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Annapolis Villa Rentals

About Annapolis Vacation Rentals

There are more than 1351 incredible getaway rentals that are available in Annapolis. These choices include villas, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Relax with BedroomVillas and uncover great stays in Annapolis.

BedroomVillas features numerous last-minute deals on villas, hotels, and rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With BedroomVillas in Annapolis, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the BedroomVillas vacation rentals, resorts, and Airbnb-style properties in Annapolis. Places to stay near Annapolis are 1040.76 ft² on average, with prices averaging $590 a night.

BedroomVillas helps you find the ideal holiday rental to create lifetime travel memories in Annapolis. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect place to stay today.

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Top Private Villas, Resorts, and Rentals in Annapolis

Type Count
Vacation Homes 1002
Holiday Apartments 132
Cottages 32
Unique Vacation Rentals 22
Villas 9
B&B 7
Others 2
Cabin Rentals 1
Unique Vacation Rentals 1

Use these Quick Filters to Find a Vacation Rental in Annapolis

★ Pro Tip: BedroomVillas is a luxury vacation rental website, pulling some of the top private villas and exclusive holiday stays from sources across the web. We supply you with a huge list of incredible beach houses and holiday rentals from trusted, reliable suppliers, helping you to compare prices and locations to find the best fit for your getaway. Create lifelong memories in Annapolis with BedroomVillas.

Weather in Annapolis, MD

View the weather forecast for Annapolis before booking your Annapolis 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

Stay Near Annapolis's Top Attractions

A Large Selection of Villas and Vacation Rentals from Around the World Annapolis's Research Top Attractions For Your Vacation


U.S. Naval Academy
Six Flags America
Westfield Annapolis Mall
Annapolis City Dock
Chesapeake Bay Bridge
Sandy Point State Park
Bowie State University
Anne Arundel Medical Center
Maryland State House
Navy-Marine Corps Memorial Stadium
Annapolis Harbour Center
Kunta Kinte–Alex Haley Memorial
Annapolis Maritime Museum
Allen Pond Park
Maryland Quiet Waters Park
St John's College
Bay Hills Golf Club
Maryland World War II Memorial
William Paca House
The Kunta Kinte Alex Haley Memorial

Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods


Northern Chesapeake Bay 12,720 Properties
Historic District 501 Properties
Parole 89 Properties
Kent Island 78 Properties
Bowie 70 Properties
Eastport 70 Properties
Stevensville 64 Properties
Edgewater 55 Properties
Selby-on-the-Bay 45 Properties
Arnold 36 Properties
Severna Park 28 Properties
Murray Hill 25 Properties

Complexes around Annapolis, MD


Prince George St Annapolis 7 Properties
Comfort Inn Conference Bowie 3 Properties
Courtyard 3 Properties
Doubletree 3 Properties
Hampton Inn Bowie 3 Properties
Stay America Suites Washington Landover 3 Properties
Eastport 2 Properties
The Inn At Chesapeake Bay Beach Club 2 Properties

Frequently Asked Questions About Annapolis?

What are the top hotels or resorts in Annapolis?

We provide an array of great vacation destinations in Annapolis. If you are looking to stay in or around the Annapolis area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Annapolis:

How many vacation rentals have private pools in Annapolis?

We have 58 luxury villas and vacation rentals featuriung a private pool in and near Annapolis. Some of the best destinations to stay that feature or have access to a swimming pool are:

Which hotel or resort in Annapolis is best for families?

Searching for a family-friendly getaway in Annapolis? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.

How many hotels, resorts, or rentals are available in Annapolis?

BedroomVillas offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by BedroomVillas in 2025 is over 1351 in the Annapolis area, and that number rises every day. By combining listings from multiple websites and travel providers, BedroomVillas can provide you with a diverse amount of choices of the best luxury stays in Annapolis. 

Nearby Neighborhood (16) 
Neighborhood Property Count
Historic District Rental Villas and Private Getaways in Annapolis, Maryland 501
Eastport Rental Villas and Private Getaways in Annapolis, Maryland 70
Murray Hill Rental Villas and Private Getaways in Annapolis, Maryland 25
Hillsmere Rental Villas and Private Getaways in Annapolis, Maryland 718
West Annapolis Rental Villas and Private Getaways in Annapolis, Maryland 710
Arundel on the Bay Rental Villas and Private Getaways in Annapolis, Maryland 155
Homewood Rental Villas and Private Getaways in Annapolis, Maryland 722
Epping Forest Rental Villas and Private Getaways in Annapolis, Maryland 329
Oyster Harbor Rental Villas and Private Getaways in Annapolis, Maryland 220
Atlantis Rental Villas and Private Getaways in Annapolis, Maryland 89
Anchorage Rental Villas and Private Getaways in Annapolis, Maryland 631
Cape St. John Rental Villas and Private Getaways in Annapolis, Maryland 176
Hunt Meadows Rental Villas and Private Getaways in Annapolis, Maryland 776
Kingsport Rental Villas and Private Getaways in Annapolis, Maryland 737
Winchester-on-the-Severn Rental Villas and Private Getaways in Annapolis, Maryland 505
Downs on the Severn Rental Villas and Private Getaways in Annapolis, Maryland 149

People Also Ask

There are 96 hotels in Annapolis 10 resorts, and 1144 rentals

Recently Booked Hotels, Resorts, or Rentals in Annapolis