Compare Villas, Resorts, & Rentals in Smith Island, Maryland, USA
About Casai's Private Villas and Holiday Rentals in Smith Island
Discover more than 60 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 743.49 ft², with nightly prices averaging US $242.
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.
Other Places to Stay in Smith Island, MD
Frequently Asked Questions About Smith Island?
What are the top holiday rentals in Smith Island?
- Chesapeake Waterfront with Private Dock in Crisfield, Maryland
- Welcome to the best view in Crisfield! top floor condo!
- IDLE HOUR, a tranquil 3 bedroom 1.5 bath cottage WITH DOCK
- Unique Tangier Cottage w/Chesapeake Bay Views!
- Waterfront Chesapeake Bay Condo w/Boat Slip!
- Come, sit back and relax at the "Catch of the Bay"
- Walk to Main Street: Family-Friendly Crisfield Gem
- Home of the Terrapin King
- Spacious 5-bedroom house with WiFi, AC and private dock on charming Smith Island
- Unique Tangier Cottage with Chesapeake Bay Views!
How many Casai.com holiday rentals are available in Smith Island?
As of 2025, Casai boasts over 60 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.
