2664+ Private Villas and Holiday Rentals in Simcoe County |
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Simcoe County Holiday Rentals

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

Discover more than 2664 vacation rentals available in Simcoe 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 Simcoe County.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Simcoe 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 Simcoe County. On average, places to stay near Simcoe County offer 889.44 ft², with nightly prices averaging CA $425.

With Casai, finding and comparing holiday rentals in Simcoe 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.

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Top Accommodation Types in Simcoe County

Type Count
Vacation Homes 1122
Cottages 591
Holiday Apartments 369
Villas 39

Use these Quick Filters to Find a Holiday Rental in Simcoe County

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Simcoe County.

Weather in Simcoe County, ON

View the weather forecast for Simcoe County before booking your Simcoe County Vacation Rentals to confirm your best time to go.

December - February
High 43°F       Low 21°F
March - May
High 64°F       Low 26°F
June - August
High 79°F       Low 59°F
September - November
High 75°F       Low 32°F

Top Attractions Around Simcoe County, ON

Casai offers a large selection of top attractions around Simcoe County . Research things to do on your vacation before you visit Simcoe County.


Casino Rama
Mount St. Louis Moonstone
Horseshoe Valley
Nottawasaga Inn Resort Golf Club
Georgian College
Snow Valley Ski Resort
Barrie Molson Centre
Lake Simcoe
Wasaga Beach Provincial Park
Royal Victoria Hospital
Tanger Outlets
Orillia Opera House
Bayfield Mall
Earl Rowe Provincial Park
Cranberry Resort Golf Course
Georgian Mall
Sunset Point Park
CFB Borden Military Museum
400 Market
Barrie Centennial Park
Collingwood Harbour
Horseshoe Adventure Park
Allandale Recreation Centre
Barrie Farmers Market
Lake Couchiching
Hardwood Ski and Bike
Blue Mountain Golf and Country Club
Tudhope Park
Georgian Downs Racetrack
Collingwood Golf Course

Other Places to Stay in Simcoe County, ON


Central Ontario 10,772 Properties
Barrie - Orillia 1,447 Properties
Wasaga Beach 270 Properties
Innisfil 192 Properties
Collingwood 170 Properties
Oro-Medonte 166 Properties
Barrie 122 Properties
Tiny 87 Properties
Ramara 77 Properties
Severn 60 Properties
Tay 53 Properties
Orillia 52 Properties

Frequently Asked Questions About Simcoe County?

What are the top holiday rentals in Simcoe County?

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

How many holiday rentals have private pools in Simcoe County?

Discover a selection of holiday rentals with private pools near Simcoe 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.

Which holiday homes in Simcoe County are best for families?

If you're searching for a family-friendly holiday home in Simcoe County, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Simcoe County:

How many Casai.ca holiday rentals are available in Simcoe County?

As of 2026, Casai boasts over 2664 properties listed in the Simcoe County area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Simcoe County.


People Also Ask

There are 2664 Simcoe County, ON Holiday Rentals

Recently Booked Holiday Rentals in Simcoe County