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San Juan Islands Romantic Vacation Rentals

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    Travelers to San Juan Islands are booking June dates now. Secure your vacation rental today, and have the perfect trip.
    18 Matching Rentals in San Juan IslandsView all 211 rentals
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    New NW Contemporary with Hot Tub, Pool Table close to Rosario & Moran St. Park1 / 27
    (5)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Orcas Island- Water View- Dog Friendly- Rosario1 / 40
    (38)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Waterfront home w/beach access & great location for exploring north Island!1 / 26
    (1)Average
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Amenities & Details
    • Central Heating
    • Ocean Views
    • DVD Player
    • Washer
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    11 Sundown Lane 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. This rental also includes three comfortable bedrooms, offering...
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    Orcas, Orcas Island 98261
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Westcott Woods - A San Juan Island Waterview Cabin1 / 36
    (19)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
    • Porch
    • DVD Player
    • Parking
    • Shared Yard
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 30, 2015
    We stayed for 3 nights and were accompanied by our adult son. This cabin was perfect for our tastes and comfort. We were pleasantly surprised at how well equipped it was, from...
    Reviewed July 5, 2014
    Cabin is as described. Nice view of the harbor. Lots of windows so you feel like you are part of the woods. Plenty of room. Nice outdoor decks and seating areas. Kitchen...
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    About this property
    Westcott Woods A San Juan Island Waterview Vacation Rental. Find link to website under Manager Info on Flipkey.com A unique waterview retreat, Westcott Woods cabin is the perfect place to spend both an active and restorative break. Perfect for a small group of friends, one or two couples, a...
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    Location Information
    Friday Harbor, San Juan Island 98250
    Cabin - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Converted Artist's Studio in Friday Harbor w/Views1 / 24
    (2)Excellent
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Ocean Views
    • Wi-Fi
    • Central Heating
    • DVD Player
    • Patio
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 3, 2019
    We stayed at this property in mid—August. It was absolutely incredible and the best place I have ever had the pleasure of staying on vacation. The cabin was the perfect size...
    Reviewed May 27, 2017
    Amazing view, five minutes from town, perfect little private cabin! Clean, and highly recommended. I would definitely stay here again. Owners are very friendly!
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    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
    Elegant dual-master home near Cascade Lake and trails1 / 20
    (1)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Parking
    • Washer
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 7, 2019
    What a wonderful family vacation home. Exceptional. Inviting. Relaxing. Single story living with an inviting great room and deck as well as a kitchen stocked to cook any...
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    About this property
    ** Couple's Discount Jan-Mar! Don't wait for Valentine's Day to book your romantic weekend (or week). From January 2 to March 31 we have a discounted rate of only $175/night (up to 6 nights) for a booking of 2 people, plus a discounted cleaning fee of only $149. Note that at this rate access to...
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    Location Information
    Orcas Island, San Juan Islands 98245
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    The Edenwild Boutique Inn King Suite1 / 14
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Porch
    • Parking
    • Ocean Views
    • Private Yard
    • Wi-Fi
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 6, 2018
    I couldn't find much available on Lopez Island during the very busy time we went so we got lucky to land here. Super clean room, very comfortable king bed, lovely facility...
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    About this property
    Begin your San Juan Island journey at The Edenwild Boutique Inn on Lopez Island, WA. We offer 8 spacious and unique rooms, many featuring views, fireplaces and antique soaking tubs. We also offer a garden cottage for your special romantic getaway. Wireless internet is available for guests as well...
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    Location Information
    Lopez Island, San Juan Islands 98261
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 3
    4 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    First, some Fishing News! Book a fabulous vacation with us and we can hook you up with our premier fishing guide who has a brand-new boat that can accommodate large groups. He tells us that King Salmon will be running in record-breaking numbers now through April, and Pink Salmon will be running...
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    Location Information
    Friday Harbor, San Juan Island 98250
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 14
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Private Yard
    • Wi-Fi
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This thoughtfully crafted, spacious modern home is perfect for a family or a group of two or three couples. It is located on the waterfront and has a lovely view of Buoy Bay and direct access to its own private beach. The Madrona is located on two wooded acres. It is a three bedroom, three and a...
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    Olga, Orcas Island 98279
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Private Yard
    • Parking
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Plum Tree House is a welcoming Cape Cod style home. It has three bedrooms, three baths (a total of about 2000 square feet), and access to our private beach. The cottage is furnished with comfort in mind. The downstairs has a full kitchen, a large living/dining room with hardwood floors and a gas...
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    Olga, Orcas Island 98279
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 7
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Parking
    • Private Yard
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Beach House is a lovely two bedroom, two bath (2000 square foot) farmhouse style waterfront home. Its wood & beamed ceilings and hardwood floors give it a warm comfortable feeling. The thirty-foot-long all glass sun room highlights the dramatic view of Rosario Strait, Mt. Baker and the nearby...
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    Olga, Orcas Island 98279
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Private Yard
    • Cable/satellite TV
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Mount Baker Suite is located on a dramatic hilltop view site adjoining the main house. It has a private entrance and access to our private beach down a hillside path. The suite is about 1,000 square feet and has a large deck with a lovely view of the orchard as well as a stunning view of the...
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    Olga, Orcas Island 98279
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    • Private Yard
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Wisteria Cottage is located on an acre of land with a small orchard near the heart of Eastsound Village. It is ideally suited to those who are looking for a centrally located place to stay on Orcas Island that is within easy walking distance of the shops, restaurants, theatre and public beaches...
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    Location Information
    Eastsound, Orcas Island 98245
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Cable/satellite TV
    • Private Yard
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bayside Cottage is an old island waterfront home, great for couples or small families. It has spectacular view of the water and Mt. Baker and easy access to our private beach. There is a full kitchen and one bedroom with an antique style queen size bed and a full bath. In addition there is a...
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    Olga, Orcas Island 98279
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 3
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Private Yard
    • Wi-Fi
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Lummi Cottage has a wonderful view of the water and mountains and access to our private beach. It has a full kitchen, full bath and built in queen size European style alcove box bed. It has a covered porch, high ceilings with a ceiling fan, wood stove, hardwood floors and a Mission style oak...
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    Olga, Orcas Island 98279
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Parking
    • Private Yard
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Cypress Cottage has a wonderful view of the water and mountains and access to our private beach. It has a full kitchen, full bath and built in queen size European style alcove box bed. It has a covered porch, high ceilings with a ceiling fan, wood stove, hardwood floors and comfortable...
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    Location Information
    Olga, Orcas Island 98279
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Grill
    • Wi-Fi
    • Parking
    • Hot Tub
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Location Information
    Eastsound, Orcas Island 98245
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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