Montalcino Luxury Vacation Rentals
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Top location
Casa Vacanze La Pineta
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Terrace
To enjoy your vacation in Montalcino, stay at the 2-room Casa Vacanze La Pineta Montalcino apartment, which is only 1.1 km from Fortezza and around a 10-minute ride from Az. Agr. San Polino di Fabbro Luigi. The spacious apartment features Wi-Fi, along with a private parking lot for guests travelling by car.
Casa Vacanze La Pineta
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Terrace
Casa Vacanze La Pineta
To enjoy your vacation in Montalcino, stay at the 2-room Casa Vacanze La Pineta Montalcino apartment, which is only 1.1 km from Fortezza and around a 10-minute ride from Az. Agr. San Polino di Fabbro Luigi. The spacious apartment features Wi-Fi, along with a private parking lot for guests travelling by car.
Il Burellino
- In-room breakfast
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Pool with view
Il Burellino Villa Montalcino is located around a 25-minute walk from Castello di Montalcino and provides an outdoor swimming pool, ensuring a relaxing stay. Guests can enjoy hiking at the 3-room villa, located about 7 km from Cipressi di San Quirico d'Orcia.
Il Burellino
- In-room breakfast
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Pool with view
Il Burellino
Il Burellino Villa Montalcino is located around a 25-minute walk from Castello di Montalcino and provides an outdoor swimming pool, ensuring a relaxing stay. Guests can enjoy hiking at the 3-room villa, located about 7 km from Cipressi di San Quirico d'Orcia.
Agriturismo Il Cocco
- Shared kitchen
- Free parking
- VIP check-in/ -out
- Air conditioning
- Leisure/ TV room
- Sun terrace
Located approximately a 10-minute ride from Az. Agr. Mocali di Ciacci Tiziano, the 3-room Agriturismo Il Cocco Montalcino includes a beautiful garden with a terrace for a more entertaining stay. Boasting garden views, this Montalcino farm stay is surrounded by a garden.
Agriturismo Il Cocco
- Shared kitchen
- Free parking
- VIP check-in/ -out
- Air conditioning
- Leisure/ TV room
- Sun terrace
Agriturismo Il Cocco
Located approximately a 10-minute ride from Az. Agr. Mocali di Ciacci Tiziano, the 3-room Agriturismo Il Cocco Montalcino includes a beautiful garden with a terrace for a more entertaining stay. Boasting garden views, this Montalcino farm stay is surrounded by a garden.
Cheap Montalcino Vacation Rentals
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Guest favorite
Agriturismo Poggio Il Castellare
- In-room breakfast
- Free parking
- Express check-in/ -out
- Air conditioning
- Flat-screen TV
- Sun terrace
Offering a sundeck and a picnic area for guests' leisure, Agriturismo Poggio Il Castellare Montalcino is situated 15 minutes by car from Castello di Montalcino. Located 7 km from La Collegiata di San Quirico Catholic Church, this 7-room villa provides Wi-Fi and a private parking lot.
Agriturismo Poggio Il Castellare
- In-room breakfast
- Free parking
- Express check-in/ -out
- Air conditioning
- Flat-screen TV
- Sun terrace
Agriturismo Poggio Il Castellare
Offering a sundeck and a picnic area for guests' leisure, Agriturismo Poggio Il Castellare Montalcino is situated 15 minutes by car from Castello di Montalcino. Located 7 km from La Collegiata di San Quirico Catholic Church, this 7-room villa provides Wi-Fi and a private parking lot.
Corner Nest In Montalcino
- Cookware/ Kitchen utensils
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Golf centre
- Terrace
Boasting a picnic area and a golf course for guests' enjoyment, Corner Nest In Montalcino Villa is located a 6-minute walk from Cattedrale Del Santissimo Salvatore. The 1-bedroom holiday home hosts up to 3 guests and provides them with parking.
Corner Nest In Montalcino
- Cookware/ Kitchen utensils
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Golf centre
- Terrace
Corner Nest In Montalcino
Boasting a picnic area and a golf course for guests' enjoyment, Corner Nest In Montalcino Villa is located a 6-minute walk from Cattedrale Del Santissimo Salvatore. The 1-bedroom holiday home hosts up to 3 guests and provides them with parking.
Casa Vacanze Porta Vecchia
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Tennis court
- Garden area
Situated just 7 minutes' walk from Talenti, the 1-bedroom Casa Vacanze Porta Vecchia Montalcino entices guests to explore various tourist attractions in the area. The villa accommodates up to 4 guests and invites them to enjoy a terrace.
Casa Vacanze Porta Vecchia
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Tennis court
- Garden area
Casa Vacanze Porta Vecchia
Situated just 7 minutes' walk from Talenti, the 1-bedroom Casa Vacanze Porta Vecchia Montalcino entices guests to explore various tourist attractions in the area. The villa accommodates up to 4 guests and invites them to enjoy a terrace.
Pet Friendly Vacation Rentals Montalcino
Corte Francigena - Apartments
- Cookware/ Kitchen utensils
- Free parking
- Concierge desk
- Air conditioning
- Flat-screen TV
- Infinity pool
Corte Francigena - Apartments Montalcino lies in a rural area, only 1.2 km from the historic Abbey of Sant'Antimo and about a 5-minute ride from Pieve dei Santi Filippo e Giacomo Church. Guests are welcome to use Wi-Fi and private parking, which is located on site.
Make your stay at the property more exciting by joining in hiking and bicycle trips. Offering a terrace, the apartment also has an adult pool.
Corte Francigena - Apartments
- Cookware/ Kitchen utensils
- Free parking
- Concierge desk
- Air conditioning
- Flat-screen TV
- Infinity pool
Corte Francigena - Apartments
Corte Francigena - Apartments Montalcino lies in a rural area, only 1.2 km from the historic Abbey of Sant'Antimo and about a 5-minute ride from Pieve dei Santi Filippo e Giacomo Church. Guests are welcome to use Wi-Fi and private parking, which is located on site.
Make your stay at the property more exciting by joining in hiking and bicycle trips. Offering a terrace, the apartment also has an adult pool.
Agriturismo Collesassi
- BBQ facilities
- Free parking
- Flat-screen TV
- Tea and coffee facilities
- Jacuzzi
- Garden area
Offering an outdoor Jacuzzi, Agriturismo Collesassi Montalcino is located 4.9 km from Castello di Montalcino.
Agriturismo Collesassi
- BBQ facilities
- Free parking
- Flat-screen TV
- Tea and coffee facilities
- Jacuzzi
- Garden area
Agriturismo Collesassi
Offering an outdoor Jacuzzi, Agriturismo Collesassi Montalcino is located 4.9 km from Castello di Montalcino.
Podere Brizio
- Restaurant
- Free parking
- VIP check-in/ -out
- Air conditioning
- Sauna
- Outdoor swimming pool
Located nearly 25 minutes' walk from Talenti, Podere Brizio Montalcino villa boasts an outdoor swimming pool with a solarium, a Jacuzzi, and a sauna.
There is a spa service to relax in after a busy day. At Podere Brizio villa, lawn tennis can be arranged upon request.
Podere Brizio
- Restaurant
- Free parking
- VIP check-in/ -out
- Air conditioning
- Sauna
- Outdoor swimming pool
Podere Brizio
Located nearly 25 minutes' walk from Talenti, Podere Brizio Montalcino villa boasts an outdoor swimming pool with a solarium, a Jacuzzi, and a sauna.
There is a spa service to relax in after a busy day. At Podere Brizio villa, lawn tennis can be arranged upon request.
Montalcino Vacation Rentals Oceanfront
Le Ragnaie
- Cookware/ Kitchen utensils
- Free parking
- 24-hour security
- Air conditioning
- Flat-screen TV
- Outdoor swimming pool
Featuring winery tours to make your visit more entertaining, Le Ragnaie Villa Montalcino is nearly a 10-minute ride from Talenti. Located in a rural area, the Montalcino farm stay invites guests to enjoy a seasonal outdoor swimming pool as well as a terrace.
There is a massage treatment to relax in after a busy day.
Le Ragnaie
- Cookware/ Kitchen utensils
- Free parking
- 24-hour security
- Air conditioning
- Flat-screen TV
- Outdoor swimming pool
Le Ragnaie
Featuring winery tours to make your visit more entertaining, Le Ragnaie Villa Montalcino is nearly a 10-minute ride from Talenti. Located in a rural area, the Montalcino farm stay invites guests to enjoy a seasonal outdoor swimming pool as well as a terrace.
There is a massage treatment to relax in after a busy day.
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Best-rated
Castel Brunello
- In-room breakfast
- Free parking
- VIP check-in/ -out
- Air conditioning
- Full body massage
- Infinity pool
Castel Brunello Montalcino apartment boasts views of the garden and is located 25 minutes' walk from Caprili Winery. This apartment offers a charging station for electric vehicles on site and modern comforts like Wi-Fi.
This property provides access to luxurious amenities, including a sunbathing terrace, a picnic area, and a dining table to ensure ultimate relaxation. Engaging in activities like hiking and cycling can add an exciting touch to guests' stay.
Castel Brunello
- In-room breakfast
- Free parking
- VIP check-in/ -out
- Air conditioning
- Full body massage
- Infinity pool
Castel Brunello
Castel Brunello Montalcino apartment boasts views of the garden and is located 25 minutes' walk from Caprili Winery. This apartment offers a charging station for electric vehicles on site and modern comforts like Wi-Fi.
This property provides access to luxurious amenities, including a sunbathing terrace, a picnic area, and a dining table to ensure ultimate relaxation. Engaging in activities like hiking and cycling can add an exciting touch to guests' stay.
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Great deal
Agriturismo L'Arte Dei Semplici
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Welcome drink
- Pool with view
Agriturismo L'Arte Dei Semplici Montalcino is located a 10-minute drive from the historic Abbey of Sant'Antimo and provides an outdoor swimming pool, ensuring a relaxing stay.
Agriturismo L'Arte Dei Semplici
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Welcome drink
- Pool with view
Agriturismo L'Arte Dei Semplici
Agriturismo L'Arte Dei Semplici Montalcino is located a 10-minute drive from the historic Abbey of Sant'Antimo and provides an outdoor swimming pool, ensuring a relaxing stay.
Montalcino Vacation Rentals with Private Pool
Podere Soccorso
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Flat-screen TV
- Live entertainment
- Terrace
Situated merely a 7-minute walk from Castello di Montalcino, Podere Soccorso Montalcino villa entices guests with hiking in the area.
Podere Soccorso
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Flat-screen TV
- Live entertainment
- Terrace
Podere Soccorso
Situated merely a 7-minute walk from Castello di Montalcino, Podere Soccorso Montalcino villa entices guests with hiking in the area.
Tenuta Castelgiocondo
- Free parking
- Air conditioning
- Flat-screen TV
- Leisure/ TV room
- Sauna
- Terrace
Tenuta Castelgiocondo Montalcino villa provides an opportunity to stay just steps from Castelgiocondo and offers a hot tub and a sauna, perfect for decompressing. Located a 10-minute drive from Azienda Agricola Case Basse Di Soldera Gianfranco, this farm stay provides Wi-Fi and private parking.
Tenuta Castelgiocondo
- Free parking
- Air conditioning
- Flat-screen TV
- Leisure/ TV room
- Sauna
- Terrace
Tenuta Castelgiocondo
Tenuta Castelgiocondo Montalcino villa provides an opportunity to stay just steps from Castelgiocondo and offers a hot tub and a sauna, perfect for decompressing. Located a 10-minute drive from Azienda Agricola Case Basse Di Soldera Gianfranco, this farm stay provides Wi-Fi and private parking.
A Casa Di Enrichetta
- Shared kitchen
- Free parking
- Flat-screen TV
- Tea and coffee facilities
- Heating
- Terrace
Staying at the 3-room A Casa Di Enrichetta Villa Montalcino, guests can visit Cipressi di San Quirico d'Orcia, which is approximately a 10-minute ride away.
A Casa Di Enrichetta
- Shared kitchen
- Free parking
- Flat-screen TV
- Tea and coffee facilities
- Heating
- Terrace
A Casa Di Enrichetta
Staying at the 3-room A Casa Di Enrichetta Villa Montalcino, guests can visit Cipressi di San Quirico d'Orcia, which is approximately a 10-minute ride away.
Are you in a hurry?
Here is a quick list of Vacation Rentals in Montalcino, selected based on their rating
| Name of hotel | Accommodation Rating | Price, $ | |
| Casa Vacanze La Pineta |
9.5 / 10 (420 Reviews) |
From 117$ | |
| Il Burellino |
9.8 / 10 (243 Reviews) |
From 260$ | |
| Agriturismo Il Cocco |
9.3 / 10 (455 Reviews) |
From 135$ | |
| Agriturismo Poggio Il Castellare |
9.1 / 10 (733 Reviews) |
From 166$ | |
| Corner Nest In Montalcino |
9.9 / 10 (27 Reviews) |
From 152$ |
Frequently Asked Questions
What Montalcino vacation rentals are best near the historic district?
Agriturismo Poggio Il Castellare and Corte Francigena - Apartments provide great access to the historic district. You can easily walk to attractions like the Montalcino Fortress and the local vineyards.
Explore historic sites early in the morning to avoid crowds and consider dining at local trattorias for authentic Tuscan cuisine.
Which vacation rentals in Montalcino are ideal for families?
Podere Soccorso and Casa Vacanze Porta Vecchia cater well to families, offering spacious accommodations and child-friendly amenities. Families can easily visit parks and open spaces around the town.
Choose places with kitchens to prepare meals, keeping dining costs low while enjoying family time.
What Montalcino vacation rentals are best for those seeking luxury?
Podere Brizio and Castel Brunello offer high-end luxury experiences, featuring stunning views and upscale amenities. You can indulge in wine tasting experiences right from your stay.
Book a rental with a vineyard view for a memorable sunrise or sunset over the countryside.
Which vacation rentals in Montalcino are dog-friendly?
Il Burellino and Agriturismo L'Arte Dei Semplici welcome pets, featuring plenty of outdoor space for your canine companions. This makes it easy to enjoy walks in the beautiful Tuscan countryside.
Check if your rental has a secure yard for safely playing with your dog without worry.
What are the best vacation rentals in Montalcino with pools?
Agriturismo Il Cocco and Tenuta Castelgiocondo feature refreshing pools, perfect for relaxing after exploring. They offer lovely views of the surrounding landscapes as well.
Visit the pool during the late afternoon to enjoy the sun as it sets behind the hills.
Which vacation rentals in Montalcino are budget-friendly?
Agriturismo Collesassi and Casa Vacanze La Pineta offer great rates without compromising quality. You can explore local shops and markets for budget dining options nearby.
Head to local markets before noon for the freshest produce and lower prices, ideal for picnics.
What vacation rentals near Montalcino are best for wine enthusiasts?
Le Ragnaie and Agriturismo Poggio Il Castellare are situated near top wineries and offer wine tasting tours. This enhances your stay by immersing you in the local wine culture.
Plan your visit during the autumn harvest season to enjoy special events and tastings at local vineyards.
What unique festivals can I experience in Montalcino?
The Brunello di Montalcino Wine Festival occurs in November, showcasing local wines and gastronomy. It's a wonderful time to mingle with locals and taste top-notch wines.
Accommodate in nearby rentals to easily participate in festival events and avoid crowded commutes.
How can I best navigate Montalcino without a car?
Walking or biking is ideal for exploring Montalcino's charming streets and nearby vineyards. Local buses run from Montalcino to other cities, connecting you to the region's highlights.
Plan your activities around bus schedules to maximize your exploration time and avoid long waits.
What local foods should I try while in Montalcino?
Be sure to try pici, a local pasta, and the renowned Brunello wine, which is a specialty of the region. Many restaurants feature these delights alongside seasonal dishes.
Book reservations at popular restaurants like Ristorante La Fortezza during weekends to ensure a table.