Monroe County Vacation Rentals, Florida: homes, house rentals & more

Select from 4550 houses, 1405 condos, and other vacation rentals to find the perfect place for your stay in Monroe County. Vacation homes provide the best amenities for your family, friends, or furry companion, such as a fireplace and garden. At the end of the day, you'll find a rental that has what everyone needs, including accessible or non-smoking choices.

Find the best place to stay - Monroe County

MILLION DOLLAR VIEW very private 4 bedroom resort with pool, pier, kayaks, spa

Sleeps 8 · 4 bedrooms · 3 bathrooms

Popular Monroe County destinations on Vrbo

South Beach featuring tropical scenes, general coastal views and a beach

Find spaces that suit your style

Top rated rentals - Monroe County

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Find the perfect vacation rental for your Monroe County getaway

Learn about the unique charm of Monroe County with a stay in a private vacation home. This city has something for everyone. Duval Street and Everglades National Park are just a couple of the must-sees. Many of our vacation rentals offer full kitchens, spacious living quarters, and sometimes even a hot tub for a relaxing getaway.

Activities and attractions in and around Monroe County

Do you want to discover top things to see and do during your stay? Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that makes Monroe County a fun spot to vacation. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city center:

Key West Golf Club (2.1 mi / 3.4 km)
Blue Hole (26.7 mi / 42.9 km)
Key West Visitors Center (28 mi / 45 km)
The Kite House (1.7 mi / 2.7 km)
MLK Community Pool & Community Center (2 mi / 3.2 km)

Exploring the natural features in Monroe County

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your vacation in Monroe County. Here are a few of the area's most stunning features, all within 30 miles (48.2 km) of the city center:

Smathers Beach (0.8 mi / 1.4 km)
Clarence S. Higgs Memorial Beach Park (1.3 mi / 2.1 km)
Key West Tropical Forest and Botanical Garden (1.6 mi / 2.7 km)
Simonton Beach (1.7 mi / 2.7 km)
South Beach (1.8 mi / 2.9 km)
Key West Butterfly and Nature Conservatory (1.8 mi / 3 km)

Traveling to and around Monroe County

The nearest airport is in Key West Intl. Airport (EYW), located 1.3 mi (2 km) from the city center. If you can't find a flight that works for your travel itinerary, you can also fly into Marathon, FL (MTH-Florida Keys Marathon), which is 46.6 mi (75 km) away.

Frequently asked questions

What is the best area to stay in Monroe County when booking a vacation rental?

If you're heading to Monroe County, Key West is among the most desired locations to stay. While you're here, explore leading sights like Ernest Hemingway Home and Museum and Audubon House and Tropical Gardens.

What is the most popular type of vacation rental accommodation in Monroe County?

The most sought-after types of vacation rentals in Monroe County are houses. After something a little different? Vrbo has a variety of options to match the needs of our guests, so you'll see properties in all shapes and sizes, and for all budgets. The perfect fit is waiting for you — get yours today.

How much does it cost to rent a vacation rental in Monroe County?

Length of stay, property type and season are some of the conditions that can affect the price of a vacation home. Simply enter your dates of travel to find your perfect escape. From quaint country cottages to expansive luxury villas, all Vrbo vacation rentals provide unbeatable value.

How much does it cost to rent a beach house in Monroe County?

When you travel and the style and size of the property will influence how much you'll pay for your beachside stay. Put in your Monroe County travel dates to see all your options on Vrbo. Did someone just say "hot tub"? Use the filters to select the features and amenities you want in your vacation home.

What are popular rental amenities in Monroe County?

When it comes to rental amenities that people search for in Monroe County, a microwave oven, a fridge and off-street parking options are the most popular. With Vrbo vacation rentals, there are choices to match your taste and style, whether you're traveling with your partner, your family or even pets.

Are there large group vacation rentals in Monroe County?

With 718 properties that can host 10 people or more in Monroe County, you don't have to cross anyone off the invite list. From family get-togethers to events like birthday and Christmas parties, Vrbo can help you find a large group rental that fits the occasion.

What are the top attractions for families in Monroe County?

Keeping the kiddos entertained during your Monroe County vacation is child's play with these cool family-friendly attractions:

Smathers Beach
Mallory Square
Duval Street

Can I find two-bedroom vacation rentals in Monroe County?

Take off with your besties and enjoy total privacy and comfort in one of the 2,281 two-bedroom vacation properties Monroe County has to offer.

Are there vacation rentals with WiFi in Monroe County?

You'll have a choice of 2,152 vacation rentals with WiFi in Monroe County. If you want to disconnect from the world while on vacation, but still need to be connected to the internet, these getaways are for you. Narrow your search by applying the WiFi filter on Vrbo.

How old do you have to be to rent a vacation rental in Monroe County?

We advise checking with the Monroe County vacation property you want on Vrbo as age restrictions differ. However, it's generally 16, 18 or 21.

How long can I rent a vacation rental in Monroe County for?

How long you can rent a vacation rental in Monroe County varies according to the property. Just enter your preferred dates to display a list of options offering extended stays. With a range of amenities such as washing machines and kitchens, as well as some offering weekly or monthly discounts, you're sure to get somewhere just right to call your home away from home in Monroe County.