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

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

1. Antico Granaione

Rapolano Terme

$99

$113 total

includes taxes & fees

Oct 11 - Oct 12

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

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.

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

2. Castello di Leonina Relais

Asciano

$174

$198 total

includes taxes & fees

Oct 26 - Oct 27

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

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.

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

3. Precise House Montaperti Siena

Asciano

$98

$115 total

includes taxes & fees

Oct 23 - Oct 24

A stone building with a courtyard and a canal.

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

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

4. Palazzo Brandano

Trequanda

$114

$128 total

includes taxes & fees

Oct 15 - Oct 16

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.

5. Podere La Rocca

Montepulciano

$158

$178 total

includes taxes & fees

Oct 25 - Oct 26

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.

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.

6. Capanna Suites

Montalcino

$297

$338 total

includes taxes & fees

Oct 28 - Oct 29

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.

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

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

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

7. La Certosa di Pontignano

Castelnuovo Berardenga

$98

$117 total

includes taxes & fees

Oct 19 - Oct 20

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

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

8. 2 Cuori e 1 Yurta Glamping in Toscana

Asciano

$252

$284 total

includes taxes & fees

Sep 29 - Sep 30

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 window and a light fixture.

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

A pool surrounded by lush greenery and vineyards, with a stone building in the background.

9. Agriturismo San Sano

Gaiole in Chianti

$74

$86 total

includes taxes & fees

Oct 18 - Oct 19

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

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

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

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

10. Podere Brizio

Montalcino

$222

$253 total

includes taxes & fees

Oct 28 - Oct 29

A rustic stone building with a wooden pergola, outdoor seating, and a garden with various plants.

An aerial view of a castle with a swimming pool, surrounded by dense forest and vineyards.

A stone archway leading to a window with a view of tall trees and a distant landscape.

A historic stone building with a large arched window and a small balcony.

11. Castello di Tornano Wine Resort

Gaiole in Chianti

$144

$167 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 stone building with a swimming pool, surrounded by a well-maintained garden and a clear sky.

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

12. Castel Monastero - The Leading Hotels of the World

Castelnuovo Berardenga

$608

$680 total

includes taxes & fees

Oct 13 - Oct 14

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

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.

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

13. SI Montalcino Hotel

Montalcino

$96

$132 total

includes taxes & fees

Oct 23 - Oct 24

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.

14. LaChiusa Tuscany

Torrita di Siena

$227

$254 total

includes taxes & fees

Oct 17 - Oct 18

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

A room with a herringbone floor, a bed, a sofa, a desk, and a view through a window.

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.

15. Relais Cloister Pienza

Pienza

$130

$150 total

includes taxes & fees

Oct 4 - Oct 5

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.

A long table set for a formal event, with clear chairs and white tablecloths, under a large chandelier and surrounded by greenery.

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

16. Il Verreno

Ambra

$224

$251 total

includes taxes & fees

Oct 12 - Oct 13

A modern interior with a decorative wall, a bed with pillows, and a small table with a lamp.

A spa area with a circular hot tub surrounded by mosaic tiles, a stone bench, and a small table with a bowl and a candle.

A modern hotel lobby with a large mirror, potted plants, and a spacious seating area.

A rooftop terrace with outdoor seating, a pergola, and a view of hills.

17. Il Gentiluomo Hotel & SPA

Arezzo

$74

$88 total

includes taxes & fees

Oct 1 - Oct 2

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

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

18. Hotel La Terrazza di Montepulciano

Montepulciano

$114

$130 total

includes taxes & fees

Sep 30 - Oct 1

An infinity pool with a clear view of the sunset, surrounded by trees and lounge chairs.

A view through a window of a courtyard with a pool, trees, and a building in the background.

An outdoor dining area with tables and chairs, covered by a canopy, overlooking a scenic landscape.

An aerial view of a town with a central square, a swimming pool, and surrounding residential buildings.

19. Palazzuolo

San Quirico d'Orcia

$119

$135 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.

20. Palazzo di Valli

Siena

$156

$177 total

includes taxes & fees

Oct 21 - Oct 22

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

Castel Monastero - The Leading Hotels of the World

Castelnuovo Berardenga

10/10 Exceptional

Raina

A historic stone building with multiple windows and a courtyard.

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

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

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

Borgo San Felice Resort

Castelnuovo Berardenga

10/10 Exceptional

An unforgettable stay in Tuscany!** Our stay at Borgo San Felice was truly incredible from beginning to end. From the moment our private driver picked us up at the train station and brought us through the beautiful Tuscan countryside to the resort, everything felt seamless and special. The property itself is absolutely breathtaking pictures truly don’t do it justice. We enjoyed dinner on the property, a wonderful couples massage, a private wine tour and tasting, and a relaxing pool day. We...

Yael

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

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

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

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

Hotel Certosa Di Maggiano

Siena

10/10 Exceptional

Anonymous traveler

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

A large, historic building with a tiled roof and multiple windows, surrounded by lush gardens and a stone pathway.

A restaurant with stone pillars, wooden beams, and white tablecloths. Tables are arranged for dining.

A table set for breakfast with various dishes, drinks, and a newspaper.

A spacious living room with a high ceiling, exposed wooden beams, and a large arched brick structure. There are multiple seating areas with floral-patterned sofas and armchairs. A fireplace and bookshelves are visible in the background.

Hotel Le Fontanelle

Castelnuovo Berardenga

10/10 Exceptional

Anonymous traveler

Il Verreno

Ambra

10/10 Exceptional

James

A large estate with multiple buildings, a well-maintained garden, and a vineyard in the background.

A bedroom with a large bed, a bench, a window, and a bathroom with a tiled wall and a mirror.

An outdoor patio with brick arches, wicker furniture, and hanging lanterns.

Lupaia

Torrita di Siena

10/10 Exceptional

This was the most amazing place to stay! This was our favorite stop on a 30-day trip to Greece, Italy and Switzerland. The surrounding countryside is stunning. Our room had a Turkish Bath - what a fun experience. We were a couple of weeks in to our vacation, and we were ready for some down time. Having a private little garden, overlooking the Tuscan hillside was WONDERFUL. The dinner we had on site was one of the best of our entire trip. Breakfast in the morning was an incredible display...

KC Traveler

A stone house with a tiled roof, large glass doors, and a stone pathway leading to it.

A large indoor swimming pool with clear water, surrounded by modern architecture and a glass railing.

An arched stone structure with a view of a landscaped garden and a building with outdoor seating.

A spacious living area with a high arched ceiling, a sofa set, and a glass coffee table.

The Club House

Castelnuovo Berardenga

10/10 Exceptional

debbie

A stone-walled room with a large arched doorway, a sofa, a table with a vase, and a view of the landscape.

An aerial view of a villa with a swimming pool, terraced gardens, and a stone pathway.

An open archway leading to a kitchen with a wooden ceiling, a hanging lantern, and a tiled backsplash.

An outdoor dining area with tables and chairs, large windows, and a view of the surrounding landscape.

Castiglion del Bosco, A Rosewood Hotel

Montalcino

10/10 Exceptional

Ray

A pool with a view of a green landscape and trees.

A dining area with tables set for a meal, featuring white tablecloths, clear glassware, and floral centerpieces.

A rustic outdoor dining area with stone walls, a wooden table, metal chairs, and two lit lanterns.

A building with a gravel path leading to a wooden door, surrounded by dense greenery.

Villa Cicolina

Montepulciano

10/10 Exceptional

This was a very special place for my husband and me. We felt relaxed and pampered in a perfect Italian countryside environment. A friend recommended it to me and she was spot on! The grounds were beautiful, the rooms were special, and the separate dining room made you feel like you were in the heart of Tuscany....because you are! You are 2 miles from downtown Montelpulciano, 40 min from Montalcino, 40 from Sienna, and close to the most wonderful vineyards. We ate and drank our way through...

Nanette

A pool with a tree in the center, surrounded by a deck and a view of hills in the background.

A table set for dining with a scenic view of hills in the background.

A bar area with green walls, wooden stools, and a bar counter.

La Posta Hotel & Thermal Spa

San Quirico d'Orcia

10/10 Exceptional

david

Castello di Leonina Relais

Asciano

10/10 Exceptional

Jennifer

Agriturismo San Sano

Gaiole in Chianti

10/10 Exceptional

Angela

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

Palazzo Brandano

Trequanda

10/10 Exceptional

Adam

La Certosa di Pontignano

Castelnuovo Berardenga

10/10 Exceptional

Jeffrey

A person relaxing in a hot tub with a view of a vineyard and mountains in the background.

A pathway flanked by tall, narrow trees leading to a stone building with an arched entrance.

A picnic setup with blankets and cushions on a gravel surface, surrounded by cypress trees and a sunset in the background.

A dining area with a wooden table set for a meal, a fireplace, and a painting on the wall.

Villa Le Prata - Residenza del Vescovo

Montalcino

10/10 Exceptional

Michelle

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.

Agriturismo Il Macchione

Pienza

10/10 Exceptional

kristine

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.