Maryland · Delaware · Florida · Vacation rental management

Local teams. One big-company playbook.

Vacation rental management in Annapolis, Ocean City and Central Florida, with local people on the ground and the same professional systems behind every home. You own it; we run it.

Localteams in every
market we serve
Trustaccounting on every
owner account
Taxes& licensing
filed for you

Own in Annapolis?  Every Annapolis home we manage is automatically enrolled in our Commissioning Week program. We build your CW listing free, and House Kee homes are featured on the CW page.

Commissioning Week program →
How it works

From first call to first booking

1

Free earnings analysis

Tell us about your home. We build a projection from real demand in your market.

2

A short discovery call

We walk through the numbers, answer your questions and explain how we'd run your home.

3

We get you guest-ready

Photos, listings, licensing, smart locks and setup, handled by our onboarding team.

4

Live everywhere

Your home goes live on Airbnb, Vrbo, Booking.com and our own booking site.

The technology behind your rental

Enterprise-grade tools

Distribution

Your home is listed and tuned on the largest booking platform.

Distribution

Reaches families and larger groups, who book longer stays.

Distribution

Reaches international and business travelers.

Operations hub

One calendar, guest messaging and digital guidebooks across every channel. No double bookings.

Revenue management

Revenue experts optimize your rates, fees and listing so your home earns more.

Dynamic pricing

Rates adjust every day for demand, events and seasonality.

Smart access & safety

SuiteKeeper sets a unique lock code for every guest. SuitePortal gives guests check-in details. SuiteVerify checks guest ID.

Trust accounting

Bookkeeping and clear monthly owner statements.

Tax & licensing

Lodging taxes reported and paid. Licenses tracked and renewed.

Reputation

Every review from every platform in one place, so we see and respond to all of them.

Direct booking

Our own booking site. Repeat guests book direct and skip platform fees.

Self-managing hosts usually piece these tools together one at a time, if they use them at all. Every home The House Kee manages gets the full stack from day one.
Your money, handled properly

Trust accounting, real statements, taxes paid

Most managers keep this in a spreadsheet. Ours runs like a professional firm.

  • Trust accounting. Guest funds sit in a dedicated trust account, so your owner account is always funded and fully reconciled.
  • Professional bookkeeping. Every booking, fee and expense is recorded and categorized.
  • Monthly owner statements from VRPlatform. They're easy to read and ready for your accountant.
  • Lodging taxes reported and paid by LodgeCompliance, covering state sales tax and local lodging taxes in Maryland, Delaware and Florida.
  • Licensing and inspections handled by LodgeCompliance. That covers city and county short-term rental licenses, registrations and renewals in every market.
Protection

Properly insured, so your investment is protected

Not every property manager carries insurance, and fewer carry the right coverage. We've made a serious investment in ours, because your home is on the line.

Our coverage · Strategic partner

General liability and E&O

The House Kee carries general liability and errors & omissions coverage through Wister Insurance, specialists in insuring short-term rental managers. The company caring for your home is covered too, not just the home itself.

Recommended for owners

Coverage built for rentals

Standard homeowner policies often aren't written for short-term rental use. For your own policy, we recommend Proper Insurance, which is designed specifically for vacation rentals.

Ask every manager you interview: do you carry general liability and E&O coverage? It's one of the clearest signs of a professional operation.
Property Care

Every home guest-ready. Every issue moving. Every owner informed.

Our Head of Property Care handles maintenance in every market, from the first report until the job is closed.

Informed

You hear from us

We keep you posted on anything that affects guests or needs a real repair, and you always know where each job stands.

Vetted

Local vendor bench

Trusted local handymen, HVAC techs, plumbers, electricians and locksmiths we know and rely on.

Watchful

Eyes on every turnover

Our cleaning team flags damage, wear and low supplies after stays, so small issues get handled before they grow.

Documented

Before & after photos

Every job is logged with notes, the vendor, the cost and photos.

Protected

Spending guardrails

Routine fixes are approved within your contract limit. Bigger decisions always come to you first.

Prioritized

Urgent issues first

Lockouts, leaks and heating or AC problems go to the front of the line.

thehousekee.com
The House Kee direct booking website
Direct booking

Your home on our own booking site

Every home we manage gets its own page on thehousekee.com, with live availability and secure checkout. It's a booking channel you don't share with millions of other listings.

  • Best rate, no booking-site markup. Guests skip platform service fees, which gives them a reason to book direct.
  • Past guests become repeat guests. Direct guests join our guest list, so we can invite them back for their next trip.
  • Destination guides for every market help guests plan their trip on our site, with local tours and things to do.
  • Less dependence on any one platform. If Airbnb or Vrbo changes the rules, your home still has its own channel.

Visit our booking site →Destination guides

Reviews

What our owners and guests say

“They are honest, trustworthy and they outperformed any expectations that we had about a property management company. They have the property owner’s best interest.”

Clara · Annapolis homeowner · Google review

“We never have to worry about a thing when it comes to our property. They’re always available when we have questions and are true industry experts… they treat our property like it was their own.”

Ryan · Ocean City homeowner · Google review
★★★★★

“What a beautiful, immaculately clean home in a terrific location. The host was absolutely wonderful with thoroughly kind communications.”

Margaret · Airbnb · Annapolis
★★★★★

“Exceptional service, cleanliness, and location. Very responsive with helpful and timely updates.”

Ivy · Airbnb · Central Florida
★★★★★

“The hosts take the time to clean. They even vacuum the couch after each guest. Communication was clear and prompt throughout our visit.”

Laurick · Airbnb · Annapolis
FAQs

Vacation rental management FAQs

Which areas do you manage?

We manage vacation rentals in Annapolis and the surrounding Anne Arundel County area, Ocean City, MD and the nearby Delaware beaches, and Central Florida, including Haines City, Davenport and the Southern Dunes golf community. We're now welcoming owners in Sarasota and Bradenton on Florida's Gulf Coast.

Not sure your home is in our area? Request a free analysis and we'll tell you honestly.

What does a vacation rental manager actually do?

We run the whole operation so you don't have to: listing setup and photos, pricing, guest messaging, cleaning and turnovers, maintenance, smart-lock access, reviews, accounting, and lodging tax and license compliance. You get a clear monthly statement and a team that keeps you informed.

How is pricing set for my home?

Rates are set with PriceLabs dynamic pricing and reviewed by revenue specialists at Pacer. Prices adjust for seasons, local events, day of the week and how far out a guest is booking, so your calendar isn't left at one flat rate.

How do I get paid, and how is my money protected?

Guest payments are held in a dedicated trust account, kept separate from our operating funds and reconciled through VRPlatform. Your owner funds are always accounted for and your account is always funded.

Each month you receive a professional owner statement showing every booking, fee and expense, along with your payout.

Who handles taxes, licenses and compliance?

We do, through our partner LodgeCompliance. They report and remit lodging and sales taxes and keep track of short-term rental licenses, registrations and renewals in each market, so your home stays compliant with local rules.

Do I need special insurance for a short-term rental?

Usually, yes. Standard homeowner policies often aren't written for short-term rental use. Our recommended carrier for owners is Proper Insurance, which specializes in vacation rentals.

Separately, The House Kee carries its own general liability and errors & omissions coverage through our partner Wister Insurance, so the company managing your home is insured too.

Can I still use my home myself?

Yes. It's your home. Tell us the dates you want and we'll block them on every booking channel. We'll also show you which weeks typically earn the most, so you can decide which to keep and which to rent.

How do we get started?

Start with a free earnings analysis. We'll build a projection for your home from real demand in your market, then set up a short discovery call to walk through the numbers and review pricing for your home. If it's a fit, our onboarding team handles setup from there.

See what your home could earn

Get a free projection built on real demand in your market. No obligation.

Get my free earnings analysis
Search

October 2026

  • M
  • T
  • W
  • T
  • F
  • S
  • S
  • 1
  • 2
  • 3
  • 4
  • 5
  • 6
  • 7
  • 8
  • 9
  • 10
  • 11
  • 12
  • 13
  • 14
  • 15
  • 16
  • 17
  • 18
  • 19
  • 20
  • 21
  • 22
  • 23
  • 24
  • 25
  • 26
  • 27
  • 28
  • 29
  • 30
  • 31

November 2026

  • M
  • T
  • W
  • T
  • F
  • S
  • S
  • 1
  • 2
  • 3
  • 4
  • 5
  • 6
  • 7
  • 8
  • 9
  • 10
  • 11
  • 12
  • 13
  • 14
  • 15
  • 16
  • 17
  • 18
  • 19
  • 20
  • 21
  • 22
  • 23
  • 24
  • 25
  • 26
  • 27
  • 28
  • 29
  • 30
0 Adults
Size
Amenities

Get Your Free Property Analysis

Complete the form below and one of our local property specialists will contact you with a free analysis of your property's rental potential.