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San Juan Islands Vacation Rentals

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140 rentals in San Juan Islands.
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Forest House on Orcas......Enchantment & Wonder, vacation rental in San Juan Islands

Forest House on Orcas......Enchantment & Wonder

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Sea Dream Cottage (All Dream Cottages) Spectacular Waterfront, Orcas Island, WA, vacation rental in San Juan Islands

Sea Dream Cottage (All Dream Cottages) Spectacular Waterfront, Orcas Island, WA

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Orcas Island- Water View- Dog Friendly- Rosario, vacation rental in San Juan Islands

Orcas Island- Water View- Dog Friendly- Rosario

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Water View! Luxury condo-style suite, Orcas Island, vacation rental in San Juan Islands

Water View! Luxury condo-style suite, Orcas Island

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Beautiful Beachfront Home with Panoramic Views of Puget Sound, vacation rental in San Juan Islands

Beautiful Beachfront Home with Panoramic Views of Puget Sound

3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Modern Home with Stunning Water View, vacation rental in San Juan Islands

Modern Home with Stunning Water View

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Peaceful waterfront cottage, close to town!, vacation rental in San Juan Islands

Peaceful waterfront cottage, close to town!

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Brand New Custom Waterfront Home next to Picnic Island-Easy walk to Roche Harbor, vacation rental in San Juan Islands

Brand New Custom Waterfront Home next to Picnic Island-Easy walk to Roche Harbor

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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WATER VIEWS of Puget Sound and the Olympic Mountains with Expansive Gardens, vacation rental in San Juan Islands

WATER VIEWS of Puget Sound and the Olympic Mountains with Expansive Gardens

1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Heart House - A quiet place minutes fom adventure, vacation rental in San Juan Islands

Heart House - A quiet place minutes fom adventure

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Waterfront Village Beach House, vacation rental in San Juan Islands

Waterfront Village Beach House

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Water View Cape Cod Home Near Town, vacation rental in San Juan Islands

Water View Cape Cod Home Near Town

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Waterfront home, stunning sunsets, mooring buoy, sleeps 11, vacation rental in San Juan Islands

Waterfront home, stunning sunsets, mooring buoy, sleeps 11

4 bedrooms
2 bathrooms
Sleeps 11
Match: Sleeps
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Enticing Waterfront Cottage!, vacation rental in San Juan Islands

Enticing Waterfront Cottage!

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Westcott Bay Waterfront pet friendly home. just minutes from Roche Harbor., vacation rental in San Juan Islands

Westcott Bay Waterfront pet friendly home. just minutes from Roche Harbor.

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Cottage-in-the-Barn on Dragonfly Farm, vacation rental in San Juan Islands

Cottage-in-the-Barn on Dragonfly Farm

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Beautiful Orcas Island Waterfront Home with Spectacular Views & Wildlife, vacation rental in San Juan Islands

Beautiful Orcas Island Waterfront Home with Spectacular Views & Wildlife

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Modern house  - Overlooking Rosario Resort, vacation rental in San Juan Islands

Modern house - Overlooking Rosario Resort

3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Private Beach Home at Water's Edge--Enjoy!, vacation rental in San Juan Islands

Private Beach Home at Water's Edge--Enjoy!

3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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⚓️ Nautical Sea Cabin with Water View ⚓️, vacation rental in San Juan Islands

⚓️ Nautical Sea Cabin with Water View ⚓️

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Beachfront with Spectacular Sunsets.  Lopez Island, vacation rental in San Juan Islands

Beachfront with Spectacular Sunsets. Lopez Island

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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'The Windward Studio' at SeaStar Lofts -- on the Waterfront!, vacation rental in San Juan Islands

'The Windward Studio' at SeaStar Lofts -- on the Waterfront!

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Utter Seclusion on 600 Feet of Waterfront , Free WiFi, vacation rental in San Juan Islands

Utter Seclusion on 600 Feet of Waterfront , Free WiFi

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Large waterfront cabin w/private hot tub and wildlife views, vacation rental in San Juan Islands

Large waterfront cabin w/private hot tub and wildlife views

3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Suite Retreat Just Two Miles From Eastsound, vacation rental in San Juan Islands

Suite Retreat Just Two Miles From Eastsound

0 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Waterfront Cabin Home with SPECTACULAR View! (*Seasonal solar pool), vacation rental in San Juan Islands

Waterfront Cabin Home with SPECTACULAR View! (*Seasonal solar pool)

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Amenity-Packed Waterfront Island Retreat, vacation rental in San Juan Islands

Amenity-Packed Waterfront Island Retreat

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Beautiful Cedar Home on Orcas Island, vacation rental in San Juan Islands

Beautiful Cedar Home on Orcas Island

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Southerly views, tons of light!, vacation rental in San Juan Islands

Southerly views, tons of light!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beach Front Home with Dock Access close to Eastsound, centrally located., vacation rental in San Juan Islands

Beach Front Home with Dock Access close to Eastsound, centrally located.

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Historic lodge, ocean-front, private beach, kayaks, hot tub, and more!, vacation rental in San Juan Islands

Historic lodge, ocean-front, private beach, kayaks, hot tub, and more!

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Crows Nest on Orcas Island, vacation rental in San Juan Islands

Crows Nest on Orcas Island

0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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'The Leeward Studio' at SeaStar Lofts on the Waterfront!, vacation rental in San Juan Islands

'The Leeward Studio' at SeaStar Lofts on the Waterfront!

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Beautiful Islandview Haus-Stunning Views, Sunsets, Spa, Game/Media Room, Tepee, vacation rental in San Juan Islands

Beautiful Islandview Haus-Stunning Views, Sunsets, Spa, Game/Media Room, Tepee

4 bedrooms
4 bathrooms
Sleeps 9
Match: Sleeps
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Unique Waterfront Beach House, brand new, 1 mile from Downtown Friday Harbor, vacation rental in San Juan Islands

Unique Waterfront Beach House, brand new, 1 mile from Downtown Friday Harbor

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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BEAUTIFUL, SPACIOUS, SANITARY, MODERN HOME NEAR GOLF COURSE, vacation rental in San Juan Islands

BEAUTIFUL, SPACIOUS, SANITARY, MODERN HOME NEAR GOLF COURSE

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Mountain & meadow views among old growth oaks, vacation rental in San Juan Islands

Mountain & meadow views among old growth oaks

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Beachfront cottage on Buoy Bay w/ beach access & boat moor, vacation rental in San Juan Islands

Beachfront cottage on Buoy Bay w/ beach access & boat moor

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Delightful Cabin Walking Distance to Eastsound, vacation rental in San Juan Islands

Delightful Cabin Walking Distance to Eastsound

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful Mountainside Waterview Home on Gorgeous Orcas Island, vacation rental in San Juan Islands

Beautiful Mountainside Waterview Home on Gorgeous Orcas Island

4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Orcas 6 BR Craftsman Beach House *KAYAKS*Buoy*Owner Pays VRBO Fee, vacation rental in San Juan Islands

Orcas 6 BR Craftsman Beach House *KAYAKS*Buoy*Owner Pays VRBO Fee

6 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Waterfront Studio Apt, vacation rental in San Juan Islands

Waterfront Studio Apt

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Sunset Views at North Beach Outlook- All are welcome!, vacation rental in San Juan Islands

Sunset Views at North Beach Outlook- All are welcome!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Relaxing Waterfront Cabin - Private Beach and Hot Tub with a View!, vacation rental in San Juan Islands

Relaxing Waterfront Cabin - Private Beach and Hot Tub with a View!

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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The 'Captain's Suite' at Sea Star Lofts -- On the Waterfront!, vacation rental in San Juan Islands

The 'Captain's Suite' at Sea Star Lofts -- On the Waterfront!

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Ocean Mist Getaway!*RosarioResort & H2O Views 3BD & 2.5BA Sleeps 8 Total #OMG!, vacation rental in San Juan Islands

Ocean Mist Getaway!*RosarioResort & H2O Views 3BD & 2.5BA Sleeps 8 Total #OMG!

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Waterfront Custom Home, 180 Degree Summer Sunset & Sunrise,  Sleeps 14, vacation rental in San Juan Islands

Waterfront Custom Home, 180 Degree Summer Sunset & Sunrise, Sleeps 14

6 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Sunsets on Mitchell Bay, vacation rental in San Juan Islands

Sunsets on Mitchell Bay

3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Near Moran State Park and Mt. Constitution, vacation rental in San Juan Islands

Near Moran State Park and Mt. Constitution

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Orcas Island Getaway, vacation rental in San Juan Islands

Orcas Island Getaway

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Frequently Asked Questions about San Juan Islands





San Juan Islands Vacation Rentals
Start your Pacific Northwest vacation in style, with a seaplane or ferry ride to the San Juan Islands from Seattle. It’s the ultimate way to take in the beauty of this region that Mother Nature has so abundantly blessed. You have a choice of three alluring islands – Lopez, the most rural, a mix of rolling farmland and beaches; Orcas, the largest of the San Juan Islands and replete with verdant mountains and placid lakes; and San Juan Island, where vibrant Friday Harbor welcomes ferry and seaplane guests and offers an array of charming accommodations and gourmet eateries.
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San Juan Islands Vacation Rentals
Start your Pacific Northwest vacation in style, with a seaplane or ferry ride to the San Juan Islands from Seattle. It’s the ultimate way to take in the beauty of this region that Mother Nature has so abundantly blessed. You have a choice of three alluring islands – Lopez, the most rural, a mix of rolling farmland and beaches; Orcas, the largest of the San Juan Islands and replete with verdant mountains and placid lakes; and San Juan Island, where vibrant Friday Harbor welcomes ferry and seaplane guests and offers an array of charming accommodations and gourmet eateries.
San Juan Islands attractions and activities
Whether it’s whale-watching and sea kayaking, touring an art gallery or browsing a local farmers’ market, the San Juan Islands offer pleasing diversions for every age and interest. For the best chance to view orca whales and other sea life, plan your trip between April and September – a number of tour operators are available throughout the islands. Rev up your energy level with biking tours through rolling meadows and farmland, go birding on San Juan Island, hike the region’s modest mountains – offering outstanding vistas from the top – or go charter fishing for the day. Other favorites include hiking to Lime Kiln Lighthouse on San Juan Island, taking a scenic flight over the area, attending an outdoor summer concert in the park and horseback riding.
Family vacation rentals in San Juan Islands
To truly feel like you’re at home in the San Juan Islands, consider a vacation rental for your family or group. You’ll save money and have access to a number of amenities – all while enjoying complete privacy. Pick up the goods for a lavish dinner feast at the local market, then stroll back to your waterfront cottage to prepare the meal in your fully equipped kitchen. Or, enjoy one of the islands’ fantastic restaurants, but save dessert and drinks for your private balcony when you return “home.”