Holiday Homes in Rapolano Terme

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Find holiday rentals that suit your style

Check prices for these dates

Our top choices for Rapolano Terme holiday homes

1. Holiday Home 'Casa San Francesco Rapolano' with Private Terrace, Private Garden and Wi-Fi

Holiday Home 'Casa San Francesco Rapolano' with Private Terrace, Private Garden and Wi-Fi
Rapolano Terme
The price is NZ$1,822
includes taxes & fees
20 Nov - 21 Nov
Holiday Home 'Casa San Francesco Rapolano' with Private Terrace, Private Garden and Wi-Fi

2. Vacation Home 'La Limonaia' with Pool, Private Terrace & Wi-Fi

Vacation Home 'La Limonaia' with Pool, Private Terrace & Wi-Fi
Monte San Savino
6.0 out of 10, (2 reviews)
"My husband and I booked this place and were unable to stay due to lack of communication regarding check-in procedure. The listing states the host will make contact 3 days before which didn’t happen. We sent several messages the day of check-in and didn’t hear from the host until well after the check-in time (4pm). Given the remote location and time of day, we were worried we wouldn’t have anywhere to stay for the night so we booked a hotel in Arezzo which we were lucky to get on a holiday...
Canada
Anonymous traveller
The price is NZ$407
includes taxes & fees
8 Nov - 9 Nov
Vacation Home 'La Limonaia' with Pool, Private Terrace & Wi-Fi

3. Romantic farm in the Sienese hills

Romantic farm in the Sienese hills
Trequanda, Siena
7.0 out of 10, Good, (2 reviews)
"Zum positiven: Kommunikation mit dem Gastgeber war sehr gut und informativ. Check in war gut, Antonio der die Übergabe der Schlüssel und die Erläuterung zum Appartement machte sprach leider nur italienisch, aber er war sehr freundlich und mit Händen und Füßen funktionierte es gut. Das Apartment war wirklich sehr schön und mit Liebe zum Detail eingerichtet. Die Location war wirklich sehr schön.Nun zum negativen: An allen Fenstern der Unterkunft waren keine Fliegengitter angebracht was es...
United States
Harald B.
The price is NZ$387
includes taxes & fees
13 Nov - 14 Nov
Romantic farm in the Sienese hills

4. Holiday Home 'Casa Corniolo' with Mountain View, Private Terrace and Balcony

Holiday Home 'Casa Corniolo' with Mountain View, Private Terrace and Balcony
Monte San Savino
Holiday Home 'Casa Corniolo' with Mountain View, Private Terrace and Balcony

5. Tuscan House: Spacious Traditional Apartment with a Large Outdoor Area and Breakfast Included

Tuscan House: Spacious Traditional Apartment with a Large Outdoor Area and Breakfast Included
Monteroni d'Arbia
The price is NZ$223
includes taxes & fees
23 Nov - 24 Nov
Tuscan House: Spacious Traditional Apartment with a Large Outdoor Area and Breakfast Included

6. Vacation Home 'Il Granaio' with Pool, Private Terrace & Wi-Fi

Vacation Home 'Il Granaio' with Pool, Private Terrace & Wi-Fi
Monte San Savino
The price is NZ$703
includes taxes & fees
8 Dec - 9 Dec
Vacation Home 'Il Granaio' with Pool, Private Terrace & Wi-Fi

7. A peaceful spot with a garden between Chianti and Crete, near the old town

A peaceful spot with a garden between Chianti and Crete, near the old town
Casetta
The price is NZ$183
includes taxes & fees
9 Nov - 10 Nov
A peaceful spot with a garden between Chianti and Crete, near the old town

8. Charming Siena Countryside Stay

Charming Siena Countryside Stay
Monterongriffoli
The price is NZ$679
includes taxes & fees
10 Nov - 11 Nov
Charming Siena Countryside Stay

9. Holiday Home 'Stanza Azzurra' with Wi-Fi and Air Conditioning

Holiday Home 'Stanza Azzurra' with Wi-Fi and Air Conditioning
Foiano della Chiana
The price is NZ$162
includes taxes & fees
9 Nov - 10 Nov
Holiday Home 'Stanza Azzurra' with Wi-Fi and Air Conditioning

10. Holiday Home 'La Casina All'angolo'

Holiday Home 'La Casina All'angolo'
Civitella in Val di Chiana
The price is NZ$291
includes taxes & fees
11 Nov - 12 Nov
Holiday Home 'La Casina All'angolo'

11. Double room with private bathroom in the countryside, 5 minutes from Montepulciano

Double room with private bathroom in the countryside, 5 minutes from Montepulciano
Toscana
The price is NZ$307
includes taxes & fees
7 Dec - 8 Dec
Double room with private bathroom in the countryside, 5 minutes from Montepulciano

12. Vacation in Poggettone

Vacation in Poggettone
Monteroni d'Arbia
The price is NZ$413
includes taxes & fees
1 Dec - 2 Dec
Vacation in Poggettone

13. Dolce Casa 2 by Tiny Away

Dolce Casa 2 by Tiny Away
Rigutino
The price is NZ$196
includes taxes & fees
9 Nov - 10 Nov
Dolce Casa 2 by Tiny Away

14. Villa 'Il Fienile Il Sole Verde' with Shared Pool and Wi-Fi

Villa 'Il Fienile Il Sole Verde' with Shared Pool and Wi-Fi
Bucine
10.0 out of 10, Exceptional, (4 reviews)
"Pros: Guido og Angela var helt fantastiske værter og deres medhjælper sørgede godt for os med friske grøntsager fra haven. Poolen var perfekt og altid ren og pæn. For os var det helt perfekt vi kun var to familier og at der var ro Cons: Vi har ingen kritik punkter ☺️"
Denmark
Anonymous traveller
The price is NZ$797
includes taxes & fees
8 Nov - 9 Nov
Villa 'Il Fienile Il Sole Verde' with Shared Pool and Wi-Fi

15. "Il Focolare" Superior Apartment in Monticchiello

"Il Focolare" Superior Apartment in Monticchiello
Monticchiello
10.0 out of 10, Exceptional, (12 reviews)
"An wonderfully presented apartment in a beautiful town away from the tourist areas but close enough with a short drive. It’s a beautiful town and the apartment is a welcome retreat when you have enjoyed enough of the Tuscan sun. It’s clear the owner has attention to detail and that made our stay even better! "
Australia
Dan
The price is NZ$231
includes taxes & fees
9 Nov - 10 Nov
"Il Focolare" Superior Apartment in Monticchiello

16. Agriturismo La Ferrozzola

Agriturismo La Ferrozzola
Castellina in Chianti
9.4 out of 10, Exceptional, (9 reviews)
"Very nice agriturismo. "
United States
Ruth
The price is NZ$261
includes taxes & fees
1 Dec - 2 Dec
Agriturismo La Ferrozzola

17. Chalet "Azzurro" with Mountain View, Shared Pool & Wi-Fi

Chalet "Azzurro" with Mountain View, Shared Pool & Wi-Fi
Trequanda
Chalet "Azzurro" with Mountain View, Shared Pool & Wi-Fi

18. Casa di Cristina - Tra Montepulciano e il Lago Trasimeno

Casa di Cristina - Tra Montepulciano e il Lago Trasimeno
Casamaggiore
10.0 out of 10, Exceptional, (1 review)
"Stayed 2 nights in June 2026. Beautiful place with garden and private parking and outdoor terrace - all you can need in quite spacious studio condo. Comfy big bed, aircon and a ceiling fan, dining table with 4 chairs and a kitchenette if you want to cook your own dinners (full with cutlery and crockery, fridge and coffee machine). Clean private bathroom with shower, toilet and bidet. Host was very lovely too, we need an iron and we could borrow it with no fuss alongside ironing board. Very...
United Kingdom
Anna
The price is NZ$195
includes taxes & fees
9 Nov - 10 Nov
Casa di Cristina - Tra Montepulciano e il Lago Trasimeno

19. Alice's House, charm and relaxation

Alice's House, charm and relaxation
Montalcino (SI)
9.8 out of 10, Exceptional, (79 reviews)
"Stunning location in a beautiful part of the country."
United States
Robert S.
The price is NZ$384
includes taxes & fees
8 Nov - 9 Nov
Alice's House, charm and relaxation

20. Vacation home with a panoramic terrace, ideal for families and couples

Vacation home with a panoramic terrace, ideal for families and couples
Cortona
The price is NZ$149
includes taxes & fees
8 Nov - 9 Nov
Vacation home with a panoramic terrace, ideal for families and couples
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.

Learn more about Rapolano Terme

Thermal waters bubble up into ancient stone pools where locals and visitors soak away stress at Terme Antica Querciolaia. Taste exceptional Tuscan olive oils at family-run farms or join cooking classes teaching traditional recipes in this charming hillside town.

Rolling hills, a distant mountain range, and a small building with a red roof.