San GimignanoBoutique Hotels with Entertainment

List Of Best Boutique Hotels with Entertainment San Gimignano

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

boutique hotels in San Gimignano
House
Strada Loc. Cortennano 56/57, 53037 San Gimignano, Italy

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.

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  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
  • Ocean View
    Ocean View
  • Highly Rated
    Highly Rated
  • Ocean View
6 Baths235.01 ft²
9.9

Exceptional

278 reviews

$129.25
Average price / night
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boutique hotels in San Gimignano
House
Località Sovestro, 53037 San Gimignano, Italy

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.

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  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
  • Ocean View
    Ocean View
  • Highly Rated
    Highly Rated
  • Free Cancellation
5 Baths322.92 ft²
9.7

Exceptional

154 reviews

$256.68
Average price / night
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boutique hotels in San Gimignano
House
Località Racciano 43, 53037 San Gimignano, Italy

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!

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  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
  • Ocean View
    Ocean View
  • Highly Rated
    Highly Rated
  • Free Cancellation
7 Baths256.79 ft²
9.7

Exceptional

367 reviews

$318.36
Average price / night
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boutique hotels in San Gimignano
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
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boutique hotels in San Gimignano
House
Località Monti - San Gimignano, 53037 San Gimignano, Italy

Welcome to Torraccia di Chiusi Agriturismo Relais, a charming getaway nestled in the picturesque Tuscan hills near San Gimignano. Our historic country mansion provides stunning views of the surrounding countryside, making it a perfect spot to relax and unwind. We want you to feel at home during your stay. Enjoy complimentary Wi-Fi to stay connected, and take advantage of our free parking if you're traveling by car. We're here to ensure you have a wonderful experience filled with comfort and beauty.

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  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
  • Highly Rated
    Highly Rated
  • Free Cancellation
5 Baths290.62 ft²
9.5

Exceptional

150 reviews

$188.52
Average price / night
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boutique hotels in San Gimignano
House
Località San Donato 13, 53037 San Gimignano, Italy

La Tenuta di Castelvecchio offers a welcoming place to stay, featuring beautiful views of the pool. You can enjoy peaceful moments in the garden or relax at the bar. Located about 41 km from Piazza del Campo, this charming farm stay has a private entrance for your convenience. 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
3 Baths229.63 ft²
9.2

Exceptional

232 reviews

$161.11
Average price / night
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boutique hotels in San Gimignano
Hotel
Località La Collegiata, 53037 San Gimignano, Italy

Welcome to Hotel La Collegiata, a charming place with a rich history as a Franciscan convent dating back to 1587. Nestled in the beautiful Colli Seneri area, our hotel is just a short trip away from enchanting medieval towns like San Gimignano and Volterra. We prioritize your comfort and convenience, which is why all our rooms come with complimentary Wi-Fi, so you can stay connected during your visit. Whether you're here to explore the local culture or simply relax, we look forward to making your stay memorable!

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  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
  • Highly Rated
    Highly Rated
  • Ocean View
5 Baths271.25 ft²
9.1

Exceptional

394 reviews

$212
Average price / night
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boutique hotels in San Gimignano
House
Localita Pancole, 53037 San Gimignano, Italy

Welcome to Fattoria Di Pancole, a beautiful place nestled among private vineyards and olive groves. Located at an altitude of 300 meters, you can enjoy stunning views of the iconic towers of San Gimignano. Our property includes a relaxing pool where you can unwind and take in the scenery. We also proudly produce our own wine and olive oil, inviting you to experience the flavors of this wonderful region. Whether you're here for a peaceful getaway or an adventure, we’re excited to share this special place with you.

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  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
  • Ocean View
    Ocean View
10 Baths587.98 ft²
8.6

Exceptional

110 reviews

$188.52
Average price / night
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boutique hotels in San Gimignano
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!

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  • 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 San Gimignano
Hotel
Loc. Santa Margherita 37, 53037 San Gimignano, Italy

Welcome to our charming historic farmhouse, just 1.5 km from the heart of San Gimignano. Here, you'll find a spacious garden where you can relax and enjoy a refreshing swim in our pool, all while taking in stunning views of the city walls. We offer free parking for your convenience, making it easy for you to explore the beautiful surroundings. Our recently renovated Agriturismo is designed with your comfort in mind, providing a warm and inviting atmosphere for every guest. We can't wait to welcome you!

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  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
  • Ocean View
    Ocean View
1 Baths226.04 ft²
9.4

Exceptional

24 reviews

$243.86
Average price / night
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boutique hotels in San Gimignano
Hotel
Via Gracco Del Secco 113, 53034 Colle di Val d'Elsa, Italy

Palazzo San Lorenzo is located in the charming medieval village of Colle di Val d'Elsa. Our hotel features comfortable rooms designed with a modern touch, equipped with amenities like a 32-inch LCD TV and a relaxing hydro-massage bath or shower. We also provide spacious accommodations that include complimentary Wi-Fi, ensuring you stay connected during your visit. We welcome everyone and strive to make your stay enjoyable and memorable!

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  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
12 Baths340.53 ft²
8.9

Exceptional

1929 reviews

$198.01
Average price / night
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boutique hotels in San Gimignano
Hotel
via Gracco del Secco, 14, 53034 Colle di Val d'Elsa, Italy

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!

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  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
  • Balcony/Terrace
    Balcony/Terrace
  • Highly Rated
    Highly Rated
  • Ocean View
16 Baths235.37 ft²
9.5

Exceptional

1082 reviews

$278
Average price / night
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boutique hotels in San Gimignano
House
Loc. Pignano, 56048 Pignano, Italy

Nestled in the beautiful hills of Volterra, Borgo Pignano Tuscany offers a welcoming escape in the heart of the Tuscan countryside. Here, you can enjoy expansive private gardens and woods that stretch over 750 hectares, providing a peaceful setting for everyone to explore and appreciate nature. Families will find plenty of options for fun with our outdoor pool and a dedicated children’s club, ensuring that guests of all ages have a wonderful experience. We invite you to relax, connect with nature, and create lasting memories in this inviting and serene environment.

Show more
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
  • Highly Rated
    Highly Rated
  • Free Cancellation
22 Baths814.47 ft²
9.5

Exceptional

177 reviews

$1717.38
Average price / night
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boutique hotels in San Gimignano
Hotel
Via Piemonte 10 - Località La Badia, 53034 Colle di Val d'Elsa, Italy

Relais Della Rovere is a welcoming getaway that includes a beautifully restored villa, a charming 12th-century convent, and a cozy farmhouse. Guests can enjoy a spacious park with a swimming pool and a sunbathing area that offers stunning views of the town. Plus, we provide free Wi-Fi to help you stay connected during your stay. We invite everyone to come and experience the comfort and beauty of our surroundings!

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  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
  • Ocean View
    Ocean View
  • Highly Rated
    Highly Rated
  • Ocean View
8 Baths370.01 ft²
9

Exceptional

1162 reviews

$218.89
Average price / night
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boutique hotels in San Gimignano
Hotel
Località Mensanello, 53034 Colle di Val d'Elsa, Italy

Welcome to Villa Sabolini, a beautiful retreat nestled in the heart of the Chianti region, conveniently located between Florence and Siena. Surrounded by lush parkland and stunning views of the rolling Tuscan hills, our hotel is designed to be a peaceful escape for everyone. We have a lovely swimming pool where you can relax and enjoy the warm sun. Plus, we offer free parking for your convenience, making it easier for you to explore the nearby attractions. Each room is thoughtfully designed to ensure your comfort, providing a cozy and inviting space for you to unwind after a day of exploring. Whether you're here for a romantic getaway, a family vacation, or just some time to recharge, we are dedicated to making your stay enjoyable and memorable. We look forward to welcoming you!

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  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
  • Ocean View
    Ocean View
  • Price Dropped
    Price Dropped
  • Ocean View
9 Baths229.63 ft²
9

Exceptional

1004 reviews

$198.41
Average price / night
Check Availability
boutique hotels in San Gimignano
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 San Gimignano
Hotel
Loc Lecchi, 53036 Colle di Val d'Elsa, Italy

At Villa Lecchi Hotel Wellness, we strive to create a welcoming and relaxing experience for all our guests. Nestled in the beautiful greenery of Tuscany, our hotel features a stunning outdoor pool, a cozy restaurant, and a soothing spa where you can unwind and rejuvenate. We make it easy for you to stay connected with complimentary WiFi and provide hassle-free private parking for your convenience. Whether you're here for a peaceful retreat or an adventure, we’re committed to making your stay enjoyable and memorable.

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  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
  • Spa
    Spa
  • Highly Rated
    Highly Rated
  • Ocean View
11 Baths289.65 ft²
9.3

Exceptional

254 reviews

$1879
Average price / night
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boutique hotels in San Gimignano
Hotel
Localita Querceto, 53031 Casole dʼElsa, Italy

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.

Show more
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
  • Highly Rated
    Highly Rated
  • Free Cancellation
15 Baths1097.92 ft²
9.5

Exceptional

91 reviews

$1777.3
Average price / night
Check Availability

Most booked boutique hotels with Entertainment in San Gimignano

boutique hotels in San Gimignano
Via Gracco Del Secco 113, 53034 Colle di Val d'Elsa, Italy
8.9
1929 reviews
From $198.01
boutique hotels in San Gimignano
Via Piemonte 10 - Località La Badia, 53034 Colle di Val d'Elsa, Italy
9
1162 reviews
From $218.89
boutique hotels in San Gimignano
via Gracco del Secco, 14, 53034 Colle di Val d'Elsa, Italy
9.5
1082 reviews
From $278

Budget Boutique Hotels with Entertainment in San Gimignano

boutique hotels in San Gimignano
Loc San Andrea 1, 53037 San Gimignano, Italy
9.4
45 reviews
From $128.8
boutique hotels in San Gimignano
Strada Loc. Cortennano 56/57, 53037 San Gimignano, Italy
9.9
278 reviews
From $129.25
boutique hotels in San Gimignano
Loc S. Andrea N 5, 53037 San Gimignano, Italy
8.8
260 reviews
From $139.28

Compare the Top Boutique Hotels with Entertainment in San Gimignano – Addresses, Prices, Stars, Rating, and Review Count

Hotel Name Address Price ($)Star Rating Review Count Book
Agriturismo Il Segreto di PietrafittaStrada Loc. Cortennano 56/57, 53037 San Gimignano, Italy129.2549.9278
Tenuta Guardastelle - Agriturismo and vineyardLocalità Sovestro, 53037 San Gimignano, Italy256.6849.7154
Podere BellavistaLocalità Racciano 43, 53037 San Gimignano, Italy318.3649.7367
Il VicarioLoc San Andrea 1, 53037 San Gimignano, Italy128.839.445
Torraccia di Chiusi Agriturismo RelaisLocalità Monti - San Gimignano, 53037 San Gimignano, Italy188.5249.5150
La Tenuta di CastelvecchioLocalità San Donato 13, 53037 San Gimignano, Italy161.1149.2232
Hotel La CollegiataLocalità La Collegiata, 53037 San Gimignano, Italy21249.1394
Fattoria Di PancoleLocalita Pancole, 53037 San Gimignano, Italy188.5248.6110
Fattoria Sant'Andrea - Farm StayLoc S. Andrea N 5, 53037 San Gimignano, Italy139.2848.8260
Agriturismo I PiniLoc. Santa Margherita 37, 53037 San Gimignano, Italy243.8609.424
Hotel Palazzo San Lorenzo & SpaVia Gracco Del Secco 113, 53034 Colle di Val d'Elsa, Italy198.0148.91929
Palazzo Pacinivia Gracco del Secco, 14, 53034 Colle di Val d'Elsa, Italy27809.51082
Borgo Pignano TuscanyLoc. Pignano, 56048 Pignano, Italy1717.3849.5177
Relais Della RovereVia Piemonte 10 - Località La Badia, 53034 Colle di Val d'Elsa, Italy218.89491162
Villa SaboliniLocalità Mensanello, 53034 Colle di Val d'Elsa, Italy198.41491004
Il Paluffovia citerna 144, 50052 Certaldo, Italy23449.379
Villa Lecchi Hotel WellnessLoc Lecchi, 53036 Colle di Val d'Elsa, Italy187949.3254
Castello di Casole, A Belmond Hotel, TuscanyLocalita Querceto, 53031 Casole dʼElsa, Italy1777.359.591

Note: The prices for each boutique hotels in San Gimignano 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 Attractions in San Gimignano, Italy

Luxury or Boutique stay in San Gimignano, Italy: As you explore this enchanting medieval town, you'll discover a variety of attractions that enhance your experience during your elegant getaway.

Torre Grossa: Climb the tallest tower in San Gimignano for breathtaking panoramic views of the picturesque Tuscan landscape and the charming town itself.

Piazza della Cisterna: This stunning square, surrounded by historical buildings, is perfect for leisurely strolls and enjoying an authentic Italian gelato while soaking up the atmosphere.

San Gimignano 1300: Visit this fascinating museum to learn about the history and culture of San Gimignano through its intricate dioramas depicting life in the 14th century.

Collegiata di Santa Maria Assunta: Admire the magnificent frescoes inside this beautiful Romanesque church, which showcases art from renowned medieval artists that reflect the region's rich heritage.

Galleria Continua: Experience contemporary art at its finest in this innovative gallery, where you can browse thought-provoking installations and exhibitions by world-renowned artists.

Castello di Monteriggioni: Just a short drive away, this well-preserved medieval castle offers a glimpse into the past, along with scenic walking paths and stunning views of the surrounding countryside.

Local Vineyards: Indulge in wine tastings at nearby vineyards, where you can savor the exquisite flavors of Tuscany's famous wines, creating delightful memories during your boutique stay.

San Gimignano’s Countryside: Take a leisurely bike ride or hike through the rolling hills and olive groves surrounding San Gimignano, immersing yourself in the natural beauty that complements your luxurious retreat.

Frequently Asked Questions

Popular boutique hotels in San Gimignano that have a pool include:

These 3 star hotels received great reviews from other travelers: