A historic cathedral with a rainbow, surrounded by traditional buildings.

Hotels with connecting rooms in Siena

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Dates

November 2026

5

December 2026

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13 Nov - 15 Nov

Map of Siena

Our top choices for Siena hotels with connecting rooms

A table set with breakfast items on a balcony overlooking a historic town.

1. Residenza d'Epoca Palazzo Borghesi

Siena City Centre

United States

Suelina

includes taxes & fees

10 Nov - 11 Nov

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.

2. La Certosa di Pontignano - Place of Charme

Castelnuovo Berardenga

United States

Rodolfo

includes taxes & fees

9 Nov - 10 Nov

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

3. Hotel Certosa Di Maggiano

Siena

United States

Tulsi

includes taxes & fees

29 Nov - 30 Nov

A brick building with two arched windows, one with a metal grill and the other with a decorative glass design.

4. Hotel Palazzetto Rosso

Siena City Centre

United Kingdom

Dawn

includes taxes & fees

1 Dec - 2 Dec

A wine cellar with stone walls, wine racks, and tables with glasses and candles.

5. Il Battistero Siena - Residenza d'Epoca

Siena City Centre

United States

Anthony

includes taxes & fees

13 Nov - 14 Nov

A breakfast setting with a tiered tray of pastries, a teapot, cups, and a vase with a flower.

6. La Villa di STR

Siena Historical Center

Canada

Andrew

includes taxes & fees

1 Dec - 2 Dec

An interior with a grand arched ceiling, a large clock, and a central round table with chairs.

7. Grand Hotel Continental Siena – Starhotels Collezione

Siena City Centre

United States

Darold Paul

includes taxes & fees

4 Dec - 5 Dec

A table with two wine glasses, a bottle, and a book.

8. Domus il Palio B&B

Ravacciano

Denmark

Leo

includes taxes & fees

18 Nov - 19 Nov

A bathroom with a window view of a historic building and a tiled roof.

9. Siena Vip

Siena City Centre

United States

Jacob

includes taxes & fees

9 Nov - 10 Nov

A room with a white wardrobe, a glass-top table, a chair, and a large ornate mirror.

10. B&B Palazzo del Magnifico

Siena City Centre

United States

Khaled

includes taxes & fees

8 Nov - 9 Nov

View all properties

Top Siena Hotel Reviews

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

Hotel Certosa Di Maggiano

Siena

10/10 Excellent

Singapore

Oi Kee

A brick building with two arched windows, one with a metal grill and the other with a decorative glass design.

Hotel Palazzetto Rosso

Siena City Centre

10/10 Excellent

Singapore

julius

A rustic cellar with brick walls, wooden barrels, and a stone ceiling. There is a wooden table with a wine bottle and glasses, and a television mounted on the wall.

Belvedere di San Leonino

Castellina in Chianti

8/10 Good

Singapore

Fatfinger

A rustic stone building with a courtyard.

Fullino Nero

Siena

10/10 Excellent

Location was ideal, near enough to town and yet rustic with wonderful views of rolling countryside. Waking up to the sound of birds chirping is a wonderful experience for city dwellers. Apartment was very comfortable and amenities more than adequate for our needs. Most satisfying was the hospitality extended to us by the proprietor, Danilo. He was most helpful with information and maps. A perfect gentleman.

Singapore

P. K. Teo

A courtyard with a stone statue, a round table, and chairs.

Regis Condo

Siena City Centre

10/10 Excellent

Singapore

Darren

A bathroom with a window view of a historic building and a tiled roof.

Siena Vip

Siena City Centre

10/10 Excellent

Singapore

Anonymous traveller