
Holiday rentals with a pool in Cannon Beach
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Quick stats about holiday rentals with a pool in Cannon Beach

Nightly prices starting at
Cannon Beach holiday rentals start at $241 AUD per night before taxes and fees

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Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Cannon Beach rentals

4.9 Average rating
Cannon Beach stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated rentals with a pool in Cannon Beach
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

Seascape Coastal Retreat
Relax in a luxury oceanfront condominium in scenic Depoe Bay Oregon, the Whale Watching Capital of the US. Enjoy your 2-bedroom, 2-bath home, as well as access to the private clubhouse, indoor swimming pool, hot tub, gym, theater and game room. Watch whales, boats and inspiring sunsets from the comfort of your living room and patio. Enjoy legendary restaurants, shops , golfing, fishing and whale watching excursions nearby. Fogarty Creek State Recreation area and beach is a short drive north.
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Gorgeous Beachfront Suite On Second Floor - Sleeps
"Silence of the Clams" is what we call this gorgeous oceanfront condo. It can sleep up to four people by way of a king size bed and a sleeper sofa. The unit has a full bathroom with walk-in shower and a full kitchen with its own dishwasher. The beach access is literally right out the oceanside window. If the weather is stormy, stay inside, enjoy the electric fireplace and watch the waves from the amazing view of the oceanside suite. Don't forget about our indoor heated saltwater pool and dry sau
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Beautiful bungalow, 5 minute walk to the beach
Step into Nantucket style comfort at the beautiful Barefoot Bungalow at Olivia Beach (1500 sq. ft.). Enjoy the well-appointed, modern, single level living space. Walk the secure neighborhood with its beautiful park, private seasonal pool and fitness center. Relax to the soothing sound of the ocean from the deck. Short 10 minute walk to magical Olivia Beach. Centrally located to many restaurants, parks and activities. Note: One of the bedrooms is a sleeping loft with 2 single beds. See photos.
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Olivia Beach Bungalow | Hot Tub | Tesla
The Beach Bungalow is the perfect beach getaway for families. It is located in the desirable Olivia Beach neighborhood in Lincoln City. As such, guests can enjoy common space amenities such as Olivia Beach's private beach access, a park with a play structure for children, a sand volleyball court, & a fire pit for roasting s'mores. If you feel like hanging back, the Beach Bungalow has rocking chairs on the porch for reading, a private hot tub, and a wide collection of family board games.
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Betta’s Cove: 10 steps from the sand
This extra large Sea Gypsy Condo is a ground-level, 2-bed, oceanfront suite with master bedroom and two full baths. At 825 square feet, Betta's Cove is the largest unit on the ground floor and offers lots of space for you and your family to enjoy the ocean view. You're just ten steps away from the sand or the indoor saltwater pool and sauna. The ocean and the D River are right outside, and it’s a short walk up the beach to the tide pools. You’ll love the comfort and coziness of our condo!
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Oceanfront Penthouse 3BR 3BA WorldMark Seaside
This three bedroom three bathroom oceanfront unit is for you! One of the Oregon coast's most breathtaking waterfront locations, The Resort at Seaside is one of the area’s most popular luxury accommodations. Located beachfront next to the Turnaround on Broadway, it offers guests a spectacular location with breathtaking views, swimming pools, spas, a fitness center, game room, gift shop, and just steps to the ocean. Tons to do within walking distance including many shops and restaurants.
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Sandcastle Hideaway (Sandcastle B4)
Sandcastle Hideaway is the perfect getaway for couples and families. Only a few minutes' walk to the beach and a 2-minute drive to downtown Cannon Beach, this remodeled, first floor, 2 bed-2 bath condo is both quiet and private. It includes use of a community pool and our 1-car garage with Free High Speed EV universal charging. Right next door to Fresh Foods Market. Plenty of kids' amenities. New king size medium firm mattress with a plush mattress topper and new premium leather couch.
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160) The Tides by the Sea
Relax in this bright and airy second-floor, 2 BR condo. The boho-chic living room features panoramic views of the ocean, electric fireplace, and vaulted ceilings. Full kitchen for preparing meals, and a large dining table for game nights. Bedroom 1 has a king bed with Sleep Number mattress for your perfect firmness; Bedroom 2 features queen-size bunk beds and a peek-a-boo ocean view. Walk the beach, swim in the pool, walk to shops and restaurants, or just take in our glorious sunsets.
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Wind Sailor - Olivia Beach Camp Cabin
A true Oregonian experience awaits at our cozy cabin by the beach. In this 1 bedroom, 1 loft, 1 bathroom cabin you'll have the ability to go from sand to sofa without worrying about parking or avoiding crowds. With your private jacuzzi and all the necessities to make our cabin your home, you'll find yourself wishing you could stay. You'll enjoy access to all the amenities that the upscale community of Olivia Beach has to offer! Dogs welcome for an additional fee.
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Sandcastle Condo Loft
Location, space and convenience - This condominium located in the quiet south end of Cannon Beach and a short block to the beach has an ideal location. The large two story unit features a private bedroom on the main level with living area, fireplace, dining area, full kitchen, bathroom, laundry and deck with gas grill. Upstairs is a spacious loft bedroom with king bed a full bath and an alcove room perfect for kids as well as a 2nd floor private deck.
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The Grey Lady - A Serene Oceanview Coastal Getaway
Welcome to The Grey Lady. Inspired by the upscale, yet laid back charm of fog-swept Nantucket, the other Grey Lady, this escape welcomes you to have a uniquely designed getaway as you watch the waves. With modern amenities softened by nautical accents, this home tells a story that sets it apart from other rentals and gives guests a one of a kind experience. Relaxing and light with touches of cozy moodiness - The Grey Lady beckons you to the coast.
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Sand & Sea (614) Tillamook View – Top-Floor Lux
Enjoy Seaside's beauty from this top-floor, Oceanview 2 bedroom condo with luxury amenities and easy beach access. Savor the best of Seaside from this newly remodeled top-floor condo at Sand & Sea Condos. With stunning ocean views and a modern-rustic charm, it's the perfect retreat. Steps from the Promenade and local attractions, this condo offers everything you need for a memorable vacation. Book now for a relaxing and convenient seaside getaway!
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Popular amenities for Cannon Beach rentals with a pool
House rentals with a pool

Arcade | Hot Tub | Summer Pool | Gym | Sleeps 10
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Rain or Shine by the park in Olivia Beach
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Olivia Beach Oasis in Lincoln City
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Seaside Beach Front House on the Promenade
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Family Escape • Hot Tub • Arcade • Olivia Beach
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Private Beach House* Hot Tub * Pool* Pets *EV
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Hot Tub + Arcade | Walk to Beach | Olivia Beach
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Vintage Chic Beach Retreat with Hot Tub
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Condo rentals with a pool

The Whale Pod - Watch whales here!
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Studio for 2 at Seaside Oceanfront Resort BBQ Pool
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Whale Cove: Oceanfront Dream Condo. Whales n Waves
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Oceanfront, Watch Whales - Reflections by the Sea
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Chic Oceanfront Condo - Top Floor - Fireplace!
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Beachfront Condo w/ Patio & Views - Walk to Shore!
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Oceanfront Studio, King Bed, Full Kitchen-Downtown
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Pacific Palisades P452
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Other holiday rentals with a pool

Capeside Lookout | Huge views, pool access, dog ok
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Dogs Ok-Sweeping River & Ocean Views-Nestucca Nest
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Spacious Two-Level Ocean-View Villa with Loft
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Lincoln City | Two Decks | Ocean Views | Hot Tub
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Oceanfront-Hot Tub-Steam Shower-Community Pool
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143) The Tides by the Sea
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Sand & Sea (116) Columbia - Cozy Beach Getaway
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Thundering Sea Condo, Ocean Balcony & Pool
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Destinations to explore
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- Rentals with pools Oregon
- Rentals with pools United States
- Seaside Beach Oregon
- Short Sand Beach
- Arcadia Beach
- Indian Beach
- Short Beach
- Astoria Column
- Fort Stevens State Park
- Oswald West State Park
- Manzanita Beach
- Kelly's Brighton Marina & Campground
- Ecola State Park
- Fort Stevens
- Columbia River Maritime Museum
- Cape Disappointment State Park
- Nehalem Bay State Park
- Cape Lookout State Park
- Blue Heron French Cheese Company
- Marsh's Free Museum
- Lewis And Clark National Historical Park
- Cape Kiwanda State Natural Area
- Hug Point State Recreation Site
- Seaside Aquarium
- Flavel House Museum
- Oregon Film Museum





