Skip to main content

The best vacation homes in Siena

Check out our selection of great vacation homes in Siena

Filter by:

Review score

See the latest prices and deals by choosing your dates.
Casalta Di Pesa, hotel in Siena

Offering garden views, Casalta Di Pesa in Siena offers accommodations, a garden, and barbecue facilities. This property offers a private pool, free Wifi, and free private parking.

The place is absolutely gorgeous! The surroundings and the apartment itself. The rooms were large, the whole place is designed beautifully, the kitchen was super comfortable and the terrace with the grill was a delight. The views are one of kind and are worth the bumpy road!!!
Scored 9.0
9.0
Rated wonderful
Wonderful
209 reviews
Price from
$144.84
1 night, 2 adults
L'angolo di Costalpino, hotel in Siena

L'angolo di Costalpino offers accommodations in Siena, 28 miles from Piazza Matteotti and 2.8 miles from Palazzo Chigi-Saracini.

Exceptional accomodation! Host is very very friendly and pleasant! Definitely worth booking!
Scored 9.6
9.6
Rated exceptional
Exceptional
88 reviews
Price from
$93.78
1 night, 2 adults
Villa degli olivi Nature, hotel in Siena

Featuring a garden, Villa degli olivi Nature features accommodations in Siena. This property offers access to a balcony, free private parking, and free Wifi.

The location was perfect. Just far enough out of the business of the city but close enough to get there without a long walk or car ride. The villa was very clean and comfortable , having everything we needed for our stay.
Scored 8.4
8.4
Rated very good
Very Good
132 reviews
Price from
$169.27
1 night, 2 adults
Il Botteghino, hotel in Siena

Il Botteghino offers accommodations in Siena, 6.9 miles from Piazza del Campo and 31 miles from Piazza Matteotti. Both free Wifi and parking on-site are available at the vacation home free of charge.

Rustic decor. Spacious. Bed comfortable. Bathroom large and plenty of hot water. Kitchen well equipped.
Scored 8.1
8.1
Rated very good
Very Good
29 reviews
Price from
$195.61
1 night, 2 adults
la Senesina, hotel in Monteriggioni

La Senesina offers accommodations in Monteriggioni, 28 miles from Piazza Matteotti. Free Wifi is available throughout the property and Piazza del Campo is 6.9 miles away.

Located on a rural road in a restored historical convent…easy access both to Siena and Monteriggioni, albeit on back roads if you use Apple or Google maps for fastest routes…well supplied with necessities…Andrea was very pleasant to deal with…plenty of parking right next to the apartment…great photographic view outside the dining and bedroom windows…we had a wonderful stay!!
Scored 9.3
9.3
Rated wonderful
Wonderful
56 reviews
Price from
$165.01
1 night, 2 adults
Il Casalone, hotel in Ponte a Tressa

Il Casalone offers accommodations in Ponte a Tressa, 7 miles from National Picture Gallery Siena and 7 miles from Palazzo Chigi-Saracini.

Scored 9.4
9.4
Rated wonderful
Wonderful
7 reviews
Price from
$145.88
1 night, 2 adults
Casa Regina, hotel in Val di Pugna

Offering a garden, Casa Regina features accommodations in Val di Pugna. This property offers a pool with a view, free Wifi, and free private parking.

Scored 8.6
8.6
Rated excellent
Excellent
8 reviews
Price from
$234.45
1 night, 2 adults
Casa Crevole, hotel in Palazzina

Featuring quiet street views, Casa Crevole in Palazzina offers accommodations, a garden, barbecue facilities, and a shared lounge.

Scored 9.0
9.0
Rated wonderful
Wonderful
44 reviews
Price from
$135.46
1 night, 2 adults
La casa di Elvira, hotel in San Gusmè

La casa di Elvira offers accommodations in San Gusmè, 13 miles from Piazza del Campo and 26 miles from Piazza Matteotti.

Property owner Elvira is absolutely lovely, gracious, friendly and generous. She was always accessible, patient, and responded quickly to any question about the apartment, the village or the area. The apartment is well maintained and impeccably clean, has a well equipped, modern kitchen and modern bathrooms,, The fireplace is very nice to have for cool autumn evenings. The ancient village is charming and the friendly residents take great pride in maintaining its history and traditions. Views of the Tuscan hills from the village are spectacular. Da Filletto Ristorante is next door with a very nice young couple serving excellent Tuscan fare.
Scored 9.9
9.9
Rated exceptional
Exceptional
67 reviews
Price from
$93.78
1 night, 2 adults
Casa Vacanze Vertine, hotel in Gaiole in Chianti

16 miles from Piazza Matteotti in Gaiole in Chianti, Casa Vacanze Vertine offers accommodations with access to a spa center, solarium, and open-air bath.

Scored 9.1
9.1
Rated wonderful
Wonderful
62 reviews
Price from
$119.83
1 night, 2 adults
All vacation homes in Siena
Looking for a vacation home?
Great for families or large parties, vacation homes are privately owned accommodations, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities, though breakfast might be offered as an add-on. These properties have their own independent front door, which makes them different than apartments.

Most booked vacation homes in Siena this month

See all

Enjoy breakfast in Siena!

  • Borgo dei Fondi
    Breakfast options
    Scored 9.6
    9.6
    Rated exceptional
    Exceptional
     · 104 reviews

    With an outdoor pool and a sun terrace, Borgo dei Fondi offers accommodations in Tognazza, 7.5 mi from Siena. Guests can enjoy a garden, free WiFi throughout and free parking on site.

    Nice pool and beautiful garden. Quiet location for relaxing.

  • Borgo Villa Risi
    Breakfast options
    Scored 9.0
    9.0
    Rated wonderful
    Wonderful
     · 211 reviews

    Borgo Villa Risi has a fantastic view of the olive groves and even Siena's Duomo. The garden has a large swimming pool with whirlpool. Each apartment has free WiFi access.

    This place is beautiful. The perfect Tuscan escape.

  • Capannino
    Breakfast options
    Scored 9.1
    9.1
    Rated wonderful
    Wonderful
     · 6 reviews

    Providing a garden, Capannino provides accommodations in Siena. This property offers access to a terrace, free private parking, and free Wifi. Outdoor seating is also available at the vacation home.

    Très bon accueil de Chiara, qui parle assez bien Français, le gîte est agréable et bien placé pour visiter Sienne et la Toscane.

  • Magione 10
    Breakfast options
    Scored 9.9
    9.9
    Rated exceptional
    Exceptional
     · 46 reviews

    Magione 10 is a recently renovated vacation home in the center of Siena, a 14-minute walk from Piazza del Campo and 25 miles from Piazza Matteotti.

    Great location, wonderful host, super clean. Loved it

  • Casa Lazzaro al centro di Siena
    Scored 9.1
    9.1
    Rated wonderful
    Wonderful
     · 40 reviews

    Just a 7-minute walk from Piazza del Campo and 700 yards from Palazzo Chigi-Saracini, Casa Lazzaro al centro di Siena features accommodations in Siena with a garden.

    Location. A whole beautiful house. Private parking

  • Casa Berto
    Breakfast options
    Scored 9.8
    9.8
    Rated exceptional
    Exceptional
     · 8 reviews

    Casa Berto offers accommodations in Siena, 28 miles from Piazza Matteotti and 3.7 miles from Palazzo Chigi-Saracini.

    We loved the location and cleanliness, absolutely beautiful and peaceful

  • L'angolo di Costalpino
    Scored 9.6
    9.6
    Rated exceptional
    Exceptional
     · 88 reviews

    L'angolo di Costalpino offers accommodations in Siena, 28 miles from Piazza Matteotti and 2.8 miles from Palazzo Chigi-Saracini.

    Ambiente pulito...ben arredato...tutti i comfort. Silenzio e tranquillo

  • Villa Le Tortore privata lusso piscina relax Siena
    Scored 9.2
    9.2
    Rated wonderful
    Wonderful
     · 6 reviews

    Just a 19-minute walk from San Cristoforo Church and one mile from Palazzo Chigi-Saracini, Villa Le Tortore privata lusso piscina relax Siena features accommodations in Siena with massage services.

Save money on vacation homes in Siena – budget options available!

  • Oliveta del Verde Appartamento con Grande Giardino 500mt dal Centro
    Scored 9.4
    9.4
    Rated wonderful
    Wonderful
     · 55 reviews

    Just a 19-minute walk from Piazza del Campo and 0.9 miles from Palazzo Chigi-Saracini, Oliveta del Verde Appartamento con Grande Giardino 500mt dal Centro features accommodations in Siena, with a...

    The location and accommodation facility is very good .

  • Casa Alfredo
    Budget options available
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 7 reviews

    Casa Alfredo is located in Siena, just 28 miles from Piazza Matteotti and 3.7 miles from Palazzo Chigi-Saracini.

  • Secret Garden Siena
    Budget options available
    Scored 9.9
    9.9
    Rated exceptional
    Exceptional
     · 20 reviews

    Just a 6-minute walk from Palazzo Chigi-Saracini and 400 yards from National Museum of Etruscan Archaeology, Secret Garden Siena features accommodations in Siena, with a garden and barbecue facilities...

    comfortable and well equipped property in a very convenient location for central Siena, lovely garden area at the rear, very helpful host

  • Villa Ginevra-Villa Indipendente-Crete Senesi-Tuscany
    Scored 9.2
    9.2
    Rated wonderful
    Wonderful
     · 12 reviews

    Villa Ginevra-Villa Indipendente-Crete Senesi-Tuscany is located in Siena, just 12 miles from Piazza del Campo and 12 miles from Siena Train Station.

    Vila este situata intr-un loc mirific, curatenie perfecta, totul la superlativ!

  • Podere Piazza Casa dell'Arcivescovo
    Scored 9.5
    9.5
    Rated exceptional
    Exceptional
     · 18 reviews

    Podere Piazza Casa dell'Arcivescovo is located in Siena, just 2.6 miles from Piazza del Campo and 28 miles from Piazza Matteotti.

    A beautiful property in a quiet location yet close to the town.

  • Podere Piazza Siena
    Budget options available
    Scored 9.6
    9.6
    Rated exceptional
    Exceptional
     · 35 reviews

    Podere Piazza Siena offers accommodations in Siena, 2.7 miles from Piazza del Campo and 28 miles from Piazza Matteotti. This property offers access to a patio, free private parking, and free Wifi.

    l authenticité de la maison et sa situation idéale !!

  • La dogana
    Budget options available
    Scored 9.2
    9.2
    Rated wonderful
    Wonderful
     · 95 reviews

    5.7 miles from Piazza del Campo in Siena, La dogana provides accommodations with access to a hot tub. This property offers access to a balcony and free private parking.

    Przecudowne mieszkanie z duszą. Wspaniała okolica.

  • Podere il Granaio - Crete Senesi - Tuscany
    Scored 9.3
    9.3
    Rated wonderful
    Wonderful
     · 24 reviews

    Podere il Granaio - Crete Senesi - Tuscany offers accommodations in Siena, 12 miles from Piazza del Campo and 12 miles from Siena Train Station.

    Het uitzicht, de rust en de stilte. Flexibele host

Great access to the city center! Check these vacation homes in Siena

  • Podere San Carlo
    Central location
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    Podere San Carlo is located in Siena, just 3.5 miles from Piazza del Campo and 27 miles from Piazza Matteotti. This property offers access to a balcony, free private parking, and free Wifi.

  • Casa Attilio
    Central location
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    Casa Attilio offers accommodations in Siena, 30 miles from Piazza Matteotti and 4.1 miles from National Museum of Etruscan Archaeology.

  • Villa Larniano
    Central location
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    5.4 miles from Piazza del Campo in Siena, Villa Larniano provides accommodations with access to a solarium and open-air bath.

  • Villa Santa Virginia
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 7 reviews

    5.6 miles from Piazza del Campo in Siena, Villa Santa Virginia offers accommodations with access to an open-air bath.

    The scenery, the weather was great. Will come back again.

  • Casa Andrea by PosarelliVillas
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    25 miles from Piazza Matteotti in Siena, Casa Andrea by PosarelliVillas features accommodations with access to a hot tub.

  • La Palazzina
    Central location
    Scored 9.7
    9.7
    Rated exceptional
    Exceptional
     · 20 reviews

    10 miles from Piazza del Campo in Siena, La Palazzina provides accommodations with access to a hot tub, solarium, and open-air bath.

    great location; wonderful host; good recommendations for what to do in the area

  • Villa Colombaio
    Central location
    Scored 9.6
    9.6
    Rated exceptional
    Exceptional
     · 9 reviews

    5.5 miles from Piazza del Campo in Siena, Villa Colombaio offers accommodations with access to a solarium. 30 miles from Piazza Matteotti, the villa provides barbecue facilities and a shared lounge.

    Prachtige locatie! Mooi ingericht! Ruim! Heerlijk zwembad!

  • Oliveta blu
    Central location
    Scored 9.5
    9.5
    Rated exceptional
    Exceptional
     · 4 reviews

    Oliveta blu is located in Siena, just 28 miles from Piazza Matteotti and a 14-minute walk from National Picture Gallery Siena.

  • Vignano40
    Central location
    Scored 9.5
    9.5
    Rated exceptional
    Exceptional
     · 71 reviews

    2.5 miles from Piazza del Campo and 26 miles from Piazza Matteotti, the property offers a garden and barbecue facilities. There's a picnic area and guests can use free Wifi and free private parking.

    Ambiente meraviglioso e proprietari molto disponibili.

  • Villa Montelisi
    Central location
    Scored 9.5
    9.5
    Rated exceptional
    Exceptional
     · 2 reviews

    Offering a garden, Villa Montelisi offers accommodations in Siena. This property offers access to a patio, a pool table, free private parking, and free Wifi. The pool features a fence and city views.

  • Capanna
    Central location
    Scored 9.5
    9.5
    Rated exceptional
    Exceptional
     · 2 reviews

    5.8 miles from Piazza del Campo in Siena, Capanna provides accommodations with access to a solarium and open-air bath. This property offers a pool with a view, free Wifi, and free private parking.

  • villa montalcino palazzina castelverdelli
    Scored 9.4
    9.4
    Rated wonderful
    Wonderful
     · 5 reviews

    Featuring a terrace, villa montalcino palazzina castelverdelli offers accommodations in Siena.

  • Casalta Di Pesa
    Central location
    Scored 9.0
    9.0
    Rated wonderful
    Wonderful
     · 209 reviews

    Offering garden views, Casalta Di Pesa in Siena offers accommodations, a garden, and barbecue facilities. This property offers a private pool, free Wifi, and free private parking.

    Contacto pleno con la naturaleza, en un entorno bellisimo

  • La Fonte Di Santa Regina 16, Emma Villas
    Scored 9.0
    9.0
    Rated wonderful
    Wonderful
     · 1 review

    Featuring a garden, La Fonte Di Santa Regina 16, Emma Villas features accommodations in Siena. This property offers a private pool, free Wifi, and free private parking.

  • Casa Vacanze L'Oliveta
    Scored 9.0
    9.0
    Rated wonderful
    Wonderful
     · 69 reviews

    Offering garden views, Casa Vacanze L'Oliveta in Siena provides accommodations and barbecue facilities. With pool views, this accommodation features a patio and a swimming pool.

    lugar muy cómodo y acogedor, con una anfitriona muy servicial

  • Holiday Home Casino di Lecceto by Interhome
    Scored 9.0
    9.0
    Rated wonderful
    Wonderful
     · 1 review

    Holiday Home Casino di Lecceto by Interhome is located in Siena, just 7.4 miles from Piazza del Campo and 29 miles from Piazza Matteotti.

  • Villa Rosanna
    Central location
    Scored 9.0
    9.0
    Rated wonderful
    Wonderful
     · 2 reviews

    Villa Rosanna offers accommodations in Siena, 4.5 miles from Piazza del Campo and 25 miles from Piazza Matteotti. This property offers access to a terrace, free private parking, and free Wifi.

  • Villa LisiDor
    Central location
    Scored 9.0
    9.0
    Rated wonderful
    Wonderful
     · 1 review

    Offering a garden, Villa LisiDor provides accommodations in Siena. This property offers a private pool, free Wifi, and free private parking.

  • Villa Podere Belvedere
    Scored 9.0
    9.0
    Rated wonderful
    Wonderful
     · 2 reviews

    Villa Podere Belvedere offers accommodations in Siena, 10 miles from Montepulciano Terme and 11 miles from Bagno Vignoni. Guests may go for a swim in the private pool.

  • Casaletto ecologico
    Central location
    Scored 9.0
    9.0
    Rated wonderful
    Wonderful
     · 1 review

    Housed in a historic building, the recently renovated Casaletto ecologico provides accommodations with a garden and free Wifi.

  • Villa La Strega
    Central location
    Scored 8.7
    8.7
    Rated excellent
    Excellent
     · 11 reviews

    Villa La Strega offers accommodations in Siena, 2.3 miles from Piazza del Campo and 26 miles from Piazza Matteotti. This property offers a private pool, free Wifi, and free private parking.

    A beautiful Italian Villa with the most beautiful old furniture!

  • Gli Ulivi di Siena
    Central location
    Scored 8.7
    8.7
    Rated excellent
    Excellent
     · 20 reviews

    Gli Ulivi di Siena is located in Siena, just 4.2 miles from Piazza del Campo and 30 miles from Piazza Matteotti. Both free Wifi and private parking are accessible at the vacation home free of charge.

    L'appartamento è molto carino e confortevole,e l'uso della piscina è

  • Villa Siena
    Central location
    Scored 8.7
    8.7
    Rated excellent
    Excellent
     · 64 reviews

    Offering a garden and garden view, Villa Siena is set in Siena, 5.3 mi from Piazza del Campo and 4.6 mi from Piazza Matteotti.

    Super mooie villa met een spectaculair mooi uitzicht

  • Casa Monelli
    Central location
    Scored 8.6
    8.6
    Rated excellent
    Excellent
     · 111 reviews

    Casa Monelli is a recently renovated vacation home in Siena, near National Picture Gallery Siena.

    Ανακαινισμένοι χώροι,άνετα κρεβάτια,καλή τοποθεσία..

  • @151
    Central location
    Scored 8.5
    8.5
    Rated very good
    Very Good
     · 110 reviews

    @151 is located in Siena, just 3.5 miles from Siena Train Station and 31 miles from Bagno Vignoni.

    Proximité du centre historique Propreté des lieux Équipement Confort

  • Finestra Su Siena 16, Emma Villas
    Scored 8.5
    8.5
    Rated very good
    Very Good
     · 2 reviews

    7.1 miles from Piazza del Campo in Siena, Finestra Su Siena 16, Emma Villas provides accommodations with access to a hot tub, solarium, and open-air bath.

  • Villa degli olivi Nature
    Scored 8.4
    8.4
    Rated very good
    Very Good
     · 132 reviews

    Featuring a garden, Villa degli olivi Nature features accommodations in Siena. This property offers access to a balcony, free private parking, and free Wifi.

    great property in a wonderful wine country setting

  • Villa Casa Al Sole
    Central location
    Scored 8.2
    8.2
    Rated very good
    Very Good
     · 7 reviews

    Villa Casa Al Sole is located in Siena, just 24 miles from Piazzale Michelangelo and 24 miles from Ponte Vecchio. Guests can benefit from a patio and an outdoor pool.

    Mooie villa, veel ruimte, zowel binnen als buiten.

FAQ about vacation homes in Siena

Vacation Homes That Guests Love in Siena

See all
  • Avg. price/night: $94.82
    Scored 9.2
    9.2
    Rated wonderful
    Wonderful
     · 1,767 reviews
    A beautiful room, very clean with amazing breakfast. The mattress was so comfy! Roberto was so helpful and cheerful! The apartment is near to every sightseeing and near to Carrefour. Best choice for Siena!
    Α
    Ανδρονικη
    Family with young children
  • Scored 9.4
    9.4
    Rated wonderful
    Wonderful
     · 51 reviews
    Excellent location. Close to everything but still quiet. Very clean. Aircon units in bedroom and sitting room. Fold out couch in sitting room. Perfect for family of 4.
    Eric
    Family with young children
  • Avg. price/night: $116.70
    Scored 9.6
    9.6
    Rated exceptional
    Exceptional
     · 572 reviews
    Fabulous view from the balcony, spacious room and bathroom, very comfortable and very clean. We appreciated very much the daily supply of bottles of water and the packages of breakfast items (crackers, jam etc), all at no extra charge. All major things to see for a few day's visit are within walking distance. The room lies a few floors above Piazza del Campo, and by closing the windows we were not disturbed by noise during late evenings and nights. Great stay! Highly recommended!
    Francesca
    Young couple
  • Scored 9.3
    9.3
    Rated wonderful
    Wonderful
     · 398 reviews
    Great views, friendly staff, very clean.
    Spyridoula
    Family with young children
  • Scored 8.6
    8.6
    Rated excellent
    Excellent
     · 220 reviews
    Great location, friendly staff, nice vibes of the place. Room was very clean and cleaned every 2 days.
    Piotr
    Young couple
  • Avg. price/night: $168.28
    Scored 9.1
    9.1
    Rated wonderful
    Wonderful
     · 47 reviews
    Lovely apartment within walking distance to the old town. The apartment was very clean, comfortable and the shower room was very new and stylish.
    Wesley
    Family with young children
  • Avg. price/night: $121.91
    Scored 9.4
    9.4
    Rated wonderful
    Wonderful
     · 2,176 reviews
    The room is gorgeous and so was the view. Its location was very good and the garden is magnificent. Room was very clean apart from the floor that wasn't mopped. Staff was very helpfull and gave a short guide of the town.
    Alexandre
    Young couple
  • Avg. price/night: $103.16
    Scored 8.0
    8.0
    Rated very good
    Very Good
     · 4,568 reviews
    Very clean, nice location, very good breakfast, friendly staff.
    Chiara
    Young couple
  • Avg. price/night: $78.15
    Scored 8.6
    8.6
    Rated excellent
    Excellent
     · 1,307 reviews
    Very clean
    Roy
    Young couple
  • Avg. price/night: $79.71
    Scored 9.2
    9.2
    Rated wonderful
    Wonderful
     · 62 reviews
    The location was perfect. Only 7-8 minutes from the main square. It was also possible to find parking nearby for free. The host was very nice and helped us with sorrounding palces to visit and eat. We also required an iron and he was very kind to bring one. The room was very clean and had all facilities needed.Also the building was quiet. Totally recommended
    Blerta
    Young couple

Research, refine, and make plans for your whole trip