Vacation rentals with a kayak in Monterey Bay

A comfortable hammock hangs from a porch, offering a relaxing spot with an unobstructed view of the ocean. The surrounding scenery features vibrant greenery and a glimpse of passing vehicles along the road, enhancing the coastal atmosphere.

4.84 out of 5 average rating, 382 reviews

Full Ocean View Cottage!HotTub+Bikes+Srfbrds+Kayak

Our cute beach home offers the best Santa Cruz location! First house in from the ocean, with fantastic ocean views. Watch whales passing by from the deck, ride the bikes down beautiful west cliff drive to the Boardwalk and Wharf down the street, take the surfboards out to Steamer Lane, launch the 2 person sea kayak from the harbor (already there, ready to launch), and come back to soak in the hot tub. **Are you getting a message from Airbnb blocking you from booking? Message us we can fix it**

Outdoor spacesLocationHot tub

4.98 out of 5 average rating, 146 reviews

A cozy bedroom is presented with a wooden accent wall and large windows on either side, allowing natural light to flood the space. The bed features decorative pillows and a colorful throw blanket, complemented by a small potted plant on the side.

Cabin in Bonny Doon

Eclectic Escape

The perfect stay for adventure seekers and relaxation enthusiasts. (Permit 251052) Unwind with yard games and bbq, soak up the sun from the deck or relax in a hammock under redwood shade. Cozy up on a comfy couch, enjoy forest views through skylights, or watch movies on the big screen. Explore hiking trails just steps away, vast mountain biking trails (10 min), or hit the beach and surf (13 min). Indulge in wine tasting at a local mountain vineyard nestled amongst the redwood giants (5 mins).

ValueLocationHeating

A spacious upscale retreat is set against a clear blue sky. The property features a well-manicured landscape with various greenery and colorful shrubbery. The grand entrance is highlighted by arched windows and a stone facade, adding elegance to the home.

Home in Monterey

4.98 out of 5 average rating, 124 reviews

Robin Hill: Views and Serenity Yet Close to Town

Robin Hill: Avoid traffic. Central location in hills above Hwy. 68: 5 minutes to Laguna Seca; 10 minutes to Monterey & beach. Upscale country retreat in posh area with stunning views of mtns. & green hills. Quiet, peaceful, & very private. You'll have your own driveway and large yard. Huge 1-bedrm suite (800 sq.ft.) with 11 ft. ceilings, airy & light. Visible wildlife. IT 100+ Mbs. Pets; cleaning; utilities are all FREE! $4800 for 31+days. Inquiries as to availability are advised.

ValueOutdoor spacesBackyard

Guest suite in Boulder Creek

A serene river flows gently through a lush forest, surrounded by vibrant green foliage. Smooth rocks emerge from the water, which reflects the surrounding greenery. The scene conveys a peaceful natural environment, ideal for relaxation and exploration.

4.9 out of 5 average rating, 1,147 reviews

Redwood Riverfront Getaway

We are nestled in the beautiful California Redwood forest next to the San Lorenzo River. Guests can enjoy our private guest suite with its own entrance and full bathroom. Our property features tall trees, seasonal river swimming on our private beach, fishing, kayaking, and exploring. We are close to downtown Boulder Creek, minutes away from Santa Cruz, wine tasting, hiking, fine dining, and the coastline. We have no hidden fees and even offer a full return of our cleaning fee. Permit #181307

ValueOutdoor spacesIndoor spaces

The view captures the ocean and sandy beach from a spacious deck, framed by tall trees. Clear blue skies and calm waters are visible, while a dining area with wooden chairs is set up on the deck, inviting relaxation and enjoyment of the surroundings.

5 out of 5 average rating, 207 reviews

Beach Front Dream House! Hottub/E-Bikes/Surfboards

Permit# 231467 Incredible modern home just steps from the best beach in all of Santa Cruz! Ocean and sand views, listen to the waves as you sleep on designer beds, cook in the chefs kitchen, and soak in the hot tub. Perfect central location, less than 5 minutes to boardwalk and downtown. 5 minutes to colorful Capitola village. 9 minutes to UC Santa Cruz Campus. 4 Electric bikes, 4 surfboards, and a kayak to take out and play in the waves! Plus the beach is right out front to enjoy!

LocationValueComfort

4.88 out of 5 average rating, 458 reviews

A colorful bathroom features two circular mirrors above a modern dual sink vanity. A large shower with a glass door showcases an octopus design on the wall. Natural stone flooring and a wooden shower bench add texture to the space.

Guest suite in Sand City

Ocean View at Monterey Bay - Hot Tub & King Bed!

Sand City’s themed ocean retreat: a private suite where every room channels Monterey Bay. Sleep in the Beach, shower in the Kelp, dine in the Deep. Soak in the hot tub under open sky, stretch out on the king platform bed, then walk the path to the sand. Cannery Row and the Aquarium are 10 minutes away; diving, golf, fishing, and hiking even closer. Local artists’ coastal work fills the walls (take a piece home). Live like Mia Kingtide in a home themed to the bestselling children’s series

Outdoor spacesLocationCondition

4.99 out of 5 average rating, 265 reviews

Home in Aptos

Charming Beachfront Cottage

Oceanfront Beach House with views from every room! Steps from the beach. Gorgeous sunsets on the spacious deck with views of Santa Cruz coastline. Close to wine tasting, vineyards and breweries. Prime location, Rio-del-Mar beach, walking distance to coffee shop, restaurants, store and State Park. Perfect for a Romantic get away or family vacation! No more than 6 guests. Includes Outdoor shower, Boogie boards (2), sand toys, Beach chairs Beach towels, Wetsuit

LocationValueHospitality

Superhost

A vibrant garden area features a stone wall bordered by an array of colorful flowers, including orange poppies and other blooms. The blue house with large windows serves as a charming backdrop to this lively outdoor space, creating a welcoming atmosphere.

4.85 out of 5 average rating, 158 reviews

Enjoy Garden Paradise 5min to beach in 3bdr house

❤️ Relax with the whole family at this peaceful place to stay. 2 blocks from the beach this Santa Cruz beach-styled house is perfect for enjoying Santa Cruz. (VacPer 2211043) 3 bedrooms. A master with a ensuite, 2 other bedrooms and there is a pull out sofa in the living room for the 4th bed. Enjoy fast Wifi, surfboards and other play equipment. The gardens are beautiful, a fire pit and horseshoe court it makes the backyard a beautiful place.❤️❤️❤️❤️

Outdoor spacesLocationIndoor spaces

A spacious deck features comfortable adirondack chairs arranged around a fire pit, with the ocean and lagoon visible in the background. Eucalyptus trees provide shade and a natural ambiance, enhancing the serene atmosphere of this outdoor space.

4.97 out of 5 average rating, 129 reviews

Beach View Cottage - Hot Tub

Gorgeous, newly remodeled, home with amazing views of the ocean, beach, and lagoon. Hot tub, bikes, surfboards, kayak. Everything you could possibly want for a Santa Cruz trip in a spectacular setting VR PERMIT # 191354 Just 200 yards from the beach, this tranquil beach view cottage is your perfect beachside escape. Located on a quiet, private street in Pleasure Point, this charming and newly updated two-story home offers stunning ocean views.

Outdoor spacesLocationLayout

A hot tub is positioned on a wooden deck, surrounded by lush eucalyptus trees. A potted plant with green leaves sits nearby, with ocean views visible through the wooden fencing. The serene landscape emphasizes the connection to nature.

4.94 out of 5 average rating, 124 reviews

Ocean View Cottage HotTub- Surfboards-Bikes-Kayak

Beautiful private beach home with fantastic views. Beach and lagoon views in a serene setting. Wander down the eucalyptus and cypress grove to the beach or up the the path along the lagoon into Monarch butterfly nesting grounds. Remodeled home with a gorgeous kitchen, two large decks, plenty of front and backyard space. All in the best location imaginable for Santa Cruz!

Outdoor spacesValueRiver