A rural landscape with rolling hills, fields, and scattered buildings under a dramatic sunset sky.

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Serre di Rapolano holiday rentals

A staircase with a wooden handrail, a potted plant, and a chair in a hallway.

1. Villa Fontis Rapolano

Villa Fontis Rapolano
Rapolano Terme
10.0 out of 10, Exceptional, (1 review)
"Bella struttura, nuova, pulita in posizione comoda"
Italy
Barbara
The price is 2.379.404 ₫
2.732.519 ₫ total
includes taxes & fees
4 Nov - 5 Nov
Villa Fontis Rapolano
An arched stone gateway leading to a pathway lined with potted plants and lights.

2. Castello di Modanella

Castello di Modanella
Rapolano Terme
8.0 out of 10, Very good, (17 reviews)
"To far out"
United States
Dennis
Castello di Modanella
A stone building with a sloped roof, a small porch, and a gravel driveway.

3. Podere La Chiusella

Podere La Chiusella
Rapolano Terme
9.2 out of 10, Wonderful, (33 reviews)
"We enjoyed our stay. Everything was clean and comfortable, and the complex itself was impressive and a stunning place to stay. The location was also a convenient base for seeing Tuscany, and we had a great meal nearby in Rapolano Terme. Overall, it has the potential to be one of the coolest places you'll ever stay, though we did encounter a few technical issues regarding the shower and WiFi (which the hosts were quickly responsive about). I'd still recommend it, but it's helpful if you go in...
United Kingdom
Kevin
The price is 2.683.784 ₫
3.067.337 ₫ total
includes taxes & fees
4 Nov - 5 Nov
Podere La Chiusella
A stone building with a tiled roof, surrounded by a well-maintained garden with various plants and a cactus in the foreground.

4. La Murata

La Murata
Rapolano Terme
9.2 out of 10, Wonderful, (13 reviews)
"Amazingly beautiful place! Wish i could have stayed longer to enjoy the view but was just passing through. The apartment was so cute and clean. Any family would enjoy staying here. I would stay here again if i were in the area."
United States
Elizabeth
The price is 3.539.003 ₫
4.008.078 ₫ total
includes taxes & fees
4 Nov - 5 Nov
La Murata
A building with a sign for 'Residence Leccio' and a café named 'La Rumba Café'.

5. RESIDENCE LECCIO

RESIDENCE LECCIO
Asciano
9.4 out of 10, Exceptional, (8 reviews)
"Very nice, affordable place in beautiful area"
United States
Corey
The price is 2.099.058 ₫
2.452.932 ₫ total
includes taxes & fees
19 Nov - 20 Nov
RESIDENCE LECCIO
A courtyard with outdoor seating, a stone building with a tower, and a well-maintained garden.

6. Castello di Gargonza

Castello di Gargonza
3.0 star property
Monte San Savino
9.4 out of 10, Exceptional, (49 reviews)
"Roberto, his wife and his staff were all round great. Very friendly helpful and great service. We were very happy to find this authentic castle/village to stay in Tuscany."
Canada
Iain
The price is 7.087.167 ₫
7.911.059 ₫ total
includes taxes & fees
4 Nov - 5 Nov
Castello di Gargonza
A stone archway leading to a room with a tiled floor, a bed, and a chandelier.

7. Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (84 reviews)
"Beautiful resort in the hills, lovely and charming room, incredibly spacious."
United States
Deanna
Villa Curina Resort
A covered corridor with brick columns, potted plants, and a view of a lush landscape.

8. Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (185 reviews)
"Great Historical location."
Canada
Robert
The price is 1.672.650 ₫
1.926.296 ₫ total
includes taxes & fees
26 Nov - 27 Nov
Abbadia Sicille Relais
A spa area with a stone-walled arch, a hot tub, and a small window.

9. DormiVeglia B&B

DormiVeglia B&B
Monte San Savino
10.0 out of 10, Exceptional, (30 reviews)
"Amazing, warm, sweet, lovely, such a gem of a place!"
American Samoa
Melissa Hyun Joo
The price is 2.834.866 ₫
3.233.527 ₫ total
includes taxes & fees
9 Nov - 10 Nov
DormiVeglia B&B
A person in a swimming pool with a view of trees and distant hills.

10. Albergo Diffuso Borgo Santo

Albergo Diffuso Borgo Santo
Asciano
10.0 out of 10, Exceptional, (3 reviews)
"Location was perfect, restaurants were excellent, views spectacular. Will highly recommend!"
United States
David
The price is 5.131.031 ₫
5.788.102 ₫ total
includes taxes & fees
4 Nov - 5 Nov
Albergo Diffuso Borgo Santo
A stone-paved courtyard with a wrought iron gate, a brick building, and a tree.

11. B&B Le Logge Di Sopra

B&B Le Logge Di Sopra
Asciano
The price is 2.691.065 ₫
3.075.578 ₫ total
includes taxes & fees
24 Nov - 25 Nov
B&B Le Logge Di Sopra
A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

12. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (170 reviews)
"Great location. Clean and quiet with good breakfast"
United States
Michael
The price is 3.525.051 ₫
4.050.318 ₫ total
includes taxes & fees
2 Dec - 3 Dec
Hotel San Gregorio
Two people standing near a campfire with a wooden structure in a natural setting.

13. 2 Cuori e 1 Yurta Glamping in Toscana

2 Cuori e 1 Yurta Glamping in Toscana
Asciano
The price is 6.106.444 ₫
6.889.851 ₫ total
includes taxes & fees
9 Nov - 10 Nov
2 Cuori e 1 Yurta Glamping in Toscana
A pool area with two rectangular pools, surrounded by lounge chairs and umbrellas, set against a backdrop of vineyards and tall cypress trees.

14. Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (42 reviews)
"Great spot"
Canada
Philippe
Villa di Sotto
A stone building with a garden in front.

15. Borgo Argenina

Borgo Argenina
Gaiole in Chianti
9.8 out of 10, Exceptional, (30 reviews)
"What an amazing place. We enjoyed it so much."
United States
Tatevik
Borgo Argenina
A crowded restaurant with brick walls and multiple tables and chairs.

16. La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (152 reviews)
"This place was great. Amazing view the room. Extremely friendly and helpful staff. This hotel made our trip - highly recommend"
Canada
Colin
The price is 3.874.187 ₫
4.376.781 ₫ total
includes taxes & fees
25 Nov - 26 Nov
La Locanda di San Francesco
An aerial view of a historic stone building complex with a swimming pool, surrounded by lush greenery and vineyards.

17. Bosco della Spina

Bosco della Spina
Murlo
9.6 out of 10, Exceptional, (188 reviews)
"Very peaceful and scenic. Wish we had stayed longer."
United States
Amir
Bosco della Spina
An outdoor seating area with a pergola, a fire pit, and a flower arrangement.

18. Fontelunga Hotel & Villas

Fontelunga Hotel & Villas
Foiano della Chiana
10.0 out of 10, Exceptional, (10 reviews)
"Wonderful stay!"
Canada
Brian
Fontelunga Hotel & Villas
A poolside area with two glasses of water, candles, and a stone pathway.

19. Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites
3.0 star property
San Quirico d'Orcia
9.0 out of 10, Wonderful, (105 reviews)
"Hotel had beautiful views and amenities like breakfast and spa were amazing."
United States
Oscar
The price is 4.290.602 ₫
4.835.068 ₫ total
includes taxes & fees
29 Nov - 30 Nov
Casanova - Panoramic Rooms and Suites
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.
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Top Serre di Rapolano Hotel Reviews

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"The highlight was the experience at the bar with the entertaining bartenders! Great breakfast and service!"
Stephanie 4-night trip
Posted 7 hours ago
Monastero di Cortona Hotel & Spa

Frequently asked questions

Are there holiday rentals in Serre di Rapolano?

Yes, there are holiday rentals close to the most popular sights in Serre di Rapolano, or you can select a more secluded option if you're looking for a relaxing stay. Serre di Rapolano is known for its museums.

How many holiday rentals are there in Serre di Rapolano?

Choose from 3 Expedia holiday rentals in Serre di Rapolano for a memorable holiday.

What can I see and do in Serre di Rapolano?

Explore the area and family-friendly sights such as Siena Circuit, or get out into nature at a spot like Terme Antica Querciolaia. In the wider area, you’ll find Museo dell'Antica Grancia e dell'Olio and San Giovanni Terme Rapolano.

What are holiday rentals like in Serre di Rapolano?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Serre di Rapolano. Holiday rentals provide amenities such as patios, hot tubs and fire pits so you'll feel right at home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of safety away from shared hotel lifts and busy lobbies while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great choice for a family trip.