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Holiday Homes in San Juan Islands

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    Travellers to San Juan Islands are booking June dates now. Secure your holiday rental today, and have the perfect trip.
    All 84 Rentals in San Juan Islands
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    False Bay Waterfront Guesthouse1 / 36
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy views of the Puget Sound from this state of the art home. Located right on the water you can water and distant mountains views. Take in the wonderful sunsets from your private patio complete with a private hot tub, grill, and firepit! What's nearby: Situated on the north end of Orcas...
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    Eastsound, Orcas Island 98245
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Kingfish Inn -- Orcas Island Suites with Waterviews1 / 9
    (108)Very good
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    At the junction of two designated scenic byways, our Kingfish Inn is a treasured Orcas Island secret. It is just steps away from the sparkling waters of West Sound and a leisurely stroll from the bucolic Verdant farmlands of Crow Valley. Our alluring heritage inn started in a historic 1902...
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    Orcas, Orcas Island 98245
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    This dog-friendly Lopez Island home looks directly out on Lopez Sound, and has great views of the Sound, both from inside and out on the deck. It's right next door to a boat launch for exploring Hunter Bay What's nearby: Fishing awaits at the Hunter Bay County Fishing Pier down the road. The...
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    Lopez Island, San Juan Islands 98261
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Cozy & quiet cabin w/ natural beauty close to all the sights of southern Lopez!1 / 43
    (1)Average
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    There are few places better for a restful, no-worries retreat than Washington's Lopez Island, and this cabin provides the perfect home base as you explore the sleepiest of the San Juans. Great for kayakers and boaters, it's just a 10-minute walk to the Hunter Bay Public Boat Launch and Beach....
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    Lopez Island, San Juan Islands 98261
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    About this property
    Small families or a pair of couples will find plenty to love at this waterfront home. It comes complete with a walkway down to a pebbly beach, great outdoor space under shady trees, and a front deck for barbecues or taking in a majestic sunrise Islands views. What's nearby: Nestled near the...
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    Orcas, Orcas Island 98261
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Take a tranquil vacation in the San Juan Islands with this spacious and gorgeously designed home. Featuring a huge, west-facing deck and an impressive wall of floor-to-ceiling windows that gaze out to the sound, this exquisite rental surrounds you with the spectacular beauty of the Pacific...
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    Eastsound, Orcas Island 98245
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Studio, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    Lovingly appointed bedroom with attached private bathroom near Eastsound. Queen Sized bed, nightstands, chest of drawers, small sitting area. 42' TV with lots of channel options. Private full bathroom with any essentials you may have forgotten to bring! :) Nestled on the side of Buck Mountain in...
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    Eastsound, Orcas Island 98245
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Washer
    • Central Heating
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    • Ocean Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Conveniently located, 10 minute walk to the village of Eastsound and 5 minutes walk to the beach at Waterfront Park, charming Huckleberry House is comfortably equipped to be your Orcas Island home away from home! From a south-facing slope, we overlook the bay beautifully filtered by mature native...
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    Eastsound, Orcas Island 98245
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Patio
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you're dreaming of a relaxing, waterfront vacation home in the San Juan Islands, this rental house on Lopez Island might be perfect for you! It features a private sauna, deck overlooking Mackaye Harbor, a large yard with a fire pit, and the sandy shores of the harbor, which are just 50 feet away...
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    Lopez Island, San Juan Islands 98261
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    Forest House on Orcas......Enchantment & Wonder1 / 19
    (58)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Washer
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    About this property
    Welcome to Forest House on Orcas ...formerly known as ' Hobbit House' *****AVAILABLE in Summer.....Last minute booking.....AUGUST 29,30 (must email to request this 2 day) REDUCED rate...$250 a night for 2 people for these 2 nights.... HALLOWEEN.....Oct 29,30,31,1 still available.....we have a...
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    Eastsound, Orcas Island 98245
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Converted Artist's Studio in Friday Harbor w/Views1 / 24
    (1)Excellent
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Your perfect romantic getaway awaits at 'Madrona Cove Cottage,' an eclectic vacation rental cottage in Friday Harbor. As soon as you arrive on the island, you'll be surrounded by the natural splendor of the Pacific Northwest and be greeted by this unique abode. Located on the serene San Juan...
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    Friday Harbor, San Juan Island 98250
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Washer
    • Mountain Views
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    Pet friendly
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    Smoking allowed
    About this property
    Located in the breathaking beauty of the San Juan Islands, this comfortable Lopez Island beach cabin is your new favorite home-away-from-home. The cabin sits right on Agate Beach, just nine miles south of Lopez Village. The market, library, and charming cafes and eateries are just a quick drive...
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    Lopez Island, San Juan Islands 98261
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    5 Bedrooms, 3 Bathrooms, Sleeps 17 Quick View
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    About this property
    A beautiful, sandy beach is right outside your door at this Lopez Island family home, a spacious waterfront retreat with a shaded porch, its very own pickleball court and outdoor crab-cooking station, and a gorgeous position directly on the shores of Shoal Bay! What's nearby: You'll find this home...
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    Orcas, Orcas Island 98261
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 17
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
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    • Mountain Views
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Prepare to enjoy the peace and serenity of this island retreat, and the amazing views of the Haro Strait, the Strait of Juan de Fuca, the Olympics and Victoria. Our spacious home is a comfortable 2000 square foot rambler, situated on four rolling acres overlooking the Haro Strait. Relax outside on...
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    Lime Kiln, San Juan Island 98250
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • DVD Player
    • Grill
    • Terrace
    • Housekeeping Included
    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We have a 4-bedroom, 4-bath guest house on our 80-acre farm in the heart of Eastsound on Orcas Island. Property includes a working train on a 2-mile track, two train stations, basketball court, a petting farm with donkeys, goats and chickens, fully stocked Lobby with popcorn machine, games, ooks,...
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    Eastsound, Orcas Island 98245
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
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    Pet friendly
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    Smoking allowed
    About this property
    Grab your family or friends (four guests maximum) and head to this quiet secluded retreat just a quarter mile from Spencer Spit State Park. With a convenient location and plenty of space for four guests, the Meadowwood Cottage is the perfect home away from home! Nestled in the woods and just...
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    Lopez Island, San Juan Islands 98261
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Private Garden
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    Pet friendly
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    Smoking allowed
    About this property
    This welcoming upstairs barn apartment has a pastoral view and access to our private beach. It is great for a couple or a small family. It has one bedroom with a queen bed, a spacious living room plus a small dining area and full kitchen. The Barn Loft is located on our 10 acre waterfront property...
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    Olga, Orcas Island 98279
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Travel back to a simpler time when you escape to this Lopez Island farmhouse, a quaint, rustic classic home with a shaded front porch, sweeping views of the surrounding countryside, and a wonderful location close to restaurants, shops, and markets in town! What's nearby: This vintage farmhouse is...
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    Orcas, Orcas Island 98261
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Immerse yourself in the natural sanctuary of this Lopez Island property, a cozy home and guest studio with a private garden patio and picnic area, views that reach Mt. Baker and Lopez Sound, and a lovely location within a short drive of restaurants, trails, and the ferry! What's nearby: This...
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    Friday Harbor, San Juan Island 98261
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Washer
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    • Mountain Views
    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bring all your family and friends to this peaceful and brand new retreat on the San Juan Islands! This Orcas Island home features stunning water views from almost every room, a great location by the beach, and plenty of extra amenities to keep you entertained and comfortable. This home lies at the...
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    Eastsound, Orcas Island 98245
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    About this property
    Let your troubles slip away with a stay in this peaceful cabin. Enjoy modern comforts and entertainment, a location that balances privacy and convenience, and the best sunset in the San Juans. What's nearby: The pebbly shores of Otis Perkins beach are only a brisk walk from the cabin, with summer...
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    Friday Harbor, San Juan Island 98261
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
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    About this property
    This spacious home on northern Lopez is perfect for families or a pair of couples. You'll have ocean views right from the front lawn and deck, along with plenty of room for barbecues and a cozy living area back inside. What's nearby: Lopez Village is just over a mile down the road, putting you...
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    Orcas, Orcas Island 98261
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ideal for two small families or one big one, this home has everything you need for your next group getaway to Lopez Island. It comes complete with gorgeous sunsets, multiple front decks, and a spacious master suite with breathtaking ocean views. What's nearby: Everyone will be tucked away by the...
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    Friday Harbor, San Juan Island 98261
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    Quaint, seaside Friday Harbor is the best place to observe the Orca whale migrations. Our lively town is accessible only by sea or by air, getting there is half the fun. Enjoy your stay here at the high quality and cozy Captain's Quarters. A modern vacation condominium rental, it is within...
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    Friday Harbor, San Juan Island 98250
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Washer
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    Pet friendly
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    Smoking allowed
    About this property
    Upgrade your Washington getaway when you stay at this custom built 2-bedroom, 3-bathroom vacation rental home in Eastsound. Offering over 2,200 square feet of gorgeous living space, this modern, yet rustic home can accommodate 9 guests. Perfect for families, friends, or couples traveling together,...
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    Eastsound, Orcas Island 981245
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 9
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Pet friendly
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    About this property
    This spacious and modern home has everything you need for a getaway with family or friends. Enjoy immediate access to the water, plenty of outdoor space out on the deck, and a stylish open-concept layout back inside. What's nearby: You'll be right down the road from the Southend General Store &...
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    False Bay, San Juan Island 98261
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Internet Access
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    Pet friendly
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    Smoking allowed
    About this property
    All you'll need is your own two feet to enjoy the beauty of this Lopez Island condo, a custom-designed Washington retreat with beautiful views of Fisherman Bay, a private patio with a gas grill, and an unbeatable in-town location within walking distance of beaches, shops, restaurants, and cafes!...
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    Friday Harbor, San Juan Island 98261
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Terrace
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    • Ocean Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Discover the unparalleled beauty and charming allure of the San Juan Islands from this 2-bedroom plus loft 2.5-bathroom Lopez Island vacation rental house. This unbelievable property boasts over 3,000 square feet of living space, sleeping accommodations for 12, a private outdoor space and...
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    Lopez Island, San Juan Islands 98261
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 12
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    About this property
    Find rest and relaxation among the beauties of Lopez Island at this spacious condo, a lofty retreat with a private deck and gas grill, sweeping views of the surrounding nature preserve and Salish Sea, and a wonderful location within walking distance of trails, restaurants, and cafes! What's...
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    Friday Harbor, San Juan Island 98261
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Mountain Views
    • Internet Access
    • Hot Tub
    • Parking
    • Patio
    • Grill
    • Waterfront
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Show your family and friends an unforgettable vacation with this lovely Lopez Island home. Nice and peaceful - but still near some of the isle's best attractions - you're sure to enjoy yourself during your stay! This home for eight is just minutes from the ferry landing on the heavily forested...
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    Orcas, Orcas Island 98261
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    About this property
    Eastsound, Washington is a seaside paradise! Locally known as 'emerald-isle', this quaint town offers an endless supply of outdoor activity along stunning shorelines and lush green mountains. Experience the magic of Orcas Island by staying at this spectacular Eastsound vacation rental home! This...
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    Eastsound, Orcas Island 98245
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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