Villas in Annapolis

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Compare Villas in Annapolis with updated reviews, rates, and availability.

Other property types in Annapolis

Fridge, microwave, oven, stovetop
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
10.0 out of 10, Exceptional, (3)
"Wonderful place to stay and Erin was great. Asked about a Grill on the property and the next day we had a grill. The young adults loved the pool and water activities while the older adults enjoyed sitting on the docks watching the sunrise with a cuppa coffee. Would highly recommend this property."
The price is $629
$1,417 total
includes taxes & fees
Jun 5 - Jun 6
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Fridge, microwave, oven, stovetop
Directly Across from Gate One & Steps from the Waterfront
10.0 out of 10, Exceptional, (180)
"Charming spot in the heart of Annapolis, just a few moments walk from anything you might need."
Directly Across from Gate One & Steps from the Waterfront
Property grounds
Firefly Cottage at the Cape, HOT TUB, E.V. community beach, back yard fun
10.0 out of 10, Exceptional, (60)
"We had a great stay here for my husband’s birthday. Pat and Ken were fantastic hosts and even decorated for this birthday. They provided everything we would need for our toddler and if the weather had cooperated we’d have spent hours and hours in the backyard. Really appreciative of all the attention to detail and would highly recommend this listing if you’re looking for a low-key, relaxing stay where you don’t need to worry about the details."
Firefly Cottage at the Cape, HOT TUB, E.V. community beach, back yard fun
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Annapolis Villas information

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Frequently asked questions

Why book your villa in Annapolis with Expedia?
We think that vacations should be a breeze, so if you’re looking for villas at the right price, Expedia can help. Keep the budget under control and choose an all-inclusive stay, or splurge on a luxury villa to spoil your loved ones. Our handy filters make it easy to find an escape in Annapolis that meets your needs.
How can I find cheap villas in Annapolis?
Expedia is here to help you locate cheap villas in Annapolis. Use our filter tool to choose amenities, star rating and budget to refine your search and find the best place to stay in a matter of clicks.
What is there to do near my villa in Annapolis?
Annapolis has enough sights and experiences to keep you entertained for weeks, starting with Sandy Point State Park. Sandy Point Beach, Triton Beach and Matapeake State Park are other popular attractions. If you’re hanging around a while, Bay Ridge Beach and Annapolis Bowl are worthwhile additions to your itinerary.

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