Villa vacation rentals in Santa Cruz

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Top-rated villa rentals in Santa Cruz

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Superhost

Villa in Boulder Creek

4.78 out of 5 average rating, 63 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!

Guest favorite

A grand entrance features dual sweeping staircases leading to a spacious living area with large windows and a modern fireplace. Elegant chandeliers hang from a high ceiling, and intricate tile work forms a compass design on the floor, enhancing the luxurious ambiance.

Villa in Los Gatos

4.94 out of 5 average rating, 48 reviews

Lovely 4 bedroom gated Villa with free parking

Welcome to our beautiful luxury Villa. A lovely 4 bedroom 2 floor villa nestled in the beautiful hills of Los Gatos, located on 2.7 acres of gated land. Expansive decks on both floors with views, perfect for enjoying the propane fire pit & grill. Ideal for small retreats, corporate off sites & business travel. Just a 5-10 minute drive from downtown Los Gatos. Gym, retro arcade, billiards & foosball table included. Equipped with full washer & dryer. Come and enjoy a relaxing time at Villa Miro!

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, 48 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.

Superhost

Villa in Woodside

4.95 out of 5 average rating, 65 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

Villa in Woodside

5 out of 5 average rating, 3 reviews

Camellia Cottage with Pool View

Reminiscent of a 1920's Hollywood villa, enjoy the aesthetics of that romantic age, yet experience 5 star luxury pampering & the most modern of comforts. Explore and relax in the tranquil natural surroundings this 4-acre oak studded estate has to offer, a tropical conservatory, perfect pool and infinity edge spa. Close to Woodside downtown, Highway 280, Silicon Valley, Sand Hill VC firms, Stanford University and Hospital. A short drive to San Francisco. SFO and SJC are only 25 minutes away.

Superhost

An elegant staircase is highlighted by a sparkling chandelier and bordered by a striking black and white striped carpet. Colorful stained glass windows and classic oil paintings add visual interest to the light gray walls, creating a welcoming ambiance.

Villa in Downtown San Jose

4.67 out of 5 average rating, 196 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.

Guest favorite

An outdoor dining area is set on a stone patio, featuring a large table surrounded by comfortable chairs. Lush greenery and colorful flowers frame the space, while trees and distant hills create a serene backdrop beneath a golden sunset sky.

Villa in Soquel

5 out of 5 average rating, 10 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

An expansive outdoor patio is showcased, featuring a large dining table shaded by umbrellas and outdoor seating areas with sofas. Lush gardens surround the space, and a solar-heated pool is visible in the background, complemented by tree-lined natural scenery.

Villa in Santa Cruz

4.94 out of 5 average rating, 108 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.

Guest favorite

An expansive view of the ocean is framed by lush greenery, including tall trees and shrubbery. The sandy beach is visible in the distance, meeting the calm blue waters under a bright sky.

Villa in Aptos

4.89 out of 5 average rating, 103 reviews

Breathtaking White Water Views at Seascape Resort

Enjoy the breathtaking beach and ocean views this stylish 1 bedroom 1 bath retreat has to offer. Relax on the patio while enjoying your morning coffee or a delicious meal prepared by you in the cozy, well equipped kitchenette. The space also offers a sofa bed for additional sleeping and a fireplace. Enjoy the convenience of multiple swimming pools, hot tubs, a gas fire pit with outdoor seating. Just a short stroll to the beach and Sanderlings restaurant is just steps away.

Superhost

A serene coastal view is framed by lush greenery and vibrant yellow flowers. In the distance, the ocean glimmers under a clear blue sky, while a sculpture stands prominently, adding an artistic touch to the natural landscape.

Villa in Aptos

4.88 out of 5 average rating, 8 reviews

New! Deluxe 2/2 Ocean View Villa @ Seascape Resort

Enjoy the beautiful setting of this single level oceanfront villa facing expansive views of Monterey Bay at Seascape Resort. With its large outdoor patio seating 6, you’ve the perfect spot to savor the beautiful sunsets. Across the spacious lawn area, you can take the coastal path to the main beach or visit the hotel's restaurant, bar and beach shop. Relax on the beach or explore the restaurants and shops across the street in Seascape Village.

Superhost

An aerial view of a rectangular swimming pool surrounded by a concrete patio. Sun loungers are arranged near a gazebo offering shaded seating. Fencing encloses the area, and a scenic landscape of rolling hills can be seen in the background under a clear sky.

Villa in East San Jose

4.82 out of 5 average rating, 236 reviews

Entire Villa - Retreat - Refresh - Relax

A seasonal Swimming Pool is not available, but Hottub is available at this time Villa on top of San Jose. Enter via a private road to a peaceful retreat. 5 flat-screen TV with high-speed internet . Each bathroom has a bidet. Pets allowed. Plenty of parking. Commercial ice maker Facility professionally managed call if you have any problems. Seasonal pool. No parties or events. Vending machine onsite. Masseuse on call

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.