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San Juan Island Holiday Rentals

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    Travellers to San Juan Island are booking June dates now. Secure your holiday rental today, and have the perfect trip.
    All 13 Rentals in San Juan Island
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    Wildflower Cottage Retreat1 / 12
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    HARO HAIKU - San Juan Island, West side, spectacular views!1 / 23
    (6)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    San Juan Island Samadhi House1 / 25
    (2)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Housekeeping Included
    • Wi-Fi
    • Central Heating
    • Patio
    • Washer
    • DVD Player
    • Ocean Views
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 July 2018
    We just returned from our daughter’s wedding on San Juan Island. She got married at Lime Kiln Lighthouse and the house was very close to that. I had read prior reviews about the...
    Reviewed 30 June 2015
    Samadhi house is on the quiet west side of San Juan Island, about a 20 minute drive from Friday Harbor, with beautiful vistas along the way. The gravel driveway is fairly steep...
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    About this property
    Get away from it all in this luxuriantly appointed, beautiful 4-bedroom home with spectacular water and territorial views. So quiet all you can hear is the swish of birds' wings. Samadhi House is perched atop Mt. Dallas, the highest point on San Juan Island in Washington state. It boasts...
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    Location Information
    Friday Harbor, San Juan Island 98250
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 12
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    I Am No Longer listed1 / 17
    (7)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Amenities & Details
    • Balcony
    • Hot Tub
    • Internet Access
    • Central Heating
    • Cable/satellite TV
    • Grill
    • DVD Player
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 July 2017
    We arrived at San Juan Island for our honeymoon and the trek getting to Sunny Knoll was very easy, just make sure you have a car with traction as mentioned b/c the road is...
    Reviewed 30 July 2012
    Our stay at Sunny Knoll was an awesome surprise. Liza welcomed us warmly and we had the most relaxing time that I can remember. The quiet solitude was most relaxing.  We had...
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    About this property
    If you are looking for a truly unique place on San Juan Island that is affordable, private, with an open view setting, beautiful furnishings, indoor and outdoor spaces, at an ideal location; you have found it! Escape the crowds and enter your own world, up a winding private drive through old...
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    Location Information
    Friday Harbor, San Juan Island 98250
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    San Juan Bay - Private Cabin in the Woods on Garrison Bay!1 / 25
    (7)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Wi-Fi
    • Washer
    • Grill
    • DVD Player
    • Cable/satellite TV
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 July 2018
    The house is an older house that has been remodeled. Some touches are a little funky but it was very comfortable. The master bedroom is very comfortable with a king bed. The...
    Reviewed 6 June 2018
    We booked to stay 3 nights, and wished we would of stayed the entire 8 days here!The deck and fire pit were wonderful for relaxing in the evenings. In the mornings we would all...
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    About this property
    San Juan Bay is 1700+sf and on over 1.5 acres that includes over 100 ft of waterfront. The cabin has a spacious living room and dining area with floor to ceiling windows taking in the waterviews and abundance of wildlife! The living room offers a 50’ flat screen television with satellite service....
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    Location Information
    Friday Harbor, San Juan Island 98250
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Westcott Woods - A San Juan Island Waterview Cabin1 / 36
    (19)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Grill
    • Porch
    • DVD Player
    • Parking
    • Shared Garden
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 April 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 5 July 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 Holiday Rental - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Converted Artist's Studio in Friday Harbor w/Views1 / 24
    (1)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 28 May 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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    Location Information
    Friday Harbor, San Juan Island 98250
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    San Juan Island Getaway:1 / 22
    (11)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Patio
    • Wi-Fi
    • Mountain Views
    • Parking
    • Porch
    • Outdoor Dining Area
    • Shared Garden
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 September 2013
    Ruth was extremely accommodating and very low key. This is in the country ( nice and private) on the west side of the island just a few minutes from Roche Harbor ( great place...
    Reviewed 2 September 2013
    Great getaway that's away from the hustle and bustle of Friday Harbor. The whale watching park is halfway between the home and Friday Harbor. It's a bit far from the town, but...
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    About this property
    Happy Sunny Days!Wake up to the singing of birds and not city noises. With either romance and/or relaxation in mind, rent this charming, clean one bedroom with bathroom located in a separate wing of my home accessible thru your own individual entrance. The hot tub located steps from your door,...
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    Location Information
    Friday Harbor, San Juan Island 98250
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2BR Waterfront Friday Harbor Home w/Bay Views!1 / 24
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Hot Tub
    • Wi-Fi
    • Washer
    • Waterfront
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 March 2018
    Service is key to any enjoyable vacation where we visit that is outside of our knowledge base. Questions arise at times about the property or amenities adjacent to property so...
    Reviewed 28 November 2017
    Location is close enough to Friday Harbor that we were able to drive to town to work out at the local gym every morning. The island is small so driving to great hiking spots...
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    About this property
    Have the ultimate Friday Harbor getaway by escaping to this gorgeous 2-bedroom, 2-bathroom waterfront vacation rental house that comfortably sleeps 4. Overlooking Griffin Bay and steps away from the beach, this house is the perfect home base for endless outdoor excitement, an abundance of wildlife...
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    Location Information
    Friday Harbor, San Juan Island 98250
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Private Studio Kitchenette on 10 acres, San Juan Island1 / 36
    (12)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Secure Parking
    • Cable/satellite TV
    • Outdoor Dining Area
    • Wi-Fi
    • Mountain Views
    • Patio
    • Porch
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 August 2018
    This is a lovely place: clean, well-appointed, perfect size for 1-2 people, very quiet and private, looks new. The small patio is shady most of the day, and the summer weather...
    Reviewed 20 June 2018
    This was such a perfect place to stay on our 3 night visit to San Juan Island. It is a small, studio-size room, with a kitchenette and full bath and large closet. We were...
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    About this property
    'Artists's Retreat', lovely and quiet on 10 acres with tall cedar trees, winding walks and charming gardens. Located next to a private professional Art Studio. Freshly redone, new bedding, and a full bath. Small, (the size of a nice hotel room) but complete, the kitchenette has everything you...
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    Location Information
    Friday Harbor, San Juan Island 98250
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    False Bay Waterfront Guesthouse1 / 41
    (2)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    Amenities & Details
    • Internet Access
    • Private Garden
    • Cable/satellite TV
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 November 2018
    We couldn’t have asked for a better experience in Friday Harbor. The house is absolutely stunning in every way. The property is great, the beach is amazing and the house has...
    Reviewed 18 September 2018
    Had a wonderful time staying at this beautiful cabin during my TDY assignment on the island last summer. The private and secluded cabin is lovely, surrounded by trees and has a...
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    About this property
    Waterfront guesthouse located on beautiful and serene False Bay. Custom Built home with Island charm, and water view. Adjacent to 400 acres of open space, this is truly a remarkable and rare spot on the island. 1 bedroom 1 bath sleeps 5, separate sunroom with 2 built in beds. Wifi, phone. Steps...
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    Location Information
    False Bay, San Juan Island 98250
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 5
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