Monroe County holiday rentals

We found 7,384 holiday rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Select from 4893 houses, 1365 flats and other holiday rentals to find the perfect place for your stay in Monroe County. Holiday homes offer the best amenities for you and your friends, family or even pets, such as Wi-Fi and cable TV. At the end of the day, you'll be sure to find a property to rent for everyone's needs, including a place that is accessible or non-smoking.

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Find the perfect holiday rental for your Monroe County getaway

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

Activities and attractions in and around Monroe County

Are you hoping to find attractions to see while you're in town? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Monroe County a fun spot to go on holiday. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Key West Golf Club (2.1 mi / 3.4 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)
  • Blue Hole (26.7 mi / 42.9 km)

Exploring the natural features in Monroe County

Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, Monroe County is a great place to get outside. Here are some of the area’s noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • Smathers Beach (0.8 mi / 1.4 km)
  • Clarence S. Higgs Memorial Beach Park (1.3 mi / 2.1 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)
  • Southernmost Point (1.9 mi / 3.1 km)

Travelling to and around Monroe County

The nearest airport is in Key West, FL (EYW-Key West Intl.), located 1.3 mi (2 km) from the city centre. If you can't find a flight that's convenient for your trip, 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 holiday home?

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 holiday home accommodation in Monroe County?

The most sought-after types of holiday homes in Monroe County are houses. After something a little different? Stayz 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 holiday home in Monroe County?

Length of stay, property type and season are some of the conditions that can affect the price of a holiday home. Simply enter your dates of travel to find your perfect escape. From quaint country cottages to expansive luxury villas, all Stayz holiday homes 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 Stayz. Did someone just say "hot tub"? Use the filters to select the features and amenities you want in your holiday home.

What are popular home amenities in Monroe County?

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

Are there large group holiday homes 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, Stayz can help you find a large group home that fits the occasion.

What are the top attractions for families in Monroe County?

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

  • Smathers Beach
  • Mallory Square
  • Duval Street

Can I find two-bedroom holiday homes in Monroe County?

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

Are there holiday homes with WiFi in Monroe County?

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

How old do you have to be to rent a holiday home in Monroe County?

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

How long can I rent a holiday home in Monroe County for?

How long you can rent a holiday home 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.

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