House vacation rentals in Pleasure Point

4.99 out of 5 average rating, 295 reviews

A charming two-story cottage is presented with a vibrant blue exterior, accented by a large yellow circle. Palm trees frame the scene, with a welcoming front porch featuring a railing. The surrounding area consists of a quiet street and neighboring houses, adding to the tranquil atmosphere.

Home in Capitola

Steps to Capitola Beach♦King Bed♦EVCharger♦Pets OK

Recently renovated with hardwood floors & appliances. Spend your next beach getaway in the heart of the Capitola Village, a 3 minute walk to the beach, restaurants & shopping. This lovely 2-bedroom, two story house has a private balcony w/a BBQ & sleeps up to 6 guests. Level 2 EV charger in garage. Convenient Amenities Include: *Self check-in *Wireless Internet *Dog Friendly - 1 dog (40lbs +/- max) *Parking for 1 car in the attached garage (w/EV Charger) *Roku TV with Netflix, Disney+, YouTuber

The living area is adorned with warm wood paneling and features a cozy couch with colorful throw pillows. A glass coffee table sits in the center, while a television is positioned nearby. Natural light filters through the windows, highlighting the inviting atmosphere.

4.78 out of 5 average rating, 653 reviews

Charming cottage in westside SC 2 blks from beach

Gingerbread-like cottage (600 square feet) was built from old growth redwood in 1922. Since remodeled with all the amenities. A private sanctuary, set back and hidden from street. Two block walk to ocean along tree-lined path in a quiet neighborhood on the west side. Serene and tranquil, lovely outdoor deck and garden. Half mile from selection of boutique wine tasting, breweries, and coffee roasters. We apologize for not being able to host children under 5 for safety reasons. 2 night minimum

A serene backyard is illuminated by string lights, creating a peaceful atmosphere. Pathways made of stones meander through well-maintained greenery, including low-growing plants and clustered shrubs. A seating area is visible in the background, providing an inviting space for relaxation under the evening sky.

4.98 out of 5 average rating, 235 reviews

Adorable Capitola/Pleasure Pt Beach House

Awesome location, just steps to Pleasure Point, the famous "Hook" surf spot, Privates Beach & the vibrant 41st Ave eateries & breweries, surf shops & eclectic shopping district or a short 15 min walk to Capitola Village. Stroll/ cruise (4 bikes provided) along the cliff, grab a beach chair & towel & hit the beach or just relax in the backyard oasis. Nearby is golf, wineries, Big Trees State Park, Santa Cruz Beach Boardwalk. Home is not child proofed so use caution booking for kiddos under 2

An open-plan living area features a comfortable couch with floral accents, adjacent to a wood stove. Large windows and a skylight enhance natural light, while a flat-screen TV is positioned nearby. The space is finished with warm carpeting and neutral-toned walls.

4.95 out of 5 average rating, 503 reviews

The Fox's Den A Relaxing 1 Bedroom Redwood Retreat

Relax in your own forest retreat in the beautiful redwoods of Nisene Marks State Park, yet amazingly only 2. 3 miles from Rio Del Mar beach. Permit #181122. You’ll love the cozy fireplace, the views, and it's proximity to Aptos Village. The location is ideal if you want to begin your day with a bike ride or a hike through the forest. Or you may want to take the short drive or cycle to the beach, soak up some sun, catch some surf and listen to the waves splash against the sand until the sunset.

4.89 out of 5 average rating, 106 reviews

The exterior of the two-story home showcases a modern design with a combination of wood and gray siding. A large window allows natural light to enter, while a tree provides shaded greenery in the front. A walkway leads to the entrance, and parking spaces are visible.

Home in Capitola

Capitola Village Wind + Sea Home

Our beautifully renovated 2 bedroom (Both upstairs) and 2 full bathrooms (One on the ground floor and one on the upper floor) along with a ground floor plush queen sleeper sofa and ground floor great room with dining for 7 plus a bar table separating the kitchen from the living room is in the perfect location. Walk to the beach, shops, restaurants, or a nice walk along the river. We are right in the Capitola Village. We hope you enjoy your stay. If you have questions, we respond promptly.

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, 151 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!

A cozy sleeping area features a spacious queen bed with soft linens. A twin futon/couch bed sits adjacent, adorned with decorative pillows. A pack and play crib is also present, providing additional sleeping options for families. Natural light filters through sheer curtains, enhancing the inviting ambiance.

4.9 out of 5 average rating, 753 reviews

Sunlit Surf Studio | Downtown - Walk to Beach!

-Part of our Historical Farm-style Family Home- Sunlit Surf Studio - The space offers a private entrance, large room, bathroom and kitchenette set up. Attached to the main house, this private suite is all you need to work remotely or enjoy the beach and redwood forrest here in Santa Cruz CA! Parking permit for street parking is included. Located Downtown Santa Cruz, half-mile from the Beach Boardwalk, Main Beach, Wharf and West Cliff Drive. The city 14% TOT tax is included.

4.79 out of 5 average rating, 141 reviews

Surf & Family Fun - Palisades Beach Home

This home is merely a stone's throw from Moran Beach & Pleasure Point! Enjoy the tranquility provided by a cul de sac facing a green zone. This is an entirely updated home with a kitchen designed for gourmet cooking and entertaining. It opens to the family room with a bar for continual interaction. The yard is a botanical pleasure, spacious and private. There is a new, virtually chemical-free hot tub. Enjoy wine tasting; surfing; cycling; walking trails, beaches & tide pools!

An open living area showcases wood flooring and exposed beams. A coffee table sits at the center, surrounded by a casual sofa and a cozy armchair. Natural light enters through a window, illuminating the space, while the kitchen and dining area are visible in the background.

4.91 out of 5 average rating, 508 reviews

Kid-friendly Beach House; 5 minute walk to Beach

🏖️ Charming Kid-Friendly 2 bedroom Beach Bungalow just 5 min walk to Twin Lakes/Black’s Beach! Short walk to the harbor, Sunday Farmers Market, cafés, dining & surf spots. Includes games, books, misc. beach gear, washer/dryer & cozy coastal vibes. Ideal family getaway in the heart of Santa Cruz! 🌊 🏄‍♂️ Short drive to Pleasure Point & Beach Boardwalk🎢. Newly remodeled w/ modern kitchen, wood floors & stainless appliances. 🌿 Fully fenced yard with turf—perfect for kids!

The charming exterior of a bungalow is showcased, featuring a light blue front door and large windows offering natural light. Comfortable wooden chairs are positioned on the small deck, with surrounding greenery that adds a welcoming touch to the home.

4.99 out of 5 average rating, 195 reviews

Serene luxury beach bungalow in Pleasure Point

Just steps away from the breathtaking Santa Cruz coast lies Bungalow318. This 1940's bungalow has been meticulously renovated and is ready for your relaxing retreat, romantic getaway, surfing adventure or family vacation. Relax in the open concept family room, enjoy a day at the beach or surfing world-class surf breaks, lounge in the hot tub and spend a cozy evening on the patio lounge in front of a warm fire. The ways to enjoy this special property are endless!

A spacious deck is visible, adorned with modern outdoor furniture and surrounded by lush greenery, creating an inviting outdoor space. Large sliding glass doors lead into a bright interior with a cozy seating area and a fireplace, blending the indoor and outdoor environments.

4.99 out of 5 average rating, 245 reviews

Modern Beach Retreat-Free EV Charging

This open and airy modern home is a 5 minute walk to Rio del Mar beach. Enjoy the clean design, large deck and indoor outdoor living. Numerous outdoor activities at your doorstep including golf, world class surf breaks, and renowned biking and hiking trails in the forest of Nisene Marks. Equipped with high speed internet, a projector and Sonos sound system. Our place comfortably hosts five and is good for couples, business travelers, solo, and families.

The exterior of a newly renovated two-story home features a light-colored facade with a shingled design. Lush landscaping includes colorful flowers and greenery, enhancing the entrance. A spacious balcony is visible on the second floor, providing an inviting feel to the property's façade.

4.99 out of 5 average rating, 104 reviews

Two-Six Beach House - newly renovated!

Experience luxury and comfort in our newly renovated Santa Cruz home! (Permit: 231143) This spacious retreat features 3 bedrooms, 2.5 bathrooms, a spacious living room, and a fully equipped kitchen with everything you could need and more. Relax in the backyard with a firepit, hot tub, outdoor shower, and BBQ. Best of all, the beach is just a couple minutes away! Perfect for families and friends seeking a coastal getaway.

Popular amenities for Pleasure Point house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.88 out of 5 average rating, 382 reviews

Home in Moss Landing

Oceanfront beach house with private hot tub

An aerial view captures the lush landscaping of the resort, featuring three swimming pools surrounded by greenery. The coastline stretches in the background, while ponds with palm trees accentuate the serene environment. Resort buildings are visible, blending harmoniously with the natural surroundings.

4.84 out of 5 average rating, 44 reviews

Seascape Ocean Front Villa

A serene outdoor area features a sparkling pool and spa surrounded by lush greenery. Comfortable lounge chairs are positioned nearby, while a gazebo provides shade. The blue water reflects the sky, enhancing the peacefulness of this private retreat.

4.9 out of 5 average rating, 144 reviews

Santa Cruz Beach House with Pool & Spa

4.92 out of 5 average rating, 179 reviews

Two ocean-facing Adirondack chairs are placed on a wooden deck, providing a serene spot to enjoy the surrounding landscape. In the foreground, a natural trail leads through low vegetation towards the beach, while the distant ocean can be seen under a muted sky.

Home in Monterey

Monterey Bay Oasis on the Ocean!

4.98 out of 5 average rating, 207 reviews

Family Getaway Villa

4.59 out of 5 average rating, 27 reviews

Two Bedroom Condo With Great Ocean Views!

4.98 out of 5 average rating, 108 reviews

The entrance to the Amesti School features a deep red wooden facade with large windows. A pair of inviting chairs are positioned on the covered porch, complemented by a simple light fixture. The front door is framed by an elegant trim, welcoming guests.

Home in Watsonville

Old Amesti Schoolhouse mid-bay amidst farmland

4.96 out of 5 average rating, 207 reviews

A window seat with ample cushioning overlooks the serene Pacific Ocean. Large windows provide unobstructed views of the beach and dunes, with soft natural light illuminating the space. Neutral tones and cozy pillows contribute to a relaxed atmosphere.

Home in Castroville

Oceanfront Retreat w/Private HotTub

Weekly house rentals

4.95 out of 5 average rating, 192 reviews

Magnolia Garden Bungalow :)Dogs/Hot Tub

4.84 out of 5 average rating, 297 reviews

Safe, Steps To Beach, Spa, Near Harbor, Pets Okay!

A charming cottage exterior is presented, featuring a manicured lawn surrounded by blooming flowers. A welcoming pathway leads to the front door, while two blue Adirondack chairs are placed on the porch, inviting relaxation in a peaceful outdoor setting.

4.74 out of 5 average rating, 143 reviews

Cozy Capitola, Santa Cruz Home-Beach, Pleasure Pt.

4.96 out of 5 average rating, 106 reviews

A spacious living area features vaulted ceilings supported by wooden beams. A light-colored sofa and armchairs are arranged around a round coffee table. A wall art piece is visible, along with indoor plants, creating a comfortable and inviting space for relaxation.

Home in Felton

Mount Hermon Creekside Cottage

5 out of 5 average rating, 259 reviews

The living room features a spacious sectional couch adorned with decorative pillows. A wooden coffee table centers the room, complemented by a large flat-screen TV mounted on a wooden console. Natural light streams in through multiple windows, enhancing the inviting atmosphere.

Home in Upper Seabright

8 Palms

5 out of 5 average rating, 168 reviews

Home in Felton

Peaceful Redwood Retreat in the heart of town

The spacious living area features a dark couch with light throw pillows, complemented by a wooden coffee table. Natural light filters through large windows, highlighting the blue walls and the staircase leading to the loft. A green area rug enhances the inviting atmosphere.

4.98 out of 5 average rating, 530 reviews

Wave House by the Beach for Two!

A spacious living area features comfortable seating with a light-toned sofa and two woven armchairs. A round coffee table sits at the center, and large windows adorned with bamboo shades allow natural light to fill the room, creating a serene atmosphere.

5 out of 5 average rating, 167 reviews

Santa Cruz Beach House - Steps to Boardwalk/Beach

Private house rentals

The living room features large windows that showcase a vibrant sunset over the ocean. Comfortable seating is provided by a mix of sofas and chairs, and a wooden coffee table occupies the center. The high ceiling adds to the spacious feel of the room.

4.85 out of 5 average rating, 186 reviews

Panoramic Ocean Views - in Private Sanctuary

A cozy living area features warm wood paneling and bright blue trim around the windows. A curved sectional sofa is complemented by a colorful cushion. A round coffee table occupies the center, and wall art reflects a beach theme, enhancing the space's relaxed atmosphere.

4.88 out of 5 average rating, 16 reviews

Pleasure Point Beach Cottage

The upstairs great room features large windows that allow natural light to fill the space. A cozy seating area is arranged around a fireplace, with a dining table positioned nearby. A flat-screen TV stands on a shelf, complemented by decorative elements.

4.99 out of 5 average rating, 143 reviews

Short walk to beach - Perfect beach getaway

The open living space features a leather sofa and a wooden coffee table, with stairs leading to the upper level. Adjacent is a spacious outdoor patio area, showcasing a dining table, lounge chairs, and a barbecue grill, surrounded by greenery and natural light.

4.94 out of 5 average rating, 244 reviews

Walk to everything! Surf Colony Modern Surf Shack

4.97 out of 5 average rating, 428 reviews

A spacious outdoor patio features a round dining table surrounded by chairs, with a detached lounge area including a couch and lounge chairs. The ground is tiled, and a patterned rug adds a decorative touch. Two large umbrellas provide shade against the sun.

Home in Upper Seabright

Peaceful & Private Seabright, 1 mile from beach

A welcoming living area features exposed wooden beams and a cozy wood-burning stove. A blue sofa sits opposite a round dining table, surrounded by a mix of colorful artwork and natural light streaming through the windows, creating a bright and inviting atmosphere.

4.91 out of 5 average rating, 44 reviews

Cottage Steps to 26th Ave. Beach w/Hot Tub

An aerial view showcases the proximity of the property to the beach, highlighting the expansive coastline and clear blue waters. The surrounding area features various coastal homes along a road, with the ocean stretching into the horizon under a bright, sunny sky.

4.88 out of 5 average rating, 177 reviews

Bali-by-the-Beach...time for you!

A modern kitchen features a central island with seating for five. Stainless steel appliances and an array of open shelving showcase glassware and dishware. Wooden beams accent the ceiling, while warm wood flooring complements the bright, airy ambiance.