
Villa Bordoni, nestled in the beautiful town of Greve in Chianti, offers a welcoming outdoor pool where you can enjoy stunning views of the Tuscan hills. This charming villa provides complimentary Wi-Fi to keep you connected during your stay. Guests can also savor delicious meals at the on-site restaurant, which offers fun cooking lessons for those who want to learn how to create authentic Italian dishes. Whether you're seeking relaxation or adventure, Villa Bordoni is here to make your experience unforgettable.
Exceptional
70 reviews

Welcome to La Pietra Del Cabreo, a warm and inviting retreat in the picturesque town of Greve in Chianti, just 2 km from the charming Piazza Matteotti. Here, you can relax and unwind by our seasonal outdoor swimming pool, explore our beautiful garden, and enjoy delicious meals at our on-site restaurant. We also offer convenient free private parking for your ease. Whether you're here for a peaceful getaway or to explore the local area, we’re excited to provide a comfortable and welcoming space for everyone.
Exceptional
345 reviews

Welcome to Villa La Petraia, a lovely getaway in Panzano, just 8.6 km from the heart of Piazza Matteotti. Here, you can relax by our seasonal outdoor swimming pool, enjoy the beautiful garden, and unwind in our cozy shared lounge. We also offer free private parking for your convenience. Your comfort and enjoyment are our top priorities, and we look forward to making your stay memorable!
Exceptional
89 reviews

Discover the beauty of Borgo Del Cabreo, where you can relax by our seasonal outdoor pool that offers stunning views of the Tuscan countryside. Nestled just 1 km from the charming town center of Greve in Chianti, our peaceful location invites you to unwind and enjoy nature. The name "Borgo Del Cabreo" reflects our commitment to providing a welcoming experience in this beautiful area. Join us for a getaway that celebrates the warmth of community and the beauty of the landscape.
Exceptional
414 reviews

Welcome to Corte Di Valle, a serene retreat nestled in the beautiful Tuscan countryside, just a short 5-minute drive from the charming town of Greve in Chianti. Here, you can enjoy our spacious and tranquil garden, perfect for relaxation. Take a refreshing dip in our swimming pool or unwind at one of the many tables and chairs scattered throughout the area. We also want to make your stay comfortable and convenient, which is why we offer free parking on-site and complimentary Wi-Fi for all our guests. We look forward to welcoming you and helping you create wonderful memories during your visit!
Exceptional
887 reviews

Welcome to Pieve Aldina Relais & Châteaux, a lovely retreat nestled in the beautiful town of Radda in Chianti. Just 21 kilometers from Piazza Matteotti, we offer a warm and welcoming place to stay. Enjoy our seasonal outdoor swimming pool, relax in our spacious garden, and connect with others in our shared lounge. Plus, you can rest easy knowing that free private parking is available for your convenience. We’re here to make your experience enjoyable and memorable!
Exceptional
147 reviews

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!
Exceptional
61 reviews

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!
Exceptional
290 reviews

Nestled in the beautiful Tuscan countryside, Castello di Casole, A Belmond Hotel, Tuscany is a welcoming retreat that offers something for everyone. Enjoy refreshing dips in the outdoor pool, indulge in relaxing treatments at the spa, or keep active in the fitness center. With two delightful restaurants on-site, you can savor delicious meals made with local ingredients. This charming former castle has been transformed into elegant rooms and suites, ensuring a comfortable stay for all guests. Whether you're looking for adventure or relaxation, you'll find it here amidst stunning landscapes and warm hospitality.
Exceptional
91 reviews

Hotel Le Fontanelle is a welcoming 5-star hotel nestled in the beautiful Chianti Classico region, conveniently located between Siena and Florence. Here, you can enjoy breathtaking views and stunning landscapes that offer a perfect backdrop for a memorable getaway. Our goal is to create a relaxing and enjoyable experience for all our guests, where everyone feels at home amidst the beauty of Italy.
Exceptional
157 reviews

Borgo San Felice is a welcoming hotel in Castelnuovo Berardenga, nestled in the beautiful Chianti wine region. Here, you can enjoy comfortable and spacious rooms decorated with charming antique furniture. The hotel features a lovely swimming pool, perfect for relaxation, and breathtaking views of the stunning countryside. We strive to create a warm and inviting atmosphere for all our guests, ensuring that everyone feels at home during their stay.
Exceptional
28 reviews

Welcome to Albergo Villa San Michele! Nestled in the beautiful Greve in Chianti, our hotel features a lovely garden, a cozy terrace, and an inviting restaurant and bar for your enjoyment. Each of our comfortable rooms offers stunning views of the garden and comes with complimentary WiFi to keep you connected during your stay. We also have some rooms with balconies, perfect for relaxing while taking in the peaceful surroundings. We can’t wait to welcome you!
Exceptional
535 reviews

Welcome to Agriturismo Pensieri di Cavatina! Nestled in the beautiful countryside of Castelnuovo Berardenga, Tuscany, our property offers a peaceful retreat surrounded by nature. Enjoy the lovely views of our garden and the tranquil streets nearby. We're conveniently located just 12 km from charming local attractions and 42 km from the historic Piazza Matteotti. Come relax and experience the warmth of our hospitality!
Exceptional
301 reviews

Welcome to Villa Le Calvane, a beautiful retreat nestled in the hills of Montespertoli, where you can enjoy breathtaking views of the Chianti region. Here, you can relax in our seasonal infinity pool or unwind in the hot tub. We take pride in producing our own olive oil and wine right here on the property, offering you a taste of local flavors. Plus, we provide free private parking for your convenience. We hope you find comfort and joy during your stay with us!
Exceptional
131 reviews

Welcome to our beautiful castle in Tuscany, a place rich in history that dates back to medieval times. Surrounded by lush vineyards and olive orchards, our property offers a serene escape for everyone who visits. We invite you to experience the stunning scenery and enjoy the peaceful atmosphere that makes this location special. Your comfort and enjoyment are our top priorities, and we look forward to sharing this unique spot with you.
Exceptional
281 reviews

Palazzo Pacini is located in beautiful Colle Val D'Elsa, just 25 km from the famous Piazza del Campo. Here, we prioritize your comfort and well-being with a range of welcoming services. Our friendly staff is ready to assist you with concierge services, ensuring your stay is as enjoyable as possible. We offer allergy-free rooms for those with sensitivities, along with a lovely garden where you can relax. Stay connected with free WiFi throughout the property, and feel free to unwind in our shared lounge, which is perfect for socializing or simply enjoying some quiet time. Your comfort and needs are our top priority!
Exceptional
1082 reviews

Vicchiomaggio Castle, originally known as Vicchio dei Longobardi (meaning Village of the Longobards), has a rich history that dates back to around the year 1400. This beautiful castle sits on top of a hill, offering stunning views and a glimpse into the past. It’s a place where people can connect with history and appreciate the stories that have shaped our world. Whether you're interested in exploring its architecture, enjoying the scenery, or learning about its historical significance, Vicchiomaggio Castle welcomes everyone to experience its charm and beauty.
Exceptional
392 reviews

Nestled among beautiful olive groves and vineyards, you'll find our delightful seventeenth-century farmhouse. We’re excited to welcome you to our cozy apartments, each featuring either a terrace or a private garden where you can relax. Every space is equipped with an outdoor table and chairs, perfect for enjoying meals or simply unwinding in nature. We look forward to providing you with a warm and inviting experience!
Exceptional
271 reviews

Welcome to Romantik Hotel Monteriggioni, a beautiful retreat nestled in the charming walled town of Monteriggioni, right in the heart of Chianti. Our hotel is designed with your comfort in mind, offering a spacious garden where you can relax by the swimming pool surrounded by lovely olive trees. Each of our guest rooms is uniquely decorated to create a warm and inviting atmosphere, ensuring that every stay feels special. Whether you're here for a romantic getaway, a family vacation, or simply to explore the stunning surroundings, we strive to make your experience memorable and enjoyable. We can't wait to welcome you!
Exceptional
271 reviews

Welcome to Castello di Mugnana, located just 9.3 km from Piazza Matteotti! Here, you can enjoy a relaxing stay with access to a seasonal outdoor swimming pool, free private parking, a lovely garden, and a terrace where you can unwind. Our friendly bar is also available for you to enjoy refreshments during your stay. We look forward to welcoming you!
Exceptional
35 reviews

Podere Terreno, located on Via della Volpaia in Radda in Chianti, offers a welcoming place to stay along with a beautiful garden for guests to enjoy. You’ll have access to a cozy shared lounge where you can relax and connect with others. Each room is designed with your comfort in mind and includes a wardrobe for your belongings. You’ll find private bathrooms for your convenience. We strive to make your experience as enjoyable and comfortable as possible. Come and unwind in our peaceful setting!
Exceptional
147 reviews

Just 35 km away from the beautiful Piazza del Campo, Tenuta Colombaio offers a welcoming place to stay in Casole d’Elsa. Here, you can enjoy a seasonal outdoor swimming pool and relax in a lovely garden. We also provide safe bicycle parking for those who want to explore the area on two wheels. Our bed and breakfast is designed with your comfort in mind, ensuring a pleasant and inclusive experience for everyone.
Exceptional
172 reviews

Villa Il Fedino is a beautiful place to stay, featuring comfortable and stylish suites in a charming 14th-century building. Here, you can relax by the outdoor swimming pool and enjoy the scenic views of the lush green park that surrounds the property, all set against the stunning backdrop of the famous Chianti hills. We invite you to experience a warm and welcoming atmosphere where your comfort and enjoyment are our top priorities.
Exceptional
516 reviews

Welcome to Antica Pieve B & B, where you can relax by our beautiful swimming pool and enjoy stunning views of the Chianti Hills. Our cozy Tuscan-style rooms are designed for your comfort, equipped with air conditioning and free Wi-Fi to help you stay connected during your stay. Located in the charming town of Tavarnelle in Val di Pesa, we’re just a short 30-minute drive from local attractions and breathtaking scenery. We look forward to making your visit enjoyable and memorable!
Exceptional
347 reviews

Belvedere Di San Leonino is a charming getaway nestled among beautiful vineyards in Castellina in Chianti, right in the heart of the Chianti region. This welcoming historic country house dates back to the 1400s and features cozy rooms that invite you to relax and enjoy your stay. Whether you're exploring the stunning landscapes or savoring local wines, you'll feel right at home here.
Exceptional
462 reviews





Note: The prices for each boutique hotels in Chianti 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.
Luxury Vineyards: When you indulge in a luxury or boutique stay in Chianti, Italy, you'll be perfectly situated to explore the region's enchanting vineyards that offer tastings of some of the finest wines in the world.
Castello di Brolio: This historic castle, surrounded by stunning gardens and scenic views, allows you to delve into the rich heritage of Chianti while learning about its celebrated wine production.
Greve in Chianti: Known as the gateway to Chianti, Greve is a charming town where you can wander through its picturesque squares, vibrant markets, and enjoy delectable local cuisine and wines.
San Polo in Chianti: Nestled in the heart of the countryside, this quaint village invites you to experience authentic Tuscan life with its rustic charm and breathtaking landscapes ideal for leisurely strolls.
Chianti Sculpture Park: An artistic oasis in the countryside, this unique park showcases contemporary sculptures amidst nature, making it a perfect spot for art lovers seeking inspiration.
Badia a Passignano: Visit this beautiful abbey dating back to the 11th century, where you can marvel at its architecture and enjoy peaceful walks in the surrounding vineyards and olive groves.
Wine Tours: Embark on a guided wine tour that offers insider access to exclusive vineyards, where you can learn about winemaking processes and taste exquisite vintages right from the source.
Cooking Classes: Engage in delightful cooking classes where you’ll learn to prepare traditional Tuscan dishes using fresh, local ingredients, a perfect complement to your luxury or boutique stay in Chianti, Italy.
Popular boutique hotels in Chianti that have a pool include:
Transportation/Shuttle service is available at the following boutique hotels in Chianti:
A spa is available to guests at the following boutique hotels in Chianti:
Families traveling in Chianti enjoyed their stay at the following boutique hotels:
These 3 star hotels received great reviews from other travelers: