Siena Area Boutique Family Hotels

Casanova di Campriano is located just 24 kilometers from the beautiful Piazza del Campo and 21 kilometers from the historic Palazzo Chigi-Saracini, making it a convenient spot for exploring the area. Our welcoming rooms offer comfort with air conditioning and private bathrooms for your convenience. Nestled in the hills of Lupompesi, you can enjoy stunning mountain views and a peaceful atmosphere during your stay. We look forward to making your visit enjoyable and memorable!

Child Friendly • Ocean View • Wellness Facilities • Oceanfront

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!

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

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.

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

Welcome to Agriturismo Sole, a warm and inviting retreat located in the beautiful town of Trequanda. We're only 40 km from the charming Piazza del Campo and 46 km from the historic Piazza Grande. Here, you can relax in our stunning infinity pool while enjoying the fresh air and the comfort of air conditioning. Our farm stay features a private entrance, ensuring that your experience is peaceful and personal. We look forward to making your stay memorable, surrounded by nature and the beauty of Tuscany!

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

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.

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

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

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.

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

Welcome to Palazzo Pio III - Residenza d'epoca, a charming bed and breakfast located in the heart of Sarteano. Here, you can relax in our cozy shared lounge while enjoying beautiful views of the city. Our historic building dates back to the 15th century, adding a unique touch to your stay. If you're looking to explore nature, we're just 46 kilometers from Mount Amiata, making it easy for you to enjoy the stunning landscapes. We invite you to experience comfortable accommodations infused with rich history, where you can feel at home during your visit.

Hot Tub • Child Friendly

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.

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

Welcome to Podere Cunina, a peaceful retreat nestled in the beautiful Tuscan hills, just 30 km from Siena. Here, you can enjoy our inviting outdoor pool and take in the stunning landscape all around you. At Podere Cunina, we believe in sharing the best of our region with you. That's why we proudly produce honey, saffron, and olive oil right here on-site, allowing you to experience the local flavors during your stay. Our comfortable rooms are equipped with air conditioning to ensure you feel relaxed and at home. We look forward to welcoming you and helping you create wonderful memories in this serene setting.

Transportation/Shuttle • Child Friendly • Hot Tub • Wellness Facilities • Ocean View • Sports/Activities • Oceanfront

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!

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

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

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!

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

Discover the beauty of Castello di Spedaletto da Laura, where you can relax in our beautiful garden and enjoy complimentary WiFi throughout the property. Our comfortable, air-conditioned rooms provide a serene retreat in the tranquil surroundings of Pienza. As a bonus, we take pride in producing delicious olive oil, wine, pasta, and legumes right on-site. Come experience the warmth of our hospitality and the rich flavors of our land!

Ocean View • Oceanfront • Sports/Activities • Child Friendly

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!

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

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!

Sports/Activities • Entertainment • Child Friendly

At Fonteliving, we believe in creating a welcoming and relaxing environment for everyone. Our beautifully designed apartments provide you with comfort and style, making it the perfect place to unwind. Enjoy our outdoor pool, which is nestled in the lush greenery of the Tuscan countryside—ideal for soaking up the sun or taking a refreshing dip. For those looking for a little extra relaxation, the popular thermal pools are just a short 700-meter walk away. Our spacious apartments are equipped with air conditioning to ensure your stay is as comfortable as possible. We’re here to help you create memorable experiences in a serene and friendly setting.

Oceanfront • Child Friendly • Ocean View • Sports/Activities

Agriturismo Casalino18 is a welcoming place to stay in Tognazza, where you can enjoy beautiful views of the gardens. It's located just 10 kilometers from the famous Piazza del Campo and about 43 kilometers from Piazza Matteotti. If you're driving, there's private parking available for your convenience. This lovely accommodation has recently been updated to ensure a comfortable experience for all guests.

Child Friendly

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.

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

Welcome to Vignacce, a place I’m proud to call home. I pay attention to all the little details because I want everyone who visits to experience the beauty and tranquility that this wonderful spot has to offer. We have a cozy space that comfortably accommodates up to 12 guests, ensuring an intimate and peaceful atmosphere for everyone. My goal is to create a warm and inviting environment where you can relax and enjoy your stay.

Child Friendly • Ocean View • Oceanfront • 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!

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

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!

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

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

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!

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

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!

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