Apartment • 4 People • 2

• 2

•

From

€

199 /night

Min Stay 1 night

Siena, Italy

€ 199 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Sunset Over the Hills

This charming apartment is located in the heart of the Tuscan countryside, just a short drive from the famous towers of San Gimignano. The traditional interiors may not be everyone’s cup of tea, and there’s no oven here, but it’s a cosy home, perfect for a small family or two couples. The shared outdoor area makes the most of the Mediterranean climate, with ample space for lounging in the sun, and a pool to cool off in. Prefer some privacy? This home has a private terrace, too – just the spot for sipping chianti as the sun sets. *While not all bathrooms are photographed, expect the style and quality to be consistent with the rest of the home. *There's no lift here. You'll need to be able to climb stairs to reach the home entrance. *You'll have access to the communal swimming pool and gardens here, shared with the building's other residents. *The swimming pool is only available for use between 26th May and 30th September. *Your host ...More Details

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Siena, Apartment for rent

Apartment • 4 People • 2

• 2

•

From

€

304 /night

Min Stay 1 night

Siena, Italy

€ 304 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Sunset in the Hills

Boasting floor-to-ceiling windows that make the most of the surrounding Tuscan countryside, this cosy villa is perfect for a small family or group of friends. Set on a complex alongside other villas and apartments, you can enjoy the communal swimming pool and gardens here – but, as a bonus, this home also has a private terrace. Its traditional style may not tick everyone’s boxes, and there’s no oven here, but with San Gimignano a short drive away, dining out is sure to be on the menu – as is a visit to the town’s famous towers. *While this is an independent home, it's set in a complex. Expect to see other guests during your stay. *You'll have access to the communal swimming pool and gardens here. They're shared with the building's other residents. *The swimming pool is only available for use between 26th May and 30th September. *Your host can provide a cot for free. You'll need to request it in advance. *You won't find an oven here – ...More Details

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Siena, Apartment for rent

Apartment • 16 People • 7

• 7

•

From

€

796 /night

Min Stay 1 night

Siena, Italy

€ 796 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

A Tuscan Legacy

This stunning villa is surrounded by 32 hectares of woods, olive groves, and vineyards. It benefits from a fantastic location close to Tuscany, Umbria and Lazio, making it perfect for families and friends wanting to explore more of Italy. You can reach Siena in forty-five minutes and Rome in ninety – you’ll have your pick when it comes to exciting day-trips. There’s plenty to keep you occupied at the villa, too, with a private pool, barbecue, and billiards. Two guests will be sleeping in an adjacent cottage, which is ideal for a couple seeking more privacy. *We recommend hiring a car to get the most out of your stay. Your host can provide parking on request. *One well-behaved pet is welcome to join you, with prior approval from your host. *The pool is open from 1st May to 15th October. *This home is spread between the main house and an adjacent cottage with a studio layout. *The janitor lives in the former barn next to this home. H...More Details

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Siena, Apartment for rent

Apartment • 8 People • 4

• 2

•

From

€

344 /night

Min Stay 1 night

Siena, Italy

€ 344 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Tuscan Days

The shared swimming pool takes centre stage at this Italian home. Surrounded by vineyards and olive trees, you’ll be treated to views of the Tuscan hills from the poolside. You’ll also have your own private garden area with a table and chairs – the perfect spot to enjoy an alfresco espresso in the morning or a sundowner in the evening. The traditional decor inside won’t be to everyone’s tastes, but we love the beamed ceilings and imposing fireplace here. The home is surrounded by 300 hectares of unspoiled nature, so there are plenty of opportunities for hiking on your doorstep, and if you want a slice of history, the medieval town of San Gimignano is within easy driving distance. *While one of the bedrooms isn’t photographed, expect the style and quality to be consistent with the rest of the home. *You'll have access to the on-site swimming pool here. It’s shared with the building's other guests. The pool is only available for use bet...More Details

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Siena, Apartment for rent

Apartment • 7 People • 3

• 2

•

From

€

159 /night

Min Stay 1 night

Siena, Italy

€ 159 /Night (minimum stay 1 night)

Swimming Pool

WiFi

Light of Forever

Deep in the heart of Tuscany, this apartment welcomes you to experience the magic of Italian living. You’ll be welcomed by stunning views across the rolling hills. There’s also a shared swimming pool and a private terrace for alfresco dinging and drinks. The apartment is set across two floors and the rooms are traditional, cosy and well suited to families. You will need a car to get around here, but it’s just a short drive to the nearest amenities in Radicondoli, while Siena and Volterra are also within driving distance. *Please note this home is located within a private estate and the swimming pool is shared with the neighbouring guests. It’s also worth noting the pool is available for use from the 1st May to the 30th September. *The laundry room is also shared with the neighbouring guests. *If you’re travelling with little ones, your host can provide a cot for free on request. *Private parking is available here. Barbeque ...More Details

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Siena, Apartment for rent

Apartment • 20 People • 8

• 7

•

From

€

2,116 /night

Min Stay 1 night

Siena, Italy

€ 2,116 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Tuscany’s Charm

Perfect for large groups, this stunning holiday home has plenty of space. It’s spread between the main house and a separate two-bedroom annex that also boasts a dining room for up to thirty-two guests – it’s a wonderful spot for a formal meal. For more relaxed dining, there’s the pergola with its barbecue and brick oven. The garden is filled with olive trees, cypresses, oaks, and roses, and offers spectacular views of the rolling hills of Tuscany. There’s a private pool to swim in and a yoga and meditation room for relaxing. You’ll have everything you need here. *There’s private parking here. *This home is spread between the main house and an annex that can accommodate four guests. *There are stairs to climb at this home so it may not be suitable for those with reduced mobility. There’s one ground-floor bedroom and bathroom. *The twin beds can be pushed together into doubles if preferred – just let your host know when you book. *Th...More Details

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Siena, Apartment for rent

Apartment • 4 People • 2

• 1

•

From

€

226 /night

Min Stay 1 night

Siena, Italy

€ 226 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

WiFi

Pines - Wine

Nestled in the woods in the uplands of Gaiole, this ground-floor apartment is an ideal base for those keen to escape the hustle and bustle of everyday life. Sure, the traditional style of this home may not be to everyone’s taste, but it has everything needed for a comfortable stay. Set on a resort, you can enjoy on-site facilities such as a communal pool, boules court, and children’s playground. When you’re ready to head out, you can explore the surrounding pine forest on foot or by bike, or venture out on a day trip to towns like San Gimignano, Florence, and Siena for a taste of Tuscan culture. *This home is set on a resort. Expect to see other guests during your stay. *There are communal facilities to enjoy here, including a swimming pool, open between May and October, a children's playground, table football, table tennis, and boules court. They're shared with the resort's other residents. *If you're travelling with little ones, yo...More Details

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Siena, Apartment for rent

Apartment • 4 People • 2

• 2

•

From

€

238 /night

Min Stay 1 night

Siena, Italy

€ 238 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

WiFi

Chianti Haze

Nestled in the heart of Chianti, this charming ground-floor apartment promises a tranquil retreat surrounded by nature. Set on a resort, there are shared facilities such as a communal swimming pool, table football, table tennis, boules court and children’s playground here – so, plenty to keep you entertained on days at home. You may also choose to take to the hiking trails through the pine and oak forest of Monte Luco. When you’re ready to explore, Gaiole is a mere 8-kilometre drive away, where shops and authentic Italian eateries await. *This home is set on a resort. Expect to see other guests during your stay. *There are communal facilities to enjoy here, including a swimming pool, open between May and October, a children's playground, table football, table tennis, and boules court. They're shared with the resort's other residents. *If you're travelling with little ones, your host can provide a free cot and high chair upon request....More Details

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Siena, Apartment for rent

Apartment • 2 People • 1

• 1

•

From

€

430 /night

Min Stay 1 night

Siena, Italy

€ 430 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

A Memorable Vintage

This chic couple’s retreat is perfect for immersing yourself in the Tuscan lifestyle. Set on a winery, with a tour and tasting session included in your stay, you can truly savour what this region is all about. Modern interiors rub shoulders with tradition here, so relaxation comes easily. And where better than the outdoor space? Views of the rolling hills, a private pool, sun-drenched terraces and alfresco dining – it ticks all the boxes. Locally, you can enjoy Italian feasts in the charming town of Gaiole, a short walk away. *If you're travelling with little ones, your host can provide a free cot and high chair upon request. *The swimming pool, open from May to September, isn't fenced. If you're bringing children, they'll need to be supervised at all times. *This home is set within the grounds of a winery. A tour of the winery and a tasting session is included in the booking. *The fireplace in this home is purely decorative. *Ther...More Details

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Siena, Apartment for rent

Apartment • 4 People • 2

• 2

•

From

€

175 /night

Min Stay 1 night

Siena, Italy

€ 175 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Sunlight Embrace

Set in the pretty town of Gaiole, this apartment makes it easy to experience the magic of Tuscany. From here, you can stroll to local restaurants, shops and cafes. It’s also possible to drive to Siena, San Gimignano, Florence and Arezzo for inspiring day trips. And when it comes to total relaxation, this home has everything you could need. There’s a private pool for refreshing drips and three terraces set across different levels. You can also enjoy freshly picked produce from the vegetable patch and there’s a barbecue for alfresco dining. *Please note the apartment is located in the owner’s house. *It’s worth noting some of the furnishings are a little dated here. *If you're travelling with little ones, your host can provide a free cot and high chair upon request. *Please note the swimming pool is available for use from May to September. *Private parking is available here. Air Conditioning Barbeque Beach / Pool Towels Child Frie...More Details

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Siena, Apartment for rent

Apartment • 6 People • 2

• 1

•

From

€

193 /night

Min Stay 1 night

Siena, Italy

€ 193 /Night (minimum stay 1 night)

Swimming Pool

WiFi

Tuscan Song

If you’re in search of a traditional Italian escape with plenty of character, this apartment delivers a wonderful solution. Nestled in an old farmhouse, you’ll find snug rooms, original features and all the basics you could need to make it your own. There’s also a private terrace with a barbecue and you’ll have access to a shared swimming pool. You will need a car to get around here, but it’s a great base for exploring the Chianti countryside with Galenda, Florence and Siena all within driving distance. *This apartment is located in a farmhouse with a shared swimming pool. The swimming pool is available for use from 1st June to 30th September. *At full occupancy, two guests will be sleeping on the sofa bed in the living room. *Please note the apartment is set across two levels with steps. *The traditional decor here might not be to everyone's taste. It feels a little dated in parts. *If you're travelling with little ones, your hos...More Details

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Siena, Apartment for rent

Apartment • 4 People • 2

• 2

•

From

€

325 /night

Min Stay 1 night

Siena, Italy

€ 325 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Sweet Tuscan Dreams

This apartment makes it easy to experience the timeless charm of Tuscany. Nestled within a private estate, you’ll find a communal pool and peaceful gardens with a barbecue and alfresco dining area – perfect for leisurely evening meals. The apartment is simple, fresh and well suited to families in search of ease and comfort in a fantastic location. From here, you can stroll to a traditional restaurant and it’s possible to drive to Siena and Florence for day trips. Your host is also on hand to help organise a range of extras – including private chefs and guided tours. *Please note this home is set within a private estate. There is a communal swimming pool which is available for use from May to September. *If you're travelling with little ones, your host can provide a free cot and high chair upon request. *Well behaved pets are welcome to join you here. *Parking is available for up to two cars. Air Conditioning Barbeque Beach / Pool ...More Details

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Siena, Apartment for rent

Apartment • 10 People • 5

• 5

•

From

€

2,953 /night

Min Stay 1 night

Siena, Italy

€ 2,953 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Savour the Tuscan Sun

This beautiful 450-year-old villa boasts a majestic setting in Tuscany. Its Radda in Chianti location puts you within easy reach of vineyards and historic towns and villages, whether you plan on exploring by car, on foot, or by bike. You can look forward to breathtaking views of the rolling hills *There are stairs to climb at this home so it may not be suitable for those with reduced mobility. *There’s free parking here. We recommend hiring a car to get the most out of your stay. -Hour Security Air Conditioning Balcony Barbeque Bathrobes Bathtub Beach / Pool Towels Black-Out Blinds Breakfast Included Cafetiere Carbon Monoxide Detector Ceiling Fans Child Friendly Cleaning Products Coffee Maker Cooking Essentials Desk Dishwasher Dryer Drying Rack Electricity Adaptors Espresso Machine Exercise Equipment Extra Pillows and Blankets Fan Fenced Garden Fenced Property Fire Extinguisher Free Parking On Premises Free Parking On Street Free...More Details

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Siena, Apartment for rent

Apartment • 12 People • 6

• 6

•

From

€

2,460 /night

Min Stay 1 night

Siena, Italy

€ 2,460 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Tranquil Tuscan Retreat

Situated in the Val D’Orcia, with stunning views of Montalcino, this home has an idyllic, secluded setting. There’s a pool to cool off from the Tuscan weather, as well as a barbecue, a wood-burning oven, and several relaxation areas. Ideal for families or friends, the accommodation consists of the main house and a one-bed guest barn. We love the mix of modern with the kitchen and the character features such as the barrel-vaulted ceiling in the dining room. Location-wise, you’ll be near Buonconvento, described as one of the most beautiful villages in Italy. *This home is set over two levels and consists of a five-bedroom main house and guest barn with one bedroom and an en-suite. *For those with reduced mobility, there's a ground-floor bedroom and bathroom here. *If you're travelling with little ones, your host can provide a free cot and high chair upon request. *The bedrooms have air conditioning. *There's no tumble dryer here. *Due t...More Details

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Siena, Apartment for rent

Apartment • 10 People • 5

• 5

•

From

€

1,331 /night

Min Stay 1 night

Siena, Italy

€ 1,331 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

A Tuscan Rhapsody

Peaceful Tuscan retreats don’t get much better than this. This stunning home – spread between the main villa and an annex – is a special base in Italy, tucked amid the Tuscan Hills yet within easy reach of the art and culture of nearby Montepulciano and Pienza. This is a refined, stylish home designed to blend the antique and the modern. You can look forward to the villa’s original beamed ceilings and stone walls as well as a steel kitchen and contemporary features. We love the alfresco dining setup and the private infinity pool – it’s a breathtaking spot for admiring sunsets over Val D’Orcia. *This home is split between the main villa and an annex, connected via a courtyard. *While not every bathroom has been photographed, we expect the style and standard to be consistent with the rest of the home. *This home is spread over two floors so it may not be suitable for those with reduced mobility – the bedrooms are accessible via a flight...More Details

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Siena, Apartment for rent

Apartment • 10 People • 5

• 5

•

From

€

3,218 /night

Min Stay 1 night

Siena, Italy

€ 3,218 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Sunflower Hill

This home, composed of three suites and two cottages, sits on an exclusive estate just 1 kilometre from the historic centre of Montepulciano. It’s in a breathtaking spot overlooking a vineyard-filled valley, with the marvellous views visible from inside and out – the living room boasts floor-to-ceiling arched windows. The outside space is stunning, with a private pool and gardens filled with fragrant roses, fruit trees, and even a vegetable patch. We love the rustic touches that sit alongside modern amenities – you get the best of both worlds here. *This home is composed of three suites and two cottages, so you won’t all be sleeping under the same roof. *There are stairs to climb at this home, so it may not be suitable for those with reduced mobility. *While not every bedroom or bathroom has been photographed, we expect the style and standard to be consistent with the rest of the home. *Well-behaved pets are welcome to join you. ...More Details

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Siena, Apartment for rent

Apartment • 3 People • 1

• 1

•

From

€

1,083 /night

Min Stay 1 night

Siena, Italy

€ 1,083 /Night (minimum stay 1 night)

Pets Allowed

Air Conditioning

WiFi

Cypress Drive

As you travel up this home's drive lined with cypress trees, you can take in the views of the Tuscan countryside and towns. The apartment has a private patio and garden area to enjoy the Italian sun and vistas. Set in an old country house, the characterful open-plan living room also sleeps one guest on a sofa bed at full capacity. Situated just outside the town of Colle Val d’Elsa, known for its crystal glass production, you’ll find plenty of shops, restaurants and cafes to enjoy. The highway to Siena is also only a few minutes away, making this cultural city easy to explore. *There's no lift here. You'll need to be able to climb stairs to reach the entrance of the home. *At full occupancy, one guest will be sleeping on the sofa bed in the living area. *While the home can sleep up to four people, the maximum occupancy is three guests. *If you're travelling with little ones, your host can provide a cot, baby bath and high chair for fre...More Details

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Siena, Apartment for rent

Apartment • 1 Person • 4

• 3

•

From

€

1,098 /night

Min Stay 1 night

Siena, Italy

€ 1,098 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Siena Charm

The quintessential Tuscan villa, this hillside four bedroom home looks out over the verdant Val d'Orcia. Ideal for families or friend groups seeking an authentic taste of Italian country life, the house sleeps eight and offers plenty of space for work, rest and play. More active guests can explore the sweeping grounds, play table tennis in the second living area, or cool off in the shared pool. Meanwhile, those seeking tranquillity can settle on a sun lounger, dine out on the terrace, or refine their cooking in the eye-catching wooden kitchen. The historic city of Siena lies 10km away, where the hectic Il Palio horse race turns the streets into a bustling festival twice a summer. *You'll have access to the swimming pool here. It's shared with other guests staying nearby. *Due to this home's location, we recommend hiring a car to get the most out of your stay. Free parking is available. *If you're travelling by plane, Florence is the n...More Details

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Siena, Apartment for rent

Apartment • 11 People • 7

• 4

•

From

€

557 /night

Min Stay 1 night

Siena, Italy

€ 557 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

WiFi

The Forest - The Sea

Retreat into nature at this Tuscan villa, perched on a hillside overlooking the Etruscan Coast. Lounge in the shade of ancient oak trees, admire the view from the picturesque swimming pool, or hop in the car to explore the countryside and coastline. Inside, you’ll find a home that’s full of character, with a charming living and dining area and a country-style kitchen for cooking up a feast. There are also seven comfortable bedrooms and four bathrooms, offering plenty of room to spread out and making this an ideal place for a family holiday or sharing with friends. *Due to this home's location, we recommend hiring a car to get the most out of your stay. *The house is accessed via a well-maintained 3km dirt road. *There’s free parking on the driveway. *The wi-fi here doesn't reach all rooms, so you may find yourself without signal in some areas of the home. *At full occupancy, one guest will be sleeping on a pull-out bed. *The swimming ...More Details

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Siena, Apartment for rent

Apartment • 7 People • 4

• 4

•

From

€

5,729 /night

Min Stay 1 night

Siena, Italy

€ 5,729 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Chianti Castle

High on a Tuscan hillside, this enchanting castle retreat offers jaw-dropping views across Chianti’s rolling vineyards and olive groves. Surrounded by nature and centuries of history, it’s a place to slow down, sip local wine produced at the home, and savour the peace. With an independent wing of the castle to yourself, along with a private pool and a hot tub, you'll have three floors to spread out across. Inside, you’ll find rustic charm with elegant touches, a large kitchen for leisurely meals, and cosy living spaces to unwind. You’ll need a car to explore nearby towns, and two of the bedrooms are on the snug side. But with views like this, you won’t want to spend too much time indoors anyway. This is Tuscany at its timeless best. *Due to this home's location, we recommend hiring a car to get the most out of your stay. There’s free parking for up to two cars on the driveway. *The swimming pool isn't fenced. If you're bringing little...More Details

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Apartments for rent in Siena Holiday rentals Italian vacation rentals of Flats and Penthouses, Condos - Short term lettings

Found 149 Siena Apartments for rent

Siena, Italy

Siena, Italy

Siena, Italy

Siena, Italy

Siena, Italy

Siena, Italy

Siena, Italy

Siena, Italy

Siena, Italy

Siena, Italy

Siena, Italy

Siena, Italy

Siena, Italy

Siena, Italy

Siena, Italy

Siena, Italy

Siena, Italy

Siena, Italy

Siena, Italy

Siena, Italy

Apartments for rent in Siena Holiday rentals Italian vacation rentals of Flats and Penthouses, Condos - Short term lettings

Found 149 Siena Apartments for rent

Siena, Italy

Siena, Italy

Siena, Italy

Siena, Italy

Siena, Italy

Siena, Italy

Siena, Italy

Siena, Italy

Siena, Italy

Siena, Italy

Siena, Italy

Siena, Italy

Siena, Italy

Siena, Italy

Siena, Italy

Siena, Italy

Siena, Italy

Siena, Italy

Siena, Italy

Siena, Italy

Siena Apartment for rent