
Vacation rentals near Castle Arcidosso
We found 1,546 vacation rentals — enter your dates for availability
Discover a selection of vacation rentals near Castle Arcidosso that are perfect for your trip. Whether you’re traveling with friends, family, or just with your pet, vacation homes have the best amenities for spending time at your vacation home, which might include parking and a garden. No matter what you're looking for, you're sure to find a rental for everyone's needs, including a place that is accessible or non-smoking.
Vacation rentals with weekly discounts - Castle Arcidosso
Showing deals for:Nov 7 - Nov 14
Image gallery for Hortulanus private Luxury Estate

1010 out of 10 rating
Exceptional
(5 reviews)
Hortulanus private Luxury Estate
Seggiano, Toscana
10% off
Price is CA $3,027
CA $3,027
CA $23,237 total
CA $23,237 total
includes taxes & fees
Image gallery for Tuscan country villa with private swimming pool

1010 out of 10 rating
Exceptional
(6 reviews)
Tuscan country villa with private swimming pool
Saturnia, Toscana
5% off
Price is CA $1,065
CA $1,065
CA $8,691 total
CA $8,691 total
includes taxes & fees
Image gallery for Scenic Tuscan Farmhouse

9.89.8 out of 10 rating
Exceptional
(7 reviews)
Scenic Tuscan Farmhouse
Castiglione d'Orcia
14% off
Price is CA $889
CA $889
CA $6,557 total
CA $6,557 total
includes taxes & fees
Image gallery for Recently restored Villa in Tuscany, sleeps 12, sw.pool, big garden, olive grove.

1010 out of 10 rating
Exceptional
(12 reviews)
Recently restored Villa in Tuscany, sleeps 12, sw.pool, big garden, olive grove.
San Giovanni d'Asso, Provincia di Siena
10% off
Price is CA $2,883
CA $2,883
CA $21,359 total
CA $21,359 total
includes taxes & fees
Image gallery for WP RELAIS BORGO VIGNALUNGA, 46 HECTARES OF LAND IN THE HEART OF VAL D'ORCIA

1010 out of 10 rating
Exceptional
(36 reviews)
WP RELAIS BORGO VIGNALUNGA, 46 HECTARES OF LAND IN THE HEART OF VAL D'ORCIA
Castiglione d'Orcia, Provincia di Siena
15% off
Price is CA $1,048
CA $1,048
CA $8,032 total
CA $8,032 total
includes taxes & fees
Image gallery for WP Relais Villa Vignalunga in Val d'Orcia,luxurious estate with swimming pool

1010 out of 10 rating
Exceptional
(48 reviews)
WP Relais Villa Vignalunga in Val d'Orcia,luxurious estate with swimming pool
Castiglione d'Orcia, Tuscany
19% off
Price is CA $1,043
CA $1,043
CA $7,994 total
CA $7,994 total
includes taxes & fees
Image gallery for Charming ancient watching tower near Montepulciano and Val d'Orcia - Siena

1010 out of 10 rating
Exceptional
(17 reviews)
Charming ancient watching tower near Montepulciano and Val d'Orcia - Siena
Montepulciano
10% off
Price is CA $721
CA $721
CA $5,633 total
CA $5,633 total
includes taxes & fees
Image gallery for Le Pianore Private Tuscan Villa, Pool, Mountain views, 50ha Organic Farm

1010 out of 10 rating
Exceptional
(6 reviews)
Le Pianore Private Tuscan Villa, Pool, Mountain views, 50ha Organic Farm
Cinigiano
6% off
Price is CA $2,033
CA $2,033
CA $16,142 total
CA $16,142 total
includes taxes & fees
Image gallery for Charming Maremma Villa w/Swimming Pool, Countryside Serenity and Beaches Nearby

1010 out of 10 rating
Exceptional
(7 reviews)
Charming Maremma Villa w/Swimming Pool, Countryside Serenity and Beaches Nearby
Magliano in Toscana, Toscana
14% off
Price is CA $822
CA $822
CA $6,564 total
CA $6,564 total
includes taxes & fees
Image gallery for FARMH. PODERE CUNINA 25 KM SUD SIENA / MONTALCINO PRENDENDO LEZIONI DI CUCINA

1010 out of 10 rating
Exceptional
(19 reviews)
FARMH. PODERE CUNINA 25 KM SUD SIENA / MONTALCINO PRENDENDO LEZIONI DI CUCINA
Buonconvento
10% off
Price is CA $216
CA $216
CA $1,890 total
CA $1,890 total
includes taxes & fees
Image gallery for Charming Ancient Watch Tower with Swimming Pool in Val d'Orcia

1010 out of 10 rating
Exceptional
(38 reviews)
Charming Ancient Watch Tower with Swimming Pool in Val d'Orcia
Pienza, Siena
10% off
Price is CA $692
CA $692
CA $5,407 total
CA $5,407 total
includes taxes & fees
Image gallery for Farmhouse in a Hamlet in the heart of Tuscany

9.49.4 out of 10 rating
Exceptional
(10 reviews)
Farmhouse in a Hamlet in the heart of Tuscany
Scansano, Tuscany
19% off
Price is CA $389
CA $389
CA $2,973 total
CA $2,973 total
includes taxes & fees
Image gallery for Hilltop farmhouse with pool and sea view

9.89.8 out of 10 rating
Exceptional
(19 reviews)
Hilltop farmhouse with pool and sea view
Magliano in Toscana, Tuscany
10% off
Price is CA $649
CA $649
CA $5,406 total
CA $5,406 total
includes taxes & fees
Image gallery for "Le Pianore" Private Villa: A Peaceful Getaway for Family, Friends, and Groups

1010 out of 10 rating
Exceptional
(18 reviews)
"Le Pianore" Private Villa: A Peaceful Getaway for Family, Friends, and Groups
Cinigiano, Toscany
6% off
Price is CA $2,033
CA $2,033
CA $16,142 total
CA $16,142 total
includes taxes & fees
Image gallery for Villa D'Orchia, luxury organic farm with private pool in Val D'orcia, Sleeps 15.

1010 out of 10 rating
Exceptional
(9 reviews)
Villa D'Orchia, luxury organic farm with private pool in Val D'orcia, Sleeps 15.
Castiglione d'Orcia, Tuscany
33% off
Price is CA $859
CA $859
CA $6,639 total
CA $6,639 total
includes taxes & fees
Image gallery for Eco house with pool and fantastic views

8.68.6 out of 10 rating
Excellent
(7 reviews)
Eco house with pool and fantastic views
Scansano, Tuscany
10% off
Price is CA $216
CA $216
CA $2,073 total
CA $2,073 total
includes taxes & fees
Image gallery for Luxury Tuscan Villa in Val d'Orcia, close to Montepulciano, Pienza, and Pools!

9.49.4 out of 10 rating
Exceptional
(9 reviews)
Luxury Tuscan Villa in Val d'Orcia, close to Montepulciano, Pienza, and Pools!
Chianciano Terme, Tuscany
5% off
Price is CA $715
CA $715
CA $5,743 total
CA $5,743 total
includes taxes & fees
Image gallery for Tuscany romance. Rural charm between Montalcino and sea. Relax pur

9.69.6 out of 10 rating
Exceptional
(38 reviews)
Tuscany romance. Rural charm between Montalcino and sea. Relax pur
Cinigiano, Tuscany
10% off
Price is CA $620
CA $620
CA $5,299 total
CA $5,299 total
includes taxes & fees
Image gallery for Unique Sorano Stay with Pool
![Holiday Home Exterior [summer]](https://images.trvl-media.com/lodging/17000000/16560000/16554600/16554555/bf66d93c.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
9.49.4 out of 10 rating
Exceptional
(6 reviews)
Unique Sorano Stay with Pool
Sorano
14% off
Price is CA $63
CA $63
CA $840 total
CA $840 total
includes taxes & fees
Image gallery for Affittacamere Maria Gabriella, B&B and Holiday Home in Val d'Orcia

9.89.8 out of 10 rating
Exceptional
(39 reviews)
Affittacamere Maria Gabriella, B&B and Holiday Home in Val d'Orcia
Pienza, Tuscany
10% off
Price is CA $1,009
CA $1,009
CA $7,764 total
CA $7,764 total
includes taxes & fees
Image gallery for wrapped in the scent of Mediterranean flowers and herbs

1010 out of 10 rating
Exceptional
(46 reviews)
wrapped in the scent of Mediterranean flowers and herbs
Arcidosso, GR
8% off
Price is CA $111
CA $111
CA $943 total
CA $943 total
includes taxes & fees
Image gallery for FARMH. PODERE CUNINA 25 KM SUD SIENA DI FRONTE AL MONTALCINO PRENDENDO CUCINE DI CUCINA

1010 out of 10 rating
Exceptional
(21 reviews)
FARMH. PODERE CUNINA 25 KM SUD SIENA DI FRONTE AL MONTALCINO PRENDENDO CUCINE DI CUCINA
Buonconvento
10% off
Price is CA $216
CA $216
CA $1,880 total
CA $1,880 total
includes taxes & fees
Image gallery for House in Val d'Orcia perfect for relaxation CIN IT052024C2APXZK7PD

9.69.6 out of 10 rating
Exceptional
(45 reviews)
House in Val d'Orcia perfect for relaxation CIN IT052024C2APXZK7PD
Radicofani
5% off
Price is CA $145
CA $145
CA $1,231 total
CA $1,231 total
includes taxes & fees
Image gallery for MAREMMA WHAT A VIEW! - CIN EN053002C2OA855DZE

9.89.8 out of 10 rating
Exceptional
(10 reviews)
MAREMMA WHAT A VIEW! - CIN EN053002C2OA855DZE
Grosseto, Tuscany
8% off
Price is CA $136
CA $136
CA $1,092 total
CA $1,092 total
includes taxes & fees
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Find the best place to stay - Castle Arcidosso
Il Casale Di Manuele 12, Emma Villas
Sleeps 12 · 6 bedrooms · 7 bathrooms
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
Villa in Montalcino, exclusive for you, stunning view!!!
Sleeps 11 · 5 bedrooms · 5 bathrooms
1010 out of 10
Exceptionalexceptional
82 reviews(82 reviews)
Hilltop house in the heart of Tuscany with private pool
Sleeps 5 · 2 bedrooms · 3 bathrooms
9.89.8 out of 10
Exceptionalexceptional
89 reviews(89 reviews)
Charming Ancient Watch Tower with Swimming Pool in Val d'Orcia
Sleeps 13 · 4 bedrooms · 4 bathrooms
1010 out of 10
Exceptionalexceptional
38 reviews(38 reviews)
Private and cozy retreat in Montalcino with private pool surrounded by vineyards
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
61 reviews(61 reviews)
The House of Alice, charm and relaxation
Sleeps 4 · 2 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
61 reviews(61 reviews)
Top rated rentals - Castle Arcidosso
Incredible
1010 out of 10
Exceptionalexceptional
64 reviews(64 reviews)
If you’ve never been to Tuscany and you imagine what it could be like, this is everything you’ve ever dreamt of! Location is incredible and the surrounding towns are beautiful. The use of the GPS coordinates is key. Our host was awesome and her attention to detail was very much appreciated.
Mavia D.
Stayed Sep 2024
Amazing property!
1010 out of 10
Exceptionalexceptional
36 reviews(36 reviews)
We had an absolutely amazing stay in Tuscany! The property is even more spectacular than the photos, a truly relaxing holiday! The apartment was so historic, yet with modern conveniences, really exceptional and we would highly recommend to anyone! The owners are wonderful and very accessible anytime. Pool, grounds and area are second to none, can’t imagine a more exceptional property in Tuscany!
Patrick Q.
Stayed Jun 2024
We wanted to stay forever
1010 out of 10
Exceptionalexceptional
18 reviews(18 reviews)
We have stayed in many unique VRBOs around the world and this one rated with the very best of those in a rural setting. The view is incredible and we never tired of it. The villa is clean and comfortable with great WiFi, and the walk up to Pienza is easy for those reasonably fit and good exercise...it meant we could eat more :) Best of all were Luciana and her husband, and Fabio, who were always helpful and quick to respond to anything we needed. It was our great pleasure to meet them, and I am sure we will be staying with them again in the future. Grazie mille!
Darlene B.
Stayed Oct 2023
Spectacular
1010 out of 10
Exceptionalexceptional
47 reviews(47 reviews)
Our stay was absolutely amazing. The Villa, the vineyard, Montalcino, the Tuscan Hills…all breathtaking. The pictures do not do it justice. We would sit and stare at the surrounding beauty. David was a great host and very helpful and showed us the cellar, which was very interesting. We did a wine tasting at Tenuta di Nozzole in Greve and Ilaria, our host, was so lovely and informative. Angela made our check in go so smoothly.
Just a magical trip for us all.
Highly recommended.
Loved it.
Kristi A.
Stayed Sep 2023
Wonderful stay in Tuscany
1010 out of 10
Exceptionalexceptional
21 reviews(21 reviews)
I would absolutely recommend Podere Cunina to anyone wanting a relaxing, quiet stay in Tuscany.
From the start, Silvana was greatly helpful and accommodating, and always quick to respond. The check in process was smooth, and Silvana gave us plenty of recommendations for things to see and do in Tuscany.
The property itself is nothing short of beautiful. It’s quiet, remote, however close enough to town (Buonconvento) that it is convenient for anything you may need (ex. groceries, restaurants, gas, etc). The apartment we booked had gorgeous views of the rolling hillsides, and was quite spacious for two people as it was a two bedroom. It was clean, comfortable, and just what we were looking for. It also had a small kitchen which was perfect for the nights where we wanted to stay in and cook.
There are also plenty of amenities on the property including a pool (too late in the season to swim, sadly), firepit, private patio and EV chargers. They also offer cooking classes and other activities on site.
It’s within an hour of all the small towns and cities in Tuscany (ex. Siena, Montalcino, Montepulciano), and a few hours away from either Florence or Rome, so the location is great too.
Thanks to Silvana and her family for welcoming us and hosting us on their beautiful farmhouse!
Ryan M.
Stayed Sep 2022
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
- More for lessMore space, more privacy, more amenities — more value