Discover Luxury Houses and Villas in Siena

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Siena villas

Luxury Siena Vacation Houses and Villas

Castello Di Bossi - Siena
9.0 641 reviews

Castello Di Bossi

farm, Castelnuovo Berardenga
Just 12 miles from Piazza del Campo, Castello di Bossi offers a luxury farm stay in Castelnuovo Berardenga with an on-site restaurant and seasonal outdoor swimming pool.
Enjoy exclusive amenities including complimentary WiFi, air-conditioned family rooms with kitchenettes, and a tennis court at this premium destination.
Liberty Villa In The Center - No Ztl - Siena
9.3 24 reviews

Liberty Villa In The Center - No Ztl

house, Siena
Steps from Siena's historic sights, this elegant Liberty style villa offers a prime location directly across from paid public parking.
This luxury accommodation provides air conditioning, a private terrace, and accommodates up to 6 guests, ideal for an upscale Tuscan escape.
Private Room ∙ 1 Bedroom ∙ 3 Guests - Siena
10 3 reviews

Private Room ∙ 1 Bedroom ∙ 3 Guests

farm, Siena
Farm for 3 guests with an excellent rating of 100% based on 3 reviews. This accommodation is located in Siena.
Facilities and services: a freeze, a tennis court and a spa. Enjoy a swimming pool in this accommodation in Siena!
Antica Fonte Residenza Di Siena - Siena
9.3 534 reviews

Antica Fonte Residenza Di Siena

house, Siena
Just 6.2 miles from Piazza del Campo, this luxury country house offers a serene escape near Siena's attractions.
Enjoy a welcoming stay with family-friendly amenities, a garden, Jacuzzi, and complimentary bicycle use.
Da Tezia Apartment - Siena
10 7 reviews

Da Tezia Apartment

house, Siena
Just a 10-minute drive from Siena's historic center, this tranquil residential house offers a welcoming escape with excellent public transport access.
This luxury accommodation comfortably sleeps 5 guests, featuring 2 bedrooms, a spacious bathroom with a double sink, a fully equipped kitchen, and a private garden.
70 M² Private Room ∙ 2 Bedrooms ∙ 4 Guests - Siena
9.0 8 reviews

70 M² Private Room ∙ 2 Bedrooms ∙ 4 Guests

house, Siena
Vacation house for 4 guests with an excellent rating of 90% based on 8 reviews. This accommodation is based in Siena.
Services and facilities: rooms suitable for events, an access for persons with reduced mobility and a washing machine. You can bring your favorite pets this house!
Villa Agostoli - Siena
8.8 45 reviews

Villa Agostoli

farm, Siena
Just 3.1 miles from Siena, Villa Agostoli offers a luxury rural retreat with a swimming pool and garden.
This upscale farm stay provides a family-friendly, pet-welcoming experience with a full kitchen and free Wi-Fi.
Perla Nel Centro Di Siena - Siena
9.1 52 reviews

Perla Nel Centro Di Siena

cabin, Siena
Steps from Piazza del Campo and the University of Siena, this elegant Bruco contrada cabin offers a luxury escape with refined decor and Renaissance charm.
This upscale retreat accommodates up to 3 guests with a private entrance, a modern kitchen, and a comfortable bedroom, ensuring a premium Sienese experience.

Luxury Houses and Villas in Downtown Siena

Bright Loft In The Heart Of Siena! - Siena
9.9 96 reviews

Bright Loft In The Heart Of Siena!

house, Siena
Steps from Piazza del Campo and a 3-minute walk to the Duomo, this luxury loft in Siena's historic center offers an exclusive escape.
Enjoy the comfort of two bathrooms and a regenerating shower experience, perfect for romantic getaways with a guest capacity of 2.
The Lean-to Annexe - Siena
9.5 89 reviews

The Lean-to Annexe

cottage, Siena
Amidst an olive grove in the renowned Chianti wine region, this luxury cottage offers an authentic Tuscan experience near Siena.
This upscale accommodation welcomes up to 3 guests with air conditioning, a full kitchen, and a garden, perfect for a tranquil retreat.
Casa Beccafumi: Siena Centro Con Vista Panoramica - Siena
10 12 reviews

Casa Beccafumi: Siena Centro Con Vista Panoramica

house, Siena
Steps from the Duomo and Piazza del Campo, Casa Beccafumi offers a prime luxury stay within Siena's historic center, boasting historical charm as the former residence of Renaissance artist Domenico Beccafumi.
This exclusive house provides a welcoming atmosphere with panoramic views of Siena's botanical garden, air conditioning, and Wi-Fi for up to 2 guests.
Casa Orietta - Vista Panoramica - Siena
9.2 13 reviews

Casa Orietta - Vista Panoramica

house, Siena
Centrally located in Siena's historic center, this luxury apartment offers unparalleled walking access to Piazza del Campo and the Duomo.
This 2-bedroom, 1-bathroom accommodation comfortably sleeps 4 guests and features a fully equipped kitchen with a dishwasher and free Wi-Fi.

Luxury Villas with Private Pools in Siena

Among the 217 accommodations in Siena, here are the 4 best villas and beach houses with a pool

50 M² Private Room ∙ 1 Bedroom ∙ 2 Guests - Siena
10 3 reviews

50 M² Private Room ∙ 1 Bedroom ∙ 2 Guests

farm, Siena
Farm for 2 people with an excellent rating of 100% based on 3 reviews. Your accommodation will be based in Siena.
Facilities and services include air conditioning, a dish washer and a spa. Pets are welcome in this accommodation.
Stunning Villa Of 200 Sqm Located On Two Levels, Can Accommodate Up To 6 People. The Property Includes A Private Garden Surrounded By Olive Trees, Perfect For Relaxing And Organizing Bike Or Horse Rides In The Quiet Countryside Of Castelnuovo Berardenga. - Siena
No reviews

Stunning Villa Of 200 Sqm Located On Two Levels, Can Accommodate Up To 6 People. The Property Includes A Private Garden Surrounded By Olive Trees, Perfect For Relaxing And Organizing Bike Or Horse Rides In The Quiet Countryside Of Castelnuovo Berardenga.

house, Castelnuovo Berardenga
Offering proximity to the Arboreto Monumentale di Moncioni, this luxury villa in Castelnuovo Berardenga provides an exclusive Tuscan escape.
This 2150 sq ft villa accommodates 8 guests with 4 bedrooms, 4 bathrooms, a dishwasher, and a microwave, all set within a private garden and pool.
250 M² House ∙ 4 Bedrooms ∙ 8 Guests - Siena
8.7 28 reviews

250 M² House ∙ 4 Bedrooms ∙ 8 Guests

house, Siena
Just outside Siena, this spacious 2690 sq ft rustic house provides a tranquil countryside retreat with convenient access to the historic city center.
This luxury villa offers exclusive use of a private swimming pool, a garden, terrace, loggia, and accommodates up to 8 guests with 4 bedrooms and 3 bathrooms.
Tuscan Style Country House With Pool By Vacavilla - Siena
8.9 7 reviews

Tuscan Style Country House With Pool By Vacavilla

house, Castellina in Chianti
In the serene Tuscan countryside near Castellina in Chianti, the exclusive stone-built farmhouse 'Spazzavento' offers a secluded luxury retreat.
This welcoming property accommodates 8 guests with 4 bedrooms, 3 bathrooms, a dishwasher, and a private swimming pool, perfect for an upscale getaway.

Destinations nearby

Luxury Villas with a Jacuzzi in Siena

San Giovanni In Poggio - Siena
9.9 453 reviews

San Giovanni In Poggio

house, Monteroni d'Arbia
In Monteroni d’Arbia, San Giovanni In Poggio is located 6.8 miles from Siena, offering a premium Tuscan escape.
This luxury accommodation features an outdoor sauna, heated hot tub with panoramic views, and bicycle rentals for exploring the countryside.
Villa Raggio Di Luce Stigliano - Siena
No reviews

Villa Raggio Di Luce Stigliano

house, Sovicille
Just 11 miles from Piazza del Campo and the National Museum of Etruscan Archaeology, Villa Raggio di Luce Stigliano offers a luxury escape in Stigliano.
This spacious 5170 sq ft villa accommodates 18 guests with 4 bedrooms, 4 bathrooms, a private pool, spa, and bar.
Private House For 4p  La Capanna Di Azzurra - Siena
9.9 26 reviews

Private House For 4p La Capanna Di Azzurra

house, Siena
Offering panoramic views of Siena's skyline, this elegant Tuscan countryside home provides a luxury retreat for exploring the renowned art and wine region.
This welcoming house accommodates four guests with air conditioning, a swimming pool, and a jacuzzi for an authentic rural experience near urban conveniences.
Villa Montelisi, With The Most Unique View Of Siena (6 Km) - Siena
10 69 reviews

Villa Montelisi, With The Most Unique View Of Siena (6 Km)

house, Siena
Just 6 miles from Siena, the exclusive Villa Montelisi offers a secluded family-run wine estate experience with panoramic Tuscan countryside views and a private inner courtyard ideal for al fresco dining.
This luxury 4-bedroom, 4-bathroom villa with 4310 square feet of floor area comfortably accommodates 10 guests and boasts a private pool, jacuzzi, and tennis court, with the estate providing wine tasting and truffle hunting opportunities.

Luxury Vacation Homes with a Balcony in Siena

Pair luxury group living with breathtaking private vistas when you lock in a spectacular estate framing Siena.

Serene Stone Villa Oasis Swimming Pool By Tripcare - Siena
No reviews

Serene Stone Villa Oasis Swimming Pool By Tripcare

house, Monteroni d'Arbia
Just 7 miles from La Foce and 11 miles from Piazza del Campo, this Corsano villa offers a serene stone oasis with luxury amenities.
This expansive 12,920 sq ft villa accommodates up to 52 guests with a year-round swimming pool, tennis court, and complimentary WiFi.
Villa Bucciano, Casa Il Fienile - Siena
9.1 19 reviews

Villa Bucciano, Casa Il Fienile

house, Siena
Just 3.7 miles from Piazza del Campo, this elegant holiday house in Siena offers a serene retreat with a seasonal swimming pool and a beautiful garden.
This 650 sq ft luxury accommodation welcomes up to 3 guests with air conditioning, free WiFi, and on-site parking.
Agriturismo Le Grondaie - Siena
9.0 15 reviews

Agriturismo Le Grondaie

farm, Siena
Just 1.4 miles from Piazza del Campo, Agriturismo Le Grondaie offers a luxury farm stay experience in Siena with an excellent user rating.
Enjoy premium amenities including free WiFi, a beautiful garden, and private parking at this upscale property.
Podere Piazza Siena - Siena
9.8 241 reviews

Podere Piazza Siena

house, Siena
Just 1.6 miles from Piazza del Campo, this spacious luxury holiday home in Siena offers a historic setting with garden and mountain views.
Enjoy exclusive comfort with 3 bedrooms, 2 bathrooms, a fully equipped kitchen, and free WiFi in this premium Tuscan escape.
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