Best Montecastelli Hotels in 2026 from HK$480 - Fully Refundable Options

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Our top choices for Montecastelli hotels

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

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

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

A cozy living room with a stone wall, wooden beams, a sofa, a coffee table, and a view through open doors.

1. Castello di Casole, A Belmond Hotel, Tuscany

Casole d'Elsa

sarah

HK$11,615

HK$12,795 total

includes taxes & fees

26 Oct - 27 Oct

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

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

A stone-walled room with a bench and a small shelf.

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

2. Borgo Pignano Volterra Tuscany

Volterra

Robert

HK$4,061

HK$4,512 total

includes taxes & fees

22 Oct - 23 Oct

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

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

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.

3. Borgo Santo Pietro

Chiusdino

Rachel

HK$12,732

HK$14,095 total

includes taxes & fees

27 Oct - 28 Oct

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

A dining area with wooden tables and chairs, large windows offering a view of a forested landscape.

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

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

4. Villa Sabolini

Colle di Val d'Elsa

Andrew

HK$1,007

HK$1,143 total

includes taxes & fees

19 Oct - 20 Oct

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

A bar area with a large mirror, shelves with bottles, a clock, and a patterned floor.

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.

5. Albergo Etruria

Volterra

Michelle

HK$911

HK$1,046 total

includes taxes & fees

13 Oct - 14 Oct

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

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.

A bedroom with a bed, a desk, and a chair. There is a window with curtains, a painting on the wall, and a view of greenery outside.

6. Hotel Casolare Le Terre Rosse

San Gimignano

George

HK$1,356

HK$1,546 total

includes taxes & fees

14 Oct - 15 Oct

A stone building with a sign reading "Vin Hotel." There are potted plants in front of the entrance.

A lobby with a round table, a cream-colored sofa, and a decorative lamp.

A dining area with a stone wall, a spiral staircase, and floral upholstered chairs.

A dining area with two ornate chairs, a table with a vase of red flowers, and a wall-mounted television.

7. Hotel Volterra In Superior

Volterra

Brian

HK$877

HK$1,010 total

includes taxes & fees

1 Oct - 2 Oct

A hotel entrance with a glass facade, a brown awning, and a garden with pink flowers.

A spacious living area with a sofa, a coffee table, and a view of buildings through large windows.

A spacious lobby with a reception desk, a staircase with a glass railing, and a wooden floor.

A hotel room with a bed, a desk, a chair, and a window with curtains.

8. Hotel La Vecchia Cartiera

Colle di Val d'Elsa

Sheila

HK$621

HK$710 total

includes taxes & fees

27 Sept - 28 Sept

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

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

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 spa area with wooden benches and a glass partition, a modern bathroom with a large sink, and a corridor leading to another room.

9. Hotel Palazzo San Lorenzo & SPA

Colle di Val d'Elsa

Maria

HK$1,316

HK$1,483 total

includes taxes & fees

25 Oct - 26 Oct

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.

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

An outdoor patio with stone walls, a stone lamp post, and a table with chairs.

10. Hotel San Lino

Volterra

Paul

HK$796

HK$930 total

includes taxes & fees

21 Oct - 22 Oct

A clear pool with visible mineral deposits, a pebble beach, and a mountainous landscape in the background.

An interior with a brick archway, stone walls, and modern seating.

A rustic interior with exposed brick walls, a stone fireplace, and wooden beams. There are leather sofas, a round table, and potted plants.

An open window with a view of a mountainous landscape and a flower box on the windowsill.

11. VIN Hotel - La Meridiana

Montieri

Anastasia

HK$1,140

HK$1,254 total

includes taxes & fees

27 Sept - 28 Sept

A poolside area with lounge chairs and umbrellas, surrounded by stone tiles and trees.

An aerial view of a property with a swimming pool, multiple buildings, and a well-maintained lawn.

A dining area with a table, chairs, a potted plant, and arched windows with curtains.

A stone structure with a tiled roof, surrounded by lush greenery and purple wisteria vines.

12. Agriturismo Nerbona

Colle di Val d'Elsa

Aaron

HK$827

HK$928 total

includes taxes & fees

1 Oct - 2 Oct

A gated entrance with steps leading up to a gate, surrounded by greenery and potted plants.

A garden patio with outdoor seating, potted plants, and a lamp post.

A two-story building with a balcony, potted plants, and a gravel driveway.

A window with curtains, a view of a green landscape with hills and a stone structure.

13. Villa Porta all'Arco

Volterra

Conor

HK$1,292

HK$1,465 total

includes taxes & fees

28 Sept - 29 Sept

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

A cozy living room with a fireplace, a comfortable sofa, a wooden coffee table, and a bookshelf.

A pool area with lounge chairs and umbrellas, surrounded by stone walls and greenery, with a view of distant hills.

A stone building with a tiled roof, a small attached structure, and a well-maintained garden with flowers and shrubs.

14. Il Defizio

Gambassi Terme

Courtney

HK$987

HK$1,112 total

includes taxes & fees

29 Sept - 30 Sept

An aerial view of a vineyard estate with terraced vineyards, a central building with multiple rooms, and a swimming pool.

A stone building with a stone wall and gate, a circular stone bench with a swing, and a view of the landscape.

A stone-walled building with a rustic appearance, surrounded by lush greenery and trees.

A swimming pool with lounge chairs, surrounded by greenery and a hillside.

15. Hotel Pescille by Double Hospitality

San Gimignano

Tania

HK$896

HK$1,040 total

includes taxes & fees

4 Oct - 5 Oct

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.

An outdoor patio with stone flooring, a table with chairs, and potted plants.

16. Hotel Borgo San Luigi

Monteriggioni

Raman

HK$1,282

HK$1,473 total

includes taxes & fees

21 Oct - 22 Oct

A stone staircase leading to a gated entrance, surrounded by lush greenery and a well-maintained lawn.

A stone building with a tiled roof, a gravel path, and potted plants.

A buffet table with various food items and glass containers, set in an outdoor area with a wooden ceiling and a view of trees.

A rustic stone building with a small patio area featuring a terracotta pot with flowers, a metal chair, and a small table.

17. Tenuta Decimo

San Gimignano

FLOR

HK$396

HK$480 total

includes taxes & fees

25 Oct - 26 Oct

An outdoor dining area with tables and chairs, candles, and a view of palm trees and greenery.

A view through a window of a stone staircase leading to a building with arched windows and a tower, overlooking a hilly landscape.

A dining area with wooden chairs and tables, a chandelier, and potted plants.

A bedroom with a large bed, a sofa, a television, and a painting on the wall.

18. Palazzo Pacini

Colle di Val d'Elsa

John

HK$1,059

HK$1,183 total

includes taxes & fees

26 Oct - 27 Oct

A garden with a stone pathway, wooden benches, and various potted plants.

A patio area with outdoor furniture, a table set for dining, and a large umbrella providing shade.

A swimming pool with lounge chairs and blue umbrellas, surrounded by trees and a stone wall.

An aerial view of a residential area with a large house, a swimming pool, and surrounding greenery.

19. Antico Borgo il Cardino

San Gimignano

Craig

HK$1,206

HK$1,372 total

includes taxes & fees

13 Oct - 14 Oct

An outdoor dining area with tables and chairs, a stone wall, and a tree with green leaves.

A bedroom with a bed, a desk, a chair, and a window with a view of buildings.

A gym with treadmills, weight machines, and free weights.

A reception desk with a curved design, a framed painting above it, a potted plant to the right, and a window with curtains.

20. Hotel Leon Bianco

San Gimignano City Centre

CINTHIA ELAINE DE

HK$1,006

HK$1,161 total

includes taxes & fees

18 Oct - 19 Oct

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Top Montecastelli Hotel Reviews

Villa Sabolini

8/10 Good

"Beautiful 14th century villa in the Tuscan hills with very pretty pool and restaurant areas, and very helpful and friendly staff. The food was hearty and enjoyable, but not the highest standard, even compared to restaurants in the area. It's in a great location for exploring Florence, Chianti region and Siena. The room we used (superior garden view) was good, very interesting features due to the age of the property, with a stunning view. However, it was not very cosy for spending time in and the A/C struggled as well. Overall we were very happy with our choice and had a great stay!"

Hotel Casolare Le Terre Rosse

10/10 Excellent

"Beautiful property close to San Gimignano historic center. Loved having option to have all meals here. Breakfast was way more expensive than other hotels so just had breakfast in town. But other meals were reasonably priced. If they would step up their game a bit (more pillows, seating in rooms, provide wine glasses and opener, cozy it up a bit with amenities), they could easily be a 4 star because the property itself is certainly 4 star."

La Cisterna

10/10 Excellent

"Such an amazing location, we chose the more expensive room with a view across the country side and it was definitely worth it. Easy to find in the middle of the main square"

Villa Ermellina Siena, a Tribute Portfolio Hotel

10/10 Excellent

"Beautiful hotel that is close to a bus line to get into the city. The views and accommodations make this a wonderful place to stay."

Mormoraia

10/10 Excellent

"Loved this property! Gorgeous views, beautiful property, room was amazing. Breakfast was also great."

Hotel Borgo San Luigi

10/10 Excellent

"Borgo San Luigi exceeded our expectations in every way. We stayed here for 2 days before our wedding at Borgo Stomennano, 15 mins away. We had a large group of nearly 30 people staying at San Luigi during our wedding events, and the consensus could not be clearer: what a stunning property. Yasmin, Ivan, Filippo and the entire staff were incredibly friendly and accommodating to every request. They helped us get a car rental delivered, ensured a smooth experience for our guests, helping us deliver their welcome bags and coordinating a clothes ironing service before the wedding. The restaurant on site was also terrific and the wait staff, especially Alessandro, were so welcoming and warm. They all knew we were here to celebrate our wedding and did everything possible to take great care of us. The grounds are stunning and that pool is amazing. Such a great place to relax for hours. If you are looking for a beautiful, elegant but with a rustic charm stay in Tuscany, look no further than this property. The staff will treat you like family and you will be dreaming of your next trip here."

Best Western Hotel San Marco

10/10 Excellent

"Property was clean and comfortable. Enjoyed our stay"

Poderi Arcangelo

10/10 Excellent

"Location is beautiful. We were in the separate house."

Hotel Il Piccolo Castello

10/10 Excellent

"Good value"

More cheap stays in Montecastelli

Antico Borgo Poggiarello

Strada Di San Monti 12 Monteriggioni SI

HK$1,352

HK$1,514 total

26 Oct - 27 Oct

includes taxes & fees

9/10 Wonderful! (20 reviews)

Hotel Massa Vecchia

Massa Vecchia, 23 Massa Marittima GR

Get rates

8.6/10 Excellent! (11 reviews)

Borgo Tignano

Località Tignano Volterra PI

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Rinidia Bio

loc. Colombaie snc, San Rocco a Pilli Sovicille SI

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10/10 Exceptional! (5 reviews)

Agriturismo Il Caggio di Sotto

Loc. Il Caggio di Sotto, 26 Colle di Val d'Elsa SI

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9.6/10 Exceptional! (16 reviews)

Agriturismo Belmonte Vacanze

Via Torri 62 Lano Montaione FI

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9/10 Wonderful! (4 reviews)

Frequently asked questions

What's the best place for a stay in Montecastelli?

Hotel Italia, located 18.7 mi (30.2 km) from the heart of Montecastelli, is a top choice for your stay, based on our traveller data. Other good choices for your visit to the area are Poderi Arcangelo and Hotel Casolare Le Terre Rosse. See all available top hotels, or vacation rentals in Montecastelli.

What are some of the best holiday rentals that Montecastelli has to offer?

Villa with large garden in the Chianti hills: This holiday home rental outside of Montecastelli is located in a rural location, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of books. See all vacation rentals in Montecastelli.

If I need to cancel my hotel reservation in Montecastelli, will I receive a refund?

Yes, the majority of hotel reservations are refundable if you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of check in. If you have a non-refundable reservation, you might still have the option to cancel and receive a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Montecastelli.

What's the best dog-friendly place to stay in Montecastelli?

Holiday House in Montecastelli Pisano with Private Parking is a top dog-friendly option for your stay. See more pet-friendly hotel accommodations in Montecastelli.

What are some accommodation options with pools in Montecastelli?

Poderi Arcangelo: Offers a snack bar/deli, 3 outdoor swimming pools and free self parking. Hotel Casolare Le Terre Rosse and Villa Ermellina Siena, a Tribute Portfolio Hotel are two additional hotels with an on-site pool. View all hotels with pools in Montecastelli.

What's it like to stay in Montecastelli?

Visitors to Montecastelli will definitely find plenty to explore and enjoy. In Montecastelli, there are 36 hotels and other accommodation options to choose from. Find out more about Montecastelli.

What should I do while I'm visiting Montecastelli?

Places to visit in the wider area include Medici Fortress, Porta all'Arco and Palazzo dei Priori. You'll also find Cathedral of Volterra and Roman Theatre in the area. Take a look at what more there is to see and do in Expedia's Montecastelli guide.

What's the seasonal weather like in Montecastelli?

The hottest months are usually August and July, with an average temperature of 22°C, while the coldest months are January and February, with an average of 6°C. Average annual precipitation for Montecastelli is 935 mm.

Montecastelli hotels from HK$480

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Montecastelli

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Montecastelli hotels

1. Castello di Casole, A Belmond Hotel, Tuscany

2. Borgo Pignano Volterra Tuscany

3. Borgo Santo Pietro

4. Villa Sabolini

5. Albergo Etruria

6. Hotel Casolare Le Terre Rosse

7. Hotel Volterra In Superior

8. Hotel La Vecchia Cartiera

9. Hotel Palazzo San Lorenzo & SPA

10. Hotel San Lino

11. VIN Hotel - La Meridiana

12. Agriturismo Nerbona

13. Villa Porta all'Arco

14. Il Defizio

15. Hotel Pescille by Double Hospitality

16. Hotel Borgo San Luigi

17. Tenuta Decimo

18. Palazzo Pacini

19. Antico Borgo il Cardino

20. Hotel Leon Bianco

Top Montecastelli Hotel Reviews

Villa Sabolini

Hotel Casolare Le Terre Rosse

La Cisterna

Villa Ermellina Siena, a Tribute Portfolio Hotel

Mormoraia

Hotel Borgo San Luigi

Best Western Hotel San Marco

Poderi Arcangelo

Hotel Il Piccolo Castello

More cheap stays in Montecastelli

Antico Borgo Poggiarello

Hotel Massa Vecchia

Borgo Tignano

Rinidia Bio

Agriturismo Il Caggio di Sotto

Agriturismo Belmonte Vacanze

Frequently asked questions

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