Guistrigona Holiday Rentals from AU$120: Search Short-Term Rentals

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

Borgo Argiano : This holiday home rental outside of Guistrigona 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.

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Guistrigona holiday rentals

A villa with a swimming pool, outdoor seating, and a tennis court.

1. Villa Curina Resort

Castelnuovo Berardenga

Deanna

includes taxes & fees

12 Oct - 13 Oct

A pool area with two rectangular pools, surrounded by lounge chairs and umbrellas, set against a backdrop of vineyards and tall cypress trees.

2. Villa di Sotto

Castelnuovo Berardenga

Philippe

includes taxes & fees

12 Oct - 13 Oct

A building with a sign for 'Residence Leccio' and a café named 'La Rumba Café'.

3. RESIDENCE LECCIO

Asciano

Corey

includes taxes & fees

12 Oct - 13 Oct

A stone building with a sloped roof, a small porch, and a gravel driveway.

4. Podere La Chiusella

Rapolano Terme

"We enjoyed our stay. Everything was clean and comfortable, and the complex itself was impressive and a stunning place to stay. The location was also a convenient base for seeing Tuscany, and we had a great meal nearby in Rapolano Terme. Overall, it has the potential to be one of the coolest places you'll ever stay, though we did encounter a few technical issues regarding the shower and WiFi (which the hosts were quickly responsive about). I'd still recommend it, but it's helpful if you go in...

Kevin

includes taxes & fees

3 Nov - 4 Nov

A staircase with a wooden handrail, a potted plant, and a chair in a hallway.

5. Villa Fontis Rapolano

Rapolano Terme

Barbara

includes taxes & fees

14 Oct - 15 Oct

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.

6. Tuscasì Aparthotel

Sovicille

Sergey

includes taxes & fees

2 Nov - 3 Nov

A stone building with a garden in front.

7. Borgo Argenina

Gaiole in Chianti

Tatevik

includes taxes & fees

5 Oct - 6 Oct

An aerial view of a historic stone building complex with a swimming pool, surrounded by lush greenery and vineyards.

8. Bosco della Spina

Murlo

Lizl

includes taxes & fees

27 Oct - 28 Oct

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

9. Casa di Campagna in Toscana

Sovicille

Sally

includes taxes & fees

30 Oct - 31 Oct

An arched stone gateway leading to a pathway lined with potted plants and lights.

10. Castello di Modanella

Rapolano Terme

Dennis

includes taxes & fees

26 Oct - 27 Oct

A stone building with a tiled roof, surrounded by a well-maintained garden with various plants and a cactus in the foreground.

11. La Murata

Rapolano Terme

Elizabeth

includes taxes & fees

5 Oct - 6 Oct

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

12. ApartHotel Anghel

Siena

Lauro

includes taxes & fees

12 Oct - 13 Oct

A bedroom with a bed, bedside table, and a window with a view of greenery.

13. La Coroncina Lodging

Siena

Hassan

includes taxes & fees

6 Oct - 7 Oct

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

14. Guild Living Siena Senior Resort & Residence

Scacciapensieri

Lucy

includes taxes & fees

2 Nov - 3 Nov

A courtyard with outdoor seating, a stone building with a tower, and a well-maintained garden.

15. Castello di Gargonza

Monte San Savino

Iain

includes taxes & fees

7 Oct - 8 Oct

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

16. L' Eroico

Gaiole in Chianti

Angela

includes taxes & fees

2 Nov - 3 Nov

A building with a stone facade, a door, a window, and a patio area with chairs and a table.

17. Peaceful corner with garden between Chianti and Crete, very close to Old Town

Casetta

includes taxes & fees

2 Nov - 3 Nov

A rustic stone building with a courtyard.

18. Fullino Nero

Siena

Christian

includes taxes & fees

5 Oct - 6 Oct

A spa area with a stone-walled arch, a hot tub, and a small window.

19. DormiVeglia B&B

Monte San Savino

Melissa Hyun Joo

includes taxes & fees

25 Oct - 26 Oct

20. Residence Arianna

Sovicille

Violeta

includes taxes & fees

9 Oct - 10 Oct

View all properties

Find holiday rentals that suit your style

Apartments

Aparthotels

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Guistrigona Hotel Reviews

Villa Scacciapensieri Boutique Hotel

10/10 Excellent

"This hotel was PERFECT for our honeymoon trip to Siena. It was peaceful and quiet, but still close enough to get to the city centre and the train station easily. The pool was a perfect oasis after hot days. The staff were so friendly and helpful. The terrace was a gorgeous place for a night cap at the end of the night. We would definitely stay here again."

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent

"This was a beautiful hotel! Everything from the room to the amenities to the staff. Most of the amenities are complimentary (sauna, steam room, pool, gym, etc). The staff were very helpful as well. We would absolutely stay here again."

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent

"Castiglion del Bosco is truly exquisite, the perfect way to experience Tuscany in luxury while still feeling completely surrounded by nature. The property is impeccable, from the beautiful gardens and grounds to the elegant rooms. Everything feels authentically Italian, refined and incredibly well maintained. The service is exceptional and very personalized. The staff genuinely goes out of their way to make you feel welcome. General Manager Nicola Migheli even greeted us personally upon arrival, which was a lovely touch. We also saw him regularly walking the property with his team, and it was clear how hands-on he is with every detail. One thing to know is that getting in and out requires about 40 minutes on a bumpy dirt road. It wasn’t terrible, but worth mentioning if you plan to explore frequently. That said, this is a hotel you don’t need to leave. It’s a beautiful place to slow down, relax and enjoy Tuscany in a truly special setting. We absolutely loved our stay!"

Fattoria di Vegi

10/10 Excellent

"Booked this as a last minute decision to shorten our time in Milan (and fine a place close to Florence on our way to Montepulciano) We only stayed one night, but wish it had been longer. If you are looking for informal luxury, you will find it at this idyllic Tuscan Estate. They are still expanding their amenities to include a gym, tennis court, and Spa (planned for a 2027 open) what they DO offer is a quiet, thoughtful experience. The room was perfection and the restaurant on the property - delicious. There were a few artists there taking advantage of the atelier, or painting on the property. The estate is located an hour’s drive outside of Florence and is well worth the trip if you are looking for a place to relax. We hope to return with more time to enjoy it."

Find out more about Guistrigona

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

Guistrigona holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Guistrigona. 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Guistrigona 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 Guistrigona holiday rentals we have selected for you start as low as AU$120 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Guistrigona rentals

At Expedia, we put the best Guistrigona 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 Guistrigona 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 Guistrigona 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 Guistrigona. 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 holiday rentals in Guistrigona?

Yes, there are holiday rentals close to the most popular sights in Guistrigona, 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 Guistrigona has to offer?

Borgo Argiano: This holiday home rental outside of Guistrigona 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 can I see and do in Guistrigona?

Explore the area and family-friendly sights such as Siena Circuit, or get out into nature at a spot like Terme Antica Querciolaia. Villa a Sesta Polo Club and San Giovanni Terme Rapolano are a couple of places you'll find in the wider area.

What are holiday rentals like in Guistrigona?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Guistrigona. Holiday rentals offer extras like WiFi and washers and dryers so you'll feel right at home. If you're concerned about a clean environment, holiday rentals can offer a sense of privacy away from shared hotel lifts and busy front desks while still allowing you to travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for family trips or small group gatherings.

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Guistrigona holiday rentals

1. Villa Curina Resort

2. Villa di Sotto

3. RESIDENCE LECCIO

4. Podere La Chiusella

5. Villa Fontis Rapolano

6. Tuscasì Aparthotel

7. Borgo Argenina

8. Bosco della Spina

9. Casa di Campagna in Toscana

10. Castello di Modanella

11. La Murata

12. ApartHotel Anghel

13. La Coroncina Lodging

14. Guild Living Siena Senior Resort & Residence

15. Castello di Gargonza

16. L' Eroico

17. Peaceful corner with garden between Chianti and Crete, very close to Old Town

18. Fullino Nero

19. DormiVeglia B&B

20. Residence Arianna

Find holiday rentals that suit your style

Top Guistrigona Hotel Reviews

Villa Scacciapensieri Boutique Hotel

Borgo Vescine

Castello di Spaltenna- Small Luxury Hotels of the World

Hotel Borgo San Luigi

Borgo Scopeto Wine & Country Relais

Castiglion del Bosco, A Rosewood Hotel

Fattoria di Vegi

Hotel Athena

La Certosa di Pontignano

Find out more about Guistrigona

Frequently asked questions

Go further with the Expedia app