Boutique hotel vacation rentals in Province of Siena

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Top-rated boutique hotel rentals in Province of Siena

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Guest favorite

A spacious room is furnished with a large bed and two separate beds. Natural light enters through a large window, allowing visibility of the beige and brown tones throughout. A small desk and a flat-screen TV are positioned against the wall, enhancing the room's functionality.

Hotel room in Siena

4.84 out of 5 average rating, 37 reviews

Standard Double Room Duomo

Room Size: 18 m² Bed Options: 1 full or 2 twin All spacious, air-conditioned rooms come equipped with simple modern furnishings, parquet floors, and a memory foam mattress. Free Wifi. Please specify bed preference when booking. Room Facilities: Safe, Air conditioning, Iron, Desk, Ironing facilities, Heating,Parquet floors,Closet, Hairdryer, Free toiletries, Toilet, Bathroom, Bathtub or shower, Bidet, Telephone,Satellite channels, Cable channels, Laptop safe, Flat-screen TV, Electric kettle

An aerial view of the charming village of Fonterutoli showcases historic buildings with terracotta roofs, surrounded by lush greenery. Cypress trees line the foreground, and rolling vineyards extend into the distance under a soft, cloudy sky.

Hotel room in Fonterutoli

Superior Room - Castello di Fonterutoli

Castello di Fonterutoli Wine Resort offers its guests the opportunity to stay within its ancient walls thanks to Camere & Suites located within the houses of the village. Located in 3 different historic buildings, each of these accommodations is unique in its style, completely immersed in the medieval Tuscan atmosphere of the Borgo di Fonterutoli. Our Superior Rooms all have a width of about 25 square meters, a private bathroom (with a bathtub or shower), air conditioning and free Wi-Fi.

Top guest favorite

The aerial view captures a spacious outdoor area, featuring a pool surrounded by sun loungers. A landscaped garden with green grass and decorative plants is visible, along with paved terraces. The layout includes seating areas, providing a tranquil setting for relaxation.

Hotel room in Panzano

5 out of 5 average rating, 72 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 favorite

The image captures a panoramic view of a medieval town featuring ancient towers, surrounded by lush green hills. Stone buildings and rooftops create a charming skyline, showcasing the historic architecture and the natural beauty of the Tuscan landscape.

Hotel room in San Gimignano

4.82 out of 5 average rating, 229 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.

A traditional stone farmhouse is set against a backdrop of rolling hills and greenery. Colorful flowers and shrubs are visible in the foreground, while olive trees and vineyards surround the property, creating a serene and natural environment.

Hotel room in Torrita di Siena

5 out of 5 average rating, 5 reviews

Follonico - Standard Room Montefollonico

Small Organic farm immersed in a unspoilt valley a step away from Montepulciano, Pienza and Valdorcia. Breathtaking views over vineyards and pasture lands, with two medieval villages in the background. Our breakfast includes Organic farming and own produce , fresh pastry and bread baked everyday with sour dough and not processed flours, cured meat, honey produced by our lovely bees, home made jam. A place for those who wish to have a not filtered experience of tuscan life

Guest favorite

A dining area is visible through large glass windows, offering views of a lush garden. Sun loungers are arranged by a swimming pool, shaded by white umbrellas, with manicured greenery surrounding the space. Colorful glassware is set on each table, enhancing the inviting atmosphere.

Hotel room in San Gimignano

4.97 out of 5 average rating, 60 reviews

Boutique Hotel in San Gimignano

Il nostro boutique hotel è nel mezzo di un ampio giardino mediterraneo con piscina. Facendo colazione sulla terrazza si può ammirare l'alba e il bellissimo panorama delle colline toscane. Siamo a 4 km dal bellissimo paese medievale di San Gimignano La piscina è aperta da aprile ad ottobre e non è riscaldata. Per ogni camera sono disponibili 2 lettini e 1 ombrellone. Il nostro parcheggio privato è a disposizione dei clienti gratuitamente.

A window is open to reveal a view of rolling hills and trees in the valley, with clear skies above. Soft shadows from the window frame are seen on the wall, accentuating the spaciousness of the room.

Hotel room in Roccalbegna

Hotel La Pietra - Classic

Albergo La Pietra, located in Roccalbegna, in the province of Grosseto, formerly known as Antica Locanda La Pietra, was founded in 1821 as the main and only inn in Roccalbegna. In 2021 it was extensively renovated by the current owner, Monica Patiño. As of April 1, 2023, the Davide Lazzaretti Community Cooperative opened the doors of the inn, offering 6 rooms with bed & breakfast and half board services. The price includes breakfast.

Guest favorite

An airy room is defined by tall windows, allowing natural light to fill the space. A rustic wooden chest sits on the floor, accompanied by a white chair and desk, enhancing the cozy atmosphere. The ceiling features exposed beams, and scenic rooftop views are visible through the glass.

Hotel room in Siena

4.97 out of 5 average rating, 137 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 favorite

Aerial view of a rustic farmhouse surrounded by lush vineyards and olive groves. A serene infinity pool is visible in the courtyard, with rolling hills and the distant Montepulciano in the background. The landscape showcases neatly arranged fields and greenery, reflecting the tranquil Tuscan countryside.

Hotel room in Montepulciano

5 out of 5 average rating, 29 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.

Guest favorite

The image captures a scenic view from the guesthouse, showcasing rolling hills and distant mountains under a blue sky. A tree stands prominently in the foreground, while the historic structures of the medieval village line the hillside, highlighting the natural beauty of Campagnatico.

Hotel room in Campagnatico

4.95 out of 5 average rating, 20 reviews

Independent Deluxe Room with Panoramic View

Fall asleep with all the stars in the world. Stay in a deluxe room with a king-size bed. Furnished with a modern design but keeping the characteristics of the context intact. Located on the first and last floor, it is served by an elevator, as well as by the staircase. Parquet, air conditioning, WiFi, satellite TV, en-suite bathroom, electronic lock, safe, fridge.

Guest favorite

A view from an open window reveals the intricate façade of a historic building, providing sight of decorative doors and columns. Outdoor seating with umbrellas is visible at the base, along with people enjoying the space, framed by the surrounding architecture.

Hotel room in Siena

4.95 out of 5 average rating, 22 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 favorite

A charming street in San Gimignano is bathed in soft evening light, featuring stone buildings with window boxes adorned with greenery. A welcoming entrance to the property is visible, highlighted by a warm glow, while nearby figures stroll along the cobblestone path.

Hotel room in San Gimignano

4.84 out of 5 average rating, 45 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

Vacation rentals for every style

Get the amount of space that is right for you

Villas

Luxurious estates for the ultimate escape

Apartments

Convenient locations with everyday essentials

Houses

A space thats all yours, with room for everyone

Popular amenities for Province of Siena boutique hotel rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly boutique hotels rentals

Superhost

A narrow street is lined with historical buildings showcasing brick facades and arched doorways. The atmosphere is enhanced by the tall towers in the background, offering a glimpse of the medieval architecture characteristic of the area.

Hotel room in San Gimignano

4.71 out of 5 average rating, 41 reviews

San Gimignano 2 rooms 4/5 persons with view

CarolineRating, 5 stars1 month ago

Really enjoyed our stay, beautiful accommodation and very comfortable . Made to feel very welcome

Guest favorite

A charming courtyard is framed by brick arches, featuring a few tables with ornate metal chairs. Potted plants with vibrant flowers add a touch of color, while cozy seating is arranged in the background, inviting relaxation and quiet moments.

Hotel room in San Gimignano

4.77 out of 5 average rating, 290 reviews

San Gimignano rooms private fast Wi-Fi -10

IngeRating, 5 stars1 week ago

Most beautiful stay in the Palazzo! Everything was really clean and it was nice and quiet. Perfect location in the middle of the citycenter.

Superhost

A double bed with an ornate headboard is dressed in a gold patterned bedspread. A delicate lamp illuminates the bedside table, while a small antique chair and a decorative fireplace are visible in the background, enhancing the room's classic Tuscan style.

Hotel room in San Gimignano

4.64 out of 5 average rating, 209 reviews

Private double room San Gimignano WiFi -6

RiekeRating, 5 stars2 weeks ago

What a lovely room in a beautiful town, the hosts were friendly, spoke superb English and were ever so helpful, they recommended places to see, free parking areas and how to get to them with suitcases (pedestrian only area) as well as superb restaurants and even offered to book a table. There were discounted rates at a few restaurants through staying at the Palazzo. The accommodation is family owned and run and they are all welcoming and helpful. The indoor outdoor courtyard is a must see. Thank you Pierluigi and Marzia

Top guest favorite

A spacious red brick building is set within a lush green landscape, featuring manicured lawns and flower beds. Outdoor seating is offered under canopies, with expansive skies in the background showcasing scattered clouds. Open fields extend beyond the property, creating a serene environment.

Hotel room in Bettolle

4.92 out of 5 average rating, 39 reviews

Superior double room in Leopoldina house

ChristianRating, 5 stars1 month ago

Great stay! They were very accommodating to provide us with a crib for our child. Breakfast was great every morning and dinner at the restaurant was fantastic. We were always greeted with a smile.

Guest favorite