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Wireless Internet
Air conditioning
Swimming pool
Private pool

Heated pool
Private indoor pool
Balcony or terrace
Washing machine
Jacuzzi or hot tub
Garden
Internet access
DVD player
Grill
Fireplace
Cot available
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Sea view
Safe
Dishwasher
Children's pool
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Cribs
Private outdoor pool (unheated)
Private outdoor pool (heated)
Shared indoor pool
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Shared outdoor pool (heated)
Table tennis
Ceiling Fans
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Pool or snooker table
Towels provided
Hair dryer
Stove
Fridge
Freezer
Microwave
Linen provided
Bicycles available
Fax machine
Climbing frame
Swing set or jungle gym
Private fishing lake or river
Staffed property
Boat available
Video player
Housekeeping Included

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Parking
Pets allowed
Car not required
Children under 5

Smoking allowed
Non-Smoking property
Smoking - Ask
Wheelchair adapted
Wheelchair accessible

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Beach or lakeside relaxation
City breaks
Walking trips
Tennis in town

Water sports
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Golf course on site or within 15 min walk
Waterfront
Golf within 30mins drive

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105 apartments

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Vintage Bungalow-cozy, walk to shops, water, free pkg.

Annapolis house

3 bedrooms
2 bathrooms

sleeps 6

Match: Parking

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Price per night from

$476

The Heart of Historic Cool in Annapolis

Annapolis house

5 bedrooms
3 bathrooms

sleeps 10

Match: Parking

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Price per night from

$1,145

Free Parking at Admiral's Retreat, 1 mile to Stadium, Backyard, all on one level

Annapolis house

4 bedrooms
2 bathrooms

sleeps 10

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Price per night from

$338

West Annapolis Cottage

Annapolis house

6 bedrooms
5 bathrooms

sleeps 14

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Price per night from

$916

2 parking spots and Walkable to Main Street at Seashell in the City

Annapolis house

4 bedrooms
2 bathrooms

sleeps 8

Match: Parking

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Price per night from

$465

Still Available for 2024 Commissioning Week! Dog-friendly beachfront home on the

Annapolis cottage

3 bedrooms
2 bathrooms

sleeps 8

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Price per night from

$407

Popular Eastport Retreat - private back patio with parking and walk to USNA

Annapolis house

6 bedrooms
6 bathrooms

sleeps 14

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Price per night from

$785

Take your Leave of Absence around gardens with driveway parking

Annapolis house

3 bedrooms
2 bathrooms

sleeps 9

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Price per night from

$426

Eastport Gem - Popular house walk to Downtown & USNA

Annapolis house

3 bedrooms
3 bathrooms

sleeps 8

Match: Parking

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Price per night from

$400

Ahoy! The Buccaneer awaits you just outside Annapolis - fenced-in yard and rec r

Annapolis house

3 bedrooms
2 bathrooms

sleeps 9

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Price per night from

$355

Duke's Den Downtown home with 2 PARKING spots!

Annapolis house

4 bedrooms
4 bathrooms

sleeps 14

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Price per night from

$639

Belle By the Bay

Annapolis house

3 bedrooms
2 bathrooms

sleeps 10

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Price per night from

$367

Deep in the Heart of Annapolis; Parking for days!

Annapolis house

4 bedrooms
4 bathrooms

sleeps 6

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Price per night from

$518

"Around the corner" from everything, private backyard and parking!

Annapolis house

3 bedrooms
2 bathrooms

sleeps 8

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Price per night from

$384

New Luxury Lighthouse Inn with parking, private backyard, walkable to downtown

Annapolis house

4 bedrooms
4 bathrooms

sleeps 12

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Price per night from

$500

1 Block to USNA with Chapel Views big back patio and off-site parking!

Annapolis house

3 bedrooms
2 bathrooms

sleeps 7

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Price per night from

$465

Escape to this Cape Cod home close to everything!

Annapolis house

4 bedrooms
3 bathrooms

sleeps 10

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Price per night from

$395

Parking at Stunning On Cloud 9 with private patio pet-friendly

Annapolis house

4 bedrooms
4 bathrooms

sleeps 10

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Price per night from

$500

Modern and cozy Captain’s Crossing Cape house in West Annapolis

Annapolis house

3 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$402

Walk to Main Street from Waterfront Condo with pool and parking

Annapolis condo

2 bedrooms
2 bathrooms

sleeps 7

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Price per night from

$407

Captain Quarters - Eastport!

Annapolis house

4 bedrooms
3 bathrooms

sleeps 10

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Price per night from

$573

Family Sized Contemporary in Spacious Neighborhood

Annapolis house

4 bedrooms
3 bathrooms

sleeps 12

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Price per night from

$629

Comfort & Luxury near downtown, mall, coffee shops and more

Annapolis apartment

2 bedrooms
2 bathrooms

sleeps 4

Match: Parking

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Price per night from

$195

Spacious Townhouse 1 block to Capital Bldg, Parking Multiple gathering spaces

Annapolis house

3 bedrooms
4 bathrooms

sleeps 6

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Price per night from

$355

Cottage by the Bay on one level in family-friendly community

Annapolis house

3 bedrooms
2 bathrooms

sleeps 8

Match: Parking

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Price per night from

$367

Free Parking with private fenced-in backyard with pool table at Weekender

Annapolis house

3 bedrooms
2 bathrooms

sleeps 6

Match: Parking

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Price per night from

$292

Ann House Getaway

Annapolis house

4 bedrooms
2 bathrooms

sleeps 8

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Price per night from

$441

Free Parking at Randall House in Downtown Annapolis

Annapolis house

4 bedrooms
4 bathrooms

sleeps 11

Match: Parking

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Price per night from

$729

Stay at Lux Red Door Gem with 3 Parking Spots

Annapolis house

4 bedrooms
4 bathrooms

sleeps 10

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Price per night from

$382

Still Available for 2024 Commissioning Week! Serene waterfront sunsets in this A

Annapolis house

5 bedrooms
2 bathrooms

sleeps 10

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Price per night from

$637

Steps to Gate 1 and Free Parking at Naval-Academy Themed Home

Annapolis house

4 bedrooms
2 bathrooms

sleeps 11

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Price per night from

$610

Luxury Waterfront home with private pier and guest house

Annapolis house

5 bedrooms
4 bathrooms

sleeps 12

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Price per night from

$907

Steps to Main Street w View of the Capital private back patio & free off-site pa

Annapolis house

4 bedrooms
2 bathrooms

sleeps 8

Match: Parking

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Price per night from

$324

Fox Hollow House

Annapolis house

4 bedrooms
3 bathrooms

sleeps 8

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Price per night from

$458

Popular Historic Firehouse fully renovated with Parking and Pet Friendly

Annapolis house

3 bedrooms
3 bathrooms

sleeps 8

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Price per night from

$465

Stay in USNA-themed dog-friendly home steps from Navy Stadium

Annapolis house

3 bedrooms
2 bathrooms

sleeps 11

Match: Parking

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Price per night from

$465

Quiet Home Close to Downtown Annapolis and Parks

Annapolis house

4 bedrooms
3 bathrooms

sleeps 7

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Price per night from

$400

Steps from USNA Gates 1 & 3 with large private patio

Annapolis house

3 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$408

Viewing 38 of 105
rentals in Annapolis

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Vacation Rentals & Apartments in Annapolis

Per night

105 apartments

Viewing 38 of 105rentals in Annapolis

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Viewing 38 of 105
rentals in Annapolis