Guistrigona Vacation Rentals from CA $96: Short-Term Rentals for 2026

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

Borgo Argiano : This vacation home rental near Guistrigona 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.

Check prices for these dates

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Our top choices for Guistrigona vacation rentals

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

1. RESIDENCE LECCIO

Asciano

Corey

CA $117 total

includes taxes & fees

Nov 18 - Nov 19

A modern living room with a red sofa, a wooden desk, and a bookshelf.

2. Tuscasì Aparthotel

Sovicille

Sergey

CA $122 total

includes taxes & fees

Nov 19 - Nov 20

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

3. Villa Fontis Rapolano

Rapolano Terme

Barbara

CA $125 total

includes taxes & fees

Nov 18 - Nov 19

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

CA $166 total

includes taxes & fees

Dec 15 - Dec 16

A stone-paved courtyard with a wrought iron gate, a brick building, and a tree.

5. B&B Le Logge Di Sopra

Asciano

CA $150 total

includes taxes & fees

Nov 24 - Nov 25

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

6. La Coroncina Lodging

Siena

Hassan

CA $140 total

includes taxes & fees

Nov 15 - Nov 16

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

7. La Murata

Rapolano Terme

Elizabeth

CA $213 total

includes taxes & fees

Nov 22 - Nov 23

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

8. Casa di Campagna in Toscana

Sovicille

Sally

CA $110 total

includes taxes & fees

Nov 16 - Nov 17

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

9. L' Eroico

Gaiole in Chianti

Angela

CA $212 total

includes taxes & fees

Dec 7 - Dec 8

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

10. ApartHotel Anghel

Siena

clifford

CA $96 total

includes taxes & fees

Dec 1 - Dec 2

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

11. Castello di Gargonza

Monte San Savino

David

CA $417 total

includes taxes & fees

Dec 5 - Dec 6

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

12. 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

CA $157 total

includes taxes & fees

Nov 15 - Nov 16

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

13. DormiVeglia B&B

Monte San Savino

Melissa Hyun Joo

CA $187 total

includes taxes & fees

Nov 16 - Nov 17

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

14. A peaceful spot with a garden between Chianti and Crete, near the old town

Casetta

CA $143 total

includes taxes & fees

Nov 23 - Nov 24

A hot tub with two people, surrounded by trees and a wooden deck.

15. 2 Cuori e 1 Yurta Glamping in Toscana

Asciano

CA $376 total

includes taxes & fees

Dec 1 - Dec 2

A rustic stone building with a courtyard.

16. Fullino Nero

Siena

Annie

CA $164 total

includes taxes & fees

Nov 17 - Nov 18

A bedroom with a large bed, bedside tables, a window, a radiator, and a TV.

17. Cosy double room in pretty cottage with WiFi and AC in enchanting Monteaperti

Monteaperti

Ian F.

CA $282 total

includes taxes & fees

Dec 1 - Dec 2

18. Residence Arianna

Sovicille

Violeta

CA $210 total

includes taxes & fees

Dec 9 - Dec 10

An open doorway leading to an outdoor area with a bench, a television on a cabinet, and a framed picture on the wall.

19. Tuscan House: Spacious Traditional Apartment with a Large Outdoor Area and Breakfast Included

Monteroni d'Arbia

CA $175 total

includes taxes & fees

Nov 23 - Nov 24

An arched stone bridge with a white building on the right, featuring a balcony with plants.

20. Locanda Antico Borgo

Civitella in Val di Chiana

"What an absolutely beautiful stay, in a stunning place. Our host was attentive and kind, and the food was wonderful. The hotel and rooms were spotlessly clean, and particularly for my needs on a road trip with my 18 year old son, the accommodation offering two adjoining bedrooms was perfect, and we could park outside. Also very good value in my opinion. I would definitely return, it’s also ideal for couples and I would love to bring my wife here. "

Mr Andy

CA $169 total

includes taxes & fees

Nov 16 - Nov 17

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Top Guistrigona Hotel Reviews

Hotel Athena

10/10 Excellent

"Staff are very friendly and helpful. We appreciated the valet parking at no extra charge. Great location and stunning views from the terrace bar. The staff made it one of the best hotels we have stayed at in a very long time. Good value for the price."

Villa Ermellina Siena, a Tribute Portfolio Hotel

10/10 Excellent

"Charming, beautifully decorated, and pet-friendly hotel We enjoyed our stay at this charming hotel. It is very cutely decorated and has lots of character. The location is great if you prefer staying outside the busy city center while still having convenient access to everything. The room was a good size—not too big or too small—with a comfortable bed and a spacious bathroom. Breakfast was also very good, offering everything you need to start the day. Another big plus is that the hotel is pet-friendly! If I had to mention anything, it would be a few minor finishing details, such as the AC vents, that seemed a little unfinished. Nothing major, just small touches that could make the overall experience even better. Overall, a lovely hotel with charm, comfortable rooms, and a welcoming atmosphere. We would happily stay again!"

Borgo Vescine

10/10 Excellent

"There are no words to describe our experience at this incredibly beautiful and wonderful charming several century old village resort in Chianti. It was everything you imagined Italy to be in wine country. Probably one of my favorite places I have ever stayed at, and I’ve stayed at hundreds of of places around the world. The staff was wonderful, the accommodations were just super cool. It was once a village dating back over 100+ years. It was truly remarkable that the owner discovered it and restored it, creating a truly wonderful experience and beautiful Tuscany. We definitely will stay here every time we go to Tuscany in the future. This is a must-stay place!"

Find out more about Guistrigona

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Guistrigona. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find vacation rentals in Guistrigona?

Yes, there are vacation rentals near well known attractions in Guistrigona, or you can select a more secluded option if you want a relaxing place to stay.

What are some of the best vacation home rentals that Guistrigona has to offer?

Borgo Argiano: This vacation home rental near Guistrigona 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 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 larger area.

What are vacation rentals like in Guistrigona?

Vacation rentals are private accommodations you can stay in for a couple days or more in Guistrigona. Vacation rentals feature extras such as hot tubs, fire pits, and patios to help you enjoy your stay. If you're concerned about a sanitized environment, vacation rentals can offer a sense of security away from shared hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a great option for a family trip or a small group gathering.

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Check prices for these dates

Our top choices for Guistrigona vacation rentals

1. RESIDENCE LECCIO

2. Tuscasì Aparthotel

3. Villa Fontis Rapolano

4. Podere La Chiusella

5. B&B Le Logge Di Sopra

6. La Coroncina Lodging

7. La Murata

8. Casa di Campagna in Toscana

9. L' Eroico

10. ApartHotel Anghel

11. Castello di Gargonza

12. Guild Living Siena Senior Resort & Residence

13. DormiVeglia B&B

14. A peaceful spot with a garden between Chianti and Crete, near the old town

15. 2 Cuori e 1 Yurta Glamping in Toscana

16. Fullino Nero

17. Cosy double room in pretty cottage with WiFi and AC in enchanting Monteaperti

18. Residence Arianna

19. Tuscan House: Spacious Traditional Apartment with a Large Outdoor Area and Breakfast Included

20. Locanda Antico Borgo

Find vacation rentals that suit your style

Top Guistrigona Hotel Reviews

Hotel Athena

Il Chiostro del Carmine

Hotel Borgo San Luigi

Hotel Italia

Il Borro - Relais & Châteaux

Villa Ermellina Siena, a Tribute Portfolio Hotel

La Certosa di Pontignano - Place of Charme

Borgo Vescine

Dievole Wine Resort

Find out more about Guistrigona

Frequently asked questions

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