Condo holiday rentals in Gilroy

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Top-rated condo rentals in Gilroy

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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 Pajaro Dunes
4.91 out of 5 average rating, 250 reviews

One of a kind full River and Ocean view!

This one of a kind unit is situated at the very end of the beautiful Pajaro Dunes gated community. This unit offers the best views in the entire community with a full river and 180 degree full ocean view. Just steps from the sand, watch your children play in the sand while enjoying the view from the deck of beautiful sunrises and listen to the waves from the King size Master bedroom. Unit is fully updated with beautiful granite, new appliances, queen sofabed, and a 2nd bedroom with two twin beds

Top Guest favourite
A dining area is set with a wooden table, featuring elegant place settings for six. A stylish woven basket and decorative bowl are placed centrally. A wall-mounted television is positioned above a modern console, with natural light filtering through a nearby window.
Condo in San Jose
4.99 out of 5 average rating, 112 reviews

New! Stylish Condo on Santana Row

Enjoy an indulgent experience at this stylish and centrally-located condo in the heart of Santana Row. "The Row" is a premium blend of residential, retail, and dining spaces in the center of Silicon Valley. Revel in gourmet restaurants, upscale shops, cinemas and a lively atmosphere with outdoor concerts and seasonal festivals. Take a short stroll to Westfield Valley Fair to continue your journey in fine dining, entertainment and shopping venues Located right off of highways 17, 280, and 880.

Top Guest favourite
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.
Condo in Aptos
5 out of 5 average rating, 118 reviews

Oceanview Villa w/ 2 Decks, ONE Pool & Fireplace

Spectacular ocean view condo with views towards Monterey AND Santa Cruz. Yes, you have the sunrise and sunset from both decks. Two story Seascape Villa, South Bluff. Very well designed space with living room, kitchen, deck & powder room on first floor, two bedrooms, two bathrooms, and a second deck upstairs. WiFi, free parking, ONE heated pool on the NORTH BLUFF, short walk down to the beach on a special path. L’Occitane Shampoo/Conditioner/Lotion, Nespresso for coffee. Bartesian Cocktail Maker.

Top Guest favourite
A welcoming living space features a comfortable armchair positioned next to a wooden coffee table. Natural light enters through double doors that lead to an outdoor patio area. Decorative elements, such as artwork and a light fixture, add character to the room.
Condo in Upper Seabright
4.97 out of 5 average rating, 336 reviews

Welcome to Harbor House. Your Favorite Home at the Beach.

Prepare to enjoy this retreat close to the ocean with warm light and comfortable furnishings. Relax and experience a beautiful sense of calm from this quiet retreat. Murray Street Bridge is closed for repair INDEFINITELY Relax and enjoy the new fire pit table during the cool summer nights on the updated deck or enjoy a dinner under the stars using the new BBQ in the new outdoor dining area. **BBQ AND FIRE PIT TABLE are for (June-Sept)This property is not suitable for guests under 12 years old.

Guest favourite
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.
Condo in Aptos
4.88 out of 5 average rating, 107 reviews

Breathtaking White Water Views at Seascape Resort

Perched on the cliffs above the Monterey Bay with direct access to 17 miles of beautiful white sandy beaches, Seascape Resort is a luxurious yet peaceful California coastal retreat that captures oceanfront living. Sip wine on your private balcony while enjoying the sunset over the sea, a long walk on the beach, or eating at high-end restaurants with stunning views are just a 5 minute walk away. You will leave feeling calm and refreshed. Easy visits to Big Sur, Carmel, Monterey, and Santa Cruz.

Guest favourite
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.
Condo in Aptos
4.85 out of 5 average rating, 192 reviews

Beach Front Villa at Seascape Resort

The newly remodeled unit offers a beautiful fireplace, hardwood flooring, a new kitchen with stainless steel appliances, bathrooms, stairs, a laundry system, and more. Beautiful villa just a 10-15 min walk to the beach. Bring your family and friends to enjoy this quaint place with an expensive ocean view and the best view of the resort. Live spaciously in 2 luxurious master suites upstairs and an open concept living room and kitchen downstairs. It will surely be an unforgettable experience!

Guest favourite
A well-lit bedroom is accessed through an open door, featuring a spacious bed with a textured beige coverlet. Natural light enters through a window with white blinds, and a decorative mirror is positioned nearby, enhancing the room's bright and airy feel.
Condo in Hollister
4.92 out of 5 average rating, 106 reviews

Cozy Apartment Right Downtown

If your looking for a quality centrally located place to stay. Fifth Street Retreat is your choice. RIGHT DOWNTOWN. We are also close to other cities. If you want the ocean Monterey and Carmel Valley and Santa Cruz is right next door. If you want the city, San Francisco is above us. If your interested in hiking, Pinnacle National Park is in our back yard. Hollister Hills if you are a motorcycle enthusiast. Walking and bicycling trails. So many great restaurants, bakeries and bars. #enjoyus

Guest favourite
Condo in Aptos
4.78 out of 5 average rating, 583 reviews

Aptos Condo with Spectacular Ocean Views

Enjoy stunning full ocean and sand views from Monterey to Santa Cruz at this beautifully located beach retreat. Watch whales and dolphins from the deck, relax by the ocean-view swimming pool just steps away, or take a short walk to the beach. Santa Cruz Beach & Boardwalk is just 15 minutes away, world famous Monterey Bay Aquarium and Pebble Beach 45 minutes, and Levi’s Stadium only 30 miles. This oceanfront escape is the perfect blend of location, comfort, and unforgettable views.

Top Guest favourite
A serene view of the ocean at sunset, showcasing vibrant hues of orange, pink, and purple in the sky. Lush green lawn stretches in the foreground, with silhouettes of trees and coastal vegetation framing the peaceful landscape.
Condo in Aptos
5 out of 5 average rating, 114 reviews

Fully Equipped OceanView Ground Villa &Heated Pool

Breathtaking ocean & beach views facing Monterey Bay, Capitola Beach & Santa Cruz. This luxurious, ground level, 2-BR villa has the convenience of amazing sunsets, a direct 5-min path to the soft sandy beach, & a furnished patio facing open lawn space. Enjoy the views of the white water surf right from the living room, patio or bedroom; take a dip in the heated pools/hot tub just steps from your front door; or dine at Sanderlings Restaurant. Why choose one when you can do it all?

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Condo in San Jose
4.82 out of 5 average rating, 476 reviews

Modern Luxury 2BR/2FL Loft Overlooking Santana Row

Treat yourself to this stunning & bright two-story loft in the heart of Silicon Valley. This inviting & spacious condo overlooks the world-renowned Santana Row, the premier luxury shopping and dining strip ("Rodeo Drive of Silicon Valley"). Enjoy two modern and airy floors and bedrooms, an open plan apartment with enormous windows onto The Row. This space is perfect for professionals, small groups, or individuals who appreciate the finer things in life.

Guest favourite
A spacious living area features a blue sofa and patterned armchair, complemented by a wooden coffee table. Large sliding glass doors provide unobstructed views of the ocean and access to the balcony. Green plants add a touch of nature, enhancing the inviting space.
Condo in Aptos
4.97 out of 5 average rating, 144 reviews

Oceanfront Family Condo

Escape to your oceanfront condo and unwind at the beautiful Seascape Resort. Your retreat features two bedrooms, each with en-suite bathrooms, plus a convenient half bath. Unobstructed sea views from both the balcony and patio. With two king beds, a queen sofa bed, a rollaway single, and amenities like a pack n play and highchair, it's perfect for families. Walk to the beach or cozy up by the fireplace. Your fun-filled seaside getaway awaits!

Top Guest favourite
Condo in Watsonville
4.94 out of 5 average rating, 483 reviews

Your Coastal Sanctuary - Far from the Craziness

A calming oceanfront condo at Pajaro Dunes on Monterey Bay, perfect for couples, families, and coastal getaways. Enjoy beach access, ocean views, and a peaceful California coast escape. Your personal retreat on Monterey Bay made for slow mornings, barefoot beach walks, and quiet moments that linger. Unplug, unwind, and rediscover the joy of simple pleasures in a space designed for calm, comfort, and connection.

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