Welcome to Stelle di Monte, a charming guest house nestled in the beautiful town of Montepulciano. Recently renovated, our cozy space features a lovely garden where you can relax and enjoy the fresh air, along with stunning views of the surrounding greenery. If you’re looking for a bite to eat, we have an on-site restaurant ready to serve delicious meals. Plus, for your convenience, we offer free private parking. We can’t wait to welcome you and help make your stay enjoyable!
Sports/Activities • Entertainment • Restaurant • Ocean View • Wellness Facilities • Hot Tub • Oceanfront
Exceptional
78 reviews
Welcome to Il Giuncheto, your cozy home away from home in Trequanda! We’re excited to offer you comfortable accommodations with complimentary WiFi and free private parking for your convenience. Feel free to relax and unwind in our shared lounge, where you can connect with other guests or enjoy some quiet time. We’re here to ensure that your stay is enjoyable and memorable. If you have any questions or need assistance, don’t hesitate to reach out. We look forward to welcoming you!
Oceanfront • Restaurant • Ocean View • Entertainment • Transportation/Shuttle • Sports/Activities • Business Services • Wellness Facilities
Exceptional
401 reviews
Welcome to Antico Sipario Boutique Hotel! We're excited to share our inviting space with you. Located in the charming town of Paciano, just 40 km from Perugia Cathedral, our hotel offers a cozy lounge and a delightful bar where you can unwind and enjoy beautiful views of the city. Our hotel features a lovely garden, perfect for relaxation and fresh air. With comfortable accommodations and thoughtful amenities, we're dedicated to making your stay enjoyable. Whether you're here for a getaway or exploring the area, we look forward to welcoming you and ensuring you feel right at home.
Child Friendly • Sports/Activities • Business Services • Hot Tub • Entertainment • Restaurant • Wellness Facilities
Exceptional
277 reviews
Welcome to Lupaia, a beautiful inn located in the heart of Tuscany. Nestled between the charming towns of Montepulciano and Pienza, our inn offers stunning views of the rolling hills that make this region so special. Whether you’re seeking a romantic getaway or a peaceful retreat, Lupaia is designed to provide a warm and welcoming experience for everyone. We invite you to relax, unwind, and immerse yourself in the natural beauty and rich culture that Tuscany has to offer.
Ocean View • Wellness Facilities • Restaurant • Hot Tub • Child Friendly • Sports/Activities • Oceanfront • Entertainment
Exceptional
134 reviews
Welcome to Sce Quiríc, a welcoming retreat in the charming town of San Quirico d'Orcia, just 43 km from Mount Amiata. Our accommodations are designed with your comfort in mind. Enjoy a refreshing dip in our infinity pool, relax in our beautiful garden, or unwind in our open-air bath. Plus, we offer free private parking for your convenience. Our rooms are air-conditioned to ensure you have a pleasant stay. We look forward to making your experience memorable!
Restaurant • Sports/Activities • Transportation/Shuttle • Wellness Facilities • Entertainment • Ocean View • Oceanfront
Exceptional
267 reviews
Nestled in the beautiful Tuscan countryside of Pienza, La Saracina welcomes you with cozy rooms and charming apartments that reflect the area's traditional style. Here, you can relax by the swimming pool, enjoy complimentary Wi-Fi, and take advantage of free parking. We strive to create a comfortable environment for all our guests, making it easy for everyone to feel at home while enjoying their stay.
Business Services • Ocean View • Restaurant • Oceanfront • Child Friendly • Sports/Activities • Entertainment
Superb
72 reviews
Welcome to La Moscadella, a welcoming retreat located in the charming village of Castelmuzio, just 21 km from Bagno Vignoni. Here, you can enjoy comfortable accommodations surrounded by beautiful gardens. We offer free private parking for your convenience, as well as a lovely terrace where you can relax and take in the views. At our on-site restaurant, we invite you to savor delicious meals made with fresh, locally-sourced ingredients. Our goal is to create a warm and inviting atmosphere where everyone feels at home. Whether you're here for a peaceful getaway or an adventure in nature, we look forward to making your stay special.
Ocean View • Wellness Facilities • Restaurant • Oceanfront • Business Services • Entertainment • Child Friendly • Sports/Activities
Exceptional
74 reviews
Welcome to Borgo San Vincenzo, located in the beautiful town of Montepulciano, just 13 km from Terme di Montepulciano. We’re excited to offer you a comfortable stay with a range of amenities designed to make your experience enjoyable and relaxing. Here, you can take advantage of our complimentary bikes to explore the stunning surroundings at your own pace. We also provide free private parking for your convenience. Take a dip in our outdoor swimming pool or unwind in our lovely garden—both are perfect spots to enjoy the fresh air and natural beauty. We look forward to welcoming you and ensuring you have a memorable visit!
Entertainment • Transportation/Shuttle • Restaurant • Oceanfront • Child Friendly • Wellness Facilities • Ocean View • Sports/Activities
Exceptional
129 reviews
Welcome to Antico Casale Tiravento, just a short 600-meter stroll from the beautiful Lake Trasimeno. Here, you can enjoy our spacious 1-hectare garden, complete with BBQ facilities and comfortable sun loungers for relaxation. We also provide free Wi-Fi to help you stay connected during your stay. Our air-conditioned apartments offer lovely views, making it a perfect spot for unwinding and enjoying nature. We look forward to welcoming you!
Sports/Activities • Spa • Transportation/Shuttle • Restaurant • Oceanfront • Ocean View • Entertainment • Wellness Facilities
Exceptional
95 reviews
Welcome to Podere Gonzaga, a lovely place to stay in Pienza, just 33 km from the beautiful Mount Amiata. Here, you can enjoy a peaceful garden, relax on our terrace, and take advantage of free private parking. We’re also conveniently located about 13 km from Bagno Vignoni, making it easy for you to explore the area. Plus, our hotel offers complimentary WiFi so you can stay connected during your visit. We can’t wait to welcome you!
Entertainment • Child Friendly • Sports/Activities
Exceptional
111 reviews
Nestled in the beautiful Tuscan countryside, Castello delle Serre offers a warm and inviting escape. Located at the top of the quaint medieval town of Serre di Rapolano, it’s just a short 40-minute drive from the historic cities of Siena and Montepulciano. Here, you’ll find not only luxury but also a welcoming atmosphere that encourages you to relax and enjoy every moment of your stay.
Sports/Activities • Child Friendly • Business Services • Oceanfront • Ocean View • Entertainment
Superb
63 reviews
Nestled 470 meters above sea level, Agriturismo Cerreto provides stunning panoramic views of the beautiful Val d'Orcia and the majestic Mount Amiata. This charming 15th-century farmhouse welcomes you with warm, cozy accommodations, complete with inviting fireplaces. Located just 4 kilometers from the lovely town of Pienza, it’s a perfect spot for anyone looking to relax and enjoy nature while being close to local attractions. We invite everyone to come and experience the beauty and comfort we have to offer!
Sports/Activities • Child Friendly • Oceanfront • Entertainment • Restaurant • Business Services • Ocean View
Exceptional
278 reviews
Convento San Bartolomeo is a beautifully restored monastery from the 13th century, where you can experience a glimpse of history while enjoying a comfortable stay. Situated in the peaceful town of Piancastagnaio, our inviting rooms feature charming wood-beam ceilings that create a warm atmosphere. You'll also find stunning original frescoes in the dining hall, adding to the unique character of our space. We welcome everyone to come and explore this special place with us.
Business Services • Ocean View • Oceanfront • Transportation/Shuttle • Wellness Facilities • Entertainment • Restaurant • Sports/Activities
Superb
487 reviews
Il Serraglio is a welcoming, family-run retreat that features a lovely outdoor swimming pool and spacious gardens for you to enjoy. Our rustic-style accommodations come with complimentary Wi-Fi to keep you connected. Located just 3 km from the charming town of Montepulciano, we take pride in producing our own red wine and olive oil right here on the property. We invite you to experience the warmth of our hospitality and the beauty of the surrounding countryside!
Entertainment • Restaurant • Wellness Facilities • Ocean View • Child Friendly • Oceanfront • Hot Tub • Sports/Activities
Exceptional
147 reviews
Welcome to Il Rigo, a working farm nestled in the beautiful Tuscany region, specifically in the stunning Val d'Orcia Park. We aim to create a warm and inviting environment for all our guests. You’ll find free parking available, along with breathtaking views of the countryside. Our accommodations feature charming Tuscan-style furnishings that reflect the local culture and warmth. Each room is designed to provide a comfortable and cozy stay, allowing you to unwind and connect with nature. We look forward to welcoming you to our family-run farm, where you can experience the beauty and tranquility of Tuscany.
Entertainment • Business Services • Child Friendly • Ocean View • Oceanfront • Sports/Activities • Restaurant
Superb
58 reviews
Welcome to our property, where your safety and comfort are our top priorities. We have a Special Protection Program in place, designed to ensure a secure environment for both our guests and staff. Nestled within the historic walls of medieval Cortona, our beautiful 18th-century space invites you to experience the charm and culture of this amazing town. We look forward to making your stay enjoyable and memorable!
Child Friendly • Sports/Activities • Transportation/Shuttle • Wellness Facilities • Restaurant • Entertainment
Superb
330 reviews
Welcome to Agriturismo Borghetto Il Montino, a friendly place to stay right in the heart of Rapolano Terme. We are excited to offer you a lovely outdoor pool where you can relax and a restaurant with delicious meals made just for you. Stay connected with our complimentary Wi-Fi, and enjoy the comfort of our air-conditioned rooms. We look forward to making your visit enjoyable!
Restaurant • Sports/Activities • Ocean View • Child Friendly • Business Services • Wellness Facilities • Entertainment • Oceanfront
Superb
114 reviews
Welcome to Agriturismo Merigge Wellness & Spa Montepulciano, a charming farm stay located in a beautifully restored historic building. Enjoy breathtaking views while relaxing by our infinity pool. Situated just 12 km from the serene Terme di Montepulciano, this is the perfect place to unwind and connect with nature. We invite you to experience the warmth of our hospitality and the tranquility of our surroundings. Your comfort and enjoyment are our top priorities!
Ocean View • Entertainment • Oceanfront • Business Services • Sports/Activities • Transportation/Shuttle • Spa • Wellness Facilities
Superb
321 reviews
Experience the charm of Tuscany at Villa San Sanino - Relais, a welcoming family-run getaway just 3 km from the heart of Torrita di Siena. Here, you can enjoy beautifully designed suites that come with your own private garden, perfect for relaxing in nature. Indulge in delicious meals at our traditional restaurant and take a dip in the refreshing saltwater infinity pool. We’re dedicated to making your stay comfortable and memorable, ensuring everyone feels at home.
Restaurant • Entertainment • Transportation/Shuttle • Wellness Facilities • Oceanfront • Spa • Sports/Activities • Ocean View
Exceptional
12 reviews
Poggio Piglia is a charming destination located in the lovely hamlet of Macciano, nestled in the beautiful Tuscan countryside. Our property features spacious gardens where you can relax and unwind, complete with a swimming pool that provides stunning views of the surrounding valleys. Each room at Poggio Piglia is designed for your comfort, ensuring a welcoming and cozy atmosphere for all our guests. Whether you’re here for a peaceful retreat or to explore the rich culture of Tuscany, we are dedicated to making your stay enjoyable and memorable.
Child Friendly • Entertainment • Ocean View • Oceanfront • Sports/Activities • Transportation/Shuttle • Restaurant • Wellness Facilities
Superb
251 reviews
La Bandita Townhouse is located in the beautiful town of Pienza. Here, you can enjoy complimentary bikes to explore the area, relax in the garden, or unwind on the terrace. We also offer a cozy shared lounge where you can connect with others and a friendly concierge service to help you with your needs. Plus, you’ll have free WiFi available throughout the property to stay connected during your stay. We’re excited to welcome you and ensure you have a comfortable and enjoyable experience!
Sports/Activities • Child Friendly • Restaurant • Hot Tub • Wellness Facilities • Entertainment • Spa • Transportation/Shuttle
Superb
98 reviews
Discover the charm of BORGO MEDIEVALE SAN QUIRICO D'ORCIA B&B - Capitano Collection - Albergo diffuso, a cozy guest house nestled in a historic building in the beautiful town of San Quirico d'Orcia. Enjoy breathtaking views of the city and relax in our lovely garden. We are conveniently located just 41 kilometers from the nearest major city, making it an ideal getaway for those seeking tranquility and a touch of history. Whether you're here for a romantic escape, a family vacation, or simply to unwind, we invite you to experience the warmth and comfort of our welcoming space.
Child Friendly • Spa • Wellness Facilities • Restaurant • Sports/Activities • Transportation/Shuttle • Business Services • Entertainment
Superb
355 reviews
Welcome to Siena House, located in the beautiful village of Torrita di Siena, nestled in the stunning Tuscan countryside. Here, you'll find a lovely garden with a refreshing swimming pool, perfect for relaxing and enjoying the outdoors. Our spacious rooms are designed with your comfort in mind, offering elegant décor and breathtaking views of the surrounding hills. Whether you're here for a peaceful retreat or an adventure in Tuscany, we aim to make your stay enjoyable and memorable. We look forward to welcoming you!
Restaurant • Oceanfront • Sports/Activities • Child Friendly • Ocean View • Entertainment
Superb
13 reviews
The name Leopoldina honors Pietro Leopoldo d’Asburgo Lorena, the Grand Duke of Tuscany. He commissioned the construction of these unique homes in the valley during a project to reclaim and develop the Valdich area.
Oceanfront • Business Services • Child Friendly • Ocean View • Transportation/Shuttle • Restaurant • Entertainment • Sports/Activities
Superb
68 reviews
Welcome to La Fontaiola, a charming 18th-century country house nestled in the serene countryside of Umbria. Here, you can enjoy the beauty of nature while taking advantage of our complimentary bike rentals to explore the area at your own pace. Our expansive garden is perfect for relaxing or having a delightful barbecue with family and friends. Every morning, we serve a delicious Italian breakfast to help you start your day on a tasty note. We strive to create a warm and inviting atmosphere where everyone feels at home.
Entertainment • Ocean View • Oceanfront • Sports/Activities • Restaurant • Child Friendly • Skiing
Superb
83 reviews
Hotel Name | Address | Price ($) | Star | Rating | Review Count | Book |
---|---|---|---|---|---|---|
Stelle di Monte | 18 Via di Martiena, 53045 Montepulciano, Italy | 0 | 4 | 9.9 | 78 | |
Il Giuncheto | SP38, 53020 Trequanda, Italy | 244 | 4 | 9.9 | 401 | |
Antico Sipario Boutique Hotel, BW Signature Collection | 10 Via Sensini, 06060 Paciano, Italy | 194 | 3 | 9.8 | 277 | |
Lupaia | Località Lupaia 74, 53049 Montepulciano, Italy | 408.71 | 4 | 9.8 | 134 | |
Sce Quiríc | Località Poggiarello, 53027 San Quirico dʼOrcia, Italy | 243 | 4 | 9.7 | 267 | |
La Saracina | S.S. 146 km 29,700, 53026 Pienza, Italy | 517 | 0 | 9.5 | 72 | |
La Moscadella | Loc. Moscadella 43, 53020 Castelmuzio, Italy | 308.27 | 0 | 9.6 | 74 | |
Borgo San Vincenzo | Via di Montenero 18, 53045 Montepulciano, Italy | 379 | 4 | 9.6 | 129 | |
Antico Casale Tiravento | Via Ferrer 1E, 06065 Passignano sul Trasimeno, Italy | 542 | 4 | 9.8 | 95 | |
Podere Gonzaga | Località Podere Palazzo Gonzaga 116, 53026 Pienza, Italy | 235 | 0 | 9.6 | 111 | |
Castello Delle Serre | Piazza XX Settembre 1, 53040 Rapolano Terme, Italy | 277.2 | 4 | 9.5 | 63 | |
Agriturismo Cerreto | Podere Cerreto, 53026 Pienza, Italy | 140.13 | 0 | 9.6 | 278 | |
Convento San Bartolomeo | Viale Vespa 368 - Piancastagnaio, 53025 Abbadia San Salvatore, Italy | 149 | 0 | 9.5 | 487 | |
Agriturismo Il Serraglio | Via Della Montagna 11, 53045 Montepulciano, Italy | 453 | 4 | 9.6 | 147 | |
Agriturismo Il Rigo | Località Podere Casabianca, 53027 San Quirico dʼOrcia, Italy | 143.38 | 3 | 9.4 | 58 | |
Hotel Villa Marsili | Viale Cesare Battisti 13, 52044 Cortona, Italy | 436 | 4 | 9.5 | 330 | |
Agriturismo Borghetto Il Montino | Loc. Borghetto Il Montino, 53040 Rapolano Terme, Italy | 171.61 | 4 | 9.4 | 114 | |
Agriturismo Merigge Wellness & Spa Montepulciano | Via di Montenero 36, Cervognano, 53045 Montepulciano, Italy | 236 | 4 | 9.4 | 321 | |
Villa San Sanino - Relais in Tuscany | Località Sant'Ansano 14, 53049 Torrita di Siena, Italy | 650.7 | 4 | 9.6 | 12 | |
Poggio Piglia | Frazione Macciano, 53043 Chiusi, Italy | 189.16 | 4 | 9.4 | 251 | |
La Bandita Townhouse | Corso Il Rossellino 111, 53026 Pienza, Italy | 491 | 0 | 9.2 | 98 | |
BORGO MEDIEVALE SAN QUIRICO D'ORCIA B&B - Capitano Collection - Albergo diffuso | VIA POLIZIANO 23/B, 53027 San Quirico dʼOrcia, Italy | 104 | 4 | 9.4 | 355 | |
Siena House | Podere San Carlo, Localita Pietrabianca 140, 53049 Torrita di Siena, Italy | 326.97 | 0 | 9.5 | 13 | |
Relais la Leopoldina | Via XXI Aprile 26 Località Bettolle, 53048 Bettolle, Italy | 202 | 0 | 9.5 | 68 | |
La Fontaiola | Via dell'Olivo , 06062 Le Piazze, Italy | 103 | 4 | 9.2 | 83 |
Note: The prices for each boutique hotels in Val Di Chiana Senese do vary. This can be because of the number of people you are booking for, how far in advance you book and the season. The prices above are only meant as a rough estimate for comparison purposes. Click the buttons above (or click here>) to get the latest prices.
When planning your luxury or boutique stay in Val di Chiana senese, Italy, you'll discover an array of captivating attractions waiting to be explored.
Montepulciano: This picturesque hilltop town is famous for its stunning Renaissance architecture and exquisite wine, making it a perfect day trip from your boutique hotel.
Pienza: Known as the 'Ideal City,' Pienza offers breathtaking views of the Tuscan countryside alongside charming streets filled with local artisan shops and delicious pecorino cheese.
Cortona: Just a short drive away, Cortona enchants visitors with its ancient Etruscan walls, quaint cafes, and vibrant art scene, ensuring a memorable experience during your stay.
Thermal Springs: Indulge in relaxation at the natural thermal springs in Rapolano Terme, where you can unwind in soothing waters just a stone's throw from your luxury accommodation.
Castiglione del Lago: Nestled on the shores of Lake Trasimeno, this charming lakeside town invites you to stroll along scenic paths or explore its historic castle while enjoying stunning lake views.
Val d'Orcia National Park: A UNESCO World Heritage site, this idyllic landscape showcases rolling hills, vineyards, and cypress trees, ideal for hiking and photography enthusiasts staying nearby.
Local Vineyards: Embark on a wine-tasting tour through the local vineyards surrounding Val di Chiana senese, where you can savor exquisite wines and learn about the region’s winemaking traditions.
Cooking Classes: Immerse yourself in the rich culinary culture of Tuscany by enrolling in a cooking class, where you’ll create authentic Italian dishes using fresh local ingredients during your boutique stay.
Popular boutique hotels in Val di Chiana senese that have a pool include:
Transportation/Shuttle service is available at the following boutique hotels in Val di Chiana senese:
A spa is available to guests at the following boutique hotels in Val di Chiana senese:
Families traveling in Val di Chiana senese enjoyed their stay at the following boutique hotels:
These 3 star hotels received great reviews from other travelers:
Some of the best boutique hotels in Val di Chiana senese are: