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

Hotels in Serre di Rapolano

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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 dining area with a yellow table, white chairs, and a kitchen in the background.

1. Antico Granaione

Rapolano Terme

$89

$103 total

includes taxes & fees

Nov 1 - Nov 2

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 bedroom with a bed, a sofa, a desk, and a TV. There are windows with curtains and a view of greenery outside.

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

2. Hotel Borgo Antico

Monteroni d'Arbia

$94

$109 total

includes taxes & fees

Oct 31 - Nov 1

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

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

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

A spacious dining area with round tables and wicker chairs, a patterned rug, and a wooden ceiling.

3. Castello di Leonina Relais

Asciano

$100

$116 total

includes taxes & fees

Oct 23 - Oct 24

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 spacious room with a large bed, two armchairs, a sofa, and a view of the outdoors through a large window.

4. Palazzo Brandano

Trequanda

$93

$106 total

includes taxes & fees

Nov 2 - Nov 3

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

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.

An outdoor dining area with string lights, tables set for a meal, and a natural backdrop.

5. Podere La Rocca

Montepulciano

$156

$176 total

includes taxes & fees

Oct 28 - Oct 29

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

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

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

A buffet setup with various food items and condiments.

6. Relais Cloister Pienza

Pienza

$129

$148 total

includes taxes & fees

Oct 6 - Oct 7

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 breakfast buffet with various food items and beverages.

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

7. Hotel Corsignano

Pienza

$167

$190 total

includes taxes & fees

Nov 3 - Nov 4

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

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.

A spacious living area with a wooden coffee table, a large potted plant, and a sofa.

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

8. Precise House Montaperti Siena

Asciano

$83

$98 total

includes taxes & fees

Nov 1 - Nov 2

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

A rustic interior with a brick fireplace, wooden beams, and a bar area.

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.

9. Fattoria Pieve a Salti

Montalcino

$127

$144 total

includes taxes & fees

Nov 1 - Nov 2

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

A rustic kitchen with wooden cabinets, a vintage toaster, and a fan.

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.

10. 2 Cuori e 1 Yurta Glamping in Toscana

Asciano

$239

$269 total

includes taxes & fees

Nov 2 - Nov 3

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

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

A dining area with white tables and chairs, a large mirror, and a wine bottle on one table.

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

11. Podere Brizio

Montalcino

$201

$230 total

includes taxes & fees

Oct 31 - Nov 1

A stone staircase leading to a door, surrounded by stone walls and a potted plant with green leaves and purple flowers.

A stone building with a wooden door, outdoor seating, and a pergola with vines.

A stone building with a window and a light fixture.

A rustic interior with a stone fireplace, wooden beams, and a staircase leading to an upper level.

12. Agriturismo San Sano

Gaiole in Chianti

$73

$85 total

includes taxes & fees

Oct 18 - Oct 19

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

A bicycle with potted plants attached to it, parked against a textured wall.

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

13. Hotel La Terrazza di Montepulciano

Montepulciano

$112

$128 total

includes taxes & fees

Oct 6 - Oct 7

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

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

An open door leading to a patio with a view of the countryside, a table with plants, and a television on a wooden cabinet.

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

14. Capanna Suites

Montalcino

$291

$331 total

includes taxes & fees

Oct 28 - Oct 29

A table with a glass of white wine, a metal pitcher, and a wooden board with various cheeses and cured meats.

A hotel room with a large bed, a bedside table, a lamp, a window with curtains, and a view of greenery outside.

A poolside area with lounge chairs, a table with wine glasses and a bottle, and a view of a mountainous landscape.

A hotel room with a bed, a sofa, a table with a vase of flowers, a TV, and a window with a view.

15. SI Montalcino Hotel

Montalcino

$95

$130 total

includes taxes & fees

Nov 1 - Nov 2

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

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

A two-story building with a central entrance, green shutters, and a brick staircase leading up to the door.

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

16. Palazzo di Valli

Siena

$120

$135 total

includes taxes & fees

Nov 3 - Nov 4

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 restaurant setting with wooden chairs, a white tablecloth, and a waiter attending to a table.

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

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

17. La Certosa di Pontignano

Castelnuovo Berardenga

$97

$116 total

includes taxes & fees

Oct 19 - Oct 20

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

A rural estate with traditional stone buildings, a swimming pool, and expansive views of the countryside.

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

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

18. LaChiusa Tuscany

Torrita di Siena

$206

$231 total

includes taxes & fees

Oct 5 - Oct 6

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

A spacious lobby with a tiled floor, a wooden reception desk, a staircase, and a large floral painting on the wall.

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

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

19. Hotel Dei Capitani

Montalcino

$131

$153 total

includes taxes & fees

Oct 6 - Oct 7

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

An indoor dining area with tables set for meals, stone walls, and hanging light fixtures.

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

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

20. Castel Monastero - The Leading Hotels of the World

Castelnuovo Berardenga

$567

$635 total

includes taxes & fees

Nov 1 - Nov 2

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

Castello di Leonina Relais

Asciano

10/10 Exceptional

Jennifer

Agriturismo San Sano

Gaiole in Chianti

10/10 Exceptional

Angela

Hotel Borgo Antico

Monteroni d'Arbia

10/10 Exceptional

Quennie

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...

La Certosa di Pontignano

Castelnuovo Berardenga

10/10 Exceptional

Jeffrey

Fattoria Pieve a Salti

Montalcino

10/10 Exceptional

Jim

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 cozy living room with a fireplace, comfortable seating, and a table set with various desserts.

Agriturismo Il Macchione

Pienza

10/10 Exceptional

kristine

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

SI Montalcino Hotel

Montalcino

10/10 Exceptional

When we walked in, the lobby was very nice and bright, and the concierge was very welcoming and helpful. Because we were early for check in, he suggested a few places for lunch as well as a nearby winery. When we came back, the room was absolutely amazing. The back rooms all have a little terrace, which is great for having the infamous Brunello Montalcino wine from the region. The bathrooms are very updated, modern, and clean. I absolutely loved the toiletries--they smelled so good. My husband...

Lindsey

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

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

Precise House Montaperti Siena

Asciano

10/10 Exceptional

Anonymous traveler

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 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

Hotel Corsignano

Pienza

10/10 Exceptional

lydia

An outdoor patio with tables and chairs, surrounded by potted plants and a red building.

A swimming pool with a clear view of the water, a metal structure on the right, and a landscaped area with chairs and plants in the background.

A courtyard with brick buildings, a stone wall, and a view of the surrounding town.

A brick building with three windows, a round blue window, and a sign on the wall.

Borgo Grondaie

Siena

10/10 Exceptional

tmcmaus

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.