St George Island Villas - Vacation Rentals in West Annapolis

PERFECT LOCATION in the heart of history From US $548
         

10.0 (225 Reviews)
House
  • Air Conditioner
  • TV
  • Balcony/Terrace
Historic Row Home in Downtown Annapolis From US $600
         

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10.0 (2 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • View
Graduate by Hilton Annapolis From US $208
         

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9.4 (1003 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Waterfront Oasis of Annapolis Star From US $497
         

10.0 (81 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Cozy 2br home w/parking in downtown Annapolis From US $454
         

Luxury Places to Stay in West Annapolis

Over 813+ Luxury Places to Stay in or Near West Annapolis
Waterfront mid-century home From US $2,098
         

New
House
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Lighthouse Inn From US $1,726
         

New
House
  • Barbecue/Outdoor Cooking
  • Child Friendly

Top-Rated Vacation Rentals with a Pool in West Annapolis

Over 67+ Top-Rated Vacation Rentals with a Pool in or Near West Annapolis
Annapolis Garden Suite From US $278
         

10.0 (16 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Luxury Rooftop Pool & Dock Steps to Downtown From US $436
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Pool
  • View
Spa Creek Condo | Pool, Deck & Parking From US $370
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Spacious Luxe USNA Home - Pool, Hot Tub, Grill From US $1,355
         

9.8 (27 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Pool
Beautiful Condo - Water View Near City Dock From US $311
         

9.6 (165 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
USNA Getaway From US $218
         

9.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Crowne Plaza Annapolis by IHG From US $125
         

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8.8 (1008 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in West Annapolis

Over 217+ Pet-Friendly Vacation Rentals in or Near West Annapolis
Eastport Historic Firehouse with Parking, Dogs OK From US $718
         

10.0 (74 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
All Star Annapolis Retreat - Walk To Stadium From US $589
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
USNA Luxury Home, parking, pet friendly From US $910
         

10.0 (8 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
New Downtown Annapolis Condo With Free Parking From US $369
         

10.0 (39 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
USNA Home Steps to Stadium Dog-Friendly w Parking From US $725
         

10.0 (35 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in West Annapolis

Over 154+ Large Vacation Homes & Villas in or Near West Annapolis
Gaia House From US $126
         

9.3 (59 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
Stadium-Side Annapolis | Chef Kitchen | Sleeps 10 From US $592
         

10.0 (10 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • TV

Wheelchair Accessible Vacation Homes in West Annapolis

Over 94+ Wheelchair Accessible Vacation Homes in or Near West Annapolis
1313 West Luxury Boutique Hotel From US $311
         

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10.0 (1 Review)
Hotel
  • Air Conditioner
  • Parking
  • TV
Upscale Condo in Annapolis w/Private Parking From US $548
         

Historic Inns of Annapolis From US $148
         

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9.0 (1877 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV

West Annapolis Vacation Rentals and Airbnb Places to Stay Under $200

Over 82+ West Annapolis Vacation Rentals and Airbnb Places to Stay Under $200
Inn on Main Annapolis From US $129
         

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8.3 (316 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Cozy Condo Near City Dock - Your Perfect Annapolis Getaway! From US $144
         

DoubleTree by Hilton Hotel Annapolis From US $109
         

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8.6 (1019 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Extended-Stay Annapolis Home Near USNA & Downtown From US $200
         

9.8 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Instantly Bookable Vacation Homes in West Annapolis

Over 398+ Instantly Bookable Vacation Homes in or Near West Annapolis
Bay View Studio Apartment From US $314
         

10.0 (64 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Eastport Cottage .5 mi from Downtown Annapolis From US $448
         

10.0 (59 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Pristine Downtown 1-Bedroom Steps from State House From US $254
         

About West Annapolis Vacation Rentals

With more than 822 West Annapolis vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Stgeorgeislandvillas and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in West Annapolis.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Stgeorgeislandvillas West Annapolis, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in West Annapolis. Places to stay near West Annapolis are 908.93 ft² on average, with prices averaging US $588 a night.

Stgeorgeislandvillas makes it easy and safe to find and compare vacation rentals in West Annapolis with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in West Annapolis

Type Count
Vacation Homes 561
Hotels 92
Holiday Apartments 90
Cottages 15
Villas 4
B&B 3

Use these Quick Filters to Find a Vacation Rental in West Annapolis

Pro Tip: Stgeorgeislandvillas makes it easy to compare the best listings on Stgeorgeislandvillas homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Stgeorgeislandvillas homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in West Annapolis.

Weather in West Annapolis

View the weather forecast for West Annapolis before booking your West Annapolis Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Other Places to Stay Near West Annapolis, MD


West Annapolis Vacation Rental Frequently Asked Questions

What are the top vacation rentals in West Annapolis?
How many vacation rentals are available in West Annapolis?

Currently, the total number of properties listed in 2026 is over 822 in the West Annapolis area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in West Annapolis.