
Rapolano Terme Station vacation rentals
We found 4,262 vacation rentals — enter your dates for availability
If you want to to stay within easy reach of Rapolano Terme Station, take a look at vacation rentals to find the perfect one for your trip. Whether you’re staying in a vacation home with family or friends, you'll have the best amenities for spending time at your home away from home, which might include a fireplace and a washer and dryer. Whatever you're looking for, you'll be sure to find a rental to meet everyone's needs, including a place that is accessible or non-smoking.
Vacation rentals with weekly discounts - Rapolano Terme Station
Showing deals for:Nov 7 - Nov 14
Image gallery for Winery Villa in the heart of Nobile Vineyards.

1010 out of 10 rating
Exceptional
(14 reviews)
Winery Villa in the heart of Nobile Vineyards.
Montepulciano, Toscana
10% off
Price is CA $653
CA $653
CA $5,235 total
CA $5,235 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 $215
CA $215
CA $1,881 total
CA $1,881 total
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
10% off
Price is CA $867
CA $867
CA $7,085 total
CA $7,085 total
includes taxes & fees
Image gallery for Spacious Villa Noble With All the Comfort, Located In A Peaceful Location Arezzo

1010 out of 10 rating
Exceptional
(17 reviews)
Spacious Villa Noble With All the Comfort, Located In A Peaceful Location Arezzo
Arezzo, Tuscany
15% off
Price is CA $1,694
CA $1,694
CA $13,437 total
CA $13,437 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 $2,870
CA $2,870
CA $21,262 total
CA $21,262 total
includes taxes & fees
Image gallery for Exclusive Tuscan Winery Escape: Charming Villa with Pool & Breathtaking Views.

1010 out of 10 rating
Exceptional
(9 reviews)
Exclusive Tuscan Winery Escape: Charming Villa with Pool & Breathtaking Views.
Radda in Chianti, Provincia di Siena
5% off
Price is CA $2,121
CA $2,121
CA $15,776 total
CA $15,776 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 $1,038
CA $1,038
CA $7,957 total
CA $7,957 total
includes taxes & fees
Image gallery for Idyllic guest house in Tuscan country house style with swimming pool

1010 out of 10 rating
Exceptional
(22 reviews)
Idyllic guest house in Tuscan country house style with swimming pool
Sinalunga, Siena
10% off
Price is CA $222
CA $222
CA $1,847 total
CA $1,847 total
includes taxes & fees
Image gallery for "Borgo dei Fondi" Il Forno Primo Piano free wifi-free parking

9.69.6 out of 10 rating
Exceptional
(35 reviews)
"Borgo dei Fondi" Il Forno Primo Piano free wifi-free parking
Siena, Tuscany
7% off
Price is CA $245
CA $245
CA $1,922 total
CA $1,922 total
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
10% off
Price is CA $352
CA $352
CA $2,774 total
CA $2,774 total
includes taxes & fees
Image gallery for Secluded Villa, private heated Pool, Wi-fi and TV. Secure Payment

9.29.2 out of 10 rating
Wonderful
(25 reviews)
Secluded Villa, private heated Pool, Wi-fi and TV. Secure Payment
Civitella in Val di Chiana, Province of Arezzo
10% off
Price is CA $390
CA $390
CA $3,323 total
CA $3,323 total
includes taxes & fees
Image gallery for Agriturismo Il Salarco: Apartment

9.69.6 out of 10 rating
Exceptional
(13 reviews)
Agriturismo Il Salarco: Apartment
Montepulciano, Tuscany
10% off
Price is CA $208
CA $208
CA $1,646 total
CA $1,646 total
includes taxes & fees
Image gallery for BEAUTIFUL VILLA with private Pool in the heart of Chianti

1010 out of 10 rating
Exceptional
(24 reviews)
BEAUTIFUL VILLA with private Pool in the heart of Chianti
Castelnuovo Berardenga
7% off
Price is CA $1,335
CA $1,335
CA $10,112 total
CA $10,112 total
includes taxes & fees
Image gallery for Exclusive Stone Tower.

9.69.6 out of 10 rating
Exceptional
(5 reviews)
Exclusive Stone Tower.
Casciano di Murlo, Tuscany
19% off
Price is CA $115
CA $115
CA $983 total
CA $983 total
includes taxes & fees
Image gallery for Beautiful Private & Luxurious Tuscan Villa Near Siena/Scenic Views/Crete Senesi

1010 out of 10 rating
Exceptional
(86 reviews)
Beautiful Private & Luxurious Tuscan Villa Near Siena/Scenic Views/Crete Senesi
Castelnuovo Berardenga
5% off
Price is CA $606
CA $606
CA $4,697 total
CA $4,697 total
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
10% off
Price is CA $224
CA $224
CA $1,889 total
CA $1,889 total
includes taxes & fees
Image gallery for Country Farmhouse with Magnificient Gardens near Siena, Tuscany

9.69.6 out of 10 rating
Exceptional
(24 reviews)
Country Farmhouse with Magnificient Gardens near Siena, Tuscany
Siena, Toscana
10% off
Price is CA $369
CA $369
CA $3,076 total
CA $3,076 total
includes taxes & fees
Image gallery for Tuscan village in SIena. farmhouse surrounded by garden,pool and panoramic view

1010 out of 10 rating
Exceptional
(43 reviews)
Tuscan village in SIena. farmhouse surrounded by garden,pool and panoramic view
Asciano, Toscana
5% off
Price is CA $379
CA $379
CA $3,053 total
CA $3,053 total
includes taxes & fees
Image gallery for Villa Banditello, secluded, panoramic view over Montepulciano valley.

1010 out of 10 rating
Exceptional
(24 reviews)
Villa Banditello, secluded, panoramic view over Montepulciano valley.
Torrita di Siena, Tuscany
10% off
Price is CA $344
CA $344
CA $2,655 total
CA $2,655 total
includes taxes & fees
Image gallery for Farm between Florence and Arezzo home Pratomagno

9.69.6 out of 10 rating
Exceptional
(8 reviews)
Farm between Florence and Arezzo home Pratomagno
Pergine Valdarno, Tuscany
15% off
Price is CA $80
CA $80
CA $713 total
CA $713 total
includes taxes & fees
Image gallery for Serena al Casalone, Design apartment in Private Chianti Estate, pool WIFI A/C

9.69.6 out of 10 rating
Exceptional
(5 reviews)
Serena al Casalone, Design apartment in Private Chianti Estate, pool WIFI A/C
Castelnuovo Berardenga, Toscana
15% off
Price is CA $562
CA $562
CA $4,318 total
CA $4,318 total
includes taxes & fees
Image gallery for La Vecchia Posta | Charming home near Chianti and Art Cities – 2 Beds, 3 Baths

1010 out of 10 rating
Exceptional
(10 reviews)
La Vecchia Posta | Charming home near Chianti and Art Cities – 2 Beds, 3 Baths
Cavriglia, Toscana
20% off
Price is CA $230
CA $230
CA $1,991 total
CA $1,991 total
includes taxes & fees
Image gallery for Chic Tuscan apartment pool spectacular view modern comfort wifi air conditioning

9.89.8 out of 10 rating
Exceptional
(59 reviews)
Chic Tuscan apartment pool spectacular view modern comfort wifi air conditioning
Sovicille, Provincia di Siena
10% off
Price is CA $431
CA $431
CA $3,375 total
CA $3,375 total
includes taxes & fees
Image gallery for Relax Palazzo Monaci

1010 out of 10 rating
Exceptional
(10 reviews)
Relax Palazzo Monaci
Asciano, Tuscany
5% off
Price is CA $288
CA $288
CA $2,383 total
CA $2,383 total
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Rapolano Terme Station
Farmhouse in the heart of the real chiantishire
Sleeps 4 · 2 bedrooms
1010 out of 10
Exceptionalexceptional
140 reviews(140 reviews)
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views
Sleeps 23 · 11 bedrooms · 11+ bathrooms
1010 out of 10
Exceptionalexceptional
60 reviews(60 reviews)
MAGNIFICENT 9BR VILLA WITH HEATED POOL & STUNNING VIEWS IN TOP CHIANTI LOCATION!
Sleeps 18 · 9 bedrooms · 7+ bathrooms
1010 out of 10
Exceptionalexceptional
40 reviews(40 reviews)
Traditional Tuscan farmhouse with stunning views
Sleeps 8 · 3 bedrooms · 3+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
97 reviews(97 reviews)
Beautiful stone house with garden and private pool.
Sleeps 5 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
63 reviews(63 reviews)
Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany
Sleeps 10 · 5 bedrooms · 5 bathrooms
1010 out of 10
Exceptionalexceptional
102 reviews(102 reviews)
Top rated rentals - Rapolano Terme Station
Perfect Location in Montepulciano
1010 out of 10
Exceptionalexceptional
49 reviews(49 reviews)
We spent 12 days in Montepulciano on a cycling trip and the location was perfect. Located just a few steps from the main street in the Old City you have quick access to the shops, restaurants, and historic sites - not to mention a spectacular view of the Val D’Orcia valley to the east. Royce (owner) was attentive to all questions and requests.
Paul E.
Stayed Jun 2025
Definitely works for me.
1010 out of 10
Exceptionalexceptional
62 reviews(62 reviews)
Third time staying.
Grant R.
Stayed May 2025
Nothing short of exceptional.
1010 out of 10
Exceptionalexceptional
53 reviews(53 reviews)
Francesco is by far the best host we have ever experienced. His place is wonderful, the area stunning and a great point to travel from to see other historic sites. His food is fresh, delicious and healthy. Can’t say enough. We will be back thanks to Francesco and our experience in Monticchiello and surrounding area. Anna
Anna C.
Stayed Oct 2024
Fantastic time, Central location
1010 out of 10
Exceptionalexceptional
82 reviews(82 reviews)
We were a group of 4 couples and found there was plenty of room for all of us. The property as better in person than we had expected. We had a car so it was really easy to get around and see all the towns nearby. Very beautiful property with great vistas. So relaxing to hang out at the pool or the deck.
Elfrieda S.
Stayed Sep 2024
Tuscan retreat
1010 out of 10
Exceptionalexceptional
47 reviews(47 reviews)
We had a group of 11 stay and could not have loved our time more. The location was a great central spot to drive to different towns. We loved relaxing by the pools in the afternoons and our dinners al fresco. An incredible place to spend your vacation.
Shannon H.
Stayed Jul 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
Dad
1010 out of 10
Exceptionalexceptional
102 reviews(102 reviews)
This location is the finest VRBO we have ever had the pleasure of visiting. From the first day we were amazed at the beauty and splendour of Borgo la Chiusa. It is beautiful and well appointed. Francesca was friendly and thoughtful in our introduction to this property. She was a delightful host who took the time to make us feel truly at home. She is the best.
Brian D.
Stayed May 2024
Heart warming hospitality
1010 out of 10
Exceptionalexceptional
29 reviews(29 reviews)
Anna Maria & her daughter Lorella met us on arrival. They both were warm & welcoming. They ensured we were very comfortable with the property & surrounding amenities before they left. The property was better than described on VRBO’s site. The charm of the stone farm house can’t be appreciated in pictures. Living the experience is the only way to truly get a feeling of Tuscan living. Although the property was 9 kms from Cortona it was an easy country drive to town. We appreciated leaving the busyness of the surrounding tourist attractions and going back to the quiet farmhouse at the end of the day! Fratticciola is a small community but the local people were accepting & friendly! The hosts were exceptional. Anna Maria’s wine, vin Santa & cantucci was a nice welcoming gift. During our visit she ensured we had everything we needed & dropped off goodies from time to time. Lorella was only a text message away. She was very helpful with information on the surrounding area. This review cannot do justice in describing how exceptional Anna Maria & her family were as hosts. We will return!
Wade B.
Stayed Apr 2024
- 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