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Featured Condo Rentals in Annapolis

Waterfront 2-Bedroom Condo on Spa Creek
Interior
Waterfront 2-Bedroom Condo on Spa Creek
10.0 out of 10, Exceptional, (5)
"We had such an amazing time. It had a beautiful view and easy to walk everywhere :)"
Waterfront 2-Bedroom Condo on Spa Creek
Annapolis Condominium in the heart of the historic center
Terrace/patio
Annapolis Condominium in the heart of the historic center
9.8 out of 10, Exceptional, (265)
"Great location. Clean and very roomy!"
Annapolis Condominium in the heart of the historic center
Eastport Condo in Building with Rooftop Water Views of Spa Creek!
Pool
Eastport Condo in Building with Rooftop Water Views of Spa Creek!
10.0 out of 10, Exceptional, (9)
"We enjoyed our visit with our son at USNA. Easy walk to DTA and great restaurants in Eastport. View from rooftop was spectacular!! Beds were comfortable."
Eastport Condo in Building with Rooftop Water Views of Spa Creek!
Downtown Annapolis Condo w/ Free Parking + Coffee
Property grounds
Downtown Annapolis Condo w/ Free Parking + Coffee
10.0 out of 10, Exceptional, (16)
"Very nice location and nice apartment!"
Downtown Annapolis Condo w/ Free Parking + Coffee
Walk to Main Street from Waterfront Condo w Pool and Parking
Point of interest
Walk to Main Street from Waterfront Condo w Pool and Parking
10.0 out of 10, Exceptional, (14)
"The property was outstanding in proximity to the USNA and downtown Annapolis. We were able to walk to a fabulous bakery and good restaurants. The apartment was well appointed. The King-sized bed was exceptionally comfortable. We will return to this location!"
Walk to Main Street from Waterfront Condo w Pool and Parking
Beautiful Condo - Water View Near City Dock
Outdoor dining
Beautiful Condo - Water View Near City Dock
9.6 out of 10, Exceptional, (137)
"A perfect property. Small, but it had everything that you needed. The location was superb. Walkable to shopping and restaurants. Easy parking. Communication with the owner was great. I need to find a reason for a return visit"
Beautiful Condo - Water View Near City Dock
Chic Condo w/ Balcony in the Heart of Annapolis!
Interior
Chic Condo w/ Balcony in the Heart of Annapolis!
9.8 out of 10, Exceptional, (49)
"I love the location of the condo. It was in the downtown district of Annapolis. It can be a bit noisy, especially when you’re trying to sleep. If you like quietness while sleeping, this is not the place for you. I’m a city girl so I’m used to the noise. There are lots of coffee shops, bars and restaurants you can go to within walking distance. The condo was clean had everything I needed and the perk was a garage. Yes, I would definitely stay there again.."
Chic Condo w/ Balcony in the Heart of Annapolis!
Water-view condo with rooftop pool & balcony - minutes from downtown
TV
Water-view condo with rooftop pool & balcony - minutes from downtown
9.2 out of 10, Wonderful, (9)
"I recently stayed at the USNA Getaway in Annapolis, MD, and it was fantastic! The location is perfect, right near the Naval Academy and downtown Annapolis. The property is immaculate and beautifully furnished, with a cozy living area, fully equipped kitchen, and a lovely outdoor patio. The bedroom was spacious and super comfortable. The host was incredibly responsive and made sure I had everything I needed. Check-in and check-out were smooth and easy. I highly recommend the USNA Getaway for...
Water-view condo with rooftop pool & balcony - minutes from downtown
Delightful little Historic District gem - for the antique lover and history buff.
Fridge, microwave, oven, stovetop
Delightful little Historic District gem - for the antique lover and history buff.
9.0 out of 10, Wonderful, (4)
"Excellent location for all things USNA and downtown Annapolis. We walked everywhere. The second bedroom was a little warm but it was unseasonably hot while we were there. There is a K cup coffeemaker but you’ll need to bring everything to enjoy a cup. Would definitely stay again!"
Delightful little Historic District gem - for the antique lover and history buff.
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.
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Other property types in Annapolis

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Miscellaneous
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
10.0 out of 10, Exceptional, (202)
"This cozy home was perfect for my coaches & I that were in town for a lacrosse tourney @ the Naval Academy. This home is literally less than 100 steps from the gate of the Naval Base and same distance to dowtown Annapolis city docks, diming, shopping and sight-seeing. We will defintely be back! Thanks John!!"
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Annapolis Coastal Gem w/ Hot Tub, Dock, Close to Everything & Sleeps 5
Outdoor dining
Annapolis Coastal Gem w/ Hot Tub, Dock, Close to Everything & Sleeps 5
10.0 out of 10, Exceptional, (12)
"Fantastic! Clean, spacious and welcoming. We had an amazing weekend as a family."
Annapolis Coastal Gem w/ Hot Tub, Dock, Close to Everything & Sleeps 5
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Fridge, microwave, oven, stovetop
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
10.0 out of 10, Exceptional, (20)
"Our group had an amazing time staying on this property. There are many areas inside the house as well as outside the house where you can gather with family and friends. It was very quick and easy to order Ubers/lyfts to the downtow Annapolis area whenever we needed. The house is also convientely located near a small shaping center less than a mile away. We would highly recommend this property!"
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
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.
Beautiful view of the beach with palm trees

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Frequently asked questions

How much do condos in Annapolis cost?
You can expect to pay from to per night for condos in Annapolis. No matter your budget, a terrific stay is a click away on Expedia. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many condos are there in Annapolis?
You can choose from 10 condos in Annapolis. Whether you’re taking a trip with the family or planning a weekend escape with some friends, Expedia will help you find the best space for your squad.
What is there to do in Annapolis near my condo?
You’ll find tons of fabulous things to do and see in Annapolis. Explore major attractions like Sandy Point State Park, Sandy Point Beach and Triton Beach. Matapeake State Park, Bay Ridge Beach and Annapolis Bowl also appeal to many visitors.