Villa Colombaio
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Flat-screen TV
- Table tennis
- Pool with view
Located within a 6-km distance of the Fisiocritici Onlus Academy Natural History Museum, the 3-bedroom Villa Colombaio Siena offers a patio with views of the garden.
The Siena property boasts a swimming pool, a solarium, ensuring a relaxing stay. Bicycles are available for rent to explore the surroundings, where you can also try ping-pong, bike riding, and yoga. There are yoga instruction for those who love fitness.
Villa Colombaio
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Flat-screen TV
- Table tennis
- Pool with view
Villa Colombaio
Located within a 6-km distance of the Fisiocritici Onlus Academy Natural History Museum, the 3-bedroom Villa Colombaio Siena offers a patio with views of the garden.
The Siena property boasts a swimming pool, a solarium, ensuring a relaxing stay. Bicycles are available for rent to explore the surroundings, where you can also try ping-pong, bike riding, and yoga. There are yoga instruction for those who love fitness.
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Top location
Villa La Strega
- BBQ facilities
- Free parking
- Housekeeping
- Flat-screen TV
- Leisure/ TV room
- Pool with view
The 5-bedroom Villa La Strega Siena is located about 10 minutes' drive from Palasport Mens Sana Sports Arena, giving access to various tourist spots nearby. Staying at this Siena villa, guests can relax on a terrace with a swimming pool.
You can indulge in a private pool or rent bicycles and explore the beauty of Siena. For enjoyable leisure time, Villa La Strega provides guests with a private garden complete with a balcony and barbecue facilities.
Villa La Strega
- BBQ facilities
- Free parking
- Housekeeping
- Flat-screen TV
- Leisure/ TV room
- Pool with view
Villa La Strega
The 5-bedroom Villa La Strega Siena is located about 10 minutes' drive from Palasport Mens Sana Sports Arena, giving access to various tourist spots nearby. Staying at this Siena villa, guests can relax on a terrace with a swimming pool.
You can indulge in a private pool or rent bicycles and explore the beauty of Siena. For enjoyable leisure time, Villa La Strega provides guests with a private garden complete with a balcony and barbecue facilities.
Villa Lisidor
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Tennis court
- Pool with view
Located 4.2 km from the Palazzo Del Podesta, Villa Lisidor Siena offers cooking classes for guests' entertainment. Featuring a terrace, this 3-bedroom villa is situated 10 minutes by car from the Capannelle.
Boasting a private pool, Villa Lisidor offers opportunities for hiking and lawn tennis to stay active during your trip.
Villa Lisidor
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Tennis court
- Pool with view
Villa Lisidor
Located 4.2 km from the Palazzo Del Podesta, Villa Lisidor Siena offers cooking classes for guests' entertainment. Featuring a terrace, this 3-bedroom villa is situated 10 minutes by car from the Capannelle.
Boasting a private pool, Villa Lisidor offers opportunities for hiking and lawn tennis to stay active during your trip.
Villa Montelisi
- BBQ facilities
- Free parking
- Tours/Ticket assistance
- Air conditioning
- Billiard tables
- Pool with view
Located approximately 7 km from the Chianti Sculpture Park, the 4-bedroom Villa Montelisi Siena offers to play tennis. The property is about a 15-minute drive from the medieval bricked square "Piazza del Campo" and features complimentary private parking on site.
The Siena accommodation has a terrace to relax on after a busy day, along with a swimming pool. The property has bicycles available for rent, as well as ping-pong and pool in the surrounding area.
Villa Montelisi
- BBQ facilities
- Free parking
- Tours/Ticket assistance
- Air conditioning
- Billiard tables
- Pool with view
Villa Montelisi
Located approximately 7 km from the Chianti Sculpture Park, the 4-bedroom Villa Montelisi Siena offers to play tennis. The property is about a 15-minute drive from the medieval bricked square "Piazza del Campo" and features complimentary private parking on site.
The Siena accommodation has a terrace to relax on after a busy day, along with a swimming pool. The property has bicycles available for rent, as well as ping-pong and pool in the surrounding area.
Villa Nannini Siena
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Ironing facilities
- Infinity pool
Staying at the 4-bedroom Villa Nannini Siena, guests can visit the Porta Pispini gate, which is nearly a 25-minute walk away. Located 2.8 km from the 87m-high square stone Tower of Mangia, the Siena villa features a swimming pool with sun loungers and a patio.
Guests can relax on a patio with the view of the pool.
Villa Nannini Siena
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Ironing facilities
- Infinity pool
Villa Nannini Siena
Staying at the 4-bedroom Villa Nannini Siena, guests can visit the Porta Pispini gate, which is nearly a 25-minute walk away. Located 2.8 km from the 87m-high square stone Tower of Mangia, the Siena villa features a swimming pool with sun loungers and a patio.
Guests can relax on a patio with the view of the pool.
Villa Larniano
- BBQ facilities
- Free parking
- Housekeeping
- Air conditioning
- Billiard tables
- Pool with view
Villa Larniano Siena is located 6 km from the brick Fortezza di Santa Barbara and boasts a swimming pool provided on a terrace for a pleasant stay.
This Siena property boasts a solarium for additional relaxation, along with a swimming pool. A number of activities, such as ping-pong and pool are offered on site and in the area.
Villa Larniano
- BBQ facilities
- Free parking
- Housekeeping
- Air conditioning
- Billiard tables
- Pool with view
Villa Larniano
Villa Larniano Siena is located 6 km from the brick Fortezza di Santa Barbara and boasts a swimming pool provided on a terrace for a pleasant stay.
This Siena property boasts a solarium for additional relaxation, along with a swimming pool. A number of activities, such as ping-pong and pool are offered on site and in the area.
Leonina Cottage
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Ironing facilities
- Outdoor swimming pool
Located merely 6 minutes' stroll from Crete senesi of Asciano, the 2-bedroom Leonina Cottage Siena features a private swimming pool with loungers and towels.
Leonina Cottage
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Ironing facilities
- Outdoor swimming pool
Leonina Cottage
Located merely 6 minutes' stroll from Crete senesi of Asciano, the 2-bedroom Leonina Cottage Siena features a private swimming pool with loungers and towels.
Villa Santa Virginia
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Table tennis
- Pool with view
Situated within a 6-km distance of the Porta Romana, the 7-bedroom Villa Santa Virginia Siena includes a swimming pool, as well as a solarium to relax in. Featuring patio views, the Siena villa invites guests to visit the medieval Fontebranda Fountain, located approximately a 15-minute ride away.
There are cooking classes, along with horseback riding and table tennis to diversify guests' leisure.
Villa Santa Virginia
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Table tennis
- Pool with view
Villa Santa Virginia
Situated within a 6-km distance of the Porta Romana, the 7-bedroom Villa Santa Virginia Siena includes a swimming pool, as well as a solarium to relax in. Featuring patio views, the Siena villa invites guests to visit the medieval Fontebranda Fountain, located approximately a 15-minute ride away.
There are cooking classes, along with horseback riding and table tennis to diversify guests' leisure.
Exclusive Villa Mami
- BBQ facilities
- Free parking
- Tours/Ticket assistance
- Air conditioning
- Flat-screen TV
- Infinity pool
Boasting a location 3.4 km from the Sanctuary of Santa Caterina, the 6-bedroom Exclusive Villa Mami Siena provides a terrace with garden views. Offering a private swimming pool, this accommodation invites guests to visit the Baptistery of San Giovanni, located nearly 10 minutes' drive away.
Exclusive Villa Mami
- BBQ facilities
- Free parking
- Tours/Ticket assistance
- Air conditioning
- Flat-screen TV
- Infinity pool
Exclusive Villa Mami
Boasting a location 3.4 km from the Sanctuary of Santa Caterina, the 6-bedroom Exclusive Villa Mami Siena provides a terrace with garden views. Offering a private swimming pool, this accommodation invites guests to visit the Baptistery of San Giovanni, located nearly 10 minutes' drive away.
La Fonte Di Santa Regina 8, Emma Villas
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Sauna
- Infinity pool
Located around a 10-minute ride from the 14th-century Gothic-style fortified palace "Palazzo Salimbeni", La Fonte Di Santa Regina 16, Emma Villas Siena features a private swimming pool, a solarium, a hot tub, and a sauna, ensuring a relaxing stay.
At the property, ping-pong can be arranged upon request.
La Fonte Di Santa Regina 8, Emma Villas
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Sauna
- Infinity pool
La Fonte Di Santa Regina 8, Emma Villas
Located around a 10-minute ride from the 14th-century Gothic-style fortified palace "Palazzo Salimbeni", La Fonte Di Santa Regina 16, Emma Villas Siena features a private swimming pool, a solarium, a hot tub, and a sauna, ensuring a relaxing stay.
At the property, ping-pong can be arranged upon request.
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Great deal
Poderevicobasso Siena
- BBQ facilities
- Free parking
- Housekeeping
- Air conditioning
- Table tennis
- Pool with view
Featuring a private pool for guests' relaxation, the 2-bedroom Poderevicobasso Siena villa is located within a 7-km distance of the medieval bricked square "Piazza del Campo".
Ping-pong, bike riding, and yoga as well as bicycle hire, are available on site. If you want to stay active yoga instruction are also offered. For enjoyable leisure time, Poderevicobasso Siena villa provides guests with a private garden complete with BBQ facilities.
Poderevicobasso Siena
- BBQ facilities
- Free parking
- Housekeeping
- Air conditioning
- Table tennis
- Pool with view
Poderevicobasso Siena
Featuring a private pool for guests' relaxation, the 2-bedroom Poderevicobasso Siena villa is located within a 7-km distance of the medieval bricked square "Piazza del Campo".
Ping-pong, bike riding, and yoga as well as bicycle hire, are available on site. If you want to stay active yoga instruction are also offered. For enjoyable leisure time, Poderevicobasso Siena villa provides guests with a private garden complete with BBQ facilities.
Finestra Su Siena 16, Emma Villas
- BBQ facilities
- Free parking
- Ironing facilities
- Tea and coffee facilities
- Jacuzzi
- Plunge pool
The welcoming Finestra Su Siena 16, Emma Villas is situated 7 km from the Siena Synagogue and offers a swimming pool as well as a patio for guests to unwind. Featuring access to a patio, this villa is located a 15-minute drive from the Historic Centre of Siena.
Relaxation options offer a solarium and a Jacuzzi.
Finestra Su Siena 16, Emma Villas
- BBQ facilities
- Free parking
- Ironing facilities
- Tea and coffee facilities
- Jacuzzi
- Plunge pool
Finestra Su Siena 16, Emma Villas
The welcoming Finestra Su Siena 16, Emma Villas is situated 7 km from the Siena Synagogue and offers a swimming pool as well as a patio for guests to unwind. Featuring access to a patio, this villa is located a 15-minute drive from the Historic Centre of Siena.
Relaxation options offer a solarium and a Jacuzzi.
Villa Porri By Mmega
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Sauna
- Outdoor swimming pool
Located 3.4 km from the Sanctuary of Santa Caterina, the 6-bedroom Villa Porri By Mmega Siena provides access to a swimming pool. Offering guests to enjoy a terrace, the villa is situated around 10 minutes' drive from the Ovile Gate.
Relax at a hot tub and a sauna, where you can enjoy the rest in full.
Villa Porri By Mmega
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Sauna
- Outdoor swimming pool
Villa Porri By Mmega
Located 3.4 km from the Sanctuary of Santa Caterina, the 6-bedroom Villa Porri By Mmega Siena provides access to a swimming pool. Offering guests to enjoy a terrace, the villa is situated around 10 minutes' drive from the Ovile Gate.
Relax at a hot tub and a sauna, where you can enjoy the rest in full.
Borgo Gallinaio 32, Emma Villas
- BBQ facilities
- Free parking
- Flat-screen TV
- Ironing facilities
- Tea and coffee facilities
- Pool with view
Situated just 1.8 km from the Monteriggioni in Arme Museum, the 18-bedroom Borgo Gallinaio 32, Emma Villas Siena features a patio with views of the pool. Offering a swimming pool, this Siena villa invites guests to visit the Fattoria Castello di Monteriggioni, located approximately a 20-minute walk away.
A solarium can be enjoyed by guests on site.
Borgo Gallinaio 32, Emma Villas
- BBQ facilities
- Free parking
- Flat-screen TV
- Ironing facilities
- Tea and coffee facilities
- Pool with view
Borgo Gallinaio 32, Emma Villas
Situated just 1.8 km from the Monteriggioni in Arme Museum, the 18-bedroom Borgo Gallinaio 32, Emma Villas Siena features a patio with views of the pool. Offering a swimming pool, this Siena villa invites guests to visit the Fattoria Castello di Monteriggioni, located approximately a 20-minute walk away.
A solarium can be enjoyed by guests on site.
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Best-rated
Villa Medicea Di Lilliano
- Cookware/ Kitchen utensils
- Free parking
- Concierge desk
- Air conditioning
- Spa & wellness centre
- Outdoor swimming pool
During the stay at Villa Medicea Di Lilliano Grassina, guests can indulge in spa treatments, such as body wraps and facials or visit the Football Museum, located a 15-minute drive away. Located 7 km from the Piazzale Michelangelo, this villa provides Wi-Fi and complimentary private parking.
Lounge by a swimming pool or indulge in a treatment room. Hiking are also available.
Villa Medicea Di Lilliano
- Cookware/ Kitchen utensils
- Free parking
- Concierge desk
- Air conditioning
- Spa & wellness centre
- Outdoor swimming pool
Villa Medicea Di Lilliano
During the stay at Villa Medicea Di Lilliano Grassina, guests can indulge in spa treatments, such as body wraps and facials or visit the Football Museum, located a 15-minute drive away. Located 7 km from the Piazzale Michelangelo, this villa provides Wi-Fi and complimentary private parking.
Lounge by a swimming pool or indulge in a treatment room. Hiking are also available.
Villa Augusto
- In-room breakfast
- Free parking
- Housekeeping
- Air conditioning
- Laundry
- Outdoor swimming pool
Boasting a location 3.2 km from the Parterre Garden, Villa Augusto Cortona provides a terrace with pool views. Offering a seasonal outdoor pool, this Cortona villa invites guests to visit the Church of Santa Maria del Calcinaio, located a 17-minute stroll away.
Billiards can be enjoyed nearby and a tennis club is available onsite.
Villa Augusto
- In-room breakfast
- Free parking
- Housekeeping
- Air conditioning
- Laundry
- Outdoor swimming pool
Villa Augusto
Boasting a location 3.2 km from the Parterre Garden, Villa Augusto Cortona provides a terrace with pool views. Offering a seasonal outdoor pool, this Cortona villa invites guests to visit the Church of Santa Maria del Calcinaio, located a 17-minute stroll away.
Billiards can be enjoyed nearby and a tennis club is available onsite.
Are you in a hurry?
Here is a quick list of hotels in Siena, selected based on their rating
| Name of hotel | Accommodation Rating | Price, $ | |
| Villa Colombaio |
9.7 / 10 (15 Reviews) |
From 793$ | |
| Villa La Strega |
7.9 / 10 (13 Reviews) |
From 941$ | |
| Villa Lisidor |
9.7 / 10 (3 Reviews) |
From 741$ | |
| Villa Montelisi |
9.4 / 10 (6 Reviews) |
From 821$ | |
| Villa Larniano |
10.0 / 10 (2 Reviews) |
From 1778$ |
More accommodations in Siena
Frequently Asked Questions
What are the best vacation rentals with a pool near Siena's historic district?
Villa Augusto and Villa Lisidor both feature pools and are near Siena's historic district. This allows you to enjoy a refreshing dip after exploring landmarks like Piazza del Campo.
Book a stay at Villa Augusto in early June for fewer crowds, and take an evening stroll to enjoy local restaurants.
Which vacation rentals with a pool are ideal for families in Siena?
Villa Medicea Di Lilliano and Leonina Cottage offer family-friendly amenities along with pools. They provide spacious rooms and outdoor areas for children to play.
Reserve at Leonina Cottage during school holidays for family activities organized by the villa.
Are there luxurious vacation rentals with a pool in Siena?
Villa La Strega and Villa Larniano are luxurious options that come with elegant pools. Their stunning views enhance your stay, making it a truly relaxing escape.
Check for package deals at Villa La Strega that may include wine tours or spa treatments.
Where can I find pet-friendly vacation rentals with a pool near Siena?
Villa Santa Virginia and Villa Colombaio welcome pets and include pools for relaxation. This allows both you and your furry friend to enjoy a fun vacation.
Contact Villa Santa Virginia in advance to confirm their pet policy, as there may be additional fees.
Which vacation rentals with a pool are near Siena's main attractions?
Villa Montelisi is just a short drive from central Siena and features a pool for cooling off. Staying here gives easy access to places like the Siena Cathedral.
Visit the Siena Cathedral during early morning hours to avoid afternoon crowds and enjoy the artwork.
What are the best vacation rentals with a pool for a romantic getaway in Siena?
Exclusive Villa Mami and Villa Porri By Mmega are excellent for couples wanting privacy with their pools. You'll enjoy serene views and romantic settings.
Plan a sunset dinner on the terrace at Exclusive Villa Mami to create lasting memories.
Which budget-friendly vacation rentals with a pool are available in Siena?
Leonina Cottage and Villa Augusto provide great value with pool access at competitive prices. These options ensure you won't overspend on your relaxing stay.
Consider booking in the shoulder seasons of late spring or early fall for better rates at Leonina Cottage.
What unique events can I attend in Siena during my stay?
Siena hosts the Palio di Siena, a horse race held twice a year in July and August at Piazza del Campo. It's a thrilling event showcasing local pride and tradition.
Book accommodations well in advance if attending the Palio, as rates rise closer to the event.
How can I reach my vacation rental from Florence Airport?
Take the shuttle bus from Florence Airport to Siena, operating several times a day. This offers a direct route and is convenient for travelers.
The bus ride takes about 1.5 hours. Make sure to check the schedule for return trips at the end of your stay.
What local foods should I try while staying in Siena?
During your visit, try Pici, a type of handmade pasta, and Panforte, a traditional fruit and nut cake. These dishes embody the region's flavors.
Visit Trattoria Papei on Via di Città for authentic Pici and local wines to enhance your experience.
Siena and related destinations