A hillside town with historic buildings, a prominent tower, and lush greenery.

Hotels in Radicondoli

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Where to stay in Radicondoli?

A compact kitchen with a gas stove, a refrigerator, and a wooden dining table with chairs.

A room with a wooden floor, a bed with patterned bedding, a desk with a lamp, a chair, and wall-mounted decorations.

A hallway with a white door featuring butterfly decals, a radiator, and a window.

A room with a large window, a radiator, and a red cabinet.

1. Nido con vista

Radicondoli

$151

$166 total

includes taxes & fees

Nov 1 - Nov 2

A hotel with a pool, outdoor seating, and a mountainous backdrop.

A bedroom with a stone archway, a bed, a chair, a table, and a window with curtains.

An outdoor patio with a stone wall, wooden table, chairs, potted plants, and a stone fireplace.

An aerial view of a large estate with a central building surrounded by manicured gardens, a swimming pool, and a fountain.

2. Castello di Casole, A Belmond Hotel, Tuscany

Casole d'Elsa

$952

$1,050 total

includes taxes & fees

Nov 10 - Nov 11

A stone building with a courtyard, surrounded by lush greenery and a hillside.

A stone building with a balcony, surrounded by lush greenery and a view of distant hills.

A wooden pathway leading to a table set for a meal, surrounded by lush greenery and flowering plants.

A window with white curtains, a view of buildings, and greenery.

3. Relais Le Macine di Stigliano

Sovicille

$160

$181 total

includes taxes & fees

Nov 1 - Nov 2

A well-maintained garden with a large urn, neatly trimmed hedges, and a building with warm lighting in the background.

A swimming pool with lounge chairs and a pergola, surrounded by a garden and a building with a tiled roof.

A breakfast buffet with various pastries, fruits, and beverages.

A well-lit outdoor bar area with a wooden structure, surrounded by lush greenery and stone pathways.

4. Villa Sabolini

Colle di Val d'Elsa

$86

$99 total

includes taxes & fees

Nov 3 - Nov 4

A cobblestone street lined with historic stone buildings, some with ivy, and large terracotta pots with flowers.

A lobby with a marble reception desk, a vase with pampas grass, and a view of the garden through a large window.

5. Hotel Borgo San Luigi

Monteriggioni

$125

$145 total

includes taxes & fees

Nov 8 - Nov 9

A stone building with a swimming pool, outdoor seating, and a waterfall feature.

A gravel driveway leading to a stone building with a garden and tall trees.

A rustic stone building with a wooden ceiling and a view of a vineyard.

A buffet setup with various food items and beverages, wooden crates, and a stone wall background.

6. Tenuta Sovestro - Agriturismo e Winery

San Gimignano

$153

$174 total

includes taxes & fees

Nov 8 - Nov 9

A historic square with a central fountain, surrounded by stone buildings with arched windows and a prominent tower.

A table set for dining with a view of a vineyard.

A lobby with a reception desk, a staircase, and seating areas.

A historic square with stone buildings, a central fountain, and a tower.

7. La Cisterna

San Gimignano City Centre

$99

$116 total

includes taxes & fees

Nov 5 - Nov 6

A serene infinity pool with lounge chairs and umbrellas, surrounded by natural scenery and a clear view of distant mountains.

A bathroom with a bathtub, a chandelier, and a view of the outdoors.

A cozy living room with a fireplace, elegant furniture, and a chandelier.

A rustic dining area with brick walls, hanging plants, and candle-lit tables.

8. Borgo Santo Pietro

Chiusdino

$1,120

$1,243 total

includes taxes & fees

Oct 31 - Nov 1

A person sitting in a hot tub with a waterfall feature in the background.

A hotel room with a large bed, a desk, and a chair, a view of a city through the window, and a ceiling light.

A tiled shower area with a square light fixture above the showerhead.

A dining area with tables and chairs, a chandelier, and wall-mounted lighting.

9. Hotel Palazzo San Lorenzo & SPA

Colle di Val d'Elsa

$115

$132 total

includes taxes & fees

Nov 8 - Nov 9

A courtyard with a statue, stone walls, and a reception sign.

A wooden pathway leading to a pool area with a gazebo and potted plants.

A spacious room with a high ceiling, wooden beams, and a chandelier. There are tables and chairs arranged for dining, and a wine rack filled with bottles.

An outdoor dining area with tables and chairs, surrounded by trees and a stone wall.

10. Relais Della Rovere

Colle di Val d'Elsa

$136

$155 total

includes taxes & fees

Oct 30 - Oct 31

A building with a stone facade, a central arched doorway, and a window with a decorative frame.

A room with a view of a forest through a window, a table with a lamp, and a chair.

A room with a glass table, a vase with flowers, a bottle of wine, and a chair.

A cozy living room with a sofa, a coffee table, and a view of greenery through large windows.

11. Dievole Wine Resort

Castelnuovo Berardenga

$272

$308 total

includes taxes & fees

Nov 9 - Nov 10

A stone building with a swimming pool, surrounded by trees and a view of the landscape.

A stone building with a paved entrance and a well-maintained garden with potted plants.

A spacious living room with a wooden staircase, a sofa, a dining table, and a radiator.

A stone-walled terrace with a table set for two, a bottle, and candles.

12. Relais la Costa - Dimora Storica

Monteriggioni

$150

$171 total

includes taxes & fees

Oct 18 - Oct 19

A stone building with a sign reading "hotel s.ino" and a door with a wrought iron gate.

A hotel lobby with a wooden reception desk, a black leather sofa, and a dining area in the background.

An outdoor seating area with tables and chairs under a tent, surrounded by potted plants and a stone wall.

A narrow street with stone buildings, a wooden bench with flowers, and a cobblestone path.

13. Hotel San Lino

Volterra

$100

$117 total

includes taxes & fees

Oct 16 - Oct 17

A historic street with a hotel entrance featuring an arched doorway and potted plants.

A breakfast setting with croissants, fruit salad, and a cup of coffee on a table.

A cozy bar area with brick arches, white leather chairs, and a bar counter stocked with bottles.

An outdoor dining area with stone walls, potted plants, and a table set for two.

14. Hotel L' Antico Pozzo San Gimignano

San Gimignano City Centre

$99

$115 total

includes taxes & fees

Nov 4 - Nov 5

A gated entrance with tall cypress trees, a paved path leading to a building with a yellow facade, and a mountain in the background.

A large estate with a swimming pool, surrounded by lush greenery and rolling hills.

An outdoor dining area with multiple tables and chairs, surrounded by buildings with balconies and a staircase.

A swimming pool with a stone building in the background, surrounded by trees and outdoor seating.

15. Hotel Casolare Le Terre Rosse

San Gimignano

$171

$195 total

includes taxes & fees

Oct 24 - Oct 25

An outdoor patio with wicker furniture, a stone staircase, and a view of a historic building in the background.

A narrow street with historic buildings, a clear sky, and pedestrians.

A bar area with shelves of liquor bottles, a coffee machine, and a tray with tea sets and pastries.

A hotel entrance with a glass door, a welcome mat, and two potted plants.

16. Albergo Etruria

Volterra

$100

$115 total

includes taxes & fees

Oct 18 - Oct 19

A covered outdoor dining area with a table set for four, overlooking a scenic landscape with hills and a body of water.

A swimming pool with clear water, surrounded by stone walls and lush greenery, overlooking a scenic landscape.

A stone building with a tiled roof, a gravel path leading to a wooden archway, and a sign reading "LA FONTE".

A round bar area with a central light fixture and a variety of bottles and glasses.

17. Borgo Pignano Volterra Tuscany

Volterra

$509

$566 total

includes taxes & fees

Oct 22 - Oct 23

A stately building with a grand entrance, multiple arches, and a well-lit facade.

A spacious living room with two sofas, a coffee table, and a mural of trees on the walls.

A well-decorated living room with a sofa, a coffee table, and a vase with flowers.

A restaurant with stone walls, wooden furniture, and a wine cellar.

18. Fattoria di Vegi

Castellina in Chianti

$244

$275 total

includes taxes & fees

Oct 26 - Oct 27

A rural pathway flanked by tall trees and purple flowers, leading to a scenic view of the countryside.

A room with a woven basket on a round table, a wooden chair, and a wooden floor.

A swimming pool with a clear reflection, surrounded by trees and a building with a sloped roof.

A wooden gazebo with a thatched roof overlooking a landscaped garden with trees and a view of hills.

19. Relais Castel Bigozzi

Monteriggioni

$99

$117 total

includes taxes & fees

Nov 3 - Nov 4

A stone building with a tiled roof, surrounded by well-maintained gardens and vineyards.

A landscaped garden with a fountain, stone pathways, and a view of distant hills during twilight.

A restaurant with multiple tables and chairs, a wall decorated with plates, and a buffet area with food items.

A pool area with lounge chairs and a view of the countryside.

20. il Casale del Cotone

San Gimignano

$157

$178 total

includes taxes & fees

Nov 1 - Nov 2

View all properties

Go beyond your typical stay in Radicondoli

Learn more about Radicondoli

The region around Radicondoli is home to attractions such as Val di Merse and Abbazia di San Galgano.

See all hotels in Radicondoli

Check out reviews of Radicondoli hotels guests love

Castello di Casole, A Belmond Hotel, Tuscany

Casole d'Elsa

10/10 Exceptional

Nicest hotel that we stayed at in Italy. Exceptional service and they strive to be upscale and deliver. Impeccable views, grounds, rooms, and restaurant. Almost felt too nice to be true-- blend of older style with new updates. A bit Disney-fied in feel that it seems to cater to mostly Americans and few locals. However, this means no hassles, broken fixtures, etc. (but it is a very different feel like a California spa vs. an old Italy village hotel). Only minor note is that it is a bit removed...

Jerry

Relais Le Macine di Stigliano

Sovicille

10/10 Exceptional

jorge

Borgo Santo Pietro

Chiusdino

10/10 Exceptional

My husband and I have been fortunate to stay in many of the best hotels, both large and small, in the world. Borgo Santo Pietro has now seized the "top spot", surpassing our former favorite on the Amalfi coast. No detail has been missed. The rooms are exquisite, the service impeccable, the grounds beautiful and the food is world class. We enjoyed our five course tasting menu so much one evening that we requested the alternative tasting menu the following evening. While incredibly inventive, the...

A.K.Y.

Villa Sabolini

Colle di Val d'Elsa

10/10 Exceptional

We came to this hotel unexpectedly and were so happy we found it. The staff are truly exceptional, friendly, attentive, accommodating, effective, welcoming. We arrived due to my wife having emergency surgery in Siena, we were supposed to be in Venice, and this hotel staff went to work making sure we were taken care of. The grounds are stunning as well, an amazing place to recover after surgery. The pool is beautiful and the restaurant is fantastic. I truly have enjoyed each meal I have had. The...

Mark

Borgo Pignano Volterra Tuscany

Volterra

10/10 Exceptional

Nithiwadee

Tenuta Sovestro - Agriturismo e Winery

San Gimignano

10/10 Exceptional

Jennifer Olson

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

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.

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

Hotel Certosa Di Maggiano

Siena

10/10 Exceptional

Anonymous traveler

Hotel Borgo San Luigi

Monteriggioni

10/10 Exceptional

James

A pool area with lounge chairs and umbrellas, surrounded by greenery and buildings.

An aerial view of a vineyard estate with terraced fields, a swimming pool, and a curved building with a tiled roof.

A table set outdoors with wine glasses and cutlery, surrounded by greenery and trees.

A restaurant interior with wooden furniture, wine bottles, and glasses on the table.

Hotel Sovestro

San Gimignano

10/10 Exceptional

Mikhail

A glass table with two wine glasses and a lantern on a patio with potted plants and a view of the city skyline at dusk.

A spacious living room with a high ceiling, stone walls, a wooden floor, a sofa, a coffee table, and a dog lying on the floor.

A swimming pool with a view of a historic city on a hill.

A rustic dining area with a stone fireplace, wooden beams, and a long table set for dining.

Agriturismo Il Segreto di Pietrafitta

San Gimignano

10/10 Exceptional

Vicki

Fattoria di Vegi

Castellina in Chianti

10/10 Exceptional

Patrick

Relais la Costa - Dimora Storica

Monteriggioni

10/10 Exceptional

William

La Cisterna

San Gimignano City Centre

10/10 Exceptional

Old hotel in an old mountain top town. Given the limitations of this environment the Cisterna is a great little hotel that met all of our needs .The Cisterna is located in Cisterna Square in town close to sights, dining and a valley view walkway. The views to the valley from the rooms is amazing. The rooms are a good size and are modernized and comfortable. The staff is great (friendly and helpful). Many choices for dining close by (in the square) but others will require some minor hills and...

David

Hotel Palazzo San Lorenzo & SPA

Colle di Val d'Elsa

10/10 Exceptional

Fred

A table with a bottle of wine, two glasses, and a plate of food on a balcony overlooking a historic cityscape.

A swimming pool with lounge chairs and umbrellas, surrounded by stone buildings and greenery.

A reception sign for a taste and shop, surrounded by greenery and a gravel path leading to buildings.

A breakfast buffet with various food items, a pitcher, cups, and a view of the outdoors.

Tenuta Guardastelle

San Gimignano

10/10 Exceptional

Paige

il Casale del Cotone

San Gimignano

10/10 Exceptional

Salvatore

A historic stone building with multiple levels, surrounded by lush greenery and yellow flowering plants.

A dining area with a table set for two, featuring wine bottles and bread.

A bedroom with a wooden ceiling, a bed with white bedding, a bedside table with a tray of items, and a window with curtains.

A pool area with lounge chairs and umbrellas, surrounded by lush greenery and hills in the background.

Castello La Leccia

Castellina in Chianti

10/10 Exceptional

Sarah

Hotel Casolare Le Terre Rosse

San Gimignano

10/10 Exceptional

charles

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.

La Certosa di Pontignano - Place of Charme

Castelnuovo Berardenga

10/10 Exceptional

Jeffrey

Dievole Wine Resort

Castelnuovo Berardenga

10/10 Exceptional

Gary

Frequently Asked Questions

What hotels do travelers like in Radicondoli?

Guests like Villa Sabolini.

Can I book refundable hotels in Radicondoli?

If you need the flexibility to change your plans to Radicondoli, most accommodations provide 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.

Where can I stay in Radicondoli if I want a vacation rental instead of a traditional hotel?

If you want to find a good alternative to a hotel, browse our selection of 21 vacation homes. You can also book one of 45 apartments or 18 villas.

What will the weather in Radicondoli be like during my visit?

August and July are typically the warmest months in Radicondoli 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 Radicondoli accommodation with Hotels.com?

There are lots of reasons to book your Radicondoli 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.