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Monsanto Holiday Rentals

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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 Monsanto holiday rentals

A balcony with a view of rolling hills, a table with a book and a bottle, and a chair.

1. Villa San Filippo

Villa San Filippo
4.0 star property
Barberino Val d'Elsa
8.6 out of 10, Excellent, (56 reviews)
"This place was beautiful, quiet like a picture you’d see in the movies"
Canada
Nadia
The price is S$137
includes taxes & fees
21 Oct - 22 Oct
Villa San Filippo
An outdoor dining area with tables and chairs, candles, and a view of palm trees and greenery.

2. Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (102 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
The price is S$213
includes taxes & fees
25 Oct - 26 Oct
Palazzo Pacini
A table with breakfast items and a view of rolling hills.

3. Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Tavarnelle Val di Pesa
8.6 out of 10, Excellent, (121 reviews)
"It’s seen its best day a while ago. Basic necessities for an overnight, but I wouldn’t choose it again."
United States
Winonah
The price is S$122
includes taxes & fees
18 Oct - 19 Oct
Chianti Village Morrocco
A stone building with a courtyard, a swimming pool, and vineyard fields in the background.

4. Riserva di Fizzano Residence

Riserva di Fizzano Residence
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (42 reviews)
"Great place to stay in Tuscany! Very nice breakfast also!"
United States
Janet
The price is S$278
includes taxes & fees
19 Oct - 20 Oct
Riserva di Fizzano Residence
A dining area with a table set for two, featuring a view of greenery through a window.

5. La Locanda di Pietracupa

La Locanda di Pietracupa
Tavarnelle Val di Pesa
9.6 out of 10, Exceptional, (39 reviews)
"Great place, wonderful restaurant"
Germany
Isabell
The price is S$200
includes taxes & fees
7 Nov - 8 Nov
La Locanda di Pietracupa
An outdoor dining area with tables and chairs, covered by umbrellas, overlooking a scenic landscape.

6. B&B La Fonte del Machiavelli

B&B La Fonte del Machiavelli
San Casciano in Val di Pesa
9.2 out of 10, Wonderful, (89 reviews)
"Beautiful location, beautiful rooms. Host is very friendly and accommodating."
Australia
James
The price is S$169
includes taxes & fees
13 Oct - 14 Oct
B&B La Fonte del Machiavelli
A rectangular swimming pool with a clear blue water surface, surrounded by a brick patio. There are several lounge chairs and umbrellas around the pool area.

7. Villa Rosa Panzano

Villa Rosa Panzano
Greve in Chianti
8.2 out of 10, Very good, (57 reviews)
"A lovely rural B&B with very kind staff."
Canada
Allison
The price is S$195
includes taxes & fees
12 Oct - 13 Oct
Villa Rosa Panzano
A room with two beds, a wooden dresser, a painting, and a door.

8. Teranga in Chianti - Parking & Garden 3 BR

Teranga in Chianti - Parking & Garden 3 BR
Tavarnelle Val di Pesa
The price is S$495
includes taxes & fees
25 Oct - 26 Oct
Teranga in Chianti - Parking & Garden 3 BR
An arched entrance with a lantern above, flanked by two potted plants.

9. Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (105 reviews)
"Tha parking was easy on the property. It was within walking distance to the villages with shops, restaurants and cafes. The best part was the staff. The owners were incredibly helpful, friendly and made you feel like family. Breakfast outside was lovely overlooking the hills of Tuscany. We met many people and had lovely conversations with other travelers during breakfast. A gem in Tuscany."
United States
Lori
The price is S$297
includes taxes & fees
2 Nov - 3 Nov
Villa il Fedino
A white mobile home with blue shutters, a red roof, and a small deck with white chairs.

10. Camping Boschetto Di Piemma

Camping Boschetto Di Piemma
3.0 star property
San Gimignano
8.8 out of 10, Excellent, (91 reviews)
"Great experience, close to a beautiful city and castle on a hill. "
New Zealand
Anonymous traveller
The price is S$70
includes taxes & fees
19 Oct - 20 Oct
Camping Boschetto Di Piemma
A garden with a stone pathway, wooden benches, and various potted plants.

11. Antico Borgo il Cardino

Antico Borgo il Cardino
San Gimignano
9.4 out of 10, Exceptional, (87 reviews)
"It was perfect for my one night stop before moving on to another location in Toscana."
United States
Craig
The price is S$195
includes taxes & fees
13 Oct - 14 Oct
Antico Borgo il Cardino
A restaurant with hanging baskets of greenery, wicker furniture, and a view of the outdoors.

12. Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (80 reviews)
"Amazing property and room, only issue is it’s very understaffed so it’s hard to get anything without chasing down workers. They also don’t stay on the property so after like 11pm you’re on your own. Besides that it was a wonderful location and very peaceful."
United States
Gage
The price is S$388
includes taxes & fees
30 Oct - 31 Oct
Terre di Baccio
An open wooden door leading to an outdoor patio with a table and chairs.

13. Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (114 reviews)
"They were very helpful to me when I arrived. I difficulty accessing there messages to me. They put me at ease"
United States
Angela
The price is S$172
includes taxes & fees
8 Nov - 9 Nov
Palazzo al Torrione 2
A stone building with a yellow sign reading "b&b erioico".

14. L' Eroico

L' Eroico
Gaiole in Chianti
10.0 out of 10, Exceptional, (15 reviews)
"Monica is a very gracious host. We very much enjoyed our stay. The village is also very quaint and within walking distance. We appreciate the hospitality and highly recommend staying here if you’re coming to the area."
United States
Angela
The price is S$197
includes taxes & fees
2 Nov - 3 Nov
L' Eroico
A stone building with a garden in front.

15. Borgo Argenina

Borgo Argenina
Gaiole in Chianti
9.8 out of 10, Exceptional, (28 reviews)
"What an amazing place. We enjoyed it so much."
United States
Tatevik
The price is S$251
includes taxes & fees
15 Oct - 16 Oct
Borgo Argenina
A spacious indoor area with arched windows, wooden furniture, and hanging plants.

16. Relais Villa Olmo - Place of Charme

Relais Villa Olmo - Place of Charme
Impruneta
9.4 out of 10, Exceptional, (269 reviews)
"Very friendly and clean."
United States
Mohamed
The price is S$199
includes taxes & fees
8 Nov - 9 Nov
Relais Villa Olmo - Place of Charme
A rustic stone building with a courtyard.

17. Fullino Nero

Fullino Nero
Siena
9.6 out of 10, Exceptional, (56 reviews)
"Great stay! Clean rooms with air conditioning. Beautiful grounds "
United States
Christian
The price is S$156
includes taxes & fees
12 Oct - 13 Oct
Fullino Nero
A view from a window overlooking a rural landscape with fields and a distant mountain range.

18. B&B Palazzo Tortoli

B&B Palazzo Tortoli
San Gimignano City Centre
9.2 out of 10, Wonderful, (66 reviews)
"In the center of town overlooking a plaza (other rooms overlook the valley). Multiple museums, and dining and shopping options within very easy walking distance. The town and surroundings are beautiful."
United States
Harold
The price is S$183
includes taxes & fees
14 Oct - 15 Oct
B&B Palazzo Tortoli
A bedroom with a bed, a bedside table, a TV mounted on the wall, and a sliding glass door leading to a balcony with a view of greenery and hills.

19. Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (31 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is S$98
includes taxes & fees
4 Nov - 5 Nov
Tuscasì Aparthotel
Outdoor pool

20. Residence Arianna

Residence Arianna
Sovicille
9.6 out of 10, Exceptional, (9 reviews)
"The place is excellent! The owner and her daughter extremely friendly and kind! They helped us with everything we needed. I will definitely stay here again. I highly recommend this place!"
United States
Violeta
The price is S$178
includes taxes & fees
10 Nov - 11 Nov
Residence Arianna
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 Monsanto Hotel Reviews

Hotel Horto Convento

Hotel Horto Convento

10/10 Excellent
"This hotel was exceptional! The grounds were beautiful. The staff was extremely helpful. The location was perfect. The only downside was they don't have smart TVs and limited stations in English. We have to sleep to TV, but they are getting them soon. Otherwise, I cannot say enough wonderful things about our stay. We will be back!"
DEMETRIA 2-night trip
Posted 2 hours ago
Hotel Horto Convento

Frequently asked questions

Can I find a holiday rental in Monsanto?

Yes, there are holiday rentals close to the most popular sights in Monsanto, or you can select a more secluded option if you're looking for a relaxing stay. Monsanto is known for its wineries.

What are some of the best holiday rentals that Monsanto has to offer?

Borgo Argiano: This holiday home rental outside of Monsanto is located on a river, and has a balcony, a terrace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and kitchenware. You can relax into your holiday with a garden and a library.

What’s there to see and do in Monsanto?

While exploring the area, visit family-friendly sights like Chianti Observatory, or get outside and enjoy nature at Sentierelsa Trail. Other places in town to visit include Castello di Monsanto and Castello della Paneretta.

What’s a holiday rental in Monsanto like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Monsanto. Holiday rentals feature extras like laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about cleanliness, holiday rentals can provide a sense of seclusion away from public hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for a family trip.