Holiday rentals with outdoor seating in Pleasure Point

4.97 out of 5 average rating, 147 reviews

An A-Frame cabin is surrounded by lush greenery, positioned on elevated ground. A stone pathway leads to the entrance, flanked by wooden railings. The cabin features large glass panels on its façade, allowing natural light to flood the interior. A deck with seating overlooks the nature surroundings.

Cabin in Felton

Santa Cruz A-Frame

This unique A-Frame cabin, in a quiet mountain neighborhood with private creek access, was handbuilt in 1965 and remodeled in the summer of 2024. Now a little slice of heaven on the creek in the redwoods. *5-10 min to Henry Cowell Redwoods State Park, Roaring Camp Railroad, Loch Lomond Recreation Area, the Trout Farm Inn, Quail Hollow Ranch + Felton stores. *20 min to Santa Cruz, beach + Boardwalk. *1 min to Zayante Creek Market (EV charger) Find us on social: Insta @SantaCruzAFrame

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, 244 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

Guest suite in Santa Cruz

A bright studio features a spacious bed with light bedding against a green accent wall. A small dining table with yellow and black chairs is present, along with a small couch and an entertainment area with a wall-mounted TV. Natural light enters through a window overlooking a grassy backyard.

4.95 out of 5 average rating, 215 reviews

Updated Studio in Pleasure Point | Steps to Surf

In the heart of Pleasure Point, this remodeled, private studio is a short walk to the best surf spots in Santa Cruz. 3-minute walk to the stairs by O'Neill's house, and 6+ surf breaks also within walking distance. Short stroll to coffee shops, restaurants and more. Walk or ride bikes (2 provided) almost everywhere. Quick drive to Capitola, Boardwalk & downtown Santa Cruz. Open to singles or couples (baby OK) that understand that our family lives in adjoining property. No pets allowed.

4.8 out of 5 average rating, 150 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!

The open-concept kitchen and living area feature a clean design with white cabinetry and a blue-tiled backsplash. A large window allows natural light to fill the space, illuminating the gray sofa and wooden coffee table. Four white bar stools are positioned at the kitchen island.

5 out of 5 average rating, 205 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 bright entryway features a wooden front door with glass panels. To the left, a plush gray sofa is accompanied by a small side table. A dining space is visible through an archway, highlighted by two pendant lights above a wooden table. Green plants add a touch of nature.

4.96 out of 5 average rating, 254 reviews

Quiet Beach Cottage in the heart of Capitola

Nestled into the heart of Capitola, this beach cottage is walking distance to the best of Capitola (Rental Permit #261046). Newly remodeled stunning two bedroom home, two bath, with a Pottery Barn pull out couch, this home is built for comfort and relaxation. Walking distance to Capitola Village(1 mile) and pleasure point (.5). Just blocks to the beach, local breweries, restaurants, shopping and iconic surfing. This home was designed for a peaceful getaway!

4.97 out of 5 average rating, 196 reviews

The exterior of the Surf Cottage is framed by a white picket fence and features a lush garden with blooming flowers. A large tree provides shade, while the cottage reveals a charming coastal-modern design. Bright blue skies complete the welcoming atmosphere.

Cottage in Santa Cruz

Surf Cottage in Pleasure Point

Nestled in a tree-lined corner you'll find the Surf Cottage at Pleasure Point, a lovingly curated home by a California native who lived in NYC and Paris. Stay in surf-shack style with vintage finds, Moroccan rugs, and a collection of objects and artwork from around the world. You'll be just steps away from breathtaking ocean views, sandy beaches and world-renowned surf spots. Come for some coastal vibes and experience all that Santa Cruz has to offer.

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.

4.96 out of 5 average rating, 110 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.

An aerial view captures the shoreline where waves meet the sandy beach. The coastline curves gently while a road runs parallel, with houses visible along the street. The vibrant colors of the ocean and sand contrast against the greenery nearby.

4.88 out of 5 average rating, 509 reviews

180°OceanView+HotTub+EBikes+Surfboards+SUPS+Kayak

Incredible beach home with sweeping views of the ocean. Watch the waves crash from your bed. Directly in front of Pleasure Point, a world class surf spot. 180° upstairs decks to lounge & enjoy the ocean and views of the ocean from every room in the home. Hot tub, cedar sauna, 4 electric bikes, surfboards, stand-up paddle boards, sea kayak, ping pong table, basketball arcade game, and dart board. permit#191362

An open-concept living area features high vaulted ceilings and large windows allowing natural light to fill the space. A cozy seating arrangement is highlighted by white sofas and a coffee table, while a dining table is set against the backdrop of a lush outdoor view.

4.97 out of 5 average rating, 812 reviews

26th Ave Beach Home. 1 block to beach.

Newer custom built 2 BR/1BA 1,000 square foot home in 26th Ave beach/Pleasure Point area. 2 miles from Capitola Village, downtown Santa Cruz and the Boardwalk. Home is located 1 block away from 26th Ave. beach on a quiet dead end street with very little traffic. Located within walking distance to the best surf spots in Santa Cruz, including Pleasure Point, The Hook and 26th ave. Washer and dryer available.

An aerial view showcases the oceanfront setting of the neighborhood, with a panoramic expanse of blue water meeting the horizon. Nearby, coastal homes are positioned along the shore, highlighting the area's vibrant community and proximity to the beach.

4.82 out of 5 average rating, 113 reviews

Stunning Oceanfront - Sunset Magazine Home

Welcome to this award-winning 3-bedroom home (Permit 171346)! Featured in the prestigious Sunset Magazine, this stunning property offers breathtaking ocean views and the perfect blend of modern amenities and coastal charm, providing a comfortable stay just a 5-minute walk from the beach, with a cul-de-sac next door that’s a local favorite viewpoint and gathering spot.

4.95 out of 5 average rating, 456 reviews

A cedar hot tub is positioned against a vibrant orange wall, offering a private and serene setting. Surrounding the hot tub is a small glass-top table accompanied by four black wicker chairs. A bouquet of flowers adds a touch of color to the table.

Bungalow in Santa Cruz

Romantic Retreat with hot tub near the beach!

Are you looking for a restful, meditative or romantic retreat? This fantastically located, atmospheric and private guest house boasts a sleeping loft with skylights from which to listen to the surf, and a comfy hot tub set under a pepper tree. We are a block and a half from the beach, so it’s a perfect spot for surfers and guests who love to be outside.

Popular amenities for outdoor seating rentals in Pleasure Point

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

4.91 out of 5 average rating, 560 reviews

Home in Upper Seabright

Tropical Seabright Beach and Boardwalk Getaway

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, 176 reviews

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

4.93 out of 5 average rating, 279 reviews

An outdoor patio features a spacious sectional sofa surrounded by greenery, with decorative pillows adding comfort. A large umbrella provides shade over the dining area, which includes a table and chairs. Additional seating options and a serene atmosphere invite relaxation.

Home in Capitola

CAPITOLA PERFECT LOCATION! Steps 2 Beach/Shops

4.99 out of 5 average rating, 147 reviews

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.

Home in Aptos

Short walk to beach - Perfect beach getaway

4.97 out of 5 average rating, 121 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

A light blue bungalow with a charming front entry features a wooden door and white picket fence. A well-kept lawn surrounds the home, and a cozy garage is visible on the right side. The setting is peaceful, with trees in the background under a clear blue sky.

4.96 out of 5 average rating, 106 reviews

Walk to Capitola Beach, Pleasure Point or 41st Ave

4.95 out of 5 average rating, 382 reviews

An open kitchen and living area are highlighted, featuring a modern counter with three bar stools. Bright wood flooring complements the white cabinetry and stainless steel appliances. A dining table for four is visible in the background, seamlessly connecting the spaces.

Home in Upper Seabright

Sunny Seabright Beach House

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, 177 reviews

Santa Cruz Beach House - Steps to Boardwalk/Beach

Apartment rentals with outdoor seating

4.81 out of 5 average rating, 111 reviews

The spacious suite features a king bed and a cozy seating area with a blue chair. A kitchenette equipped with modern appliances is visible, along with a large jetted jacuzzi tub. Natural light fills the room, highlighting views of the manicured lawn outside.

Flat in Aptos

Deluxe Spa Suite-Ocean View-Allergy Friendly!

4.98 out of 5 average rating, 492 reviews

A panoramic view captures the rolling hills and forested landscape of the San Lorenzo Valley under a partly cloudy sky. Lush green trees dominate the foreground, while distant mountain ranges are subtly visible against the backdrop.

Flat in Felton

Private Suite in the Redwoods with a View

4.89 out of 5 average rating, 164 reviews

A modern two-story building is set within a landscaped area featuring drought-tolerant plants and manicured grass. A set of stairs leads to the upper level, while large windows reflect natural light. Wooden fencing and contemporary architecture blend with the surrounding greenery.

Flat in La Selva Beach

Manresa Surf House 1 bedroom Sleeps 4 unit #2

4.85 out of 5 average rating, 237 reviews

Flat in Santa Cruz

Peaceful Santa Cruz Retreat

4.95 out of 5 average rating, 172 reviews

An open living area features modern furniture and a large flat-screen television. A round dining table with four chairs is positioned next to a cozy sitting area. Natural light enters through multiple windows, highlighting the neutral color palette and decorative elements, including plants.

Flat in Santa Cruz

Adorable 2 bed/1 bath West Side Santa Cruz home

4.88 out of 5 average rating, 261 reviews

A modern kitchen features white cabinetry, a gas range, and stainless steel appliances, complemented by a sleek countertop. Two stools are positioned at the kitchen island, and soft lighting highlights the elegant tile backsplash, creating a functional and inviting cooking space.

Flat in Upper Seabright

Sunny, modern/contemporary one-bedroom.

4.97 out of 5 average rating, 110 reviews

A bright living area features large windows offering views of the ocean and beach. Comfortable seating includes a spacious sofa and two armchairs. A small coffee table sits on a light-colored rug, accompanied by a decorative fireplace. Natural light fills the room, enhancing the coastal ambiance.

Flat in Aptos

Seascape Beach Resort condo with ocean view

4.91 out of 5 average rating, 560 reviews

An outdoor spa is situated in a serene garden area, surrounded by lush greenery and vibrant flowers. Paved stones create a pathway leading to the spa, which is partially covered with a blue protective cover.

Flat in Santa Cruz

Aloha Apartment w/Spa

Apartment rentals with outdoor seating

4.91 out of 5 average rating, 246 reviews

A deck area features a round table surrounded by four black wicker chairs, with a candle placed at the center. In the background, expansive ocean views and sandy beach are visible, along with nearby buildings that complement the coastal landscape.

Apartment in Watsonville

One of a kind full River and Ocean view!

A winding concrete path leads through a well-maintained green lawn bordered by flowering plants. Tall trees stand in the background, framing the entrance to the beach, where a glimpse of the ocean can be seen in the distance.

4.98 out of 5 average rating, 111 reviews

Luxury Garden View - Relax and Unwind - Seascape

The image depicts a serene beach scene at sunset, with gentle waves lapping at the shore. Grassy dunes adorned with tall, golden grasses frame the coastline, enhancing the natural beauty of the tranquil ocean that stretches towards the horizon.

4.97 out of 5 average rating, 129 reviews

Seascape Resort Villa Beautiful Ocean View Sleep 6

5 out of 5 average rating, 140 reviews

Spectacular Ocean View- Heated Pool & Spa Seascape

A scenic view captures the tranquil coastline, where soft waves meet the sandy beach. Lush greenery frames the foreground, enhancing the natural beauty leading to the ocean. The distant resort building is visible, complementing the serene landscape under a partly cloudy sky.

4.96 out of 5 average rating, 139 reviews

Royal Villa - Ocean View - Heated Pool - Seascape

An open living area features a comfortable grey sofa facing large windows that showcase ocean views. A round dining table with four chairs is positioned near the kitchen, enhancing the spacious layout. Soft lighting is provided by a ceiling fixture.

4.94 out of 5 average rating, 127 reviews

OCEAN Views and Steps from the BEACH, New & Modern

4.99 out of 5 average rating, 181 reviews

A cozy living room is furnished with a light-colored sofa and accent chairs, complemented by a round wicker coffee table. Large windows provide ocean views, and the space is illuminated by a ceiling fan. A fireplace adds warmth to the wood-paneled walls.

Apartment in Capitola

Seaview Condo - 150 Steps to the beach!

A vibrant landscape features blooming flowers in shades of pink and white in the foreground, while the serene ocean stretches into the distance. The scene is framed by tall trees, creating a harmonious blend of nature with the beach visible under a clear blue sky.