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Seaside Luxury Holiday Homes

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    Travellers to Seaside are booking June dates now. Secure your holiday rental today, and have the perfect trip.
    29 Matching Rentals in SeasideView all 185 rentals
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    EdgewoodCove, Unparalleled Seaside Retreat w/ View1 / 51
    (5)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    5 Bedrooms, 3 Bathrooms, Sleeps 15 Quick View
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    About this property
    If you have not researched us to know who we are: Seaside Vacation Homes is a small, family owned business operating in Seaside for over 20 years, and the oldest vacation home property management company in our area. Seaside Vacation Homes has fifty of the cleanest and most highly maintained homes...
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    Seaside, Oregon Coast 97138
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 15
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    5 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    About this property
    Harris Hideaway Located right on the famous Seaside Promenade (The Prom), this home allows you to watch the waves from your living room, enjoy the grandeur of Tillamook Head, and watch the tourists stroll up and down the boardwalk. Walking the Prom to downtown is one of the most enjoyable parts of...
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    Seaside, Oregon Coast 97138
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 12
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    Gearhart Lakefront vacation Rental1 / 74
    (3)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Cable/satellite TV
    • DVD Player
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    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 August 2017
    Great place for relaxing! Wonderful lake in the back yard. Bikes to ride, close to the beach! Loved it!!
    Reviewed 1 August 2017
    So much fun! Paddle boating, bass fishing, canoe and kayak fun. Fire pit. Oceans and lakes. Lots and lots of food and drinks! Mischief and family loudness! Pool game, board...
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    About this property
    One level fabulous home just perfect for a family vacation. Living room has TV/DVD player, multi CD player, surround sound, DVD library, board games & children books to enjoy. Also, gas fireplace with comfortable leather sofas to relax. Open floor plan shows dining area plus a pool table with...
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    Seaside, Oregon Coast 97138
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 14
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    Worldmark Resort Two Bedroom, Partial Ocean View from Balcony at Seaside Oregon1 / 9
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Hot Tub
    • Children's Pool
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    • Central Heating
    • Cable/satellite TV
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 December 2014
    One week visit with my daughter (owner), twin granddaughters and son-in-law, was very comfortable in this two bedroom condo.
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    About this property
    The Resort is located on the Promenade at the famous Turnaround. These comfortable two bedroom units have a King in the master bedroom, two twins in the second bedroom, and a Queen Murphy bed in living room. Rooms are assigned on check-in. You’ll be able to enjoy shopping and dining within easy...
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    Seaside, Oregon Coast 97138
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    BREZZA MARINA - SEASIDE - OCEAN FRONT - ON PROMENADE1 / 76
    (7)Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    757 S. Prom, Seaside, Oregon. Located on the Promenade just six blocks South of the famed 'Turn Around.' This location is the best Seaside has to offer. A stunning unobstructed oceanfront view, just steps to the promenade and only one hundred feet from stairs leading to the sand. Our home is newly...
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    Seaside, Oregon Coast 97138
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • Ocean Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you have not researched us to know who we are: Seaside Vacation Homes is a small, family owned business operating in Seaside for over 20 years, and the oldest vacation home property management company in our area. Seaside Vacation Homes has fifty of the cleanest and most highly maintained homes...
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    Seaside, Oregon Coast 97138
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
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    Pet friendly
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    Smoking allowed
    About this property
    Special Note: The Hot Tub at this home is an optional add on amenity that will increase the cost $22.35/day currently not included in the price. Please let us know if you wish to add it on. Special Note: This home allows a max of two pets for an additional cost payable to manager of $32...
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    Seaside, Oregon Coast 97138
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 12
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
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    Pet friendly
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    Smoking allowed
    About this property
    If you have not researched us to know who we are: Seaside Vacation Homes is a small, family owned business operating in Seaside for over 20 years, and the oldest vacation home property management company in our area. Seaside Vacation Homes has fifty of the cleanest and most highly maintained homes...
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    Seaside, Oregon Coast 97138
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    4 Bedrooms, 5 Bathrooms, Sleeps 9 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Special Note: This home allows a max of two pets for an additional cost payable to manager of $32 registration per pet + $22 / day per pet currently not included in the price. Please let us know if you wish to add it on. Maximum Vehicles Allowed (must park onsite): 5 If you have not researched us...
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    Seaside, Oregon Coast 97138
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 9
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Central Heating
    • Washer
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    • Private Garden
    • Mountain Views
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Gearhart Delight is located in the lovely town of Gearhart, Oregon in the neighborhood that locals refer to as the prestigious, 'Gin Ridge'. This welcoming home is very spacious and inviting making it perfect for your next gathering with special loved ones. The vaulted ceilings, wall to wall...
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    Seaside, Oregon Coast 97138
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
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    • Private Garden
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    • DVD Player
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    * Enjoy a beach getaway with the entire family. * A classical, rustic, relaxing and spacious Seaside beach home. * Pet-friendly. ** A pet fee in the minimum amount of $30 per dog or $10 per night (determined by length of stay) will be added to your quote after booking property** * Family-friendly...
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    Seaside, Oregon Coast 97138
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    4 Bedrooms, 4 Bathrooms, Sleeps 15 Quick View
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    • Wi-Fi
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    Pet friendly
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    Smoking allowed
    About this property
    If you have not researched us to know who we are: Seaside Vacation Homes is a small, family owned business operating in Seaside for over 20 years, and the oldest vacation home property management company in our area. Seaside Vacation Homes has fifty of the cleanest and most highly maintained homes...
    View all property information
    Location Information
    Seaside, Oregon Coast 97138
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 15
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    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you have not researched us to know who we are: Seaside Vacation Homes is a small, family owned business operating in Seaside for over 20 years, and the oldest vacation home property management company in our area. Seaside Vacation Homes has fifty of the cleanest and most highly maintained homes...
    View all property information
    Location Information
    Seaside, Oregon Coast 97138
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    5 Bedrooms, 2 Bathrooms, Sleeps 13 Quick View
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    • DVD Player
    • Patio
    • Waterfront
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    • Balcony
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Oceanfront Getaway This stylishly updated oceanfront home in a coveted location on the natural pathway of the Seaside Promenade is a perfect retreat for your family—and has a separate living area so you can enjoy both privacy and time with friends. You’ll enjoy walks right out the door along a...
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    Seaside, Oregon Coast 97138
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 13
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    A Loafer's Paradise - Award Winning1 / 58
    (71)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • DVD Player
    • Internet Access
    • Grill
    • Central Heating
    • Cable/satellite TV
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 January 2016
    We enjoyed our stay at Loafer's Paradise for our Christmas family gathering. There was ample room for our whole group, even when everyone was helping in the kitchen! We felt...
    Reviewed 30 November 2015
    We spent Thanksgiving here with our grown children. This home is perfect for families, with quiet upstairs bedrooms, and a master bedroom and bath downstairs. The kitchen is...
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    About this property
    Winner of FlipKey’s Top Vacation Rental for Seaside, Oregon and recipient of the TripAdvisor Certificate of Excellence Award for 2011, 2012 & 2013, you can be assured your stay at A Loafer’s Paradise will exceed all your expectations! So don’t just dream about being in “paradise”, make your dreams...
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    Seaside, Oregon Coast 97138
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
    • Children's Pool
    • DVD Player
    • Hot Tub
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    • Washer
    • Sauna
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One of the Oregon coast's most breathtaking waterfront locations, The Resort at Seaside has quickly become one of the area’s most popular luxury accommodations. Located on the beach at the Turnaround on Broadway, it offers guests a spectacular location with breathtaking views, swimming pools, spas,...
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    Seaside, Oregon Coast 97138
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
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    Pet friendly
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    Smoking allowed
    About this property
    Special Note: This home allows a max of two pets for an additional cost payable to manager of $32 registration per pet + $22 / day per pet currently not included in the price. Please let us know if you wish to add it on. If you have not researched us to know who we are: Seaside Vacation Homes is...
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    Seaside, Oregon Coast 97138
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Special Note: This home allows a max of two pets for an additional cost payable to manager of $32 registration per pet + $22 / day per pet currently not included in the price. Please let us know if you wish to add it on. If you have not researched us to know who we are: Seaside Vacation Homes is a...
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    Seaside, Oregon Coast 97138
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    Beachcomber Bungalow: Enjoy your own simple and cozy paradise! Dogs OK1 / 19
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Beachcomber Bungalow is '1920's' style beach cottage located in the southern neighborhood of downtown Seaside, Oregon on the majestic North Coast. This pet-friendly home is located in close proximity to the beach and promenade, as well as the community park. U street Pub is located right next door...
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    Seaside, Oregon Coast 97138
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 9
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    • Housekeeping Included
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One of the Oregon coast's most breathtaking waterfront locations is all yours at WorldMark Seaside, located at the end of the historic Lewis and Clark trail. Your Seaside resort pampers you with shopping on the ground floor level, covered parking, an exercise facility, heated outdoor swimming pool...
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    Seaside, Oregon Coast 97138
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Ocean Views
    • Cable/satellite TV
    • Hot Tub
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    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2 Bedroom 2 Bath Worldmark Seaside Two Bedroom: King in master, queen or twins in second bedroom, queen murphy bed in living area. Maximum occupancy 6. Address: 26 Avenue A Seaside, OR 97138 Welcome to this beautiful Seaside resort. We are a vacation club owners and have access to the...
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    Seaside, Oregon Coast 97138
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Special Note: This home allows a max of two pets for an additional cost payable to manager of $32 registration per pet + $22 / day per pet currently not included in the price. Please let us know if you wish to add it on. If you have not researched us to know who we are: Seaside Vacation Homes is a...
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    Seaside, Oregon Coast 97138
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Kid friendly
    Smoking allowed
    About this property
    Sleeping Inn Just one block from the beach! This home is 3 bedrooms and has a gorgeous kitchen where families can gather, have the fireplace on, enjoy the kids watching movies and spend many hours with family and friends. Sleeping Inn provides air hockey, foosball, bikes and just a short walk to...
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    Seaside, Oregon Coast 97138
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 9
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Children's Pool
    • Housekeeping Included
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    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    THIS CONDO IS EXACTLY WHAT YOUR LOOKING FOR!! MY FAMILY AND I LOVE STAYING HERE BECAUSE OF THE AWESOME, ATTENTIVE AND FRIENDLY CUSTOMER SERVICE WE GET HERE EVERY TIME WE STAY. YOU WILL KNOW YOU MADE THE RIGHT CHOICE TO STAY HERE WHEN YOU ENTER YOUR CLEAN AND PROPERLY MAINTAINED CONDO. AS FOR...
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    Seaside, Oregon Coast 97138
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Patio
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    Pet friendly
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    Smoking allowed
    About this property
    Slack Tide Your family and friends will delight in this immaculate, roomy home with terrific kid-friendly amenities in a residential area on the north end of Seaside. It’s easy walking to both the beach and the estuary, and there’s so much to explore! You’ll love lounging in the spacious living...
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    Seaside, Oregon Coast 97138
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 12
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    The Resort at Seaside1 / 10
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Have 2BR/2BA condo at the Seaside Resort.
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    Seaside, Oregon Coast 97138
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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