Holiday rentals in Rapolano Terme

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!

5.0 out of 5 average rating, 39 reviews

The Nest Il Giglio | Rapolano Terme

Il Giglio is one of the 6 housing units within the Podere Barottoli, an ancient commune of the Baroti counts whose construction dates back to the year 1000. It is located in the heart of the Crete Senesi and its location makes it an ideal destination to visit the most famous villages and cities between Tuscany and Umbria, combining history and nature without forgetting the comfort you are looking for on vacation. The beautiful swimming pool overlooking the hills and the green areas around the Podere are shared with other guests.

4.96 out of 5 average rating, 142 reviews

Home in Asciano

Palazzo Monaci - Pool in the Crete Senesi

Welcome to Palazzo Monaci! An oasis of nature and unique beauty, in the heart of the Crete Senesi, in Tuscany. A residence with a pool and a breathtaking view of the Crete Senesi. Perfect for couples or families looking for a relaxing vacation. The location is perfect for exploring the surrounding areas. You can hike in the Tuscan countryside, visit the characteristic medieval villages, taste the delicious local wines, and immerse yourself in the culture and history of this fascinating region.

A well-lit hallway is observed, leading to a spacious living area. White walls and light wooden flooring create an airy feel. Doorways on either side provide access to additional rooms, while natural light floods the space, highlighting the clean and minimalist design.

4.95 out of 5 average rating, 59 reviews

Carolina Apartment ...come sentirsi a Casa

Carolina Apartment is located in the heart of Rapolano Terme, you have everything at your fingertips, a convenient parking, the spas very close , a supermarket under the house, a pharmacy, bank, restaurants under the house that can be reached on foot without having to use the car , it is a very bright apartment, large 90 sq. meters all on one floor ,located in a quiet place with beautiful views . You will find everything just like at home, you don't have to think of anything just to relax ...

Farm stay in Rapolano Terme

Capannacce more than a Farm House: La Casella

Capannacce is a special place for us. Farm, but not only. It is home. For us and for the animals that live there, horses, chickens, cows, felines and canids. The heart of the farm is the breeding of racehorses, thoroughbreds. And of the Pontremolese cow, a native breed and a world heritage site. We are immersed in the Crete Senesi, where every summer sunset is a delight. A countryside made of quietness that soothes, but not far from the town of Rapolano Terme and all the related conveniences.

4.79 out of 5 average rating, 118 reviews

4.96 out of 5 average rating, 125 reviews

The exterior of a charming farmhouse is visible, featuring stone walls adorned with climbing greenery. Large windows reflect natural light and overlook the landscaped garden. A gravel path leads to the entrance, surrounded by greenery and trees under a clear blue sky.

Home in Rigomagno

House Rigomagno Siena

Apartment with beamed ceilings and terracotta floors, this apartment is set in a 19th-century farmhouse located in the hills of Siena in Rigomagno Toscana. From the solarium next to the swimming pool in the middle of the olive trees, you can admire the panorama of the Sienese hills and the medieval village of Rigomagno ... all this characterizes the ideal holiday for couples or families who want to relax. Solarium, garden, terrace, swimming pool are exclusively for guests of the apartment.

Farm stay in Monte San Savino

A serene pool area is showcased with two sun loungers positioned beside a tranquil salt-water pool. The expansive view of the valley and distant cityscape adds to the peaceful ambiance, while greenery surrounds the space, enhancing the sense of privacy and relaxation.

LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA

ID Code: 051025 AAT 0017 Wisely renovated 1600 exclusive original tuscanian stone house, superbly positioned up on a hill in total privacy. This villa is placed in a real postcard with a 360˚ view. Just 30 minutes drive from Cortona and less than 10 minutes drive from A1 Monte San Savino motorway exit, the villa is reachable through a boulevard flanked by secular trees and it boasts a stunning view on the Valdichiana valley with its towns and villages such as Monte San Savino and Cortona.

4.99 out of 5 average rating, 116 reviews

4.95 out of 5 average rating, 22 reviews

Dimora Senea - Stunning Panoramic Pool

❤Dimora Senea❤ ✔ Luxury apartment (100 m²) in the context of a farm overlooking the Crete Senesi ✔ Comfortable and relaxing environment ✔ Panoramic swimming pool shared with other guests of the Podere ✔ Free and reserved parking on site ✔ About 10 minutes to reach the Baths of Rapolano ✔ Ideal location to reach several characteristic villages ✔ Routes for nature lovers on foot and by bicycle ✔ Fast and FREE Wi-Fi ✔ Suitable for remote working

4.72 out of 5 average rating, 130 reviews

An infinity pool extends into the landscape, reflecting the sky and surrounding hills. Lush green grass borders the pool area, complemented by shrubs. Sun loungers are placed nearby, offering a space for relaxation with a scenic view of the Tuscan countryside.

Home in Rapolano Terme

Breathtaking view. Indipendent portion of a villa

Breathtaking view. Indipendent portion of a villa with pool and garden. On top of a hill but next to the village and the Terme. The indipendent apartment is part of a countryside villa with garden and pool. The Villa is located on a hill and has a breathtaking view all over the Crete Senesi. It is also at 200mt far from town. You can reach Siena and Arezzo in 20 minutes by car. In the same Villa there are 2 other apartments for 4/5 people.

4.79 out of 5 average rating, 14 reviews

Home in Rapolano Terme

"Sotto il Campanile" Residence

The Sotto il Campanile residence was completely renovated in 2024, trying to keep all those details, lights and a setting intact that project the guests' stay into an almost medieval atmosphere; in fact, it is located in the historic center of Rapolano within the medieval walls in the Castellare agglomeration, whose origins date back to the 12th century. The square it overlooks offers direct access by car for unloading luggage.

4.93 out of 5 average rating, 70 reviews

A private pool area is surrounded by lush greenery and neatly trimmed hedges. Lounge chairs in vibrant colors are positioned beside the pool, while a shaded umbrella offers a relaxing spot for guests. Scenic views of the hills and sky enhance the tranquil atmosphere.

Home in Armaiolo

Villa with private pool, only 1km from Rapolano

The Cottage is a fully renovated stone house, perfect for a couple's vacation. Only one double bedroom available to guests, a bathroom with shower and a living area with equipped kitchen and dining and relaxation area. The environment is bright, harmonious, perfect for two people looking for a holiday of total relaxation surrounded by a green lawn with a private pool.

4.96 out of 5 average rating, 83 reviews

A spacious living area features a grand piano, a comfortable sofa, and a television unit beneath exposed wooden beams. Large windows provide natural light and offer views of the surrounding countryside, while the terracotta flooring adds a rustic touch.

Villa in Rapolano Terme

The Furnace

5 minutes on foot from the thermal baths and the village, 30 minutes from Siena, 40 minutes from Arezzo, and 1 hour from Perugia and Florence. In the heart of the Crete Senesi and a stone's throw from the Val d'Orcia, the ideal location to enjoy the beauty of Tuscany while relaxing in the unspoiled nature of our countryside.

Popular amenities for Rapolano Terme holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Rapolano Terme

4.92 out of 5 average rating, 12 reviews

Home in Rapolano Terme

The Golden Stone

A charming multi-story building is presented with a combination of warm-colored facades. Balconies with railings are visible on the upper floors, while lush greenery and decorative plants adorn the entrance area. The overall design highlights symmetry and inviting details in a peaceful setting.

4.67 out of 5 average rating, 124 reviews

SUNFLOWER

4.91 out of 5 average rating, 33 reviews

A fenced swimming pool is showcased, featuring clear blue water and surrounded by sunbeds with colorful towels. An umbrella provides shade over the pool area, with lush greenery and rolling hills visible in the background.

Home in Asciano

house with pool between Siena and Valdorcia

Castle in Serre di Rapolano

An aerial view showcases a scenic outdoor area featuring a rectangular swimming pool surrounded by stone tiles. Towering cypress trees and well-maintained gardens create a lush atmosphere, while a historic tower and rustic buildings are visible in the background, framed by rolling Tuscan hills.

Castello delle Serre – Private Villa

4.97 out of 5 average rating, 29 reviews

4.97 out of 5 average rating, 31 reviews

Flat in Scrofiano

Design apartment with view, private terrace, A/C

A tranquil pool is surrounded by a stone patio, with comfortable loungers positioned nearby. Lush palm fronds frame the scene, enhancing the natural beauty of the Tuscan countryside in the background. The sky is bright with clouds, creating a refreshing atmosphere.

4.84 out of 5 average rating, 19 reviews

[The Tower] Pool - WiFi - Air Conditioning

4.8 out of 5 average rating, 296 reviews

Villa in Siena

XIII Century Tower with Private Panoramic Pool