58+ Private Villas and Holiday Rentals in Smith Island |
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Smith Island Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Smith Island

Discover more than 58 vacation rentals available in Smith Island. 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 Smith Island.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Smith Island, 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 Smith Island. On average, places to stay near Smith Island offer 769.12 ft², with nightly prices averaging ZA R4,316.

With Casai, finding and comparing holiday rentals in Smith Island 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 Smith Island

Type Count
Vacation Homes 28
Cottages 6
Holiday Apartments 2

Use these Quick Filters to Find a Holiday Rental in Smith Island

★ 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 Smith Island.

Weather in Smith Island, MD

View the weather forecast for Smith Island before booking your Smith Island 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 Smith Island, MD

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


Smith Island
Point Lookout State Park
Tangier Island
Great Hope Golf Course
Crisfield Boat Rentals
Point Lookout
Reedville Fishermen's Museum
Somers Cove Marina
Tangier History Museum
Terrapin Sand Point
J. Millard Tawes Museum
Shark Fin Shoal
Confederate Memorial Park
Lower Hooper Island
Coventry Parish Ruins
McCready Health Pavilion

Other Places to Stay in Smith Island, MD


Ewell 49 Properties
Smith Island 48 Properties
Tylerton 44 Properties

Frequently Asked Questions About Smith Island?

What are the top holiday rentals in Smith Island?

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

Which holiday homes in Smith Island are best for families?

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

How many Casai.co.za holiday rentals are available in Smith Island?

As of 2025, Casai boasts over 58 properties listed in the Smith Island area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Smith Island.


People Also Ask

There are 58 Smith Island, MD Holiday Rentals

Recently Booked Holiday Rentals in Smith Island