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Wireless Internet
Air conditioning
Swimming pool
Private pool

Heated pool
Private indoor pool
Balcony or terrace
Washing machine
Jacuzzi or hot tub
Garden
Internet access
DVD player
Grill
Fireplace
Cot available
Sauna
High chair
Sea view
Safe
Dishwasher
Children's pool
Ceiling Fans
Cribs
Shared outdoor pool (heated)
Shared outdoor pool (unheated)
Shared indoor pool
Private outdoor pool (heated)
Private outdoor pool (unheated)
Games room
Clothes dryer
Trampoline
Table tennis
Pool or snooker table
Fax machine
Video player
Boat available
Staffed property
Private fishing lake or river
Swing set or jungle gym
Climbing frame
Bicycles available
Towels provided
Linen provided
Microwave
Freezer
Housekeeping Included

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Pets allowed
Parking
Children under 5
Smoking allowed

Non-Smoking property
Elevator access
Wheelchair adapted
Wheelchair accessible

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Beach or lakeside relaxation
City breaks
Walking trips
Tennis in town

Water sports
Horse riding
Fishing
Cycling trips
Golf course on site or within 15 min walk
Golf within 30mins drive
Mountain Views

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1,023 Houses

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ART-HANGAR BY TUSCAN-EXPERIENCE

Montalcino apartment

2 bedrooms
2 bathrooms

sleeps 4

Match: Private outdoor pool (unheated) Staffed property Towels provided

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Price per night from

$710

La Dimora Main Villa + 1 Cottage for 18

Sarteano villa

8 bedrooms
1 bathroom

sleeps 18

Match: Private outdoor pool (unheated) Staffed property Towels provided

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Price per night from

$3,128

La Dimora Main Villa + 2 Cottages for 20

Sarteano villa

9 bedrooms
2 bathrooms

sleeps 20

Match: Private outdoor pool (unheated) Staffed property Towels provided

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Price per night from

$3,486

Ferranesi, Tuscan Design Villa with private pool, perfect for small weddings

Chiusure villa

9 bedrooms
10 bathrooms

sleeps 18

Match: Private outdoor pool (unheated) Staffed property Towels provided

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Price per night from

$2,926

La Dimora Main Villa for 14 adults plus 2 children

Sarteano villa

7 bedrooms
11 bathrooms

sleeps 16

Match: Private outdoor pool (unheated) Staffed property Towels provided

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Price per night from

$2,762

Orchidea - Two double bedroom # 6

Val di Chiana guest house

13 bedrooms
2 bathrooms

sleeps 6

Match: Private outdoor pool (unheated) Staffed property Towels provided

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Price per night from

$269

Wonderful and romantic Tuscany

Foiano Della Chiana villa

12 bedrooms
8 bathrooms

sleeps 30

Match: Private outdoor pool (unheated) Staffed property Towels provided

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Price per night from

$856

The Lair of the White Rabbit - Ap. Girasole

Castiglione D'Orcia apartment

2 bedrooms
1 bathroom

sleeps 6

Match: Private outdoor pool (unheated) Staffed property Towels provided

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Price per night from

$245

Villino Cortona - Holiday home with private pool, wifi, a/c, based in Tuscany

Cortona villa

2 bedrooms
2 bathrooms

sleeps 4

Match: Private outdoor pool (unheated) Staffed property Towels provided

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Price per night from

$159

Podere Molinaccio a 19th century stone farmhouse with private pool and park

Panicale farmhouse

4 bedrooms
4 bathrooms

sleeps 8

Match: Private outdoor pool (unheated) Staffed property Towels provided

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Price per night from

$225

Tenuta Angelici Winery Agriturismo Henni pool sauna jacuzzi panoramic view

Cortona villa

6 bedrooms
8 bathrooms

sleeps 12

Match: Private outdoor pool (unheated) Staffed property Towels provided

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Price per night from

$917

Villa Nobile

Cortona villa

9 bedrooms
6 bathrooms

sleeps 18

Match: Private outdoor pool (unheated) Staffed property Towels provided

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Price per night from

$1,345

Case Sant'Anna 18 Posti

Pietraia villa

9 bedrooms
8 bathrooms

sleeps 18

Match: Private outdoor pool (unheated) Staffed property Towels provided

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Price per night from

$1,109

VILLA FLAMINIO total privacy in the villa for exclusive use

Tuoro sul Trasimeno farmhouse

3 bedrooms
3 bathrooms

sleeps 6

Match: Private outdoor pool (unheated) Staffed property Towels provided

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Price per night from

$262

Incredible, large Tuscan villa boasts jacuzzi, private outdoor pool, billiard room, tennis court, tripadvisor Certificate of Excellence

Sinalunga villa

12 bedrooms
9 bathrooms

sleeps 26

Match: Private outdoor pool (unheated) Staffed property Towels provided

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Price per night from

$3,057

Holiday Villa in Cortona, La Fiorita

Cortona farmhouse

10 bedrooms
6 bathrooms

sleeps 20

Match: Private outdoor pool (unheated) Staffed property Towels provided

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Price per night from

$1,398

Fonte della Pace luxury villa pool & spectacular view - a Fontanaro Property

Paciano villa

4 bedrooms
3 bathrooms

sleeps 8

Match: Private outdoor pool (unheated) Staffed property Towels provided

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Price per night from

$612

La Tana del Bianconiglio - App. Olivo

Castiglione D'Orcia farmhouse

2 bedrooms
2 bathrooms

sleeps 6

Match: Private outdoor pool (unheated) Staffed property Towels provided

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Price per night from

$269

The Lair of the White Rabbit

Castiglione D'Orcia villa

6 bedrooms
4 bathrooms

sleeps 15

Match: Private outdoor pool (unheated) Staffed property Towels provided

All filters match

Price per night from

$917

Agriturismo il Poggio di Cantagallina

Castiglione del Lago apartment

1 bedroom
1 bathroom

sleeps 2

Match: Private outdoor pool (unheated) Staffed property Towels provided

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Price per night from

$110

Agriturismo Il Torrino

Cortona villa

4 bedrooms
2 bathrooms

sleeps 8

Match: Private outdoor pool (unheated) Staffed property Towels provided

All filters match

Price per night from

$507

Villa L'Antica Vetreria

Piegaro villa

5 bedrooms
5 bathrooms

sleeps 10

Match: Private outdoor pool (unheated) Staffed property Towels provided

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Price per night from

$489

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

Paciano house

4 bedrooms
5 bathrooms

sleeps 12

Match: Private outdoor pool (unheated) Staffed property Towels provided

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Price per night from

$979

La Tana del Bianconiglio - App. Uva

Castiglione D'Orcia apartment

2 bedrooms
1 bathroom

sleeps 3

Match: Private outdoor pool (unheated) Staffed property Towels provided

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Price per night from

$196

Girasole - suite # number 2

Cortona villa

1 bedroom
1 bathroom

sleeps 2

Match: Private outdoor pool (unheated) Staffed property Towels provided

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Price per night from

$175

Podere Le Cantine

Lucignano farmhouse

10 bedrooms
10 bathrooms

sleeps 28

Match: Private outdoor pool (unheated) Staffed property Towels provided

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Price per night from

Inquire for Rates

Villa Portoverde

Foiano Della Chiana villa

4 bedrooms
5 bathrooms

sleeps 12

Match: Private outdoor pool (unheated) Staffed property Towels provided

All filters match

Price per night from

$573

Tuscany villa, private pool, for family & group

Mercatale di Cortona farmhouse

12 bedrooms
8 bathrooms

sleeps 24

Match: Private outdoor pool (unheated) Staffed property Towels provided

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Price per night from

Inquire for Rates

Stonehouse Valdorcia Tuscany

Montefollonico condo

2 bedrooms
2 bathrooms

sleeps 6

Match: Private outdoor pool (unheated) Staffed property Towels provided

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Price per night from

$208

Villa San Francesco

Fratticciola villa

12 bedrooms
12 bathrooms

sleeps 24

Match: Private outdoor pool (unheated) Staffed property Towels provided

All filters match

Price per night from

$886

Villa Giusi e Dario

Cortona house

6 bedrooms
6 bathrooms

sleeps 12

Match: Private outdoor pool (unheated) Staffed property Towels provided

All filters match

Price per night from

$1,040

B & B THE OLD Lieutenancy Suite Double

Citta della Pieve b&b

1 bedroom
1 bathroom

sleeps 2

Responds fast! avg. 13 minutes

2 of 3 match: Private outdoor pool (unheated), Staffed property, Towels provided

2 of 3 filters match

Price per night from

$98

the garden of the Etruscans

Chiusi villa

1 bedroom
1 bathroom

sleeps 3

Responds fast! avg. 3 hours 59 minutes

2 of 3 match: Private outdoor pool (unheated), Staffed property, Towels provided

2 of 3 filters match

Price per night from

$110

comfortable room by andrea

Cortona house

1 bedroom
1 bathroom

sleeps 2

2 of 3 match: Private outdoor pool (unheated), Staffed property, Towels provided

2 of 3 filters match

Price per night from

$62

the garden of the Etruscans

Chiusi apartment

2 bedrooms
1 bathroom

sleeps 5

Responds fast! avg. 3 hours 59 minutes

2 of 3 match: Private outdoor pool (unheated), Staffed property, Towels provided

2 of 3 filters match

Price per night from

$196

Deliziosa romantica camera

Asciano b&b

1 bedroom
1 bathroom

sleeps 2

2 of 3 match: Private outdoor pool (unheated), Staffed property, Towels provided

2 of 3 filters match

Price per night from

$62

La Spiga D'oro -Granaio

Foiano Della Chiana apartment

2 bedrooms
1 bathroom

sleeps 6

2 of 3 match: Private outdoor pool (unheated), Staffed property, Towels provided

2 of 3 filters match

Price per night from

$123

B & B THE OLD Lieutenancy SUITE TRIPLE

Citta della Pieve b&b

1 bedroom
1 bathroom

sleeps 3

Responds fast! avg. 13 minutes

2 of 3 match: Private outdoor pool (unheated), Staffed property, Towels provided

2 of 3 filters match

Price per night from

$98

Viewing 38 of 1,023
rentals in Montepulciano

Also consider

Acquaviva di Montepulciano 16 properties
Bivio di San Biagio 12 properties
Sant'Albino 9 properties
Cervognano 5 properties
Asciano 71 properties
Casole d'Elsa 70 properties
Colle di Val d'Elsa 69 properties
Montalcino 59 properties
Sinalunga 57 properties
Poggibonsi 56 properties
Chiusi 52 properties
Gaiole in Chianti 48 properties
Rapolano Terme 46 properties
Monteriggioni 46 properties
Chianciano Terme 45 properties
Cetona 41 properties
Radda in Chianti 37 properties
Radicondoli 35 properties
San Casciano dei Bagni 33 properties
Sarteano 33 properties
Sovicille 30 properties
Radicofani 22 properties
Castiglione D'Orcia 21 properties
San Quirico d'Orcia 20 properties
Pievescola 18 properties
Petroio 15 properties
Buonconvento 13 properties
Murlo 13 properties
Vivo d'Orcia 13 properties
Castelmuzio 11 properties
Monticiano 10 properties
Le Piazze 5 properties

Vacation Rentals & Villas in Montepulciano

Per night

1,023 Houses

Viewing 38 of 1,023rentals in Montepulciano

Also consider

Viewing 38 of 1,023
rentals in Montepulciano