Val d'Orcia Vacation Rentals

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Check prices for these dates

In two weeks
Nov 28 - Nov 30
In two months
Jan 9 - Jan 11
In three months
Feb 6 - Feb 8
In four months
Mar 6 - Mar 8

Vacation Rentals in Val d'Orcia

Breakfast, lunch, dinner served; local cuisine
Hotel San Gregorio

Hotel San Gregorio

3.0 star property
Pienza
9.4 out of 10, Exceptional, (132)
"Excellent property! Very elegant and the service was wonderful. The breakfast was also excellent. The location could not be any better - the entry to the old town is just across from the hotel. Wish we could have stayed longer."
United States
DEBORAH
The price is ￥30,505
￥34,620 total
includes taxes & fees
Dec 5 - Dec 6
Hotel San Gregorio
Front of property - evening/night
Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites

3.0 star property
San Quirico d'Orcia
9.0 out of 10, Wonderful, (78)
"Delightful stay. The room was lovely, and the view from our private terrace was wonderful. Dinner was first rate. Easily walkable into San Quirico, short drive to Montalcino, Pienza, and Montalcino. Nice massage and spa. A very good value."
United States
Charles
Casanova - Panoramic Rooms and Suites
Pool
Private and cozy retreat in Montalcino with private pool surrounded by vineyards

Private and cozy retreat in Montalcino with private pool surrounded by vineyards

Siena
9.4 out of 10, Exceptional, (67)
"Just did a 2 week trip In Italy and this was by far our favorite place to stay. Ready to go back already. Don’t think twice….JUST BOOK IT!"
United States
Blake R.
Private and cozy retreat in Montalcino with private pool surrounded by vineyards
Exterior detail
The House of Alice, charm and relaxation

The House of Alice, charm and relaxation

Montalcino (SI)
9.8 out of 10, Exceptional, (66)
"We loved our stay in this beautiful apartment. The town was so quiet and peaceful. Definitely a spot we’d like to visit again"
Canada
Nathan E.
The price is ￥28,391
￥37,618 total
includes taxes & fees
Nov 14 - Nov 15
The House of Alice, charm and relaxation
Deluxe Condo | Private kitchen | Full-size fridge, microwave, stovetop, dishwasher
Corte Francigena

Corte Francigena

Montalcino
9.8 out of 10, Exceptional, (6)
"Ligger midt i hjertet av Siena. Historisk. Litt VM i kreativit rundt møblering. Trustfull bar er bra."
Norway
Jan Erik
The price is ￥23,747
￥28,250 total
includes taxes & fees
Nov 22 - Nov 23
Corte Francigena
Dining
Villa D'Orchia, luxury organic farm with private pool in Val D'orcia, Sleeps 15.

Villa D'Orchia, luxury organic farm with private pool in Val D'orcia, Sleeps 15.

Castiglione d'Orcia
9.8 out of 10, Exceptional, (12)
"Amazing property in the heart of the prettiest part of Tuscany. Soon the secret of this amazing place will get out and it will be booked out for years."
United States
Michael P.
Villa D'Orchia, luxury organic farm with private pool in Val D'orcia, Sleeps 15.
Outdoor pool
Antico Brunello

Antico Brunello

Montalcino
The price is ￥1,171,145
￥1,290,033 total
includes taxes & fees
Nov 12 - Nov 13
Antico Brunello
Outdoor pool
Whole big Tuscan Villa with Pool & Vineyards in the Heart of Tuscany

Whole big Tuscan Villa with Pool & Vineyards in the Heart of Tuscany

Pienza
9.6 out of 10, Exceptional, (17)
"The view from the house is spectacular! What a great spot for a group of friends or a large family. Close to vineyards and shopping. We love sitting on the back patio having dinner. The dog and cats were an extra. Lily and her husband were very helpful and we really enjoyed having the meals cooked by the chef while we were there. The last night with the fish was the best!"
United States
julie l.
Whole big Tuscan Villa with Pool & Vineyards in the Heart of Tuscany
Exterior detail
The Casetta di Brunello, quiet and breathtaking views

The Casetta di Brunello, quiet and breathtaking views

Montalcino
9.6 out of 10, Exceptional, (16)
"Looking for a village away from the tourist crowds, this is it!"
United States
Mario S.
The price is ￥28,391
￥38,328 total
includes taxes & fees
Nov 12 - Nov 13
The Casetta di Brunello, quiet and breathtaking views
A heated pool
Villa I Cipressini Tuscany Private luxury pool spa

Villa I Cipressini Tuscany Private luxury pool spa

Pienza
10.0 out of 10, Exceptional, (56)
"Beautiful villa in a beautiful setting, walkable to Pienza and overall great stay."
United States
leigh t.
Villa I Cipressini Tuscany Private luxury pool spa
Front of property - evening/night
Sarna Residence

Sarna Residence

San Quirico d'Orcia
9.6 out of 10, Exceptional, (38)
"We enjoyed our stay. The room was very clean. The staff was helpful."
United States
Bokang
The price is ￥14,860
￥18,475 total
includes taxes & fees
Dec 12 - Dec 13
Sarna Residence
Outdoor pool, a heated pool
WP Relais Villa Vignalunga in Val d'Orcia,luxurious estate with swimming pool

WP Relais Villa Vignalunga in Val d'Orcia,luxurious estate with swimming pool

CASTIGLIONE D'ORCIA (SI)
10.0 out of 10, Exceptional, (50)
"The property is spectacular. It's hard to believe, but the beautiful photos don't even do it justice. The host was very friendly and helpful. Will definitely be returning"
United States
Sophie G.
WP Relais Villa Vignalunga in Val d'Orcia,luxurious estate with swimming pool
Pool
VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24

VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24

Montalcino
The price is ￥1,055,805
￥1,144,528 total
includes taxes & fees
Nov 12 - Nov 13
VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24
Fridge, microwave, oven, stovetop
'...a delicious farmhouse in the countryside where only the wind blows...'

'...a delicious farmhouse in the countryside where only the wind blows...'

Campiglia d'Orcia
10.0 out of 10, Exceptional, (7)
"I do not even know where to begin. The property itself was spacious and quaint with everything we could have wanted for a group of 12 people. The kitchen space made for a great family dinner spot and living room for game night. The pool with views of the Tuscan hillsides was literally from a book. Pictures do not do it justice!! I definitely plan to retire here some day in the future. Also cannot say enough of how helpful and ind Antonella was as a host. Would recommend to any friends/family...
United States
Brittni C.
The price is ￥168,574
￥273,800 total
includes taxes & fees
Nov 18 - Nov 19
'...a delicious farmhouse in the countryside where only the wind blows...'
2 bedrooms, iron/ironing board, WiFi, bed sheets
Dolce Pienza - Modern Home in the Historic Center

Dolce Pienza - Modern Home in the Historic Center

Pienza
2.0 out of 10, (1)
Dolce Pienza - Modern Home in the Historic Center
Outdoor pool, sun loungers
Beautiful Tuscan farmhouse in a great location near Val D'Orcia & private pool

Beautiful Tuscan farmhouse in a great location near Val D'Orcia & private pool

Pienza
10.0 out of 10, Exceptional, (5)
"The villa was very nice exactly what we wanted. The outdoor area is beautiful. The communication was great, you will need transportation as it is in the country and not near any amenities. Very relaxing."
United States
Arlene L.
Beautiful Tuscan farmhouse in a great location near Val D'Orcia & private pool
Property grounds
House in Val d'Orcia perfect for relaxation CIN IT052024C2APXZK7PD

House in Val d'Orcia perfect for relaxation CIN IT052024C2APXZK7PD

RADICOFANI
9.6 out of 10, Exceptional, (49)
"From the check in by owner to the ability to enjoy the patio area. All aspects were wonderful. Silvano has taken care of this property beautifully and it was a pleasure to relax and enjoy the coountry side views. Thank you"
United States
Barbara B.
House in Val d'Orcia perfect for relaxation CIN IT052024C2APXZK7PD
Outdoor dining
Charming apartment in the historic center with large terrace and beautiful view

Charming apartment in the historic center with large terrace and beautiful view

Montalcino
8.0 out of 10, Very Good, (1)
"Appartamento vecchio stile ma molto spazioso e con tutto quello che serve, posizione ottima "
Italy
Marco R.
The price is ￥17,567
￥31,053 total
includes taxes & fees
Nov 12 - Nov 13
Charming apartment in the historic center with large terrace and beautiful view
Exterior detail
Independent house in the historic center

Independent house in the historic center

CASTIGLIONE D'ORCIA
9.4 out of 10, Exceptional, (9)
"Stayed here during the Tuscany Trail and was perfect for 4 of us. Centre of town and a great restaurant recommendation too! "
United Kingdom
Graham S.
The price is ￥25,552
￥30,166 total
includes taxes & fees
Nov 12 - Nov 13
Independent house in the historic center
Outdoor pool, a heated pool
WP RELAIS BORGO VIGNALUNGA, 46 HECTARES OF LAND IN THE HEART OF VAL D'ORCIA

WP RELAIS BORGO VIGNALUNGA, 46 HECTARES OF LAND IN THE HEART OF VAL D'ORCIA

Toscana
10.0 out of 10, Exceptional, (36)
"This villa is amazing! The views are spectacular. The home is awesome! The property is beautiful! "
United States
Jeremy F.
WP RELAIS BORGO VIGNALUNGA, 46 HECTARES OF LAND IN THE HEART OF VAL D'ORCIA
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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Top Val d'Orcia Hotel Reviews

Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent
"Everything is perfect. Beautiful views, wonderful pool and spa, delicious food. Will come back again."
Betty 1-night trip
Posted 4 days ago
Castello di Velona Resort Thermal SPA & Winery

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