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Top Holiday Rentals in Monteriggioni

Exterior
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views
10.0 out of 10, Exceptional, (48)
"Our stay at Isola Serena was an unforgettable experience! The villa was very clean and the private gym and infinity pool are fantastic perks, especially after a day of sightseeing to nearby towns, cities, and vineyards, all of which were in great proximity to the villa. The property is perfect for large groups of families or friends, as every bedroom has an ensuite bathroom and there is 1 main house and 2 guesthouses, so everyone could still have some privacy while still being together. It is...
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views
Exterior
Family apartment with magical view on the old city, balcony, wifi & parking
10.0 out of 10, Exceptional, (33)
"We enjoyed our 10-day stay at this conveniently located and roomy apartment, an easy walk to the main piazza in downtown Siena. It was clean and had a well-supplied kitchen and laundry, two key requirements for us for week-plus stays. The property manager met us at the door with the key and showed us around. The apartment itself also has several small balconies (though no furniture on them) and from two of them you have a lovely view of Siena. Living in this apartment felt very much like we had...
Family apartment with magical view on the old city, balcony, wifi & parking
Exterior
Independent house in the hills of the Sienese countryside
10.0 out of 10, Exceptional, (62)
"To begin, this was one the best homes we have had the luck and pleasure to experience. The small house felt like a home. Emanuela, Roberto, and their family were kind, welcoming, and helpful. Their farm and home are a life of love and exacting design and craftsmanship. The necessities are all short drives away; small towns and the larger communes provided learning, great food, history, and art. The stay was relaxing because of the care and attention to detail that the owners supplied in...
Independent house in the hills of the Sienese countryside
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Pool
Stunning villa for 6 people with A/C, private pool, WIFI, TV, patio and parking
10.0 out of 10, Exceptional, (1)
Stunning villa for 6 people with A/C, private pool, WIFI, TV, patio and parking
Property grounds
Yellow House Country Villa in Chianti Classico
10.0 out of 10, Exceptional, (88)
"A beautiful house for nature lovers , we had everything we needed for our stay. The owner was very friendly and helpful. We really enjoyed our time there . The road to the house was a little bit rough , it could be difficult with a small car . Stefano Grazie per tutti!"
Yellow House Country Villa in Chianti Classico
Property grounds
Villa Andrei, a relaxing bath in the Tuscan countryside with private pool
10.0 out of 10, Exceptional, (46)
"View and property were perfect and met expectations"
Villa Andrei, a relaxing bath in the Tuscan countryside with private pool
Property grounds
House consists of a "two-room" and a "trilocale", Valdarno Aretino
10.0 out of 10, Exceptional, (43)
"Siamo voluti tornare nuovamente per un altro capodanno, soprattutto grazie all'esperienza fantastica che abbiamo vissuto l'anno scorso. La casa è impeccabile come sempre, fornita di qualsiasi cosa e soprattutto pulita. Ci teniamo ancora una volta a ringraziare i proprietari, che hanno soddisfatto le nostre richieste e che hanno saputo aiutarci nel momento del bisogno. Io e i miei amici siamo ancora più soddisfatti dello scorso anno!"
House consists of a "two-room" and a "trilocale", Valdarno Aretino
Outdoor pool
Villa with pool, 4 rooms en suite, Wi-Fi, walking distance from San Gimignano
10.0 out of 10, Exceptional, (81)
"The location and the villa itself made for a wonderful holiday. Alessandro is a fantastic host, very proactive and helpful. We highly recommend the villa. Its worth noting the fine print that not included in the rental price, to be paid on the spot: Final cleaning, Local tax, Heating, Air Conditioning."
Villa with pool, 4 rooms en suite, Wi-Fi, walking distance from San Gimignano
View from property
Enchanting Tuscany Vacation Rental in Medieval Fortress Town Panoramic Views
10.0 out of 10, Exceptional, (90)
"This was a wonderful hamlet with beautiful buildings, views, and quiet. The host, Cindy, was super helpful and very quick to respond to emails. She gave very good directions to the home and how to check in. The home was clean and comfortable for my husband and me. Highly recommend taking cooking class as well. Great location to visit many small towns and wineries."
Enchanting Tuscany Vacation Rental in Medieval Fortress Town Panoramic Views
Pool
LUXURY COTTAGE IN TUSCAN ESTATE - POOL - NEXT TO A GOLF COURSE! (FRANTOIO)
10.0 out of 10, Exceptional, (36)
"This property is stunning both inside and out. Truly an oasis in the hills of Tuscany. House is fully stocked and pristine. We had the best time and would highly recommend. One bit of caution is to ensure you take the right road (Via di Monte). Check google maps before you head to the property and make sure you take the right route. Other than that, I couldn’t have asked for a more beautiful stay."
LUXURY COTTAGE IN TUSCAN ESTATE - POOL - NEXT TO A GOLF COURSE! (FRANTOIO)
Exterior
agriturismo la roggiola
9.8 out of 10, Exceptional, (78)
"Il posto è molto bello tranquillo per chi cerca tranquillità e relax"
agriturismo la roggiola
Pool
"Villa le Ginestre": the better geographic position to visit the Tuscany.
9.8 out of 10, Exceptional, (58)
"Very panoramic place and very clean"
"Villa le Ginestre": the better geographic position to visit the Tuscany.
Property grounds
LUXURY VILLA IN TUSCAN ESTATE - POOL - NEXT TO A GOLF COURSE! (PENDOLINO)
9.8 out of 10, Exceptional, (38)
"Amazing Tuscan getaway. Rural location provides remote setting (although a rough road to get there). The property is truly luxurious and as advertised. We'd love to come back and stay at one of the other properties."
LUXURY VILLA IN TUSCAN ESTATE - POOL - NEXT TO A GOLF COURSE! (PENDOLINO)
Terrace/patio
Country House & Spa - Inside Nature with panoramic views, Art Surrounded
9.8 out of 10, Exceptional, (47)
"A wonderful house in an outstanding area of natural beauty. Our group had an excellent holiday with the most charming hosts. We will certainly try to repeat the experience."
Country House & Spa - Inside Nature with panoramic views, Art Surrounded
Outdoor pool
Tuscany Luxury Spacious Villa Private Pool Wi-Fi free near Siena Family Frendly
9.6 out of 10, Exceptional, (47)
"This villa is a dream. You really feel like you’re in a Disney castle in the home and in the little village! Our hosts were so easy to communicate with and so patient with us as we arrived much later than planned. They even went to great lengths to try and help us find food upon arrival because our kids were starving. It’s a fantastic location if you plan to take day trips all over Tuscany. It was nice to be centrally located so we could head out to Florence, San Gimignano, Lucca, and Pisa and...
Tuscany Luxury Spacious Villa Private Pool Wi-Fi free near Siena Family Frendly
Bar (on property)
Il Battistero Siena - Residenza d'Epoca
9.6 out of 10, Exceptional, (115)
"Center of everything. Great service and communication. "
The price is £198
includes taxes & fees
10 May - 11 May
Il Battistero Siena - Residenza d'Epoca
Pool | Outdoor pool
Casale Immerso nel Verde Della Campagna Toscana con Piscina Privata e Vista
9.6 out of 10, Exceptional, (38)
"The house is a beautiful old Italian house with high ceilings with wooden beams and tiled floors. Everything in the house worked pedfectly- wifi, hot water, screens on the windows, kitchen and bath. The house is set in the midst of the Tuscan hills with hikes starting right from the front door. The grounds in the nature preserve are lovely with local plantings. The hostess, Marina, was welcoming, helpful, and altogether delightful. The gravel access road is steep and curvy in places. We were...
Casale Immerso nel Verde Della Campagna Toscana con Piscina Privata e Vista
Property grounds
House with character in typical medieval borgo on the Chianti Classico hills
9.6 out of 10, Exceptional, (44)
"A very beautiful property and grounds, in the middle of the Tuscan countryside The patio area with charcoal grill amongst the olive trees was a beautiful setting for snacks and meals The house inside was very rustic and authentic but comfortable and the kitchen and bathroom s are well equipped Our hosts were very friendly and the welcome bottle of wine and fresh fruit basket was a wonderful touch after a long day of travelling The neighbours were lovely we spoke to several of them though a...
House with character in typical medieval borgo on the Chianti Classico hills
Suite | Balcony view
La Terrazza Sul Campo Rooming House
9.6 out of 10, Exceptional, (207)
"My wife and I loved our stay! The property is historic and has so much character. Our room had a view of the Il Campo square which was fantastic. The location can't be beat. The communication with the property prior to check was great. There were complimentary snacks and drinks available in the lobby. I highly recommend staying here!"
The price is £151
includes taxes & fees
5 May - 6 May
La Terrazza Sul Campo Rooming House
Outdoor pool
Beautiful Villa With Panoramic Views near San Gimignano
9.6 out of 10, Exceptional, (59)
"Beautiful setting in the country. Not exactly easy to get to since the access road is filled with pot holes, cows and very bumpy. A solid 10 minute drive off main paved road to get to Villa. Host was accomadating but a lot went wrong. It wasn’t occupied for over a month and we were greeted with water on floor in kitchen unknowing of source. Water heater never worked so we had cold showers throughout week. And then our neighbors(cows) came through property overnight and made quite a mess....
Beautiful Villa With Panoramic Views near San Gimignano
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See all available properties in Monteriggioni
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Monteriggioni Holiday Rental Travel Info

Number of holiday rentals
246
Popular accommodation
Monteriggioni apartments
Known landmarks
Siena Cathedral, Monteriggioni Castle and Palazzo Pubblico
International airport
Florence (FLR-Peretola)

Other types of properties in Monteriggioni you may be interested in

Lunch and dinner served, pool views
Hotel Borgo San Luigi
4.0 star property
9.2 out of 10, Wonderful, (339)
"Magia pura. Un lugar unico. Descanso perfecro. Emocion ni bien ingresas. Cerca de todo. Espectacular. Los dormitiriis son amplios, y los baños estan geniales. Tomamos un room basuco"
The price is £255
includes taxes & fees
16 May - 17 May
Hotel Borgo San Luigi
Terrace/patio
Hotel Athena
4.0 star property
9.2 out of 10, Wonderful, (1003)
"Hotel Athena was a fabulous stay. The porperty is is absolutely wonderful. The staff was stellar from the moment we checked in until we checked out early with a breakfast to go. Highly recommend ."
The price is £128
includes taxes & fees
2 Jun - 3 Jun
Hotel Athena
Ballroom
Grand Hotel Continental Siena – Starhotels Collezione
5.0 star property
9.2 out of 10, Wonderful, (471)
"Very posh and felt like being in my own palace - the balcony was truly amazing for views and sunset dinner seeing the skyline of Sienna. Breakfast buffet was decadent and dinner service was superb. We were treated very well. "
The price is £479
includes taxes & fees
5 May - 6 May
Grand Hotel Continental Siena – Starhotels Collezione
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Everything you need to know about Monteriggioni holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Monteriggioni holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Monteriggioni holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Monteriggioni holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Monteriggioni. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Monteriggioni holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Monteriggioni holiday rentals we have selected for you start as low as £71 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Monteriggioni rentals

At Expedia, we put the best Monteriggioni holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Monteriggioni rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Monteriggioni holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Monteriggioni. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Monteriggioni?

Yes, there are holiday rentals close to the most popular sights in Monteriggioni, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Monteriggioni speak positively about the countryside and wineries in this destination. Make sure you have time to check out the local tours and churches during your trip.

What are some of the best holiday rentals that Monteriggioni has to offer?

Independent house in the hills of the Sienese countryside: This holiday home rental outside of Monteriggioni is located in a rural location, and has a fireplace, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Monteriggioni?

Choose from 23 Expedia holiday rentals in Monteriggioni for a memorable holiday.

What’s there to see and do in Monteriggioni?

Alta Val d'Elsa River Park and Val di Merse are a couple of lovely local spots to get outside and enjoy nature. While here, Monteriggioni Castle and San Leonardo al Lago are other places worth a visit.

What’s a holiday rental in Monteriggioni like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Monteriggioni. Holiday rentals feature amenities like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a clean environment, a holiday rental can offer a sense of privacy away from shared hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for families.

Recent reviews of Monteriggioni properties
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