Holiday Rentals in Monteriggioni

12 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • premierinn
  • sykescottages
  • plumguide
  • hotelscom
  • tripadvisor
  • homestay
  • tuivillas
  • hostelworld
Monteriggioni holiday rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

Best Holiday rentals and Airbnb offers in Monteriggioni

Discover Central Holiday Rentals in Monteriggioni

Coordinate an unforgettable urban break using private, independent holiday rentals for couples situated close to vibrant Monteriggioni landmarks.

Luna Romantic Bedroom In Monteriggioni - Monteriggioni
10 42 reviews

Luna Romantic Bedroom In Monteriggioni

apartment, Monteriggioni
This charming guesthouse is situated in the heart of Monteriggioni, a medieval village just 10km south of Siena, offering stunning views of the Tuscan countryside. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
This cosy B&B can accommodate up to two guests and features a private bathroom, a small kitchenette with a fridge, and a four-poster double bed. Guests can enjoy modern comforts such as air conditioning, heating, free Wi-Fi, and a 37-inch TV, along with included services such as final cleaning, bed linen, towels, and basic kitchen necessities.
Giulia E Luna Camere Romantiche In Monteriggioni - Monteriggioni
9.6 11 reviews

Giulia E Luna Camere Romantiche In Monteriggioni

apartment, Monteriggioni
This Monteriggioni apartment is situated in the Piazza Roma, the main square of the historic medieval village, offering unparalleled access to the ancient walls and towers, just steps away.
The two-bedroom, two-bathroom dwelling sleeps four guests and includes a kitchen with a fridge, air conditioning, parking, and internet access; its central location provides easy access to local restaurants and shops.
Giulia - Camera Romantica Castello Monteriggioni - Monteriggioni
9.7 63 reviews

Giulia - Camera Romantica Castello Monteriggioni

apartment, Monteriggioni
This Monteriggioni apartment offers direct access to the main square of the 12th-century medieval village, a stop on the Via Francigena pilgrimage route.
The 21-square-metre flat features a bedroom, bathroom with shower, breakfast corner with mini-fridge and coffee machine, 37-inch TV, air conditioning, and sleeps two guests; all utilities, Wi-Fi and linen are included.
Standard Apartment Nel Chianti - Monteriggioni
10 1 review

Standard Apartment Nel Chianti

apartment, Monteriggioni
This self-catering apartment is located within an agriturismo near Monteriggioni, offering independent access and stunning views of the iconic Monteriggioni castle, within walking distance of the historic walls.
The property, sleeping up to three guests, comprises a living room with a sofa bed, a double bedroom, a bathroom with shower, and a private garden; amenities include a kitchen, swimming pool, parking, and breakfast is provided.

Best Monteriggioni holiday rentals with air conditioning

The Optimist's House - Monteriggioni
9.3 58 reviews

The Optimist's House

apartment, Poggibonsi
The Optimist's House, a one-bedroom apartment in Staggia, Poggibonsi, is conveniently located 21 kilometres from Siena and its Piazza del Campo, and 34 kilometres from Grosseto.
This 23-square-metre flat sleeps three, features a fully equipped kitchen including a microwave, free Wi-Fi, a washing machine, satellite TV, and includes towels and bed linen.
Romantic Getaway In Siena - Monteriggioni
9.6 327 reviews

Romantic Getaway In Siena

resort, Siena
This charming bed and breakfast is situated in a historic tower in the heart of Siena, just a short walk from the Piazza del Campo and other major attractions. It has received excellent ratings for its location, cleanliness, and overall experience.
The apartment features a double room with a private bathroom and can accommodate up to two guests. Enjoy panoramic views of the city, free Wi-Fi, and the convenience of luggage assistance.
Agriturismo Casale Dello Sparviero - Monteriggioni
9.3 417 reviews

Agriturismo Casale Dello Sparviero

farm, Castellina in Chianti
Agriturismo Casale Dello Sparviero is a former monastery located in the Chianti hills, a 16km drive from Siena and a 10-minute drive from Monteriggioni, a medieval walled town.
This family-friendly farmhouse offers spacious apartments with terracotta floors, living rooms with sofas and TVs, and kitchenettes equipped with refrigerators, providing a comfortable and well-equipped living space.
Casa Soleluna - Monteriggioni
9.7 196 reviews

Casa Soleluna

apartment, Monteriggioni
Casa SoleLuna is a self-catering apartment located just 8 kilometres from the medieval walls of Monteriggioni, offering easy access to the town and its surrounding countryside. This property has received excellent ratings for its location, cleanliness, and overall experience.
The apartment is 65 square metres in size and can accommodate up to 4 guests. It features a fully equipped kitchen, a comfortable living area, a private bathroom with a hairdryer and bidet, a terrace, a garden, and parking, providing everything you need for a relaxing and enjoyable stay.

Frequently asked questions about holiday rentals in Monteriggioni

  • What are some interesting places to visit in or near Monteriggioni?

    Monteriggioni itself is a must-see, with its perfectly preserved medieval walls and towers. Just a short drive away, you can visit the beautiful city of Siena, known for its historic centre and the famous Palio horse race. And for a taste of Tuscan countryside, head to the charming town of San Gimignano, with its iconic towers.
  • What are the best Airbnb and holiday rentals in Monteriggioni?

    Monteriggioni Castello, Casa Sulla Francigena A Monteriggioni and S -m -"abbadia" Una Vera Casa Toscana are among the best Airbnb and holiday rentals in Monteriggioni.

  • Which walking or cycling routes are the best in Monteriggioni?

    The circular path along the walls of Monteriggioni is a classic, offering stunning views of the Tuscan countryside. For a longer ride, try the Via Francigena, a historic pilgrimage route that passes through Monteriggioni and offers beautiful scenery. If you prefer cycling, there are several well-maintained cycle paths in the area, including the one that connects Monteriggioni to Siena.
  • What are the most popular Airbnbs in Monteriggioni?

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

    Siena is just a 20-minute drive away, and Florence is about an hour's drive. You can also easily reach the charming towns of San Gimignano, Volterra, and Colle Val d'Elsa, all within an hour's drive. For a day trip to the coast, you can reach the beaches of Livorno in about an hour and a half.
  • What are the best holiday rentals with a pool in Monteriggioni?

  • What amenities are commonly available in vacation rentals in Monteriggioni?

    Most vacation rentals in Monteriggioni offer basic amenities such as Wi-Fi, air conditioning, and a fully equipped kitchen. Many also have private gardens or terraces, perfect for enjoying the Tuscan sunshine. Some rentals even have swimming pools, ideal for cooling off on hot days.
  • What are the best rentals for families and kids in Monteriggioni?

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

    The best time to visit Monteriggioni is during the shoulder seasons, from April to May or September to October. The weather is pleasant, the crowds are smaller, and the prices are often lower. Summer can be very hot, but it's a great time to enjoy the outdoor activities and festivals.
  • What are the best rentals or Airbnbs with a jacuzzi in Monteriggioni?

Popular destinations

Top Holiday Rentals with a Balcony in Monteriggioni

Step onto your own terrace to take in stunning city skyline views. These holiday rentals in Monteriggioni all include private outdoor space.

Farmhouse 'Tramonto' With Private Terrace, Wi-fi And Air Conditioning - Monteriggioni
No reviews

Farmhouse 'Tramonto' With Private Terrace, Wi-fi And Air Conditioning

apartment, Monteriggioni
This Monteriggioni farmhouse apartment, sleeping up to four, is situated in the Tuscan countryside, less than 10km from Siena and 35km from San Gimignano, offering easy access to the Forteresse Medicea and Porta Camollia.
The 80m² first-floor property features a private terrace, fully equipped kitchen with dishwasher, air conditioning, Wi-Fi, and a shared garden with barbecue and parking; children's amenities are also provided.
La Rocca Della Magione - Monteriggioni
9.0 56 reviews

La Rocca Della Magione

farm, Monteriggioni
La Rocca della Magione is a farm located in the Tuscan countryside, 12 kilometres from Siena and 32 kilometres from Greve in Chianti, offering a peaceful retreat in a restored 14th-century monastery.
The property features a seasonal outdoor pool, a restaurant serving farm-fresh Tuscan cuisine, and spacious apartments with wooden beamed ceilings, garden views, and well-equipped kitchens.
Antica Fonte Residenza Di Siena - Monteriggioni
9.3 521 reviews

Antica Fonte Residenza Di Siena

house, Siena
Antica Fonte Residenza di Siena is located just outside the ancient walls of Siena, in a tranquil area close to the Chianti region, offering a peaceful escape from the city centre. This property boasts excellent user, location and cleanliness ratings, ensuring a comfortable and enjoyable stay.
Each apartment features a kitchenette, living area and some even include a luxurious hydromassage bathtub. Guests can relax in the garden, complete with a hot tub, or explore the nearby Chianti region, famous for its vineyards and wine tasting experiences.
La Tartaruga - Monteriggioni
9.5 58 reviews

La Tartaruga

apartment, Siena
La Tartaruga apartment in Siena is situated 4km from Piazza del Campo, offering a peaceful retreat outside the city centre yet close to Siena's main square and the Palio horse race.
This spacious 115 square metre flat boasts two bedrooms, one bathroom, and can accommodate up to 13 guests, featuring a fully equipped kitchen, private terrace, free parking, Wi-Fi, and a games console.

Explore Holiday Rentals for Families in Monteriggioni

Travelling to Monteriggioni with children? A quality family holiday rental or Airbnb makes everything easier with city attractions nearby.

Oasi Luana 
 Colle Di Val D'elsa - Monteriggioni
10 48 reviews

Oasi Luana Colle Di Val D'elsa

apartment, Colle di Val d'Elsa
This two-bedroom apartment in Colle di Val d'Elsa enjoys a central location, offering easy access to Siena and Florence (approximately 30km and 60km respectively) and is within walking distance of the CONAD supermarket and public transport.
The property, sleeping up to three guests, includes a dishwasher, private parking, and a garden; nearby activities include exploring the lesser-known Tuscan towns and villages.
Fattoria Lornano Winery - Monteriggioni
9.4 309 reviews

Fattoria Lornano Winery

farm, Monteriggioni
Fattoria Lornano Winery is a farm stay located just 10km from the medieval town of Monteriggioni and 10km from the historic city of Siena, offering a peaceful rural setting for a relaxing getaway. The property has consistently received excellent ratings for its location, cleanliness and overall user experience.
The farm stay offers a range of accommodation options, including self-catering apartments with fully equipped kitchens. Guests can enjoy a private terrace with garden views, a swimming pool, barbecue facilities and laundry facilities. Wine tasting tours are also available, providing an opportunity to experience the local culture.
Casa Orneto - Monteriggioni
9.7 95 reviews

Casa Orneto

house, Poggibonsi
CASA ORNETO is a charming house in Poggibonsi, conveniently located just 19 miles from the Fontebranda fountain in Siena and within easy driving distance of Florence. This house has received excellent ratings for cleanliness and user experience, with a very good location rating.
The house features one bedroom and two bathrooms, offering comfortable accommodation for up to three guests. It boasts a fully equipped kitchen, air conditioning, free Wi-Fi, private parking, and a peaceful garden with stunning views, allowing guests to enjoy the tranquility of Poggibonsi.
Appartamento Porta Pispini - Monteriggioni
9.6 832 reviews

Appartamento Porta Pispini

apartment, Siena
Appartamento Porta Pispini is conveniently located in Siena, just a 10-minute walk from Piazza del Campo and within easy reach of the city's main attractions. The apartment has consistently received excellent ratings for location, cleanliness, and overall experience.
This two-bedroom flat offers comfortable accommodation for up to four guests in a spacious 50 square metres. Enjoy modern amenities like air conditioning, free Wi-Fi, a fully equipped kitchen, and a washing machine, perfect for a relaxing stay in the heart of Siena.

Popular Holiday Rentals with Parking in Monteriggioni

Park up and enjoy the city centre. These holiday rentals in Monteriggioni come with a free car park on-site. Start comparing now.

Piccolo Angolo Di Tranquillità - Monteriggioni
8.3 35 reviews

Piccolo Angolo Di Tranquillità

apartment, Poggibonsi
Agriturismo Le Gallozzole - Monteriggioni
9.3 367 reviews

Agriturismo Le Gallozzole

farm, Monteriggioni
Villa Montecastello - Monteriggioni
9.1 145 reviews

Villa Montecastello

farm, Monteriggioni
Borgo Dé Brandi - Monteriggioni
9.6 416 reviews

Borgo Dé Brandi

farm, Monteriggioni

Handpicked Luxury Holiday Rentals in Monteriggioni

There is much to be said for a well-chosen luxury holiday rental or Airbnb in Monteriggioni. Discover wonderful rooms and locations worth the trip. Start comparing now.

Apartment Fattoria Petraglia - Padronale By Interhome - Monteriggioni
8.8 125 reviews

Apartment Fattoria Petraglia - Padronale By Interhome

apartment, Monteriggioni

Our Favourite Dog-Friendly Self-Catering Holiday Rentals in Monteriggioni

A quality pet-friendly holiday rental and Airbnb in Monteriggioni offers city walks on the doorstep without compromising on your comfort. Start comparing our top picks now.

Matti - Margot Apartment With Private Garden - Monteriggioni
10 1 review

Matti - Margot Apartment With Private Garden

apartment, Poggibonsi
Casailcambio - Monteriggioni
9.2 201 reviews

Casailcambio

house, Colle di Val d'Elsa
Casa Rufini Among The Sienese Hills On The Bichi Borghesi Estate - Monteriggioni
No reviews

Casa Rufini Among The Sienese Hills On The Bichi Borghesi Estate

apartment, Monteriggioni
Maison ÉLite Gest Short Rent Siena - Monteriggioni
9.6 19 reviews

Maison ÉLite Gest Short Rent Siena

apartment, Siena

Compare Holiday Rentals with a Pool in Monteriggioni

These holiday rentals and Airbnbs in Monteriggioni include a pool, so a proper swim in the heart of the city is always on the cards.

Mulino Di Quercegrossa - Monteriggioni
9.0 577 reviews

Mulino Di Quercegrossa

farm, Castelnuovo Berardenga
Holiday Home Capanna Di Sopra By Interhome - Monteriggioni
9.5 56 reviews

Holiday Home Capanna Di Sopra By Interhome

house, Castellina in Chianti
La Loggetta, A Refuge In The Heart Of Authentic Tuscany - Monteriggioni
No reviews

La Loggetta, A Refuge In The Heart Of Authentic Tuscany

apartment, Colle di Val d'Elsa
Agriturismo La Farneta: The Linden Trees Apartment - Monteriggioni
10 20 reviews

Agriturismo La Farneta: The Linden Trees Apartment

apartment, Monteriggioni

Top-Rated Self-Catering Holiday Rentals with a Jacuzzi in Monteriggioni

A hot tub to come back to after a day in Monteriggioni changes the whole feel of a stay. These holiday rentals are ready for you. Choose the one that suits you best.

Apartment ∙ 1 Bedroom ∙ 6 Guests - Monteriggioni
No reviews

Apartment ∙ 1 Bedroom ∙ 6 Guests

apartment, Monteriggioni
Novelleto - Monteriggioni
9.3 150 reviews

Novelleto

farm, Monteriggioni
One Belvedere Tuscany - Monteriggioni
9.7 44 reviews

One Belvedere Tuscany

farm, Poggibonsi
Relax Nella Jacuzzi In Toscana - Monteriggioni
9.3 95 reviews

Relax Nella Jacuzzi In Toscana

apartment, Colle di Val d'Elsa
©2026 cozycozy.com