Rapolano Terme Vacation Homes from ￥13,086

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Our top choices for Rapolano Terme vacation homes

An outdoor patio with a brick archway, a round table with a tablecloth, two wooden chairs, and potted plants.

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

Rapolano Terme

￥160,291 total

includes taxes & fees

Nov 20 - Nov 21

A rustic kitchen with stone walls, a wooden ceiling, a green sofa with cushions, and a view through a large arched window.

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

Monte San Savino

"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...

Anonymous traveler

￥35,828 total

includes taxes & fees

Nov 8 - Nov 9

A stone patio with a round table and chairs, surrounded by lush greenery and potted plants.

3. Romantic farm in the Sienese hills

Trequanda, Siena

"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...

Harald B.

￥34,660 total

includes taxes & fees

Nov 8 - Nov 9

A room with a sofa, a wooden cabinet, a table with a vase, and a chandelier.

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

Monte San Savino

￥52,024 total

includes taxes & fees

Nov 8 - Nov 9

An open doorway leading to an outdoor area with a bench, a television on a cabinet, and a framed picture on the wall.

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

Monteroni d'Arbia

￥24,403 total

includes taxes & fees

Nov 17 - Nov 18

A pool surrounded by lush greenery and a distant view of a town.

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

Monte San Savino

￥57,337 total

includes taxes & fees

Nov 8 - Nov 9

A building with a stone facade, a door, a window, and a patio area with chairs and a table.

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

Casetta

￥16,092 total

includes taxes & fees

Nov 9 - Nov 10

A patio area with a gravel floor, potted plants, and a white umbrella.

8. Charming Siena Countryside Stay

Monterongriffoli

￥58,533 total

includes taxes & fees

Nov 12 - Nov 13

A brick building with a large sliding glass door, a brown door, and a small potted plant.

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

Foiano della Chiana

￥14,293 total

includes taxes & fees

Nov 9 - Nov 10

An outdoor patio with a wooden table and chairs, surrounded by a wooden pergola, and a view of greenery.

10. Holiday Home 'La Casina All'angolo'

Civitella in Val di Chiana

￥25,606 total

includes taxes & fees

Nov 11 - Nov 12

A neatly made bed with a dark patterned bedspread, two bedside tables with lamps, and two framed pictures on the wall.

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

Toscana

￥27,232 total

includes taxes & fees

Nov 8 - Nov 9

A small brick structure with an arched entrance, surrounded by gravel, potted plants, and trees.

12. Vacation in Poggettone

Monteroni d'Arbia

￥37,312 total

includes taxes & fees

Nov 10 - Nov 11

A person sitting at an outdoor table with a drink, a bowl of bread, and a glass of juice.

13. Dolce Casa 2 by Tiny Away

Rigutino

￥17,249 total

includes taxes & fees

Nov 9 - Nov 10

A covered patio with a wooden table and chairs, stone walls, and a view of a garden.

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

Bucine

Anonymous traveler

￥70,098 total

includes taxes & fees

Nov 8 - Nov 9

A kitchen with a granite countertop, a hanging pendant light, and a brick archway.

15. "Il Focolare" Superior Apartment in Monticchiello

Monticchiello

Dan

￥20,336 total

includes taxes & fees

Nov 9 - Nov 10

A traditional interior with stone arches, a staircase, and a cozy seating area with a table.

16. Agriturismo La Ferrozzola

Castellina in Chianti

Ruth

￥20,294 total

includes taxes & fees

Nov 21 - Nov 22

A spacious living room with a wooden ceiling, a television, and large windows with curtains.

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

Trequanda

A rustic brick building with a mural, a clock, and various potted plants.

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

Casamaggiore

"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...

Anna

￥17,133 total

includes taxes & fees

Dec 6 - Dec 7

A rustic room with a stone wall, a fireplace, a white sofa, and a wooden bench.

19. Alice's House, charm and relaxation

Montalcino (SI)

Robert S.

￥34,260 total

includes taxes & fees

Nov 17 - Nov 18

A park with picnic tables, a playground, and a gravel path.

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

Cortona

￥13,086 total

includes taxes & fees

Nov 8 - Nov 9

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Top Rapolano Terme Hotel Reviews

La Certosa di Pontignano - Place of Charme

10/10 Excellent

"Endroit magnifique et bien situé pour visiter la région."

Il Chiostro del Carmine

8/10 Good

"The location was excellent, within walking distance to all the sights but far enough that it was quiet. Breakfast was excellent and if you can get window seating, it will make a perfect start of the day. The staff was helpful but remains in the background unless you need something. The room was clean, only caveat is the shower is rather small for such a big bathroom. We will stay here again."

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent

"Stayed at the hotel for our honeymoon and it was an incredible experience. The view is simply breathtaking and the castle is extremely charming. Food (breakfast and diner) and wine at the restaurants are high quality, inspired and locally sourced, though expensive. Their Brunello is VERY good. The thermal spa experience is unique in the region and is awsome, especially during the fall season when it is cooler outside. The room was super clean and the staff was very helpful throughout the entire week, and we felt welcomed at any time of day. 15 min by car from Montalcino, strongly recommend to rent a car since it is slightly remote. Overall 9.5/10, strongly recommend for a special occasion."

Hotel Italia

10/10 Excellent

"We stayed at this basic but nice 3-star hotel just one night while visiting Siena. We had a room for 3 for my wife and I and our adult daughter. The hotel was easy walking distance from the train/bus station. It's kind of weird because you enter an indoor shopping area across the street from the station and then go up about 6 banks of escalators to get up the hillside. Then the hotel is just a block away. One of the AC units didn't work but friendly staff helped start the other one. All staff were very friendly and spoke English. Easy walk a few blocks into the old city. Wonderful breakfast!!! We were able to leave our bags for most of the day while we explored the city prior to leaving on the bus again. I would definitely stay again."

Find out more about Rapolano Terme

Rapolano Terme Vacation Homes information

Number of reviews	109
Accommodation	1358 Vacation Homes
Lowest Price	￥13,086
Highest Price	￥160,291

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Be picky

Check prices for these dates

Our top choices for Rapolano Terme vacation homes

1. 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

3. Romantic farm in the Sienese hills

4. 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

6. 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

8. Charming Siena Countryside Stay

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

10. Holiday Home 'La Casina All'angolo'

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

12. Vacation in Poggettone

13. Dolce Casa 2 by Tiny Away

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

15. "Il Focolare" Superior Apartment in Monticchiello

16. Agriturismo La Ferrozzola

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

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

19. Alice's House, charm and relaxation

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

Find vacation rentals that suit your style

Top Rapolano Terme Hotel Reviews

La Certosa di Pontignano - Place of Charme

Il Chiostro del Carmine

Monastero di Cortona Hotel & Spa

Dievole Wine Resort

Castiglion del Bosco, A Rosewood Hotel

Hotel Chiusarelli

Castello di Velona Resort Thermal SPA & Winery

Hotel Italia

Hotel Villa Ricci

Find out more about Rapolano Terme

Rapolano Terme Vacation Homes information

Explore a world of travel with Expedia

Search Vacation Homes in Rapolano Terme

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Rapolano Terme vacation homes

1. 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

3. Romantic farm in the Sienese hills

4. 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

6. 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

8. Charming Siena Countryside Stay

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

10. Holiday Home 'La Casina All'angolo'

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

12. Vacation in Poggettone

13. Dolce Casa 2 by Tiny Away

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

15. "Il Focolare" Superior Apartment in Monticchiello

16. Agriturismo La Ferrozzola

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

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

19. Alice's House, charm and relaxation

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

Find vacation rentals that suit your style

Top Rapolano Terme Hotel Reviews

La Certosa di Pontignano - Place of Charme

Find out more about Rapolano Terme

Rapolano Terme Vacation Homes information

Explore a world of travel with Expedia