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San Gimignano vacation rentals
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Best Vacation rentals and Airbnb offers in San Gimignano

Search Vacation Rentals near the Old Town in San Gimignano

Stay in downtown San Gimignano to keep top attractions within walking distance. Browse our central vacation rentals and find your perfect base.

Il Capitello - San Gimignano
9.2 112 reviews

Il Capitello

apartment, San Gimignano
This apartment is located in the heart of San Gimignano, just a short walk from Piazza della Cisterna, one of the town's main squares, offering easy access to shops, restaurants, and attractions. The apartment has consistently received excellent ratings for location, cleanliness, and overall experience.
The one-bedroom apartment is 540 square feet and features a fully equipped kitchen, air conditioning, and free Wi-Fi. Guests can enjoy the charm of a historic medieval building with stone walls and wood-beamed ceilings while taking advantage of modern amenities like a dishwasher and a microwave.
Terrazza San Martino San Gimignano Apartments - San Gimignano
9.4 6 reviews

Terrazza San Martino San Gimignano Apartments

apartment, San Gimignano
Terrazza San Martino San Gimignano Apartments offer a one-bedroom rental unit, located in San Gimignano's city center, less than 200 yards from shops and historical sites, and within a 27-mile radius of Siena's Piazza del Campo and 24 miles from Piazza Matteotti in Florence.
This 380-square-foot (approximately 35-square-meter) apartment sleeps two, features a private patio with city views, a full kitchen with a dishwasher and microwave, air conditioning, free Wi-Fi, and allows pets.
Casa Martina, Piazza Delle Erbe, San Gimignano - San Gimignano
9.1 10 reviews

Casa Martina, Piazza Delle Erbe, San Gimignano

apartment, San Gimignano
Casa Martina, a two-bedroom apartment rental in San Gimignano's Piazza delle Erbe, offers exceptional central location steps from the historic center and 24 miles from both Siena's Piazza del Campo and Lucca's Piazza Matteotti.
This 750-square-foot unit features a fully equipped kitchen with microwave and refrigerator, a washing machine, free Wi-Fi, and accommodates up to seven guests, with city views and nearby hiking in the Tuscan countryside.
Cozy 18th Century House - San Gimignano
9.8 83 reviews

Cozy 18th Century House

apartment, San Gimignano
This apartment is conveniently located in the center of San Gimignano, just a short walk from the main square, Piazza della Cisterna, and the famous towers. You'll be steps away from the charming shops, restaurants, and historic streets that make this town so special.
The apartment has one bedroom and one bathroom, comfortably accommodating up to four guests. Enjoy amenities like air conditioning, internet, and a kitchen with a fridge, making your stay relaxing and convenient.

Best San Gimignano vacation rentals with air conditioning

Casa Nel Centro Storico - San Gimignano
9.2 129 reviews

Casa Nel Centro Storico

apartment, San Gimignano
This apartment is conveniently located in the heart of San Gimignano, just a short walk from the main square and other attractions. It's surrounded by charming streets and offers a peaceful ambiance. With excellent ratings for location, cleanliness, and overall user experience, you can be sure of a comfortable stay.
The apartment features one bedroom and one bathroom, comfortably accommodating up to four guests. Enjoy the convenience of a fully equipped kitchen, a terrace and balcony, air conditioning, and free Wi-Fi, making your stay in San Gimignano even more enjoyable.
Casa Mobile X 2 Persone - San Gimignano
8.4 22 reviews

Casa Mobile X 2 Persone

house, San Gimignano
This mobile home rental is located just 1.2 miles from the historic center of San Gimignano, with a scenic walking route and public transport options available.
This 1-bedroom, 1-bathroom mobile home accommodates up to 2 guests and features a kitchen, air conditioning, Wi-Fi, and a swimming pool, with parking provided.
La Casina Di Ancicucco 2 - San Gimignano
9.6 400 reviews

La Casina Di Ancicucco 2

apartment, San Gimignano
This one-bedroom apartment is located in the peaceful countryside near San Gimignano, just a short 7km drive from the historic town center. The apartment has received excellent ratings for its location, cleanliness, and overall experience.
The apartment features a private garden with a barbecue, perfect for enjoying meals outdoors. Guests can also take advantage of the private parking, air conditioning, and internet access.
Appartamento Classic N. 61 - 2pp - Firenze - San Gimignano
10 2 reviews

Appartamento Classic N. 61 - 2pp - Firenze

apartment, San Gimignano
This 1-bedroom, 1-bathroom condo for two is situated on the first floor, offering convenient access to San Gimignano's historic center and its medieval towers, just a short walk away.
This spacious over 269 square feet unit features a two-level layout with a well-equipped kitchen, modern amenities including smart TV and Wi-Fi, autonomous heating, and a safe, perfect for couples exploring San Gimignano.

Frequently Asked Questions about vacation rentals in San Gimignano

  • Which walking or cycling routes are the best in San Gimignano?

    The Via Francigena is a popular walking and cycling route that passes through San Gimignano. It's a historic pilgrimage route that stretches from Canterbury, England to Rome. For a shorter and easier option, the circular route around the town walls is a great way to see the medieval towers and enjoy the views.
  • What are the best Airbnb and vacation rentals in San Gimignano?

    Villa Del Sole, Podere Bellavista and Il Casale Del Cotone are the most popular Airbnb and vacation rentals in San Gimignano among travelers.

  • What sports or outdoor activites can visitors enjoy in and around San Gimignano?

    San Gimignano is great for hiking and biking, and there are many trails in the surrounding hills. You can also go horseback riding or play tennis at the Tennis Club San Gimignano. If you're feeling adventurous, there's a paragliding spot nearby.
  • What are the most popular Airbnbs in San Gimignano?

  • What other towns or cities can be easily accessed from San Gimignano?

    Florence is about an hour away by car or train, and Pisa, known for its leaning tower, is about 45 minutes away. You can also easily visit Volterra, a charming hilltop town with Etruscan roots. It's about a half-hour drive.
  • What are the best vacation rentals with a pool in San Gimignano?

    Villa Del Sole, Podere Bellavista and Il Casale Del Cotone are the best vacation rentals with a pool in San Gimignano.

  • What amenities are commonly available in vacation rentals in San Gimignano?

    Most vacation rentals in San Gimignano have kitchens, bathrooms, and laundry facilities. Many also have Wi-Fi, air conditioning, and private patios or balconies. Some rentals even have swimming pools or hot tubs.
  • What are the best rentals for families and kids in San Gimignano?

    The best rentals for families and kids in San Gimignano are Villa Del Sole, Podere Bellavista and Il Casale Del Cotone.

  • What time of year is best to rent a vacation rental San Gimignano?

    Spring (April-May) and fall (September-October) are the best times to visit San Gimignano, as the weather is pleasant and the crowds are smaller. Summer (June-August) can be hot and crowded, but it's a great time to enjoy the outdoor markets and festivals.
  • What are the best rentals or Airbnbs with a jacuzzi in San Gimignano?

  • What are the local dishes in San Gimignano region?

    The San Gimignano region is known for its delicious food. Try the Vernaccia di San Gimignano, a local white wine, and the Ribollita, a hearty Tuscan bread soup. Don't miss the Cantuccini, almond biscotti, which are perfect with Vin Santo, a sweet dessert wine.

Popular destinations

Guest-Favorite Vacation Rentals with a Terrace in San Gimignano

Enjoy your own private terrace with city skyline views at these vacation rentals in San Gimignano.

Agriturismo Raccianello - San Gimignano
9.0 164 reviews

Agriturismo Raccianello

farm, San Gimignano
Agriturismo Raccianello is located in the Chianti hills, just a short drive from the historic town of San Gimignano, offering stunning views of the Tuscan countryside. The farm has excellent ratings for location, cleanliness, and overall user experience.
The apartments are well-equipped and stylishly furnished, featuring modern kitchens and private outdoor spaces. Amenities include a swimming pool, a playground, a restaurant, and the option to purchase farm-fresh products.
Agriturismo Castello Di Montauto - San Gimignano
9.7 252 reviews

Agriturismo Castello Di Montauto

farm, San Gimignano
This San Gimignano apartment rental, located 25 miles from both Siena's Piazza del Campo and Piazza Matteotti in Tuscany, offers easy access to major Tuscan landmarks while providing a tranquil retreat.
The unit features a fully equipped kitchen, private parking, a shared pool and garden, on-site yoga classes, and accessibility features for disabled guests, perfect for a relaxing Tuscan getaway.
San Gimignano: Ancient House Renovated In The Heart Of San Gimignano - San Gimignano
9.0 2 reviews

San Gimignano: Ancient House Renovated In The Heart Of San Gimignano

apartment, San Gimignano
This apartment offers unparalleled central lodging within San Gimignano's medieval city walls, boasting magnificent panoramic views of Piazza Duomo, Piazza Erbe, and the Tuscan countryside, placing you within walking distance of Podesta's Palace and San Gimignano Communal Palace.
This 1080 square foot residence accommodates up to 4 guests with 2 bedrooms and 1 bathroom, featuring a kitchen with a fridge and microwave, a terrace/balcony, and parking, serving as an ideal base for exploring nearby cities like Siena and Florence or enjoying local winery tours.
Holiday Home Conte Francesco Ii-6 By Interhome - San Gimignano
No reviews

Holiday Home Conte Francesco Ii-6 By Interhome

house, Certaldo
Holiday Home Conte Francesco II-6, located in Aia Murata, Certaldo, offers a peaceful escape approximately 23-30 miles from Florence's major attractions including Piazza Matteotti, Piazzale Michelangelo, Santa Maria Novella, Ponte Vecchio, Pitti Palace, and the Strozzi Palace, requiring a car for easy access.
This 1390 square-foot (1290 sq ft converted to sq ft) villa boasts four bedrooms, two bathrooms, and accommodates up to 15 guests, featuring a private pool, garden, terrace, free parking, Wi-Fi, and a fully equipped kitchenette.

Choose the Right Family-Friendly Vacation Rentals in San Gimignano

The right family vacation rental in San Gimignano makes all the difference, keeping you close to top city attractions.

La Torretta, La Bellavista Toscana - San Gimignano
9.8 65 reviews

La Torretta, La Bellavista Toscana

apartment, Certaldo
This unique attic apartment in Certaldo Alto boasts breathtaking panoramic views of the medieval town and is conveniently located near shops and restaurants.
The two-bedroom, one-bathroom rental offers a spacious living area with a fireplace, a fully equipped kitchen including a fridge, freezer, and microwave, and a private turret perfect for enjoying the view; it comfortably sleeps four guests and includes air conditioning, a garden, a fitness center, and parking.
Conte Francesco Ii - San Gimignano
8.0 3 reviews

Conte Francesco Ii

house, Certaldo
This pet-friendly Tuscan villa is located on a vineyard estate near Certaldo, Italy, 7 kilometers (4.3 miles) from Certaldo's historic center, 13 kilometers (8.1 miles) from San Gimignano, and 57 kilometers (35.4 miles) from Florence.
This 1,390-square-foot rental boasts four bedrooms, two bathrooms, and sleeps eight, featuring two living areas, kitchenettes, a private terrace with a barbecue, and shared access to a seasonal swimming pool; baby equipment is available upon request.
Casa Nel Cuore Della Toscana - San Gimignano
9.7 108 reviews

Casa Nel Cuore Della Toscana

house, Gambassi Terme
This charming Tuscan hay loft apartment is located in Riparotta, a district within the Parco Benestare, a short distance from the towns of Gambassi Terme and Montaione. The property has received excellent ratings for user experience, location, and cleanliness.
The apartment, suitable for up to 4 guests, offers a fully equipped kitchen and living room, as well as a garden and parking. Enjoy panoramic views of the countryside, take advantage of the salt water treatments offered at the Parco Benestare, and explore the nearby hiking trails.
The Penthouse Of Dreams - San Gimignano
10 6 reviews

The Penthouse Of Dreams

apartment, San Gimignano
This San Gimignano apartment rental boasts a central location, steps from Galleria Continua, the Medieval Criminal and Torture Museum, and Piazza della Cisterna, with easy walking access to the Museo Civico and Torre Rognosa.
The two-bedroom, two-bathroom unit sleeps four, features a fully equipped kitchen (refrigerator, microwave, dishwasher), air conditioning, a balcony, free WiFi, and on-site parking.

Best San Gimignano vacation rentals with parking

Casa Alle Allodole-vista Panoramica & Pet Friendly - San Gimignano
10 2 reviews

Casa Alle Allodole-vista Panoramica & Pet Friendly

house, San Gimignano
Torreprima1 - San Gimignano
8.1 224 reviews

Torreprima1

apartment, San Gimignano
La Casa Degli Dei - San Gimignano
9.1 53 reviews

La Casa Degli Dei

apartment, San Gimignano
Suite Orcio - San Gimignano
9.2 8 reviews

Suite Orcio

apartment, San Gimignano

Our Favorite 5-Star Vacation Rentals in San Gimignano

Elevate your travel experience with a luxury rental in San Gimignano, where high-end design meets a prime location.

"Casa Girasole" - Nel Cuore Di San Gimignano - San Gimignano
9.7 88 reviews

"Casa Girasole" - Nel Cuore Di San Gimignano

apartment, San Gimignano

Top-Rated Pet-Friendly Vacation Rentals in San Gimignano

Stay in a pet-friendly vacation rental in San Gimignano situated near dog parks and city walks, ensuring a comfortable stay for both you and your pet.

Appartamenti Il Criollo - San Gimignano
9.7 25 reviews

Appartamenti Il Criollo

apartment, San Gimignano
70 M² Apartment ∙ 2 Bedrooms ∙ 4 Guests - San Gimignano
No reviews

70 M² Apartment ∙ 2 Bedrooms ∙ 4 Guests

apartment, San Gimignano
Conte Francesco Ii By Interhome - San Gimignano
8.0 1 review

Conte Francesco Ii By Interhome

apartment, Certaldo
38 M² Apartment ∙ 1 Bedroom ∙ 3 Guests - San Gimignano
9.4 2 reviews

38 M² Apartment ∙ 1 Bedroom ∙ 3 Guests

apartment, San Gimignano

Search Vacation Rentals with Swimming Pool in San Gimignano

A vacation rental with a pool in San Gimignano makes it easy to fit in a proper swim right in the heart of the city.

Villa Il Caggio By Posarellivillas - San Gimignano
9.3 38 reviews

Villa Il Caggio By Posarellivillas

house, San Gimignano
Agriturismo I Borghi  Caffè Apartment With Pool In San Gimignano - San Gimignano
No reviews

Agriturismo I Borghi Caffè Apartment With Pool In San Gimignano

apartment, San Gimignano
45 M² Farmhouse ∙ 1 Bedroom ∙ 3 Guests - San Gimignano
9.5 9 reviews

45 M² Farmhouse ∙ 1 Bedroom ∙ 3 Guests

farm, San Gimignano
La Ripa - Appartamento I Nidi - San Gimignano
8.7 3 reviews

La Ripa - Appartamento I Nidi

house, San Gimignano

Explore Vacation Rentals with Jacuzzi in San Gimignano

These San Gimignano city rentals feature private hot tubs, providing the perfect sanctuary after a day of urban exploration.

Villa Simone By Posarellivillas - San Gimignano
9.7 49 reviews

Villa Simone By Posarellivillas

house, San Gimignano
Ripabella - San Gimignano
9.4 108 reviews

Ripabella

house, San Gimignano
"Four" Apartment In Countryside Of San Gimignano - San Gimignano
9.6 137 reviews

"Four" Apartment In Countryside Of San Gimignano

gîte, San Gimignano
Appartamento Maria - San Gimignano
9.7 12 reviews

Appartamento Maria

farm, San Gimignano
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