Pmi Annapolis

Your memorable Annapolis vacation starts here

Vacation rentals near the Chesapeake Bay, historic downtown, and Annapolis's best waterfront attractions. Book direct to save and unlock perks.

Available properties

Guest Reviews

What our guests say

4.9

404 reviews

“We had a wonderful stay at this home in West Annapolis for two nights. We were in town for a wedding at the Chesapeake Bay Beach Club and the location was perfect, walking distance to Naval Bagels for breakfast and Bean Rush Cafe for coffee. The home itself was spacious and comfortable, in a great neighborhood close to downtown, grocery stores, and restaurants. Danielle was a fantastic host. She checked in on us throughout our stay and made sure we had everything we needed, including clear instructions on WiFi and parking. She was also flexible with check-in timing while we coordinated our wedding weekend plans. Highly recommend this place and this host!”

Verified Guest

Stayed in September 2026

“Danielle’s Airbnb is a beautiful home with lots of character and charm! It was exceptionally clean. It is in a lovely neighborhood where we were able to take enjoyable walks. The neighborhood is full of beautifully landscaped yards. We provided a baby gate to keep our 16 month old granddaughter from going down the stairs by herself. It is close to good restaurants,Target,Safeway and many other stores. The air conditioning worked very well. A very enjoyable stay!”

Verified Guest

Stayed in September 2026

“Danielle was such a responsive and sweet host and made sure anything we needed we had! The house was beautiful, spacious, and close to downtown Silver Spring! Would definitely book again :)”

Verified Guest

Stayed in September 2026

“This place was perfect for my bachelorette trip! We especially enjoyed the pool, hot tub & fire pit. The house was well stocked & the host was very responsive.”

Verified Guest

Stayed in September 2026

Welcome to PMI Annapolis

Locally owned and independently operated, PMI Annapolis has served Annapolis since 2021. We manage premium vacation rental homes across 10 communities for guests who want an exceptional stay and property owners who want exceptional results.

Welcome to PMI Annapolis

Book with confidence

Why book direct with PMI Annapolis?

  • Best rate guarantee

  • Exclusive guest perks

  • Local support from day one

The PMI difference

Hospitality at heart
Every PMI Annapolis stay comes with our signature hospitality standards. From the moment you walk in, you will feel the difference.

Verified quality

Every home inspected and up to standard.

Spotless stays

Hotel-grade cleaning between every guest.

Local know-how

Insider tips from a team that lives here.

Vacation rental management

Property management built to win

From weekend getaways to monthly stays, we manage it all and maximize your returns.

Revenue & marketing

Maximize bookings and earnings with data-driven pricing and best-in-class listing exposure.

Dynamic pricing optimization

Listing optimization & distribution

Multi-channel marketing

Revenue & occupancy reporting

Direct booking growth

Guest experience & operations

Deliver 5-star stays with seamless communication, spotless homes, and on-the-ground support.

Guest communication & check-in

Professional cleaning coordination

24/7 guest support

Maintenance & turnover management

Quality inspections between stays

Questions around your stay?

Our portfolio

See the properties we manage across Annapolis

Browse our properties