Search Monteriggioni Villa Accommodation

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec
In one month
2 Jan - 4 Jan
In two months
30 Jan - 1 Feb

Featured Villas in Monteriggioni

Pool
panoramica casa con piscina privata

Villa in siena

7.0 out of 10, Good, (10)
"We had a lovely stay and the hosts were warm, accommodating and responsive. The location is incredible -- extensive views from both sides of the property; the hilltop village setting is out of a postcard with lovely little streets and nooks to explore; and the local shops, market days, restaurants provide everything needed locally. The property is adequate, a little rustic, but well suited to time outdoors by the lovely pool and as a springboard for day trips throughout amazing Tuscany....
United Kingdom
Olivier B.
The price is AU$269
includes taxes & fees
15 Dec - 16 Dec
panoramica casa con piscina privata
Pool
VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

Villa in Siena

The price is AU$10,581
includes taxes & fees
5 Dec - 6 Dec
VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
Pool
CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28

Villa in Gaiole in Chianti

The price is AU$11,407
includes taxes & fees
5 Dec - 6 Dec
CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28
Pool
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony

Villa in Radda in Chianti

10.0 out of 10, Exceptional, (1)
"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."
Poland
Anonymous traveller
The price is AU$3,114
includes taxes & fees
6 Dec - 7 Dec
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
Exterior
Luxury,Charming,in true Chianti, sleeps 21 or +people with Sw-Pool,Wi-Fi,Airco

Villa in Montespertoli

10.0 out of 10, Exceptional, (12)
"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!"
United States
Elise D.
The price is AU$2,556
includes taxes & fees
9 Dec - 10 Dec
Luxury,Charming,in true Chianti, sleeps 21 or +people with Sw-Pool,Wi-Fi,Airco
Exterior
Villa Gabriella Chianti Toscana

Villa in Città Metropolitana di Firenze

6.0 out of 10, (1)
"le gestionnaire ne répond que très peu a nos courriels. C’est une superbe résidence qui manque malheureusement d’entretien. Des fourmis a l’entrée aux toiles d’araignées, mais surtout une forte odeur de moisissure qui embaume le 2eme étage au complet et même les draps et les matelas. Dans la cuisine: une forte odeur de créosote est présente dès que l’on ferme la porte. Le four au gas ne fonctionne pas. Le plafond coule. La piscine est superbe mais tous les coussins du mobilier extérieur sont...
Canada
Gilles C.
The price is AU$1,056
includes taxes & fees
7 Dec - 8 Dec
Villa Gabriella Chianti Toscana
Terrace/patio
"Villa Erbolino" with Private Garden, Outdoor Stone Bathtub & Wi-Fi

Villa in Gaiole in Chianti

10.0 out of 10, Exceptional, (7)
"Country location but easy access to a great local winery/restaurant and the town of Gaiole."
Canada
russ h.
The price is AU$1,017
includes taxes & fees
8 Dec - 9 Dec
"Villa Erbolino" with Private Garden, Outdoor Stone Bathtub & Wi-Fi
Pool
Villa Milani with Shared Pool, Private Terrace & Wi-Fi

Villa in Montespertoli

10.0 out of 10, Exceptional, (1)
"The Villa was charming and absolutely bursting with character. We loved exploring the house and the grounds! It was quiet and relaxing, but still only a short drive from Florence, Sienna, San Gimignano and other favorite towns of Tuscany. A memorable stay in an absolutely unique villa!"
United States
Scott M.
The price is AU$2,709
includes taxes & fees
5 Dec - 6 Dec
Villa Milani with Shared Pool, Private Terrace & Wi-Fi
Exterior
Villa con Piscina, Sauna, Jacuzzi

Villa in Città Metropolitana di Firenze

6.0 out of 10, (2)
"Beautiful property, highly recommended. "
United States
Magdalena
The price is AU$1,056
includes taxes & fees
7 Dec - 8 Dec
Villa con Piscina, Sauna, Jacuzzi
Pool
"A Casa di Franca Villa con piscina"

Villa in Gambassi Terme

10.0 out of 10, Exceptional, (1)
"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...
Spain
Anonymous traveller
The price is AU$1,968
includes taxes & fees
5 Dec - 6 Dec
"A Casa di Franca Villa con piscina"
Outdoor pool
Beautiful Tuscan home between Florence & Siena

Villa in Florence

10.0 out of 10, Exceptional, (6)
"Judy was amazing and very helpfulNothing to do with the property, but I sure you pre book all nights out/transportation"
United States
Frank V.
The price is AU$2,292
includes taxes & fees
3 Jan - 4 Jan 2026
Beautiful Tuscan home between Florence & Siena
Outdoor dining
Villa "Il Fornacino" with Pool, Garden & Wi-Fi

Villa in Rapolano Terme

9.0 out of 10, Wonderful, (4)
"Wonderful house. Big, cool even with 36 degrees outside. Very Nice swimming pool with shaddow places if needed. Very friendly and helpfull host."
Netherlands
Toon M.
The price is AU$1,301
includes taxes & fees
14 Dec - 15 Dec
Villa "Il Fornacino" with Pool, Garden & Wi-Fi
Exterior
Villa Torre Among the Hills of Siena

Villa in Vico dʼArbia

The price is AU$2,416
includes taxes & fees
5 Dec - 6 Dec
Villa Torre Among the Hills of Siena
Pool
Villa Bellavista - Homelike Villas

Villa in Montegonzi

Villa Bellavista - Homelike Villas
Exterior
Villa "Arnilù" with Private Pool & Wi-Fi

Villa in San Gimignano

The price is AU$9,093
includes taxes & fees
1 Jan - 2 Jan 2026
Villa "Arnilù" with Private Pool & Wi-Fi
Pool
Villa 'Virgilio Colline Del Chianti' with Mountain View, Wi-Fi and Air Conditioning

Villa in Tavarnelle Val di Pesa

The price is AU$2,280
includes taxes & fees
9 Dec - 10 Dec
Villa 'Virgilio Colline Del Chianti' with Mountain View, Wi-Fi and Air Conditioning
Pool
VILLA TERRAZZA SUL CHIANTI

Villa in Greve in Chianti

The price is AU$3,990
includes taxes & fees
5 Dec - 6 Dec
VILLA TERRAZZA SUL CHIANTI
Pool
Wedding Villa in Chianti - Villa la Veronica

Villa in Greve in chianti

The price is AU$3,436
includes taxes & fees
8 Dec - 9 Dec
Wedding Villa in Chianti - Villa la Veronica
Exterior
Mulino Cintoia Chianti Toscana pool, sauna and Jacuzzi experience

Villa in Città Metropolitana di Firenze

2.0 out of 10, (2)
"Reader beware: We have been traveling for years with family and friends, renting homes all over the world. this was our worst experience ever. This can only be described as a scam. The "owners" have at least five listings that we found of the same house so that you don't see the negative reviews. When we arrived, they told us there was no hot water but they were trying to fix it. For the first three days of our four day stay we did not have hot water, but instead of apologizing, the owner was...
United States
Kyia M.
The price is AU$776
includes taxes & fees
7 Dec - 8 Dec
Mulino Cintoia Chianti Toscana pool, sauna and Jacuzzi experience
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Monteriggioni Hotel Reviews

Hotel Italia

Hotel Italia

10/10 Excellent
"Clean room, helpful staff and excellent breakfast"
Simin 1-night trip
Posted 2 days ago
Hotel Italia

Find out more about Monteriggioni

Monteriggioni Villas information

Number of reviews
26
Accommodation
1479 Villas
Lowest Price
AU$269
Highest Price
AU$11,407

Frequently asked questions

How much do villas in Monteriggioni cost?
You'll pay between AU$269 and AU$11,407 per night for a villa in Monteriggioni. No matter your budget, the perfect stay is just clicks away on Expedia. This price was 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?
Use up your holiday days and choose from 1479 villas in Monteriggioni. For a holiday with the family, a getaway with pals or anything in between, Expedia can help you find the perfect space in a few easy clicks.
What is there to do near my villa in Monteriggioni?
Monteriggioni has enough sights and experiences to keep you going for weeks, beginning with Siena Cathedral. Monteriggioni Castle, Palazzo Pubblico and Castello di Monsanto are other terrific attractions. If you're lingering longer, Castello della Paneretta and Civic Museum are worthwhile additions to your itinerary.

Explore a world of travel with Expedia