Vacation rentals with outdoor seating in Pleasure Point

4.96 out of 5 average rating, 115 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, 234 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, 208 reviews

Cute Pleasure Point Studio - Walk to the 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 different 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.

4.91 out of 5 average rating, 573 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

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 sliding 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.

Guest suite in Santa Cruz

A tranquil garden space features a wooden picnic table surrounded by lush greenery and vibrant orange trees. Various shrubs and plants create a secluded feel, while a stone border adds a natural element to the serene environment.

4.83 out of 5 average rating, 1,083 reviews

Birdsong Studio by Beach-Jasmine Gardens

Jasmine Garden Oasis Retreat House—3 block walk to quiet beaches. Ideal for individuals, couples, or families seeking serenity. SC Permit # 231326. Two upstairs independent guest studios inside our home, each with queen bed and extra beds for $25 charge: Jade Studio with private deck, and Birdsong Studio overlooking garden and hot tub. Meditation & QiGong instruction, bicycle rental nearby, allergy-free, healing sessions, low-EMFs--renewing for heart, body & soul. Sunrise/sunset at beach.

Guest suite in Santa Cruz

The entrance to the guest suite is framed by lush greenery and decorative pots. A pathway of stones leads to a white door, adorned by charming string lights. The evening sky adds depth to the scene, enhancing the welcoming ambiance of the space.

4.98 out of 5 average rating, 611 reviews

Garden Oasis for Guests to Relax, Surf & Adventure

Welcome to our Artistic Garden retreat! Centrally located in the heart of Santa Cruz, 1 mile from Sunny Cove Beach and Pleasure Point. Close to the boardwalk, yacht harbor, Downtown Santa Cruz & Capitola. Enjoy the suite & spacious lush yard, fully furnished, outdoor area . Our 1/2 acre farmhouse lot is a garden oasis with lush palms, proteas, bamboo & succulents weaving throughout. Our garden and private lot have it all! 1 night stay ok when available just ask. No animals allowed.

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.

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!

4.97 out of 5 average rating, 192 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.

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, 102 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.

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, 780 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.

4.97 out of 5 average rating, 160 reviews

A bright living area features a comfortable gray sofa adorned with colorful cushions. Natural light pours in through large windows, illuminating a patterned rug and enhancing the space's inviting feel. A stylish lamp stands beside the sofa, complementing the overall decor.

Cottage in Santa Cruz

La Casita del Mar (The Seaside Cottage) at Twin Lakes Beach

Cozy beach cottage located 3 blocks from Twin Lakes Beach and Santa Cruz Harbor! (Permit 211376) Coffee shops and eateries are just around the corner with easy access to the Boardwalk and downtown Santa Cruz. Highly desirable parking on premises. An outdoor dining area is in back with a quaint sitting area in the front. Come and experience the Santa Cruz life in this adorable home!

4.93 out of 5 average rating, 152 reviews

A spacious room features a high wooden ceiling with exposed beams, complemented by large windows that allow natural light. A comfortable sofa and a cozy bed are arranged around a central area, with a small rug adding texture to the polished floor.

Bungalow in Santa Cruz

Gorgeous Bungalow 3 blocks to beach

Welcome to the Gladys house! Local permit #231060—Situated in the Jewel Box above Capitola, sleeps 5/6 , has 2 full baths, 2 bedrooms and a convertible workspace. Enclosed yard, koi pond.. walk to anything. Dogs ok (but please read on..) Quiet neighborhood,- outdoor shower/bath, bikes to borrow, parking for 3 vehicles. EV charger, BBQ- everything you need to enjoy the area!

Popular amenities for Pleasure Point outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

4.98 out of 5 average rating, 168 reviews

The spacious living area features large windows that allow for ample natural light, highlighting the modern design. A cozy blue sofa is positioned near a fireplace, with a festive garland adorning the mantel. Views of the outdoors can be seen through the doors leading to the balcony.

Home in Watsonville

Copper Nest beach retreat with stunning views

4.99 out of 5 average rating, 277 reviews

An aerial view captures the cottage's proximity to the beach, with the shoreline and pier visible in the distance. The surrounding Capitola Village features a mix of residential and commercial buildings, while palm trees and parked cars line the streets.

Home in Capitola

Heart of Capitola Village★Parking★King Bed★Pets Ok

4.93 out of 5 average rating, 216 reviews

Home in Felton

Gorgeous Property, walk to Henry Cowell Park&Town

5 out of 5 average rating, 168 reviews

Home in Felton

Peaceful Redwood Retreat in the heart of town

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, 101 reviews

Walk to Capitola Beach, Pleasure Point or 41st Ave

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.

4.86 out of 5 average rating, 166 reviews

The Quintessential -Aloha 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, 166 reviews

Beach Hill Hideaway - Beach Boardwalk, steps away

4.82 out of 5 average rating, 391 reviews

Home in Aptos

Aptos Beach Retreat • Hot Tub & 5 Min Walk to Sand

Apartment rentals with outdoor seating

4.89 out of 5 average rating, 38 reviews

An A-frame structure is nestled among trees, featuring a unique sloped roof and multiple skylights. A spacious wooden deck extends towards an inviting hot tub, surrounded by natural landscaping. Stone steps lead from the hot tub to the entrance, creating a welcoming outdoor space.

Apartment in Aptos

Stairway to Treetop Heaven UPPER | 2bd | Hot Tub!

4.82 out of 5 average rating, 103 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.

Apartment in Aptos

Deluxe Spa Suite-Ocean View-Allergy Friendly!

4.98 out of 5 average rating, 477 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

4.85 out of 5 average rating, 228 reviews

A spacious living room features large windows, offering views of the garden and surrounding greenery. A comfortable sectional sofa is positioned around a circular coffee table, with a cozy chair and soft decor elements enhancing the inviting atmosphere.

Apartment in Santa Cruz

Peaceful Santa Cruz Retreat

4.95 out of 5 average rating, 166 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

Superhost

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.

Apartment in Upper Seabright

4.88 out of 5 average rating, 261 reviews

Sunny, modern/contemporary one-bedroom.

4.91 out of 5 average rating, 555 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.

Apartment in Santa Cruz

Aloha Apartment w/Spa

4.92 out of 5 average rating, 153 reviews

The multi-story building features a clean, modern exterior with a soft gray color. A covered parking area is located on the first level, while balconies equipped with blue awnings are visible on the upper floors, providing an inviting outdoor space.

Apartment in Capitola

Comfy Capitola Village Condo,walk to all the fun!

Condo rentals with outdoor seating

4.91 out of 5 average rating, 239 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.

Condo 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, 106 reviews

Luxury Garden View - Relax and Unwind - 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, 128 reviews

Royal Villa - Ocean View - Heated Pools - Seascape

5 out of 5 average rating, 123 reviews

Spectacular Ocean View- Heated Pool & Spa 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, 124 reviews

OCEAN Views and Steps from the BEACH, New & Modern

4.99 out of 5 average rating, 171 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!

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, 106 reviews

Oceanview Villa w/ 2 Decks, ONE Pool & Fireplace

A private balcony features a table and two chairs, overlooking the ocean and beach. The setting sun casts warm colors across the horizon, enhancing the view of the serene landscape and distant shoreline.