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Vacation rentals in Los Olivos

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Top-rated vacation rentals in Los Olivos

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A garden path lined with large green leaves leads through a tranquil landscape. Towering palm trees and bamboo create a serene backdrop, while soft lighting from ground fixtures highlights the surroundings. A glimpse of a seating area is visible in the distance.
Guest suite in Los Olivos
4.96 out of 5 average rating, 566 reviews

Walk to Wine Country from Florabunda Garden

We offer a peaceful respite from everyday life. Park your car for the weekend, and enjoy yourself. The bed is big and luscious. The bathroom is ample. There's a private dressing area, a zoom room, a courtyard for dining, and an additional dedicated seating area in a sun-spangled exotic garden. We are in walking distance from 32 wine tasting rooms, 3 vineyards, and 3 good restaurants. FYI: We use unscented cleaning products and the suite is always pet-free ( our sensitive guests need to know).

Guest favorite
The exterior of the cottage is shown, featuring a modern design with a light-colored facade and a metal roof. Lush greenery surrounds the property, and a pathway leads to the entrance. Natural light bathes the house, highlighting its inviting structure and landscaping.
Home in Los Olivos
4.92 out of 5 average rating, 123 reviews

2 Br/ 2Ba New+Stylish Cottage Downtown Los Olivos

Welcome to "Tyler Cottage" located in the heart of Los Olivos. Park your car & you are steps from wine tasting, craft beer, great restaurants & boutique shopping. Features incl. 2 bedrooms, king mattresses, high quality linens & wifi. Each bedroom has a smart TV & attached bathroom. For the discerning guest looking for a relaxing wine country getaway, "Tyler Cottage" is perfect for you. Our Rental Agmt. is included in the listing details. Ask about the other properties we have in town!

Top guest favorite
Rows of lush green grapevines stretch across the landscape, leading towards buildings nestled among the vineyards. The background features rolling hills under a clear blue sky, creating a serene and expansive view of the vineyard estate.
Home in Santa Ynez
4.93 out of 5 average rating, 169 reviews

Los Olivos Vineyard Home on Winery Estate

Set on an established winery estate in the Santa Ynez Valley, Casa de Brander is a stunning two bedroom Spanish-style home overlooking the Brander Vineyard. Tastefully decorated with Mexican folk art, this is a truly unique property! Located within a five minute walk from Los Olivos Grocery, it will be easy to stock the state-of-the-art kitchen with essentials, or dine out at the many wonderful restaurants in the area. The spacious patio overlooking the vineyards offers ultimate privacy.

Top guest favorite
Home in Los Olivos
4.88 out of 5 average rating, 224 reviews

In the Heart of Los Olivos

Escape to this luxurious home located steps away from downtown Los Olivos. Indulge in the 50 different wine tastings and 5 great restaurants. The home is graced with a rich and tasteful decor and comfortable beds for a relaxing stay. The fully stocked kitchen with new appliances and utensils is perfect for cooking. The home is truly pet-friendly and conveniently located for playtime with your dogs. The great room offers ample space for entertainment and relaxation for you and your family.

Top guest favorite
A welcoming living area features a high ceiling with a chandelier hanging above. Large glass doors allow natural light to fill the space, complemented by soft curtains. Comfortable seating arrangements include a dark blue sofa and a patterned armchair, enhancing a cozy atmosphere.
Home in Los Alamos
4.97 out of 5 average rating, 156 reviews

Eagle Creek Ranch 1/2 Block from Bell Street

Eagle Creek Ranch is my special place. I fell in love with it and I knew it was for me. I continue to pour my heart into the property and I love to share with others. The wifi is good. Several times a year it might be out for a few hours or so . There is ample parking. You might see the resident bobcat and fox through every day. You’re a 10 second walk from downtown Bell Street. Freeway, east of property, can be heard on north side of house only. Small gatherings allowed (w/ permission).

Top guest favorite
A beautifully arranged dining table features a set of plates adorned with a bee motif and cheerful floral designs. A matching bowl and glass sit alongside, all placed on a vibrant tablecloth showcasing various flowers and greenery. The setting evokes a pleasant dining experience.
Guesthouse in Santa Ynez
4.99 out of 5 average rating, 354 reviews

Cozy BEE Cottage in Santa Ynez

Come settle in to the Cozy "BEE" Cottage located in beautiful Santa Ynez. Situated on a quaint dirt cul-de-sac walking distance to downtown. You will be greeted with a rose covered trellis entry gate and spacious fully enclosed yard for your furry family member. Studio feels much larger than it's 500 sq ft. but retains a warm and cozy feel. Short walk into the town of Santa Ynez or a 5-10 minute drive to all of the other lovely towns in the valley, Solvang/Los Olivos/Balllard/Buellton.

Superhost
A cozy living area features warm wooden walls and natural light coming through a large window. A round white table sits in the center, surrounded by a chair and a simple desk. An armchair and a plant add to the welcoming atmosphere.
Guesthouse in Ballard
4.78 out of 5 average rating, 1,016 reviews

Rustic retreat

This cottage is very comfortable and cute. It is rustic but we have AC and heat for every season. The outside has a lovely courtyard with fire pit and string lights. This cottage is very centrally located with Los Olivos just a mile up the road and Solvang 3 miles down the road. There are many wineries in every direction walking distance and a bike ride away. It sleeps two comfortably in our queen size bed. Please let us know the duration of time in which she would like to stay.

Top guest favorite
An outdoor seating area is featured under a wooden gazebo, illuminated by string lights. Comfortable chairs with rust-colored cushions surround a circular fire pit table, which holds a small flame. Lush greenery and a white wall are visible in the background.
Guesthouse in Los Olivos
4.98 out of 5 average rating, 103 reviews

Luxurious private 2-story cottage w/free parking

Pristine and luxurious, the Grand Chalet is just steps from the downtown promenade—home to 30+ tasting rooms, restaurants, galleries, and boutiques. Located in the heart of the Santa Ynez Valley, it’s the perfect getaway for wine tasting, epicurean dining, horseback riding, hot air balloon rides, hiking, and cycling. By booking this stay, you agree to our house rules and policies, which outline simple guidelines to ensure a comfortable and respectful experience for all.

Top guest favorite
A welcoming bedroom features a queen bed adorned with a colorful striped blanket and green accent pillows. Natural light streams in through a partially open window, with a cozy seating bench and a piece of wall art adding character to the space.
Guest suite in Los Olivos
4.99 out of 5 average rating, 108 reviews

Sweet Queen Retreat in Downtown Los Olivos

This clean, well-appointed downstairs studio at Casa Rivera is steps away from the Los Olivos wine tasting scene and is the smaller of our two spaces. The cozy bi-level space has a queen size bedroom area and raised lounge with cozy couch to relax and watch TV. The adjacent counter sink space has a mini fridge, microwave, toaster and many ways to make coffee just how you like. With all the other thoughtful details we are known for your stay is sure to be memorable.

Guest favorite
A light and airy kitchen features a wooden dining table surrounded by curved-backed chairs. A vintage-style refrigerator and stove are visible, complemented by a pendant light hanging above. Natural light enhances the warm wooden tones of the cabinetry and flooring, creating a welcoming cooking space.
Home in Los Alamos
4.87 out of 5 average rating, 367 reviews

Wine cellar House

Welcome to Bodega House, a restored 1920s farmhouse in the center of Los Alamos. The home features a serene queen bedroom and a separate lounge space, along with a sleeper sofa in the living area. Thoughtfully designed for two adults, the house can also comfortably host one to two children on the sleeper sofa. It’s an ideal setting for couples or small families seeking the ease and privacy of a home while being just steps away from the best of Los Alamos.

Top guest favorite
Bungalow in Santa Ynez
4.99 out of 5 average rating, 158 reviews

Long Canyon Studios Nordic Hot Tub Spa Fire Pit

Long Canyon Studios - BRAND NEW NORDIC HOT TUB SPA - FIRE PIT W/ ADIRONDACK CHAIRS and BBQ. Sunrises and Sunsets - 360 Degree Endless Views and only 10 minutes to the towns of Los Olivos and Santa Ynez Gorgeous newly renovated private 1100 Square Foot 2 bedroom Mid-Century Mediterranean Adobe curated home with stunning views. Private Home on 12 Acre Property surrounded by endless views of Rolling Hills, Vineyards, Oak Trees and many Farm Animals!

Top guest favorite
The image showcases the exterior of a Craftsman-style apartment, featuring a window adorned with white shutters. A flowering magnolia tree is positioned in front, while a stone pathway is framed by greenery and decorative planters, blending natural elements with the building's architecture.
Guest suite in Solvang
4.96 out of 5 average rating, 381 reviews

Ballard Suite Spot

We are centrally located in downtown Ballard. Walk or bike to Lincourt, Rideau, Buttonwood, and more. The town of Los Olivos is approx. 2 miles away, a nice, easy bike ride or a short drive. Take a moment to view our posted guidebook for several local dining options, and Bob's Well Bread is within walking distance for breakfast or lunch (open Thurs thru Monday). And of course, we're happy to make recommendations for dining options upon request.

Popular amenities for Los Olivos vacation rentals

When is the best time to visit Los Olivos?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$94,450 GYDG$86,055 GYDG$83,956 GYDG$93,611 GYDG$84,376 GYDG$85,005 GYDG$84,795 GYDG$90,882 GYDG$83,956 GYDG$84,586 GYDG$83,956 GYDG$83,956 GYD
Avg. temp12°C12°C13°C14°C15°C16°C18°C18°C18°C17°C14°C11°C

Frequently Asked Questions

  • Are there family-friendly vacation rentals in Los Olivos?

    Los Olivos has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in guesthouse rentals in Los Olivos?

    Experience the best of Los Olivos with our guesthouse rentals, starting at about $180 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there vacation rentals with a dedicated workspace in Los Olivos?

    Yes! Work meets play with ease at over 10 vacation rentals in Los Olivos featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do guesthouse rentals in Los Olivos have air conditioning?

    Absolutely! We offer over 10 guesthouse rentals with air conditioning in Los Olivos. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Los Olivos have a kitchen?

    Absolutely! We offer over 10 house rentals with a kitchen in Los Olivos. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Los Olivos have wifi?

    Absolutely! We offer over 20 house rentals with wifi in Los Olivos. Enjoy a tailored experience with all the comforts you desire.

  • Do guesthouse rentals in Los Olivos have free parking?

    Absolutely! We offer over 10 guesthouse rentals with free parking in Los Olivos. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Guesthouse Rentals in Los Olivos?

    Enhance your stay in our Guesthouse Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with free parking, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Los Olivos

  • Total vacation rentals

    Explore 30 vacation rentals in Los Olivos

  • Nightly prices starting at

    Los Olivos vacation rentals start at G$37,780 GYD per night before taxes and fees

  • Verified guest reviews

    Over 3,490 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Los Olivos vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Los Olivos rentals

  • 4.9 Average rating

    Los Olivos stays are highly rated by guests—averaging 4.9 out of 5!