What are the top rated Villa Rentals in Annapolis?

There are a lot of options in Annapolis. If you plan on staying in the Annapolis area, consider making a reservation for a few nights at one of these properties as these have been rated the top Villa Rentals in Annapolis: <a href="/property/annapolis-waterfront-tiny-house-in-garden-setting/HA-3211152603" class="class="static-page-link"">Annapolis waterfront &#34;tiny house&#34; in garden setting</a> <a href="/property/directly-across-from-usna-gate-one-steps-from-the-waterfront-and-main-street/HA-321655455" class="class="static-page-link"">Directly Across from USNA Gate One &amp; Steps from the Waterfront and Main Street!</a> <a href="/property/charming-waterfront-cottage-with-private-dock-close-to-annapolis-usna/HA-3211083319" class="class="static-page-link"">Charming Waterfront Cottage with Private Dock. Close to Annapolis &amp; USNA</a> <a href="/property/stunning-waterfront-cottage-with-breathtaking-views/HA-1214176147" class="class="static-page-link"">Stunning Waterfront Cottage with Breathtaking Views!</a> <a href="/property/perfect-location-in-the-heart-of-history/HA-321811296" class="class="static-page-link"">PERFECT LOCATION in the heart of history</a> <a href="/property/ultraclean-family-waterfront-home-annapolis-area-200-top-reviews/HA-321432131" class="class="static-page-link"">Ultraclean Family Waterfront Home Annapolis Area - 200+ Top Reviews!</a> <a href="/property/charming-historic-annapolis-home-with-two-off-street-parking-places/HA-3211050793" class="class="static-page-link"">Charming Historic Annapolis Home With Two Off-street Parking Places!</a> <a href="/property/island-life-kent-island-waterfront-with-pool-bring-your-boat/HA-3211668089" class="class="static-page-link"">Island Life! Kent Island Waterfront with Pool-Bring your boat!</a> <a href="/property/240-private-beachfront-kent-island-love-point-great-for-families/HA-321571534" class="class="static-page-link"">240&#39; Private Beachfront @Kent Island Love Point - Great for Families</a> <a href="/property/renovated-apt-in-historic-dist-w-2-parking-spots/HA-3211355581" class="class="static-page-link"">Renovated Apt In Historic Dist w/2 Parking Spots</a>

What is the rate per night for renting a villa near Annapolis?

At Santarosavacationrentals, the average rental fee for standard villas in Annapolis is $839 per night. Santarosavacationrentals has a large database of quality villas near Annapolis that are suitable for families, a romantic getaway, or a solo trip with single or multiple bedrooms.

Do you have a villa in Annapolis that allows pets?

Yes, here are the top villas rentals in Annapolis that are pet friendly: Exquisite 14,000 sq ft Waterfront Mansion with Pool Annapolis Charm Waterfront Getaway Near USNA - FISH & CRAB from your PRIVATE PIER! Luxurious Waterfront Kent Island Home 30 miles from Annapolis Gaia House PERFECT LOCATION in the heart of history Neptune By The Water Inn at Horn Point Charming Historic Annapolis Home With Two Off-street Parking Places! See all pet-friendly vacation rentals in Annapolis on Santarosavacationrentals

Are there any rental villas in Annapolis that are suitable for families?

Most of our listed villas are suitable for families. The number of rooms varies, and you can check out the complete list of villas in Annapolis to find what works for you.

Do your rental villas in Annapolis have indoor swimming pools?

Based on the 2026 data from our Santarosavacationrentals site, there are more than 6 private swimming pools or villas with indoor pools in or near Annapolis.

Annapolis Villa Rentals【 LUXURY 】

Exquisite 14,000 sq ft Waterfront Mansion with Pool

From US $3,295

New

Villa

Exquisite 14,000 sq ft Waterfront Mansion with Pool

Air Conditioner
Parking
Pool

Annapolis Villa Rentals & Homes

Find villas near Annapolis - We found 6 exact matches

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