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Siena, Italy: Siena, Italy: 8ºC 8ºC
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40 Luxury Villas Siena

Known as one of the most visited tourist attractions of Italy, Siena enjoys a wide variety of high-end properties for rent. Book a luxury villa, hire a design penthouse, rent a holiday home with a private pool, your options are unlimited. Declared a World Heritage Site by UNESCO, Siena has recognized museums and art galleries, squares, palaces, churches, along with wonderful restaurants and bakeries, medieval ruins and holds the Palio, a world-known horse race.
Luxury Villas Siena - Italy - Siena
13 Bedrooms13 Bathrooms27 People

Siena Luxury Palazzo

Terrace, Parking, Tennis court(s), Pool, Fitness, Daily Cleaning, Concierge

Ground FloorDinning room, fully equipped kitchen and a en suite room with double bed.Mezzanine2 en suite bedrooms with queen bed and a a double bed.First floorDinning area, a living room with fire place, 3 en suite bedroomsSecond Mezzanine2 en suite bedrooms with all single beds.Second floor3 en...

Ground FloorDinning room, fully equipped kitchen and a en suite room with double bed.Mezzanine2 en suite bedrooms with queen bed and a a double bed.First floorDinning area, a living room with fire place, 3 en suite...

Price from €6,000/night
Luxury Villas Siena - Italy - Pienza
12 Bedrooms12 Bathrooms24 People700

Exclusive Palace Siena

Terrace, Parking, Pool, Daily Cleaning, Concierge

Not too far from Siena, this Tuscan palace was originally built in the 15th century. Once an hospital, it was transformed into a private majestic home hosting a famous family of Siena in 1924. The estate is surrounded by 450 hectares of land, gardens and woods. Sitting close to the famous vineyard...

Not too far from Siena, this Tuscan palace was originally built in the 15th century. Once an hospital, it was transformed into a private majestic home hosting a famous family of Siena in 1924. The estate is surrounded...

Price from €4,000/night
Luxury Villas Siena - Italy - Montepulciano
6 Bedrooms6 Bathrooms12 People

Montepulciano Design Villa

Terrace, Parking, Pool, Daily Cleaning, Concierge

This elegant villa rental sits in Montepulciano area, just 8 minutes´ drive form the town. Once a watchtower, now it benefits form sleek interior and five-star amenities - all for a perfect vacation in Tuscany. Home to some of the finest Italian wines, the area also offers gorgeous landscapes and...

This elegant villa rental sits in Montepulciano area, just 8 minutes´ drive form the town. Once a watchtower, now it benefits form sleek interior and five-star amenities - all for a perfect vacation in Tuscany. Home to...

Price from €3,143/night
Luxury Villas Siena - Italy - Pienza
14 Bedrooms13 Bathrooms28 People1000

Chic Siena Retreat

Terrace, Parking, Pool, Daily Cleaning, Concierge

Sitting on the hilltop this property is surrounded by old medieval villages and famous olives trees and vineyards. This antique monastery has been newly refurbished to offer to its guests the most chic and luxury design to spend its holiday in Tuscany.The estate provides 12 wide en suite bedrooms...

Sitting on the hilltop this property is surrounded by old medieval villages and famous olives trees and vineyards. This antique monastery has been newly refurbished to offer to its guests the most chic and luxury design...

Price from €2,500/night
Luxury Villas Siena - Italy - Gaiole in Chianti
5 Bedrooms6 Bathrooms10 People600

Siena Chic House

Terrace, Parking, Pool, Fitness

This charming villa for rent by Siena sits around 4 km from a small village of Gaiole in Chianti. It houses several grocery shops, cafes, a pharmacy and some other facilities. Perfect for families, the villa is a great base for travelling around - to Florence, Siena, Arezzo and Montepulciano - and...

This charming villa for rent by Siena sits around 4 km from a small village of Gaiole in Chianti. It houses several grocery shops, cafes, a pharmacy and some other facilities. Perfect for families, the villa is a great...

Price from €2,357/night
Luxury Villas Siena - Italy - Montelpulciano
6 Bedrooms6 Bathrooms12 People1000

Siena Charming House

Terrace, Parking, Pool, Concierge

This fine villa for rent sits in Siena area, by the town of Montepulciano. Boasting sleek interiors, a manicured garden and gorgeous views on the Tuscany countryside, this property is perfect for a laid-back vacation. The property enjoys about 1.000 m2 and a garden of 2.500 m2. There is a private...

This fine villa for rent sits in Siena area, by the town of Montepulciano. Boasting sleek interiors, a manicured garden and gorgeous views on the Tuscany countryside, this property is perfect for a laid-back vacation....

Price from €2,352/night
Luxury Villas Siena - Italy - Siena
8 Bedrooms9 Bathrooms14 People400

Siena Exclusive Mansion

Terrace, Parking, Pool, Daily Cleaning, Concierge

Hidden in the countryside of Tuscany, within the province of Siena, yet close to Umbria, the luxury rental home is an ideal base for the area exploration. Perfect both for family vacation and a getaway with friends, the property enjoys sophisticated design, manicured gardens and wonderful chill-out...

Hidden in the countryside of Tuscany, within the province of Siena, yet close to Umbria, the luxury rental home is an ideal base for the area exploration. Perfect both for family vacation and a getaway with friends, the...

Price from €2,143/night
Luxury Villas Siena - Italy - South of Siena
14 Bedrooms14 Bathrooms24 People1000

Luxury Monastery Siena

Terrace, Parking, Jacuzzi, Pool, Daily Cleaning, Concierge

Set a small village of the inimitable Tuscany, in Siena area, this charming historic house for rent sits within an easy access to many other beautiful villages. Built in the middle ages, this place has a lot of stories to tell. With its stunning frescoes, beamed and stucco ceilings, the property...

Set a small village of the inimitable Tuscany, in Siena area, this charming historic house for rent sits within an easy access to many other beautiful villages. Built in the middle ages, this place has a lot of stories...

Price from €2,000/night
Luxury Villas Siena - Italy - Radda in Chianti
5 Bedrooms8 Bathrooms6 People1

Design Siena House

Terrace, Parking, Pool, Fitness, Daily Cleaning, Concierge

Sitting in the hills of Tuscany, in the province of Siena, this totally-refurbished house for rent enjoys sleek interiors and perfect modern amenities. Just 13 minutes´ drive form Radda in Chainti and other charming villages of the area, it is Ideal both for families and friends. The house is set...

Sitting in the hills of Tuscany, in the province of Siena, this totally-refurbished house for rent enjoys sleek interiors and perfect modern amenities. Just 13 minutes´ drive form Radda in Chainti and other charming...

Price from €1,908/night
Luxury Villas Siena - Italy - Montalcino
9 Bedrooms8 Bathrooms18 People450

Montalcino Country House

Terrace, Parking, Pool, Concierge

This cozy countryside home sits in the heart of Tuscany, in Montalcino area, Val d´ Orcia, a famous Unesco Heritage Site. Part of a bigger estate of organic farming, the house benefits from total privacy. Renewed in 2019, the property consists of two wings - the north and the south ones - and  an...

This cozy countryside home sits in the heart of Tuscany, in Montalcino area, Val d´ Orcia, a famous Unesco Heritage Site. Part of a bigger estate of organic farming, the house benefits from total privacy. Renewed in...

Price from €1,300/night
Luxury Villas Siena - Italy - Pienza
8 Bedrooms8 Bathrooms16 People560

Valley Luxury Villa

Terrace, Parking, Pool, Concierge

This chic countryside villa sits in Siena province, within a short drive from a small town with a couple of shops and other first-need facilities. The place belongs to the Unesco heritage site of Val d´Orcia known for its stunning landscapes. Finished in a traditional yet sleek Tuscany style, the...

This chic countryside villa sits in Siena province, within a short drive from a small town with a couple of shops and other first-need facilities. The place belongs to the Unesco heritage site of Val d´Orcia known for...

Price from €1,200/night
Luxury Villas Siena - Italy - Montefollonico
6 Bedrooms6 Bathrooms12 People

Design Home Siena

Terrace, Parking, Jacuzzi, Pool, Daily Cleaning, Concierge

With fantastic views over the Tuscany countryside, this charming house rental sits in Siena area, within a short drive from Montefollonico village. The villa benefits from exceptional interior design entwined with traditional Tuscan architecture elements. There are several outdoor chill-out areas...

With fantastic views over the Tuscany countryside, this charming house rental sits in Siena area, within a short drive from Montefollonico village. The villa benefits from exceptional interior design entwined with...

Price from €1,200/night
Luxury Villas Siena - Italy - Pienza
7 Bedrooms8 Bathrooms15 People

Deluxe Siena House

Terrace, Parking, Pool, Daily Cleaning, Concierge

Built in the XVII century, this country house sits in the unspoilt Val d´Orcia, Unesco Heritage site half-way from Florence to Rome. Benefiting from lovely views over Pienza town and Tuscany countryside, the villa for rent is a perfect marriage of the ancient decoration details and modern...

Built in the XVII century, this country house sits in the unspoilt Val d´Orcia, Unesco Heritage site half-way from Florence to Rome. Benefiting from lovely views over Pienza town and Tuscany countryside, the villa for...

Price from €1,100/night
Luxury Villas Siena - Italy - Siena
9 Bedrooms7 Bathrooms18 People1

Siena Hill Deluxe House

Terrace, Parking, Tennis court(s), Sauna, Pool, Fitness, Daily Cleaning, Concierge

Luxury Rental House‏ Tuscany : This elegant villa located close to Siena enjoys quiet picturesque setting overlooking the hills. The decoration, the furniture and soft furnishing of the residence create atmosphere of home. It’s a wonderful house very well situated in a village called Ville...

Luxury Rental House‏ Tuscany : This elegant villa located close to Siena enjoys quiet picturesque setting overlooking the hills. The decoration, the furniture and soft furnishing of the residence create...

Price from €1,071/night
Luxury Villas Siena - Italy - Sarteano
9 Bedrooms9 Bathrooms18 People550

Luxury Rural Siena

Terrace, Jacuzzi, Pool, Fitness, Concierge

Luxury Villas Tuscany: This luxurious stone house is an independent farmhouse 18 sleeps composed by a main building and two annexes. On the ground floor there are four living rooms; two with fireplace. There is an access to a large patio surrounding the house and a dining room with an exit to the...

Luxury Villas Tuscany: This luxurious stone house is an independent farmhouse 18 sleeps composed by a main building and two annexes. On the ground floor there are four living rooms; two with fireplace. There is an...

Price from €1,037/night
Luxury Villas Siena - Italy - Siena
8 Bedrooms9 Bathrooms16 People650

Tuscany Hill Luxury Mansion

Terrace, Parking, Jacuzzi, Golf, Pool, Daily Cleaning, Concierge

This splendid spacious rental house in Tuscany offers you astonishing views over the region with its beautiful fields and hills, forests and mountains. Located within a short distance from Sarteano, the luxury villa is the perfect place for a quiet getaway. There are two floors in the house. The...

This splendid spacious rental house in Tuscany offers you astonishing views over the region with its beautiful fields and hills, forests and mountains. Located within a short distance from Sarteano, the luxury villa is...

Price from €1,000/night
Luxury Villas Siena - Italy - Cortona
9 Bedrooms9 Bathrooms18 People1000

Cortona Luxury Villa

Terrace, Parking, Pool

With a garden of 5.000 m2 and more than 1.000 m2 of indoors, this luxury Tuscany villa is a perfect vacation or wedding venue. It is a totally restored historic residence built in the XVII century within a short distance form Cortona. It boasts wonderful frescoes and vaulted ceilings. In addition,...

With a garden of 5.000 m2 and more than 1.000 m2 of indoors, this luxury Tuscany villa is a perfect vacation or wedding venue. It is a totally restored historic residence built in the XVII century within a short...

Price from €1,000/night
Luxury Villas Siena - Italy - Monticiano
14 Bedrooms14 Bathrooms28 People

Luxury Farmhouse Siena

Terrace, Parking, Pool, Fitness, Daily Cleaning, Concierge

Located in Tuscany countryside, surrounded by woods and fields, This luxury farmhouse offers the perfect place for nature and calm lovers. This large property can host up to 28 people in its 14 ensuite bedrooms. The house is divided in three connected units offering a perfect setting for family...

Located in Tuscany countryside, surrounded by woods and fields, This luxury farmhouse offers the perfect place for nature and calm lovers. This large property can host up to 28 people in its 14 ensuite bedrooms. The...

Price from €1,000/night
Luxury Villas Siena - Italy - San Casciano dei Bagni
7 Bedrooms6 Bathrooms14 People350

Orcia Luxury House

Terrace, Parking, Pool, Concierge

The Ground Floor is divided in 5 zone: a wide dinning room with a full equipped kitchen offering a direct access to the terrace and garden where you can enjoy breakfast al fresco and a living room. On the same floor, you will find 3 en suite bedrooms. Outside attached to the house there are two...

The Ground Floor is divided in 5 zone: a wide dinning room with a full equipped kitchen offering a direct access to the terrace and garden where you can enjoy breakfast al fresco and a living room. On the same floor,...

Price from €1,000/night
Luxury Villas Siena - Italy - Tavarnelle val di Pesa
5 Bedrooms4 Bathrooms10 People800

Siena Luxury Mansion

Terrace, Parking, Pool, Daily Cleaning, Concierge

Hidden in the hills of Tuscany, this house rental sits between Siena and Florence, within a short drive from Grece in Chianti, Panzano, San Gimignano and other charming villages. It is a historical residence of the XIII century surrounded by an olive grove and a garden. The property enjoys a...

Hidden in the hills of Tuscany, this house rental sits between Siena and Florence, within a short drive from Grece in Chianti, Panzano, San Gimignano and other charming villages. It is a historical residence of the XIII...

Price from €900/night

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