Villa vacation rentals in Santa Cruz

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Top-rated villa rentals in Santa Cruz

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Villa in Boulder Creek

4.76 out of 5 average rating, 68 reviews

Family Retreat near South Bay and Santa Cruz Beach

Permit# 231447 Escape with friends and family to the mountains, the beach, and the bay—all in one place! Enjoy views atop the vast mountains encompassing Boulder Creek, just 30 minutes from the Santa Cruz boardwalk and beach and 40 from South San Jose. Take advantage of nearby state parks and hiking trails, and visit the tranquil town of BC. Experience the serene beauty of nature w/out sacrificing comfort or connectivity. Enjoy a perfect blend of relaxation and modern amenities during your stay!

Top guest favorite

A view from the patio shows well-maintained green lawns and palm trees, with glimpses of the ocean in the distance. A putting green is visible, surrounded by lounge areas and umbrellas. The tranquil setting is complemented by the resort buildings in the background.

Villa in Aptos

4.97 out of 5 average rating, 36 reviews

Seascape South Bluff Ocean View Favorite!

A Guest Favorite makes for a magical vacation! Vast ocean & pool views from both balconies. This beautifully renovated condo is tastefully decorated & provides all the owner touches you like to find in a beach vacation condo. Located on the desirable Seascape Resort South Bluff in Aptos, CA with easy access to the pool, spa, firepit, putting green, bluff overlook, beach trail, main lodge dining and more! Comfortably hosts up to six. Experience the best Seascape has to offer-and make it your favo

Top guest favorite

A spacious living area features modern furnishings, with large windows offering natural light. A full-size pool table and foosball table are visible in separate areas. An outdoor basketball hoop and Tesla charging station are also present, enhancing the recreational offerings of the home.

Villa in San Mateo

5 out of 5 average rating, 51 reviews

Tesla EV Charger Basketball Pool Table Hot Tub Spa

Luxury Getaway at our Silicon Valley home w/3300+ SqFt of fun space. Spend less time waiting at charging station and more time enjoying your vacation! FREE Tesla /EV charger on site, hot tub spa, Basketball, pool table, & Foosball. 15 min to SFO Airport, 20 min to Stanford/San Francisco, 25 min drive to San Jose SJC. Newly furnished w/high quality touches and located in a safe neighborhood yet just 3 min from grocery and dinning. Perfect place to work & relax with easy access to 101/280 HWY.

A calm waterfront scene is displayed, featuring a boat docked next to a gravel shoreline. Reflections of homes and palm trees on the water create a serene environment, while the clear blue sky enhances the tranquil setting.

Villa in Foster City

4.75 out of 5 average rating, 4 reviews

elegant two-story home in a resort-style community

Surrounded by the serene waters of Foster City's sought-after, the coveted Plum Island community boasts expansive outdoor grounds to create an oasis of peaceful serenity. This furnished elegant two-story home opens to a beautiful yard with picturesque views and is only a few steps to the clubhouse, gated pool, tennis courts, and waterfront that affords the lifestyle you always have dreamed of. There are many good restaurants, supermarkets, and parks within walking or short driving distance.

Top guest favorite

An expansive patio features comfortable seating, overlooking lush greenery and the scenic Pacific Ocean in the distance. Soft lighting from hanging bulbs creates a welcoming environment for relaxation. Potted plants add a touch of nature, enhancing the tranquil outdoor space.

Villa in Pacifica

4.97 out of 5 average rating, 192 reviews

Incredible Ocean Views from Tuscan Villa Suite

Enjoy this clean, quiet, & comfortable suite in a Tuscan Villa with incredible Pacific Ocean views. Surrounded by nature, you'll wake up to birds singing and watch the sunset in the company of bunnies, red tail hawks, and the occasional deer. Beautiful hikes are right outside the door here in the Golden Gate National Recreation Area. Just 15 minutes from SFO or downtown San Francisco, you are close to everything, but far from the hustle and bustle. You can even walk to the beach if you like!

Guest favorite

A rustic stone home is surrounded by lush greenery and sunlight filters through the trees. The two-story structure features a red-tiled roof, dark wooden shutters, and a charming balcony. A gravel path leads to the entrance, framed by colorful plants and bushes.

Villa in Woodside

4.96 out of 5 average rating, 69 reviews

Ocho Acres~Tuscan style Home with Amazing views

Get away from it all and still be close to everything the area has to offer. Unique Stone Home with sweeping view of Bay Area. Luxurious and well appointed! Close to the ocean and the city, surrounded by nature preserves and numerous hiking trails. 30 miles from San Francisco or Santa Cruz, 16 miles to Half Moon Bay, 30 miles from SFO Airport. Hang out at the pond for a BBQ, visit the local Wineries, hike the many gorgeous trails. Unwind and relax in this magical, unique and stylish retreat.

Superhost

A well-lit bedroom is presented with a spacious bed adorned with layered bedding. A decorative area rug complements the wooden floor. Large windows with soft curtains allow natural light to fill the room. Framed artwork hangs above the bed, adding a touch of charm.

Villa in Downtown San Jose

4.68 out of 5 average rating, 200 reviews

SJ Downtown Hensley House Private 3rd Floor

Welcome to the Hensley House of San Jose. It gained historical landmark distinction in 1990. It was the former home of San Jose Mayor Samuel Hensley who was responsible for developing San Jose from a small settlement to a large city in the Mid 1860’s. This house was originally built in 1894 and still retains it’s old world charms, but updated with modern amenities for your comfort. All seven units enjoy their own bathrooms, and large common living area, dinning area, and outdoor garden.

A spacious living area is illuminated by natural light streaming through large glass doors. Comfortable seating arrangements, including a plush sofa and wicker chairs, face a fireplace. A coffee table is adorned with decorative items, while views of the ocean and surrounding landscape are visible.

Villa in Pacific Grove

Oceanfront Panoramic Ocean and Monterey Bay Views

The splendors of Monterey Bay are just outside your door in this oceanfront 3-bedroom, two bath completely updated home located on the stunning Pacific Grove shoreline and recreational trail. Picture-postcard beachfront vistas, the vast blue expanse of the bay with all its fascinating marine wildlife and the mountains beyond - including the brilliant pink of flowering “Magic Carpet” - are yours to enjoy from every room in this 1,700-square-foot, single-story house that sleeps 6 adults.

Guest favorite

An outdoor terrace showcases a stunning view of the surrounding hills, adorned with vibrant potted plants and decorative pottery. The tiled floor is complemented by decorative candle holders, enhancing the tranquil atmosphere of this serene outdoor space.

Villa in Soquel

5 out of 5 average rating, 12 reviews

Serene Hacienda w/ Stunning Panoramic Ocean View

This light-filled oasis features breathtaking views, major privacy, and wonderful outdoor spaces. A stunning terrace with a round sun bed and dining table for six under the stars! A beautiful deck under the redwoods with a hammock. Open floor-plan, 2,300 sq. ft. Spanish hacienda-style décor, saltillo tile floors, and gorgeous indoor and outdoor plants create an enchanting and secluded space to relax. Feel your cares melt away as you relax in this serene, magical 3.5 acre retreat.

Guest favorite

A spacious outdoor pool lined with a brick border shimmers under the clear sky. Comfortable lounge chairs are positioned beside the pool. Lush green trees and a fenced area provide a serene backdrop to this inviting space.

Villa in Santa Cruz

4.94 out of 5 average rating, 112 reviews

Luxury garden villa w/ hot tub and game room

Welcome to our Luxury Villa in the Santa Cruz mountains, a paradise where you can relax and make unforgettable memories. Our villa boasts a spacious patio where you can enjoy your meals surrounded by enchanting gardens. Unwind in our pool, relax in the hot tub, or challenge your friends to a game of pool on professional sized pool table, in our brand-new recreation room. The room features a beautiful handmade walnut bar, complete with a commercial ice maker, sink, and fridge.

A modern kitchen is presented with light wood cabinetry and a large central island. Stainless steel appliances, including a refrigerator and stove, are visible. Three pendant lights hang above the island, complementing the open layout that connects to the living area.

Villa in Menlo Park

4.81 out of 5 average rating, 27 reviews

Mid Century Modern Living w/Pool

Ever dreamed of living in an Eichler? Now's your chance to experience indoor/outdoor living. Cook a beautiful meal, go for a swim or enjoy a martini on the back patio at this gorgeous mid century property. This is our primary residence which means we are opening up our private space and making room for guests to enjoy our home while we are away. Please inquire if you're a responsible guest who will treat it like your own.

Guest favorite

An aerial view captures the vibrant Santa Cruz coastline, showcasing sandy beaches lined with palm trees and the historic wharf in the distance. The bustling street is visible with parked cars and pedestrians, while the scenic waterfront glistens under a clear blue sky.

Villa in Santa Cruz

4.98 out of 5 average rating, 58 reviews

Coastal Retreat walking distance to Main Beach!

Welcome to our spectacular, newly-built gated escape across from the best beaches in stunning Santa Cruz! It’s like having a mini-hotel to yourself, with 5 private suites- each w/ king beds, full kitchen, bath, convertible sofa- across from Cowells/Main Beach & Wharf. Relax on a 500sqft patio w/ Fire Table and BBQ. Even an outdoor shower to get the sand out of your toes. SC TOT Lic#002455.