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Compare 55 Villas in Middletown with updated reviews, rates, and availability.

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

Farpoint: Heated Infinity Pool, Mountain Views

10.0 out of 10, Exceptional, (6)
"Great location with lots of amenities. Very calming atmosphere. Very attentive staff. Can’t wait to go back."
The price is SAR 1,786
SAR 3,648 total
includes taxes & fees
25 Mar - 26 Mar
Farpoint: Heated Infinity Pool, Mountain Views

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

10.0 out of 10, Exceptional, (13)
"Everything was so great! The only recommendations I have are to put mirrors in every bedroom and some lighting outside by the pool and hot tub "
The price is SAR 1,984
SAR 4,162 total
includes taxes & fees
31 Mar - 1 Apr
Private 1+ acre, Bocce, New Heated Pool & Hot Tub, Waterfall

Villa Colibri: Luxury Estate w/Pool, Hot Tub, Pond

Villa Colibri: Luxury Estate w/Pool, Hot Tub, Pond

NEW! Serenity house (3-Bedroom Villa) - Pets Allowed

NEW! Serenity house (3-Bedroom Villa) - Pets Allowed

Modern Compound on Private Vineyard, Complete with Guest House

10.0 out of 10, Exceptional, (81)
"The house was very well appointed and comfortable. We were very disappointed that the AC in the loft was broken leaving us with one less bed than we needed. That made for a less than ideal situation. Also, the person who we were given to communicate with was not very communicative. "
Modern Compound on Private Vineyard, Complete with Guest House

Luxury Napa Estate With Pool/Hot-tub/Concierge

10.0 out of 10, Exceptional, (41)
"We had a family trip to support 3 family members who were running the 2025 Napa Marathon. We had 3 runners and 9 support team, plus two who stayed close by.The house was perfect for our stay. Nicole provided excellent support, both before and during the stay. She helped us arrange a catered dinner and masseuses for our runners. And she resolved our only minor issue, within an hour of it being reported. Couldn't have been more helpful."
The price is SAR 4,923
SAR 8,150 total
includes taxes & fees
7 Apr - 8 Apr
Luxury Napa Estate With Pool/Hot-tub/Concierge

Stunning Country Retreat, Pool, Hottub, Views, 92 Acres

9.6 out of 10, Exceptional, (14)
"Nice space for a big group. We spent most of our time in the farm house because that is where the majority of the group slept. Pool house is very nice and spacious."
Stunning Country Retreat, Pool, Hottub, Views, 92 Acres

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

10.0 out of 10, Exceptional, (35)
"The house was great! It fit our 4 couples perfectly. The kitchen was well stocked. We used the heated pool and hot tub every day. The host was extremely helpful and responsive. Highly recommend for anyone. "
Year-Round Heated Pool | Hot Tub | Fire Pit | Lawn

Secluded Vineyard Estate Healdsburg

9.8 out of 10, Exceptional, (116)
"Nice experience"
Secluded Vineyard Estate Healdsburg

Villa in French Chateau Estate in Napa Valley

10.0 out of 10, Exceptional, (3)
"Amazing property with an ideal location. "
Villa in French Chateau Estate in Napa Valley

Calistoga Wine Ranch

Calistoga Wine Ranch

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

Gorgeous Napa estate 15 mins to St Helena surrounded by vineyards. Permit 138485

10.0 out of 10, Exceptional, (9)
"The house was perfect for a group of friends to enjoy the winieries and the beautiful sunset in the evening. "
Gorgeous Napa estate 15 mins to St Helena surrounded by vineyards. Permit 138485

Relaxation & Recreation: 5 BR House with Heated Pool and Stunning Views

10.0 out of 10, Exceptional, (2)
"We had a lovely stay. Host communication was top notch."
Relaxation & Recreation: 5 BR House with Heated Pool and Stunning Views

Ranch House w/hot tub- located on Winery & Vineyard property

10.0 out of 10, Exceptional, (2)
"The property was clean we had my 56TH birthday partyand it was enough room for all 14 of us. met us at the gate. Great hospitality."
Ranch House w/hot tub- located on Winery & Vineyard property

Exceptional Estate Vineyards in Healdsburg Sonoma County

8.0 out of 10, Very Good, (1)
"Beautiful property, excellent host and easy check-in, check-out and communications. Wasn't clear until we arrived that the spa was off limits. Could have been a bit cleaner and provided a little better bath amenities. However, well-stocked kitchen and wonderful outdoor living spaces-we were able to put together a great meal to enjoy all of the wine we bought throughout the day. We would stay again and hope to enjoy a full wine tasting at the property on our next trip out."
Exceptional Estate Vineyards in Healdsburg Sonoma County

Stay surrounded by Fitch Mountain Park and Open Space Preserve.

9.4 out of 10, Exceptional, (23)
"Very clean and comfortable stay. "
Stay surrounded by Fitch Mountain Park and Open Space Preserve.

Entire Wine Country Resort Villa #Pool-Spa-Tennis-Wine-Dine#

10.0 out of 10, Exceptional, (18)
"The home and grounds had everything we needed, and then some. The home is close to several great wineries and restaurants. Would highly recommend!"
Entire Wine Country Resort Villa #Pool-Spa-Tennis-Wine-Dine#

French Provencal Chateau in the Heart of Napa

French Provencal Chateau in the Heart of Napa
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 Middletown

Backyard Garden Oasis

3.0 star property
9.6 out of 10, Exceptional, (42)
"The Backyard Garden Oasis was quiet and secluded. We enjoyed walking along the quiet street in the morning. The owner is a helpful host. "
The price is SAR 728
SAR 811 total
includes taxes & fees
24 Mar - 25 Mar
Backyard Garden Oasis

Clear Lake Cottages & Marina

2.5 star property
9.0 out of 10, Wonderful, (295)
"It was clean, quiet and all requirements met. "
The price is SAR 511
SAR 570 total
includes taxes & fees
30 Mar - 31 Mar
Clear Lake Cottages & Marina

Private Wine Country Estate with Panoramic Views, Tennis Court - TOT Cert 450N

10.0 out of 10, Exceptional, (220)
"This is our second time renting Willian's home in Kenwood. This home is absolutely stunning and fully equipped with everything you need for a family or group of friends gathering. Fold-out bunk beds, 3 pack and plays, a high chair, tennis and pickle ball rackets, sidewalk chalk and great kitchen and bathroom products. Linens are great quality as well. Chateau St Jean and many other wineries are minutes away. We will absolutely rent this home again and will recommend it to others.Only issue is...
Private Wine Country Estate with Panoramic Views, Tennis Court - TOT Cert 450N
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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