Overland Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Overland

Discover more than 154 vacation rentals available in Overland. 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 Overland.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Overland, 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 Overland. On average, places to stay near Overland offer 391.48 ft², with nightly prices averaging US $174.

With Casai, finding and comparing holiday rentals in Overland 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 Overland

Type Count
Vacation Homes86
Holiday Apartments33
Villas2
Cottages1

Use these Quick Filters to Find a Holiday Rental in Overland

★ 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 Overland.

Weather in Overland, MO

View the weather forecast for Overland before booking your Overland 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 Overland, MO

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


St. Louis Car Museum
St. Louis Union Station
Gateway Arch
City Museum
Forest Park
Busch Stadium
St. Louis Zoo
Enterprise Center
Washington University
Westport Plaza
Fox Theater
Hollywood Casino Amphitheatre
Ameristar Casino St. Charles
Dome at Americas Center
Chaifetz Arena
St. Louis University
Barnes Jewish Hospital
America's Center Convention Complex
Missouri Botanical Gardens and Arboretum
Tower Grove Park

Other Places to Stay in Overland, MO


Vinita Park 189 Properties
Charlack 149 Properties
Sycamore Hills 142 Properties
St. Louis Car Museum 134 Properties
Breckenridge Hills 116 Properties

Frequently Asked Questions About Overland?

What are the top holiday rentals in Overland?

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

How many holiday rentals have private pools in Overland?

Discover a selection of holiday rentals with private pools near Overland 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 Overland are best for families?

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

How many Casai.com holiday rentals are available in Overland?

As of 2026, Casai boasts over 154 properties listed in the Overland area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Overland.

Nearby Neighborhood (1) 

NeighborhoodProperty Count
Airport Township Vacation Rentals in St. Louis, Missouri 60

There are 154 Overland, MO Holiday Rentals

Recently Booked Holiday Rentals in Overland