73+ Private Villas and Holiday Rentals in St. Leonard |
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St. Leonard Holiday Rentals

About Casai's Private Villas and Holiday Rentals in St. Leonard

Discover more than 73 vacation rentals available in St. Leonard. 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 St. Leonard.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in St. Leonard, 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 St. Leonard. On average, places to stay near St. Leonard offer 1388.29 ft², with nightly prices averaging GB £269.

With Casai, finding and comparing holiday rentals in St. Leonard 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 St. Leonard

Type Count
Vacation Homes 49
Cottages 11
Holiday Apartments 6

Use these Quick Filters to Find a Holiday Rental in St. Leonard

★ 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 St. Leonard.

Weather in St. Leonard, MD

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

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around St. Leonard, MD

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


Perigeaux Vineyards and Winery
Jefferson Patterson Park and Museum
Patuxent River Naval Air Station
Maryland International Raceway
St. Mary's College of Maryland
Calvert Cliffs State Park
Chesapeake Beach Water Park
Rod n Reel Charter Fishing
Blackwater National Wildlife Refuge
St. Mary's River State Park
Historic St. Mary's City
Breezy Point Beach
Budds Motorcross Speedway
Cove Point Lighthouse
Port of Leonardtown Winery
Running Hare Vineyard
Harriet Tubman Underground Railroad National Historical Park
Cecil's Old Mill
Dr. Samuel A. Mudd House Museum
Upper Yough River

Other Places to Stay in St. Leonard, MD


Jefferson Patterson Park and Museum 117 Properties
Broomes Island 70 Properties
Calvert Beach-Long Beach 47 Properties
Perigeaux Vineyards and Winery 24 Properties

Frequently Asked Questions About St. Leonard?

What are the top holiday rentals in St. Leonard?

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

Which holiday homes in St. Leonard are best for families?

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

How many Casai.uk holiday rentals are available in St. Leonard?

As of 2025, Casai boasts over 73 properties listed in the St. Leonard area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in St. Leonard.


People Also Ask

There are 73 St. Leonard, MD Holiday Rentals

Recently Booked Holiday Rentals in St. Leonard