Holiday rentals in Casole d&#x27;Elsa

Apartment in Casole d'Elsa

A wooden hot tub is positioned against a stone wall, surrounded by lush greenery. Two individuals relax within the tub, illuminated by soft lighting from nearby lanterns, creating a serene evening atmosphere.

La Casetta

“La Casetta”, is a new restored enchanting apartment immersed in the splendid Tuscan countryside, only 2 kms from the medieval village of Casole d'Elsa in Siena province. Situated in a old farm complex with private entrance, large private garden, and access to the communal swimming pool. Furnished with utmost care down to the finest detail. Ideal for a relaxing, regenerative week with family or friends, emerged in an uncontaminated natural landscape. Possibility of excursions on foot and by bicycle in an evocative natural setting of lush forests and gentle hills of rare beauty. One can enjoy local dishes of the wonderful Tuscan tradition in many of the nearby restaurants or organize splendid home-cooked meals with the barbecue in the garden. Ideally situated for visits the many nearby towns and cities rich in art and beauty: 30 mins to Siena, 1 hour to Florence ,30 mins to San Gimignano and Volterra, 45 mins to the Chianti area. La Casetta is the ideal place to regenerate your body and mind. (We are the same owners of “La Senesina" apartment near Siena check out our rating on the web! Our 5 stars ratings are your warranty for a great stunning vacation)

4.93 out of 5 average rating, 197 reviews

4.93 out of 5 average rating, 294 reviews

A rustic building is seen under a starry night sky, with a partial roof providing shelter. Soft light glows from the interior, illuminating the entrance. Lush greenery and trees surround the scene, adding depth to the serene nighttime landscape.

Farm stay in Simignano

Casa al Gianni - Hut

Hi, we're Cristina and Carmelo! We look forward to welcoming you to 'Casa al Gianni', our farmhouse in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: just the scent of the earth, the song of the birds, and the companionship of our animals. It's an invitation to rediscover the beauty of the little things, surrounded by the greenery of the most authentic Tuscany. It's not just a holiday; it's a return to our roots. This peaceful haven will stay in your heart. We look forward to welcoming you!

A charming street in the historical center is lined with rustic brick buildings. Potted plants and flowers adorn the facades, while the pathway features a mix of smooth stone and tile. Overhead, the sky is partially cloudy, allowing natural light to illuminate the scene.

4.97 out of 5 average rating, 33 reviews

Mirella apartment in the historic center

Comfortable apartment for 2-4 people, in the historic center of Casole d 'Elsa, with a panoramic view from the terrace on the Tuscan hills. 18 km from San Gimignano, 25 km from Volterra and 35 km from Siena. The accommodation offers two bedrooms, a double and a double with single beds, bathroom with shower, dining room with sofa and TV, kitchen, terrace, cellar, Wi-Fi, outdoor room with washing machine. Free parking 2 and 5 minutes' walk away, loading and unloading allowed. National Identification Code: IT052004C2R23DIUHK

The spacious room features a wooden beamed ceiling and terracotta flooring. A large bed is accompanied by two red armchairs and a wooden table. Soft lighting creates a welcoming ambiance, while an artwork adorns the wall above the bed, adding to the room's charm.

5.0 out of 5 average rating, 17 reviews

"Anna" holiday home - the POET for 4 people

"the POET" is located inside a house from 1400, in the medieval village of Casole d 'Elsa (Siena). It is close to Siena, Florence, San Gimignano, Volterra, and the Chianti area. Suitable for those who love the countryside, but want to enjoy the benefits offered by a country with all the amenities: Shops, Restaurants, Bars, Inbox, Bank, Pharmacy, Church, Museum and Uff. Tourist. Live the summer experience of a country that comes alive with parties, markets, music and the tradition of the Palio (2nd Sunday of July)

4.99 out of 5 average rating, 113 reviews

A welcoming entrance features a stone wall adorned with vibrant flower pots. A spacious patio leads to the home, complemented by a wooden bench and a picturesque natural landscape in the background, showcasing rolling hills under a clear sky.

Home in Casole d'Elsa

Casa Panorama

Welcome to Casa Panorama! A cozy apartment situated in the wonderful Tuscan countryside just a stone's throw away from the medieval town of Casole d'Elsa.Casa Panorama is in between some of the most beautiful locations such as Siena,Monteriggioni,Florence,San Gimignan,Volterra and many other hidden hilltop Tuscan jewels.Our house is situated less than 1 km from the center of the very romantic town of Casole d'Elsa where there are restaurants and much to see as far as culture and art is concerned

Apartment in Casole d'Elsa

Dimora San Donato - Apt.1985

Dimora San Donato, located in the historic centre of Casole d'Elsa, combines refinement and elegance. The interiors, spacious with great attention to detail, offer a perfect blend between tradition and modernity. The location allows guests to immerse themselves in the daily life of the village, surrounded by a breathtaking landscape of rolling hills and centuries old cypresses. The Dimora represents a journey into the heart of Tuscany, where history, culture and natural beauty come together.

4.95 out of 5 average rating, 20 reviews

Superhost

The rustic stone cottage is surrounded by lush greenery and rolling hills. A small patio area with a table and chairs is shaded by an awning, providing a perfect spot for relaxation. The landscape offers a serene view, complementing the tranquil environment.

Cottage in Casole d'Elsa

Stone cottage + private garden near San Gimignano

✅ 80 m² on 2 floors. Equipped kitchen ,1 double bedroom and 1 bedroom with 2 twin beds both with airco, 2 full bathrooms. Patio ideal for morning coffee and relaxing evenings under the stars ✨✨ ✅ Unique panoramic views from the pool ✅ 1 km easy walking to the medieval town Casole with cobblestone streets and delightful restaurants ✅ Perfect central location to visit hidden gems + Unesco Heritage Sites Noce Cottage is part of Monti 1824 farmhouse ,composed of 6 accommodations + pool

4.9 out of 5 average rating, 21 reviews

Cottage in Colle di Val d'Elsa

Tuscan Rustic with Pool

Rustic cottage overlooking a typical Sienese farmyard. It is on the ground floor and consists of a kitchen-living room, a bathroom and a bedroom overlooking the green Tuscan hills. It has a large garden and swimming pool. The Cottage is for exclusive use. The area is very quiet and ideal for relaxing vacations. We are in the middle of two significant cities, such as Siena and Florence, but if you want to discover typical villages, a few km away are San Gimignano, Volterra, Monteriggioni.

4.83 out of 5 average rating, 96 reviews

Apartment in San Gimignano

A spacious living area features exposed brick walls, wooden beams, and warm lighting. A comfortable sofa and a mid-century modern coffee table sit invitingly, while a dining table and chairs are positioned nearby. Large windows enhance the natural light, which complements the earthy tones of the room.

AnticaVista, Luxury Apartment with Tower Views

A hidden gem nestled within the ancient walls of a 14th-century tower house, right in the heart of San Gimignano, a UNESCO World Heritage Site. This one-of-a-kind apartment is where history meets contemporary elegance. Look out the window and you’ll feel like you can almost touch the medieval towers. The view is breathtaking: unforgettable glimpses of the majestic Torre Grossa, framed by the iconic skyline that earned San Gimignano its nickname, the “Medieval Manhattan.”

5.0 out of 5 average rating, 70 reviews

Villa in Barberino Tavarnelle

A large swimming pool surrounded by a brick patio and manicured lawns is highlighted in this image. Sun loungers are positioned along the pool's edge, with lush greenery and trees creating a serene backdrop. The villa's charming structure is visible in the distance under a partly cloudy sky.

Podere Tignano, 4-bedroom villa in the Chianti!

Nestled among the rolling hills of Chianti between Florence and Siena, Podere Tignano offers breathtaking views over vineyards, olive groves, and golden grain fields. This charming Tuscan stone villa blends authentic rural character with modern comfort and welcomes up to 8 guests in 4 bedrooms. Surrounded by peaceful countryside and featuring a private swimming pool, it is the perfect retreat for those seeking relaxation, nature, and the true spirit of Tuscany.

4.98 out of 5 average rating, 107 reviews

Apartment in Casole d'Elsa

A sunny pool area is surrounded by lush greenery, featuring a rectangular swimming pool with a sunlit patio. Several green and white umbrellas provide shade over lounge chairs, inviting guests to relax in the outdoor space.

Manuela apartment with pool in farmhouse

You will be staying in an apartment on the first floor with a separate entrance. You access it by climbing 17 steps. It has a kitchen, two bedrooms (one double and one with two single beds), a bathroom with a shower, and mosquito nets on the windows. Small shared balcony with the GIRASOLI apartment. YOU MUST PAY THE TOURIST TAX AT CHECK-IN: €1 per person for the first 5 days. Heating allowed from 1 November to 15 April (regional law) €20.00 per day

4.97 out of 5 average rating, 119 reviews

4.95 out of 5 average rating, 188 reviews

Dome in Volterra

Green Dome @ The Land Before Time Retreats

Nestled among Tuscan olive groves between Volterra and San Gimignano, The Land Before Time – Quad & Saddle Retreats offers 4 Green Domes with private jacuzzi, en-suite bathroom, air conditioning and Wi-Fi. Enjoy breakfast each morning in the Cupola Lounge with stunning views. During your stay, experience horseback rides through scenic trails, quad tours to discover hidden Tuscany, or simply relax under the starry sky.

Popular amenities for Casole d'Elsa holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Casole d'Elsa

4.91 out of 5 average rating, 47 reviews

Quintessential tuscan rural apt, big shared pool!

Superhost

A spacious terrace offers multiple lounge chairs arranged for relaxation, each topped with neatly rolled towels. Lush greenery and rolling hills are visible in the distance, complemented by flowering plants in terracotta pots along the railing.

4.9 out of 5 average rating, 39 reviews

Cozy cottage overlooking Tuscan countryside

5.0 out of 5 average rating, 41 reviews

Holiday home in Lajatico

Rosa: Tuscan Views & Pool, Walk to Town

Home in Barberino Tavarnelle

Peaceful and Relaxing Tuscan Retreat with Views

5.0 out of 5 average rating, 90 reviews

Apartment in San Gimignano

A spacious living area features a large window with elegant curtains, allowing natural light to illuminate the room. A comfortable sofa adorned with a cozy blanket is positioned facing a wooden coffee table, while a television and decorative elements add to the ambiance.

Luxury Medieval Tower - Penthouse

4.91 out of 5 average rating, 139 reviews

The spacious living area features a modern gray sectional sofa positioned in front of a sleek kitchen. A dining table with black chairs is set nearby, with large windows allowing natural light to illuminate the open space and providing views of the surrounding hills.

Flat in Pievescola

TuscanView 360: 3 bedr, 2 baths, free parking

4.96 out of 5 average rating, 149 reviews

4.92 out of 5 average rating, 39 reviews

A rustic stone building is set against a vibrant sunset sky, with warm hues of orange and pink. Well-maintained gardens with lush green grass surround the structure, while wooden pergolas provide shaded seating areas, enhancing the serene outdoor setting.

Villa in Casole d'Elsa

Donna Lisa - Cantona Estate