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

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

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

1. Antico Granaione

Rapolano Terme

$98

$113 total

includes taxes & fees

Oct 14 - Oct 15

A stone building with a courtyard and a canal.

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.

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

2. Palazzo Brandano

Trequanda

$113

$128 total

includes taxes & fees

Oct 15 - Oct 16

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.

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

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

3. Castello di Leonina Relais

Asciano

$142

$163 total

includes taxes & fees

Oct 19 - Oct 20

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

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

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.

4. Precise House Montaperti Siena

Asciano

$98

$114 total

includes taxes & fees

Oct 23 - Oct 24

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

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

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.

5. 2 Cuori e 1 Yurta Glamping in Toscana

Asciano

$250

$282 total

includes taxes & fees

Oct 12 - Oct 13

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.

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

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

6. Podere La Rocca

Montepulciano

$157

$177 total

includes taxes & fees

Oct 28 - Oct 29

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

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

A breakfast buffet with various food items and beverages.

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

7. Hotel Corsignano

Pienza

$198

$224 total

includes taxes & fees

Oct 19 - Oct 20

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.

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

8. Fattoria Pieve a Salti

Montalcino

$130

$147 total

includes taxes & fees

Oct 14 - Oct 15

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

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

9. Relais Cloister Pienza

Pienza

$130

$150 total

includes taxes & fees

Oct 6 - Oct 7

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

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

10. Agriturismo San Sano

Gaiole in Chianti

$74

$86 total

includes taxes & fees

Oct 18 - Oct 19

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.

11. Castel Monastero - The Leading Hotels of the World

Castelnuovo Berardenga

$605

$677 total

includes taxes & fees

Oct 13 - Oct 14

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

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

12. Palazzo di Valli

Siena

$150

$171 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.

13. Capanna Suites

Montalcino

$296

$336 total

includes taxes & fees

Oct 28 - Oct 29

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

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.

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

14. LaChiusa Tuscany

Torrita di Siena

$225

$253 total

includes taxes & fees

Oct 10 - Oct 11

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

15. La Certosa di Pontignano

Castelnuovo Berardenga

$98

$117 total

includes taxes & fees

Oct 19 - Oct 20

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 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.

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

16. Hotel La Terrazza di Montepulciano

Montepulciano

$113

$129 total

includes taxes & fees

Oct 5 - Oct 6

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

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.

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

17. Il Verreno

Ambra

$223

$250 total

includes taxes & fees

Oct 13 - Oct 14

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

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

18. Hotel Dei Capitani

Montalcino

$136

$159 total

includes taxes & fees

Oct 21 - Oct 22

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

A kitchen with a buffet setup, including a variety of food items and glassware.

19. SI Montalcino Hotel

Montalcino

$96

$132 total

includes taxes & fees

Oct 23 - Oct 24

An aerial view of a historic town with stone buildings, a prominent church, and a castle-like structure with a sign reading "Castello di Monteverde."

An aerial view of a two-story stone building with a swimming pool in the foreground.

A room with a wooden bench, potted plants, framed artwork, and a view of the outside.

An outdoor patio with terracotta-tiled flooring, metal tables and chairs, potted plants, and a view of the sea.

20. Hotel Vecchia Oliviera

Montalcino

$170

$196 total

includes taxes & fees

Oct 19 - Oct 20

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

Adam

Castello di Leonina Relais

Asciano

10/10 Exceptional

Jennifer

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...

Il Verreno

Ambra

10/10 Exceptional

James

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

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

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

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

Casa Franci Montalcino

Montalcino

10/10 Exceptional

Sandra

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

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

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

Agriturismo San Sano

Gaiole in Chianti

10/10 Exceptional

Angela

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

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.

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

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

La Certosa di Pontignano

Castelnuovo Berardenga

10/10 Exceptional

Jeffrey

Castel Monastero - The Leading Hotels of the World

Castelnuovo Berardenga

10/10 Exceptional

Raina

Hotel Corsignano

Pienza

10/10 Exceptional

lydia

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

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

A courtyard with a stone building featuring a bell tower, outdoor seating, and greenery.

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

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 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.

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

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

A rustic stone building with a cozy interior, surrounded by lush greenery and flowering plants.

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 historic stone building with multiple windows and a courtyard.

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

A room with a large window overlooking a landscape with trees and hills. There are two upholstered sofas with a patterned rug in the center.

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

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