Discover a selection of 5,000 vacation rentals in Monroe County, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $100 per night, and houses and condos are popular options for a stay in Monroe County. Either way, you'll find a rental for everyone's needs.
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Top rated rentals — Monroe County
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How many vacation rentals are available around Monroe County, US?

Our 2020 property listings offer a large selection of 4,548 vacation rentals around Monroe County. From 2,994 house rentals to 1,103 condo and apartment rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

What are the most popular destinations to visit in Monroe County?

There are many lovely places to stay for a holiday trip or just for a weekend in Monroe County. From Vrbo travelers, the top most popular destinations to visit are:

  • Key West: 1,747 vacation rentals
  • Old Town: 1,088 vacation rentals
  • Key Largo: 1,185 vacation rentals
  • Islamorada: 1,185 vacation rentals
  • Marathon: 1,155 vacation rentals

And Vrbo offers you the chance to discover many other popular destinations in Monroe County! Please use our search bar to access the selection of vacation rentals available in other popular destinations.

What are the main cities to discover in Monroe County?

Whether you're traveling with family or friends, here are the cities with the largest selection of vacation rentals for a holiday trip or just for a weekend in Monroe County:

  • Key West: 1,747 rentals
  • Key Largo: 1,185 rentals
  • Islamorada: 1,185 rentals
  • Marathon: 1,155 rentals
  • Key Colony Beach: 1,155 rentals

For other cities, please use our search bar to access the selection of vacation rentals available.

Can I find easy-access vacation rentals when traveling by plane to Monroe County?

Yes of course. Our owners offer a large selection of vacation rentals near airports. The airports with a large selection of vacation rentals in Monroe County are:

  • Marathon, FL (MTH-Florida Keys Marathon): 1,190 vacation rentals
  • Key West, FL (EYW-Key West Intl.): 1,686 vacation rentals
  • Ocean Reef Club, FL (OCA): 390 vacation rentals

For other airports, please use our search bar to access the selection of vacation rentals available.

Near which points of interest can I spend my holidays in Monroe County?

Vrbo offers a large selection of rentals near lovely places in Monroe County. From Vrbo travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • John Pennekamp Coral Reef State Park: 1,112 rentals
  • Southernmost Point: 1,539 rentals
  • Bahia Honda State Park and Beach: 1,419 rentals
  • Key West Harbour: 1,745 rentals
  • Florida Keys National Marine Sanctuary: 1,539 rentals

But there are many other points of interest around Monroe County listed on Vrbo where you can find your place to stay. Just write your wanted destination in our search bar and have a look at our selection.

Explore destinations around Monroe County

Key West
1,747 vacation rentals
Key Largo
1,185 vacation rentals
Islamorada
1,185 vacation rentals
Marathon
1,155 vacation rentals
Key Colony Beach
1,155 vacation rentals
Tavernier
1,131 vacation rentals
Cudjoe Key
406 vacation rentals
Little Torch Key
346 vacation rentals
Key West Naval Station
1,753 vacation rentals
Big Pine Key
609 vacation rentals
Summerland Key
389 vacation rentals
Sugarloaf Key
813 vacation rentals
Duval Street
1,487 vacation rentals
Big Torch Key
386 vacation rentals
Middle Torch Key
383 vacation rentals
Ramrod Key
267 vacation rentals
Marathon Shores
934 vacation rentals
Lower Sugarloaf Key
294 vacation rentals
Upper Sugarloaf Key
340 vacation rentals
Naples
7,848 vacation rentals