Monteriggioni Villas from AED 3,054

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Yes, Monteriggioni just might be the quintessential walled medieval village in Tuscany. It's small enough to perhaps be called "cute" but you won't catch me using this term.

Monteriggioni began as a border fortress built on a round hill by Sienna against the Florentines. It is famous for the intact defensive structure that held up against repeated Florentine attacks in the 11th century; its 10 meter high walls and 14 towers can still be seen for miles around. Monteriggioni has been featured in movies as a typical medieval village.

The village is slightly elliptical in shape with two gates (a third has been plugged). The major gate tourists will use when coming from the parking lot, Porta Franca, owes its name to the Via Francigena--Monteriggione was a major stop on the pilgrimage trail from Cantebury to Rome. The Romanesque Church of Santa Maria Assunta will offer assistance with housing for modern pilgrims traveling the Francigena pilgrimage route.

Monteriggioni was a sleepy village of farmers and sheep herders as late as the 1960's. Today it exists entirely for tourists and pilgrims. You'll find wine shops, a tasting room, restaurants and hotels in the small village. This is not neccessarily a disadvantage, although some times it's nice to see some locals puttering about once in a while.

Where is Monteriggioni?

Monteriggioni is located in the province of Siena, 14km to the northwest of Siena (54km from Florence). While it can be done as a day trip from Siena, you might be better off staying the night--Monteriggioni is much more evocative when the tourists leave late in the afternoon and you can sit in a courtyard sipping a glass of Chianti. Monteriggioni is surrounded by vineyards, and is known for its wine production.

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Our top choices for Monteriggioni villas

VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

Siena

AED 25,489 total

includes taxes & fees

20 Jan - 21 Jan

VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36

Colle Val D'Elsa

AED 50,268 total

includes taxes & fees

20 Jan - 21 Jan

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30

Siena

AED 22,408 total

includes taxes & fees

1 Feb - 2 Feb

Villa 'La Petrosa' with Private Pool, Private Garden and Balcony

Radda in Chianti

"Pros: Świetna lokalizacja i przyjemne otoczenie domu. Dom położony na wzniesieniu z którego roztaczał się piękny widok. Cons: Osoba opiekująca się domem nie mówiła po angielsku co utrudniało komunikację. Nie byliśmy świadomi że dom podzielony jest na 2 części góra i piwnica w której były dodatkowe 3 pokoje. Uszkodzona pralka która nie dopierała pranych ubrań - brudna woda z zanieczyszczeniami które dodatkowo brudziły ubrania."

Anonymous traveler

AED 10,202 total

includes taxes & fees

22 Jan - 23 Jan

CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28

Gaiole in Chianti

AED 27,477 total

includes taxes & fees

20 Jan - 21 Jan

VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18

Castellina in Chianti

AED 22,154 total

includes taxes & fees

20 Jan - 21 Jan

Beautiful Tuscan home between Florence & Siena

Florence

Frank V.

AED 5,027 total

includes taxes & fees

20 Jan - 21 Jan

Viniard Villa - Residence Le Rose in Chianti

Castellina in Chianti

AED 2,737 total

includes taxes & fees

24 Jan - 25 Jan

Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi and Air Conditioning

Siena

AED 1,235 total

includes taxes & fees

20 Jan - 21 Jan

Villa Milani with Shared Pool, Private Terrace & Wi-Fi

Montespertoli

Scott M.

AED 6,833 total

includes taxes & fees

1 Feb - 2 Feb

Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!

Montespertoli

"Amazing Property! The house was impeccably clean, with spacious bedrooms and comfortable beds. Our gracious host Nicola spoiled us with his generosity. He went beyond our expectations to ensure that our stay was perfect. He and his wife welcomed us with a delicious homemade apple cake. He drove us to the nearby town of Montespertoli to pick-up groceries and provisions. He recommended a local chef to cook for us at the villa. The meal was amazing and memorable. We will be back!"

Elise D.

AED 6,241 total

includes taxes & fees

20 Jan - 21 Jan

Villa "Il Fornacino" with Pool, Garden & Wi-Fi

Rapolano Terme

Toon M.

AED 3,716 total

includes taxes & fees

20 Jan - 21 Jan

Villa Capanna: A Window onto Tuscany

Vico dʼArbia

AED 6,203 total

includes taxes & fees

20 Jan - 21 Jan

"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi

Gaiole in Chianti

russ h.

AED 3,054 total

includes taxes & fees

23 Jan - 24 Jan

Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites

Montespertoli

Ed M.

AED 6,335 total

includes taxes & fees

20 Jan - 21 Jan

Villa Torre Among the Hills of Siena

Vico dʼArbia

AED 6,203 total

includes taxes & fees

20 Jan - 21 Jan

Villa 'Virgilio Colline Del Chianti' with Mountain View, Wi-Fi and Air Conditioning

Tavarnelle Val di Pesa

AED 5,772 total

includes taxes & fees

21 Jan - 22 Jan

"A Casa di Franca Villa con piscina"

Gambassi Terme

"Pros: La estancia en la casa fue muy bonita. Estaba cerca de Florencia, Siena, Sant Gimigano, etc. Viajamos toda la familia y los propietarios fueron muy acogedores. La piscina es un sitio perfecto para relajarse y bañarse después de ver la Toscana. Nuestros hijos y sobrinos jugaron porque tenían de todo. La casa muy equipada y limpia con televisión en todas las habitaciones. Los propietarios además nos ayudaron con un pequeño contratiempo que tuvimos. Nos sentimos como en casa, muchas...

Anonymous traveler

AED 3,208 total

includes taxes & fees

20 Jan - 21 Jan

Villa Capannina with Private Pool, Wi-Fi and Air Conditioning

Vico dʼArbia

AED 4,524 total

includes taxes & fees

20 Jan - 21 Jan

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Top Monteriggioni Hotel Reviews

Hotel Athena

10/10 Excellent

"It’s very beautiful "

Frequently asked questions

How much do villas in Monteriggioni cost?

Villas in Monteriggioni cost between AED 3,054 and AED 27,477 per night. These stays give you the privacy of your own space at a price that's friendly to your wallet. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

How many villas are there in Monteriggioni?

Monteriggioni has 1677 villas to pick from. Find your next perfect stay quickly and easily by clicking the "Villa" checkbox under the "Property type" tab in our filter tool.

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Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Monteriggioni villas

VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30

Villa 'La Petrosa' with Private Pool, Private Garden and Balcony

CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28

VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18

Beautiful Tuscan home between Florence & Siena

Viniard Villa - Residence Le Rose in Chianti

Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi and Air Conditioning

Villa Milani with Shared Pool, Private Terrace & Wi-Fi

Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!