Castiglione d'Orcia Vacation Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Jul 16 - Jul 17
Tomorrow
Jul 17 - Jul 18
This weekend
Jul 18 - Jul 20
Next weekend
Jul 25 - Jul 27

Vacation Rentals in Castiglione d'Orcia

Villa D'Orchia, luxury organic farm with private pool in Val D'orcia, Sleeps 15.
Cozy living area with a high ceiling, exposed brickwork, and wooden beams, featuring a sofa, dining table, and kitchen with modern appliances.

Villa D'Orchia, luxury organic farm with private pool in Val D'orcia, Sleeps 15.

10.0 out of 10, Exceptional, (9)
"We stayed together with children and grandchildren and had a great stay. The house and grounds were beautiful and well kept and we had everything needed."
Villa D'Orchia, luxury organic farm with private pool in Val D'orcia, Sleeps 15.
Casanova - Panoramic Rooms and Suites
Relax by the serene pool surrounded by lush greenery and lounge under the shade of umbrellas.

Casanova - Panoramic Rooms and Suites

3.0 star property
9.2 out of 10, Wonderful, (61)
"Excellent views and the property was overall lovely. The nearby town San Quirico d'Orcia also had a good selection of restaurants and was a nice place to stroll in the evening."
The price is CA $259
CA $291 total
includes taxes & fees
Jul 20 - Jul 21
Casanova - Panoramic Rooms and Suites
Bosco della Spina
Surrounded by lush greenery and vineyards, this traditional complex offers a tranquil setting with a swimming pool and sun loungers.

Bosco della Spina

9.6 out of 10, Exceptional, (158)
"We enjoyed the scenery and service! Clean and comfortable. "
The price is CA $246
CA $283 total
includes taxes & fees
Jul 17 - Jul 18
Bosco della Spina
Hotel San Gregorio
Enjoy dining under a shaded pergola surrounded by lush greenery and brick walls.

Hotel San Gregorio

3.0 star property
9.2 out of 10, Wonderful, (118)
"Fabulous location just outside the entrance to the main part of town. Property is stylish in an olde worlde way, perfect for relaxation."
The price is CA $269
CA $305 total
includes taxes & fees
Jul 17 - Jul 18
Hotel San Gregorio
Abbadia Sicille Relais
Relax in a serene outdoor space surrounded by lush greenery and tall trees, featuring a cozy fire pit and comfortable seating.

Abbadia Sicille Relais

4.0 star property
8.8 out of 10, Excellent, (159)
"An amazing place with a luxury feel. Comfy, welcoming and peacefully relaxing "
The price is CA $177
CA $200 total
includes taxes & fees
Jul 20 - Jul 21
Abbadia Sicille Relais
Private and cozy retreat in Montalcino with private pool surrounded by vineyards
Relax by the pool surrounded by lush greenery and take in the breathtaking views of the surrounding mountains.

Private and cozy retreat in Montalcino with private pool surrounded by vineyards

9.4 out of 10, Exceptional, (60)
"Lovely villa, great host. We really enjoyed our stay. "
Private and cozy retreat in Montalcino with private pool surrounded by vineyards
Villa in Montalcino, exclusive for you, stunning view!!!
Relax by the pool surrounded by lounge chairs and lush greenery.

Villa in Montalcino, exclusive for you, stunning view!!!

10.0 out of 10, Exceptional, (82)
"Luigi was very helpful. We had a chef 3 nights that he helped facilitate. Beautiful location. "
Villa in Montalcino, exclusive for you, stunning view!!!
Il Tosco
Wander through historic streets lined with traditional stone buildings and arched doorways.

Il Tosco

10.0 out of 10, Exceptional, (111)
"The people here are authentic and welcoming! The building, rooms and facilities are gorgeous! One of our most beautiful stays in our many trips to Italy "
The price is CA $383
CA $428 total
includes taxes & fees
Aug 9 - Aug 10
Il Tosco
Villaggio Le Querce
Relax by the serene pool with a soothing waterfall and beautifully manicured surroundings.

Villaggio Le Querce

4.0 star property
9.0 out of 10, Wonderful, (55)
"Nice neighborhood with Sorano close by. No restaurant or bar open. Lack of bedsheets and towels for 3 people. The shower head was too heavy to stay in the shower head holder"
The price is CA $167
CA $191 total
includes taxes & fees
Jul 17 - Jul 18
Villaggio Le Querce
Residenza Fabroni
Stunning staircase with a grand, curved ceiling and elegant details.

Residenza Fabroni

8.8 out of 10, Excellent, (86)
"We loved staying here. Absolutely great communication, super room, lots of dining options. Highly recommend this place."
The price is CA $129
CA $148 total
includes taxes & fees
Jul 17 - Jul 18
Residenza Fabroni
Montalcino: Private villa in the heart of Tuscany, private pool,panoramic view!
Relax by the serene pool surrounded by lush greenery and vibrant flowers.

Montalcino: Private villa in the heart of Tuscany, private pool,panoramic view!

10.0 out of 10, Exceptional, (52)
"Exvellent Location close to all towns in Tuscany Good communication w Manager"
Montalcino: Private villa in the heart of Tuscany, private pool,panoramic view!
Casina in authentic Tuscany
Standalone building surrounded by lush gardens and greenery.

Casina in authentic Tuscany

9.8 out of 10, Exceptional, (64)
"This is a charming house in a small town outside Cortona. Easily located near all the things you would want to see in the area. The host treated us like family and had homemade treats and wine waiting for our arrival. The house is perfectly suited for 4 people to stay and had a lot of charm. If you are looking to escape the hustle of daily life and relax this is the perfect location. "
Casina in authentic Tuscany
Corte Francigena
Enjoy a spacious living area with a high ceiling, kitchen, dining table, and sofa, offering a view of the surrounding mountains.

Corte Francigena

10.0 out of 10, Exceptional, (5)
"Loved everything about my stay"
The price is CA $274
CA $321 total
includes taxes & fees
Jul 23 - Jul 24
Corte Francigena
Il Poggio dell'Eremita
Stroll through the historic garden, surrounded by vibrant blooms and accessed via a stone pathway.

Il Poggio dell'Eremita

10.0 out of 10, Exceptional, (52)
"Located in a peaceful location, the house is charming and homey. The hosts are very kind and accommodating, and we had a wonderful stay. The view from the bedroom balcony is spectacular."
The price is CA $202
CA $234 total
includes taxes & fees
Jul 17 - Jul 18
Il Poggio dell'Eremita
Hilltop house in the heart of Tuscany with private pool
Enjoy the serene view of rolling hills and lush green landscape from the comfort of your room.

Hilltop house in the heart of Tuscany with private pool

9.8 out of 10, Exceptional, (87)
"We had a wonderful stay, the location was perfect for a short 15 minute walk into Montisi. The countryside setting was lovely and peaceful. We enjoyed being surrounded by beautiful nature, watching the deer every evening was delightful. We hope to return in the future. "
Hilltop house in the heart of Tuscany with private pool
Borgo Dolciano
Relax by the serene pool surrounded by lush greenery and comfortable lounge chairs.

Borgo Dolciano

9.0 out of 10, Wonderful, (24)
"We had five wonderful days in beautiful Toscana! Great atmosphere, wonderful location of the hotel and very reasonably priced. Eating at their restaurant was quite pricy however. Breakfast ok but excellent croissants and coffee! One of the reasons we picked this hotel was the laundry service which was advertised on hotels.com. No laundry service was available. "
The price is CA $150
CA $169 total
includes taxes & fees
Jul 17 - Jul 18
Borgo Dolciano
Osteria del Borgo
Enjoy a panoramic view of the rolling hills and stone tower from the large arched window.

Osteria del Borgo

9.2 out of 10, Wonderful, (145)
"Jacopo and his family were super friendly, the restaurant is the best in Montepulciano and the views are breathtaking. If we come back we will stay at Osteria del Borgo again without a doubt. "
Osteria del Borgo
Your dream home! In harmony with nature! Priv. Pool - fantastic views!
Outdoor pool

Your dream home! In harmony with nature! Priv. Pool - fantastic views!

10.0 out of 10, Exceptional, (14)
"Tolles Haus, wahnsinnig schöner Ausblick, super Urlaub"
Your dream home! In harmony with nature! Priv. Pool - fantastic views!
Gite Montemirello, with garden and swimming pool
Relax by the serene pool surrounded by lush greenery and trees.

Gite Montemirello, with garden and swimming pool

9.8 out of 10, Exceptional, (53)
"Great property,only 30 mins from Siena, very peaceful large garden and large private pool. Just what we needed after doing 9 days touring Tuscan cities, highly recommend this property."
Gite Montemirello, with garden and swimming pool
Farmhouse in the greenery of the Tuscany countryside with private pool and view
Relax by the serene pool surrounded by lush greenery and rolling hills.

Farmhouse in the greenery of the Tuscany countryside with private pool and view

9.6 out of 10, Exceptional, (48)
"Wonderful garden, swimming pool and house, nice welcome by Marina."
Farmhouse in the greenery of the Tuscany countryside with private pool and view
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Frequently asked questions

Are there vacation rentals in Castiglione d'Orcia?

Yes, there are vacation rentals close to well known sights in Castiglione d'Orcia, or you can select a secluded option if you want a relaxing place to stay. Castiglione d'Orcia is known for its hot springs and spas. Make sure you have time to check out the riverfront while you're in the area.

What are some of the best vacation home rentals in Castiglione d'Orcia?

Your dream home! In harmony with nature! Priv. Pool - fantastic views!: Visitors like this Castiglione d'Orcia vacation home rental. It is located in a rural location and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a patio, a garden, and a selection of books so you can immerse yourself in your vacation.

How many vacation rentals are there in Castiglione d'Orcia?

Choose from 32 Expedia vacation rentals in Castiglione d'Orcia for a memorable vacation.

What’s there to see and do in Castiglione d'Orcia?

Explore the area and family-friendly sights such as Parco Piscine Capenti Outdoor Pool, or get out into nature at a spot like Historic Centre of Pienza. While here, Baths of San Filippo and Valdorcia Terre Senesi are other places worth a visit.

What’s a vacation rental in Castiglione d'Orcia like?

A vacation rental is a private property where you can stay for a few weeks or just a few days in Castiglione d'Orcia. Vacation rentals provide amenities such as laundry facilities and kitchens so you'll have everything you want. If you're concerned about cleanliness, vacation rentals can provide a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive option for family trips.