Chiusdino Vacation Homes

An ancient stone church surrounded by fields and forest.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Chiusdino vacation homes

A patio with a wooden table, a blue lounge chair, a striped chair, and a large umbrella.

1. Detached house with a garden, just a few minutes from the Abbey of San Galgano

Toscana

Julie M.

AED 499 total

includes taxes & fees

23 Oct - 24 Oct

A cozy room with a wooden ceiling, a dining table set with plates, cups, and a vase, and a sofa with a book on it.

2. Casa di Via del Corallo Gerfalco – Historic Village Apartment with Nature Reserve Access

Località Gerfalco Montieri

AED 990 total

includes taxes & fees

31 Oct - 1 Nov

A pool with stone edging, surrounded by lush greenery and a stone wall.

3. Casale Torricella: Relax in the Woods with Sea View

Montieri

Anonymous traveler

AED 1,918 total

includes taxes & fees

31 Oct - 1 Nov

A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.

4. Apartment in Chianti With Pool ID 452

Casole d'Elsa

A stone building with two windows, one with green shutters, and a rose bush in the foreground.

5. Exclusive Stone Tower.

Casciano

Ryan C.

AED 578 total

includes taxes & fees

23 Oct - 24 Oct

A stone building with a flat roof, multiple windows, and a small porch area.

6. Podere Cagnesi: Relaxation in nature

Podere Cagnesi

AED 840 total

includes taxes & fees

23 Oct - 24 Oct

7. Villa Pianosa, Botri dei Lumachi

Toscana

AED 1,481 total

includes taxes & fees

23 Oct - 24 Oct

8. Villa Giglio, Botri dei Lumachi

Toscana

AED 1,481 total

includes taxes & fees

23 Oct - 24 Oct

A stone building with a patio area, outdoor seating, and a fire pit.

9. Holiday Home 'Podere Le Rote' with Private Pool, Garden, and Wi-Fi

Castelnuovo di Val di Cecina

"We had the best time in this beautiful place! The location is absolutely stunning — the garden, house, pool, and everything was perfect and very clean. Tamara is super friendly and kind; she even brought us fresh bread every morning and sold us her delicious honey! Her two dogs are also very sweet and added to the warm, welcoming vibe of the place. The space is very spacious and a truly beautiful corner of nature that you must see.Thank you again, Tamara, for everything!"

Lea B.

AED 5,375 total

includes taxes & fees

2 Nov - 3 Nov

A two-story building with a stone facade and a tiled roof.

10. A Nest with a View - A Romantic Retreat Within the City Walls

Radicondoli

AED 640 total

includes taxes & fees

2 Nov - 3 Nov

A swimming pool with lounge chairs and umbrellas, surrounded by a stone wall and greenery.

11. House with pool for 4 pax

Pievescola

Judith C.

AED 1,136 total

includes taxes & fees

23 Oct - 24 Oct

A two-story house with a stone foundation, wooden shutters, and a covered porch with outdoor furniture.

12. Ocabianca Holiday Home with Private Terrace, Wi-Fi and Air Conditioning

Casole d'Elsa

Anonymous traveler

AED 1,959 total

includes taxes & fees

25 Oct - 26 Oct

A balcony with a tiled roof, a table with chairs, and a guitar leaning against the wall.

13. Holiday Home 'La Nobiltà Del Tempo' with Balcony and Wi-Fi

Poggiobrucoli

AED 1,043 total

includes taxes & fees

2 Nov - 3 Nov

A stone building with a wooden door and a table with a vase of flowers.

14. Apartment in Chianti With Pool ID 455

Casole d'Elsa

AED 1,621 total

includes taxes & fees

23 Oct - 24 Oct

A horse grazing under a tree in a grassy area with a small building in the background.

15. A cozy, Tuscan-style apartment perfect for families. Pets Allowed

Toscana

"This refurbished cottage is a hidden gem, surrounded by fruit trees on a hillside facing Siena. You’ll need a car — it s about a 5-minute drive on a steep, narrow, winding road to get to the stores by the freeway. The cottage was bigger than we were expecting, with a small but well-equipped kitchen. The host turned on the AC in anticipation of our arrival. There are two bedrooms on the main floor with AC, and a fourth bed in a loft."

Shanti R.

AED 771 total

includes taxes & fees

23 Oct - 24 Oct

A glass-enclosed structure with a wooden deck, surrounded by various plants and a garden.

16. Agriturismo Benvenuti

Roccastrada

"La stanza era molto grande e tranquilla. C'è anche un giardino abbastanza ampio a disposizione esclusiva di ogni camera/appartamento. Estrema cortesia. Ovviamente si è in aperta campagna, non in vicinanza del mare o dentro un borgo, ma in auto si raggiungo facilmente molte località interessanti del luogo. Su alcuni particolari, potrebbe essere tenuto un po' meglio, ma nel complesso ha un ottimo rapporto qualità/prezzo per la zona."

Ivano

AED 332 total

includes taxes & fees

23 Oct - 24 Oct

A stone building with a sign reading 'Ramos'.

17. Holiday Home 'Il Cerreto – Casa Rosmarino' with Private Garden, Wi-Fi & Air Conditioning

Massa Marittima

AED 1,237 total

includes taxes & fees

23 Oct - 24 Oct

A pool area with lounge chairs and umbrellas, surrounded by stone buildings and greenery.

18. Casa Vacanze Le Case

San Gimignano

Andrew

AED 393 total

includes taxes & fees

3 Nov - 4 Nov

A gated entrance with a number plaque, a pathway leading to a building, and a parked vehicle.

19. Tuscan House: Spacious, Traditional Tuscan Apartment with Plenty of Outdoor Space and Breakfast Included

Monteroni d'Arbia

AED 487 total

includes taxes & fees

25 Oct - 26 Oct

A stone building with multiple windows and a chimney.

20. Agriturismo La Ferrozzola

Castellina in Chianti

Ruth

AED 536 total

includes taxes & fees

8 Nov - 9 Nov

View all properties

Find vacation rentals that suit your style

Apartments

Aparthotels

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

Top Chiusdino Hotel Reviews

Il Chiostro del Carmine

8/10 Good

"Breakfast"

Hotel Italia

10/10 Excellent

"We stayed at this basic but nice 3-star hotel just one night while visiting Siena. We had a room for 3 for my wife and I and our adult daughter. The hotel was easy walking distance from the train/bus station. It's kind of weird because you enter an indoor shopping area across the street from the station and then go up about 6 banks of escalators to get up the hillside. Then the hotel is just a block away. One of the AC units didn't work but friendly staff helped start the other one. All staff were very friendly and spoke English. Easy walk a few blocks into the old city. Wonderful breakfast!!! We were able to leave our bags for most of the day while we explored the city prior to leaving on the bus again. I would definitely stay again."

Villa Ermellina Siena, a Tribute Portfolio Hotel

8/10 Good

"We were in one of the other wings so it wasn't in the main building. It was a rainy week and we had a wedding and there were no rooms in the main building to accommodate us. There is no overhead so you will get wet and there are a million stairs to get to that wing (you will need help if you have a ton of luggage as well). The hotel is far from city center too, you need to plan your cabs out accordingly."

Fattoria di Vegi

10/10 Excellent

"We loved our stay here! It was the perfect place to slow down and take in the beauty of Tuscany. We enjoyed the cooking class and wine tasting we took with the other couples staying there. Highly recommend booking this as part of your stay! We also enjoyed the amenities they offered like the art room - we set up easels in the grass, drank wine, and drew each other’s portraits which ended up being pretty funny. The food at the restaurant was good although it felt like some of the dishes could’ve been simpler. Our favorite dishes was the pasta with mushrooms and the pizzas on pizza night. The majority of the staff was friendly too. Highly recommend this location if you’re looking for a beautifully designed, relaxing location with amenities/activities. We hope to be back!"

Hotel Casolare Le Terre Rosse

10/10 Excellent

"Great Family run hotel with friendly staff. Perfectly located to explore Tuscany.. we visited Sienna, Certaldo, Volterra, Sam Gimignano and Livorno on the coast. There is a walkable (5mins) winery called Il Colombaio which I would highly recommended. The breakfast buffet was fabulous."

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Chiusdino vacation homes

1. Detached house with a garden, just a few minutes from the Abbey of San Galgano

2. Casa di Via del Corallo Gerfalco – Historic Village Apartment with Nature Reserve Access