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

Hotels in Serre di Rapolano

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Where to stay in Serre di Rapolano?

A room with a piano, stone walls, a wooden cabinet, and a bench.

A narrow stairway with a small window overlooking a courtyard with a brick building and a wooden ceiling.

A bedroom with a bed, a nightstand, a potted plant, and a window with a view.

A wooden console table with a mirror above it, a vase with flowers, and a basket of fruit.

1. Antico Granaione

Rapolano Terme

$89

$102 total

includes taxes & fees

Nov 1 - Nov 2

A table set for dining with a scenic view of rolling hills and distant mountains.

An aerial view of a property with a swimming pool, surrounded by trees and a view of the countryside.

A brick building with a large arched entrance, a metal gate, and a wooden door.

A courtyard with brick buildings, a column, and potted plants.

2. Castello di Leonina Relais

Asciano

$165

$188 total

includes taxes & fees

Oct 26 - Oct 27

A stone building with a courtyard and a canal.

A bar area with wooden shelves, books, and a brick wall. There are three green bar stools and a patterned rug on the floor.

A stone patio with a round table and chairs, surrounded by potted plants, overlooking a hilly landscape.

A bedroom with a wooden ceiling, a bed with a decorative headboard, a bench, and a large wardrobe.

3. Palazzo Brandano

Trequanda

$68

$79 total

includes taxes & fees

Nov 8 - Nov 9

A hot tub with two people, surrounded by trees and a wooden deck.

A wooden interior with a wooden table, a mirror, a lantern, and various plants.

A cozy, well-lit tent with a bed, wooden furniture, and decorative pillows.

A yurt interior with a wooden dining area, a kitchen with a refrigerator, and a large window overlooking a garden.

4. 2 Cuori e 1 Yurta Glamping in Toscana

Asciano

$237

$267 total

includes taxes & fees

Oct 18 - Oct 19

A villa with a swimming pool, terraced garden, and a view of distant mountains.

A stone building with a gravel pathway leading to the entrance.

A fire pit with burning logs, surrounded by stone blocks and a metal grill.

A stone building with a tiled roof, surrounded by a grassy area and flowering plants.

5. Agriturismo Il Macchione

Pienza

$142

$160 total

includes taxes & fees

Nov 5 - Nov 6

A pool with a wooden deck and lounge chairs, surrounded by trees and hills in the background.

A window with a view of a green landscape, including trees and distant hills.

An aerial view of a property with a main building, a swimming pool, and surrounding green fields.

6. Fattoria Pieve a Salti

Montalcino

$119

$136 total

includes taxes & fees

Nov 9 - Nov 10

Two people sitting at a round table outdoors with a scenic view of mountains in the background.

A bar area with a wooden bar counter, three orange chairs, and a variety of bottles and glasses.

A hotel entrance with a sign reading "Hotel Corsignano," a paved driveway, and a large terracotta pot.

A patio area with wicker furniture, a glass table, and a pool in the background.

7. Hotel Corsignano

Pienza

$116

$135 total

includes taxes & fees

Nov 11 - Nov 12

A terrace with multiple sun loungers and a scenic view of green fields and hills.

A spa room with a reception desk, a massage chair, and a window with blinds.

An indoor swimming pool with lounge chairs and a view of the countryside.

A modern hotel room with a bed, a small table with a hat, a red chair, a window with curtains, and a bathroom with a glass shower enclosure.

8. Precise House Montaperti Siena

Asciano

$95

$111 total

includes taxes & fees

Nov 1 - Nov 2

A living room with a sofa, armchairs, a coffee table, a cabinet, and a lamp.

A hotel room with a bed, bedside lamps, a desk with a coffee maker, and a window with curtains.

A poolside area with lounge chairs and umbrellas, a stone wall, and a clear sky.

A buffet setup with various food items and condiments.

9. Relais Cloister Pienza

Pienza

$128

$147 total

includes taxes & fees

Oct 29 - Oct 30

A swimming pool with lounge chairs and a person in a patterned dress.

A stone staircase with candles and a sign reading "CANTINA".

A person performing a yoga pose in a grassy area with a historic building in the background.

A stone building with a swimming pool, surrounded by a well-maintained garden and a clear sky.

10. Castel Monastero - The Leading Hotels of the World

Castelnuovo Berardenga

$562

$630 total

includes taxes & fees

Nov 1 - Nov 2

A covered outdoor seating area with white chairs and tables, overlooking a scenic landscape with mountains and trees.

An aerial view of a villa surrounded by lush greenery and rolling hills.

An outdoor dining area with long tables set for a meal, surrounded by greenery and trees.

A poolside area with a swimming pool, lounge chairs, and a grassy lawn.

11. Il Verreno

Ambra

$199

$223 total

includes taxes & fees

Oct 25 - Oct 26

A rustic brick wall with a lantern and a metal archway overlooking a lush valley.

A stone pathway leading to a rustic building with ivy-covered walls and a large tree in the center.

A bedroom with a stone wall, a bed with teal bedding, a chandelier, and a view through a glass door.

An outdoor pool area with a fountain, string lights, and stone walls.

12. LaChiusa Tuscany

Torrita di Siena

$222

$249 total

includes taxes & fees

Oct 17 - Oct 18

A candle on a tray with corks, a glass with a drink and an orange slice, and a table with chairs in an outdoor setting with arches in the background.

A corridor with a wooden door at the end, a metal railing on one side, and a light fixture above.

An aerial view of a historic building complex with a central courtyard, surrounded by vineyards and greenery.

An interior corridor with arches, columns, and a brick wall.

13. La Certosa di Pontignano - Place of Charme

Castelnuovo Berardenga

$84

$102 total

includes taxes & fees

Nov 2 - Nov 3

A narrow street with a yellow building on the left, a wooden structure in the background, and a row of white and pink flowers along the edge.

A hallway with arched ceilings, framed pictures on the walls, and a staircase leading to another room.

A building entrance with the name "ALBERGO LA TERRAZZA" above a wooden door.

A rustic room with a fireplace, wooden furniture, and a tiled floor.

14. Hotel La Terrazza di Montepulciano

Montepulciano

$112

$127 total

includes taxes & fees

Oct 21 - Oct 22

A poolside area with lounge chairs, a table with drinks, and a view of hills.

A four-poster bed with a bench, stone flooring, and a stone wall.

A room with a large window, a door, and a view of a landscape.

A villa with a swimming pool, stone buildings, and a view of the surrounding countryside.

15. Capanna Suites

Montalcino

$324

$367 total

includes taxes & fees

Oct 26 - Oct 27

An aerial view of a vineyard estate with rows of grapevines, a swimming pool, and a red building.

A bedroom with a large bed, wooden headboard, a chandelier, a nightstand, and a red rug.

A window with a view of a green landscape, a table with a teapot, cups, and a tray of snacks.

A traditional room with a fireplace, wooden furniture, and a large mirror.

16. Podere La Rocca

Montepulciano

$193

$217 total

includes taxes & fees

Oct 27 - Oct 28

A table set for breakfast with a scenic view of hills and a cloudy sky.

An open wooden door leading to a courtyard with potted plants and a view of buildings in the background.

An arched entrance with a brick pathway leading to a building, surrounded by lush greenery and purple flowering vines.

A breakfast buffet with various food items and beverages, set in a room with arched ceilings and yellow walls.

17. Palazzo di Valli

Siena

$108

$122 total

includes taxes & fees

Nov 14 - Nov 15

A stone building with a stone staircase, surrounded by lush greenery and a stone pathway.

A bedroom with a large bed, wooden beams on the ceiling, a nightstand with a lamp, and framed pictures on the wall.

An outdoor patio with stone walls, green cushioned seating, a table with chairs, and a decorative umbrella.

A stone building with a swimming pool, white lounge chairs, and a white umbrella.

18. Le Ragnaie

Montalcino

$96

$117 total

includes taxes & fees

Nov 3 - Nov 4

A stone building with a tiled roof, a paved pathway, and a well-maintained garden.

A room with a wooden ceiling, a dining table with chairs, a bed, and a window with curtains.

A stone building with a wooden deck and white lounge chairs.

A stone building with a pool, lounge chairs, and a garden with flowers.

19. Podere Brizio

Montalcino

$199

$228 total

includes taxes & fees

Nov 6 - Nov 7

A pool with a stone wall, a view of the countryside, and a building with a tiled roof.

A hotel with a classic facade, multiple windows with shutters, and a sign indicating it is the "Hotel dei Capitani."

A terrace with outdoor seating, a view of the landscape, and a building with large windows.

A buffet setup with various food items, a coffee station, and a counter with beverages.

20. Hotel Dei Capitani

Montalcino

$130

$152 total

includes taxes & fees

Oct 20 - Oct 21

View all properties

Go beyond your typical stay in Serre di Rapolano

Top landmarks in Serre di Rapolano

Museo dell'Antica Grancia e dell'Olio

8.6/10 (4 reviews)

The center of Serre di Rapolano is home to cultural attractions like Museo dell'Antica Grancia e dell'Olio, so you might want to stop by during your stay. If you want to experience more of the culture Serre di Rapolano has to offer, head to San Giovanni Terme Rapolano, Terme Antica Querciolaia, and Crete Senesi.

See properties

Learn more about Serre di Rapolano

The region around Serre di Rapolano is home to attractions such as Museo dell'Antica Grancia e dell'Olio and San Giovanni Terme Rapolano.

See all hotels in Serre di Rapolano

Check out reviews of Serre di Rapolano hotels guests love

Antico Granaione

Rapolano Terme

10/10 Exceptional

Irene

Palazzo Brandano

Trequanda

10/10 Exceptional

Barbara

Agriturismo Il Macchione

Pienza

10/10 Exceptional

MYUNGBOK

A courtyard with outdoor seating, a covered area, and a building with brick walls and green shutters.

A living room with a white sofa, a coffee table, and a painting of a historical scene. There is a lamp, a small table with a plant, and a sign indicating room numbers.

A historic building with a sign reading "Borgo Antico" and a "Ristorante" sign below.

A restaurant with a high ceiling, brick walls, and a bar area with a variety of bottles. There are tables and chairs for dining, and a television is visible on the right side.

Hotel Borgo Antico

Monteroni d'Arbia

10/10 Exceptional

Quennie

Capanna Suites

Montalcino

10/10 Exceptional

This hotel set the bar EXTREMELY high for our 2 week vacation. The staff is truly invested in making sure your stay is superb. This is a relatively new-build hotel for Tuscany, but it’s built to look traditional with modern twists. Our room was very spacious and had a modern shower and changing closet. The bed and pillows were very comfortable. The pool is beautiful and the spa house is great. Currently you have to book the spa access a day ahead due to covid precautions; you get 1 hour to...

Anonymous traveler

Castel Monastero - The Leading Hotels of the World

Castelnuovo Berardenga

10/10 Exceptional

Raina

A hot tub with a view of a historic building and mountains.

A staircase with stone steps leading to a room with a large window, wooden beams on the ceiling, and a stone wall.

A bedroom with a large window overlooking a castle, a bed, and a mirror on the wall.

A brick-walled bar with wooden shelves stocked with bottles, tables, and chairs.

Casa Franci Montalcino

Montalcino

10/10 Exceptional

Sandra

La Certosa di Pontignano - Place of Charme

Castelnuovo Berardenga

10/10 Exceptional

Jeffrey

A hotel room with a large bed, a vanity with a mirror, and a green archway.

A dining area with round tables, chairs, chandeliers, and large windows with curtains.

An arched hallway with a marble reception desk, potted plants, and a staircase in the background.

A covered outdoor seating area with a pool in the background.

Hotel Certosa Di Maggiano

Siena

10/10 Exceptional

Anonymous traveler

Podere La Rocca

Montepulciano

10/10 Exceptional

Our stay at Podere La Rocca was fabulous! The property is located in the rolling Tuscan hills just outside Montepulciano. The property is a working farm and vineyard with an onsite restaurant and pool. Our room was comfortable and clean. The bathroom was huge with a new jetted tub. We stayed on the second floor in a building with a large communal room with a fireplace. On the first floor of the same building was a rec room with a pool table. What made the stay was our experience at the...

LaChiusa Tuscany

Torrita di Siena

10/10 Exceptional

Concierge, Luigi is wonderful can do anything. The view across the valley to Montepulciano is worth a special journey in itself. The restaurant is expensive , but a must do at least once. Great, more typical restaurants a few blocks away in little village of Montefollonico. Youre an hour from Montalcino, half hour from Abbey of Monte Oliveto Maggiore, half hour from Montipulciano, hour from Florence by autostrada. Siena is also close by car.

La Chiusa

Hotel Corsignano

Pienza

10/10 Exceptional

lydia

Palazzo di Valli

Siena

10/10 Exceptional

We stayed 3 nights at Palazzo di Valli in late April 2022. The property is beautiful and located in a quiet residential area just south of the city's center. It sits on a hill overlooking a valley, and has it's own orchard and flower gardens. Instead of waking up to the sound of motorcycles and delivery trucks under your window, we woke up to chirping birds. Hosts Lorenzo and Giancarlo were wonderful, offering us recommendations, and helping arrange reservations and transportation. It's a bit of...

Joan

A historic stone building with multiple windows and a courtyard.

An outdoor dining area with tables set for two, covered by large umbrellas, and a brick wall in the background.

A pool area with lounge chairs and a service person attending to a guest.

A stone building with outdoor seating and a garden with roses.

Borgo San Felice Resort

Castelnuovo Berardenga

10/10 Exceptional

Tracy

Podere Brizio

Montalcino

10/10 Exceptional

Wonderful, beautiful property! The rooms are immaculate and nicely decorated. Breakfast is bountiful with wonderful homemade tarts, breads, frittatas. Do not miss dining in the restaurant for dinner. We had several dinners among the best of our 3 week trip to Italy. The staff is very professional, friendly and passionate about their job. Thank you Vito and Caterina for going above and beyond expectations and making our stay one I will never forget. We are already planning our return.

Sharon

Fattoria Pieve a Salti

Montalcino

10/10 Exceptional

Jim

Hotel La Terrazza di Montepulciano

Montepulciano

10/10 Exceptional

Rent a car and drive the Tuscan countryside and stay at this hotel in Montepulciano. Roberto and his wife (princess) Elda were amazing and entertaining hosts. The hotel is right in the shopping and dining district, and there are multiple streets and sights to explore. Every few blocks there is another perch from which to look out over the incredible countryside. The room was large and beautiful, and you can hear the shoppers and diners down below the window. Walk up to the Piazza Grande in...

Damon

Frequently Asked Questions

What accommodations do travelers recommend in Serre di Rapolano?

Guests like Castello di Leonina Relais.

Where can I find free parking at my hotel in Serre di Rapolano?

Park your car for free at Antico Granaione.

Can I book a refundable hotel in Serre di Rapolano?

If you need the flexibility to change your travel plans to Serre di Rapolano, most properties offer refundable* rates you can book. You can see these properties by searching our site and using the "fully refundable" filter to narrow the results down.

What will the weather in Serre di Rapolano be like during my trip?

August and July are typically the warmest months in Serre di Rapolano when the average temp is 72°F. January and February are the coldest months when the average temperature is 44°F. November and October are the months with the most rain.

Why should I book my Serre di Rapolano hotel through Hotels.com?

There are lots of reasons to book your Serre di Rapolano trip with us: our free cancellations on selected hotels* gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.