Monroe County Holiday Rentals

We compare holiday rentals from owners across Booking.com, Vrbo and Expedia.

Destination
Dates
Guests
Search
  • Up-front pricing
  • No markup
  • Trusted partners

Compare Holiday Rentals, Villas & Resorts in Monroe County

14,568 villas and rentals
Sort by
See More Properties

Luxury Holiday Rentals in Monroe County

Over 10000+ Luxury Holiday Rentals in or Near Monroe County
See More Properties

Top-Rated Holiday Rentals with a Pool in Monroe County

Over 10000+ The Best Private Villas and Holiday Rentals in Monroe County with a Pool
See More Properties

Pet-Friendly Holiday Rentals in Monroe County

Over 4537+ Pet-Friendly Holiday Rentals in or Near Monroe County
See More Properties

Large Holiday Rentals and Private Villas in Monroe County

Over 2310+ Large Holiday Rentals and Private Villas in or Near Monroe County
See More Properties

Wheelchair Accessible Holiday Homes in Monroe County

Over 3027+ Wheelchair Accessible Holiday Homes in or Near Monroe County
See More Properties

Monroe County Private Villas and Holiday Homes Under $200

Over 1268+ Monroe County Private Villas and Holiday Homes Under $200
See More Properties

Instantly Bookable Holiday Homes in Monroe County

Over 9478+ Instantly Bookable Holiday Homes in or Near Monroe County
See More Properties

Book a Last Minute Place to Stay in Monroe County

About Casai's Private Villas and Holiday Rentals in Monroe County

Discover more than 14568 vacation rentals available in Monroe County. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Monroe County.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Monroe County, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Monroe County. On average, places to stay near Monroe County offer 803.85 ft², with nightly prices averaging R10,339.

With Casai, finding and comparing holiday rentals in Monroe County is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

Other Places to Stay in Monroe County, FL


Florida Keys 7,731 Properties
Lower Florida Keys 3,383 Properties
Key West 2,641 Properties
Key West Historic District 2,107 Properties
Old Town 2,025 Properties
Duval Street 1,564 Properties
Marathon 1,332 Properties
Pretty Joe Rock 1,236 Properties
Key Largo 1,180 Properties
Downtown 850 Properties
Lower Keys 773 Properties
Uptown - Upper Duval 714 Properties

There are 14568 Monroe County, FL Holiday Rentals

Recently Booked Holiday Rentals in Monroe County

Frequently Asked Questions About Monroe County?

What are the top holiday rentals in Monroe County?

With numerous options available in Monroe County, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Monroe County:

How many holiday rentals have private pools in Monroe County?

Discover a selection of holiday rentals with private pools near Monroe County with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.

How many Casai.co.za holiday rentals are available in Monroe County?

As of 2026, Casai boasts over 14568 properties listed in the Monroe County area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Monroe County.