Villa holiday rentals in Monterey Bay

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 1.7 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, whole house LifeSource water filtration system.

Location · Value · Sleep quality

Complete Comfort Sanctuary Santa Cruz-Private BDRM

Rental license #231281. Peaceful Retreat with Stunning Redwood & Ocean Views Relax in a serene, light-filled room in a custom home on a 10-acre estate. Enjoy a luxurious European Hästens ergonomic bed for the ultimate rest. 🌲 Minutes from Fall Creek, Henry Cowell & Wilder Ranch 🏄 Near top surfing beaches & epic mountain biking trails 📡 Strong cell reception & lightning-fast WiFi ☕ Morning coffee & treats included Experience tranquility, adventure, and the best sleep ever—book now!

Value · Location · Hospitality

Premium Ocean Front Villa at Seascape!

Escape to paradise in this premium Seascape ground floor villa. This home is a rare single level, ocean front villa with two ground level balconies & 3 private sleeping rooms. Located on south bluff next to the pool, fire pit, putting green & park. Tastefully decorated with panoramic views of the bay. The lawn and bluff walk are accessible right out the back patio door. Newly remodeled with fresh modern décor, one of the best units at Seascape Resort in Aptos overlooking Monterey Bay!

Family · Location · Bathroom

Salty Haven @ Seascape Resort: Luxurious Villa

Escape to Salty Haven, a ground-level, single-story 2bd/2ba north bluff villa @ Seascape Beach Resort in Aptos, CA. The beautifully decorated open floorplan is set to welcome you to an exciting getaway! Step right out front for easy access to the north bluff pool & spa, from the walking path just off the private patio find the entrance to the hiking trail down to white sandy beaches & the breathtaking lookout over Monterey Bay. Arguably the best sunsets Seascape has to offer are here!

Location · Family · Checkout

Los Gatos Villa: hot tub, sauna, pool, and huge yard

Why stay in a hotel when you can stay in this spacious, newly renovated Losgatosvillas executive home within walking distance of downtown Los Gatos? Enjoy your own private 1/2 acre of green lawns, patios, gardens, pool, outdoor dining, firepits, outdoor shower, hot tub, cold plunge, and sauna! This listing includes the master bedroom, 2nd bedroom, office w/futon, 2 bathrooms, chef's kitchen, living room, and outdoor spaces (1 other bedroom is unoccupied and locked during your stay).

Family · Location · Quiet

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.

Location · Value · Hospitality

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.

Family · Value · Comfort

The Mountain House Estate

Experience tranquility in the Mountain House Estate in the picturesque Corral de Tierra neighborhood, ideally situated between Salinas and the Monterey Peninsula. This serene retreat offers breathtaking views of the rolling hills that inspired John Steinbeck’s The Pastures of Heaven, blending natural beauty with convenient access to both city and coastal attractions, incl. Laguna Seca, Monterey, Monterey Bay Aquarium, Carmel, Pebble Beach, and The River Road Wine Trail.

Value · Location · Hospitality

Family Retreat near South Bay and Santa Cruz Beach

Permit# 231447 Nestled in Boulder Creek's mountains, just 30 min from Santa Cruz beaches and 1 hr from the Bay Area. Wake up surrounded by ancient redwoods, explore 20+ nearby hiking trails, then unwind in the hot tub under the stars. Great WiFi and cell coverage—stay connected when you want, unplugged when you don't. Built for family reunions, friend getaways, and groups seeking nature without sacrificing comfort. Visit thecrowsnestretreat dot com for more info

Family · Location · Beach

Deluxe Oceanview Villa-Seascape Resort 2/2!

Maximize your vacation enjoyment at Seascape Resort staying in this unique 2 story townhome strategically set along the bluffs of Monterey Bay. Wrapped in windows, this villa positions you to enjoy ocean views from every room along with the peaceful panorama provided by sweeping views of the adjacent open space. The updated decor is focused on creating the perfect beach setting, and the newly installed appliances will add to your every convenience.

Location · Family · Pool

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.

Location · Family · Quiet

Luxury Hills Estate Near Apple - Great Views 5 Ac

Luxury 5BR, 4.5BA on five private acres in the peaceful Cupertino Hills with stunning views or Ridge Winery. Minutes from Apple Park, this spacious retreat includes a dedicated large office, bright living areas, and a quiet, weekend-style atmosphere. Ideal for families, professionals, and longer stays with easy access to Los Altos, Cupertino, and highways 280/85—perfect for extended visits or seasonal travel.

Location · Hospitality · Accuracy