Annapolis Villa Rentals
About Annapolis Vacation Rentals
There are more than 1352 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 1066.11 ft² on average, with prices averaging US $609 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.
Top Private Villas, Resorts, and Rentals in Annapolis
| Type | Count |
|---|---|
| Vacation Homes | 969 |
| Holiday Apartments | 130 |
| Cottages | 37 |
| Unique Vacation Rentals | 22 |
| B&B | 7 |
| Villas | 6 |
| Cabin Rentals | 1 |
| Others | 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.
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
Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods
Complexes around Annapolis, MD
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:
- Annapolis waterfront "tiny house" in garden setting
- Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
- Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
- PERFECT LOCATION in the heart of history
- Stunning Waterfront Cottage in the Sailing Capital of the World!
- Ultraclean Family Waterfront Home Annapolis Area - 200+ Top Reviews!
- Charming Historic Annapolis Home With Two Off-street Parking Places!
- Island Life! Kent Island Waterfront with Pool-Bring your boat!
- 240' Private Beachfront @Kent Island Love Point - Great for Families
- Renovated Apt In Historic Dist w/2 Parking Spots
How many vacation rentals have private pools in Annapolis?
We have 64 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:
- Circa 1700 Chesapeake Colonial home on the National Register.
- SpringHill Suites by Marriott Annapolis
- Kent Island Waterfront | Pool | Stunning View
- Country Inn & Suites by Radisson, Annapolis, MD
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.
- Historic Annapolis 2BR En Suite Retreat- Walk to Naval Academy & Dock
- Skyline Sanctuary
- 134 Prince - Luxury Boutique Hotel
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 2026 is over 1352 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 | 329 |
| Eastport Rental Villas and Private Getaways in Annapolis, Maryland | 48 |
| West Annapolis Rental Villas and Private Getaways in Annapolis, Maryland | 801 |
| Arundel on the Bay Rental Villas and Private Getaways in Annapolis, Maryland | 167 |
| Murray Hill Rental Villas and Private Getaways in Annapolis, Maryland | 839 |
| Homewood Rental Villas and Private Getaways in Annapolis, Maryland | 818 |
| Hillsmere Rental Villas and Private Getaways in Annapolis, Maryland | 821 |
| Epping Forest Rental Villas and Private Getaways in Annapolis, Maryland | 364 |
| Oyster Harbor Rental Villas and Private Getaways in Annapolis, Maryland | 235 |
| Atlantis Rental Villas and Private Getaways in Annapolis, Maryland | 113 |
| Anchorage Rental Villas and Private Getaways in Annapolis, Maryland | 689 |
| Cape St. John Rental Villas and Private Getaways in Annapolis, Maryland | 161 |
| Hunt Meadows Rental Villas and Private Getaways in Annapolis, Maryland | 825 |
| Kingsport Rental Villas and Private Getaways in Annapolis, Maryland | 801 |
| Winchester-on-the-Severn Rental Villas and Private Getaways in Annapolis, Maryland | 562 |
| Downs on the Severn Rental Villas and Private Getaways in Annapolis, Maryland | 144 |
