The Island Lifestyle
Specialists in Long Term Residential Rentals on San Juan Islands in Washington State
WINDerMERE PROPERTY MANAGEMENT
We are Windermere Property Management, the county's largest, legacy property management company, serving the region for over three decades! We specialize in long-term, annual rentals on the Islands including Lopez Island, Orcas Island, and Friday Harbor. We connect qualified tenants with a wide selection of condos, studio apartments, waterfront homes, and homes on large properties. Many of our properties are upscale and luxury living spaces, and each is well maintained.
For investment property owners, we protect your island investment and minimize your hassles. From tenant acquisition services to maintenance, rent collection, and tenant relations, we do it all! We keep our owner clients connected through a secure owner portal, detailing property-related transactions.
About Rentals in the San Juan Islands
Windermere focuses on long term rentals in the San Juan Islands. Vacation rentals are transient, short term rentals for a few days to a few weeks, whereas long term rentals are a year at a time.
ABOUT THE SAN JUAN ISLANDS
As soon as you step off the Washington State Ferry, you’ll feel the lovely, slower pace of island time. Life on the San Juan Islands is vibrant when you like it, laid back when needed. Explore all the cozy stores, boutiques, and restaurants as well as beaches the island has to offer. There's a historical theater, Yoga classes, festivals, and a farmers' market.
San Juan Island, with its lush farm valleys, rugged coastlines, breathtaking beaches and Madrona forested hills, sits in the Olympic Rain Shadow and enjoys over 247 days of sun per year making the climate a gardener’s dream and perfect for an active, outdoor lifestyle. Enjoy two National Historic Parks, a county park and some of the the best whale watching from land in the entire world! Arrive by plane or ferry and rejuvenate on the magical San Juan Islands.
Whether you are a history buff volunteering at the National Historic Parks, a whale lover educating boaters, a volunteer at the animal shelter or wildlife rehabilitation center, there are a multitude of rewarding opportunities to be part of the island community.
What will you do with your island time?
GENERAL QUESTIONS
Hi there! Have some questions about our company? Find the answers below.
TENANTS
YOUR ONLINE PORTAL
PAY RENT
Securely pay rent online from anywhere. Set up automatic payments so you always pay on time.
MAINTENANCE REQUESTS
Quickly submit maintenance requests that go directly to our maintenance queue.
OWNERS
BACKED BY INNOVATIVE TECHNOLOGY
SIMPLIFIED & SECURED PAYMENTS
Make and receive payments from the mobile-friendly Online Portal. Directly send funds for owner contributions, including emergency maintenance repairs, renovations, or reserves via eCheck or Debit Card.
ENHANCED COMMUNICATION
Stay connected and informed with built-in messaging, notifications, and emailing tools, all with fully mobile functionality to simplify collaboration.
24/7 ACCESS & PROPERTY INSIGHTS
Get on-demand access to financial statements, monthly summaries, year-end tax statements, and important documents from anywhere using our robust mobile capabilities.
SERVICES YOU CAN TRUST
REPORTING
Property Performance Reports to keep you in the loop on your investment.
