Oasis By The Bay - Waterfront Heated Pool Hot Tub
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Sauna
- Outdoor swimming pool
Located within 10 minutes' drive of The Kunta Kinte Alex Haley Memorial, the 6-bedroom Oasis By The Bay - Waterfront Heated Pool Hot Tub Villa Annapolis features an outdoor swimming pool, a sauna, ensuring a relaxing stay.
Oasis By The Bay - Waterfront Heated Pool Hot Tub
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Sauna
- Outdoor swimming pool
Oasis By The Bay - Waterfront Heated Pool Hot Tub
Located within 10 minutes' drive of The Kunta Kinte Alex Haley Memorial, the 6-bedroom Oasis By The Bay - Waterfront Heated Pool Hot Tub Villa Annapolis features an outdoor swimming pool, a sauna, ensuring a relaxing stay.
-
Top location
Luxury Rooftop Pool & Dock Steps To Downtown
- Free parking
- Air conditioning
- Heating
- Rooftop pool
- Pool with view
- Outdoor swimming pool
Located nearly 25 minutes on foot from SPCA of Anne Arundel County, the 2-bedroom Luxury Rooftop Pool & Dock Steps To Downtown Annapolis villa provides access to various tourist attractions in the vicinity. The Annapolis holiday home is suitable for up to 6 guests and features private parking.
Luxury Rooftop Pool & Dock Steps To Downtown
- Free parking
- Air conditioning
- Heating
- Rooftop pool
- Pool with view
- Outdoor swimming pool
Luxury Rooftop Pool & Dock Steps To Downtown
Located nearly 25 minutes on foot from SPCA of Anne Arundel County, the 2-bedroom Luxury Rooftop Pool & Dock Steps To Downtown Annapolis villa provides access to various tourist attractions in the vicinity. The Annapolis holiday home is suitable for up to 6 guests and features private parking.
-
Popular choice
3 Bedroom W Indoor Pool Hotub
- Free parking
- Air conditioning
- Flat-screen TV
- Jacuzzi
- Indoor swimming pool
- Sun loungers
Ensuring a relaxing stay with a Jacuzzi and an indoor pool, 3 Bedroom W Indoor Pool Hotub Silver Spring villa is situated 2.9 km from Kemp Mill Park and can accommodate 7 guests. Located 10 minutes by car from Brookside Gardens Conservatory, the 3-bedroom holiday home provides Wi-Fi and a private parking lot.
3 Bedroom W Indoor Pool Hotub
- Free parking
- Air conditioning
- Flat-screen TV
- Jacuzzi
- Indoor swimming pool
- Sun loungers
3 Bedroom W Indoor Pool Hotub
Ensuring a relaxing stay with a Jacuzzi and an indoor pool, 3 Bedroom W Indoor Pool Hotub Silver Spring villa is situated 2.9 km from Kemp Mill Park and can accommodate 7 guests. Located 10 minutes by car from Brookside Gardens Conservatory, the 3-bedroom holiday home provides Wi-Fi and a private parking lot.
Villas in Annapolis with Private Pool
Owings Mills Townhouse: 8 Mi To Liberty Reservoir!
- Cookware/ Kitchen utensils
- Free parking
- Flat-screen TV
- Ironing facilities
- Spa & wellness centre
- Outdoor swimming pool
Featuring an outdoor swimming pool, the 3-bedroom Owings Mills Townhouse: 8 Mi To Liberty Reservoir! villa is suitable for up to 6 people and is located approximately 10 minutes' drive from Hannah More Park. Providing guests with Wi-Fi and a car park, this welcoming holiday home is 2.6 km from Soldiers Delight Natural Environment Area.
Owings Mills Townhouse: 8 Mi To Liberty Reservoir!
- Cookware/ Kitchen utensils
- Free parking
- Flat-screen TV
- Ironing facilities
- Spa & wellness centre
- Outdoor swimming pool
Owings Mills Townhouse: 8 Mi To Liberty Reservoir!
Featuring an outdoor swimming pool, the 3-bedroom Owings Mills Townhouse: 8 Mi To Liberty Reservoir! villa is suitable for up to 6 people and is located approximately 10 minutes' drive from Hannah More Park. Providing guests with Wi-Fi and a car park, this welcoming holiday home is 2.6 km from Soldiers Delight Natural Environment Area.
-
Guest favorite
Lrge 5 Bedroom 9 Beds Near Dc-Pool, Hot Tub, Gym, Game Rm, Fire Pit
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Fitness centre
- Outdoor swimming pool
Cresthill Baptist Church is around a 5-minute walk from the 5-bedroom Lrge 5 Bedroom 9 Beds Near Dc-Pool, Hot Tub, Gym, Game Rm, Fire Pit Bowie villa, offering a Jacuzzi for guests' relaxation. This accommodation features opportunities for ping pong in the area, 3.1 km from Fairwood Community Park.
Lrge 5 Bedroom 9 Beds Near Dc-Pool, Hot Tub, Gym, Game Rm, Fire Pit villa has a sun deck and a golf course for leisure time, as well as fitness classes, ensuring maintainance physical health.
Lrge 5 Bedroom 9 Beds Near Dc-Pool, Hot Tub, Gym, Game Rm, Fire Pit
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Fitness centre
- Outdoor swimming pool
Lrge 5 Bedroom 9 Beds Near Dc-Pool, Hot Tub, Gym, Game Rm, Fire Pit
Cresthill Baptist Church is around a 5-minute walk from the 5-bedroom Lrge 5 Bedroom 9 Beds Near Dc-Pool, Hot Tub, Gym, Game Rm, Fire Pit Bowie villa, offering a Jacuzzi for guests' relaxation. This accommodation features opportunities for ping pong in the area, 3.1 km from Fairwood Community Park.
Lrge 5 Bedroom 9 Beds Near Dc-Pool, Hot Tub, Gym, Game Rm, Fire Pit villa has a sun deck and a golf course for leisure time, as well as fitness classes, ensuring maintainance physical health.
Grasonville Home W/ Private Pool On The Water
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Ironing facilities
- Outdoor swimming pool
- Terrace
Located merely 1.4 km from Watermen's Memorial Drawbridge, 3-bedroom Grasonville Home W/ Private Pool On The Water has an outdoor swimming pool and is ideal for up to 8 guests. Guests can enjoy golf at this welcoming holiday home, located about a 10-minute drive from Queenstown Premium Outlets.
Grasonville Home W/ Private Pool On The Water
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Ironing facilities
- Outdoor swimming pool
- Terrace
Grasonville Home W/ Private Pool On The Water
Located merely 1.4 km from Watermen's Memorial Drawbridge, 3-bedroom Grasonville Home W/ Private Pool On The Water has an outdoor swimming pool and is ideal for up to 8 guests. Guests can enjoy golf at this welcoming holiday home, located about a 10-minute drive from Queenstown Premium Outlets.
Holiday Villas in Annapolis with Private Pool
Blake House Historic Estate With Private Inn
- BBQ facilities
- Free parking
- Air conditioning
- Heating
- Fitness centre
- Outdoor swimming pool
Located about a 10-minute drive from Queen Anne's Museum of Eastern Shore Life, the 6-bedroom Blake House Historic Estate With Private Inn Centreville villa offers fitness classes, as well as a fitness room for active guests.
Blake House Historic Estate With Private Inn
- BBQ facilities
- Free parking
- Air conditioning
- Heating
- Fitness centre
- Outdoor swimming pool
Blake House Historic Estate With Private Inn
Located about a 10-minute drive from Queen Anne's Museum of Eastern Shore Life, the 6-bedroom Blake House Historic Estate With Private Inn Centreville villa offers fitness classes, as well as a fitness room for active guests.
Large Home With Private Pool, Gym, Sauna, 7 Bedrooms, Sleeps 21
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Sauna
- Indoor swimming pool
Situated about 6 km from The Observation Gallery at BWI Marshall, the 7-bedroom Large Home W Pool, Gym, 7 Bedrooms, Sleeps 21 Severn offers guests to enjoy badminton equipment and a terrace. Suitable for up to 16 people, this 3-bathroom villa provides a sauna, as well as windsurfing, hiking, and lawn tennis.
Indulge in an outdoor swimming pool or try along with badminton equipment. For active guests, there are fitness classes, as well as a fitness room.
Large Home With Private Pool, Gym, Sauna, 7 Bedrooms, Sleeps 21
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Sauna
- Indoor swimming pool
Large Home With Private Pool, Gym, Sauna, 7 Bedrooms, Sleeps 21
Situated about 6 km from The Observation Gallery at BWI Marshall, the 7-bedroom Large Home W Pool, Gym, 7 Bedrooms, Sleeps 21 Severn offers guests to enjoy badminton equipment and a terrace. Suitable for up to 16 people, this 3-bathroom villa provides a sauna, as well as windsurfing, hiking, and lawn tennis.
Indulge in an outdoor swimming pool or try along with badminton equipment. For active guests, there are fitness classes, as well as a fitness room.
Maryland Vacation Rental W/ Private Pool & Dock
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Outdoor swimming pool
The welcoming Maryland Vacation Rental W/ Private Pool & Dock Dowell villa offers proximity to nearby tourist spots, such as Jefferson Patterson Park and Museum, situated 3.9 km away. The 4-bedroom holiday home features an outdoor swimming pool and is ideal for up to 11 guests.
Maryland Vacation Rental W/ Private Pool & Dock
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Outdoor swimming pool
Maryland Vacation Rental W/ Private Pool & Dock
The welcoming Maryland Vacation Rental W/ Private Pool & Dock Dowell villa offers proximity to nearby tourist spots, such as Jefferson Patterson Park and Museum, situated 3.9 km away. The 4-bedroom holiday home features an outdoor swimming pool and is ideal for up to 11 guests.
Cheap Villas in Annapolis with Private Pool
Baydream Believer
- BBQ facilities
- Free parking
- Security
- Air conditioning
- Live entertainment
- Pool with view
The 5-bedroom Baydream Believer Saint Michaels villa is located 4.2 km from Sail Selina II and provides a Jacuzzi. Suitable for 8 guests, this accommodation offers a sun terrace in an outdoor swimming pool to enrich guests' experiences.
A sun deck, a picnic area, and a golf course are available at the Saint Michaels property, while sport lovers can try badminton and ping-pong. To ensure children's entertainment, Baydream Believer villa provides toys and board games.
Baydream Believer
- BBQ facilities
- Free parking
- Security
- Air conditioning
- Live entertainment
- Pool with view
Baydream Believer
The 5-bedroom Baydream Believer Saint Michaels villa is located 4.2 km from Sail Selina II and provides a Jacuzzi. Suitable for 8 guests, this accommodation offers a sun terrace in an outdoor swimming pool to enrich guests' experiences.
A sun deck, a picnic area, and a golf course are available at the Saint Michaels property, while sport lovers can try badminton and ping-pong. To ensure children's entertainment, Baydream Believer villa provides toys and board games.
Vanishing Run Retreat With Pool
- Free parking
- Air conditioning
- Tea and coffee facilities
- Heating
- Outdoor swimming pool
- Patio
Situated around 10 minutes by car from Tulip Hill, the 4-bedroom Vanishing Run Retreat With Pool Harwood villa provides access to numerous tourist attractions in the area. With a maximum capacity of 12 guests, the accommodation offers a private parking lot.
Vanishing Run Retreat With Pool
- Free parking
- Air conditioning
- Tea and coffee facilities
- Heating
- Outdoor swimming pool
- Patio
Vanishing Run Retreat With Pool
Situated around 10 minutes by car from Tulip Hill, the 4-bedroom Vanishing Run Retreat With Pool Harwood villa provides access to numerous tourist attractions in the area. With a maximum capacity of 12 guests, the accommodation offers a private parking lot.
Two Oysters House
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Jacuzzi
- Pool with view
Offering a Jacuzzi for a relaxing experience, Two Oysters House Villa Saint Michaels is located a 15-minute stroll from Chesapeake Bay Maritime Museum. The 4-bedroom holiday home hosts up to 8 guests and provides them with a car park.
Two Oysters House
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Jacuzzi
- Pool with view
Two Oysters House
Offering a Jacuzzi for a relaxing experience, Two Oysters House Villa Saint Michaels is located a 15-minute stroll from Chesapeake Bay Maritime Museum. The 4-bedroom holiday home hosts up to 8 guests and provides them with a car park.
Luxury Villas in Annapolis with Private Pool
Newly Remodeled! Luxe Gem - 3 Mi To Johns Hopkins
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Flat-screen TV
- Jacuzzi
- Outdoor swimming pool
The 3-bedroom Butterfly Place-Near Johns Hopkins,Pimlico,Stadium Baltimore villa is located approximately a 5-minute stroll from Cylburn and offers a hot tub for guests' relaxation. Offering an outdoor swimming pool, the Baltimore holiday home invites guests to visit the 745-acre urban Druid Hill Park, located 3.4 km away.
Newly Remodeled! Luxe Gem - 3 Mi To Johns Hopkins
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Flat-screen TV
- Jacuzzi
- Outdoor swimming pool
Newly Remodeled! Luxe Gem - 3 Mi To Johns Hopkins
The 3-bedroom Butterfly Place-Near Johns Hopkins,Pimlico,Stadium Baltimore villa is located approximately a 5-minute stroll from Cylburn and offers a hot tub for guests' relaxation. Offering an outdoor swimming pool, the Baltimore holiday home invites guests to visit the 745-acre urban Druid Hill Park, located 3.4 km away.
Captains Cove
- BBQ facilities
- Free parking
- Air conditioning
- Tea and coffee facilities
- Fitness centre
- Outdoor swimming pool
Offering a Jacuzzi for a relaxing experience, Captains Cove Saint Michaels villa is located a 10-minute drive from Chesapeake Bay Maritime Museum. This holiday home features an outdoor swimming pool and is ideal for up to 10 guests.
Captains Cove
- BBQ facilities
- Free parking
- Air conditioning
- Tea and coffee facilities
- Fitness centre
- Outdoor swimming pool
Captains Cove
Offering a Jacuzzi for a relaxing experience, Captains Cove Saint Michaels villa is located a 10-minute drive from Chesapeake Bay Maritime Museum. This holiday home features an outdoor swimming pool and is ideal for up to 10 guests.
Pet-Friendly Home On Chester River W/ Dock!
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Flat-screen TV
- Ironing facilities
- Outdoor swimming pool
Nestled 2.3 km from Cassinelli Winery & Distillery, the 4-bedroom Pet-Friendly Home On Chester River W/ Dock! Chestertown is boasting a terrace and a patio for guests' enjoyment. Located 10 minutes by car from Presbyterian Church of Chestertown, this 5-bathroom villa provides Wi-Fi and a private parking lot.
There is also an outdoor swimming pool, along with canyoning.
Pet-Friendly Home On Chester River W/ Dock!
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Flat-screen TV
- Ironing facilities
- Outdoor swimming pool
Pet-Friendly Home On Chester River W/ Dock!
Nestled 2.3 km from Cassinelli Winery & Distillery, the 4-bedroom Pet-Friendly Home On Chester River W/ Dock! Chestertown is boasting a terrace and a patio for guests' enjoyment. Located 10 minutes by car from Presbyterian Church of Chestertown, this 5-bathroom villa provides Wi-Fi and a private parking lot.
There is also an outdoor swimming pool, along with canyoning.
Private Room Near Fort Meade, Dc & Baltimore Free Parking & Wifi
- Flat-screen TV
Located within a 10-minute drive of Havenwood Park, Private Room Near Fort Meade, Dc & Baltimore Free Parking & Wifi Glen Burnie villa provides access to various tourist attractions in the vicinity.
The accommodation has a seasonal outdoor swimming pool, as well as a fitness centre, providing plenty of options for relaxation and exercise.
Private Room Near Fort Meade, Dc & Baltimore Free Parking & Wifi
- Flat-screen TV
Private Room Near Fort Meade, Dc & Baltimore Free Parking & Wifi
Located within a 10-minute drive of Havenwood Park, Private Room Near Fort Meade, Dc & Baltimore Free Parking & Wifi Glen Burnie villa provides access to various tourist attractions in the vicinity.
The accommodation has a seasonal outdoor swimming pool, as well as a fitness centre, providing plenty of options for relaxation and exercise.
Chesapeake Bay Retreat
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Outdoor swimming pool
Chesapeake Bay Retreat Villa Cambridge is located about 10 minutes by car from Speddens Church and provides an outdoor swimming pool, ensuring a relaxing stay. The holiday home can host up to 16 guests and offers a terrace with views of the sea.
Chesapeake Bay Retreat
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Outdoor swimming pool
Chesapeake Bay Retreat
Chesapeake Bay Retreat Villa Cambridge is located about 10 minutes by car from Speddens Church and provides an outdoor swimming pool, ensuring a relaxing stay. The holiday home can host up to 16 guests and offers a terrace with views of the sea.
Namaste On The Bay
- Free parking
- Air conditioning
- Tea and coffee facilities
- Heating
- Jacuzzi
- Outdoor swimming pool
Offering a Jacuzzi for a relaxing experience, Namaste On The Bay Villa Stevensville is located 10 minutes' drive from the long parallel Chesapeake Bay Bridge. Providing guests with Wi-Fi and parking, the 5-bathroom villa is 3.5 km from Kent Island.
Namaste On The Bay
- Free parking
- Air conditioning
- Tea and coffee facilities
- Heating
- Jacuzzi
- Outdoor swimming pool
Namaste On The Bay
Offering a Jacuzzi for a relaxing experience, Namaste On The Bay Villa Stevensville is located 10 minutes' drive from the long parallel Chesapeake Bay Bridge. Providing guests with Wi-Fi and parking, the 5-bathroom villa is 3.5 km from Kent Island.
Are you in a hurry?
Here is a quick list of hotels in Annapolis, selected based on their rating
| Name of hotel | Accommodation Rating | Price, $ | |
| Oasis By The Bay - Waterfront Heated Pool Hot Tub |
10.0 / 10 (3 Reviews) |
From 543$ | |
| Luxury Rooftop Pool & Dock Steps To Downtown |
10.0 / 10 (1 Reviews) |
From 499$ | |
| 3 Bedroom W Indoor Pool Hotub |
7.8 / 10 (14 Reviews) |
From 400$ | |
| Owings Mills Townhouse: 8 Mi To Liberty Reservoir! |
9.0 / 10 (2 Reviews) |
From 236$ | |
| Grasonville Home W/ Private Pool On The Water |
9.3 / 10 (4 Reviews) |
From 412$ |