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Check prices for these dates

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

Our top choices for Guistrigona holiday rentals

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

1. 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 4.376.488 ₫
4.932.263 ₫ total
includes taxes & fees
4 Oct - 5 Oct
Villa Curina Resort
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

Villa di Sotto
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (40 reviews)
"Great spot"
Canada
Philippe
The price is 4.416.355 ₫
4.857.990 ₫ total
includes taxes & fees
12 Oct - 13 Oct
Villa di Sotto
A bakery display with pastries and a coffee station.

3. B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (211 reviews)
"We enjoyed our stay very much. Staff was very friendly and offered great advise on places to eat. The rooms had great charm to them. We were delighted with our selection of where to stay."
United States
Enrique
The price is 2.980.527 ₫
3.396.362 ₫ total
includes taxes & fees
25 Oct - 26 Oct
B&B Il Corso
A staircase with a wooden handrail, a potted plant, and a chair in a hallway.

4. Villa Fontis Rapolano

Villa Fontis Rapolano
Rapolano Terme
10.0 out of 10, Exceptional, (1 review)
"Bella struttura, nuova, pulita in posizione comoda"
Italy
Barbara
The price is 2.271.241 ₫
2.616.491 ₫ total
includes taxes & fees
1 Oct - 2 Oct
Villa Fontis Rapolano
A view from a window overlooking a cityscape with terracotta rooftops and a prominent dome structure in the distance.

5. A Casa Mastacchi

A Casa Mastacchi
Siena City Centre
7.8 out of 10, Good, (29 reviews)
"Christiana was the perfect hostess. Accommodations were quaint. Rooms and common areas were spotless. Breakfast and cafe were amazing. A true gem located in the heart of Siena. Close to shops, restaurants, and enotecas. I highly recommend you stay. "
United States
Christina
The price is 3.344.765 ₫
3.797.367 ₫ total
includes taxes & fees
1 Oct - 2 Oct
A Casa Mastacchi
A stone building with a garden in front.

6. 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 6.197.588 ₫
7.053.599 ₫ total
includes taxes & fees
1 Oct - 2 Oct
Borgo Argenina
A wine cellar with stone walls, wine racks, and tables with glasses and candles.

7. Il Battistero Siena - Residenza d'Epoca

Il Battistero Siena - Residenza d'Epoca
Siena City Centre
9.6 out of 10, Exceptional, (219 reviews)
"The room was so unique and convenient for everything we wanted to do. Wish we could have spent more than one night!"
United States
Kellie
The price is 3.479.348 ₫
3.945.408 ₫ total
includes taxes & fees
6 Oct - 7 Oct
Il Battistero Siena - Residenza d'Epoca
A hotel room with a bed, a bedside table with a lamp, a potted plant, and a view of the outside through the window.

8. PALAZZO DEL PAPA

PALAZZO DEL PAPA
Siena City Centre
9.6 out of 10, Exceptional, (113 reviews)
"The setup was more like a guest house/Bed and Breakfast. It was impeccably clean and newly renovated, which made it very cozy and comfortable. Everything needed was provided. The location was half a block from the Piazza del Campo. And last but not least, Hamza was one of the most welcoming and gracious hosts imaginable, directing us to a magical Trattoria, Pappei’s, that felt like you were visiting your own Nonna! Wonderful!!!"
United States
Walter
The price is 5.298.141 ₫
5.945.737 ₫ total
includes taxes & fees
31 Oct - 1 Nov
PALAZZO DEL PAPA
A bathroom with a window view of a historic building and a tiled roof.

9. Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (484 reviews)
"Fantastic location and very friendly staff, we will definitely be back"
United Kingdom
Luis
The price is 2.805.293 ₫
3.203.604 ₫ total
includes taxes & fees
25 Oct - 26 Oct
Siena Vip
A stone building with a sloped roof, a small porch, and a gravel driveway.

10. Podere La Chiusella

Podere La Chiusella
Rapolano Terme
9.2 out of 10, Wonderful, (33 reviews)
"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...
United Kingdom
Kevin
The price is 2.752.558 ₫
3.145.940 ₫ total
includes taxes & fees
1 Oct - 2 Oct
Podere La Chiusella
A table with two wine glasses, a bottle, and a book.

11. Domus il Palio B&B

Domus il Palio B&B
Ravacciano
9.2 out of 10, Wonderful, (98 reviews)
"Everything was very clean and modern, working perfect. We didn’t meet anyone from the staff. And it would be nice if they leave some bottle of water for each room. We like the place a lot. People have to consider that it is outside Siena walls and it’s a pretty steep and long distance walk"
United States
María
The price is 1.739.951 ₫
2.031.728 ₫ total
includes taxes & fees
26 Oct - 27 Oct
Domus il Palio B&B
An outdoor swimming pool with a wooden pergola, lounge chairs, and a stone wall backdrop.

12. 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 3.734.215 ₫
4.225.419 ₫ total
includes taxes & fees
12 Oct - 13 Oct
Guild Living Siena Senior Resort & Residence
An arched brick corridor with gravel flooring, potted plants, and a gate leading to a garden area.

13. Ca' Bianca Tuscany Relais

Ca' Bianca Tuscany Relais
Siena
10.0 out of 10, Exceptional, (46 reviews)
"Clean room, amazing staff"
Canada
Talha
Ca' Bianca Tuscany Relais
A modern hotel room with a wooden door, a white sink, a bathtub, a bed with white bedding, and a bedside table with a lamp.

14. Piazza Paradiso Accomodation

Piazza Paradiso Accomodation
Siena City Centre
9.2 out of 10, Wonderful, (161 reviews)
"Great location and lovely staff!"
United States
Dawn
The price is 2.920.478 ₫
3.330.652 ₫ total
includes taxes & fees
22 Oct - 23 Oct
Piazza Paradiso Accomodation
A table set with breakfast items on a balcony overlooking a historic town.

15. Residenza d'Epoca Palazzo Borghesi

Residenza d'Epoca Palazzo Borghesi
Siena City Centre
9.6 out of 10, Exceptional, (131 reviews)
"We had a great experience Property is perfectly located."
United States
Roman
The price is 5.086.054 ₫
5.712.441 ₫ total
includes taxes & fees
30 Oct - 31 Oct
Residenza d'Epoca Palazzo Borghesi
A bedroom with a bed, bedside table, and a window with a view of greenery.

16. La Coroncina Lodging

La Coroncina Lodging
Siena
10.0 out of 10, Exceptional, (43 reviews)
"Fantastic place, and I highly recommend it."
United States
Hassan
The price is 3.849.028 ₫
4.352.056 ₫ total
includes taxes & fees
21 Oct - 22 Oct
La Coroncina Lodging
A spacious hotel room with a large bed, a sitting area with chairs, and a view through an arched doorway to another room.

17. La Terrazza Sul Campo Rooming House

La Terrazza Sul Campo Rooming House
Siena City Centre
9.8 out of 10, Exceptional, (251 reviews)
"Great stay. Thanks for the hospitality and kindness."
United Kingdom
Agnieszka
The price is 3.442.378 ₫
3.904.398 ₫ total
includes taxes & fees
29 Oct - 30 Oct
La Terrazza Sul Campo Rooming House
A building with a sign reading 'Villa Le Camelie' and multiple flags.

18. Villa le Camelie Siena

Villa le Camelie Siena
Petriccio
8.6 out of 10, Excellent, (8 reviews)
"Nice for the price. Would stay there again."
United States
Mark
The price is 2.542.920 ₫
2.915.112 ₫ total
includes taxes & fees
13 Oct - 14 Oct
Villa le Camelie Siena
A stone building with a tiled roof, surrounded by a well-maintained garden with various plants and a cactus in the foreground.

19. La Murata

La Murata
Rapolano Terme
9.0 out of 10, Wonderful, (12 reviews)
"Amazingly beautiful place! Wish i could have stayed longer to enjoy the view but was just passing through. The apartment was so cute and clean. Any family would enjoy staying here. I would stay here again if i were in the area."
United States
Elizabeth
The price is 3.619.130 ₫
4.098.825 ₫ total
includes taxes & fees
2 Oct - 3 Oct
La Murata
A traditional stone building with a courtyard, a staircase, and potted plants.

20. Il Pozzo di Sant'Andrea

Il Pozzo di Sant'Andrea
Siena
9.8 out of 10, Exceptional, (16 reviews)
"Great host, lovely place near Siena"
United Kingdom
Prem
The price is 2.680.351 ₫
3.066.168 ₫ total
includes taxes & fees
5 Oct - 6 Oct
Il Pozzo di Sant'Andrea
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 Guistrigona Hotel Reviews

La Certosa di Pontignano

La Certosa di Pontignano

10/10 Excellent
"good to stay"
Jinhee 1-night trip
Posted 17 hours ago
La Certosa di Pontignano

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 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.