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Montecastelli Vacation Rentals

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Check prices for these dates

In two weeks
4 Sep - 6 Sep
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Montecastelli vacation rentals

Pool

1. Peaceful Eco House in the Tuscan hills

Peaceful Eco House in the Tuscan hills
casole d'elsa
Peaceful Eco House in the Tuscan hills
Terrace/patio

2. Holiday Home 'Podere Le Rote' with Private Pool, Garden, and Wi-Fi

Holiday Home 'Podere Le Rote' with Private Pool, Garden, and Wi-Fi
Castelnuovo di Val di Cecina
9.0 out of 10, Wonderful, (2 reviews)
"We had the best time in this beautiful place! The location is absolutely stunning — the garden, house, pool, and everything was perfect and very clean. Tamara is super friendly and kind; she even brought us fresh bread every morning and sold us her delicious honey! Her two dogs are also very sweet and added to the warm, welcoming vibe of the place. The space is very spacious and a truly beautiful corner of nature that you must see.Thank you again, Tamara, for everything!"
Germany
Lea B.
The price is AED 6,039
AED 6,605 total
includes taxes & fees
19 Sep - 20 Sep
Holiday Home 'Podere Le Rote' with Private Pool, Garden, and Wi-Fi
Dining

3. Bellavista Farmhouse

Bellavista Farmhouse
Radicondoli
9.0 out of 10, Wonderful, (2 reviews)
"Tutto ok, peccato manca aria condizionata.. ci sono tanti ventilatori.. ma con queste estati torride non bastano più.. zero zanzare .. location bella.. piscina vicinissima e spazio all’aperto privato top."
Italy
Valentina
The price is AED 2,097
AED 2,097 total
includes taxes & fees
21 Aug - 22 Aug
Bellavista Farmhouse
Outdoor dining

4. Apartment "Radicondoli House" with Balcony & Wi-Fi

Apartment "Radicondoli House" with Balcony & Wi-Fi
Radicondoli Siena
10.0 out of 10, Exceptional, (6 reviews)
"Beautiful apartment that is well decorated and comfortable with everything you could need Walkable to grocery store and restaurants Parking is free and close by Giovanna was so helpful and excellent communication Can't say enough about this place! "
United States
Corey
The price is AED 1,224
AED 1,616 total
includes taxes & fees
23 Aug - 24 Aug
Apartment "Radicondoli House" with Balcony & Wi-Fi
Exterior

5. Antico Borgo il Cardino

Antico Borgo il Cardino
San Gimignano
9.4 out of 10, Exceptional, (85 reviews)
"It was perfect for my one night stop before moving on to another location in Toscana."
United States
Craig
The price is AED 618
AED 701 total
includes taxes & fees
20 Sep - 21 Sep
Antico Borgo il Cardino
Family Apartment, 5 Bedrooms, Garden View, Garden Area (10 people) | Terrace/patio

6. Borgo al Cerro

Borgo al Cerro
Casole d'Elsa
9.2 out of 10, Wonderful, (25 reviews)
"Väldigt vackert ställe med bra placering mitt i Toscana. Rummet var väldigt fint, men bilderna från hemsidan var finare, så jag blev lite besviken när vi väl kom in. I övrigt var komplexets omgivningar och trädgård helt fantastisk. Barnen hade roligt med pingisbor och dart och det fanns trevlig grillplats att nyttja. "
Sweden
Frida
The price is AED 797
AED 898 total
includes taxes & fees
4 Sep - 5 Sep
Borgo al Cerro
Interior

7. 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 986
AED 1,569 total
includes taxes & fees
12 Sep - 13 Sep
La Casetta, Casole d'Elsa, Siena. Join the real Tuscany countryside!
Property grounds

8. Tuscan Private Estate with Pool - 5 Charming Villas at Tenuta Cantona,

Tuscan Private Estate with Pool - 5 Charming Villas at Tenuta Cantona,
Toscana
The price is AED 1,148
AED 1,663 total
includes taxes & fees
22 Aug - 23 Aug
Tuscan Private Estate with Pool - 5 Charming Villas at Tenuta Cantona,
Food court

9. Borgo Il Poggiaccio

Borgo Il Poggiaccio
Sovicille
8.8 out of 10, Excellent, (67 reviews)
"I loved the stay here. A great quiet place with an awesome restaurant and unbelievable staff. "
United States
Louie
The price is AED 450
AED 797 total
includes taxes & fees
1 Sep - 2 Sep
Borgo Il Poggiaccio
Terrace/patio

10. Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (100 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
The price is AED 413
AED 463 total
includes taxes & fees
2 Sep - 3 Sep
Palazzo Pacini
Pool

11. Casale Torricella: Relax in the Woods with Sea View

Casale Torricella: Relax in the Woods with Sea View
Montieri
10.0 out of 10, Exceptional, (1 review)
"Pros: Die Lage von Casale Torricella ist traumhaft. Die absolute Ruhe. Man hört lediglich Vogelgezwitscher und trotzdem ist Montieri mit seinem kleinen Supermetcado und 2 empfehlenswerter Lokalen nicht weit entfernt Der unbeschreibliche Duft, der in den Morgenstunden von all den Wildpflanzen ausgeht. Die supernetten Vermieter. Ich könnte stundenlang weiter schwärmen."
Germany
Anonymous traveler
The price is AED 2,126
AED 2,126 total
includes taxes & fees
10 Sep - 11 Sep
Casale Torricella: Relax in the Woods with Sea View
Outdoor pool

12. House with pool for 4 pax

House with pool for 4 pax
Casole d'Elsa
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 692
AED 1,284 total
includes taxes & fees
19 Sep - 20 Sep
House with pool for 4 pax
Outdoor dining

13. Holiday Home 'Rustico Con Jacuzzi In Toscana' with Shared Pool, Wi-Fi and Air Conditioning

Holiday Home 'Rustico Con Jacuzzi In Toscana' with Shared Pool, Wi-Fi and Air Conditioning
Colle di Val d'Elsa
10.0 out of 10, Exceptional, (1 review)
"Pros: ***** einfach alles :)"
Germany
Anonymous traveler
The price is AED 1,501
AED 1,694 total
includes taxes & fees
4 Sep - 5 Sep
Holiday Home 'Rustico Con Jacuzzi In Toscana' with Shared Pool, Wi-Fi and Air Conditioning
Villa, Air conditioning, Courtyard View | Exterior

14. Villa Montecastello

Villa Montecastello
Monteriggioni
8.0 out of 10, Very Good, (3 reviews)
"Amazing stay! Teh apartment is HUGE and GORGEOUS. The whole villa is amazing. The view , unbeatable. The host , super warm. Highly recommend!"
United States
Alvaro
The price is AED 697
AED 780 total
includes taxes & fees
26 Aug - 27 Aug
Villa Montecastello
Seasonal outdoor pool, sun loungers

15. Residence Arianna

Residence Arianna
Sovicille
9.8 out of 10, Exceptional, (7 reviews)
"We had a 4 night’s stay here and used it as our base for tours around Toscany. It is located in a quiet area outside Siena. The apartment was nice and clean. We used the kitchen for minor cooking and that worked well. There is a supermarket close by and small restaurants in the town. The AC was working great. The host was very keen to share information on good places to see and was eager to make our stay as pleasant as possible. The breakfast was very nice and they also have a restaurant where...
Denmark
Gitte Harrits
The price is AED 493
AED 556 total
includes taxes & fees
17 Sep - 18 Sep
Residence Arianna
Dining

16. Casa di Via del Corallo Gerfalco – Historic Village Apartment with Nature Reserve Access

Casa di Via del Corallo Gerfalco – Historic Village Apartment with Nature Reserve Access
Località Gerfalco Montieri
The price is AED 1,235
AED 1,364 total
includes taxes & fees
19 Sep - 20 Sep
Casa di Via del Corallo Gerfalco – Historic Village Apartment with Nature Reserve Access
Terrace/patio

17. Casa di Campagna in Toscana

Casa di Campagna in Toscana
Sovicille
9.6 out of 10, Exceptional, (27 reviews)
"A wonderful stay. "
United States
Sally
The price is AED 505
AED 569 total
includes taxes & fees
14 Sep - 15 Sep
Casa di Campagna in Toscana
Premium bedding, down comforters, pillowtop beds, desk

18. Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (29 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is AED 277
AED 360 total
includes taxes & fees
22 Aug - 23 Aug
Tuscasì Aparthotel
Balcony

19. Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (111 reviews)
"Great location, beautiful room with a terrace and the best breakfast we had in Italy! "
United States
Angel
The price is AED 399
AED 567 total
includes taxes & fees
12 Sep - 13 Sep
Palazzo al Torrione 2
Property grounds

20. Apartment "Casa di Franca a San Galgano" in Historical Centre

Apartment "Casa di Franca a San Galgano" in Historical Centre
CHIUSDINO
10.0 out of 10, Exceptional, (1 review)
"Pros: De ligging"
Netherlands
Anonymous traveler
The price is AED 532
AED 636 total
includes taxes & fees
25 Aug - 26 Aug
Apartment "Casa di Franca a San Galgano" in Historical Centre
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 Montecastelli Hotel Reviews

Hotel Italia

Hotel Italia

8/10 Good
"Rights across from the train station, extremely convenient if you want to travel to Cinque Terre everyday."
Khoon 2-night trip
Posted 1 hour ago
Hotel Italia

Frequently asked questions

Are there vacation rentals in Montecastelli?

Yes, we offer vacation rentals close to top points of interest in Montecastelli, or you can select a more remote option if you're looking for a relaxing stay.

What are some of the best vacation rentals that Montecastelli has to offer?

Holiday house with private pool and fenced garden: This vacation home rental outside of Montecastelli is located on a river and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many vacation rentals will I find in Montecastelli?

Expedia has 16 vacation rentals for your stay in Montecastelli.

What can I see and do in Montecastelli?

Explore the area and family-friendly sights such as Terre di Vini, or get out into nature at a spot like Alta Val d'Elsa River Park. In the larger area, you’ll find Medici Fortress and Porta all'Arco.

What are vacation rentals like in Montecastelli?

Vacation rentals are privately owned accommodations you can reserve for several days or longer in Montecastelli. Vacation rentals feature amenities like WiFi and washers and dryers to help you enjoy your stay. If you're concerned about cleanliness, vacation rentals can offer a sense of safety away from shared hotel elevators and busy concierge desks while still allowing you to travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular choice for family gatherings.