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

1. Antico Granaione

Rapolano Terme

$100

$115 total

includes taxes & fees

Sep 30 - Oct 1

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

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

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.

2. Castello di Leonina Relais

Asciano

$175

$200 total

includes taxes & fees

Oct 11 - Oct 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.

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.

3. Precise House Montaperti Siena

Asciano

$116

$135 total

includes taxes & fees

Sep 30 - Oct 1

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

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.

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

4. Castel Monastero - The Leading Hotels of the World

Castelnuovo Berardenga

$635

$710 total

includes taxes & fees

Oct 13 - Oct 14

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.

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

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

5. La Certosa di Pontignano

Castelnuovo Berardenga

$131

$153 total

includes taxes & fees

Oct 16 - Oct 17

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 table with a bottle of Brunello di Montalcino wine, a plate of food, and a bowl of bread.

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

6. Fattoria Pieve a Salti

Montalcino

$132

$150 total

includes taxes & fees

Sep 20 - Sep 21

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

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

7. SI Montalcino Hotel

Montalcino

$107

$144 total

includes taxes & fees

Sep 29 - Sep 30

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

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

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

8. Capanna Suites

Montalcino

$464

$522 total

includes taxes & fees

Oct 9 - Oct 10

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

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

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.

9. Agriturismo San Sano

Gaiole in Chianti

$86

$99 total

includes taxes & fees

Oct 11 - Oct 12

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 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.

10. 2 Cuori e 1 Yurta Glamping in Toscana

Asciano

$245

$276 total

includes taxes & fees

Oct 5 - Oct 6

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

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

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.

11. Podere La Rocca

Montepulciano

$238

$266 total

includes taxes & fees

Sep 20 - Sep 21

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 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.

12. Podere Brizio

Montalcino

$225

$256 total

includes taxes & fees

Oct 11 - Oct 12

A hotel room with a bed, a desk, a chair, and a television.

A room with a sofa, a bed, a table, and a view of the outdoors.

A room with a single bed, two framed pictures on the wall, and a thermostat.

A historic town with a prominent church, a courtyard with a swimming pool, and terraced buildings.

13. Relais Cloister Pienza

Pienza

$132

$152 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 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.

14. Il Verreno

Ambra

$227

$254 total

includes taxes & fees

Oct 12 - Oct 13

A pathway lined with trees and a large pot in the center.

A white building with a tiled roof, surrounded by lush greenery and a hilly landscape.

A bedroom with a bed, bedside lamps, a wooden table, and a balcony with a view of greenery.

A breakfast buffet with pastries and a coffee machine.

15. Villa Montarioso

Montarioso

$82

$96 total

includes taxes & fees

Oct 13 - Oct 14

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.

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.

16. LaChiusa Tuscany

Torrita di Siena

$238

$267 total

includes taxes & fees

Oct 3 - Oct 4

A neatly made bed with white linens and two pillows, a bedside table with a bowl of fruit and a cup, and a window with curtains.

A bathroom with a sink, mirror, towel rack, and a shower area.

A multi-story building with balconies, a central staircase, and potted plants.

A modern living room with white furniture, a flat-screen TV, and decorative plants.

17. Hotel I Due Cigni

Montepulciano

$90

$104 total

includes taxes & fees

Oct 14 - Oct 15

A historic stone building with multiple windows and a courtyard.

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

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.

18. Borgo San Felice Resort

Castelnuovo Berardenga

$714

$797 total

includes taxes & fees

Oct 11 - Oct 12

A breakfast setup with a variety of food items and a coffee machine.

A bedroom with a bed, bedside table with a lamp, a chair, and a radiator.

A clear swimming pool with lounge chairs and a pergola.

A bar area with a variety of liquor bottles, a chalkboard menu, and hanging light fixtures.

19. AgriHotel Villa Ambra

Montepulciano

$81

$93 total

includes taxes & fees

Oct 7 - Oct 8

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.

20. Hotel La Terrazza di Montepulciano

Montepulciano

$115

$132 total

includes taxes & fees

Sep 29 - Sep 30

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

La Certosa di Pontignano

Castelnuovo Berardenga

10/10 Exceptional

Jeffrey

Castello di Leonina Relais

Asciano

10/10 Exceptional

Jennifer

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

Il Verreno

Ambra

10/10 Exceptional

James

Castel Monastero - The Leading Hotels of the World

Castelnuovo Berardenga

10/10 Exceptional

Raina

Agriturismo San Sano

Gaiole in Chianti

10/10 Exceptional

Angela

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

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

Agriturismo Il Macchione

Pienza

10/10 Exceptional

kristine

A stone building with outdoor seating and a pool in the background.

A bedroom with two beds, a chandelier, a leopard-print chair, and a small table with a vase.

A dining table set with various foods, including meats, cheeses, and fruits.

A swimming pool with a breakfast tray of fruits and juice, surrounded by trees and a clear sky.

B&B Country House Poggio del Drago

Civitella in Val di Chiana

10/10 Exceptional

Kristen

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 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 pool with a view of a green landscape and trees.

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

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.

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

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.

A courtyard with a bell tower, a well-maintained lawn, and outdoor seating.

Hotel Certosa Di Maggiano

Siena

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

Fattoria Pieve a Salti

Montalcino

10/10 Exceptional

Jim

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

A spa area with a stone wall, wooden beams, a large window with a view, and a hot tub.

A landscaped garden with neatly trimmed bushes, a stone pathway, and umbrellas.

A picnic setup with a basket, blanket, pillows, and food items on a grassy area with a hilly landscape in the background.

A pool surrounded by manicured gardens and vineyards, with a clear view of rolling hills in the background.

Mastrojanni Relais - Small Luxury Hotels of the World

Montalcino

10/10 Exceptional

Rita

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

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

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.

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

Hotel I Due Cigni

Montepulciano

10/10 Exceptional

Tess and Mel

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.