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Check prices for these dates

In two weeks
5 Jun - 7 Jun
In two months
17 Jul - 19 Jul
In three months
14 Aug - 16 Aug
In four months
11 Sep - 13 Sep

Our top choices for Montisi villas

Property grounds

INDEPENDENT VILLA WITH POOL IN THE HEART OF TUSCANY

INDEPENDENT VILLA WITH POOL IN THE HEART OF TUSCANY
San Giovanni d'Asso
9.8 out of 10, Exceptional, (37 reviews)
"Wonderful Graziella and Constantino present a Villa with unique flair. We had the time of our life with cooking and eating too much. Great vacation!! thank You"
Germany
Stephan C.
The price is AED 2,003
AED 3,018 total
includes taxes & fees
10 Jun - 11 Jun
INDEPENDENT VILLA WITH POOL IN THE HEART OF TUSCANY
Property grounds

VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24

VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24
Montalcino
The price is AED 25,147
AED 27,278 total
includes taxes & fees
24 May - 25 May
VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24
Exterior

Val d'Orcia Historic Farmhouse: 19th century dwelling with Pool and View. 10pl for groups

Val d'Orcia Historic Farmhouse: 19th century dwelling with Pool and View. 10pl for groups
Montenero
The price is AED 1,358
AED 2,671 total
includes taxes & fees
25 May - 26 May
Val d'Orcia Historic Farmhouse: 19th century dwelling with Pool and View. 10pl for groups
Exterior

Il Poggio dell'Eremita

Il Poggio dell'Eremita
Sinalunga
10.0 out of 10, Exceptional, (64 reviews)
"Fantastic place! Great location. "
Canada
Paul Q.
The price is AED 595
AED 689 total
includes taxes & fees
3 Jun - 4 Jun
Il Poggio dell'Eremita
Terrace/patio

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, (51 reviews)
"We loved our stay. The Villa was gorgeous and Gaia was very responsive to any questions we had."
United States
Teresa P.
The price is AED 3,977
AED 5,526 total
includes taxes & fees
11 Jun - 12 Jun
WP Relais Villa Vignalunga in Val d'Orcia,luxurious estate with swimming pool
Pool

VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
Siena
The price is AED 25,287
AED 25,287 total
includes taxes & fees
24 May - 25 May
VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
Property grounds

Charming Tuscany Villa w/ Private Infinity Pool

Charming Tuscany Villa w/ Private Infinity Pool
Castel del Piano
The price is AED 1,151
AED 1,603 total
includes taxes & fees
24 May - 25 May
Charming Tuscany Villa w/ Private Infinity Pool
Exterior

Luxury Tuscan Villa in Val d'Orcia, visit Montepulciano, Pienza and hot Springs!

Luxury Tuscan Villa in Val d'Orcia, visit Montepulciano, Pienza and hot Springs!
Chianciano Terme
9.4 out of 10, Exceptional, (10 reviews)
"This is a marvelous property and the owners Fulvia and Umberto couldn't be more welcoming, helpful and sincerely nice people. I wish we could have stayed longer and would highly recommend this place to anyone who wants to stay in Tuscany. It was the highlight of our trip."
United States
Diane D.
The price is AED 1,705
AED 2,310 total
includes taxes & fees
24 May - 25 May
Luxury Tuscan Villa in Val d'Orcia, visit Montepulciano, Pienza and hot Springs!
Exterior

Villa "Podere Spagliarda" with Private Pool, Terrace & Wi-Fi

Villa "Podere Spagliarda" with Private Pool, Terrace & Wi-Fi
San Quirico d'Orcia
The price is AED 7,298
AED 7,575 total
includes taxes & fees
7 Jun - 8 Jun
Villa "Podere Spagliarda" with Private Pool, Terrace & Wi-Fi
Property grounds

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30
Siena
The price is AED 20,117
AED 22,248 total
includes taxes & fees
24 May - 25 May
VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30
Exterior

WP RELAIS BORGO VIGNALUNGA

WP RELAIS BORGO VIGNALUNGA
Toscana
10.0 out of 10, Exceptional, (37 reviews)
"This villa is amazing! The views are spectacular. The home is awesome! The property is beautiful! "
United States
Jeremy F.
The price is AED 4,795
AED 6,461 total
includes taxes & fees
5 Jun - 6 Jun
WP RELAIS BORGO VIGNALUNGA
Exterior

Villa Capanna: A Window onto Tuscany

Villa Capanna: A Window onto Tuscany
Vico dʼArbia
The price is AED 6,582
AED 7,524 total
includes taxes & fees
27 May - 28 May
Villa Capanna: A Window onto Tuscany
Exterior

Elegant and spacious two-storey villa of 156 m2 consisting of a large living room, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer, internal and external dining area, a master double bedroom wit

Elegant and spacious two-storey villa of 156 m2 consisting of a large living room, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer, internal and external dining area, a master double bedroom wit
Trequanda
Elegant and spacious two-storey villa of 156 m2 consisting of a large living room, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer, internal and external dining area, a master double bedroom wit
Exterior

Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi & Air Conditioning

Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi & Air Conditioning
Siena
The price is AED 1,620
AED 1,628 total
includes taxes & fees
25 May - 26 May
Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi & Air Conditioning
Exterior

Villa Torre Among the Hills of Siena

Villa Torre Among the Hills of Siena
Vico dʼArbia
The price is AED 6,582
AED 7,524 total
includes taxes & fees
27 May - 28 May
Villa Torre Among the Hills of Siena
Exterior

Artisti del Cavallo Tourism

Artisti del Cavallo Tourism
Foiano della Chiana
8.4 out of 10, Very Good, (24 reviews)
"Good house for one night. "
Germany
Heiner
The price is AED 291
AED 328 total
includes taxes & fees
23 Jun - 24 Jun
Artisti del Cavallo Tourism
Exterior

Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & Wi-Fi

Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & Wi-Fi
Torrita di Siena
The price is AED 9,295
AED 9,303 total
includes taxes & fees
24 May - 25 May
Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & Wi-Fi
Outdoor dining

Villa Falco-Cignella Resort Apartments in Tuscany

Villa Falco-Cignella Resort Apartments in Tuscany
Trequanda
The price is AED 1,292
AED 1,305 total
includes taxes & fees
3 Jun - 4 Jun
Villa Falco-Cignella Resort Apartments in Tuscany
Exterior

Red Heart - relax with those you love in Tuscany.

Red Heart - relax with those you love in Tuscany.
Trequanda
The price is AED 2,344
AED 3,908 total
includes taxes & fees
24 May - 25 May
Red Heart - relax with those you love in Tuscany.
Exterior

Casale Le Rondini with a swimming pool and private garden

Casale Le Rondini with a swimming pool and private garden
LUCIGNANO
Casale Le Rondini with a swimming pool and private garden
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 Montisi Hotel Reviews

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"“We just left Monastero di Cortona and honestly, we did not want to go. There is something about this place that gets under your skin — a 13th-century building that has somehow managed to feel like home the moment you walk in. The history alone is staggering, but what really makes it special is the people. Alessandro was everywhere — and we mean that in the best possible way. Yes, he is the sommelier, and he is outstanding at it, but he was also there at breakfast, leading the room, making everyone feel looked after. He is not just a wine expert, he is a true host. The kind of person who sets the tone for an entire property. And Simona — we kept saying she was the best person we encountered the entire trip. Just genuinely warm and present in a way that is hard to find."
Javier 2-night trip
Posted 3 hours ago
Monastero di Cortona Hotel & Spa

Frequently asked questions

How much do villas in Montisi cost?
Expect to pay between AED 328 and AED 27,278 per night for villas in Montisi. No matter your budget, the perfect getaway is only a click away on Expedia. 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 Montisi?
Take your pick of 1201 villas in Montisi. Whether you're taking a trip with the little ones or planning a getaway with friends, Expedia can help you find the perfect space for your crew.
Why book your villa in Montisi with Expedia?
Reserving a villa in Montisi is as easy as clicking on your travel dates and choosing a place that suits your style. On the lookout for something luxurious or affordable, or a stay that also offers a laundry and kitchen? Use Expedia's search filters to narrow your results and find the ideal fit at the right price.
How can I find cheap villas in Montisi?
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