Mar

Apr

May

Average price per week

Current vacation rental availability Monroe County

20%for 25 May - 1 Jun

36% annual average

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Jan

Feb

Mar

Apr

May

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%).