
Holiday rentals near San Giovanni Terme Rapolano
We found 3,861 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals near San Giovanni Terme Rapolano that are perfect for your trip. Whether you're going on holiday with family or friends, holiday homes have the best amenities for spending time at your holiday home, which might include a fireplace and a washer and dryer. No matter what you're looking for, you'll find a property to rent for everyone's needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - San Giovanni Terme Rapolano
Showing deals for:21 Nov - 28 Nov
Image gallery for Gorgeous villa with new pool in the heart of Chianti (wi fi and whirlpool)

9.29.2 out of 10 rating
Wonderful
(7 reviews)
Gorgeous villa with new pool in the heart of Chianti (wi fi and whirlpool)
Radda in Chianti, Toscana
8% off
Price is AU$4,119
AU$4,119
AU$588 nightly
Includes taxes & fees
Image gallery for "Borgo dei Fondi" Splendid Farmhouse free wifi-free parking

1010 out of 10 rating
Exceptional
(11 reviews)
"Borgo dei Fondi" Splendid Farmhouse free wifi-free parking
Siena, Tuscany
5% off
Price is AU$6,358
AU$6,358
AU$908 nightly
Includes taxes & fees
Image gallery for Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany

1010 out of 10 rating
Exceptional
(103 reviews)
Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany
Siena, Toscana
14% off
Price is AU$6,061
AU$6,061
AU$866 nightly
Includes taxes & fees
Image gallery for Exclusive Tuscan Winery Escape: Charming Villa with Pool & Breathtaking Views.

1010 out of 10 rating
Exceptional
(10 reviews)
Exclusive Tuscan Winery Escape: Charming Villa with Pool & Breathtaking Views.
Radda in Chianti, Provincia di Siena
5% off
Price is AU$17,962
AU$17,962
AU$2,566 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 AU$24,126
AU$24,126
AU$3,447 nightly
Includes taxes & fees
Image gallery for Chiusarella Arceno Rentals Club Chianti Villa exclusive Pool Concierge freeWiFi

1010 out of 10 rating
Exceptional
(33 reviews)
Chiusarella Arceno Rentals Club Chianti Villa exclusive Pool Concierge freeWiFi
Castelnuovo Berardenga, Tuscany
14% off
Price is AU$14,596
AU$14,596
AU$2,085 nightly
Includes taxes & fees
Image gallery for Chianti Villa mx10 secluded hilltopTuscan farmhouse sunset views very large pool

9.49.4 out of 10 rating
Exceptional
(16 reviews)
Chianti Villa mx10 secluded hilltopTuscan farmhouse sunset views very large pool
Gaiole in Chianti, Tuscany
9% off
Price is AU$5,358
AU$5,358
AU$765 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 AU$2,176
AU$2,176
AU$311 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
9% off
Price is AU$8,009
AU$8,009
AU$1,144 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 AU$2,135
AU$2,135
AU$305 nightly
Includes taxes & fees
Image gallery for Luxury Villa in Monticchiello, your heaven in Tuscany

1010 out of 10 rating
Exceptional
(53 reviews)
Luxury Villa in Monticchiello, your heaven in Tuscany
Pienza, Toscana
17% off
Price is AU$1,510
AU$1,510
AU$216 nightly
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
9% off
Price is AU$3,006
AU$3,006
AU$429 nightly
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
9% off
Price is AU$1,866
AU$1,866
AU$267 nightly
Includes taxes & fees
Image gallery for Borgo dei Fondi / Il Forno – Ground Floor/ Modern Comfort and Tuscan Charm

1010 out of 10 rating
Exceptional
(20 reviews)
Borgo dei Fondi / Il Forno – Ground Floor/ Modern Comfort and Tuscan Charm
Siena, Tuscany
6% off
Price is AU$2,072
AU$2,072
AU$296 nightly
Includes taxes & fees
Image gallery for Le Redi: sustainable geothermal country villa, amazing views over Chianti hills

9.89.8 out of 10 rating
Exceptional
(44 reviews)
Le Redi: sustainable geothermal country villa, amazing views over Chianti hills
Castelnuovo Berardenga, Tuscany
14% off
Price is AU$2,985
AU$2,985
AU$426 nightly
Includes taxes & fees
Image gallery for BEAUTIFUL VILLA with private Pool in the heart of Chianti

1010 out of 10 rating
Exceptional
(25 reviews)
BEAUTIFUL VILLA with private Pool in the heart of Chianti
Castelnuovo Berardenga
6% off
Price is AU$11,479
AU$11,479
AU$1,640 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 AU$2,141
AU$2,141
AU$306 nightly
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
8% off
Price is AU$3,765
AU$3,765
AU$538 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 AU$3,142
AU$3,142
AU$449 nightly
Includes taxes & fees
Image gallery for CHARMING HOUSE IN HISTORIC TOWN CENTRE - ART-STUDIO In Cerca D'Autore

1010 out of 10 rating
Exceptional
(78 reviews)
CHARMING HOUSE IN HISTORIC TOWN CENTRE - ART-STUDIO In Cerca D'Autore
Montepulciano, Toscana
9% off
Price is AU$3,726
AU$3,726
AU$532 nightly
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
14% off
Price is AU$4,867
AU$4,867
AU$695 nightly
Includes taxes & fees
Image gallery for Studio in Chianti Villa in heart of Tuscany, super-large pool, 14 ha property

8.48.4 out of 10 rating
Very good
(10 reviews)
Studio in Chianti Villa in heart of Tuscany, super-large pool, 14 ha property
Gaiole in Chianti, Toscana
8% off
Price is AU$1,595
AU$1,595
AU$228 nightly
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
9% off
Price is AU$3,486
AU$3,486
AU$498 nightly
Includes taxes & fees
Image gallery for The Pomegranate - San Quirico d'Orcia

1010 out of 10 rating
Exceptional
(7 reviews)
The Pomegranate - San Quirico d'Orcia
San Quirico d'Orcia, Toscana
9% off
Price is AU$1,276
AU$1,276
AU$182 nightly
Includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - San Giovanni Terme Rapolano
Federico farmhouse with swimming pool and jacuzzi, panoramic position in Chianti
Sleeps 4 · 2 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
65 reviews(65 reviews)
Montalcino Villa - Breathtaking Views of the Val d'Orcia
Sleeps 6 · 3 bedrooms · 2+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
43 reviews(43 reviews)
Apartment near Cortona with Pool and Roman Charm
Sleeps 5 · 3 bedrooms · 2+ bathrooms
FARMH. PODERE CUNINA 25 KM SUD SIENA DI FRONTE AL MONTALCINO PRENDENDO LEZIONI DI CUCINA
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
21 reviews(21 reviews)
Porcilaia tiny countryside property, shared pool, ideal base to discover Tuscany
Sleeps 4 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
26 reviews(26 reviews)
House with private pool with beautiful view Val d 'Orcia
Sleeps 5 · 2 bedrooms · 2+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
46 reviews(46 reviews)
Top rated rentals - San Giovanni Terme Rapolano
Beautiful stay
1010 out of 10
Exceptionalexceptional
53 reviews(53 reviews)
We received a warm welcome from the family and a thorough explanation of the facilities, the surrounding area and places of interest. Fabrizio communicated easily with us using the translation phone app. The apartment is very clean, well equipped and offers a genuine Italian experience. Simply wonderful.
Murray H.
Stayed Oct 2024
Relaxing and scenic authentic Chianti experience
1010 out of 10
Exceptionalexceptional
90 reviews(90 reviews)
This is one of those conflicted reviews. I’d like to keep Le Bagnaie secret so we can book in future but I can’t resist posting about the experience. I can’t fault anything about the stay. The check in instructions were easy, property is well appointed and spotless, spectacular views, great pool and beautiful district. We drove around the surrounding towns and wineries. The meal from Serena was a real highlight. We didn’t want to leave
Damian H.
Stayed Sept 2024
Great place
1010 out of 10
Exceptionalexceptional
53 reviews(53 reviews)
A great apartment in a lovely Tuscan village. Host was extremely helpful and available at all times. Would recommend.
Sharon B.
Stayed Apr 2024
Rustic Charm
1010 out of 10
Exceptionalexceptional
29 reviews(29 reviews)
The property was homely, rustic and welcoming.
The owners did everything to make us comfortable with their own produce and wine.
Liz and Martyn R.
Stayed July 2023
A slice of Tuscan heaven
1010 out of 10
Exceptionalexceptional
68 reviews(68 reviews)
My family, including my parents and children, spent the most wonderful week at this beautiful property! The house and private outdoor terrace is huge, with lots of different spaces to spend eating and drinking and relaxing. The pool was incredible - the kids loved the diving board and making friends with other children who were also staying in the hamlet.
It was the perfect house for us to spend a week relaxing in Tuscany!
Amanda O.
Stayed Aug 2019
Fabulous in every way
1010 out of 10
Exceptionalexceptional
18 reviews(18 reviews)
Just divine location, magnificent view...friendly hosts and lovely Tuscan house. We loved our stay with our 8 month old baby!
Stephanie B.
Stayed May 2019
- 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, gardens and more
- More for lessMore space, more privacy, more amenities — more value