Holiday rentals with outdoor seating in Pleasure Point

4.96 out of 5 average rating, 165 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

LocationOutdoor spacesBathroom

4.91 out of 5 average rating, 601 reviews

A uniquely designed treehouse is elevated among the trees, showcasing large glass windows and wooden beams. A wooden walkway leads up to the structure, enhancing the connection with the surrounding natural environment.

Treehouse in Aptos

Peaceful Treehouse with Ocean View

Permit 171035 Featured by Sunset Magazine as a “chic escape,” this Peaceful Treehouse-style retreat blends mid-century design with natural materials like wood and stone for a calming, sanctuary feel. Light pours through floor-to-ceiling windows beneath soaring wooden beams, and Japanese-inspired doors add to the architectural charm. Set high in the trees with ocean views, the home offers three elevated decks including one with a hammock. Perfect for relaxing and enjoying the surrounding canopy.

Outdoor spacesLocationHiking

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, 256 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

LocationValueCleanliness

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, 210 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!

Outdoor spacesLocationCleanliness

4.97 out of 5 average rating, 200 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.

ValueOutdoor spacesBarbecue

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, 123 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 spacesLocationNearby

A bright, airy sleeping area with a spacious bed centered beneath a sloped ceiling. Multiple windows allow natural light to fill the room. A wooden desk and chair are positioned against one wall, complemented by a small wicker chair nearby and an accent cabinet.

4.98 out of 5 average rating, 172 reviews

Beach Suite

Welcome to your cozy private space, 1.5 blocks from a great local beach! The space is in a great centrally located neighborhood between downtown Santa Cruz and Capitola Village. Fully private suite with King size bed, living space and bathroom . A great location, charming, classic and cozy space. Many local beaches within walking distance. Soft top longboards, boogie boards, beach chairs, beach accessories available for use. No Animal Allowed!

LocationOutdoor spacesWalkability

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.

4.97 out of 5 average rating, 124 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.

LocationValueQuiet

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, 524 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

ValueLocationWalkability

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, 832 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.

Outdoor spacesValueAmenities

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.

4.96 out of 5 average rating, 115 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!

LocationOutdoor spacesGetting around

4.95 out of 5 average rating, 465 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.

ValueLocationHospitality

Popular amenities for Pleasure Point outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with Outdoor Seating

A charming entrance features double glass doors framed by a lush arch of blooming white roses. A decorative stone path leads to the door, which is accompanied by a small birdhouse and garden elements that enhance the tranquil atmosphere.

4.94 out of 5 average rating, 202 reviews

Magnolia Garden Bungalow :)Dogs/Hot Tub

Outdoor spacesLocationCheckout

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, 197 reviews

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

Outdoor spacesLocationRiver

An open-concept kitchen and dining area features modern appliances, including a stainless steel refrigerator and a gas stove. A light wood dining table is surrounded by four chairs, while two bar stools are positioned at the kitchen island. Natural light comes through window coverings.

4.99 out of 5 average rating, 103 reviews

Hottub, Firepit, Outdoor TV | Walk to Beach

LocationValueAccuracy

4.99 out of 5 average rating, 102 reviews

Walk to Beach | Spa, Outdoor Kitchen + TV, Firepit

LocationOutdoor spacesFamily

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, 264 reviews

Quiet Beach Cottage in the heart of Capitola

Outdoor spacesLocationTV

4.8 out of 5 average rating, 159 reviews

Surf & Family Fun - Palisades Beach Home

Outdoor spacesValueCleanliness

A charming entrance is framed by lush greenery, leading to a single-story cottage with rustic wooden siding. Two white rocking chairs are positioned on the porch, inviting relaxation. A curved stone pathway winds through the well-kept lawn towards the front door.

4.87 out of 5 average rating, 176 reviews

Spring Special Rate @ The Aloha Beach House!

Outdoor spacesValueWi-Fi

A bright sunroom features large glass panels that provide panoramic views of the ocean and neighborhood. Intricately designed furniture, including a round glass dining table and textured seating, creates a unique space for relaxation and enjoyment of the coastal scenery.

4.96 out of 5 average rating, 251 reviews

Celebrate Father's Day at Opal Cliff Beach House!

LocationOutdoor spacesIndoor spaces

Apartment rentals with outdoor seating

4.9 out of 5 average rating, 79 reviews

Stairway to Treetop Heaven Apt: 2bd, hot tub, deck

ValueOutdoor spacesBeach

5 out of 5 average rating, 3 reviews

Apartment in Santa Cruz

Bella Notte by the Beach Studio 10

LocationWalkabilityCleanliness

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.

4.8 out of 5 average rating, 119 reviews

Deluxe Spa Suite-Ocean View-Allergy Friendly!

Outdoor spacesValueCondition

4.98 out of 5 average rating, 499 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.

Apartment in Felton

Private Suite in the Redwoods with a View

Outdoor spacesLocationAccess

4.95 out of 5 average rating, 187 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.

Apartment in Santa Cruz

Adorable 2 bed/1 bath West Side Santa Cruz home

ValueOutdoor spacesHospitality

An aerial view captures the picturesque landscape of Seascape Beach Resort along the coastline. The soft sandy beach meets the ocean waves, while the resort buildings are nestled amidst greenery, enhancing the serene environment. Elevated perspectives of nearby residential areas and the horizon further complement this scenic setting.

4.97 out of 5 average rating, 101 reviews

Luxury Villa - Flora View - Ground Level -Seascape

LocationValueHot tub

Apartment in Upper Seabright

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.

4.88 out of 5 average rating, 261 reviews

Sunny, modern/contemporary one-bedroom.

Outdoor spacesLocationCondition

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.

4.98 out of 5 average rating, 122 reviews

Seascape Beach Resort condo with ocean view

ValueOutdoor spacesWalkability

Condo rentals with outdoor seating

4.98 out of 5 average rating, 100 reviews

Beautiful Ocean View 2 BR-Seascape-Miles of Beach

LocationValueWalkability

4.99 out of 5 average rating, 149 reviews

Spectacular Ocean View- Heated Pool & Spa Seascape

ValueLocationFamily

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, 130 reviews

OCEAN Views and Steps from the BEACH, New & Modern

Outdoor spacesLocationQuiet

4.94 out of 5 average rating, 483 reviews

Condo in Watsonville

Your Coastal Sanctuary - Far from the Craziness

LocationValueAccuracy

4.99 out of 5 average rating, 185 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.

Condo in Capitola

Seaview Condo - 150 Steps to the beach!

Outdoor spacesValueCheck-in

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.

4.85 out of 5 average rating, 192 reviews

Beach Front Villa at Seascape Resort

ValueOutdoor spacesLayout

A sunny balcony is seen with two chairs and a small table, surrounded by decorative plants. The ocean can be viewed in the background, with clear skies and sunlight reflecting on the water. A vibrant rug covers the balcony floor.

5 out of 5 average rating, 119 reviews

Oceanview Villa w/ 2 Decks, ONE Pool & Fireplace

Outdoor spacesValueFamily