Best Vacation Rentals in Monteriggioni

Rooms and Wine al Castello provides accommodations in Monteriggioni. Housed in a building dating back to 18th century, this bed and breakfast is 12 miles from Piazza del Campo and 22 miles from Piazza Matteotti. The bed and breakfast features rooms with air conditioning, free private parking, and free Wifi. At the bed and breakfast, each unit includes a wardrobe, a flat-screen TV, a private bathroom, bed linen, and towels. The bed and breakfast offers some units with garden views, and the units have a coffee machine. Additional in-room amenities include wine or champagne. An Italian breakfast, comprising fresh pastries and cheese is served at the property. A mini-market is available at the bed and breakfast. Sightseeing tours are available close by. Florence Airport is 39 miles from the property.

- "Comfortable room in a magical walled town!" - "Benedetta was an incredible host! She was kind and welcoming and gave a lot of information." - "Excellent A+++" - "Beautiful location and friendly staff." - "Great stay in a unique B&B located in the old castle of Monteriggioni" - "Great place"

Tuscan-style hotel with free breakfast and a rooftop terrace
Along with a restaurant, this smoke-free hotel has a bar/lounge and a poolside bar. Free buffet breakfast is provided, as well as free WiFi in public areas, free self parking, and a free manager's reception. Additionally, a snack bar/deli, a rooftop terrace, and a coffee shop/cafe are onsite.
Hotel Borgo San Luigi offers 74 air-conditioned accommodations, which are accessible via exterior corridors and feature private hot tubs and minibars. Pillowtop beds feature down comforters and premium bedding. A pillow menu is available. Flat-screen televisions come with digital channels. Bathrooms include bathtubs or showers with rainfall showerheads, slippers, bidets, and hair dryers.

Guests can surf the web using the complimentary wireless Internet access. Business-friendly amenities include desks, desk chairs, and phones. Additionally, rooms include safes and blackout drapes/curtains. In-room massages and hypo-allergenic bedding can be requested. Housekeeping is provided daily.

The recreational activities listed below are available either on site or nearby; fees may apply.

- "Very good service from staff and management" - "Beautiful hotel, fantastic outdoor space and great base for exploring." - "Had a great stay. The breakfast food and coffe were delicious. After we unloaded out luggage our car was brought to the parking area by a employee." - "Great place to stay in Tuscany!!" - "A must stay whilst visiting Tuscany. Everything about the experience was 5 Stars Would 100% return in the future " - "Lovely"

L’Aia Country Holidays is just a 10 minute drive from the beautiful historic center of Siena. Relax in this peaceful countryside paradise, where rooms and apartments are set in renovated farm buildings. Featuring apartments and rooms which can accommodate up to 6 people, L’Aia Country Holidays also has its own gardens and olive groves, as well as an outdoor swimming pool. Enjoy panoramic views from here all the way to Siena. If you don’t feel like swimming just relax in the sun on the terrace or take it easy with a game of bowls. A playground is available for the kids and everyone will enjoy exploring the surrounding area on the bikes available at L’Aia. Rooms and apartments at L’Aia Country Holidays are spacious, with rustic décor. Apartments come with their own furnished garden area as well as fully-equipped kitchenettes. Rooms have a shared lounge area in the main building where you can chat or relax with a drink. Siena is easily accessible from this tranquil setting, with nearby buses taking you directly to Siena train station and the historic center.

- "Beautiful country apartment." - "Really enjoyed it, just by chance it was Palio weekend" - "Good"

Hotel in Monteriggioni with free breakfast and a sauna
A restaurant, a bar/lounge, and a poolside bar are available at this smoke-free hotel. Free buffet breakfast, free WiFi in public areas, and free self parking are also provided. Additionally, a snack bar/deli, a sauna, and a coffee shop/cafe are onsite.
Hotel Il Piccolo Castello offers 50 accommodations with minibars and safes. Each accommodation is individually furnished and decorated. Select Comfort beds feature premium bedding. 20-inch LCD televisions come with premium satellite channels.

Bathrooms include bathtubs or showers, slippers, bidets, and complimentary toiletries. Guests can surf the web using the complimentary wireless Internet access. Additionally, rooms include hair dryers and blackout drapes/curtains. Housekeeping is provided daily.

The recreational activities listed below are available either on site or nearby; fees may apply.

- "Really nice and confortable hotel" - "This hotel is unique, clean, and has amazing with restaurants on site. The breakfast is a buffet style with big selection of fresh options. Had dinner at the restaurant as well and absolutely everything we ordered was on point and delicious. The staff was super helpful, nice, and welcoming. The only bad part was that my stay was for a very short time. The courtyards are so beautiful. I will definitely plan to stay here in a near future "

Castel Pietraio WineResort is located deep in the Tuscan countryside, just 10 minutes from the perfectly preserved walled village of Monteriggioni and less than half an hour from beautiful Siena. This medieval castle, once important for defending the area, now offers peaceful, relaxing accommodations in a stunning setting. On site you will find a large open-air swimming pool with lovely views, a children’s playground and a barbecue area. Rooms inside 17th-century Castel Pietraio WineResort are furnished and decorated in keeping with their history, with exposed wooden beams and terracotta tiles as well as all modern comforts. In a tranquil but easily-accessible area, from Castel Pietraio WineResort you can be at San Gimignano in half an hour, as well as numerous other pretty historic towns. If you prefer to stay closer to home, you can go horseriding, walking or cycling directly from the castle and just 1640 feet away is a village with shops and restaurants.

- "Amazing! Go to hotel!" - "amazing stay in a beautiful location with a wonderful host." - "Wonderful!" - "Prefect" - "Lovely location and wonderful experience, highly recommend." - "It was absolutely magical." - "We had a beautiful weekend exploring the area, we were very well looked after!" - "Perfect base for visiting Toskany" - "Fabulous place and people 😁" - "Best place to stay in Toscana" - "Amazing stay super clean !!! Just wow"

Hotel with a full-service spa, in the vicinity of Monteriggioni Castle
This smoke-free hotel features a full-service spa, an outdoor pool, and a restaurant. Free WiFi in public areas and free self parking are also provided. Additionally, a health club, a bar/lounge, and a sauna are onsite.
Relais Castel Bigozzi offers 18 accommodations with minibars and safes. Each accommodation is individually furnished and decorated. Televisions come with satellite channels. Bathrooms include bidets and hair dryers.

Guests can surf the web using the complimentary wireless Internet access. Business-friendly amenities include desks and phones. In-room massages and irons/ironing boards can be requested. A nightly turndown service is provided and housekeeping is offered daily.

The recreational activities listed below are available either on site or nearby; fees may apply.

- "We enjoyed a junior suite facing the sea and had a beuatiful sunset. The hotel is adjacent to a very nice terrazza that wraps. along the water front. This was off season so not as much people traffic compared to the warmer minths. A rooftop bar and resteraunt was icing on the cake.Staff was bery nice." - "Just excellent! " - "Great location to make a short drive to see San Gimignano, Sienna, and more. Good restaurant. Great breakfast w/ large selection. Beautiful and tranquil surroundings."

Set on a working farm producing olive oil and wine, Agriturismo Le Gallozzole offers rustic-style apartments with wood beams and a garden with outdoor pool. Monteriggioni is 20 minutes’ drive away. Apartments at Le Gallozzole Agriturismo are spread over several antique buildings. Each features one or more bedrooms, a fully equipped kitchen or kitchenette, and 1 or 2 bathrooms. WiFi is free throughout. Free private parking is available on site. Siena is a 20-minute drive, while Florence is 31 mi away.

- "Great apartment in a quiet part of Tuscany" - "A real experience of Tuscany on a fairytale estate" - "Wonderful ! Looking forward to returning one day !" - "Property is very well cared for. An extremely pretty place that is well suited to visit Tuscany" - "Absolutely fantastic stay! Apartment was immaculate and the pool area perfect for our 4 kids."

Hotel in Monteriggioni with free breakfast and a bar
A bar/lounge, tour/ticket assistance, and a TV in a common area are available at this smoke-free hotel. Free buffet breakfast, free WiFi in public areas, and free self parking are also provided. Other amenities include a front-desk safe.
Hotel I Platani offers 17 air-conditioned accommodations with complimentary toiletries. This Monteriggioni hotel provides complimentary wireless Internet access. Bathrooms include showers and bidets. Housekeeping is provided daily.

- "The staff was wonderful. Immensely nice person who made sure we had a safe, good time!!" - "Outstanding customer service " - "The staff are amazing and friendly besides the lady who did the check in which needs to be a little polite and being confrontational with guest. My daughter asked if there is a pool and her answer was didn’t you check before doing the reservation. The night clerk was amazing and helpful and also the gentleman who did the breakfast."

Boasting a large seasonal outdoor pool and a shared BBQ, Fattoria Il Colombaio is a working farm surrounded by olive trees and vineyards. It is in the Tuscan countryside 1.2 mi from Monteriggioni. The property produces its own Chianti wine and olive oil. The on-site cellar can be visited and guests can enjoy wine and food tasting tours, as well as buying some of the produce. A sweet and savory buffet breakfast is served daily. All air conditioned, the rooms feature a TV, a mini-bar, and a private bathroom with hairdryer. They have rustic-style furnishings with wrought-iron beds and wood-beamed ceilings. Siena is less than a 20-minute drive from the property.

View • Toiletries • Tv • Internet • Bar • Balcony/Terrace • Wheelchair Accessible • Other • Breakfast • Security/Safety • Fireplace/Heating • Restaurant

Hotel in Monteriggioni with free breakfast and a restaurant
This smoke-free hotel features a restaurant, a bar/lounge, and concierge services. Free buffet breakfast, free WiFi in public areas, and free self parking are also provided. Additionally, dry cleaning, tour/ticket assistance, and a garden are onsite.
Albergo Casalta offers 10 accommodations with complimentary bottled water and hair dryers. Flat-screen televisions come with digital channels.

Bathrooms include showers, bidets, and complimentary toiletries. Guests can surf the web using the complimentary wireless Internet access. Housekeeping is provided daily.

- "very positiv: the quiteness, strategic location, the positiv behaviour of the cres ( owners )" - "The hotel was beautiful and it was in a very good condition, but the best was the service, they were very kind and helpful!" - "Had a lovely stay. Bedroom was clean and comfortable, staff were absolutely lovely." - "Great price, service and structure. Some rooms better than others but the location was great for taking day trips. "

Featuring garden views, Fattoria Lornano Winery in Monteriggioni offers accommodations, a garden, and barbecue facilities. This property offers access to a terrace, free private parking, and free Wifi. The farm stay features a pool with a view with a fence, as well as a solarium and room service. The units provide views of the mountain and come with a seating area, a washing machine, a fully equipped kitchen with a dishwasher, and a private bathroom with a hair dryer. An oven, a toaster, and fridge are also available, as well as a coffee machine. At the farm stay, each unit has bed linen and towels. À la carte and continental breakfast options with fruit, juice, and cheese are available. As an added convenience, the farm stay offers packed lunches for guests to bring on excursions and other trips off-property. Sightseeing tours are available close by. The farm stay has a picnic area where you can spend the day outdoors. Piazza del Campo is 9.1 miles from Fattoria Lornano Winery, while Piazza Matteotti is 19 miles from the property. Florence Airport is 41 miles away.

- "Beautfiul location" - "We LOVED it and can’t wait to come back!" - "Will be back." - "Beautiful setting, wonderful accommodations, great staff." - "Beautiful property in Tuscany, perfect for big families. Very central and great service." - "Had a great time and would stay there again" - "Very relaxing, comfortable and convenient to other little villages around Tuscany. Great wines too!!" - "Great situation for visiting Tuscany, spacious appartement, well equipped and great hosts"

While you're here, you can enjoy all the comforts of home and more, including a rainfall showerhead and a full-sized refrigerator/freezer, as well as a stovetop and free WiFi. Other amenities include hypo-allergenic bedding, a Select Comfort bed, down comforters, and laundry facilities.

- "We had an absolutely wonderful time staying here. Our kids had fun on their playground and my wife and I enjoyed the views, the hospitality. And the entire experience. The food was outstanding. " - "Although our stay was only two nights, Graciela, Roberto, Paolo & the rest of their wonderful family/staff made us feel so at home & welcome. Our stay here was simply wonderful. The views were breathtaking, the food exquisite! We will be back!"

7.5 miles from Piazza del Campo in Monteriggioni, Podere Lornanino offers accommodations with access to a solarium. Piazza Matteotti is within 19 miles of the bed and breakfast. The bed and breakfast provides rooms with air conditioning, free private parking, and free Wifi. At the bed and breakfast, every unit has a desk, a flat-screen TV, a private bathroom, bed linen, and towels. Every room has a coffee machine, while selected rooms are equipped with a fully equipped kitchen with a dishwasher, an oven, and a stovetop. The rooms are equipped with heating facilities. Guests can also relax in the garden, next to the outdoor swimming pool, or on the sun terrace. Florence Airport is 41 miles away.

- "Cosy and pleasant"

While you're here, you can enjoy all the comforts of home and more, including free WiFi and an LCD TV, as well as a bidet and a coffee/tea maker. Other amenities include towels, an electric kettle, a picnic area, and a crib.

- "Everything was ok." - "Beautiful estate property with beautiful park and well manicured property. Elevator to rooms was a plus for sure. Breakfast was delicious ! Would love to visit again :)" - "Very comfortable and quiet. Great to have breakfast included." - "Lovely place, staff exceptionally grand helpful. Lovely quiet position. Breakfast fresh ingredients and tasty. Loved the rustic feel. Very Italian as you would expect. "

Monteriggioni Castello is located in Monteriggioni, just 13 miles from Piazza del Campo and 22 miles from Piazza Matteotti. Private parking is available on site. The vacation home features a sun terrace, a 24-hour front desk, and free Wifi is available throughout the property. Featuring a patio and garden views, the vacation home includes 2 bedrooms, a living room, satellite flat-screen TV, an equipped kitchen, and 1 bathroom with a bidet and a shower. Towels and bed linen are available in the vacation home. For added privacy, the accommodation has a private entrance and is protected by full-day security. Guests are welcome to relax in the on-site bar, while packed lunches are also available upon request. The area is popular for cycling and pub crawls, and bike rental is available at the vacation home. Outdoor play equipment is also available at Monteriggioni Castello, while guests can also relax in the garden. Florence Airport is 39 miles from the property.

- "Best location and facilities. The host is very kind and helpful" - "It was a wonderful place to be in a truly unique town." - "Thank you Matteo!" - "Living in a walled city in a medieval castle! Comfortable and very exciting!"

While you're here, you can enjoy all the comforts of home and more, including a sauna and a fenced pool, as well as free WiFi and an LCD TV. Other amenities include Egyptian cotton sheets, designer toiletries, premium bedding, and a memory foam bed.

- "This is the most amazing, tranquil, romantic property. To think that he bought it and renovated the whole place. The views are breathtaking. For sure have dinner at the property's restaurant. Fixed menu but all the vegetables and herbs are right out of his garden. " - "Veronica’s apartment was perfect for us this last week in Rome. There is plenty of space, good AC (which is necessary this time of year), and everything else the three of us needed. It would be great for two couples or a family of 4. Veronica was responsive and we were met at a convenient time for us with a smile, a bowl of fresh fruit and many recommendations on dining and the area. The location was very good for us, which is close to Spanish Steps and Borghese Gardens, with Trevi, Pantheon and other sites a short walk away. Plenty of dining and shopping are available in the neighborhood which was quiet and pleasant. We would stay here again. "

Offering a garden, Agriturismo Le Tre Pietre - Podere nel Chianti provides accommodations in Quercegrossa. This property offers access to a balcony, free private parking, and free Wifi. Guests can make use of the outdoor fireplace or the picnic area, or enjoy views of the garden and inner courtyard. At the farm stay, every unit is fitted with a wardrobe. Accommodation includes a terrace with pool views, a fully equipped kitchen, an outdoor dining area, and a private bathroom with bidet. At the farm stay, the units are equipped with bed linen and towels. Guests at the farm stay can enjoy an Italian breakfast, and breakfast in the room is also available. For visitors looking to embark on day trips to nearby landmarks, Agriturismo Le Tre Pietre - Podere nel Chianti offers a selection of packed lunches. The accommodation also features a pool with a view and a beauty services for guests to relax in. If you'd like to discover the area, cycling is possible in the surrounding area, and Agriturismo Le Tre Pietre - Podere nel Chianti can arrange a bicycle rental service. Piazza del Campo is 8.6 miles from the farm stay, while Piazza Matteotti is 19 miles away. Florence Airport is 37 miles from the property.

- "Tuscany is beautiful! Every bit of it- and has the best food and people in Italy I think."

“La Senesina” is an enchanting apartment immersed in the exquisitely beautiful Tuscan countryside, just 4 km from Siena, 8 km from Monteriggioni, and approximately 5 km from the raccordo autostradale Siena/Firenze (Siena/Florence highway.) Recently restored apartment situated in an historic 16th Century ex-convent, whose significance is recognized by the Department of Monuments and Fine Arts of Siena. Furnished with great care down to the finest detail, ideal for a romantic weekend or a pleasant week with family immersed in art and nature. In the immediate vicinity there are walking/trekking trails (see Cai maps) and horseback riding facilities.

- "Lovely apartment in a very pretty rural location . There is not an outdoor space for sitting which would have made it even better. " - "Super helpful host" - "Excellent" - "Great!" - "This apartment is amazing! Perfect location for staying and exploring La Toscana. Very clean and spacious for a famliy of 5! The apartment was exactly as the description and photos. The host was always on top of us and our needs during our stay. We truly recommend to stay there."

Sognare nel Castello offers accommodations in Monteriggioni, 22 miles from Piazza Matteotti. There's a private entrance at the guest house for the convenience of those who stay. Free Wifi is available throughout the property, and Piazza del Campo is 11 miles away. The guest house will provide guests with air-conditioned units with a wardrobe, a coffee machine, a fridge, a safety deposit box, a flat-screen TV, and a private bathroom with a bidet. At the guest house, the units have bed linen and towels. There is an on-site coffee shop. Florence Airport is 39 miles away.

- "Imagine staying in a room in a castle and this will fulfill that dream." - "A beautiful apartment right within the walls of the castle" - "Recommend the property and will stay there again."

Detached country house finely restored, with private parking, private pool, large garden and sundeck; possibility to book dinners to taste typical Tuscan dishes in a large gazebo adjacent to the pool; it is also possible to use the wood-burning oven and the external barbecue. The location of the house, makes it unique for the short distances that connect it to nearby places of interest including:
• Monteriggioni Castle (3min drive)
• City of Siena (12 Km)
• San Gimignano, the city of the Towers (20km)
• Florence, cradle of the Renaissance (60 Km)
• Chianti hills, famous for the vineyards from which you get a wine known all over the world (10km)

The house is divided as follows:
1 double bedroom with en-suite bathroom
1 double bedroom plus a single bed and an en suite bathroom
1 laundry
1 lounge and open plan kitchen with TV and fireplace
1 hot outdoor shower
Direct access to the swimming pool from the kitchen
Shaded outdoor gazebo with a table and smoke couches
Large private garden
Possibility of bike tours

- "The property was better than the pictures - Gianni’s place was AMAZING! It was exactly the Tuscan getaway we hoping for and it was that and a whole lot more. As a host, Gianni was spectacular! Always available to answer questions and provide recommendations and the welcome bottle of Chianti Classico was fabulous. Gianni thanks for everything- you were great!" - "We had a wonderful holiday. A really nice house, private garden and swimmingpool, all well maintained. Visited beautiful villages in the area. Paola, Giancarlo and Gianni were very friendly and hospitable."