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Compare 59 Villas in St. Helena with updated reviews, rates, and availability.

Valley of the Moon Getaway

10.0 out of 10, Exceptional, (220)
"Great outdoor space with great views"
Valley of the Moon Getaway

Iconia: Historic Mansion, Heated Pool & Hot Tub, 9 Bedrooms

10.0 out of 10, Exceptional, (4)
"One of a kind property in a beautiful location. The layout was super well suited for our group, with lots of spaces to relax and enjoy each other's time. The host is great - very responsive and kind, with all the amenities you need/expect. Would love to stay at this property again. Thank you so much!"
The price is SAR 6,571
SAR 10,809 total
includes taxes & fees
28 Dec - 29 Dec
Iconia: Historic Mansion, Heated Pool & Hot Tub, 9 Bedrooms

Year-Round Heated Pool | Hot Tub | Fire Pit | Lawn

10.0 out of 10, Exceptional, (31)
"We had the best stay in Kenwood—everything about the house was great for our family vacation. We loved having access to the pool and back patio, and the home was comfortable and well-appointed. Would stay here again in a heartbeat!"
The price is SAR 3,175
SAR 6,054 total
includes taxes & fees
8 Jan - 9 January 2025
Year-Round Heated Pool | Hot Tub | Fire Pit | Lawn

Estrella by AvantStay | Secluded Spanish-Style Estate on 7 Acres of Vineyards

8.6 out of 10, Excellent, (14)
"This was a family reunion with family from the Bay Area and from the UK. We have stayed at this property before, and we were pleased with the upgrades to the kitchen area. Our stay was magical. The privacy in the extensive grounds, the beautiful pool and well-appointed house set the scene for a great visit. Minor problems with the pool and hot water were attended to immediately by the property management team. We are recommending Estrella to friends who are looking for a similar arrangement"
Estrella by AvantStay | Secluded Spanish-Style Estate on 7 Acres of Vineyards

Yount Ridge Estate, Yountville CA

10.0 out of 10, Exceptional, (17)
"This place is great for couples enjoying the Napa valley, each bedroom has its own bathroom. The location and views are incredible"
Yount Ridge Estate, Yountville CA

Marquee By AvantStay | Modern Stylish Estate w/ Pool & Entertainers Courtyard

10.0 out of 10, Exceptional, (21)
"The Marquee lived up to it's pictures and description! The estate is beautifully maintained...inside and out. We had all the amenities, especially in the kitchen, that we needed to pull off a spectacular 80th birthday dinner for the 10 of us! Thank you for allowing us to stay at this gorgeous home."
Marquee By AvantStay | Modern Stylish Estate w/ Pool & Entertainers Courtyard

Sky View: All-Season Heated Pool & Hot Tub, 5 Acres, EV Plug

10.0 out of 10, Exceptional, (24)
"The property was beautiful, with plenty of room to spread out. it was also much cleaner than other VRBOs I've stayed in. "
The price is SAR 1,798
SAR 3,880 total
includes taxes & fees
20 Jan - 21 January 2025
Sky View: All-Season Heated Pool & Hot Tub, 5 Acres, EV Plug

Heart of Sonoma County, Fountain Grove 4BR/4BA home, pool, spa, outdoor kitchen

10.0 out of 10, Exceptional, (1)
"This was a perfect space to come back to after a full day of wine tasting and exploring the Valley. Very spacious, clean, and accommodating of all our needs. The host was prompt with any questions we had and the entire process was as seamless as could be. We will certainly be coming back! Just an amazing property."
Heart of Sonoma County, Fountain Grove 4BR/4BA home, pool, spa, outdoor kitchen

Mountain Serenity: Luxe Pool, Views, Comfort

10.0 out of 10, Exceptional, (4)
"We had such a great family visit . Thank for your beautiful home! It was so comfortable and clean and had everything we needed for family meals. Would recommend this house to everyone! Our Hosts were so kind and check in and check out were simple. Thank you again!"
The price is SAR 2,707
SAR 4,817 total
includes taxes & fees
19 Jan - 20 January 2025
Mountain Serenity: Luxe Pool, Views, Comfort

Luxury Napa Estate With Pool/Hot-tub/Concierge

10.0 out of 10, Exceptional, (39)
"This is the second time that we have stayed at Chanric and we have really enjoyed it both times. It is beautiful, updated, clean, well equipped, and well managed. The property manager was accessible, friendly, and helpful. We have been to Napa with various groups many times, but this is where we will stay on future trips!"
The price is SAR 3,844
SAR 6,820 total
includes taxes & fees
22 Jan - 23 January 2025
Luxury Napa Estate With Pool/Hot-tub/Concierge

Calistoga Wine Ranch Estate

10.0 out of 10, Exceptional, (82)
"The property was fantastic for our group of 12. The pictures don’t do the house justice. We would all recommend this house to anyone. "
Calistoga Wine Ranch Estate

Belleza by AvantStay | Hilltop Mansion w/ Pool & Ultra Modern Interior

10.0 out of 10, Exceptional, (2)
"My friends and I loved this beautiful home! The outdoor areas were great. We barbecued in the outdoor kitchen and made pizzas twice in the out door pizza oven. The few issues we had during our visit were addressed very quickly by the owner and management team. We are all already talking about coming back next year!"
Belleza by AvantStay | Hilltop Mansion w/ Pool & Ultra Modern Interior

You Will Dream of this House AND its Views!

9.4 out of 10, Exceptional, (8)
"Everything about this house was truly spectacular. The views were breathtaking, the house was very modern but inviting with every detail thought of. Comfortable family room perfect for our family of 5 adults to watch movies and play games. The kitchen was fully stocked which made it easy to grill/cook meals. We enjoyed the house and pool so much we decided to eat more meals at home than out. We definitely enjoyed every moment of our stay and hope to return some day!! "
You Will Dream of this House AND its Views!

Titan: Theater, Heated Pool, Gym, Billiards

9.6 out of 10, Exceptional, (8)
"Had a peaceful and chill birthday weekend at the house. We never left it. It was the perfect setting with lots to do - cooking, hanging out, watching a movie, and swimming. We were a group of ten friends with a dog and a baby. Hosts were super fast in communicating. No issues. "
Titan: Theater, Heated Pool, Gym, Billiards

Wildflower by AvantStay | Gorgeous Wine Country Home w/ Pool!

8.8 out of 10, Excellent, (13)
"My family had a great time here! The kitchen was well-stocked, the beds were clean and comfortable, and there was plenty to keep us occupied while staying here. There’s a great selection of games and books for a variety of ages and interests. My kids and their cousins really enjoyed the hot tub and the bocce court. The hot tub controls took a bit to understand as did the fireplace remote but we were finally able to figure it out. We had some issues with a broken drawer and cabinet but we had a...
Wildflower by AvantStay | Gorgeous Wine Country Home w/ Pool!

Locanda Winery estate with Olympic-size pool & Starlink WiFi - dog-friendly

9.6 out of 10, Exceptional, (26)
"This Property is absolutely Gorgeous! We loved the home and location. I would check in with the management company if I were the owner. Master shower clogged and won’t drain which has caused wall damage. Our two guest rooms had dirty towels and ours were wet. Home is fabulous!!"
Locanda Winery estate with Olympic-size pool & Starlink WiFi - dog-friendly

Modern Luxury Villa at base of Sonoma Mountain- Includes Wine Tasting Passport

10.0 out of 10, Exceptional, (3)
"Perfectly relaxing."
Modern Luxury Villa at base of Sonoma Mountain- Includes Wine Tasting Passport

Wellington by AvantStay | Secluded Wine Country Estate w/ Gorgeous Mtn Views

9.6 out of 10, Exceptional, (18)
"Loved our stay at the house! It was perfect for our group. It was just missing potholders, enough forks for 10 people and a coffee grinder. Even with those things missing it was perfect."
Wellington by AvantStay | Secluded Wine Country Estate w/ Gorgeous Mtn Views

Serene estate, an entertainer's paradise

9.6 out of 10, Exceptional, (11)
"My friends and I had the best stay at this home! The house has an endless amount of games and is in pristine condition. Incredible wineries are only a short drive away. Kimberly was wonderful and easy to coordinate with throughout. Would love to stay here again! "
Serene estate, an entertainer's paradise

Private 1+ acre, Bocce, New Heated Pool & Hot Tub, Waterfall

10.0 out of 10, Exceptional, (12)
"Nice roomy house close to San Francisco. Easy weekend getaway . Swimming pool was a comfortable temperature and the hot tub heated up fast . The hosts were very responsive and accommodating. "
The price is SAR 1,712
SAR 3,772 total
includes taxes & fees
20 Jan - 21 January 2025
Private 1+ acre, Bocce, New Heated Pool & Hot Tub, Waterfall
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in St. Helena

Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021

10.0 out of 10, Exceptional, (220)
"Great place and good location to host 4 couples to celebrate our 50th birthdays. Thank you!"
The price is SAR 6,195
SAR 7,915 total
includes taxes & fees
12 Jan - 13 January 2025
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021

The St. Helena House - Within Walking Distance To Downtown. Permit # PL23-018

10.0 out of 10, Exceptional, (223)
"Our family stayed at the St. Helena House while attending a memorial. The house exceeded our expectations. It was beautifully decorated, comfortable, and homey with many wonderful nooks to read, views of the vineyards out of every window, and a beautiful well stocked kitchen. The beds were very comfortable. The bathrooms were fine with fluffy towels and plenty of hot water with good water pressure in the showers. The owner was very welcoming and available for any questions. It rained all...
The St. Helena House - Within Walking Distance To Downtown. Permit # PL23-018

Downtown St. Helena retreat with pool, bocce ball and privacy. Permit #PL23-019

9.8 out of 10, Exceptional, (85)
"The home was located in a beautiful area. Lots of great shops and restaurants within walking distance."
Downtown St. Helena retreat with pool, bocce ball and privacy. Permit #PL23-019
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much do villas in St. Helena cost?
Villas in St. Helena range between SAR 1,712 and SAR 6,571 per night. These getaways provide the privacy to enjoy your own space at a price that doesn’t break the bank. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in St. Helena?
Take your pick of 59 villas in St. Helena. No matter if you’re taking a trip with the little ones or getting away with friends, Expedia will help you find the perfect space for your squad.
Why book your villa in St. Helena with Expedia?
Booking a villa in St. Helena is as simple as deciding on your travel dates and picking the option that has what you need. Seeking something luxurious or affordable, or a stay that also comes with a pool and free WiFi? Use Expedia’s search filters to narrow your results and find your ideal pad.
How can I find cheap villas in St. Helena?
A fantastic way to track down cheap villas in St. Helena is with Expedia’s user-friendly filter tool. Refine your search results by amenities, budget and star rating to nab unbeatable prices in only a few clicks.