Holiday rentals with a pool in Annapolis
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Annapolis
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Annapolis rentals with a pool
House rentals with a pool
Home in Saint Michaels
4.97 out of 5 average rating, 240 reviewsMiles Aweigh
Home in Harwood
4.94 out of 5 average rating, 119 reviewsLuxury Home, Sleeps 15, Private Pool, Close to DC
Home in Cambridge
4.96 out of 5 average rating, 102 reviewsWaterfront, Fabulous Home for Families with Pool!
Home in Chesapeake Beach
4.91 out of 5 average rating, 112 reviewsIndoor pool/spa nestled in Southern Md. woods.
Home in Severn
4.81 out of 5 average rating, 106 reviewsLarge Home with Pool & 7 bedrooms; sleeps 21
Home in Queenstown
4.81 out of 5 average rating, 142 reviewsBay Breeze Retreat
Home in Shady Side
4.88 out of 5 average rating, 175 reviewsCattail Landing- Photographer's Waterfront Retreat
Home in Edgewater
4.97 out of 5 average rating, 30 reviewsEntire Beach House with Pool and Hot Tub
Apartment rentals with a pool
Apartment in Oxon Hill
4.88 out of 5 average rating, 132 reviewsModern Apartments available at National Harbor
Apartment in Annapolis
5.0 out of 5 average rating, 19 reviewsCharming Annapolis Waterfront Condo
Apartment in Annapolis
4.97 out of 5 average rating, 74 reviewsSpring into Annapolis-very low cleaning fee
Apartment in Annapolis
4.9 out of 5 average rating, 10 reviewsNewly Renovated 1-Bedroom on Spa Creek
Apartment in Annapolis
4.95 out of 5 average rating, 37 reviewsCozy Annapolis Condo
Apartment in Rock Hall
5.0 out of 5 average rating, 12 reviewsWaterman's Delight ~ Best Harbor View Sunsets!
Apartment in Annapolis
4.5 out of 5 average rating, 4 reviewsWalk to Main St Waterfront condo, pool, parking
Apartment in Alexandria
4.67 out of 5 average rating, 3 reviewsBeautiful 1 bedroom 1 bath apt in Alexandria VA
Quick stats about holiday rentals with a pool in Annapolis
Total rentals
40 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
1.5K reviews
Nightly prices starting at
£31 before taxes and fees
Destinations to explore
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