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Search results; Over 1,000 places in Annapolis
Over 1,000 places in Annapolis
Guest favorite
Guest favorite
Guesthouse in Annapolis
Calico Cottage Guest House, king bed, free parking
1 king bed
1 king bed
Jul 7 – 12
Jul 7 – 12
R2,026 ZAR
night
R2,026 ZAR per night
4.9 out of 5 average rating, 206 reviews
4.9 (206)
Guest favorite
Guest favorite
Houseboat in Arnold
Boho Luxe Floating Tiny Home with 360 Views
1 queen bed
1 queen bed
Apr 28 – May 3
Apr 28 – May 3
R4,619 ZAR
R4,224 ZAR
night
R4,224 ZAR per night, originally R4,619 ZAR
5.0 out of 5 average rating, 13 reviews
5.0 (13)
Guest favorite
Guest favorite
Guest suite in Annapolis
West Annapolis Hidden Gem <1 Mile To Navy Stadium
4 beds
4 beds
Apr 21 – 26
Apr 21 – 26
R4,189 ZAR
R2,531 ZAR
night
R2,531 ZAR per night, originally R4,189 ZAR
5.0 out of 5 average rating, 30 reviews
5.0 (30)
Guest favorite
Guest favorite
Guest suite in Arnold
Old Bay Bungalow
2 beds
2 beds
Apr 28 – May 3
Apr 28 – May 3
R2,206 ZAR
night
R2,206 ZAR per night
4.96 out of 5 average rating, 563 reviews
4.96 (563)
Guest favorite
Guest favorite
Guesthouse in Annapolis
Coastal Waterfront 1 Bedroom Cottage
Apr 21 – 26
Apr 21 – 26
R7,141 ZAR
R6,470 ZAR
night
R6,470 ZAR per night, originally R7,141 ZAR
4.99 out of 5 average rating, 104 reviews
4.99 (104)
Guest favorite
Guest favorite
Condo in Annapolis
Annapolis Waterfront Condo - Unit #: A-203
2 beds
2 beds
Apr 21 – 26
Apr 21 – 26
R3,191 ZAR
night
R3,191 ZAR per night
4.96 out of 5 average rating, 213 reviews
4.96 (213)
Guest favorite
Guest favorite
Cottage in Annapolis
Wright’s Cottage, Pets Welcome!
1 queen bed
1 queen bed
Apr 21 – 26
Apr 21 – 26
R3,326 ZAR
night
R3,326 ZAR per night
4.94 out of 5 average rating, 312 reviews
4.94 (312)
Superhost
Superhost
Apartment in Annapolis
Modern Apartment over the Heart of Main Street!
2 queen beds
2 queen beds
Jul 21 – 26
Jul 21 – 26
R2,688 ZAR
night
R2,688 ZAR per night
4.82 out of 5 average rating, 655 reviews
4.82 (655)
Guest favorite
Guest favorite
Home in Annapolis
Historic Downtown in-law suite
1 bed
1 bed
Nov 18 – 23
Nov 18 – 23
R2,921 ZAR
night
R2,921 ZAR per night
4.96 out of 5 average rating, 108 reviews
4.96 (108)
Guest favorite
Guest favorite
Boat in Annapolis
Stay aboard the S/V MY STUDIO on Annapolis Harbor
2 beds
2 beds
Apr 21 – 26
Apr 21 – 26
R3,898 ZAR
night
R3,898 ZAR per night
4.94 out of 5 average rating, 351 reviews
4.94 (351)
Guest favorite
Guest favorite
Loft in Annapolis
Step Out to Main Street From a Chic Loft
1 queen bed
1 queen bed
Jun 18 – 23
Jun 18 – 23
R3,808 ZAR
night
R3,808 ZAR per night
4.91 out of 5 average rating, 916 reviews
4.91 (916)
Home in Annapolis
Quaint in the Heart of Annapolis
Apr 28 – May 3
Apr 28 – May 3
R3,692 ZAR
night
R3,692 ZAR per night
New place to stay
New
Guest favorite
Guest favorite
Townhouse in Annapolis
1 Bedroom Apt - Walk to Downtown - With Parking
2 beds
2 beds
Apr 26 – May 1
Apr 26 – May 1
R3,444 ZAR
R2,687 ZAR
night
R2,687 ZAR per night, originally R3,444 ZAR
4.94 out of 5 average rating, 50 reviews
4.94 (50)
Guest favorite
Guest favorite
Home in Annapolis
Cozy 2br home w/ parking in downtown Annapolis
3 beds
3 beds
Apr 20 – 25
Apr 20 – 25
R4,961 ZAR
R4,096 ZAR
night
R4,096 ZAR per night, originally R4,961 ZAR
4.94 out of 5 average rating, 287 reviews
4.94 (287)
Guest favorite
Guest favorite
Guesthouse in Annapolis
Annapolis Guesthouse - Completely Separate Space
2 beds
2 beds
Apr 21 – 26
Apr 21 – 26
R3,713 ZAR
night
R3,713 ZAR per night
4.91 out of 5 average rating, 174 reviews
4.91 (174)
Guest favorite
Guest favorite
Home in Annapolis
The Navy House-Walk or Shuttle Downtown! 3 bd
4 beds
4 beds
Apr 21 – 26
Apr 21 – 26
R5,542 ZAR
R5,063 ZAR
night
R5,063 ZAR per night, originally R5,542 ZAR
4.96 out of 5 average rating, 101 reviews
4.96 (101)
Guest favorite
Guest favorite
Townhouse in Annapolis
Historic 3 Bedroom Downtown Annapolis Townhome
5 beds
5 beds
Apr 21 – 26
Apr 21 – 26
R8,304 ZAR
R3,973 ZAR
night
R3,973 ZAR per night, originally R8,304 ZAR
4.97 out of 5 average rating, 99 reviews
4.97 (99)
Guest favorite
Guest favorite
Home in Annapolis
New Hotel Chic
2 beds
2 beds
Jun 9 – 14
Jun 9 – 14
R5,347 ZAR
night
R5,347 ZAR per night
4.95 out of 5 average rating, 344 reviews
4.95 (344)
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