Monteguidi Holiday Rentals from NZ$96: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Monteguidi has to offer?

Villa with large garden in the Chianti hills : This holiday home rental outside of Monteguidi is located in a rural location, and has an outdoor pool, a fireplace and a BBQ 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 that you can cook with friends or family. You can relax into your holiday with a garden and a selection of books.

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Our top choices for Monteguidi holiday rentals

Family Apartment, 5 Bedrooms, Garden View, Garden Area (10 people) | Terrace/patio

1. Borgo al Cerro

Casole d'Elsa

Frida

includes taxes & fees

16 Sept - 17 Sept

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

Toscana

includes taxes & fees

16 Sept - 17 Sept

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

Radicondoli Siena

Corey

includes taxes & fees

16 Sept - 17 Sept

4. Antico Borgo il Cardino

San Gimignano

Craig

includes taxes & fees

12 Oct - 13 Oct

5. Palazzo Pacini

Colle di Val d'Elsa

John

includes taxes & fees

1 Oct - 2 Oct

6. Borgo Il Poggiaccio

Sovicille

Louie

includes taxes & fees

12 Oct - 13 Oct

Villa, Air conditioning, Courtyard View | Exterior

7. Villa Montecastello

Monteriggioni

Alvaro

includes taxes & fees

16 Sept - 17 Sept

8. Antico Borgo Poggiarello

Monteriggioni

James Bakley

includes taxes & fees

12 Oct - 13 Oct

9. Riserva di Fizzano Residence

Castellina in Chianti

Janet

includes taxes & fees

23 Sept - 24 Sept

10. Residence Arianna

Sovicille

"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...

Gitte Harrits

includes taxes & fees

20 Sept - 21 Sept

11. Tuscasì Aparthotel

Sovicille

Sergey

includes taxes & fees

13 Oct - 14 Oct

12. Casa di Campagna in Toscana

Sovicille

Sally

includes taxes & fees

4 Oct - 5 Oct

13. Simona delightful studio apartment with pool view

Castel San Gimignano

Marcel H.

14. Residence Borgo San Lorenzo a Linari

Sovicille

Monica

includes taxes & fees

29 Sept - 30 Sept

15. Room 'Castagno' – Agriturismo la Taverna di Celsa with Shared Pool

Sovicille

Romantic Double Room, 1 Bedroom, Non Smoking | View from room

16. B&B Palazzo Tortoli

San Gimignano City Centre

Harold

includes taxes & fees

16 Oct - 17 Oct

17. Palazzo al Torrione 2

San Gimignano City Centre

Angela

includes taxes & fees

20 Sept - 21 Sept

18. AlbergoDiffusoVolterra

Volterra

Mia

includes taxes & fees

23 Sept - 24 Sept

Studio, Patio, Ground Floor | Terrace/patio

19. Fullino Nero

Siena

Christian

includes taxes & fees

20 Sept - 21 Sept

20. Casa Vacanze Le Case

San Gimignano

Jackie

includes taxes & fees

4 Oct - 5 Oct

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Top Monteguidi Hotel Reviews

Hotel Casolare Le Terre Rosse

10/10 Excellent

"If you are driving around in Tuscany and need a place to stay, look no further! The place is beautiful, clean, friendly staff and feels like a 5 star hotel without the price. location was central to all the wineries and Tuscany sites. Breakfast was fantastic. Awesome place!"

Fattoria di Vegi

10/10 Excellent

"This place is a little piece of heaven on earth. If you are looking for peace, tranquility, beautiful surroundings, luxurious rooms, friendly hand helpful staff, this is the place for you. We have stayed in many luxurious places, but this hotel we both thought was the best we have ever experienced. It had a homely feel, you felt part of the family. In each block there was a lounge, so it felt like a home. And an honesty box for the bar and drinks at the pool, again making it feel like a home where you help yourself. The food in the restaurant was delicious, the wine tasting tour was really good with Ingrid who was lovely, I honestly can’t rate this place highly enough. If you wish for a few days of luxury and tranquility, make a booking, you won’t regret it."

Hotel Athena

10/10 Excellent

"We had a wonderful stay at Hotel Athena in Siena. The service was exceptional, the staff were warm, welcoming and genuinely helpful throughout our visit. The location was fantastic for exploring Siena, with everything within walking distance, while the hotel itself provided a comfortable and relaxing place to come back to after a day of exploring. We also loved the beautiful views from the terrace which was the perfect spot to unwind with a drink and take in the scenery. Sunset was especially beautiful and I would recommend calling the terrace staff themselves to reserve your seat. They are VERY busy up there so please exercise patience and kindness to the server and bartender as they work so hard to get your orders to you as quickly as possible. Self parking our car was a huge bonus as we rented a vehicle to explore Tuscany. A lovely hotel, a great location and wonderful service. We would happily stay here again when visiting Siena!"

Find out more about Monteguidi

Everything you need to know about Monteguidi 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 Monteguidi 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 Monteguidi holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Monteguidi holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Monteguidi. 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 Monteguidi 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 Monteguidi holiday rentals we have selected for you start as low as NZ$96 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Monteguidi rentals

At Expedia, we put the best Monteguidi 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 Monteguidi 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 Monteguidi 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 Monteguidi. 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

Are there holiday rentals in Monteguidi?

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

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

Villa with large garden in the Chianti hills: This holiday home rental outside of Monteguidi is located in a rural location, and has an outdoor pool, a fireplace and a BBQ 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 that you can cook with friends or family. You can relax into your holiday with a garden and a selection of books.

What’s there to see and do in Monteguidi?

While exploring the area, visit family-friendly sights like Terre di Vini, or get outside and enjoy nature at Alta Val d'Elsa River Park. Medici Fortress and Palazzo dei Priori are a couple of places you'll find in the wider area.

What’s a holiday rental in Monteguidi like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Monteguidi. Holiday rentals feature amenities such as hot tubs, fire pits and patios so you'll have all the comforts of home. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from shared hotel lifts and busy concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great choice for family gatherings.

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Check prices for these dates

Our top choices for Monteguidi holiday rentals

1. Borgo al Cerro

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

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

4. Antico Borgo il Cardino

5. Palazzo Pacini

6. Borgo Il Poggiaccio

7. Villa Montecastello

8. Antico Borgo Poggiarello

9. Riserva di Fizzano Residence

10. Residence Arianna

11. Tuscasì Aparthotel

12. Casa di Campagna in Toscana

13. Simona delightful studio apartment with pool view

14. Residence Borgo San Lorenzo a Linari

15. Room 'Castagno' – Agriturismo la Taverna di Celsa with Shared Pool

16. B&B Palazzo Tortoli

17. Palazzo al Torrione 2

18. AlbergoDiffusoVolterra

19. Fullino Nero

20. Casa Vacanze Le Case

Find holiday rentals that suit your style

Top Monteguidi Hotel Reviews

Hotel Casolare Le Terre Rosse

Hotel Chiusarelli

Villa Scacciapensieri Boutique Hotel

Fattoria di Vegi

Palazzo Ravizza

Grand Hotel Continental Siena – Starhotels Collezione

Hotel Italia

Hotel Athena

NH Siena

Find out more about Monteguidi

Frequently asked questions

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