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Condo vacation rentals in Anne Arundel County

Find and book unique condos on Airbnb

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Popular amenities for Anne Arundel County condo rentals

Weekly condo rentals

Top guest favorite
A bright living room features large windows dressed with light curtains, allowing natural light to fill the space. A comfortable sofa and armchair are arranged around a sleek coffee table, with shelves displaying books and decorative items, contributing to a welcoming atmosphere.
Condo in Annapolis
4.99 out of 5 average rating, 145 reviews

New Downtown Annapolis Condo With Free Parking

VladimirRating, 5 stars1 day ago
Lovely, especially the patio.
Guest favorite
A modern kitchen is showcased with sleek grey cabinetry and a decorative backsplash. Stainless steel appliances include a gas stove and refrigerator, complemented by a farmhouse sink. Ample storage is visible in the upper cabinets with glass doors, allowing light to enhance the space.
Condo in Annapolis
4.94 out of 5 average rating, 390 reviews

Brand New Reno in Historic Dist w 2 Parking spots

CamilleRating, 5 stars2 weeks ago
Comfortable is the word to describe this place. Cute, cozy, clean with great walkability. Megan’s instructions were clear, easy and she was more than very responsive. We meandered through galleries, coffee shops and local restaurants. The Navel Academy tour was outstanding. The weather got in the way of our boat cruise. Plenty to see and do with great recommendations from our Airbnb host. Thank you Megan for a great weekend!
Superhost
An evening view of a waterfront area in downtown Annapolis is captured, showcasing buildings adorned with lights. The calm water reflects the vibrant colors of the sky and the illuminated structures, creating a serene atmosphere along the marina.
Condo in Annapolis
4.86 out of 5 average rating, 144 reviews

Capts Qrtrs - Awesome downtown Annapolis location!

JuliaRating, 5 stars2 months ago
The home was great. Very clean and a great location- right in downtown Annapolis. Definitely recommend this as a place to stay, and I plan to book again in the future!
Superhost
A spacious living area features a large flat-screen television mounted above a dark wood console, with four stools lined up for seating. Two large windows allow natural light to fill the room, showcasing a dining table for four next to the windows.
Condo in Annapolis
4.86 out of 5 average rating, 87 reviews

Annapolis @Gate 1 steps to the Harbor Free parking

SamRating, 5 stars2 weeks ago
Great place right in the center of it all. Nate provided easy to understand and helpful instructions that made checking in a breeze.
Superhost
Condo in Annapolis
4.77 out of 5 average rating, 81 reviews

Amazing Views from Spa Creek 2BD Condo with Pool

ShellyRating, 5 stars3 months ago
Loved our stay at Marie’s condo. The place was clean, well-stocked and cute. Comfortable beds. Unbelievable view of the water and State House. A 10!
Top guest favorite
A covered patio area is presented with comfortable seating options, including a cozy couch and a chair, accented by colorful throw pillows. The view reveals a marina with sailboats, while potted plants add a touch of greenery to the serene outdoor space.
Condo in Annapolis
4.99 out of 5 average rating, 74 reviews

Charming Annapolis Waterfront Condo

BobRating, 5 stars1 week ago
Nice place. I’ll be coming back for sure.
Guest favorite
A serene waterfront scene features a dock extending into calm water, framed by lush greenery. Two individuals are seen near the dock, one standing and one sitting on a bench. Picnic tables and potted flowers add charm to the shaded area along the water's edge.
Condo in Annapolis
4.96 out of 5 average rating, 51 reviews

Cozy Annapolis Condo

RickRating, 5 stars2 weeks ago
We had a great stay in Annapolis and the place was very instrumental in making sure it was that way. The place is well located, clean and consistent with the description in every way.
Guest favorite
A rooftop pool is surrounded by a spacious deck, featuring light-colored lounge chairs and a single umbrella. The clear blue water reflects the expansive sky, which is dotted with soft clouds, creating a bright and inviting atmosphere for relaxation.
Condo in Annapolis
4.94 out of 5 average rating, 18 reviews

Newly Renovated 1-Bedroom on Spa Creek

Courtney LynnRating, 5 stars6 months ago
To say this place was perfect is an understatement! I didn’t want to leave! The apartment is equipped with everything you need. Some highlights: a location near the water with great views, extremely clean and beautifully decorated, easy parking and walkable to EVERYTHING! Marie is the perfect host - proactive with all the information and reachable with any questions! Even better, the per night cost is about half that of a hotel in town! There is no doubt I will be staying here again on my next Annapolis adventure. :)

Condo rentals with a pool

A spacious bed is topped with a light quilt featuring a subtle striped pattern. Floral-patterned pillows add a touch of color, while a bedside table with a lamp and a bottled water sit nearby. Warm wood flooring complements the neutral walls.
Private room in Annapolis
4.68 out of 5 average rating, 158 reviews

Jorge's inn

SeanRating, 5 stars1 month ago
Jorge has a great spot for you and is one of the nicest people you will ever meet … 100% recommend!!
An aerial view reveals the marina along Spa Creek, showcasing numerous boats and yachts docked in calm waters. The charming waterfront area features picturesque buildings and green spaces, with the nearby drawbridge visible in the distance.
Condo in Annapolis
4.2 out of 5 average rating, 10 reviews

Upscale Waterfront Condo Annapolis

LaurieRating, 5 stars36 months ago
What a beautiful setting! As the others have said, it's in the perfect location with a beautiful view of St. Mary's church and the Maryland statehouse dome. Freshly renovated, you'll find a fully-tiled shower in place of the usual tub/shower combo. This is a perfect place for someone who does not like stairs. Easy access in and about the condo complex. The kitchen is fully equipped for anything you'd like to do, if cooking in. There are no curtains in the windows of the living space. There is a shade in the bedroom. The bed is comfortable, as are the sofa and loveseat. My husband and I stayed here for 6 months while our house was being renovated, and we felt quite at home.
A spacious living area features comfortable leather seating, a large smart TV, and artistic wall decor. An anchor-themed throw pillow adds character, while natural light flows in through the expansive windows, highlighting the warm hardwood floors and cozy atmosphere.
Condo in Annapolis
4.57 out of 5 average rating, 7 reviews

1BR water-view condo with rooftop pool & balcony

BennettRating, 5 stars3 weeks ago
First and foremost, Vacasa were extremely responsive to an issue that arose. The moment that I notified them of a problem with the unit (which wasn’t really their fault, nor ours), they moved quickly to resolve the issue. A+ there. Apart from that, the unit was great. Very clean, tastefully appointed and decorated. Only a 15 min walk to downtown, but there are other great restaurants even closer. Only negatives were minor: the view of the water was non-existent from inside the unit; the platform bed in the main BR may be too high for anyone with mobility issues (bring a stool); the other beds (a fold-out couch and a Murphy bed) don’t really offer any privacy; and the pool (that is literally in the title description) was inaccessible. I realize it’s not really pool season yet, but it WAS warm enough to swim when we visited, and my young daughter was looking forward to it. I just would’ve appreciated a heads-up in the ad that the pool was actually closed.
An aerial view captures the condo adjacent to a marina, with various sailboats docked along the waterfront. The surrounding greenery and nearby buildings are visible, with a pool area situated at the property, creating a cohesive outdoor retreat.
Condo in Annapolis
4.4 out of 5 average rating, 15 reviews

A Waterfront Upscale Annapolis Condo

BruceRating, 5 stars42 months ago
We stayed a week in Annapolis in November 2021. We wanted to use this location as our base to explore the Annapolis area, the Eastern Shore and see our son in D.C. Location was excellent. Historical District, City Dock and Eastport restaurants all very walkable. Condo was on a marina and fine for our needs. Kitchen was well stocked with with pots, pans and utensils (we stayed in for dinner a couple of times). A suggestion would be to have some glassware that is not plastic and some sort of additional lighting for the dining area. Small suggestions to an otherwise very pleasant stay.

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