Vacation Rentals & Villas in Montepulciano

Updating...

age 0-16
257 Results

Relevance

Price: low to high

Price: high to low

Reviews

257 Houses

DOWNTOWN WITH A VIEW!Entire Home w. huge Terraces

Montepulciano house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Safe

All filters match

Price per night from

$281

Holiday Resort in Montepulciano M,,air conditioning,swimmingpool,wine tasting

Montepulciano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 2 hours 58 minutes

Match: Safe

All filters match

Price per night from

$141

Tuscany Villa PODERE MONTI

Montepulciano villa

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 14

Match: Safe

All filters match

Price per night from

$1,385

La Casina Toscana, central with parking and wi-fi

Montepulciano cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

Match: Safe

All filters match

Price per night from

$141

Tenuta di Argiano in Montepulciano, apartment, winery, pool, wifi

Montepulciano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Safe

All filters match

Price per night from

$105

Tenuta di Argiano in Montepulciano, apartment, pool, wifi, winery, trekking

Montepulciano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Safe

All filters match

Price per night from

$105

Farmhouse Olimpia in Montepulciano, apartment furnished , pool, wifi

Acquaviva di Montepulciano b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Safe

All filters match

Price per night from

$111

Podere Monti

Montepulciano villa

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 14

Match: Safe

All filters match

Price per night from

$1,350

The Countess' Blue Suite

Montepulciano guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Match: Safe

All filters match

Price per night from

$197

Il Tosco: your home in tuscany

Montepulciano guest house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

Match: Safe

All filters match

Price per night from

$1,472

Lovely home of Olimpia in Montepulciano, wifi, wine and bikes, music and termal

Montepulciano apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

Match: Safe

All filters match

Price per night from

$123

davide apartment Montepulciano

Bivio di San Biagio apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Safe

All filters match

Price per night from

$117

Great rentals within 20 miles that match your search

clear

Tavarnelle Val di Pesa villa

  • 10 bedrooms
  • 9 bathrooms
  • sleeps 20

Match: Safe

All filters match

Price per night from

$1,894

Morgana

Buonconvento villa

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 18

Match: Safe

All filters match

Price per night from

$1,705

Very nice apartment close to center of Siena

Siena apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Safe

All filters match

Price per night from

$122

Charming apartment ideal for couple

Siena apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Safe

All filters match

Price per night from

$92

Agriturismo Borgo Rapale - Pietro

Rapale apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

Match: Safe

All filters match

Price per night from

$368

Podere degli Olivi Melograno apartment

San Gimignano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Safe

All filters match

Price per night from

$108

Podere degli Olivi Olivo apartment

San Gimignano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Safe

All filters match

Price per night from

$108

Podere degli Olivi apartment Ortensia

San Gimignano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Safe

All filters match

Price per night from

$108

Apartment Roses

Lucolena apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Safe

All filters match

Price per night from

$92

GH Paradiso - Apartment - Split Level (C)

Siena apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Match: Safe

All filters match

Price per night from

$184

GH Paradiso - Large 2 Bedrooms Apartment (B)

Siena apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Safe

All filters match

Price per night from

$184

Casa del Tasso - Poggio Cennina Country Resort

Bucine house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Safe

All filters match

Price per night from

$284

holiday apartment Passero between Florence and Siena in the heart of TUSCANY

Poggibonsi apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 16 minutes

Match: Safe

All filters match

Price per night from

$111

Villa with Pool and Jacuzzi private Deal 2024

Siena villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 7

Match: Safe

All filters match

Price per night from

$123

Casa Paola Vacation Rental in Tuscany

Casal di Pari house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Match: Safe

All filters match

Price per night from

$99

Holiday Farmhouse in San Giovanni Valdarno

San Giovanni Valdarno farmhouse

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Safe

All filters match

Price per night from

Inquire for Rates

Galileo apt on ground floor very typical

Sovicille apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Match: Safe

All filters match

Price per night from

$154

Michelangelo aprtment Tuscany village near Siena

Sovicille apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Safe

All filters match

Price per night from

$160

Apartment Borgo Antico

San Gimignano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“superbe apartment at a suberbe place” We stayed at the lovely old town of San Gimignano a year ago. Everything was perfect. We received a warm welcome by a nice old lady. The apartment is just next to the central square in the pedestrian area. In summer you can even enjoy opera, theatre and music performances from one window of the apartment. Inside everything worked fine including a free washing machine. Payment and organisation worked smoothly, strongly reommended!

Match: Safe

All filters match

Price per night from

$129

Tuscany Apartment in Old Chianti Farmhouse

Castellina In Chianti apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

Match: Safe

All filters match

Price per night from

$146

Casa Anna

Terranuova Bracciolini apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Match: Safe

All filters match

Price per night from

$350

Villa il Castellaccio in Greve in Chianti Flat #3

Greve in Chianti house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

“A lovely place!” We had a really lovely holiday. The location is excellent, being in the heart of Chianti, a peaceful place sorrounded by vineyards and olive grooves, but not far from the most beautiful town and villages. The apartment was really characteristic but also full of comfort; we had everything we need... and don't forget to ask Leonardo, the very nice owner, some information on the history of Florence or suggestion on the best Tuscany wines!!

Match: Safe

All filters match

Price per night from

$160

Villa il Castellaccio farmhouse chianti with pool

Greve in Chianti villa

  • 5 bedrooms
  • 8 bathrooms
  • sleeps 10

Match: Safe

All filters match

Price per night from

$552

Tuscany Villa with pool - Villa le Capanne holday in private villas

Siena villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

“Fantastic Hosts for this unique countryside Villa” Our trip to Italy still fresh in our minds so we wanted to write to tell others about our lovely experience at Villa le Capanne. We stayed with another couple for one week, make trips to Florence, Voltera, Pisa and more. Gina and Franco met us and welcomed us with enough goodies to keep us well taken care of until we could shop. Each day, a new treat appeared and they were all yummy-Gina is a fantastic baker and cook. The villa was spotless and just as described. Let me just say that the location is a bit of a challenge, but worth it for the views. Sitting around the pool and gazebo was very relaxing. You may need to allow extra time to get to the main roads for day trips but if you are prepared, it is not a problem. We had some great fun at the local restaurant, pizza on the weekend and then dinner on another night. The little village, Montecastelli Pisano was charming and we walked on a quiet street and found a violin maker who played us one of his own compositions-unique experience! Great hosts in a lovely setting!

Responds fast! avg. 2 hours 23 minutes

Match: Safe

All filters match

Price per night from

$114

La Tinaia, Podere Patrignone - a Tuscan cottage with garden, views and pool

Castellina In Chianti cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“A Slice of Paradise” We stayed at Podere Patrignone for 5 days in September. It was wonderful to stay in a self contained apartment after 4 weeks of hotels in France. The farmhouse is charming, the apartments are unique and quaint, the countryside was picture perfect and the weather was unseasonably warm. Simon and Verity were such hospitable hosts, yet give the guests their own space. We thoroughly enjoyed the weekly meal Verity and Pam created for all the guests. You must have a car to truely experience all the hidden charms of Tuscany, and everything is so close and the quality of food and wine was impressive. Our favourite memory of staying at Podere Patrignone was sharing sunsets on the terrace with other guests and partaking of good wine, great conversation and so many laughs. We will be back for another slice of paradise.

Match: Safe

All filters match

Price per night from

$184

Podere Patrignone - large private Chianti estate

Castellina In Chianti villa

  • 15 bedrooms
  • 15 bathrooms
  • sleeps 33

Match: Safe

All filters match

Price per night from

$1,693

Viewing 38 of 257
rentals in Montepulciano

×

Also consider