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 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.

1. Antico Granaione

Rapolano Terme

$101

$115 total

includes taxes & fees

Sep 27 - Sep 28

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.

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.

2. Castello di Leonina Relais

Asciano

$177

$201 total

includes taxes & fees

Oct 11 - Oct 12

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.

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

3. Castel Monastero - The Leading Hotels of the World

Castelnuovo Berardenga

$670

$749 total

includes taxes & fees

Oct 11 - Oct 12

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.

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

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

4. Precise House Montaperti Siena

Asciano

$111

$129 total

includes taxes & fees

Sep 27 - Sep 28

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

$138

$161 total

includes taxes & fees

Sep 30 - Oct 1

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

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.

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

6. Fattoria Pieve a Salti

Montalcino

$141

$159 total

includes taxes & fees

Sep 15 - Sep 16

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

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

7. Capanna Suites

Montalcino

$467

$526 total

includes taxes & fees

Oct 9 - Oct 10

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

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

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.

8. SI Montalcino Hotel

Montalcino

$108

$145 total

includes taxes & fees

Sep 29 - Sep 30

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

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

A buffet setup with various food items and utensils.

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

9. Relais Cloister Pienza

Pienza

$133

$153 total

includes taxes & fees

Oct 7 - Oct 8

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.

10. Podere Brizio

Montalcino

$226

$258 total

includes taxes & fees

Oct 11 - Oct 12

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

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

11. 2 Cuori e 1 Yurta Glamping in Toscana

Asciano

$246

$278 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.

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.

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

12. Il Verreno

Ambra

$232

$260 total

includes taxes & fees

Oct 12 - Oct 13

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

A breakfast buffet with pastries and a coffee machine.

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

A stone pathway leading to a wooden deck with a railing, surrounded by lush greenery and tall trees.

13. Villa Montarioso

Montarioso

$84

$98 total

includes taxes & fees

Oct 8 - Oct 9

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

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.

A stone building with a window and a light fixture.

14. Agriturismo San Sano

Gaiole in Chianti

$86

$100 total

includes taxes & fees

Oct 11 - Oct 12

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

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

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

A covered outdoor area with a glass roof, bicycles parked, and potted plants.

15. Palazzuolo

San Quirico d'Orcia

$129

$147 total

includes taxes & fees

Sep 27 - Sep 28

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

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

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

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

16. Le Ragnaie

Montalcino

$142

$168 total

includes taxes & fees

Sep 20 - Sep 21

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 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.

17. LaChiusa Tuscany

Torrita di Siena

$240

$268 total

includes taxes & fees

Oct 3 - Oct 4

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

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

A breakfast buffet with various food items and beverages.

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

18. Hotel Corsignano

Pienza

$197

$224 total

includes taxes & fees

Sep 13 - Sep 14

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 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.

19. Hotel La Terrazza di Montepulciano

Montepulciano

$116

$132 total

includes taxes & fees

Oct 9 - Oct 10

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.

20. Villa Cicolina

Montepulciano

$298

$338 total

includes taxes & fees

Sep 28 - Sep 29

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

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 historic stone building with multiple windows and a courtyard.

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

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.

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

Hotel Corsignano

Pienza

10/10 Exceptional

lydia

Le Ragnaie

Montalcino

10/10 Exceptional

Kathy

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."

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

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

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

Hotel Vecchia Oliviera

Montalcino

10/10 Exceptional

Kristina

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 reception area with a curved desk, a lamp, and framed artwork on the wall.

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.

Hotel I Due Cigni

Montepulciano

10/10 Exceptional

Tess and Mel

A terrace with wicker chairs and a table set for breakfast, overlooking a historic town with terracotta buildings and cypress trees.

A bedroom with a large window, a bed, a nightstand, and a mirror.

A hotel entrance with a view of historic buildings and a clear sky.

A room with a white desk, chair, and a large mirror. There is a painting of a horse on the wall and a window with curtains.

Villa del Sole Siena

Siena City Centre

10/10 Exceptional

Linna

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

An indoor dining area with brick arches, tables set for dining, and a view of the outdoors.

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

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

The Club House

Castelnuovo Berardenga

10/10 Exceptional

debbie

A spacious living room with a leather sofa, a wooden coffee table, and a view through large arched windows.

A living room with a fireplace, a sofa, a coffee table, and a view of a bedroom through an arched doorway.

A cozy room with a sofa and a coffee table, surrounded by shelves of wine bottles.

A dining table with two wine glasses, a vase with flowers, and a cheese board.

Relais Villa Grazianella - UNA Esperienze

Montepulciano

10/10 Exceptional

We were the only guests for 2 nights out of 3, at this lovely B&B on the estate of one of the best wineries in Tuscany. We had sumptuous room with a living room, bedroom and bathroom (nice shower!) all to ourselves. The staff were local women, who made a wonderful breakfast every day and told us of the life in Tuscany. The place was spotless, the food great, and it was so relaxing to come " home" to the vineyards every night, after seeing hordes of people in the towns we explored. One could...

RAP

A building with a stone pathway leading to an arched entrance, flanked by potted plants and lit by ground lights.

A hotel room with a fireplace, two armchairs, a bed, and a dresser.

A table set for a tea service with a tiered tray of pastries, a teapot, and various cups and saucers.

An outdoor dining area with tables and chairs, a garden with a lawn and potted plants, and a building with multiple windows and balconies.

Hotel Villa Marsili

Cortona Old Town

10/10 Exceptional

Kim

A hotel room with a bed, a bedside table with a lamp, a potted plant, and a view of the outside through the window.

A modern dining area with a table, chairs, and a painting on the wall.

A Gothic-style cathedral with intricate architectural details, a prominent clock tower, and a large rose window.

A modern bathroom with a towel rack, a toilet, and a shower area.

PALAZZO DEL PAPA

Siena City Centre

10/10 Exceptional

Patrick

A stone building with a restaurant named "Ristorante Bar Enoteca" by the water.

An outdoor dining area with tables and chairs, a stone wall, and a river in the background.

A spa area with a hot tub, glass walls, and a stone wall with a clock.

A person in a robe holding a glass of orange juice, looking out of a window at a stone building with a pond in front.

Albergo Le Terme

San Quirico d'Orcia

10/10 Exceptional

Jannina

A swimming pool with a stone deck, surrounded by trees and a castle-like building in the background.

A room with a large window offering a view of a hilly landscape. There is a sofa with patterned upholstery and a lamp on a side table.

A stone building with a garden, tall trees, and a clear blue sky.

A restaurant with stone walls and a high ceiling, featuring tables set for dining.

Castello di Spaltenna- Small Luxury Hotels of the World

Gaiole in Chianti

10/10 Exceptional

Lucas

An outdoor courtyard with a brick wall, potted plants, and a tiled floor.

A dining area with a wooden table, floral centerpiece, and a view of the garden through the window.

An aerial view of a historic town with traditional architecture, including a prominent church with a bell tower, surrounded by lush greenery and residential buildings.

A table set for breakfast with croissants, a coffee cup, and a glass of juice.

Hotel Santa Caterina

Siena

10/10 Exceptional

My husband and I stayed at the Santa Caterina for four nights. Normally we like to stay in the center of town, but I booked the Santa Caterina based on its reviews, and I'm so glad I did! The hotel is absolutely charming and it has a beautiful garden with a stunning view of the hills of Tuscany. The front desk staff, especially Lucio, couldn't have done more for us. The breakfast buffet was excellent and in the warmer months, can be eaten in the garden. It's just outside the Porta Romana,...

Ellen

A bedroom with a canopy bed, a bedside table, a chair, a potted plant, and a large mirror.

An aerial view of a rural village with traditional stone buildings, terraced fields, and a prominent villa with a swimming pool.

A modern living room with a white sofa, armchairs, and a coffee table.

A bar area with a high ceiling, wooden beams, and a bar counter with stools.

Chapter Chianti, a Member of Design Hotels

Cavriglia

10/10 Exceptional

The grounds are beautiful, and our room was so nice. The bathroom is huge, which was a great bonus. We had lunch by the pool and dinner at the restaurant, and both meals were excellent. The food is great, and the staff was incredibly friendly and welcoming. It's the perfect spot if you want to relax without ever having to leave the resort. It's ideal for a weekend getaway and is only about a two-hour drive from Rome. We had a wonderful stay and would definitely return.

Domenica

A terrace with sun loungers, stone walls, and potted plants.

A spacious lobby with a high ceiling, a grand chandelier, and a staircase leading to an upper level.

A narrow hallway with a stone wall and a clock.

A historic town with traditional architecture, a central courtyard with a swimming pool, and a view of distant mountains.

Monastero di Cortona Hotel & Spa

Cortona Old Town

10/10 Exceptional

Eric

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

A hallway with a decorative archway leading to a door, a row of plants on the left, and a wall-mounted lamp on the right.

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.

Il Gentiluomo Hotel & SPA

Arezzo

10/10 Exceptional

Michel

A rustic outdoor dining area with stone walls, a table, and wicker chairs.

A bedroom with a large bed, wooden ceiling beams, a window with a view of greenery, and a small table with a bowl.

A swimming pool with lounge chairs and umbrellas, surrounded by a brick pathway and greenery.

A stone pathway leading through an arched stone structure, surrounded by greenery and a lamp post.

Relais Villa Baldelli

Cortona

10/10 Exceptional

Lizette

A gazebo with a glass enclosure, surrounded by potted plants and wicker furniture, overlooking a scenic landscape.

A spacious, well-lit restaurant with large windows, wooden tables, and potted plants.

A stone building with a red awning, potted plants, and a staircase leading to the entrance.

A person in a swimming pool with a view of trees and mountains through a window.

Il Falconiere - Relais e Chateaux

Cortona

10/10 Exceptional

This was the first hotel we visited in our two week Tuscany vacation. Coming out of Rome and getting on the highway north, it looked like the exit should be labeled for Cortona...but it wasn't and we wasted a lot of time getting lost (our fault). Once we found the hotel, it was a gem in the hills in the vineyards. Breakfast on the patio of the little glass Liminoere building was fabulous. Loved their boxer dog roamed around saying "hi". Owner/chef is on premises and she gives cooking lessons....

Barbara

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.