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Boutique hotel holiday rentals in Siena

Find and book unique boutique hotel rentals on Airbnb

Top-Rated Boutique Hotels in Siena

Guests agree: These boutique hotel rentals are highly rated for location, cleanliness and more.

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Top Guest favourite
The outdoor area encompasses a spacious stone terrace with lounge chairs surrounding a rectangular swimming pool. Lush greenery and cypress trees frame the area, with the villa's historical architecture visible in the background, showcasing the scenic beauty of the Tuscan landscape.
Hotel room in Panzano
5 out of 5 average rating, 94 reviews

Villa La Petraia Elysian

Villa La Petraia is an ancient villa located within the historic centre, and was at the time, the first and only restaurant on the ancient route of the medieval road connecting Florence to Siena. With 5 rooms, individually furnished with antique elements combined with modern design without sacrificing a comfortable and luxurious atmosphere. With a large two-level garden and a swimming pool with breathtaking views, La Petraia is a magical place to experience the heart of Chianti.

Guest favourite
A charming courtyard is surrounded by brick walls and features a textured, tiled floor. Four wrought-iron chairs are arranged around two small tables, providing a space for relaxation. Potted plants and flowers are positioned along the walls, enhancing the serene atmosphere.
Hotel room in San Gimignano
4.83 out of 5 average rating, 271 reviews

san gimignano private rooms fast Wi-Fi -8

Private double room with king bed, area sofà, fridge, AC, bathroom inside, terry towels, bed linen, hair dryer, organic liquid soaps, daily cleaning. the room have double windows with view in the courtyard, very quiet area the courtyard / patio, can be used for small food, drinks, relaxation and also for smoking with respect for other guests. free and fast wifi everywhere. service reception at your disposal for any suggestion and booking experience or restaurants.

Guest favourite
A spacious room features a high ceiling with exposed wooden beams. Large windows allow natural light to fill the space. A comfortable bed is centered, with a vintage trunk at its foot. A small table and chair, along with a tea kettle, are positioned to one side.
Hotel room in Siena
4.96 out of 5 average rating, 170 reviews

Sleeping on Siena roof

Francesca welcomes her guests in the Residenza d'Epoca with its original charm the rooms are furnished with unique and vintage pieces, an ideal place for contemporary travellers in search of spontaneity. You can enjoy a fantastic breakfast served in your room at the price of 12,00 Euro per person to be paid at the property. For any information do not hesitate to contact the host. Enjoy your travel experience with Airbnb!

Top Guest favourite
Aerial view of a renovated Tuscan farmhouse is presented, surrounded by lush vineyards and rolling fields. A rectangular infinity pool is visible amidst the green landscape, highlighting the tranquil setting. Traditional stone buildings with rustic roofs blend harmoniously with the natural surroundings.
Hotel room in Montepulciano
4.97 out of 5 average rating, 34 reviews

Agriturismo Merigge Wellness & Spa Montepulciano

Agriturismo Merigge is an old farmhouse of the 19th century, finely restored in 2019 in the typical Tuscan old style. Furnished with antique furniture, total comfort in every service, infinity pool overlooking the astonishing hills of Montepulciano and surroundings. Bio vegetables garden to grow fresh food and a beautiful lavender field. And it's all surrounded by typical olive groves and vineyards.

Superhost
A well-appointed room features a queen bed covered with crisp white linens. A large mirror reflects natural light from a window, flanked by dark curtains. A flat-screen TV, a coffee station, and a sleek dresser are included, creating a functional and inviting space.
Hotel room in Florence
4.86 out of 5 average rating, 399 reviews

Arno Boutique Hotel №3 ( With Balcony )

Welcome to Arno Boutique. By choosing a room in our place, you will stay in the most elegant, quiet and safe area in the city, One block away from the American Embassy. By just crossing the street you will be walking besides the Arno River, a few minutes away from Ponte Vecchio. Train Station (SMN): 900 m, 10 minute walk Duomo (Santa Maria del Fiore): 15 minute walk Uffizzi Gallery: 15 minute walk

Guest favourite
A spacious bedroom is highlighted by a large bed with a soft header against an accent wall. Wooden beams frame the ceiling, while multiple windows allow natural light to fill the room. A low bench sits by the window, complemented by decorative furnishings.
Hotel room in Siena
4.96 out of 5 average rating, 24 reviews

Pandolfo Petrucci Suite

La nostra Residenza d'epoca si trova proprio nel cuore della città, proprio di fronte al Battistero di Siena. Si tratta di un edificio storico dove ogni ospite può respirare la storia di questa città, un vero e porprio mini museo dove hanno soggiornato illustri personaggi come ad esempio Le Courbusier, Louis Khan, papa Alessandro VIi e Francesco di Giorgio Martini

Guest favourite
A spacious room features elegant frescoed walls, with decorative motifs above the bed. The large bed is accompanied by wooden nightstands, each topped with soft lighting. A simple fireplace adds warmth, while terracotta tiles and high ceilings enhance the ambiance.
Hotel room in San Gimignano
4.85 out of 5 average rating, 47 reviews

Romantic San Gimignano

Our passion for hospitality and fine art is the common thread which connects our rooms to the local culture while providing you with an experience of simple elegance steeped in tradition. We have some rooms of this type different from each other as shown in the photo, they can be assigned according to availability

Guest favourite
A spacious room features a canopied bed adorned with decorative pillows. Two upholstered chairs with striped patterns are positioned beside a low wooden table displaying a wine bottle and freshflowers. Soft lighting is provided by wall sconces on either side of the bed.
Hotel room in Vinci
5 out of 5 average rating, 9 reviews

Chianti Junior Suite in Wine Resort

A spacious and bright room featuring antique furnishings, canopied double or twin bed, in a comfortable atmosphere to relax in. Very large bathroom that offers double basin, shower and bathtub. Facilities include Internet connection, air conditioning, TV/sat.

Guest favourite
A spacious bedroom features a large bed with festive cushions and a soft blanket. An adjacent wooden table holds two glasses and a bottle of wine. Artwork hangs on the wall, complemented by patterned curtains that frame the window.
Hotel room in Florence
4.94 out of 5 average rating, 330 reviews

AM Collection Florence

Rooms & Art in the Centre of Florence - AM Collection Florence was born as an elegant and exclusive B&B for those who seek a perfect stay in the exciting Florence. AM Collection Florence provides a unique atmosphere in a perfect location.

Guest favourite
A stunning view from a hillside captures a serene pool area at sunset. The scene is filled with vibrant colors in the sky, with lounge chairs arranged beside a sparkling pool. Trees and distant hills are visible in the background, adding depth to the landscape.
Hotel room in Castelfranco di sopra
4.89 out of 5 average rating, 214 reviews

Romantic Medieval Village with pool

Let yourself be enveloped by the magic of this place, sleeping with the only noise of a slight breeze, fill your eyes with the extraordinary nature that surrounds us. Once here, you won't want to leave this beautiful, one-of-a-kind space.

Superhost
The room features a four-poster bed with a light fabric canopy and an inviting white bedding arrangement. Natural light enters through a large window, complemented by a wooden desk and chair. A vintage dresser and modern amenities are also present, enhancing the room's elegance.
Hotel room in Siena
4.8 out of 5 average rating, 124 reviews

Charming Room at the Duomo 2

The B&B Quattro Cantoni is located in the heart of the historic center of Siena, in front of the Pinacoteca Nazionale and a stone's throw from the Duomo. It consists of 4 elegant rooms with private bathrooms.

Superhost
A spacious bed with crisp white linens and decorative pillows is complemented by leather headboards. Flanking the bed are bedside lamps providing soft lighting. Elegant artwork adorns the walls, enhancing the room's modern design.
Hotel room in Rifredi
4.83 out of 5 average rating, 119 reviews

The Villino Fiorentino,  superior king room

 Discover Villino Fiorentino, a little gem in the heart of Florence.  Enjoy your stay at this unique,  thoroughly renovated, well situated Bed & Breakfast.

Popular amenities for Siena Boutique Hotels

Quick stats about boutique hotel rentals in Siena

  • Total holiday rentals

    Explore 20 holiday rentals in Siena

  • Nightly prices starting at

    Siena holiday rentals start at $213 NZD per night before taxes and fees

  • Verified guest reviews

    Over 990 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    10 of Siena holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Siena rentals

  • 4.9 Average rating

    Siena stays are highly rated by guests—averaging 4.9 out of 5!

Destinations to explore

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