Siena AreaBoutique Hotels with Entertainment

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!

Restaurant • Ocean View • Oceanfront • Hot Tub • Wellness Facilities • Sports/Activities • Entertainment

Pietrafitta is a beautiful and enchanting spot just a short walk from the main entrance of the historic town of San Gimignano. This charming medieval town is well-known around the world for its impressive towers that still stand tall today. Whether you're exploring the streets or enjoying the views, there's something special for everyone to appreciate in this picturesque destination.

Transportation/Shuttle • Ocean View • Restaurant • Sports/Activities • Oceanfront • Wellness Facilities • Entertainment

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!

Entertainment • Transportation/Shuttle • Sports/Activities • Restaurant • Oceanfront • Wellness Facilities • Ocean View • Business Services

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.

Oceanfront • Wellness Facilities • Child Friendly • Ocean View • Entertainment • Sports/Activities • Restaurant • Hot Tub

Welcome to Torre del Fuggisole, a comfortable 3-star hotel located in the beautiful city of Siena. Just a short walk from the charming Piazza Matteotti (about 1.1 km) and the serene San Cristoforo Church (only 800 meters away), our cozy accommodations are designed to make your stay enjoyable. Each room is equipped with air conditioning, ensuring you feel right at home during your visit. We look forward to welcoming you and making your experience in Siena memorable!

Entertainment • Wellness Facilities • Sports/Activities • Transportation/Shuttle

Welcome to Borgo Argiano, a charming farm stay located in a historic building in Castelnuovo Berardenga, just 13 km from Piazza del Campo. Our inviting space features a beautiful pool where you can relax and enjoy stunning views of the surrounding landscape. Surrounded by lush gardens, we strive to create a warm and welcoming environment for all our guests. Come experience the tranquility and beauty that Borgo Argiano has to offer!

Sports/Activities • Wellness Facilities • Entertainment • Oceanfront • Restaurant • Ocean View • Business Services

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!

Wellness Facilities • Restaurant • Ocean View • Sports/Activities • Oceanfront • Entertainment • Transportation/Shuttle

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.

Oceanfront • Sports/Activities • Business Services • Ocean View • Child Friendly • Entertainment

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.

Entertainment • Wellness Facilities • Child Friendly • Sports/Activities • Restaurant • Oceanfront • Ocean View • Business Services

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 • Entertainment • Oceanfront • Ocean View • Restaurant • Child Friendly • Sports/Activities

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.

Oceanfront • Sports/Activities • Wellness Facilities • Transportation/Shuttle • Restaurant • Entertainment • Ocean View • Business Services

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!

Transportation/Shuttle • Restaurant • Child Friendly • Sports/Activities • Entertainment • Oceanfront • Ocean View • Wellness Facilities

Villa Le Prata is a charming farm house and winery nestled in the serene Tuscan countryside, just a short 5-minute drive from the lovely town of Montalcino. This beautifully restored 18th-century villa offers a peaceful retreat for adults looking to relax and enjoy nature. Guests can stroll through the lush garden, take in the stunning surroundings, and experience the warmth of Italian hospitality. Whether you’re seeking a quiet getaway or a place to savor exquisite wines, Villa Le Prata welcomes you to unwind and connect with both nature and each other.

Wellness Facilities • Restaurant • Hot Tub • Ocean View • Transportation/Shuttle • Entertainment • Oceanfront • Sports/Activities

Welcome to Tenuta Guardastelle, a charming farm stay located in a beautifully restored historic building in San Gimignano, just 35 km from the famous Piazza del Campo. Here, you can relax by our lovely pool while enjoying breathtaking views of the surrounding landscape. We’re committed to making your stay comfortable and enjoyable, whether you're here to explore local culture, enjoy nature, or simply unwind. Our friendly staff is here to help with your needs, ensuring you have a memorable experience during your visit.

Restaurant • Ocean View • Oceanfront • Sports/Activities • Entertainment • Child Friendly

Welcome to Agriturismo Le Canterie! We're excited to offer you a cozy place to stay in beautiful Radicondoli, just 24 km from Siena. Our property features complimentary WiFi so you can stay connected during your visit. Enjoy delicious meals at our on-site restaurant, where we prioritize fresh and local ingredients. Plus, we provide free private parking for your convenience. We look forward to making your stay enjoyable and comfortable!

Restaurant • Oceanfront • Business Services • Entertainment • Wellness Facilities • Transportation/Shuttle • Ocean View • Sports/Activities

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!

Child Friendly • Oceanfront • Ocean View • Wellness Facilities • Entertainment • Sports/Activities • Hot Tub • Restaurant

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 • Sports/Activities • Child Friendly

Rietine24 is a welcoming place to stay, located just 28 km from the beautiful Piazza del Campo and 30 km from Piazza Matteotti. Situated in Gaiole in Chianti, our rooms are designed for your comfort, featuring air conditioning and a private bathroom. You'll also enjoy lovely views of our garden during your visit. We invite you to make yourself at home and experience the charm of this wonderful area.

Entertainment • Oceanfront • Restaurant • Wellness Facilities • Sports/Activities • Transportation/Shuttle • Ocean View

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.

Wellness Facilities • Business Services • Spa • Restaurant • Transportation/Shuttle • Child Friendly • Entertainment • Sports/Activities

Welcome to La Pieve Marsina Country Retreat, nestled in the beautiful Chianti region of Siena. Here, we invite you to experience a blend of tradition, relaxation, and delicious local flavors. Our retreat is set in a charming medieval village, thoughtfully renovated to preserve its history while providing modern comforts. Whether you’re looking to unwind in nature, explore local culture, or enjoy authentic cuisine, we strive to create a welcoming space for everyone. We can't wait to share this special place with you!

Oceanfront • Wellness Facilities • Ocean View • Entertainment • Child Friendly • Transportation/Shuttle • Spa • Sports/Activities

Welcome to Agriturismo Borgo Il Bonagino! We have lovely accommodations with beautiful pool views and private balconies for you to enjoy. Located just 19 km from Piazza Matteotti, our property also offers a welcoming terrace where you can relax. Plus, you'll have access to free private parking and complimentary WiFi during your stay. We look forward to making your visit comfortable and enjoyable!

Business Services • Restaurant • Child Friendly • Ocean View • Oceanfront • Wellness Facilities • Sports/Activities • Entertainment

Welcome to Palazzetto Rosso - Art Hotel in beautiful Siena! We’re excited to offer you free WiFi to help you stay connected during your visit. Our cozy shared lounge is a great place to relax and meet other guests. Plus, we’re just a short 500-meter walk from must-see spots like the stunning Siena Cathedral and Basilica. Whether you’re here for art, history, or simply to enjoy the lovely atmosphere, we’re here to make your experience unforgettable.

Hot Tub • Entertainment • Restaurant • Sports/Activities • Child Friendly • Business Services

Welcome to Bellavista, a charming family-run country house that has been lovingly restored. Nestled among picturesque vineyards and olive groves, our home sits on a hill with stunning views of San Gimignano. Whether you choose one of our cozy rooms or spacious apartments, you’ll wake up to beautiful scenery every morning. We look forward to sharing this special place with you!

Oceanfront • Ocean View • Entertainment • Sports/Activities • Restaurant • Wellness Facilities • Child Friendly

Welcome to Hotel Certosa di Maggiano! This beautiful hotel is housed in a historic Carthusian monastery that dates back to 1314. Nestled in the peaceful countryside, it offers a serene retreat while still being just a short 20-minute walk from the vibrant heart of Siena. Whether you're looking to explore the rich culture of the city or simply relax in a tranquil setting, our hotel provides the perfect blend of history and hospitality. We invite you to come and experience the warmth and charm of Certosa di Maggiano for yourself!

Spa • Entertainment • Oceanfront • Business Services • Sports/Activities • Transportation/Shuttle • Ocean View • Wellness Facilities

Welcome to Hotel Palazzo di Valli, a beautiful 18th-century villa located just a short 400-meter walk from the heart of Siena. Our hotel offers a warm and inviting atmosphere, featuring charming traditional Tuscan decor that makes you feel right at home. We are dedicated to providing a comfortable and enjoyable experience for all our guests, ensuring that your stay is memorable and personalized. Whether you're here to explore the rich history of Siena or simply relax in a cozy setting, we are here to support your journey every step of the way.

Restaurant • Child Friendly • Entertainment • Transportation/Shuttle • Hot Tub • Sports/Activities