Siena Vacation Homes from ￥22,161

A historic town with terracotta-roof buildings, a prominent church, and a hilltop fortress.

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Our top choices for Siena vacation homes

Love Nest Siena: Romantic Suite with SPA & Jacuzzi

Toscana

￥31,709 total

includes taxes & fees

Jul 8 - Jul 9

The Arch Among the Hills of Castellina

Topina

￥58,713 total

includes taxes & fees

Jul 5 - Jul 6

Cozy Tuscan-style apartment Suitable for families. Pets allowed

Toscana

YVES A.

￥34,595 total

includes taxes & fees

Jul 13 - Jul 14

Charming apartment in the Historic Center of Siena

Siena City Centre

Wesley C.

￥44,768 total

includes taxes & fees

Jul 4 - Jul 5

Ebbio – Villa and Organic Farm in Monteriggioni

Monteriggioni

￥653,594 total

includes taxes & fees

Jul 4 - Jul 5

Palazzo Bichi Ruspoli-Historical Res, near Campo Square and close to everything

Siena City Centre

Maggie M.

Agritourism in val d'orcia

montalcino

￥62,530 total

includes taxes & fees

Jul 3 - Jul 4

Casa Vacanze Le Case

San Gimignano

Jackie

￥22,759 total

includes taxes & fees

Aug 1 - Aug 2

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Top Siena Hotel Reviews

Borgo Grondaie

10/10 Excellent

"I would like to return to this property and spend more time. Amazing time there."

NH Siena

8/10 Good

"The location was nice and beds very comfortable. Only complaint is the way the lighting was set up on our room. You could not have light to use the bathroom unless you turned on the main lighting in the room which was very bright for everyone. We talked with another couple staying in the hotel and that was their only problem too. I always pack a small flashlight and would recommend ."

Hotel Italia

10/10 Excellent

"Hotel Italia was an absolute gem. The staff were incredibly friendly and helpful — they understood we were tired from traveling with teens and even nailed a salon recommendation that turned out to be the best hair wash of my life, just minutes from the hotel. Our room was spotless, quiet, and the A/C worked perfectly; we didn’t hear a sound from neighbors or stair traffic. The location is a sweet spot — only 5 to 10 minutes from the tourist sights, yet tucked in a local neighborhood with bakeries and grocery stores, giving us that refreshing, peaceful feeling of being disconnected from the tourist rush. Breakfast was amazing, and the little teen-approved Duomo and gelato challenges made exploring even more fun. Bottom line: we’d come back and stay here again in a heartbeat. For anyone visiting Siena, Hotel Italia at Porta Camollia gives you that perfect “live like a local” buffer before diving into the Duomo and Piazza del Campo — and if you need a salon, just ask reception; their pick is solid."

Piccolo Hotel Etruria

10/10 Excellent

"The hotel is in a great location. In walking distance for all sightseeing. We had a rental car, so parking was about 15 minutes away. You need to be careful about driving into a ZTL (traffic zones), which could result in a fine. (We did not realize this.) Hotel staff informed us of where to park and which streets to avoid the ZTL. Unfortunately, the air conditioning in our room did not work very well and it was very warm at night. Loved the area. Would stay here again."

Find out more about Siena

Siena Vacation Homes information

Number of reviews	179
Accommodation	124 Vacation Homes
Lowest Price	￥22,161
Highest Price	￥653,594

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Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Siena vacation homes

Love Nest Siena: Romantic Suite with SPA & Jacuzzi

The Arch Among the Hills of Castellina

Cozy Tuscan-style apartment Suitable for families. Pets allowed

Charming apartment in the Historic Center of Siena

Ebbio – Villa and Organic Farm in Monteriggioni

Palazzo Bichi Ruspoli-Historical Res, near Campo Square and close to everything

Agritourism in val d'orcia

Casa Vacanze Le Case

Chianti Craft House Badia a Passignano

Casa Marisa in Castellina in Chianti

country house with garden ,pool,children's play area ,Tuscany,15 from Florence

Holiday Home 'La Casa Gialla Di Buonconvento' with Wi-Fi and Air Conditioning

Holiday Home 'Poggio Loccano' with Private Garden and Balcony

House with views of the Chianti

Casa Crevole di Martina in the Heart of Tuscany

Wonderful Tuscan farmhouse with large spaces and panoramic views

Peaceful Eco House in the Tuscan hills

House with separate entrance at the gates of Florence and Chianti

Charming Siena Countryside Stay

Detached house with garden a few minutes from the abbey of San Galgano

Find vacation rentals that suit your style

Top Siena Hotel Reviews

Borgo Grondaie

NH Siena

Hotel Chiusarelli

Hotel Minerva

Palazzo Ravizza

Hotel Italia

Siena Vip

Piccolo Hotel Etruria

Hotel Alma Domus

Find out more about Siena

Siena Vacation Homes information

Explore a world of travel with Expedia

Search Vacation Homes in Siena

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Siena vacation homes

Love Nest Siena: Romantic Suite with SPA & Jacuzzi

The Arch Among the Hills of Castellina

Cozy Tuscan-style apartment Suitable for families. Pets allowed

Charming apartment in the Historic Center of Siena

Ebbio – Villa and Organic Farm in Monteriggioni

Palazzo Bichi Ruspoli-Historical Res, near Campo Square and close to everything

Agritourism in val d'orcia

Casa Vacanze Le Case

Chianti Craft House Badia a Passignano

Casa Marisa in Castellina in Chianti

country house with garden ,pool,children's play area ,Tuscany,15 from Florence

Holiday Home 'La Casa Gialla Di Buonconvento' with Wi-Fi and Air Conditioning

Holiday Home 'Poggio Loccano' with Private Garden and Balcony

House with views of the Chianti

Casa Crevole di Martina in the Heart of Tuscany

Wonderful Tuscan farmhouse with large spaces and panoramic views

Peaceful Eco House in the Tuscan hills

House with separate entrance at the gates of Florence and Chianti

Charming Siena Countryside Stay

Detached house with garden a few minutes from the abbey of San Galgano

Find vacation rentals that suit your style

Top Siena Hotel Reviews

Borgo Grondaie

Find out more about Siena

Siena Vacation Homes information

Explore a world of travel with Expedia