Montespertoli Boutique Family Hotels

List Of Best Boutique Family Hotels Montespertoli

We have created a list with the best boutique family hotels in Montespertoli, Italy. Hope you enjoy it. We think it might be the best of its kind around

boutique hotels in Montespertoli
Hotel
Via Castiglioni 1, 50025 Montespertoli, Italy

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!

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  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
  • Highly Rated
    Highly Rated
  • Ocean View
10 Baths1004.63 ft²
9

Exceptional

131 reviews

$584.43
Average price / night
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boutique hotels in Montespertoli
House
Via Turbone n 17 loc. Botinaccio, 50025 Montespertoli, Italy

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!

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  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
  • Ocean View
    Ocean View
  • Highly Rated
    Highly Rated
  • Free Cancellation
6 Baths986.69 ft²
9.4

Exceptional

271 reviews

$291.93
Average price / night
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boutique hotels in Montespertoli
Bed & Breakfast
via citerna 144, 50052 Certaldo, Italy

Nestled in the beautiful Tuscan countryside, Il Paluffo is a charming farmhouse from the 15th century. It has lovingly maintained its rustic wood-beamed ceilings and sturdy stone walls, providing a warm and inviting atmosphere. Guests can enjoy a spacious garden filled with greenery and a unique ecological pool that blends seamlessly with nature. This peaceful setting is perfect for anyone looking to relax and connect with the beauty of the landscape.

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  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
  • Ocean View
    Ocean View
  • Highly Rated
    Highly Rated
  • Ocean View
14 Baths661.98 ft²
9.3

Exceptional

79 reviews

$234
Average price / night
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boutique hotels in Montespertoli
Hotel
Via Renai 19, 50051 Castelfiorentino, Italy

Welcome to Locanda le Boscarecce, a lovely retreat in Castelfiorentino! Here, you’ll find a beautiful outdoor pool, a spacious garden spanning 5 hectares, and a cozy restaurant where you can enjoy delicious meals. We also offer free WiFi so you can stay connected during your visit. Each room features a private bathroom with a relaxing bath for your comfort. We’re excited to have you here and hope you feel right at home!

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  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
  • Ocean View
    Ocean View
  • Highly Rated
    Highly Rated
  • Ocean View
6 Baths174.01 ft²
9.3

Exceptional

195 reviews

$114
Average price / night
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boutique hotels in Montespertoli
Hotel
Via Empolese, 50026 San Casciano in Val di Pesa, Italy

Welcome to our beautifully restored building! We’ve worked hard to preserve the elegant charm of the Renaissance while ensuring you have all the modern comforts you need for a relaxing stay. Enjoy convenient amenities like electronic key access, TV, and Wi-Fi. You can also take advantage of our lovely swimming pool, soothing jacuzzi, restaurant, and spa area. We’re here to make your experience enjoyable and memorable!

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  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
31 Baths969.39 ft²
8.7

Exceptional

2327 reviews

$107
Average price / night
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boutique hotels in Montespertoli
Hotel
Via Borromeo 7, 50026 San Casciano in Val di Pesa, Italy

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.

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  • Oceanfront
    Oceanfront
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
  • Highly Rated
    Highly Rated
  • Free Cancellation
6 Baths428.76 ft²
9.5

Exceptional

516 reviews

$166
Average price / night
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boutique hotels in Montespertoli
House
Via Collina 66, 50026 San Casciano in Val di Pesa, Italy

In 1511, Niccolò Machiavelli, who had family land near Bibbione in a place called Sant’Andrea in Percussina, purchased a castle along with some farmland. He turned this space into a hunting lodge, where he could enjoy time in nature and share moments with friends and family. The story reflects how people in that time valued their connection to the land and the joy of gathering together.

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  • Oceanfront
    Oceanfront
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
  • Highly Rated
    Highly Rated
  • Ocean View
7 Baths1149.59 ft²
9.2

Exceptional

426 reviews

$82.69
Average price / night
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boutique hotels in Montespertoli
House
Strada della Pieve 1, 50028 Tavarnelle Val di Pesa, Italy

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!

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  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
  • Ocean View
    Ocean View
  • Highly Rated
    Highly Rated
  • Ocean View
2 Baths269.1 ft²
9.3

Exceptional

347 reviews

$122
Average price / night
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boutique hotels in Montespertoli
Hotel
Strada Spicciano 7, 50028 Tavarnelle Val di Pesa, Italy

COMO Castello Del Nero is located in the beautiful Chianti wine area, nestled between Florence and Siena. This stunning 12th-century castle offers a relaxing COMO Shambhala retreat, complete with an inviting outdoor pool. For your convenience, there is free parking available on-site. We want to ensure that your stay is comfortable and enjoyable!

Show more
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
  • Highly Rated
    Highly Rated
  • Ocean View
8 Baths2352.68 ft²
9.1

Exceptional

98 reviews

$1450.01
Average price / night
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boutique hotels in Montespertoli
House
Via di Castelletti 15, 50058 Signa, Italy

Discover the charm of Il Borgo di Villa Castelletti Country Hotel, nestled in the beautiful countryside near Florence. Here, you’ll find lovely accommodations designed in a warm and welcoming Tuscan style. Surrounded by lush greenery, this peaceful retreat invites you to relax and enjoy the natural beauty around you. Whether you’re looking for a cozy getaway or a place to explore the rich culture of Tuscany, we’re here to make your stay comfortable and memorable.

Show more
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
  • Ocean View
    Ocean View
  • Highly Rated
    Highly Rated
  • Free Cancellation
4 Baths328.3 ft²
9.3

Exceptional

1015 reviews

$166.47
Average price / night
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boutique hotels in Montespertoli
House
Loc S. Andrea N 5, 53037 San Gimignano, Italy

Welcome to Fattoria Sant'Andrea, a charming place nestled in the beautiful town of San Gimignano. Here, you can relax by our seasonal outdoor swimming pool or enjoy complimentary WiFi throughout your stay. We are conveniently located just 3.4 kilometers from the heart of San Gimignano and the lovely Piazza Cisterna, making it easy for you to explore all the sights and experiences this area has to offer. We look forward to welcoming you and ensuring your stay is comfortable and enjoyable!

Show more
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
  • Ocean View
    Ocean View
4 Baths296.01 ft²
8.8

Exceptional

260 reviews

$139.28
Average price / night
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boutique hotels in Montespertoli
House
Loc San Andrea 1, 53037 San Gimignano, Italy

At Il Vicario, we want you to feel right at home, even when you're far away. With Fulvio and his niece Katia always around, our B&B is more than just a place to stay; it's like catching up with old friends. We’re here to make your visit comfortable and welcoming, ensuring you feel valued and cared for during your time with us.

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  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
  • Ocean View
    Ocean View
2 Baths462.85 ft²
9.4

Exceptional

45 reviews

$128.8
Average price / night
Check Availability

Most booked boutique family hotels in Montespertoli

boutique hotels in Montespertoli
Via Empolese, 50026 San Casciano in Val di Pesa, Italy
8.7
2327 reviews
From $107
boutique hotels in Montespertoli
Via di Castelletti 15, 50058 Signa, Italy
9.3
1015 reviews
From $166.47
boutique hotels in Montespertoli
Via Borromeo 7, 50026 San Casciano in Val di Pesa, Italy
9.5
516 reviews
From $166

Budget boutique friendly hotels in Montespertoli

boutique hotels in Montespertoli
Via Collina 66, 50026 San Casciano in Val di Pesa, Italy
9.2
426 reviews
From $82.69
boutique hotels in Montespertoli
Via Empolese, 50026 San Casciano in Val di Pesa, Italy
8.7
2327 reviews
From $107
boutique hotels in Montespertoli
Via Renai 19, 50051 Castelfiorentino, Italy
9.3
195 reviews
From $114

Compare the Top Boutique Family Hotels in Montespertoli – Addresses, Prices, Stars, Rating, and Review Count

Hotel Name Address Price ($)Star Rating Review Count Book
Villa Le CalvaneVia Castiglioni 1, 50025 Montespertoli, Italy584.4359131
Podere CasanovaVia Turbone n 17 loc. Botinaccio, 50025 Montespertoli, Italy291.9349.4271
Il Paluffovia citerna 144, 50052 Certaldo, Italy23449.379
Locanda le BoscarecceVia Renai 19, 50051 Castelfiorentino, Italy11439.3195
Villa I Barronci Resort & SpaVia Empolese, 50026 San Casciano in Val di Pesa, Italy10748.72327
Villa Il FedinoVia Borromeo 7, 50026 San Casciano in Val di Pesa, Italy16649.5516
Castello di BibbioneVia Collina 66, 50026 San Casciano in Val di Pesa, Italy82.6949.2426
Antica Pieve B&BStrada della Pieve 1, 50028 Tavarnelle Val di Pesa, Italy12249.3347
COMO Castello Del NeroStrada Spicciano 7, 50028 Tavarnelle Val di Pesa, Italy1450.0159.198
Il Borgo di Villa Castelletti Country HotelVia di Castelletti 15, 50058 Signa, Italy166.4749.31015
Fattoria Sant'Andrea - Farm StayLoc S. Andrea N 5, 53037 San Gimignano, Italy139.2848.8260
Il VicarioLoc San Andrea 1, 53037 San Gimignano, Italy128.839.445

Note: The prices for each boutique hotels in Montespertoli 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.

Top 8 Attractions in Montespertoli, Italy

When you book a luxury or boutique stay in Montespertoli, Italy, you'll find yourself surrounded by enchanting attractions that capture the essence of Tuscany.

Castello di Montegufoni: Explore this stunning medieval castle, which offers breathtaking views of the rolling Tuscan hills and provides a glimpse into the area's rich history.

Fattoria La Vialla: Discover this organic farm where you can indulge in wine tastings and learn about sustainable farming practices while enjoying authentic Tuscan cuisine.

Pieve di Santa Maria a Montespertoli: Visit this historic church with beautiful frescoes that reflect the artistic heritage of the region and offer insight into the spiritual life of the locals.

Borgo Medievale di Montegufoni: Take a stroll through this charming medieval village, where cobblestone streets and ancient architecture invite you to step back in time.

Vignoble Lornano: Enjoy a guided tour of this boutique vineyard, sampling exquisite wines that capture the unique terroir of Montespertoli while soaking up the serene landscape.

Ceramics Museum: Immerse yourself in the local craft at this museum showcasing traditional Tuscan ceramics, perfect for art enthusiasts and those looking for unique souvenirs.

Mercato di Montespertoli: Experience the vibrant local market, offering fresh produce, artisanal products, and an opportunity to mingle with friendly vendors and locals alike.

Villa il Poggiale: Relax in this beautifully restored villa that provides a luxurious setting for your stay while boasting magnificent gardens and opportunities for spa treatments.

Frequently Asked Questions

These 3 star hotels received great reviews from other travelers: