
Holiday rentals with a pool in Anne Arundel County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Anne Arundel County
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.
0 of 0 items showing
1 of 3 pages
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Anne Arundel County rentals with a pool
House rentals with a pool
Superhost

Home in Pasadena
4.86 out of 5 average rating, 58 reviewsBeautiful Home Near Beach and Patapsco River
EvaRating, 5 stars1 month ago
This home is really nice! We stayed there because our daughter was getting married at a venue about 5 minutes away from the home. It was perfect! Plenty of space for our family and was great for the bridal party to get ready! Nice open floor plan. The beds a bedrooms were very large with comfortable beds. The home was well equipped. The outdoor area was nice and I’m sure the pool is nice in the summertime. Thank you for sharing your home with us on this very special occasion.
Top Guest favourite

Home in Edgewater
5 out of 5 average rating, 14 reviewsModern 4 bed | Swim spa | Chesapeake Bay
StephenRating, 5 stars6 months ago
10/10, 5-star experience. Christine and Will were wonderful hosts and their home was amazing. Don’t scroll past this listing!
Superhost

Home in Deale
4.94 out of 5 average rating, 16 reviewsModern Bay Dream
Olani Rating, 5 stars2 months ago
Rick was very supportive and his communication was superb. Great host with a beautiful cozy home. 5 star all across the board.
Superhost

Home in Edgewater
4.81 out of 5 average rating, 21 reviewsSouth River Beach Front House
TammyRating, 5 stars7 months ago
Great location, beautiful home that was very comfortable.

Home in Bowie
5 out of 5 average rating, 3 reviewsSunny Oasis - The Home Away from Home
StephanieRating, 5 stars4 weeks ago
We enjoyed our stay, the place is a lot bigger and prettier in person. The neighborhood is beautiful and peaceful. We will be booking again in the future.
Guest favourite

Home in Bowie
4.93 out of 5 average rating, 80 reviewsLuxury 4 Bedroom - Pool/HotTub/Fire Pit
JessicaRating, 5 stars2 weeks ago
We had an amazing stay! Tons of space, amazing backyard and more. Perfect for a relaxing get away.
Guest favourite

Home in Severna Park
4.94 out of 5 average rating, 16 reviewsLuxury Home with Pool for 20
JanetRating, 5 stars4 weeks ago
This was a great place for our family of 13 to stay during the weekend of our niece's wedding in Baltimore. The home has plenty of large common areas, dining space, and super comfortable beds - even the queen-size bunk beds on the lower level had high-end mattresses. The kitchen is well-equipped. We had 4 additional family members drop in for dinner on our last night there, and it was no problem preparing food for, and serving, 17 people. Everyone was happy with this choice for our accommodations.
Condo rentals with a pool

Condo in Annapolis
4.57 out of 5 average rating, 7 reviews1BR water-view condo with rooftop pool & balcony
BennettRating, 5 stars1 month 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.
Superhost

Condo in Annapolis
4.77 out of 5 average rating, 81 reviewsAmazing 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 favourite

Condo in Annapolis
4.99 out of 5 average rating, 76 reviewsCharming Annapolis Waterfront Condo
DanielleRating, 5 stars1 day ago
Would recommend for a group of 3-4 people! Beautiful location, and central to downtown but still far away enough that you can enjoy some quiet time and privacy. Excellent restaurants and so much to do/see. Would stay here again. It has everything you need for the night while you’re out and about during the day.

Condo in Annapolis
4.2 out of 5 average rating, 10 reviewsUpscale 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.
Guest favourite

Condo in Annapolis
4.96 out of 5 average rating, 51 reviewsCozy Annapolis Condo
RickRating, 5 stars3 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 favourite

Condo in Annapolis
4.89 out of 5 average rating, 62 reviewsGREAT LOCATION ON SPA CREEK
LauraRating, 5 stars7 months ago
We’ve stayed here for a few years now. His place is always clean and quiet. Beautiful location and very comfortable.
Top Guest favourite

Condo in Annapolis
4.96 out of 5 average rating, 49 reviews1st Floor Condo in Annapolis
JessicaRating, 5 stars1 week ago
The host, Scott was very proactive in supplying instructions and very helpful. The place was immaculate and has many modern updates. Location was spot on for all things Annapolis. We would definitely stay again.
Guest favourite

Condo in Annapolis
4.94 out of 5 average rating, 18 reviewsNewly 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. :)
Destinations to explore
- Beachfront rentals Anne Arundel County
- Rentals with beach access Anne Arundel County
- Private suite rentals Anne Arundel County
- Townhouse rentals Anne Arundel County
- Rentals with outdoor seating Anne Arundel County
- Family-friendly rentals Anne Arundel County
- Guesthouse rentals Anne Arundel County
- Pet-friendly rentals Anne Arundel County
- Rentals with a fireplace Anne Arundel County
- Apartment rentals Anne Arundel County
- Rentals with breakfast Anne Arundel County
- Rentals with a patio Anne Arundel County
- House rentals Anne Arundel County
- Rentals with a kayak Anne Arundel County
- Smoking-friendly rentals Anne Arundel County
- Rentals with lake access Anne Arundel County
- Rentals with a fire pit Anne Arundel County
- Waterfront rentals Anne Arundel County
- Fitness-friendly rentals Anne Arundel County
- Kid-friendly rentals Anne Arundel County
- Rentals with a hot tub Anne Arundel County
- Rentals with a washing machine and dryer Anne Arundel County
- Condo rentals Anne Arundel County
- Rentals with pools Maryland
- Rentals with pools United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Nationals Park
- Betterton Beach
- The White House
- Lincoln Park
- National Mall
- Hampden
- National Museum of African American History and Culture
- Georgetown University
- Sandy Point State Park
- Oriole Park at Camden Yards
- District Wharf
- Six Flags America
- Smithsonian National Museum of Natural History
- Arlington National Cemetery
- Washington Monument
- Georgetown Waterfront Park
- Smithsonian American Art Museum
- Patterson Park
- National Air and Space Museum
- National Harbor
- Meridian Hill Park
- Great Falls Park
- M&T Bank Stadium
- Congressional Country Club