Vacation Rentals by Owner

San Juan Islands Vacation Rentals Show this location only Back to top

•   Spectacular Oceanfront Secluded Estate in Friday Harbor 3BR/2.5BA – Sleeps 6 – Friday Harbor #104355
  5
  $500 - $600 per night 3-5 night min stay

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•   Timber Lodge Log Home with Views, Tipi, Hot Tub & Theater Room 5BR+/3.5BA – Sleeps 10 – Eastsound #44735
  60
  $100/nt - 600/nt

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•   Private Ocean-Front House with City, Ocean & Mountain Views 3BR/0BA – Sleeps 6 – Lummi Island #154250
  42
  From $165/nt

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•   Timber Lodge a Northwest Log Home with Tipi , Hot Tub and Home Theater Room 5BR+/3.5+BA – Sleeps 10 – Rosario #147781ha
  62
  $100 - $400 per night

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•   Headland House **Two Homes**Panoramic Views**Beach Access 5BR+/3.5BA – Sleeps 10 – Deer Harbor #166452
  20
  $148- $600/nt

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•   Eastsound Suites Condos - #1 Ranking on Trip Advisor 3BR+/2.5BA – Sleeps 10 – Eastsound #71128
  4
  $195 per night 2 night min stay

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•   Waterfront, Outstanding Panoramic Views, Quiet Wooded Acreage 1BR+/1BA – Sleeps 4 – Eastsound #300103
  16
  $108 - $175 per night

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•   Cedar Field Vacation House on Orcas Island - Clean, Comfortable 5BR+/3BA – Sleeps 10-14 – Eastsound #172982
  59
  $150 - $425 per night 1-2 night min stay

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•   Private Beach Home at Water's Edge--Enjoy! 3BR+/2.5BA – Sleeps 6-8 – Lummi Island #116655
  24
  $140-$245 wk or $190-$290 nightly rate

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•   Orcas Oasis - Marine Views Private Setting with Jacuzzi & Pool 6BR+/4BA – Sleeps 12-15 – Orcas #356483
  39
  $125/night to $722/night

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•   Beautiful Waterfront Home - Sleeps up to 10 3BR+/4BA – Sleeps 6-10 – Friday Harbor #292426
  39
  $12000 per month 30 night min stay

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•   Orcas-Beautiful Modern Home- Water View- Privacy- Dog Friendly 2BR+/2BA – Sleeps 4-6 – Rosario #168314
  22
  From $199/night

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•   Island Family Place- $50 Off Ntly Bookings Made After April2013-Sept.2013 4BR/2BA – Sleeps 10 – Friday Harbor #235880
  46
  $440 per night 3 night min stay

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•   Charming Waterfront Cottage 3BR/1.5BA – Sleeps 6 – Eastsound #442662
  2
  $250 - $300 per night 2-3 night min stay

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• Special offer Get 2 nights free Oct 1, 2013 to Nov 15, 2013
    Luxurious Colonial Style Newer Home, Sports Court..Wow 6BR/5.5BA – Sleeps 9 – Eastsound #410516
  20
  $150 - $400 per night

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•   Wonderful Views - Great Location - Beautiful Home! 4BR+/2BA – Sleeps 8-10 – Lopez Island #307733
  20
  $329-$429/nt - $1950-$2650/wk

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•   Waterfront Luxury Cabin with Hot Tub 4BR+/3.5BA – Sleeps 10 – Eastsound #286594
  26
  $1990/wk

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•   Lopez Island Hunter Bay Waterfront Home - Open This Weekend! 3BR/2BA – Sleeps 8 – Lopez Island #436121
  0
  $150 - $450 per night

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•   Log Home on Lopez-Spencer Spit - Watch the Boats Go by! 3BR/2BA – Sleeps 8 – Lopez Island #455039
  0
  $175 - $425 per night

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•   The Cedar Field House 5BR/3BA – Sleeps 14 – West Sound #461962
  0
  $150 - $495 per night

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•   Spectacular Property Surrounded by Water 3BR+/3BA – Sleeps 6-8 – Roche Harbor #450413
  3
  $250/nt - $9000/mo

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•   MacKaye Harbor Tree House - Open This Weekend! Save 25% 3BR/2BA – Sleeps 6 – Lopez Island #467247
  0
  $150 - $450 per night

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•   Spectacular! West Side View of Ocean, Olympics & Vancouver Island 2BR+/2BA – Sleeps 4-6 – Friday Harbor #103879
  24
  $335 - $399 per night 3 night min stay

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•   Great Spring Rates! Town Location! Dog & Kid Friendly 1BR+/1BA – Sleeps 2-6 – Friday Harbor #90188
  22
  $129 to $229

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•   Be Famous for Your Italian Cooking! Private Beach Waterfront Home 3BR+/2BA – Sleeps 9 – Friday Harbor #364637
  41
  $249 - $395 per night 2-3 night min stay

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•   Waterfront Two Bedroom Home W/Office, Wooded and Secluded 2BR+/2BA – Sleeps 4-5 – Eastsound #54151
  6
  $235 - $335 per night 2-4 night min stay

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•   Utter Seclusion on 600 Feet of Waterfront 1BR+/1BA – Sleeps 6 – Friday Harbor #239267
  16
  $195-$295/nt - $1365-$2065/wk

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•   Walk to Beach & Town Convenience, 5 Bdrm Farmhouse Sleeps 15 5BR+/3.5BA – Sleeps 13-15 – Eastsound #167132
  13
  $399 - $450/nt - $1500 - $2500/wk

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•   'Dancing Deer' June/July Openings with Discount. View, Nr Rosario & Moran Pk 3BR/3BA – Sleeps 6-8 – Rosario #43760
  12
  $175-$350/nt - $1150-$2275/wk

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•   Beautiful West Side Home! Gorgeous Sunsets! Summer Dates Available 2BR/2BA – Sleeps 4 – Friday Harbor #297636
  17
  2210.00/wk High season 1810.00/wk Low

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•   Take the Long View of Cascades Mountains & Ocean / Delongview 2BR/2BA – Sleeps 4-6 – Eastsound #188426
  57
  $159- 259.nt($1100- $1750 weekly)

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•   Rose Mountain Lodge Waterview up to 12 Open 7/14 Week 4BR+/3BA – Sleeps 12 – Friday Harbor #205934
  13
  $300-$465/nt - $1800-$2850/wk

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•   Lopez Island Vacation Rental Getaway 3BR+/3BA – Sleeps 11-15 – Lopez Island #173041
  20
  $275-$450/nt - $1475-$2600/wk

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•   Luxury Vacation Condo in the Heart of Friday Harbor 2BR+/1BA – Sleeps 6 – Friday Harbor #173693
  34
  $135- $235/night. Weekly rates available.

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•   Private View Home Near Moran State Park 3BR+/2.5BA – Sleeps 9 – Rosario #426925
  7
  $250 - $325 per night 2-4 night min stay

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•   Waterfront Home on Lopez Island 3BR+/3BA – Sleeps 6 – Lopez Island #40488
  9
  $1700/wk

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•   New 3BR Craftsman with Gorgeous Ocean Views! 3BR/2BA – Sleeps 6-8 – Eastsound #358671
  9
  $249 - $379 per night 1 night min stay

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•   Orcas Island Stunner Oceanfront with Second Living Space! 4BR+/3BA – Sleeps 8-12 – Eastsound #178974
  5
  $570/nt - $3990/wk

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•   Serenity Pond-Romantic Log Home W/Spacious Lawn, Gardens & Pond View 2BR/1.5BA – Sleeps 4 – Friday Harbor #134713
  22
  $180- $245/nt taxes apply

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•   New Cabins on 22 Acre Farm with Views of Eastsound Bay 2BR+/2BA – Sleeps 7 – Eastsound #60952
  3
  $185-$285/nt - $1200-$1400/wk

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•   Spacious New Water View Home W/Gourmet Kitchen 4BR+/2.5BA – Sleeps 9 – Friday Harbor #292298
  0
  $250 - $360 per night 2-3 night min stay

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•   Spacious, Beautiful, Orcas Island Waterfront - Perfect for Your Family 5BR/4.5BA – Sleeps 12 – Eastsound #407699
  13
  $450- $675 Night, Weekly Discount

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•   Stunning House on Waterfront Point 4BR+/3BA – Sleeps 6 – Rosario #390530
  3
  $500 - $1100 per night 2-4 night min stay

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•   The Round House, Beautiful Waterfront Home 2BR+/2BA – Sleeps 4-6 – Friday Harbor #300439
  12
  $300 - $400 per night 2 night min stay

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•   Luxurious San Juan Island Home with Access to Lake Margo 3BR+/2BA – Sleeps 6-8 – Friday Harbor #197700
  5
  $250- $395/nt

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•   New & Dramatic Waterfront with View, Hot Tub, Pool Table, Gourmet 4BR/3.5BA – Sleeps 8-12 – Friday Harbor #457636
  15
  $775 Nightly, Weekly Discount

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•   Gorgeous Waterfront, Impeccable Interiors, Private Beach, Just Superb! 4BR/3.5BA – Sleeps 8-10 – Friday Harbor #457635
  9
  $675- $850 Night, Weekly Discount

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•   Spectacular Lopez Island Waterfront Residence on Five Acres 3BR/3BA – Sleeps 8 – Lopez Island #342891
  9
  $2,500 - $2,950 wkly

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•   Amenity-Packed Waterfront Island Retreat 4BR+/3BA – Sleeps 10-12 – Lopez Island #380148
  11
  $575 per night 2 night min stay

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•   Beautiful Beachfront Home with Panoramic Views of Puget Sound 3BR+/3BA – Sleeps 6-8 – Lummi Island #328087
  35
  215.00---- 325.00 / night US Dollars/Checks

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•   'the Windward Studio' at Seastar Lofts on the Waterfront! 1BR+/1BA – Sleeps 4 – Eastsound #420673
  6
  $165 - $235 per night 2 night min stay

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•   Boutique Oceanfront Beach House . Landscaped Grounds . Hot Tub 3BR/3BA – Sleeps 6-7 – Lummi Island #306761
  59
  $275- $425/nt

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•   The 'Captain's Suite' at Sea Star Lofts -- on the Waterfront! 1BR+/1BA – Sleeps 2-4 – Eastsound #418375
  6
  $185-$265 nt - 10% multi night discount

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•   Grand Contemporary Peninsula Waterfront on Expansive Flat Lot 4BR+/2.5BA – Sleeps 14 – Lopez Island #298823
  6
  From $1750 - $2950/wk

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•   7250 Sq Ft Home, 2000' Private Waterfront, Dock, Exceptional! 5BR/4.5BA – Sleeps 10-14 – Orcas #407698
  4
  $1000- $1295 Night, Week Discount

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•   Extraodinary Lodging Sleeps 8 on 1st Fairway. 3BR+/3BA – Sleeps 8 – Friday Harbor #282821
  18
  $250-$350/nt - $1500-$2250/wk

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•   Amazing Waterfront - 10 Acre, 2 Home Estate - Next to Roche 7BR+/4BA – Sleeps 18-21 – Friday Harbor #221341
  0
  From $2,800/wk

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•   Treehouse, Eagles, Hummingbirds, a Short Walk from the Ferry 2BR/1BA – Sleeps 4 – Lopez Island #362427
  37
  $195-$250/nt; $995- $1450/wk- seasonal

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•   Spectacular View Cottages 3BR+/2BA – Sleeps 6-8 – Olga #80979
  1
  From $800/wk

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•   Only Unique Waterfront in Friday Harbor 5BR+/3BA – Sleeps 10-14 – Friday Harbor #310901
  13
  $250- $475/nt

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•   Water Front Condo Overlooking Roche Harbor, Beautiful View!! 2BR+/2BA – Sleeps 4-6 – Roche Harbor #280149
  12
  $350.00/nt

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•   Beach House with 200 Ft of Zero Bank Ocean Frontage on 1.5 Acs 4BR/2BA – Sleeps 8 – Lummi Island #353054
  22
  $325 per night 3 night min stay

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•   Elegant Country Estate in the Beautiful San Juan Islands 2BR+/2BA – Sleeps 4-8 – Lopez Island #285899
  0
  $4750- $6750/wk

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•   Magnificent View Property 2BR+/1BA – Sleeps 4-5 – Olga #283362
  17
  $160- $230/nt

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•   Amazing Historic Waterfront Farm House No Bank Walk to Roche 3BR/2BA – Sleeps 6-8 – Roche Harbor #174850
  0
  From $395/nt - $2400/wk

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•   Waterfront Cape Cod on 5 Acre Estate -Walk to Roche Harbor 4BR/2BA – Sleeps 10-12 – Roche Harbor #402054
  0
  $2,500 to $8,000/wk

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•   Rhubarb Guest House: Hot Tub with a View Studio/1BA – Sleeps 2-3 – Friday Harbor #287850
  13
  $105 - $165 per night 2 night min stay

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•   Spectacular San Juan Island Waterfront Whale Watch Vacation Home 2BR+/2BA – Sleeps 6 – Friday Harbor #362673
  4
  From $400 to $500/nt $2550 to $3250/wk

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•   Exquisite Orcas Island Custom Home with Private Beach! 3BR/3.5BA – Sleeps 8-9 – Olga #457657
  0
  $450- $675 Night, Weekly Discount

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•   Peaceful, Beautiful and Upscale 3BR+/2BA – Sleeps 6-8 – West Sound #470025
  0
  $1985.00 per week

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•   Waterfront Home with Private Dock 5BR/4BA – Sleeps 12 – Roche Harbor #434384
  4
  $445 - $695 per night 2 night min stay

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•   Panoramic View, Private, Low Bank Waterfront Home 2BR+/2BA – Sleeps 6 – Lopez Island #452225
  2
  $325 - $400 per night 2-5 night min stay

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•   San Juan Island Ocean View & Olympic Mtns Panorama with Spa & Canoe 2BR/2BA – Sleeps 4 – Friday Harbor #355071
  2
  $255 - $300 per night 2-3 night min stay

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•   Family-Friendly, Pet-Friendly 4 Bedroom Sleeps 10-12 4BR+/2BA – Sleeps 12 – Friday Harbor #289070ha
  0
  $300 - $350 per night 2-3 night min stay

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•   Cottage Home with Private Dock 2BR/1BA – Sleeps 6 – Roche Harbor #442869
  2
  $300 per night 2 night min stay

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•   Water View Condo, Eastsound Village, Orcas Island 2BR/1BA – Sleeps 4 – Eastsound #412946
  0
  $109- $249/nt

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•   Doe Bay Cottages: Walk on the Quiet Side 4BR+/2BA – Sleeps 8-10 – Doe Bay #422283
  0
  $360/night, $2160/week US

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•   Family Beach House with Beautiful Views, Huge Yard, Mooring Buoy, and Kayaking 2BR+/2BA – Sleeps 6-8 – Lummi Island #476165
  0
  $155 - $245 per night 2-3 night min stay

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•   Comfy Waterfront Rambler Perfect for Young Families 2BR/1BA – Sleeps 4-6 – Eastsound #362680
  1
  $139-$279/nt - $689- $1763/wk

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•   Comfy 2 Bedroom Waterfront Home - Family Friendly! 2BR/1.75BA – Sleeps 7-8 – Eastsound #362916
  0
  $179-$299/nt - $953- $1843/wk

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•   Home in Prestigious Roche Harbor. Walk to Beach or Harbor. 3BR+/2BA – Sleeps 6-8 – Friday Harbor #342141
  0
  $250- $295/nt

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•   'the Homestead' on Eastsound's Waterfront! 4BR/2BA – Sleeps 8-10 – Eastsound #364151
  15
  $275-$425/nt - 10% multi night discount

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•   Fantastic Water View: Pool, Beach, Marina, Cafe, Hiking Trails 2BR/3BA – Sleeps 6-8 – Rosario #362842
  8
  From $120/nt

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•   Spectacular Views from 6 Acres-Hot Tub-Chef's Kitchen 3BR/2.5BA – Sleeps 8 – Lummi Island #129363
  8
  $250 - $300 per night 3 night min stay

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•   Craftsman Beach House **Mooring Buoy** Sailboat** 4BR+/2BA – Sleeps 11-14 – Eastsound #114144
  25
  $250 - $475 per night 2-5 night min stay

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•   White Point Waterfront Private & Tranquil - Roche Harbor 3BR/2BA – Sleeps 8 – Friday Harbor #12414
  2
  $375 - $475 per night 3-4 night min stay

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•   Sparkling* Water View Property Neighboring Roche Harbor Resort 3BR+/2.5BA – Sleeps 6 – Roche Harbor #226740
  15
  $200 - $300 per night 3 night min stay

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•   Most Premier Whale Watching Vacation Home on San Juan Island 3BR/2BA – Sleeps 6 – Friday Harbor #50433
  2
  $260- $457/nt UA Dollars

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•   Sun All Day & on the Beach: a '50's Beach Cottage! 2BR+/1BA – Sleeps 6 – Lopez Island #224522
  17
  $200-$300/nt - $1420-$1850/wk

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•   San Juan Islands: Secluded Ocean Front Home with Spa 3BR+/2BA – Sleeps 6 – Eastsound #196832
  8
  From $295/nt - $1490/wk

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•   Madrona Cove Waterfront Cottage 1BR/1BA – Sleeps 2 – Friday Harbor #59036
  11
  $150-$200/nt - $900- $1200/wk

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•   Sunset Magazine's Best Place to Stay/10 Best Weekends in the West! 1BR+/1BA – Sleeps 8 – Lummi Island #342847
  15
  From $135/nt

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•   Spacious, Upscale Lopez Waterfront. Family & Fido Friendly. 4BR+/3BA – Sleeps 9-12 – Lopez Island #407673
  45
  $375- $495, See Details

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•   Premier Home with Lovely Water Views on Orcas Island. 3BR/2.5BA – Sleeps 6 – Eastsound #407700
  27
  $360- $425, Weekly Discount

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•   Romantic Settting Over the Sea! Incredible Views, Next to Doe Bay Res 2BR+/1.5BA – Sleeps 4-6 – Olga #407708
  23
  $275- $395 Night, Weekly Discount

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•   Sleek Contemporary on Doe Bay Waterfront with Southern Views & Beach! 1BR+/1BA – Sleeps 4 – Doe Bay #407701
  23
  $225 - $300 Night, Weekly Discount

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•   Cute as Can Be Waterfront Chalet with Fabulous Views. 3BR+/3BA – Sleeps 6 – Friday Harbor #407706
  33
  $250- $350 Night, Weekly Discount

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•   Upscale Orcas Island on 5 Private Waterfront Acres, Hot Tub, Too! 3BR/3BA – Sleeps 6-8 – Eastsound #417950
  21
  $450- $650 Night,

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•   Crescent Beach Cottage - Luxury, Waterfront, Near Eastsound 2BR+/2BA – Sleeps 4-5 – Eastsound #389495
  11
  $275 - $335 per night 3 night min stay

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•   Big Waterfront Views, End of Road Privacy, Upscale Design, a Gem! 3BR/3BA – Sleeps 6-8 – Friday Harbor #457634
  19
  $475 Night, Weekly Discount

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