Vacation Rentals & Villas in Montepulciano

Updating...

age 0-16
520 Results

Relevance

Price: low to high

Price: high to low

Reviews

520 Houses

Villa Nobile

Cortona villa

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 18

Match: Private outdoor pool (unheated) Pool or snooker table Staffed property Trampoline

All filters match

Price per night from

$1,350

These homes match some but not all of your filters. Clear all filters

3 of 4 match: Trampoline, Private outdoor pool (unheated), Pool or snooker table, Staffed property

3 of 4 filters match

Price per night from

$3,067

Villa San Francesco

Fratticciola villa

  • 12 bedrooms
  • 12 bathrooms
  • sleeps 24

3 of 4 match: Trampoline, Private outdoor pool (unheated), Pool or snooker table, Staffed property

3 of 4 filters match

Price per night from

$889

Apartment I Pini

Asciano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

2 of 4 match: Private outdoor pool (unheated), Pool or snooker table, Staffed property, Trampoline

2 of 4 filters match

Price per night from

$135

2 of 4 match: Private outdoor pool (unheated), Staffed property, Pool or snooker table, Trampoline

2 of 4 filters match

Price per night from

$527

NICE HOUSE

Torrita di Siena villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 15

2 of 4 match: Staffed property, Trampoline, Private outdoor pool (unheated), Pool or snooker table

2 of 4 filters match

Price per night from

$424

OLD AIA VILLA - OLD AIA

Serre di Rapolano villa

  • 15 bedrooms
  • 10 bathrooms
  • sleeps 35

2 of 4 match: Staffed property, Trampoline, Private outdoor pool (unheated), Pool or snooker table

2 of 4 filters match

Price per night from

$859

Podere Pratovecchio 14+2, Emma Villas

Torrita di Siena villa

  • 8 bedrooms
  • 9 bathrooms
  • sleeps 16

2 of 4 match: Staffed property, Trampoline, Private outdoor pool (unheated), Pool or snooker table

2 of 4 filters match

Price per night from

$976

Agriturismo Gello - Villa with panoramic pool in Tuscany - Chianciano Terme

Chianciano Terme villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 22

2 of 4 match: Staffed property, Pool or snooker table, Private outdoor pool (unheated), Trampoline

2 of 4 filters match

Price per night from

$701

Casale Girifalco

Cortona villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

2 of 4 match: Staffed property, Trampoline, Private outdoor pool (unheated), Pool or snooker table

2 of 4 filters match

Price per night from

$716

Casa Baiocco // Private Tuscan Villa With Swimming Pool

Chiusi villa

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 6

2 of 4 match: Staffed property, Trampoline, Private outdoor pool (unheated), Pool or snooker table

2 of 4 filters match

Price per night from

$140

Villa Paola

Cortona villa

  • 9 bedrooms
  • 11 bathrooms
  • sleeps 20

“A dream come true” The villa is everything we hoped it would be, Great location, superb pool surrounded by vineyards and greenery and very helpful hosts. The villa is exquisitely decorated and the kitchen has everything it that you would need for a weeks stay.

2 of 4 match: Staffed property, Trampoline, Private outdoor pool (unheated), Pool or snooker table

2 of 4 filters match

Price per night from

$491

Lamborghini discount Golf

Lake Trasimeno hotel apartment

  • 12 bedrooms
  • 24 bathrooms
  • sleeps 30

2 of 4 match: Staffed property, Trampoline, Private outdoor pool (unheated), Pool or snooker table

2 of 4 filters match

Price per night from

Inquire for Rates

Villa Ivana - Exclusive Luxury Tuscan Villa in Cortona - Italy

Cortona villa

  • 9 bedrooms
  • 12 bathrooms
  • sleeps 18

2 of 4 match: Staffed property, Trampoline, Private outdoor pool (unheated), Pool or snooker table

2 of 4 filters match

Price per night from

$1,545

Villa Monarca -Tuscany-

Torrita di Siena villa

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 16

2 of 4 match: Staffed property, Trampoline, Private outdoor pool (unheated), Pool or snooker table

2 of 4 filters match

Price per night from

$1,472

Casale Dei Girasoli 14, Emma Villas

Cortona villa

  • 7 bedrooms
  • 12 bathrooms
  • sleeps 14

2 of 4 match: Staffed property, Trampoline, Private outdoor pool (unheated), Pool or snooker table

2 of 4 filters match

Price per night from

$1,118

Cozy Home D'Orcia with private pool

Sarteano house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 32 minutes

2 of 4 match: Staffed property, Trampoline, Private outdoor pool (unheated), Pool or snooker table

2 of 4 filters match

Price per night from

$338

Villa ai Cedri

Pergo farmhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 4 match: Staffed property, Pool or snooker table, Private outdoor pool (unheated), Trampoline

2 of 4 filters match

Price per night from

$404

Borgo Valecchie, Exclusive Villa set with private pool, Cortona, Tuscany

Montanare villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

2 of 4 match: Staffed property, Pool or snooker table, Private outdoor pool (unheated), Trampoline

2 of 4 filters match

Price per night from

$552

2 of 4 match: Pool or snooker table, Trampoline, Private outdoor pool (unheated), Staffed property

2 of 4 filters match

Price per night from

$920

Villa Miralaghi 8-9 WI-FI, Biliardo, Camino, Piscina riscaldata, Jacuzzi, Bocce

Citta della Pieve house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

2 of 4 match: Private outdoor pool (unheated), Trampoline, Pool or snooker table, Staffed property

2 of 4 filters match

Price per night from

$1,104

COUNTRY HOUSE CETONA

Cetona farmhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 7

2 of 4 match: Private outdoor pool (unheated), Trampoline, Pool or snooker table, Staffed property

2 of 4 filters match

Price per night from

$258

Il Felceto - luxury 6 BDA villa with heated pool

Citta della Pieve villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

2 of 4 match: Private outdoor pool (unheated), Trampoline, Pool or snooker table, Staffed property

2 of 4 filters match

Price per night from

$982

Fonte al Vento:the Villa

Cortona villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

2 of 4 match: Staffed property, Trampoline, Private outdoor pool (unheated), Pool or snooker table

2 of 4 filters match

Price per night from

$875

Casale le Rondini by Vacavilla

Arezzo villa

  • 8 bedrooms
  • 10 bathrooms
  • sleeps 16

2 of 4 match: Staffed property, Trampoline, Private outdoor pool (unheated), Pool or snooker table

2 of 4 filters match

Price per night from

$529

Agriturismo il Poggio di Cantagallina

Castiglione del Lago apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 4 match: Pool or snooker table, Trampoline, Private outdoor pool (unheated), Staffed property

2 of 4 filters match

Price per night from

$111

La Tana del Bianconiglio - App. Olivo

Castiglione D'Orcia farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Pool or snooker table, Trampoline, Private outdoor pool (unheated), Staffed property

2 of 4 filters match

Price per night from

$270

The Lair of the White Rabbit - Ap. Girasole

Castiglione D'Orcia apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 4 match: Pool or snooker table, Trampoline, Private outdoor pool (unheated), Staffed property

2 of 4 filters match

Price per night from

$246

La Tana del Bianconiglio - App. Uva

Castiglione D'Orcia apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

2 of 4 match: Pool or snooker table, Trampoline, Private outdoor pool (unheated), Staffed property

2 of 4 filters match

Price per night from

$197

Agriturismo Il Torrino

Cortona villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 4 match: Pool or snooker table, Trampoline, Private outdoor pool (unheated), Staffed property

2 of 4 filters match

Price per night from

$508

Girasole - suite # number 2

Cortona villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 4 match: Pool or snooker table, Trampoline, Private outdoor pool (unheated), Staffed property

2 of 4 filters match

Price per night from

$176

Podere Le Cantine

Lucignano farmhouse

  • 10 bedrooms
  • 10 bathrooms
  • sleeps 28

2 of 4 match: Pool or snooker table, Trampoline, Private outdoor pool (unheated), Staffed property

2 of 4 filters match

Price per night from

Inquire for Rates

Wonderful and romantic Tuscany

Foiano Della Chiana villa

  • 12 bedrooms
  • 8 bathrooms
  • sleeps 30

2 of 4 match: Pool or snooker table, Trampoline, Private outdoor pool (unheated), Staffed property

2 of 4 filters match

Price per night from

$859

The Lair of the White Rabbit

Castiglione D'Orcia villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 15

2 of 4 match: Pool or snooker table, Trampoline, Private outdoor pool (unheated), Staffed property

2 of 4 filters match

Price per night from

$920

Stonehouse Valdorcia Tuscany

Montefollonico condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Pool or snooker table, Trampoline, Private outdoor pool (unheated), Staffed property

2 of 4 filters match

Price per night from

$209

2 of 4 match: Pool or snooker table, Trampoline, Private outdoor pool (unheated), Staffed property

2 of 4 filters match

Price per night from

$614

Villa Giusi e Dario

Cortona house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

2 of 4 match: Pool or snooker table, Trampoline, Private outdoor pool (unheated), Staffed property

2 of 4 filters match

Price per night from

$1,043

Fonte Cicerum stone villa with eco infinity pool - a Fontanaro Property

Paciano house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

2 of 4 match: Pool or snooker table, Trampoline, Private outdoor pool (unheated), Staffed property

2 of 4 filters match

Price per night from

$982

Viewing 38 of 520
rentals in Montepulciano

×

Also consider