
Holiday rentals near Terme di Chianciano
We found 3,635 holiday rentals — enter your dates for availability
If you are looking to stay near Terme di Chianciano, scroll through and discover private holiday rentals to find the perfect home base for your trip. Whether you're staying in a holiday rental with your children or with friends, you'll have the best amenities for spending time at your home away from home, which might include Wi-Fi and a fireplace. You're sure to find a property to rent for everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Terme di Chianciano
Showing deals for:21 Nov - 28 Nov
Image gallery for Villa Poggio del Sole, 8-10 Pax, Private Pool, Air Conditioned

1010 out of 10 rating
Exceptional
(7 reviews)
Villa Poggio del Sole, 8-10 Pax, Private Pool, Air Conditioned
Cortona, Provincia di Arezzo
9% off
Price is £3,932
£3,932
£562 nightly
Includes taxes & fees
Image gallery for FABULOUS 6BR HOME WITH WONDERFUL SWIMMING POOL & GARDEN IN THE HEART OF TUSCANY!

1010 out of 10 rating
Exceptional
(20 reviews)
FABULOUS 6BR HOME WITH WONDERFUL SWIMMING POOL & GARDEN IN THE HEART OF TUSCANY!
Lucignano, Tuscany
8% off
Price is £3,991
£3,991
£570 nightly
Includes taxes & fees
Image gallery for Hortulanus private Luxury Estate

1010 out of 10 rating
Exceptional
(5 reviews)
Hortulanus private Luxury Estate
Seggiano, Toscana
9% off
Price is £13,130
£13,130
£1,876 nightly
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
9% off
Price is £12,096
£12,096
£1,728 nightly
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
8% off
Price is £1,066
£1,066
£152 nightly
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
13% off
Price is £4,475
£4,475
£639 nightly
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
9% off
Price is £3,162
£3,162
£452 nightly
Includes taxes & fees
Image gallery for Villa Antico Casale DCC - D. C. whole property 14 beds

9.09.0 out of 10 rating
Wonderful
(8 reviews)
Villa Antico Casale DCC - D. C. whole property 14 beds
Paciano, Umbria
8% off
Price is £3,728
£3,728
£533 nightly
Includes taxes & fees
Image gallery for Idyllic guest house in Tuscan country house style with swimming pool

1010 out of 10 rating
Exceptional
(23 reviews)
Idyllic guest house in Tuscan country house style with swimming pool
Sinalunga, Siena
8% off
Price is £1,047
£1,047
£150 nightly
Includes taxes & fees
Image gallery for Casa di Sotto, Podere Ampella: a beautiful holiday house in the heart of Tuscany

1010 out of 10 rating
Exceptional
(8 reviews)
Casa di Sotto, Podere Ampella: a beautiful holiday house in the heart of Tuscany
Montalcino, Siena
9% off
Price is £1,554
£1,554
£222 nightly
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
9% off
Price is £3,031
£3,031
£433 nightly
Includes taxes & fees
Image gallery for Tuscan villa pool spa Siena Montepulciano Perugia Pienza Florence 2 hours from Rome

1010 out of 10 rating
Exceptional
(110 reviews)
Tuscan villa pool spa Siena Montepulciano Perugia Pienza Florence 2 hours from Rome
Cetona
8% off
Price is £2,514
£2,514
£359 nightly
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
30% off
Price is £3,710
£3,710
£530 nightly
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
7% off
Price is £519
£519
£74 nightly
Includes taxes & fees
Image gallery for Elegant country barn in Cortona 2bed2bath with shared pool & gorgeous gardens

1010 out of 10 rating
Exceptional
(21 reviews)
Elegant country barn in Cortona 2bed2bath with shared pool & gorgeous gardens
Cortona, Tuscany
7% off
Price is £2,197
£2,197
£314 nightly
Includes taxes & fees
Image gallery for Apartment in Farmhouse

1010 out of 10 rating
Exceptional
(6 reviews)
Apartment in Farmhouse
Montepulciano, Tuscany
8% off
Price is £628
£628
£90 nightly
Includes taxes & fees
Image gallery for Private Home & Private Pool SPECIAL SEPTEMBER IT055013C2DU035651

9.89.8 out of 10 rating
Exceptional
(30 reviews)
Private Home & Private Pool SPECIAL SEPTEMBER IT055013C2DU035651
Ficulle
7% off
Price is £1,913
£1,913
£273 nightly
Includes taxes & fees
Image gallery for Apartment in Farmhouse

1010 out of 10 rating
Exceptional
(5 reviews)
Apartment in Farmhouse
Cortona, Tuscany
6% off
Price is £838
£838
£120 nightly
Includes taxes & fees
Image gallery for "Gabolandia", a holiday home in Cortona

9.49.4 out of 10 rating
Exceptional
(6 reviews)
"Gabolandia", a holiday home in Cortona
Cortona, Tuscany
8% off
Price is £1,062
£1,062
£152 nightly
Includes taxes & fees
Image gallery for Elegant villa on Lake Trasimeno - Fiordaliso

1010 out of 10 rating
Exceptional
(11 reviews)
Elegant villa on Lake Trasimeno - Fiordaliso
Castiglione del Lago, Provincia di Perugia
18% off
Price is £1,098
£1,098
£157 nightly
Includes taxes & fees
Image gallery for Villa sul Lago Trasimeno - Glicine

1010 out of 10 rating
Exceptional
(13 reviews)
Villa sul Lago Trasimeno - Glicine
Castiglione del Lago, Provincia di Perugia
18% off
Price is £1,360
£1,360
£194 nightly
Includes taxes & fees
Image gallery for Flat with private terrace,A/C, Wi-Fi,wine estate with pool,Spa,children friendly

9.29.2 out of 10 rating
Wonderful
(7 reviews)
Flat with private terrace,A/C, Wi-Fi,wine estate with pool,Spa,children friendly
Montepulciano, Provincia di Siena
25% off
Price is £614
£614
£88 nightly
Includes taxes & fees
Image gallery for Villa il Giuggiolo, ancient country house with pool at Azienda Fontelunga

9.89.8 out of 10 rating
Exceptional
(6 reviews)
Villa il Giuggiolo, ancient country house with pool at Azienda Fontelunga
Cortona, Tuscany
18% off
Price is £2,594
£2,594
£371 nightly
Includes taxes & fees
Image gallery for Flat with view,A/C,private terrace,wine estate with pool,Spa, children friendly

8.48.4 out of 10 rating
Very good
(5 reviews)
Flat with view,A/C,private terrace,wine estate with pool,Spa, children friendly
Montepulciano, Provincia di Siena
24% off
Price is £872
£872
£125 nightly
Includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Terme di Chianciano
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)
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)
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)
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 - Terme di Chianciano
A lovely villa in a great location
1010 out of 10
Exceptionalexceptional
34 reviews(34 reviews)
The villa is lovely and quiet just up the hill from the centre of Cortona, the walk literally takes 8-10 minutes. Plenty of parking, nice pool (a slight wasp infestation issue aside) and all the amenities you need. Supermarket is a 5 minute drive away. Rooms are all nice and upstairs has air conditioning (the master room aircon wasn’t cooling below 27 degrees but the other two bedrooms cooled nicely - it does get very hot). Luigi pops round most days to keep things ship shape. Would recommend for families or friends 4-6 people. It’s probably a challenging walk for families with young children to walk to town. .
Simon D.
Stayed Aug 2024
Stunning villa
1010 out of 10
Exceptionalexceptional
110 reviews(110 reviews)
Absolutely fantastic stay. Villa is superb and the air con was a life saver given the 96deg heat most days.
Bedrooms spacious and very comfortable Pool and area around with stunning views a great place to relax
paul t.
Stayed Jul 2024
Loved it
1010 out of 10
Exceptionalexceptional
64 reviews(64 reviews)
We had high expectations all of which were met and more.
Peter M.
Stayed May 2024
Unique and Authentic Tuscany
1010 out of 10
Exceptionalexceptional
29 reviews(29 reviews)
Beautiful country house. Lovely
rural location with food shop and vineyard within 100metres. Very friendly and informative hosts, we learnt a bit more Italian than when we arrived! Stunning towns of Cortona and Montepulchiano close by to explore. Unique experience, cannot recommend enough! We loved it. Thank you.
Julie L.
Stayed Aug 2023
Very relaxing
1010 out of 10
Exceptionalexceptional
53 reviews(53 reviews)
Beautiful hillside location and welcoming, friendly host. The property was beautifully presented and spotlessly clean and comfortable. The gardens were gorgeous with always a place to relax in sun or shade. Loved the roof- top terrace with the view. Fabrizio, the host, was most helpful and has a good stock of wine and other essentials if needed. Highly recommended.
Sandra S.
Stayed Jun 2023
Perfect Holiday
1010 out of 10
Exceptionalexceptional
47 reviews(47 reviews)
Casa Sant'Angelo is such a drealy place we found it very difficult to leave, one of the nicest places we have ever stayed. 3 double bedrooms all with huge beds, fine linen and aircon. We didn't use the annex, but what a lovely self contained apartment with its own kitchen and sitting room.
The pool was also perfect, and the cleanest we've had thanks to the robot cleaner and the local guy who popped in now and then when we weren't around.
You will need a car and Cortona is just a short drive away, but not really walkable for an evening meal as its on the top of a big hill!!
If you want to ditch the car, the mini market is a short walk away and it serves the best meats and cheese in the area, plus home made local dishes.
As an extra bonus we found a delightful local restaurant called Barbabi (not on Tripadvior, but they are on instagram). This was literally a short walk across a farmers field or slightly longer via the road. Feels a bit like someones back garden, but you can either splash out and fine dine or have a Pizza for 10 euros.
Thanks for having us at your beautiful farm house, I feel sure we will be back,
jamie b.
Stayed Aug 2022
A relaxing oasis
1010 out of 10
Exceptionalexceptional
73 reviews(73 reviews)
After a busy few weeks we arrived for a stay here. The property and the surroundings are fuel for the soul. It is such a peaceful place to stay and then so close to major attractions: Assisi, Perugia and Orvieto as well as the small villages around. The best part are the owners Franco and Bozena. They are so warm and welcoming. They run evenings three times a week and cook for guests if you want to join in. All accompanied by their wine and produce from the garden. Come and stay!
Jacquie H.
Stayed Sept 2019
A wonderful, idyllic find & welcoming hosts
1010 out of 10
Exceptionalexceptional
18 reviews(18 reviews)
'Montechiari' is a wonderful converted tuscan farmhouse at the top of a hill near Torrenieri. We couldn't have asked for a more beautiful or peaceful location and the 360 views were stunning. Angela and her husband were lovely and made us feel very welcome. It was a great location to explore the Val D'Orcia with its hill top towns and vineyards. We had everything we needed and would highly recommend this as a perfect get away. Thank you so much!
Dieter F.
Stayed Aug 2019
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- All the privacy of homeEnjoy full kitchens, pools, gardens and more
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