
Condo holiday rentals in Montalcino
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Top-rated condo rentals in Montalcino
Guests agree: These condos are highly rated for location, cleanliness and more.

Loggiato 3 apartment in Tuscany near Siena
The Loggiato 3 apartment for 2 people is located in the Santa Lucia farmhouse (FARMHOUSE DIVIDED INTO 7 APARTMENTS) in the Crete Senesi near Siena and is located on the first floor with a private table in front of the windows of the loggia. Composed of a double bedroom (two single beds joined together), a bathroom and a living room with a functional kitchen. It is equipped with a wood stove. Outdoor space with table and chairs available on the ground floor. AIR CONDITIONING in the room is PAID according to consumption.

Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is an ancient and authentic farmhouse dating back to the 17th century located in the beautiful hills of Chianti in Tuscany. The apartment is impeccably furnished in the traditional local style of old Tuscany: ancient wooden beams, terracotta floors, and unique furniture. In the large outdoor courtyard, you'll find a large swimming pool on a panoramic terrace at your disposal, overlooking the valley with breathtaking views of vineyards and olive groves, where you can enjoy spectacular sunsets.

"Dimora Valinda" Montepulciano Piazza Grande +A/C
🏠 Ideal location: within walking distance of stores, restaurants and attractions in the historic center. ❄️ Air conditioning for maximum comfort during hot days. 🛁 Washing machine for extended stays or simply for traveling light. 🌅 Private terrace for relaxing moments outdoors. 🍴 Full kitchen with dishwasher, perfect for those who love to cook even on vacation. 🌐 Ultra-fast 150 Mb/s Wi-Fi, ideal for smart working ☕ Well-stocked coffee station for a perfect start to the day.

[9 minutes from Montalcino] Elegant House Mafalda
Comfortable apartment located in the heart of Orcia valley (val d’Orcia); strategic location for visiting the sought-after medieval villages of Montalcino, Castiglione d’Orcia, Pienza, Montepulciano and San Quirico d’Orcia. In addition, Torrenieri (Montalcino) has always been considered an excellent starting point for various trekking itineraries. The balcony in one of the suites overlooks the splendid surrounding Sienese hills!! Finally, there is free parking near the house.

"Landscape Notes" Suite
The 80 sqm Suite "Note di paesaggio" is located on the second floor of a historic building where it meets the landscape of the Val d'Orcia. It is divided into several rooms including a furnished double bedroom with air conditioning overlooking the terrace, a living room with a panoramic view, a study with a desk, a marble bathroom with shower, and another double bedroom without air conditioning . You can enjoy a 30sqm terrace and its suggestive view of the countryside.

Green – The meadows in Tuscany
Apartment consisting of 1 double bedroom, equipped kitchen, large living room and bathroom TV, BBQ, (we provide the washing machine from 9 a.m. to 8 p.m. which is in our laundry room for those who request it). We recommend the car as we live in the countryside, both to be independent and to visit the magnificent Tuscany You'll like the outdoor environment because it's magical, day and night Free parking and wifi Strategic location for visiting Tuscany and Umbria.

Spinosa Apartment in Podere Capraia
Two-room apartment on two floors, recently renovated with good taste furnishings: living room with sofa bed (1 and a half places), dining table, TV, WiFi. Kitchenette with oven, fridge and dishwasher. Bathroom with shower, toilet, and bidet. Upper floor, open attic double bedroom. Exit to equipped front patio. Heating (from 10/15 to 04/15), mosquito nets. Small and medium-sized pets allowed. Swimming pool (open from Jun. 1 to Sept. 30) shared with Solengo apartment

Mascagni Farmhouse in Val d'Orcia, Pienza
Climb the iconic Tuscan hills to Mascagni Organic Farm, an organic farm where your new home awaits: a finely restored 16th-century barn nestled among olive trees and wheat fields. Relax with a cup of tea, pick rosemary and lavender in the garden with breathtaking views of the Val d'Orcia. Rediscover your true nature among the pristine fields and olive trees: here, walks and bike rides have no limits! Ready to create memories that will last a lifetime?

La Civetta - Stylish Retreat in Historic Center
La Civetta is a completely renovated flat located in the heart of Montepulciano, Tuscany. It offers a modern and elegant design with a large, fully equipped kitchen that is sure to delight any cook, La Civetta has two bright bedrooms equipped with air purifiers. Comfort is guaranteed in all rooms, and the location is ideal for exploring the city and its surroundings. This is the ideal place for an unforgettable holiday in Tuscany.

La Casetta di Brunello, very panoramic with terrace
STIAMO LAVORANDO PER VOI! ... WE ARE WORKING FOR YOU! The house is completely renovated and furnished in 2018 with classic-Tuscan style furniture. The colors are warm and enveloping to better rest during your holiday of peace and relaxation. In addition to the two double bedrooms, you have a kitchen with an equipped kitchenette, fridge, induction cooker and a furnished terrace with a beautiful view of the surrounding countryside.

Vicolo delle Mura, ancient home with a view
Our old family home is in a quiet and secluded location in the historic center of Montepulciano. It has a beautiful and large habitable terrace overlooking the Valdichiana. Its central location allows you to walk to Piazza Grande, the Pulcinella Tower, the Medici Fortress and the San Biagio Rectory. Nearby you will find a wide selection of businesses and restaurants where you can enjoy delicious Tuscan cuisine.

Amazing view of Val d'Orcia Pienza
Beautiful 75-square-meter apartment located on the ground floor of the “Podere Colombaio,” a historic farmhouse named after its 15th-century tower. The property features a lovely pergola and a garden overlooking the Val d’Orcia Park, just a 10-minute walk from Pienza.
Popular amenities for Montalcino condo rentals
Weekly condo rentals

La rondine

Cottage 48 sqm, swimming pool, relaxation, surrounded by greenery

Guidoccio-Cosona Agritourism

Fulvia's home, vacation or smartworking

a.d. 1237

The walnut tree view, Montepulciano

Poggiolo

Cute house in Tuscan Countryside (& Bike Friendly)
Pet-friendly condo rentals

Apartment with view in Panzano in Chianti

The Door Next Door 2.0

Casa Clara Cortona Cin IT051017c28a6h9glv

Elegant vintage decorated home in the old Siena

Panoramic attic in old town of Siena

La Casina

relaxation among the vineyards of Chianti1-IlVillinoFarmhouse

Under the Arnolfo Tower
Condo rentals with a pool

Chianti La Pruneta, Michelangelo apartment.

Il Giaggiolo – Chianti with a view

Agriturismo La Farneta: The Linden Trees Apartment

La Foresteria | Granary House

Tuscany accommodation with panoramic view terrace

Castello di Orgiale Charme Residenz

Poggio ai Gelsi, Melograno Lodge

Holiday in an antique farm, Gli Archi
When is the best time to visit Montalcino?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $170 NZD | $170 NZD | $197 NZD | $207 NZD | $225 NZD | $225 NZD | $227 NZD | $243 NZD | $234 NZD | $202 NZD | $181 NZD | $207 NZD |
| Avg. temp | 8°C | 8°C | 11°C | 13°C | 18°C | 22°C | 25°C | 25°C | 21°C | 17°C | 12°C | 9°C |
Quick stats about condo rentals in Montalcino

Total holiday rentals
Explore 60 holiday rentals in Montalcino

Nightly prices starting at
Montalcino holiday rentals start at $89 NZD per night before taxes and fees

Verified guest reviews
Over 3,240 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
50 of Montalcino holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Montalcino rentals

4.9 Average rating
Montalcino stays are highly rated by guests—averaging 4.9 out of 5!
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- Lake Trasimeno
- Lake Bolsena
- Feniglia
- Cala Violina
- Gulf of Baratti
- Kite Beach Fiumara
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Avignonesi Winery Fattoria Le Capezzine
- Tenuta Le Velette
- Cala Di Forno
- Castiglion del Bosco Winery
- Riva del Marchese
- Golf Club Toscana
- Marina di Grosseto beach
- Santa Maria della Scala
- Pubblico Palace
- Cavallino Matto
- CavallinoMatto
- Cantina di Montefiascone Soc.Coop.Agr. - Punto di Vendita
- Podere La Marronaia, Sosta alle Colonne
- Ugolino Golf Club
- Abbey of Monte Oliveto Maggiore
- Madonna del Latte
- Podere Il Cocco
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