Rietine Holiday Rentals, Gaiole in Chianti: Private House Rentals

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

Borgo Argiano : This holiday home rental outside of Rietine 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. See all vacation rentals in Rietine .

Q: What are some accommodation options with pools in Rietine?

Fattoria di Vegi : Offers a rooftop terrace, an outdoor pool and a snack bar/deli. Another option with an on-site pool is Castello di Spaltenna- Small Luxury Hotels of the World . View all hotels with pools in Rietine .

Q: What should I see while I'm in Rietine?

Places to visit in the wider area include Meleto Castle , Cantalici Winery and Castle of Brolio . You'll also find Badia a Coltibuono and Castello di Radda Winery in the area. Take a look at what more there is to see and do in Expedia's Rietine guide .

Q: Where is the best place for a stay in Rietine?

Hotel Athena , located 10.5 mi (16.9 km) from the heart of Rietine, is a top choice for your stay, based on our traveller data. Two other choices for your visit to the area are La Certosa di Pontignano and Grand Hotel Continental Siena – Starhotels Collezione . See all available top hotels , or vacation rentals in Rietine .

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Our top choices for Rietine hotels

A spa area with a stone ceiling, a pool, and two sun loungers.

1. Hotel Palazzo San niccolò & Spa

Radda in Chianti

Afeefa

฿2,907 total

includes taxes & fees

1 Dec - 2 Dec

A spa area with stone walls, a white massage chair, and a potted plant.

2. Palazzo Leopoldo Dimora Storica & Spa

Radda in Chianti

Elizabeth

฿4,134 total

includes taxes & fees

1 Dec - 2 Dec

An aerial view of a historic building complex with a central courtyard, surrounded by vineyards and greenery.

3. La Certosa di Pontignano - Place of Charme

Castelnuovo Berardenga

Rodolfo

฿2,864 total

includes taxes & fees

16 Nov - 17 Nov

A cozy living room with a sofa, a coffee table, and a view of greenery through large windows.

4. Dievole Wine Resort

Castelnuovo Berardenga

Magdalena

฿10,656 total

includes taxes & fees

16 Nov - 17 Nov

A bedroom with a canopy bed, a bedside table, a chair, a potted plant, and a large mirror.

5. Chapter Chianti, a Member of Design Hotels

Cavriglia

Carolina

฿10,120 total

includes taxes & fees

12 Nov - 13 Nov

A rustic stone wall with a window, a potted plant, a bust sculpture, and a table with a magazine.

6. Tenuta CorteDomina

Radda in Chianti

piyanut

฿8,047 total

includes taxes & fees

12 Nov - 13 Nov

A stone house with a tiled roof, large glass doors, and a stone pathway leading to it.

7. The Club House

Castelnuovo Berardenga

Natalyn

฿17,161 total

includes taxes & fees

20 Nov - 21 Nov

A stone building with ivy-covered walls, a stone pathway, and a garden with flowers.

8. Belvedere di San Leonino

Castellina in Chianti

Kevork

฿4,182 total

includes taxes & fees

12 Nov - 13 Nov

A stone building with a tiled roof, green shutters, and a small staircase leading to a door.

9. Castello di Fonterutoli Wine Resort

Castellina in Chianti

Micaela

฿5,811 total

includes taxes & fees

12 Nov - 13 Nov

A swimming pool with a clear blue water, surrounded by well-maintained grass and hedges.

10. Sangallo Park Hotel

Vico Alto

Marcio Tadeu

฿3,788 total

includes taxes & fees

15 Nov - 16 Nov

A spacious lobby with a reception desk, seating area, and a large vase.

11. Hotel Valdarno

Montevarchi

Emmanuel

฿4,385 total

includes taxes & fees

18 Nov - 19 Nov

A terrace with multiple sun loungers and a scenic view of green fields and hills.

12. Precise House Montaperti Siena

Asciano

ben

฿3,701 total

includes taxes & fees

15 Nov - 16 Nov

A modern hotel lobby with a high ceiling and a glass roof, featuring wooden paneling, comfortable seating, and a large wall mural.

13. Four Points by Sheraton Siena

Scacciapensieri

Ralph

฿4,869 total

includes taxes & fees

4 Dec - 5 Dec

A modern hotel lobby with a glass wall, two white sofas, a glass coffee table, and a large map mural.

14. Hotel Executive

Scacciapensieri

Andras

฿3,441 total

includes taxes & fees

23 Nov - 24 Nov

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

15. Hotel Casafrassi

Castellina in Chianti

Stuart

฿2,436 total

includes taxes & fees

18 Nov - 19 Nov

A modern interior with a yellow sofa, blue armchair, and a dining area with chairs and a table.

16. Moody smart & comfy Hotel

Terranuova Bracciolini

Rocco

฿4,259 total

includes taxes & fees

12 Nov - 13 Nov

A modern bedroom with a wooden headboard, a large bed with white linens, a bedside table with a lamp, and a sliding glass door leading to an outdoor patio with a table and chairs.

17. Hotel Ristorante La Dama nella Vigna

Monteriggioni

Amanda

฿4,013 total

includes taxes & fees

10 Dec - 11 Dec

A stone building with an arched entrance, a wooden door, and a small balcony with a railing.

18. Albergo Il Colombaio

Castellina in Chianti

Christine

฿5,735 total

includes taxes & fees

14 Nov - 15 Nov

A modern building with a sign reading "Palace Hotel."

19. Palace Hotel Due Ponti

Due Ponti

Adam

฿2,958 total

includes taxes & fees

14 Nov - 15 Nov

An aerial view of a rustic village with stone buildings, a central courtyard with string lights, and a swimming pool.

20. Borgo Vescine

Radda in Chianti

Natalie

฿17,331 total

includes taxes & fees

22 Nov - 23 Nov

View all properties

Top Rietine Hotel Reviews

La Certosa di Pontignano - Place of Charme

Castelnuovo Berardenga

10/10 Excellent

This place is surreal. We felt like we were on the set of the Name of the Rose. Sleeping in a real XIV century monastery, with its own church (with amazing frescoes), on a hill overlooking the grapes and olive trees dotted countryside...just unbelievable. We stay in one the celle, which is a 3 bedroom apartment on 2 floors, with your own private garden...yes, that's correct. Simply unheard of. The location is great too (Siena is a short drive away). The only setbacks were breakfast, very...

Ivo

Palazzo Leopoldo Dimora Storica & Spa

Radda in Chianti

10/10 Excellent

Anonymous traveller

Belvedere di San Leonino

Castellina in Chianti

10/10 Excellent

Jess

Castello di Fonterutoli Wine Resort

Castellina in Chianti

10/10 Excellent

Claire

Dievole Wine Resort

Castelnuovo Berardenga

10/10 Excellent

Yoke yin

A rustic stone interior with a dining area, two armchairs, a table with a lamp, and a view through an arched doorway.

Castello di Volpaia

Radda in Chianti

10/10 Excellent

Tomi

Hotel Ristorante La Dama nella Vigna

Monteriggioni

10/10 Excellent

Ryan

The Club House

Castelnuovo Berardenga

10/10 Excellent

A wonderful stay at The Club House. This is a gorgeous place in a beautiful setting in the heart of Chianti. The property is immaculate, the staff friendly and the food delicious. We have been to wonderful hotels all over the world but this place is really special. It was our second visit (we stayed in August 2025). Everything was great but if I had to be picky I would say the gym is insanely hot in the morning (despite asking for the air con to be put on the evening before). Also, having...

Elizabeth

A hotel with a prominent "HOTEL" sign, a name sign below, and a well-lit entrance.

Hotel Il Viandante

Terranuova Bracciolini

10/10 Excellent

James

A hotel room with a large bed, a vanity with a mirror, and a green archway.

Hotel Certosa Di Maggiano

Siena

10/10 Excellent

Lizzy

Borgo Vescine

Radda in Chianti

10/10 Excellent

I'd never heard of Radda before but this place is a gem, just outside of this little Tuscan town. Situated near In Greve, Castellina, and the Chianti road, the service, sights, and grounds are unbelievable. I travelled to this hotel with my parents and we each staying in rooms that felt like separate villas. Theirs had an amazing view and mine had a private porch that was tucked away, perfect for sitting with friends or family to have a late night glassw of wine or cigar. The grounds feel very...

Matt

Hotel Casafrassi

Castellina in Chianti

10/10 Excellent

Stuart

Sangallo Park Hotel

Vico Alto

10/10 Excellent

I was one of a party of four adults who have just returned from a wonderful and relaxing seven day holiday at the Sangallo Park Hotel which is in close proximity to Siena ( less than 10 minutes in a Car). On arrival we were greeted by a very friendly gentleman on reception who give us an overview of the hotel and provided us with details of a local restaurant as it was late at night, he even rang the restaurant straight away and booked us a table. Every morning we were greeted by...

Brian, Julie

Frequently Asked Questions

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

Borgo Argiano: This holiday home rental outside of Rietine 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. See all vacation rentals in Rietine.

If I need to cancel my hotel reservation in Rietine, will I receive a refund?

Yes! You'll find that most hotel reservations are refundable if you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If you booked a non-refundable reservation, you may still be able to cancel and receive a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Rietine.

What are some accommodation options with pools in Rietine?

Fattoria di Vegi: Offers a rooftop terrace, an outdoor pool and a snack bar/deli. Another option with an on-site pool is Castello di Spaltenna- Small Luxury Hotels of the World. View all hotels with pools in Rietine.

What is staying in Rietine like?

Visitors to Rietine will definitely find plenty to explore and enjoy. In Rietine, there are 8 hotels and other accommodation options to choose from. Find out more about Rietine.

What should I see while I'm in Rietine?

Places to visit in the wider area include Meleto Castle, Cantalici Winery and Castle of Brolio. You'll also find Badia a Coltibuono and Castello di Radda Winery in the area. Take a look at what more there is to see and do in Expedia's Rietine guide.

What's the weather like in Rietine?

The hottest months are usually August and July, with an average temperature of 22°C, while the coldest months are January and February, with an average of 6°C. Average annual precipitation for Rietine is 946 mm.

Where is the best place for a stay in Rietine?

Hotel Athena, located 10.5 mi (16.9 km) from the heart of Rietine, is a top choice for your stay, based on our traveller data. Two other choices for your visit to the area are La Certosa di Pontignano and Grand Hotel Continental Siena – Starhotels Collezione. See all available top hotels, or vacation rentals in Rietine.

Find hotels in Rietine from ฿1,410

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Rietine

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for Rietine hotels

1. Hotel Palazzo San niccolò & Spa

2. Palazzo Leopoldo Dimora Storica & Spa

3. La Certosa di Pontignano - Place of Charme

4. Dievole Wine Resort

5. Chapter Chianti, a Member of Design Hotels

6. Tenuta CorteDomina

7. The Club House

8. Belvedere di San Leonino

9. Castello di Fonterutoli Wine Resort

10. Sangallo Park Hotel

11. Hotel Valdarno

12. Precise House Montaperti Siena

13. Four Points by Sheraton Siena

14. Hotel Executive

15. Hotel Casafrassi

16. Moody smart & comfy Hotel

17. Hotel Ristorante La Dama nella Vigna

18. Albergo Il Colombaio

19. Palace Hotel Due Ponti

20. Borgo Vescine

Top Rietine Hotel Reviews

La Certosa di Pontignano - Place of Charme

10/10 Excellent

Frequently Asked Questions

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

If I need to cancel my hotel reservation in Rietine, will I receive a refund?

What are some accommodation options with pools in Rietine?

What is staying in Rietine like?

What should I see while I'm in Rietine?

What's the weather like in Rietine?

Where is the best place for a stay in Rietine?