Monsanto Holiday Rentals

Q: 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.

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Dates

November 2026

December 2026

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Our top choices for Monsanto holiday rentals

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

1. Palazzo Pacini

Colle di Val d'Elsa

John

includes taxes & fees

12 Dec - 13 Dec

A table with breakfast items and a view of rolling hills.

2. Chianti Village Morrocco

Tavarnelle Val di Pesa

Nirav

includes taxes & fees

13 Nov - 14 Nov

An aerial view of a hotel with a swimming pool, outdoor seating area, and well-maintained gardens.

3. Antica Pieve B&B

Tavarnelle Val di Pesa

Jessica

includes taxes & fees

1 Dec - 2 Dec

A dining area with a table set for two, featuring a view of greenery through a window.

4. La Locanda di Pietracupa

Tavarnelle Val di Pesa

Isabell

includes taxes & fees

14 Nov - 15 Nov

A traditional interior with stone arches, a staircase, and a cozy seating area with a table.

5. Agriturismo La Ferrozzola

Castellina in Chianti

Ruth

includes taxes & fees

1 Dec - 2 Dec

A restaurant with hanging baskets of greenery, wicker furniture, and a view of the outdoors.

6. Terre di Baccio

Greve in Chianti

Gage

includes taxes & fees

13 Nov - 14 Nov

An outdoor dining area with tables and chairs, covered by umbrellas, overlooking a scenic landscape.

7. B&B La Fonte del Machiavelli

San Casciano in Val di Pesa

Stella

includes taxes & fees

12 Nov - 13 Nov

An arched entrance with a lantern above, flanked by two potted plants.

8. Villa il Fedino

San Casciano in Val di Pesa

Justyna

includes taxes & fees

23 Nov - 24 Nov

A view from a window overlooking a rural landscape with fields and a distant mountain range.

9. B&B Palazzo Tortoli

San Gimignano City Centre

Caroline

includes taxes & fees

1 Dec - 2 Dec

A rustic stone building with a courtyard.

10. Fullino Nero

Siena

Annie

includes taxes & fees

17 Nov - 18 Nov

A stone building with a yellow sign reading "b&b erioico".

11. L' Eroico

Gaiole in Chianti

Angela

includes taxes & fees

12 Nov - 13 Nov

An open wooden door leading to an outdoor patio with a table and chairs.

12. Palazzo al Torrione 2

San Gimignano City Centre

Klaus

includes taxes & fees

12 Nov - 13 Nov

A building with a wooden door, windows with shutters, and flower boxes.

13. Donna Nobile

San Gimignano City Centre

Treena

includes taxes & fees

8 Dec - 9 Dec

A spacious indoor area with arched windows, wooden furniture, and hanging plants.

14. Relais Villa Olmo - Place of Charme

Impruneta

Michael

includes taxes & fees

26 Nov - 27 Nov

A narrow street with stone buildings, wooden doors, and a brick pathway.

15. Materia Rooms San Gimignano

San Gimignano City Centre

Bradley

includes taxes & fees

12 Nov - 13 Nov

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.

16. Tuscasì Aparthotel

Sovicille

Sergey

includes taxes & fees

19 Nov - 20 Nov

A balcony with a table and chairs, a railing, and a view of a town and hills.

17. Residence Il Connubio

Impruneta

Damian

includes taxes & fees

14 Nov - 15 Nov

An outdoor swimming pool with a wooden pergola, lounge chairs, and a stone wall backdrop.

18. Guild Living Siena Senior Resort & Residence

Scacciapensieri

"We booked this last - minute and were really impressed with the whole experience. The property and grounds are beautiful. Staff was so friendly and helpful. The rooms were well appointed and quiet. Beds were too firm for our liking, but it was easy to overlook as the entire stay was really great. Good options in the restaurant too. The block of hotel rooms is in a retirement resort, which I think is a wonderful idea! Very much enjoyed our stay. We had a car and parking was free."

Heidi

includes taxes & fees

12 Nov - 13 Nov

A modern lobby with white leather sofas, a glass coffee table, and potted plants.

19. ApartHotel Anghel

Siena

clifford

includes taxes & fees

15 Nov - 16 Nov

A stone courtyard with a bench, potted plants, and a building in the background.

20. Casa di Campagna in Toscana

Sovicille

Sally

includes taxes & fees

16 Nov - 17 Nov

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Find holiday rentals that suit your style

Top Monsanto Hotel Reviews

A person sitting by a swimming pool with a stone building in the background.

Hotel Borgo di Cortefreda Relais - Place of Charme

Tavarnelle Val di Pesa

10/10 Excellent

Ashlee

A swimming pool, steps, and a grassy area with umbrellas.

Hotel Palazzo San Lorenzo & SPA

Colle di Val d'Elsa

10/10 Excellent

Stephen

A modern bedroom with a wooden floor, a bed with a headboard, a window with curtains, and a shower area with a towel rack.

Park Hotel Chianti

Tavarnelle Val di Pesa

10/10 Excellent

Andrew

A cobblestone street lined with historic stone buildings, some with ivy, and large terracotta pots with flowers.

Hotel Borgo San Luigi

Monteriggioni

10/10 Excellent

My wife and stayed here for our 30th wedding anniversary for 5 nights and had a rental car to visit surrounding towns like San Gimignano and Sienna. It is located about 25 minutes from both towns and has on site parking. Postives : beautiful maintained site, pool, grounds in the quiet country. Staff are very accommodating. Dining area next to pool is amazing. Breakfast buffet is the best we had during our two trips to Italy. Rooms were cleaned daily. Reception staff are friendly and helpful....

Tracy

A rustic cellar with brick walls, wooden barrels, and a stone ceiling. There is a wooden table with a wine bottle and glasses, and a television mounted on the wall.

Belvedere di San Leonino

Castellina in Chianti

10/10 Excellent

Anthony

A well-maintained garden with a large urn, neatly trimmed hedges, and a building with warm lighting in the background.

Villa Sabolini

Colle di Val d'Elsa

10/10 Excellent

Andrew

A candle on a tray with corks, a glass with a drink and an orange slice, and a table with chairs in an outdoor setting with arches in the background.

La Certosa di Pontignano - Place of Charme

Castelnuovo Berardenga

10/10 Excellent

Anonymous traveller

A person sitting in a corner of a room with tiled walls and a bench.

Hotel Il Piccolo Castello

Monteriggioni

10/10 Excellent

jeff

A poolside area with outdoor seating and umbrellas, overlooking a scenic landscape.

Villa I Barronci Resort & Spa

San Casciano in Val di Pesa

10/10 Excellent

Mark

A spacious interior with high arched ceilings, stone walls, and a central round mirror reflecting the room. Tables and chairs are arranged for dining or socializing.

COMO Castello Del Nero

Tavarnelle Val di Pesa

10/10 Excellent

Outstanding! If you are looking to travel to Italy and feel like a Princess, Castello Del Nero is for you. Everything is five star, from the service the moment you check-in, to the five star spa, to the Michelin Rated dinning, the Castello is a dream come true. Treat yourself to Italian luxury and you will never want to leave. The rooms are impeccably decorated with every amenity and the country side views are breathtaking. The five star wine list seems endless and don't forget to consider an...

Linda W.

A historic street with a hotel entrance featuring an arched doorway and potted plants.

Hotel L' Antico Pozzo San Gimignano

San Gimignano City Centre

10/10 Excellent

Loretta

A table set for dining with a view of a vineyard.

La Cisterna

San Gimignano City Centre

10/10 Excellent

Jacquelyn

An aerial view of a villa with a swimming pool, surrounded by lush greenery and a hilly landscape.

Hotel Casafrassi

Castellina in Chianti

8/10 Good

Beautiful surroundings, lovely pool. The aircon was a bit ancient and noisy. A couple of little things we asked the staff to sort out were resolved in a very short space of time ( we asked for twin beds, and it was made up as one bed, the aircon stopped working, but was solved swiftly) The restaurant next door has good food for the most part, a car would certainly be a much better and would be a good place to explore the Chianti region

Sofia

A covered outdoor seating area with a wooden door, wicker chairs, and potted plants.

Borgo Vescine

Radda in Chianti

10/10 Excellent

Russell

An arched entrance with a brick pathway leading to a building, surrounded by lush greenery and purple flowering vines.

Palazzo di Valli

Siena

10/10 Excellent

Anonymous traveller

Find out more about Monsanto

Everything you need to know about Monsanto holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Monsanto holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Monsanto holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Monsanto holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Monsanto. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Monsanto holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Monsanto holiday rentals we have selected for you start as low as NZ$100 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Monsanto rentals

At Expedia, we put the best Monsanto holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Monsanto rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Monsanto holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Monsanto. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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.

Monsanto Holiday Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Monsanto holiday rentals

1. Palazzo Pacini

2. Chianti Village Morrocco

3. Antica Pieve B&B

4. La Locanda di Pietracupa

5. Agriturismo La Ferrozzola

6. Terre di Baccio

7. B&B La Fonte del Machiavelli

8. Villa il Fedino

9. B&B Palazzo Tortoli

10. Fullino Nero

11. L' Eroico

12. Palazzo al Torrione 2

13. Donna Nobile

14. Relais Villa Olmo - Place of Charme

15. Materia Rooms San Gimignano

16. Tuscasì Aparthotel

17. Residence Il Connubio

18. Guild Living Siena Senior Resort & Residence

19. ApartHotel Anghel

20. Casa di Campagna in Toscana

Find holiday rentals that suit your style

Top Monsanto Hotel Reviews

Hotel Borgo di Cortefreda Relais - Place of Charme

10/10 Excellent

Find out more about Monsanto

Monsanto holiday rentals: An excellent choice for every season

How to find incredible deals on Monsanto rentals

Frequently Asked Questions

Can I find a holiday rental in Monsanto?

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

What’s there to see and do in Monsanto?

What’s a holiday rental in Monsanto like?