Hotels with connecting rooms in Val d'Elsa
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Hotels with connecting rooms
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A historic stone building with tall towers and a bell tower.

Hotels with connecting rooms in Val d'Elsa

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your current months are November, 2026 and December, 2026.

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Our top choices for Val d'Elsa hotels with connecting rooms

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

A desk with a book titled 'The Ancestors' Tale' by Richard Dawkins, a magazine, a pen, and a pair of glasses.

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

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

1. Hotel Leon Bianco

Hotel Leon Bianco

3.0 star property

San Gimignano City Centre

9.4 out of 10, Exceptional, (617 reviews)

9.4/10

Exceptional

(617 reviews)

"Old building well maintained. Great Location. Nice breakfast"

Julian

The price is S$159

S$159

includes taxes & fees

9 Nov - 10 Nov

Hotel Leon Bianco

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

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

2. Hotel Borgo San Luigi

Hotel Borgo San Luigi

4.0 star property

Monteriggioni

9.2 out of 10, Wonderful, (456 reviews)

9.2/10

Wonderful

(456 reviews)

"It was definitely a place we will return too."

JOHN

The price is S$168

S$168

includes taxes & fees

10 Nov - 11 Nov

Hotel Borgo San Luigi

A person sitting by a swimming pool with a stone building in the background.

A sunset scene with a person holding a child, benches, and umbrellas in a park setting.

A stone building with a gravel path leading to a glass door entrance.

A person relaxing on a sun lounger by a pool with a table beside them holding a drink and a bowl.

3. Hotel Borgo di Cortefreda Relais - Place of Charme

Hotel Borgo di Cortefreda Relais - Place of Charme

4.0 star property

Tavarnelle Val di Pesa

9.4 out of 10, Exceptional, (532 reviews)

9.4/10

Exceptional

(532 reviews)

"It was a beautiful place. Location was perfect to travel around. It was very clean. Restaurant is decent and food was good. Breakfast was ok."

Rahul

The price is S$130

S$130

includes taxes & fees

29 Nov - 30 Nov

Hotel Borgo di Cortefreda Relais - Place of Charme

An outdoor courtyard with stone walls, arched doorways, and potted plants.

A pool with a view of a vineyard and hills.

A view of a traditional brick building with arched doorways and wooden shutters.

A historic building with multiple arched windows and doors, a brick facade, and a flat roof.

4. Residenza d'Epoca Palazzo Buonaccorsi

Residenza d'Epoca Palazzo Buonaccorsi

San Gimignano City Centre

8.6 out of 10, Excellent, (207 reviews)

8.6/10

Excellent

(207 reviews)

"This was one of the best places we stayed. We hiked the Tuscany portion of the Via Francegena and this stop was the best. The hotel is uniquely refurbished to include the 1,000 year old structures. It was an absolute delight. Blanca, was particularity helpful and accommodating. This is the best place to stay"

Douglas

The price is S$113

S$113

includes taxes & fees

9 Nov - 10 Nov

Residenza d'Epoca Palazzo Buonaccorsi

A person sitting in a corner of a room with tiled walls and a bench.

A poolside area with lounge chairs, umbrellas, and a swimming pool.

A neatly made breakfast tray on a bed with a tray of bread, fruit, juice, and tea, in a room with a bed, curtains, and a painting on the wall.

A covered outdoor dining area with tables and chairs, a pool, and a garden in the background.

5. Hotel Il Piccolo Castello

Hotel Il Piccolo Castello

4.0 star property

Monteriggioni

8.6 out of 10, Excellent, (369 reviews)

8.6/10

Excellent

(369 reviews)

"Good value"

Frank

The price is S$167

S$167

includes taxes & fees

10 Nov - 11 Nov

Hotel Il Piccolo Castello

A cozy living room with large windows, a dining area, and a kitchen.

An outdoor dining area with wicker furniture, a table set for two, and a view of a mountainous landscape.

A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with tall trees in the background.

An arched doorway leading to a courtyard with stone flooring, potted plants, and a building with a tiled roof.

6. Torraccia di Chiusi

Torraccia di Chiusi

San Gimignano

9.8 out of 10, Exceptional, (118 reviews)

9.8/10

Exceptional

(118 reviews)

"A wonderful place to relax, with delicious food and wine and a very attentive staff."

James

The price is S$239

S$239

includes taxes & fees

12 Nov - 13 Nov

Torraccia di Chiusi

A swimming pool with lounge chairs and a view of a hill with buildings.

An aerial view of a vineyard with rows of grapevines, a large building with a swimming pool, and a distant hilltop town.

A stone building with a terrace, outdoor seating, and a view of rolling hills.

A view from a window overlooking a rural landscape with rolling hills and vineyards.

7. Agriturismo Il Casolare di Bucciano

Agriturismo Il Casolare di Bucciano

San Gimignano

9.6 out of 10, Exceptional, (103 reviews)

9.6/10

Exceptional

(103 reviews)

"Beautiful place, peaceful, very nice pool, fantastic breakfast "

Mr. Johnny

The price is S$170

S$170

includes taxes & fees

9 Nov - 10 Nov

Agriturismo Il Casolare di Bucciano

An open wooden door leading to an outdoor patio with a table and chairs.

A dining area with wooden tables, chairs, a chandelier, and a kitchen in the background.

A yellow building with multiple windows and doors, featuring a sign with directional information.

A kitchen with a sink, stove, and cabinets, a dining area with a bench and chairs, and a chandelier.

8. Palazzo al Torrione 2

Palazzo al Torrione 2

San Gimignano City Centre

9.2 out of 10, Wonderful, (114 reviews)

9.2/10

Wonderful

(114 reviews)

"Very friendly host 🙌 and great location"

Klaus

The price is S$163

S$163

includes taxes & fees

14 Nov - 15 Nov

Palazzo al Torrione 2

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

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

A bar area with wooden bar stools, a counter with bottles, and a tiled floor.

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

9. Hotel La Vecchia Cartiera

Hotel La Vecchia Cartiera

3.0 star property

Colle di Val d'Elsa

8.4 out of 10, Very good, (214 reviews)

8.4/10

Very good

(214 reviews)

"The staff was very welcoming. Lovely quiet place. Close to a lot of good restaurants. "

Sheila

The price is S$107

S$107

includes taxes & fees

22 Nov - 23 Nov

Hotel La Vecchia Cartiera

A wooden chair and table with a bottle and wine glass.

A historic building with a clock tower, surrounded by trees and a stone wall.

A hotel room with a wooden desk, a television, two beds, and a large window with curtains.

A hotel reception area with a reception desk, a hallway leading to the rooms, and a staircase.

10. B&B Poggiobonizio

B&B Poggiobonizio

Poggibonsi

9.2 out of 10, Wonderful, (77 reviews)

9.2/10

Wonderful

(77 reviews)

"Don't be fooled by outside entrance, it was.very nice inside.was very attentive and helpful. Room had everything and great shower room. Lovely breakfast and kitchen that allowed you to cook should you desire. Great stay Bob"

ROBERT

The price is S$96

S$96

includes taxes & fees

12 Nov - 13 Nov

B&B Poggiobonizio

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

View all properties

Top Val d'Elsa Hotel Reviews

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.

An outdoor dining area with tables and chairs, potted plants, and a tiled floor.

A view of a courtyard with a large tree, outdoor seating, and a building in the background.

Hotel Certosa Di Maggiano

Siena

10/10 Excellent

Cozy hotel, serves great food and staff are friendly and helpful.

Oi Kee

Reviewed December 1, 2021Reviewed December 1, 2021

Hotel Certosa Di Maggiano

A vineyard landscape with a wooden fence and red foliage in the foreground.

A table with a bottle of wine, two glasses of red wine, a plate of bruschetta, and outdoor umbrellas.

A two-story building with a balcony, stone walls, and potted plants.

A hallway with a stone wall, a white baseboard, and a tiled floor.

I Coppi

San Gimignano

10/10 Excellent

Just was very friendly and breakfast was excellent. Walking distance to the walled city. Awesome view from the room.

Tser Puan

Reviewed December 14, 2014Reviewed December 14, 2014

I Coppi

A dining area with a table set for two, a view of a cityscape through open windows, and a balcony with a railing.

A pool area with multiple lounge chairs and umbrellas, surrounded by well-maintained hedges and trees.

A restaurant with high arched ceilings, large windows, and a central tree. Tables are set with green tablecloths and chairs.

A spacious indoor garden with a variety of seating arrangements, including sofas and armchairs, surrounded by potted plants and decorative items.

Collegio alla Querce, Auberge Collection

Le Cure

10/10 Excellent

Terrific experience- hands down the beat hotel in Florence

Shabri

Reviewed April 2, 2026Reviewed April 2, 2026

Collegio alla Querce, Auberge Collection

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

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

A man and a woman in a restaurant with a stone wall and a wooden table.

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

Hotel Sovestro

San Gimignano

10/10 Excellent

It’s a beautiful nice family run hotel with great service. Went with family and everyone enjoyed the stay. It’s also walking distance to San Gimignano and a great beautiful walk. Entrance lined with Cedar trees is just beautiful. Restaurant is Michelin’s recommendations but my expectation was much higher. Overall a great experience at the hotel. Love it!

YEE KOU

Reviewed December 20, 2019Reviewed December 20, 2019

Hotel Sovestro

A garden with tall cypress trees, a variety of flowering plants, and a clear sky.

A spa room with a hot tub, wooden flooring, and a decorative window.

A villa with a swimming pool, surrounded by lush greenery and hills.

A wedding reception table set outdoors with floral arrangements and candles.

Relais Sassa al Sole

San Miniato

8/10 Good

Nice hotel. Very good location and great breakfast

David

Reviewed October 2, 2021Reviewed October 2, 2021

Relais Sassa al Sole

Agriturismo Il Casolare di Bucciano

San Gimignano

10/10 Excellent

We were given room number 1 and the view was probably one of the best I've had in a hotel room with a view of San Gimignano and the surrounding area. Staff were very friendly and helpful.

Rodney

Reviewed April 6, 2013Reviewed April 6, 2013

Agriturismo Il Casolare di Bucciano

Hotel Borgo di Cortefreda Relais - Place of Charme

Tavarnelle Val di Pesa

10/10 Excellent

Seems like the hotel was really a restaurant and the waiters were sommeliers in disguise, and I mean that in a good way. Hotel rooms were lovely but the restaurant really stood out. Waiters were able to provide insight into the wide selection of wines they had, and food was simply superb !

Xueling

Reviewed October 13, 2013Reviewed October 13, 2013

Hotel Borgo di Cortefreda Relais - Place of Charme

Hotel Leon Bianco

San Gimignano City Centre

10/10 Excellent

Receptionist is a very cheerful and nice lady! Very friendly and helpful. Location is excellent!

Yvonne

Reviewed October 21, 2023Reviewed October 21, 2023

Hotel Leon Bianco

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

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

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.

Castello di Casole, A Belmond Hotel, Tuscany

Casole d'Elsa

10/10 Excellent

Amazing hotel - friendly staff - top of hotel world

Bingjian

Reviewed November 12, 2025Reviewed November 12, 2025

Castello di Casole, A Belmond Hotel, Tuscany

A dining area with a chandelier, a chef in a white jacket, and a red tablecloth.

A wooden double door with a plaque, a metal decorative arch, and a mailbox on the right.

A man in a suit standing next to a chair in a room with a chandelier, a potted plant, and a painting on the wall.

A bedroom with a bed, bedside tables, a dresser, a window with curtains, a ceiling with exposed beams, and a wall with framed pictures.

Palazzo al Torrione

San Gimignano City Centre

10/10 Excellent

Hotel located within the old town. Have obtained permit to drive into restricted area to drop off luggage in front of hotel.

Howard

Reviewed October 25, 2024Reviewed October 25, 2024

Palazzo al Torrione

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Hotels with connecting rooms in Val d'Elsa

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Val d'Elsa hotels with connecting rooms

1. Hotel Leon Bianco

2. Hotel Borgo San Luigi

3. Hotel Borgo di Cortefreda Relais - Place of Charme

4. Residenza d'Epoca Palazzo Buonaccorsi

5. Hotel Il Piccolo Castello

6. Torraccia di Chiusi

7. Agriturismo Il Casolare di Bucciano

8. Palazzo al Torrione 2

9. Hotel La Vecchia Cartiera

10. B&B Poggiobonizio

Top Val d'Elsa Hotel Reviews

Hotel Certosa Di Maggiano

10/10 Excellent

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