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San Juan Islands Vacation Rentals and Beach Houses

San Juan Islands
Vacation Rentals and
Beach Houses

Enjoy spectacular waterfront and beachfront views from these San Juan Islands vacation rentals. Find a variety of homes on San Juan Island, Orcas Island and Lopez Island for your next getaway. Choose from luxury waterfront rentals and beach house rentals featuring a private beach, a hot tub or pet friendly lodging. Book direct and save! There are no service fees from our website. We connect you directly to a local vacation rental owner or property manager for booking to save up to 15% on listing site service fees. Relax in the beauty and tranquility of these Washington Islands where the laid back “island time” surrounds you and be rest assured in booking your vacation with a local expert. 

SAN JUAN ISLAND is the Island’s Hub where you find vacation home rentals perched along the coastline offering jaw dropping panoramic water views. Custom waterfront homes with acreage and waterfront rentals with beach access. To start your trip, your ferry will arrive in the beautiful Friday Harbor seaport offering a picturesque public marina. Specialty shopping, art galleries, cafes and restaurants overlooking the harbor are all within a couple blocks walking distance. Drive the scenic byway for stunning coastline views, visit beaches, farms, lighthouses and vineyards. Enjoy whale watching tours, kayaking, bicycling and hiking.

ORCAS ISLAND is the largest of the San Juan Islands offering luxury waterfront vacation rentals, homes and condos.This horseshoe shaped island is known for its charming villages full of art and culture, where you’ll find specialty restaurants and shopping. Take a drive, hike or bike to the islands highest point, Mount Constitution for spectacular views of mountain sea and sky. Visit the beautiful Moran State Park offering 38 miles of hiking trails. Enjoy swimming, biking and horseback riding. Rent a kayak and explore the islands shoreline views or experience the thrill of a whale watching tour.

LOPEZ ISLAND known as the "Friendly Island" from it's customary waving to passersby. Enjoy beautiful sandy shorelines, rolling hills, farm and pasture lands. Rent a luxury waterfront home or a cozy cabin in this picturesque community. Lopez Island is a popular destination for bicyclists. Come watch or take part in the annual event Tour De Lopez! Go shopping at the farmers market, take a hike at Spencer Spit State Park and discover a mile long sandy beach. Rent a bike or a kayak, enjoy summer concerts and festivals or visit the local winery.  

Discover your perfect vacation rental in the San Juan Islands! Access the Washington Islands by way of the Washington State Ferries.

  • 35 Rentals
Captain's Cottage - Romantic Retreat, Friday Harbor, Washington Vacation Rental
sleeps: 1-2
pets: No
bedrooms 1
bathrooms 1
Waterfront
Friday Harbor, WA
The Captain's Cottage enjoys a truly wonderful location on Davidson Head overlooking the Isthmus that connects it to San Juan Island and Roche Harbor Resort! From this location you can visit the Isthmus beach, a popular spot to relax and watch boats ...

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$229 - 279
Klahowya , Lopez Island, Washington Vacation Rental
sleeps: 1-4
pets: Yes
bedrooms 2
bathrooms 1
Waterfront
Lopez Island, WA
UPSCALE WATERFRONT VACATION RENTAL CABIN ON LOPEZ ISLAND Welcome to this charming, newly updated, waterfront cabin! This delightful Lopez Island home snuggles into a hillside covered with old-growth conifer trees and sculptural Madrona’s. ...

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Rocky Bay Retreat - Waterfront, Dock, Friday Harbor, Washington Vacation Rental
sleeps: 1-12
pets: No
bedrooms 5
bathrooms 3.5
Waterfront
Friday Harbor, WA
LARGE, SPACIOUS WATERFRONT HOME WITH 32 FOOT DOCK This spacious 4000 square foot residence is simply one of the best vacation homes on San Juan Island! With 5 bedrooms, 3.5 baths, 400 feet of waterfront, a 32 foot dock (seasonal and tide ...

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Aria da Capo - Waterfront, Private Beach, Lopez Island, Washington Vacation Rental
sleeps: 1-6
pets: No
bedrooms 2
bathrooms 2
Waterfront
Lopez Island, WA
LOPEZ ISLAND VACATION RENTAL, WEST-FACING WATERFRONT WITH BEAUTIFUL BEACH. This new Lopez Island vacation rental home is a gem. Recently built on medium bank waterfront, Aria da Capo looks west toward the sparkling sea and glorious sunsets. Just ...

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Point at Obstruction Pass , Olga, Washington Vacation Rental
sleeps: 1-10
pets: No
bedrooms 4
bathrooms 3.5
Waterfront
Olga, WA
STUNNING WATERFRONT HOME WITH PRIVATE BEACH This beautiful beachfront home is situated in its own private cove, offering incredible views of surrounding islands. Comfortable and spacious with 4 bedrooms, 3.5 bathrooms, and 2 kitchens, this home ...

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North Shore Reef - Waterfront, Beach, Pet Friendly, Eastsound, Washington Vacation Rental
sleeps: 1-12
pets: Yes
bedrooms 4
bathrooms 3.5
Waterfront
Eastsound, WA
BEST FAMILY VACATION HOME ON ORCAS ISLAND Looking for Orcas Island beachfront, spectacular views, 4+ bedrooms, 3+ baths, and a location within walking distance of town? Not many vacation homes meet this criteria, but North Shore Reef offers all ...

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Lighthouse on the Shore - Waterfront, Hot Tub, Orcas Island, Washington Vacation Rental
sleeps: 1-12
pets: Yes
bedrooms 4
bathrooms 4
Waterfront
Orcas Island, WA
Lighthouse on the Shore is a home that has been completely rebuilt literally from the ground up, with an entirely new chef's kitchen, all new bathrooms, new hardwood, tile, and luxury carpet flooring, new decor and every bit of furnishing brand new. ...

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Crescent Beach Cottage , Eastsound, Washington Vacation Rental
sleeps: 1-5
pets: No
bedrooms 2
bathrooms 2
Water View
Eastsound, WA
Just a short walk from the picturesque village of Eastsound and built by one of the best custom home builders on the island, the Crescent Beach Cottage is truly heaven on earth. Reclaimed beams from Wisconsin, French doors from Singapore, teak ...

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$199 - 299
Garden Retreat , Olga, Washington Vacation Rental
sleeps: 1-8
pets: No
bedrooms 3
bathrooms 3
Drive to Beach
Olga, WA
Garden Retreat is a very comfortable and well equipped home, located 3/4 mile from the laid back Doe Bay Resort that offers a variety of entertainment, an outstanding restaurant and also has a beautiful beach, salt water soaking tubs and sauna next ...

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Raven Rock - Waterfront, Sandy Beach Access, Lopez Island, Washington Vacation Rental
sleeps: 1-6
pets: No
bedrooms 3
bathrooms 2
Waterfront
Lopez Island, WA
RECENTLY BUILT WATERFRONT VACATION RENTAL ON LOPEZ ISLAND The owners of Raven Rock have completed the construction and furnishing of their dream vacation home on Lopez Island and it is now ready for your family to enjoy. You will find this lovely ...

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Lummi Island Beach Haven, Lummi Island, Washington Vacation Rental
sleeps: 1-11
pets: No
bedrooms 4
bathrooms 2.5
Waterfront
Lummi Island, WA
Spacious waterfront vacation rental facing Rosario Straits and Orcas Island in the San Juan Islands. This 4 bedroom + vacation rental home is spacious with all the amenities you need for a comfortable vacation. The first floor is hardwood with ...

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$249 - 339
Cedars by the Sea , Lopez Island, Washington Vacation Rental
sleeps: 1-6
pets: No
bedrooms 2
bathrooms 1.5
Waterfront
Lopez Island, WA
WATERFRONT VACATION RENTAL HOME ON LOPEZ ISLAND, BUOY AVAILABLE. Looking for the quintessential Island setting? You will find it in Cedars by the Sea. This lovely waterfront home offers a private beach, fenced grassy lawn, beautiful gardens, ...

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Neil Bay - Waterfront, Private Dock, Friday Harbor, Washington Vacation Rental
sleeps: 1-6
pets: No
bedrooms 3
bathrooms 2
Waterfront
Friday Harbor, WA
WATERFRONT VACATION RENTAL HOME ON SAN JUAN ISLAND NEAR ROCHE HARBOR WITH PRIVATE DOCK! This delightful vacation home near Roche Harbor offers all the essentials to make your vacation memorable - a waterfront exposure, superb location, ...

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Newhall House - Rosario Resort, Eastsound, Washington Vacation Rental
sleeps: 1-4
pets: Yes
bedrooms 2
bathrooms 1
Water View
Eastsound, WA
HISTORIC VACATION RENTAL HOME ON ORCAS ISLAND NEAR ROSARIO RESORT This charming vacation rental home is adjacent to Rosario Resort. As the bow-tie pond and docks at Cascade Harbor Marina are just across the road from Newhall House you might ...

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Blue Otter Penthouse , Eastsound, Washington Vacation Rental
sleeps: 1-6
pets: No
bedrooms 2
bathrooms 2
Water View
Eastsound, WA
As you enter the village of Eastsound, your Penthouse suite is located directly across from Eastsound Waterfront Park on Main Street. This park provides easy access to a wonderful sand beach and includes gracious grounds. With the Penthouse located ...

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Seaside - Hot Tub, Pet Friendly, Eastsound, Washington Vacation Rental
sleeps: 1-8
pets: Yes
bedrooms 3
bathrooms 3
Waterfront
Eastsound, WA
BEAUTIFUL & UPSCALE WATERFRONT HOME WITH FANTASTIC VIEWS & A GOURMET KITCHEN Picture phenomenal sunrises, five acres of lushly wooded hillsides and moss-covered slopes, a seasonal stream, the call of sea birds, and 300 feet of rocky shoreline. ...

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Marina View - Private Beach, Pet Friendly, Hot Tub, Deer Harbor, Washington Vacation Rental
sleeps: 1-3
pets: Yes
bedrooms 1
bathrooms 1
Waterfront
Deer Harbor, WA
WONDERFUL WATERFRONT GUEST HOME AT DEER HARBOR ON ORCAS ISLAND. HOT TUB & PET FRIENDLY AND PRIVATE BEACH! With spectacular views of Olympic Mountains and Deer Harbor marinas. This Orcas Island pet friendly vacation rental sits at the water's edge ...

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SeaWatch - Pet Friendly, Eastsound, Washington Vacation Rental
sleeps: 1-6
pets: Yes
bedrooms 3
bathrooms 3
Water View
Eastsound, WA
DOG FRIENDLY VACATION RENTAL HOME ON ORCAS ISLAND NEAR ROSARIO. The Seawatch vacation rental on Orcas Island offers magnificent water views and the attraction of a superb location near Rosario Resort. Their marina is just a short stroll from the ...

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Roche Harbor Heights  , Friday Harbor, Washington Vacation Rental
sleeps: 1-8
pets: No
bedrooms 3
bathrooms 2
Water View
Friday Harbor, WA
CASUAL VACATION RENTAL HOME ON SAN JUAN ISLAND NEAR ROCHE HARBOR It is all about location in this spacious, two level vacation rental home with views of Roche Harbor Resort and Marina. Just walk off the lower level deck onto a foot path by the ...

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North Beach Cottage - Walk to the Beach & Town, Eastsound, Washington Vacation Rental
sleeps: 1-6
pets: No
bedrooms 3
bathrooms 2
Walk to Beach
Eastsound, WA
ONLY TWO BLOCKS TO THE BEACH AND A SHORT WALK TO TOWN The cheerful cottage is the perfect base for a family vacation! It’s located in a pleasant neighborhood right in Eastsound, the primary community on the island. You will find everything the ...

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Seasonal Specials
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Keystone Vacation Rentals
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