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Monsanto Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Monsanto vacation rentals

An outdoor dining area with tables and chairs, candles, and a view of palm trees and greenery.

1. 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 ￥19,660
￥21,983 total
includes taxes & fees
Nov 1 - Nov 2
Palazzo Pacini
A balcony with a view of rolling hills, a table with a book and a bottle, and a chair.

2. Villa San Filippo

Villa San Filippo
4.0 star property
Barberino Val d'Elsa
8.6 out of 10, Excellent, (53 reviews)
"This place was beautiful, quiet like a picture you’d see in the movies"
Canada
Nadia
The price is ￥14,868
￥17,425 total
includes taxes & fees
Oct 25 - Oct 26
Villa San Filippo
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 ￥11,437
￥12,938 total
includes taxes & fees
Oct 26 - Oct 27
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, (40 reviews)
"Great place to stay in Tuscany! Very nice breakfast also!"
United States
Janet
The price is ￥26,969
￥30,023 total
includes taxes & fees
Oct 8 - Oct 9
Riserva di Fizzano Residence
A restaurant with hanging baskets of greenery, wicker furniture, and a view of the outdoors.

5. 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 ￥43,198
￥48,231 total
includes taxes & fees
Oct 16 - Oct 17
Terre di Baccio
A dining area with a table set for two, featuring a view of greenery through a window.

6. 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 ￥26,958
￥30,367 total
includes taxes & fees
Oct 2 - Oct 3
La Locanda di Pietracupa
An arched entrance with a lantern above, flanked by two potted plants.

7. 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 ￥35,350
￥39,598 total
includes taxes & fees
Oct 2 - Oct 3
Villa il Fedino
A garden with a stone pathway, wooden benches, and various potted plants.

8. Antico Borgo il Cardino

Antico Borgo il Cardino
San Gimignano
9.4 out of 10, Exceptional, (86 reviews)
"It was perfect for my one night stop before moving on to another location in Toscana."
United States
Craig
The price is ￥21,913
￥24,997 total
includes taxes & fees
Oct 13 - Oct 14
Antico Borgo il Cardino
An outdoor dining area with tables and chairs, covered by umbrellas, overlooking a scenic landscape.

9. B&B La Fonte del Machiavelli

B&B La Fonte del Machiavelli
San Casciano in Val di Pesa
9.2 out of 10, Wonderful, (87 reviews)
"Beautiful location, beautiful rooms. Host is very friendly and accommodating."
Australia
James
The price is ￥18,486
￥21,047 total
includes taxes & fees
Oct 4 - Oct 5
B&B La Fonte del Machiavelli
A rustic stone building with a courtyard.

10. 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 ￥16,945
￥19,353 total
includes taxes & fees
Oct 4 - Oct 5
Fullino Nero
A view from a window overlooking a rural landscape with fields and a distant mountain range.

11. B&B Palazzo Tortoli

B&B Palazzo Tortoli
San Gimignano City Centre
9.2 out of 10, Wonderful, (65 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 ￥19,549
￥22,396 total
includes taxes & fees
Oct 23 - Oct 24
B&B Palazzo Tortoli
A white mobile home with blue shutters, a red roof, and a small deck with white chairs.

12. Camping Boschetto Di Piemma

Camping Boschetto Di Piemma
3.0 star property
San Gimignano
8.8 out of 10, Excellent, (89 reviews)
"Great experience, close to a beautiful city and castle on a hill. "
New Zealand
Anonymous traveler
The price is ￥7,618
￥8,914 total
includes taxes & fees
Oct 10 - Oct 11
Camping Boschetto Di Piemma
A stone building with a garden in front.

13. Borgo Argenina

Borgo Argenina
Gaiole in Chianti
9.8 out of 10, Exceptional, (27 reviews)
"What an amazing place. We enjoyed it so much."
United States
Tatevik
The price is ￥33,736
￥38,536 total
includes taxes & fees
Oct 5 - Oct 6
Borgo Argenina
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.

14. 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 ￥10,577
￥13,953 total
includes taxes & fees
Oct 31 - Nov 1
Tuscasì Aparthotel
An outdoor swimming pool with a wooden pergola, lounge chairs, and a stone wall backdrop.

15. Guild Living Siena Senior Resort & Residence

Guild Living Siena Senior Resort & Residence
Scacciapensieri
8.8 out of 10, Excellent, (51 reviews)
"Amazing! Thank you!"
United Kingdom
Lucy
The price is ￥18,485
￥21,047 total
includes taxes & fees
Nov 1 - Nov 2
Guild Living Siena Senior Resort & Residence
An open wooden door leading to an outdoor patio with a table and chairs.

16. Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (113 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 ￥16,744
￥23,770 total
includes taxes & fees
Oct 2 - Oct 3
Palazzo al Torrione 2
A spacious indoor area with arched windows, wooden furniture, and hanging plants.

17. Relais Villa Olmo

Relais Villa Olmo
Impruneta
9.4 out of 10, Exceptional, (268 reviews)
"Very friendly and clean."
United States
Mohamed
The price is ￥21,101
￥23,746 total
includes taxes & fees
Nov 1 - Nov 2
Relais Villa Olmo
A stone building with a yellow sign reading "b&b erioico".

18. 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 ￥23,971
￥27,796 total
includes taxes & fees
Oct 7 - Oct 8
L' Eroico
A villa with a swimming pool, outdoor seating, and a tennis court.

19. Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (80 reviews)
"Beautiful resort in the hills, lovely and charming room, incredibly spacious."
United States
Deanna
The price is ￥23,791
￥26,883 total
includes taxes & fees
Oct 4 - Oct 5
Villa Curina Resort
A narrow alleyway with brick walls, wooden barrels, and potted plants.

20. San Gimignano Apartment in the Heart of Town for 4 People with Fast Wi-Fi and Concierge Service

San Gimignano Apartment in the Heart of Town for 4 People with Fast Wi-Fi and Concierge Service
San Gimignano City Centre
9.8 out of 10, Exceptional, (42 reviews)
"Authentic 13th century building with so much character and charm. The room was very unique and opened to a lovely courtyard. The location was great, and very close to the gate. A full Italian breakfast buffet was offered at a reasonable cost. Laundry service was also available. And the hosts were very friendly and helpful."
United States
Marilyn H.
The price is ￥19,799
￥29,610 total
includes taxes & fees
Nov 1 - Nov 2
San Gimignano Apartment in the Heart of Town for 4 People with Fast Wi-Fi and Concierge Service
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 David

Hotel David

10/10 Excellent
"La atención espectacular, muchos detalles . Desayuno muy bueno , completo ."
Andres 1-night trip
Posted 6 hours ago
Hotel David

Find out more about Monsanto

Search for holiday rentals in Monsanto on Expedia! You can easily find your home rentals, villas, holiday apartments in Monsanto using one of the methods below:

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Look no further and take a look at our great range of rental properties in Monsanto!

Frequently asked questions

Can I find a vacation rental in Monsanto?

Yes, you can find vacation rentals near well known points of interest in Monsanto, or you can choose a more remote option if you want a relaxing place to stay. Monsanto is known for its wineries.

What's the top vacation rental in Monsanto?

Borgo Argiano: Visitors like this Monsanto vacation home rental. It is located on a river and has a balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and kitchenware. You can relax into your vacation 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 vacation rental in Monsanto like?

Vacation rentals are private properties you can stay in for a few weeks or just a few days in Monsanto. Vacation rentals offer amenities like laundry facilities and kitchens so you'll feel right at home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of safety away from public hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular option for a family trip or a small group gathering.