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Guest favorite
Podere Le Crete
- BBQ facilities
- Free parking
- Security
- Air conditioning
- Tea and coffee facilities
- Pool with view
The 2-bedroom Podere Le Crete Montepulciano villa is located 2.8 km from Contucci Palace and invites guests to enjoy a terrace. The villa is suitable for 4 guests and provides bicycles for hire.
Podere Le Crete
- BBQ facilities
- Free parking
- Security
- Air conditioning
- Tea and coffee facilities
- Pool with view
Podere Le Crete
The 2-bedroom Podere Le Crete Montepulciano villa is located 2.8 km from Contucci Palace and invites guests to enjoy a terrace. The villa is suitable for 4 guests and provides bicycles for hire.
Villetta Toscana - Montepulciano
- BBQ facilities
- Free parking
- Tours/Ticket assistance
- Air conditioning
- Jacuzzi
- Pool with view
The 3-bedroom Villetta Toscana - Montepulciano villa, located right around the corner from the Tuscan Fattoria Madonna della Querce Farm, entices guests with a heated pool as well as a solarium, a hot tub, and an indoor pool to relax in. Offering Wi-Fi, the accommodation is located around 10 minutes by car from Cantina Ercolani.
Villetta Toscana - Montepulciano
- BBQ facilities
- Free parking
- Tours/Ticket assistance
- Air conditioning
- Jacuzzi
- Pool with view
Villetta Toscana - Montepulciano
The 3-bedroom Villetta Toscana - Montepulciano villa, located right around the corner from the Tuscan Fattoria Madonna della Querce Farm, entices guests with a heated pool as well as a solarium, a hot tub, and an indoor pool to relax in. Offering Wi-Fi, the accommodation is located around 10 minutes by car from Cantina Ercolani.
Wonderful Villa In Montepulciano
- BBQ facilities
- Free parking
- Flat-screen TV
- Ironing facilities
- Open-air bath
- Outdoor swimming pool
Offering a location 10 minutes' drive from Via di Gracciano nel Corso, Wonderful Villa In Montepulciano gives access to various tourist spots in the area.
Wonderful Villa In Montepulciano
- BBQ facilities
- Free parking
- Flat-screen TV
- Ironing facilities
- Open-air bath
- Outdoor swimming pool
Wonderful Villa In Montepulciano
Offering a location 10 minutes' drive from Via di Gracciano nel Corso, Wonderful Villa In Montepulciano gives access to various tourist spots in the area.
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Great deal
Podere Cerretini
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Table tennis
- Pool with view
Overlooking the garden, the welcoming 2-room Podere Cerretini Montepulciano apartment is around 6 km from Il Museo ai Borghi in Montepulciano. Featuring a patio, a picnic area, and grill, the spacious apartment offers Wi-Fi for business or leisure needs.
A Jacuzzi at Podere Cerretini apartment will contribute to a more enjoyable stay. An assortment of activities, such as ping-pong, is available near the apartment. After a day full of activities, relaxing by a seasonal outdoor swimming pool is a perfect option.
Podere Cerretini
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Table tennis
- Pool with view
Podere Cerretini
Overlooking the garden, the welcoming 2-room Podere Cerretini Montepulciano apartment is around 6 km from Il Museo ai Borghi in Montepulciano. Featuring a patio, a picnic area, and grill, the spacious apartment offers Wi-Fi for business or leisure needs.
A Jacuzzi at Podere Cerretini apartment will contribute to a more enjoyable stay. An assortment of activities, such as ping-pong, is available near the apartment. After a day full of activities, relaxing by a seasonal outdoor swimming pool is a perfect option.
Villa Il Poggiarone
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Heating
- Table tennis
- Plunge pool
Located approximately a 10-minute ride from La Citta Sotterranea, the 7-bedroom Villa Il Poggiarone Montepulciano boasts a seasonal outdoor swimming pool with a solarium. Featuring a terrace, this Montepulciano villa is situated 4.7 km from Piazza Grande.
Bicycles are available for rent to explore the surroundings, where you can also try ping pong and bike riding.
Villa Il Poggiarone
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Heating
- Table tennis
- Plunge pool
Villa Il Poggiarone
Located approximately a 10-minute ride from La Citta Sotterranea, the 7-bedroom Villa Il Poggiarone Montepulciano boasts a seasonal outdoor swimming pool with a solarium. Featuring a terrace, this Montepulciano villa is situated 4.7 km from Piazza Grande.
Bicycles are available for rent to explore the surroundings, where you can also try ping pong and bike riding.
Villa Talosa
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Bar/ Lounge area
- Pool with view
Featuring an outdoor swimming pool, the 4-bedroom Villa Talosa Montepulciano is suitable for up to 8 people and is located about a 25-minute walk from Piazza Grande. This 2-bathroom villa offers guests a relaxing experience with a Jacuzzi.
You can engage in hiking or rent cars to explore the area.
Villa Talosa
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Bar/ Lounge area
- Pool with view
Villa Talosa
Featuring an outdoor swimming pool, the 4-bedroom Villa Talosa Montepulciano is suitable for up to 8 people and is located about a 25-minute walk from Piazza Grande. This 2-bathroom villa offers guests a relaxing experience with a Jacuzzi.
You can engage in hiking or rent cars to explore the area.
Il Casale Di Manuele 12, Emma Villas
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Outdoor swimming pool
The 6-bedroom Il Casale Di Manuele 12, Emma Villas Montepulciano is located within a 6-km distance of Art Museum of Chianciano Terme and provides an outdoor swimming pool, ensuring a relaxing stay. This Montepulciano villa is suitable for up to 12 guests and offers a solarium.
Il Casale Di Manuele 12, Emma Villas
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Outdoor swimming pool
Il Casale Di Manuele 12, Emma Villas
The 6-bedroom Il Casale Di Manuele 12, Emma Villas Montepulciano is located within a 6-km distance of Art Museum of Chianciano Terme and provides an outdoor swimming pool, ensuring a relaxing stay. This Montepulciano villa is suitable for up to 12 guests and offers a solarium.
Le Terre Di Nunzio 12, Emma Villas
- BBQ facilities
- Free parking
- Security
- Air conditioning
- Fitness centre
- Pool with view
With the capacity to host 12 guests, Le Terre Di Nunzio 12, Emma Villas Montepulciano is located 4.3 km from such significant cultural landmarks as Art Museum of Chianciano Terme. Staying at this 6-bedroom villa, which is 10 minutes' drive from Porta Al Prato, guests can benefit from a solarium and a Jacuzzi, along with an outdoor swimming pool.
A sunbathing terrace and playground are available at Le Terre Di Nunzio 12, Emma Villas, while sport lovers can try ping-pong.
Le Terre Di Nunzio 12, Emma Villas
- BBQ facilities
- Free parking
- Security
- Air conditioning
- Fitness centre
- Pool with view
Le Terre Di Nunzio 12, Emma Villas
With the capacity to host 12 guests, Le Terre Di Nunzio 12, Emma Villas Montepulciano is located 4.3 km from such significant cultural landmarks as Art Museum of Chianciano Terme. Staying at this 6-bedroom villa, which is 10 minutes' drive from Porta Al Prato, guests can benefit from a solarium and a Jacuzzi, along with an outdoor swimming pool.
A sunbathing terrace and playground are available at Le Terre Di Nunzio 12, Emma Villas, while sport lovers can try ping-pong.
Bossoncina 8&1, Emma Villas
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Open-air bath
- Pool with view
Situated nearly a 25-minute walk from De' Ricci Cantine Storiche in Montepulciano, the 4-bedroom Bossoncina 8&1, Emma Villas Montepulciano includes an outdoor swimming pool, as well as a solarium to relax in.
Bossoncina 8&1, Emma Villas
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Open-air bath
- Pool with view
Bossoncina 8&1, Emma Villas
Situated nearly a 25-minute walk from De' Ricci Cantine Storiche in Montepulciano, the 4-bedroom Bossoncina 8&1, Emma Villas Montepulciano includes an outdoor swimming pool, as well as a solarium to relax in.
Casa Cervognano
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Jacuzzi
- Plunge pool
Casa Cervognano Villa Montepulciano is 6 minutes' walk from the Tuscan Fattoria Madonna della Querce Farm, offering guests to unwind at a solarium and a hot tub. Located 2.9 km from De' Ricci Cantine Storiche in Montepulciano, this 2-bedroom villa comes with a sun deck and barbecue for added enjoyment.
Casa Cervognano Villa provides an outdoor swimming pool equipped with a hot tub for guests' additional relaxation.
Casa Cervognano
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Jacuzzi
- Plunge pool
Casa Cervognano
Casa Cervognano Villa Montepulciano is 6 minutes' walk from the Tuscan Fattoria Madonna della Querce Farm, offering guests to unwind at a solarium and a hot tub. Located 2.9 km from De' Ricci Cantine Storiche in Montepulciano, this 2-bedroom villa comes with a sun deck and barbecue for added enjoyment.
Casa Cervognano Villa provides an outdoor swimming pool equipped with a hot tub for guests' additional relaxation.
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Top location
Le Colombelline 12, Emma Villas
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Ironing facilities
- Pool with view
Staying at the 6-bedroom Le Colombelline 12, Emma Villas Montepulciano, guests can easily reach Fortezza Di Montepulciano, located approximately a 20-minute walk away. The property offers an outdoor swimming pool as well as a solarium to unwind after a busy day.
Le Colombelline 12, Emma Villas
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Ironing facilities
- Pool with view
Le Colombelline 12, Emma Villas
Staying at the 6-bedroom Le Colombelline 12, Emma Villas Montepulciano, guests can easily reach Fortezza Di Montepulciano, located approximately a 20-minute walk away. The property offers an outdoor swimming pool as well as a solarium to unwind after a busy day.
Podere San Bono
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Heating
- Fireplace
- Plunge pool
Situated 10 minutes by car from Chiesa Del Gesu, the welcoming Podere San Bono Montepulciano villa offers guests to enjoy a sun deck and barbecue. Offering a solarium, the 5-bedroom villa is 4.3 km from Cantina Ercolani.
This accommodation provides a sitting area at a patio.
Podere San Bono
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Heating
- Fireplace
- Plunge pool
Podere San Bono
Situated 10 minutes by car from Chiesa Del Gesu, the welcoming Podere San Bono Montepulciano villa offers guests to enjoy a sun deck and barbecue. Offering a solarium, the 5-bedroom villa is 4.3 km from Cantina Ercolani.
This accommodation provides a sitting area at a patio.
Villa Boschetto By Mmega
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Ironing facilities
- Outdoor swimming pool
Located 3.5 km from La Citta Sotterranea, Villa Boschetto By Mmega Montepulciano has an outdoor swimming pool and is ideal for up to 12 guests.
Villa Boschetto By Mmega
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Ironing facilities
- Outdoor swimming pool
Villa Boschetto By Mmega
Located 3.5 km from La Citta Sotterranea, Villa Boschetto By Mmega Montepulciano has an outdoor swimming pool and is ideal for up to 12 guests.
Montepulciano Luxe Escape
- Tours/Ticket assistance
- Air conditioning
- Tea and coffee facilities
- Heating
- Outdoor swimming pool
- Garden area
The 7-bedroom Montepulciano Luxe Escape Villa is located approximately a 15-minute walk from the organic Salcheto S. R. L Winery and provides an outdoor swimming pool, ensuring a relaxing stay. This property accommodates up to 15 guests and invites them to enjoy a terrace.
Montepulciano Luxe Escape
- Tours/Ticket assistance
- Air conditioning
- Tea and coffee facilities
- Heating
- Outdoor swimming pool
- Garden area
Montepulciano Luxe Escape
The 7-bedroom Montepulciano Luxe Escape Villa is located approximately a 15-minute walk from the organic Salcheto S. R. L Winery and provides an outdoor swimming pool, ensuring a relaxing stay. This property accommodates up to 15 guests and invites them to enjoy a terrace.
Casale Dei 12, Emma Villas
- BBQ facilities
- Free parking
- Flat-screen TV
- Ironing facilities
- Jacuzzi
- Pool with view
Situated approximately 10 minutes' drive from La Citta Sotterranea, the 6-bedroom Casale Dei Wine House 12, Emma Villas Montepulciano includes an outdoor swimming pool, as well as a solarium and a hot tub to relax in.
Casale Dei 12, Emma Villas
- BBQ facilities
- Free parking
- Flat-screen TV
- Ironing facilities
- Jacuzzi
- Pool with view
Casale Dei 12, Emma Villas
Situated approximately 10 minutes' drive from La Citta Sotterranea, the 6-bedroom Casale Dei Wine House 12, Emma Villas Montepulciano includes an outdoor swimming pool, as well as a solarium and a hot tub to relax in.
Il Molinaccio 14&2, Emma Villas
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Outdoor swimming pool
Staying at the 7-bedroom Il Molinaccio 14&2, Emma Villas Montepulciano, guests can easily reach Museo della Tortura di Montepulciano, located approximately 4 km away. With a maximum capacity of 16 guests, this Montepulciano villa offers parking.
Il Molinaccio 14&2, Emma Villas
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Outdoor swimming pool
Il Molinaccio 14&2, Emma Villas
Staying at the 7-bedroom Il Molinaccio 14&2, Emma Villas Montepulciano, guests can easily reach Museo della Tortura di Montepulciano, located approximately 4 km away. With a maximum capacity of 16 guests, this Montepulciano villa offers parking.
Are you in a hurry?
Here is a quick list of hotels in Montepulciano, selected based on their rating
| Name of hotel | Accommodation Rating | Price, $ | |
| Podere Le Crete |
9.3 / 10 (52 Reviews) |
From 289$ | |
| Villetta Toscana - Montepulciano |
9.6 / 10 (11 Reviews) |
From 306$ | |
| Wonderful Villa In Montepulciano |
9.4 / 10 (6 Reviews) |
From 791$ | |
| Podere Cerretini |
9.0 / 10 (4 Reviews) |
From 236$ | |
| Villa Il Poggiarone |
8.6 / 10 (5 Reviews) |
From 418$ |
More accommodations in Montepulciano
Frequently Asked Questions
What vacation rentals in Montepulciano have pools?
Several vacation rentals feature pools, including Villa Il Poggiarone and Wonderful Villa In Montepulciano. Enjoy the beautiful surroundings and relax in the sun while staying cool.
Book your stay during the week to find better rates for rentals with pools.
Which rentals with pools are in Montepulciano's historic district?
Podere San Bono and Villa Talosa are excellent options in the historic district. They combine the charm of old architecture with modern pool amenities.
Visit local historic sites in the mornings to avoid crowds before relaxing by the pool later in the day.
What family-friendly vacation rentals in Montepulciano include pools?
Irresistible options like Casa Cervognano and Cerretini are perfect for families. They provide spacious areas and kid-friendly swimming pools.
Choose a rental with nearby attractions like parks to keep kids entertained after swimming.
Where can I find budget vacation rentals with pools in Montepulciano?
Podere Le Crete and Villetta Toscana offer budget-friendly options that include access to pools. Enjoy a refreshing dip without breaking the bank.
Look for off-season deals in spring or early fall to secure lower rates for rentals.
Which villas with pools in Montepulciano are best for romantic getaways?
Consider Villa Boschetto By Mmega or Bossoncina for a romantic setting with a pool. These rentals offer privacy and scenic views, perfect for couples.
Plan a surprise dinner under the stars by the pool for a memorable romantic evening.
Which vacation rentals with pools in Montepulciano provide free parking?
Villa Il Poggiarone and Il Molinaccio offer free parking along with lovely pools. This adds convenience for those traveling by car.
Call ahead to confirm parking is reserved for your unit to avoid any hassle upon arrival.
What vacation rentals with pools are suitable for large groups in Montepulciano?
Look at Le Terre Di Nunzio and Casale Dei 12 for large group accommodations with pools. These villas offer ample space for guests to relax and enjoy.
Plan group meals by taking turns cooking in the well-equipped kitchens to save money on dining out.
What unique local activities can I enjoy in Montepulciano?
Participate in wine tastings at local vineyards and explore the beautiful countryside. Enjoy the annual Bravìo delle Botti event, where teams race barrels in late August.
Book wine tours in advance during harvest season for the best experience.
How can I get around Montepulciano easily?
Walking is the best way to explore Montepulciano's charming streets. Public buses connect to nearby towns for wider sightseeing options.
Download local transit apps for real-time schedule updates on your smartphone.
What are the best dining options near vacation rentals in Montepulciano?
Try Ristorante La Grotta for authentic Tuscan cuisine and Osteria Acquacheta for delicious local dishes. Both are near popular rentals.
Visit during lunch hours for fixed-price menus that offer great dishes at lower prices.
Montepulciano and related destinations