A cobblestone square with historic buildings, a fountain, and a church with a bell tower.

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Monteriggioni vacation homes

A modern hotel room with a flat-screen TV displaying 'NETFLIX', a jacuzzi, and a neon sign.

1. Love Nest Siena: Romantic Suite with SPA & Jacuzzi

Love Nest Siena: Romantic Suite with SPA & Jacuzzi
Toscana
The price is AED 407
AED 724 total
includes taxes & fees
11 Oct - 12 Oct
Love Nest Siena: Romantic Suite with SPA & Jacuzzi
A rustic villa with a garden, a pond, and a mountainous backdrop.

2. Ebbio – Villa and Organic Farm in Monteriggioni

Ebbio – Villa and Organic Farm in Monteriggioni
Monteriggioni
The price is AED 34,562
AED 34,582 total
includes taxes & fees
10 Oct - 11 Oct
Ebbio – Villa and Organic Farm in Monteriggioni
A rustic building with a brick facade, a small arched window, and a door.

3. Cozy Tuscan-style apartment Suitable for families. Pets allowed

Cozy Tuscan-style apartment Suitable for families. Pets allowed
Toscana
10.0 out of 10, Exceptional, (2 reviews)
"This refurbished cottage is a hidden gem, surrounded by fruit trees on a hillside facing Siena. You’ll need a car — it s about a 5-minute drive on a steep, narrow, winding road to get to the stores by the freeway. The cottage was bigger than we were expecting, with a small but well-equipped kitchen. The host turned on the AC in anticipation of our arrival. There are two bedrooms on the main floor with AC, and a fourth bed in a loft."
United States
Shanti R.
The price is AED 617
AED 769 total
includes taxes & fees
9 Oct - 10 Oct
Cozy Tuscan-style apartment Suitable for families. Pets allowed
A stone building with multiple windows and a chimney.

4. Agriturismo La Ferrozzola

Agriturismo La Ferrozzola
Castellina in Chianti
9.4 out of 10, Exceptional, (9 reviews)
"Very nice agriturismo. "
United States
Ruth
The price is AED 471
AED 534 total
includes taxes & fees
8 Nov - 9 Nov
Agriturismo La Ferrozzola
A stone building with a gravel path, outdoor seating, and greenery.

5. The Arch Among the Hills of Castellina

The Arch Among the Hills of Castellina
Topina
The price is AED 987
AED 1,148 total
includes taxes & fees
2 Nov - 3 Nov
The Arch Among the Hills of Castellina
A two-story house with a stone foundation, wooden shutters, and a covered porch with outdoor furniture.

6. Ocabianca Holiday Home with Private Terrace, Wi-Fi and Air Conditioning

Ocabianca Holiday Home with Private Terrace, Wi-Fi and Air Conditioning
Casole d'Elsa
10.0 out of 10, Exceptional, (1 review)
"Pros: Das Haus ist liebevoll eingerichtet, hat zwei schöne Bäder und eine wunderbare schattige Terrasse, von der man ins Grüne schaut, tagsüber ab und zu die Schafe nebenan und abends die Wildschweine hören kann. Das Haus liegt sehr ruhig in einem abgeschiedenen Weiler. Es sind ausreichend Liegestühle vorhanden, um im Garten zu entspannen. Die Klimaanlage im Haus funktioniert bestens. Besonders hervorzuheben sind die sehr herzlichen und hilfsbereiten Vermieter, die auch in dem kleinen Ort wohnen...
Germany
Anonymous traveler
The price is AED 1,620
AED 1,964 total
includes taxes & fees
12 Oct - 13 Oct
Ocabianca Holiday Home with Private Terrace, Wi-Fi and Air Conditioning
A swimming pool with lounge chairs and umbrellas, surrounded by a stone wall and greenery.

7. House with pool for 4 pax

House with pool for 4 pax
Pievescola
9.4 out of 10, Exceptional, (3 reviews)
"Besser kann man es nicht haben. Den Pool hatten wir gefühlt immer für uns alleine. Die Lage der Unterkunft erlaubt es uns schnell in Siena und San Gimignano zu sein, auch die anderen Sehenswürdigkeiten in der Region waren schnell zu erreichen. In der Unterkunft war es sehr ruhig, ideal um sich zu erholen. Traumhaft schön. Wir kommen gerne wieder. Ciao Oli"
Germany
Oliver E.
The price is AED 586
AED 1,134 total
includes taxes & fees
9 Oct - 10 Oct
House with pool for 4 pax
A dining area with a table set for four, a large window with an arched ceiling, and a view of the outdoors.

8. La Casetta, Casole d'Elsa, Siena. Join the real Tuscany countryside!

La Casetta, Casole d'Elsa, Siena. Join the real Tuscany countryside!
casole d'elsa siena
10.0 out of 10, Exceptional, (43 reviews)
"We stayed in this beautiful clean, fully airconditioned apartment for 12 days, perfect location for trips to the surrounding area like Siena, Florence, Monteriggioni, Volterra & San Gimignano. The apartment is situated in a peaceful Agriturismo with lots of privacy and a great swimming pool. The owners are really hospitable and you feel welcome right away. Highly recommendable."
Netherlands
Linda T.
The price is AED 734
AED 1,257 total
includes taxes & fees
9 Oct - 10 Oct
La Casetta, Casole d'Elsa, Siena. Join the real Tuscany countryside!
A brick building with a sliding glass door entrance, a large potted plant, and two smaller potted plants outside.

9. GuestHost - Charming studio of 40 sqm can accommodate up to 3 people, located on the ground floor (rise to access) of a refined period building with breathtaking views of the Sienese countryside. The property is located in a historic area, at the door of

GuestHost - Charming studio of 40 sqm can accommodate up to 3 people, located on the ground floor (rise to access) of a refined period building with breathtaking views of the Sienese countryside. The property is located in a historic area, at the door of
Siena
The price is AED 372
AED 737 total
includes taxes & fees
18 Oct - 19 Oct
GuestHost - Charming studio of 40 sqm can accommodate up to 3 people, located on the ground floor (rise to access) of a refined period building with breathtaking views of the Sienese countryside. The property is located in a historic area, at the door of
A glass on a wooden table with a pool and a building in the background.

10. Apartment in Chianti With Pool ID 513

Apartment in Chianti With Pool ID 513
Casole d'Elsa
The price is AED 1,101
AED 1,219 total
includes taxes & fees
12 Oct - 13 Oct
Apartment in Chianti With Pool ID 513
A brick building with a garden, a metal fence, and a clear sky.

11. Casa Marisa in Castellina in Chianti

Casa Marisa in Castellina in Chianti
Castellina in Chianti
The price is AED 889
AED 1,111 total
includes taxes & fees
11 Oct - 12 Oct
Casa Marisa in Castellina in Chianti
A rectangular swimming pool with a wooden deck and metal railing, surrounded by a grassy area with trees and a clear sky.

12. Holiday Home "Limonaia" with Shared Pool, Communal Garden and Wi-Fi

Holiday Home "Limonaia" with Shared Pool, Communal Garden and Wi-Fi
Castelnuovo Berardenga
10.0 out of 10, Exceptional, (1 review)
"Pros: The view and unique traditional apartment. Cons: -"
United States
Anonymous traveler
The price is AED 1,315
AED 1,537 total
includes taxes & fees
11 Oct - 12 Oct
Holiday Home "Limonaia" with Shared Pool, Communal Garden and Wi-Fi
A pool area with lounge chairs and umbrellas, surrounded by stone buildings and greenery.

13. Casa Vacanze Le Case

Casa Vacanze Le Case
San Gimignano
9.4 out of 10, Exceptional, (13 reviews)
"The property was perfect and the host was so nice and helpful. We would definitely stay there again."
United States
Andrew
The price is AED 324
AED 377 total
includes taxes & fees
2 Nov - 3 Nov
Casa Vacanze Le Case
A balcony with potted plants and a view of rolling hills and mountains.

14. A Nest with a View - A Romantic Retreat Within the City Walls

A Nest with a View - A Romantic Retreat Within the City Walls
Radicondoli
The price is AED 583
AED 583 total
includes taxes & fees
3 Nov - 4 Nov
A Nest with a View - A Romantic Retreat Within the City Walls
A stone building with a gated entrance, terracotta pots with flowers, and a staircase leading up to the door.

15. UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK

UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK
Ruffoli
9.2 out of 10, Wonderful, (25 reviews)
"This is truly a unique and special property providing incredible value . One of the most beautiful views in a spectacular setting hidden away in the Tuscan hills above Panzano. A perfect location for day trips to vinyards, restaurants and the Chianti area. Our apartment was extremely well appointed and beautifully decorated. Spacious and varied outdoor sitting areas and patios with a very nice pool area. Our hostess Babette was extremely accomodating and informative which added to our overall...
Canada
James
The price is AED 332
AED 653 total
includes taxes & fees
20 Oct - 21 Oct
UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK
A compact bedroom with a bed, a desk with a chair, a bookshelf, a radiator, and a TV.

16. Deluxe Room- A cozy and elegant room in the heart of San Gimignano.

Deluxe Room- A cozy and elegant room in the heart of San Gimignano.
San Gimignano City Centre
The price is AED 555
AED 843 total
includes taxes & fees
7 Nov - 8 Nov
Deluxe Room- A cozy and elegant room in the heart of San Gimignano.
A gated entrance with a number plaque, a pathway leading to a building, and a parked vehicle.

17. Tuscan House: Spacious, Traditional Tuscan Apartment with Plenty of Outdoor Space and Breakfast Included

Tuscan House: Spacious, Traditional Tuscan Apartment with Plenty of Outdoor Space and Breakfast Included
Monteroni d'Arbia
The price is AED 391
AED 486 total
includes taxes & fees
15 Oct - 16 Oct
Tuscan House: Spacious, Traditional Tuscan Apartment with Plenty of Outdoor Space and Breakfast Included
A modern hotel room with a walk-in closet, a vanity with a mirror, and a red accent wall.

18. Beautiful Superior Room, elegant and refined in the heart of San Gimignano.

Beautiful Superior Room, elegant and refined in the heart of San Gimignano.
San Gimignano City Centre
Beautiful Superior Room, elegant and refined in the heart of San Gimignano.
A building with a stone facade, a door, a window, and a patio area with chairs and a table.

19. Peaceful corner with garden between Chianti and Crete, very close to Old Town

Peaceful corner with garden between Chianti and Crete, very close to Old Town
Casetta
The price is AED 296
AED 403 total
includes taxes & fees
2 Nov - 3 Nov
Peaceful corner with garden between Chianti and Crete, very close to Old Town
A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.

20. Apartment in Chianti With Pool ID 3939

Apartment in Chianti With Pool ID 3939
Casole d'Elsa
The price is AED 1,651
AED 1,825 total
includes taxes & fees
22 Oct - 23 Oct
Apartment in Chianti With Pool ID 3939
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.
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Top Monteriggioni Hotel Reviews

Hotel Borgo San Luigi

Hotel Borgo San Luigi

10/10 Excellent
"Beautiful hotel. Excellent food. The Staff was wonderful. We had an issue with our rental car passenger window and they did everything to help us with it."
Stacey 1-night trip
Posted 1 day ago
Hotel Borgo San Luigi

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