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Vacation rentals in Rapolano Terme

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Top-rated vacation rentals in Rapolano Terme

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Top guest favorite
A spacious pool is situated within a well-maintained garden, surrounded by green hedges and cypress trees. Sunlight reflects off the clear water, inviting relaxation. Lounge chairs are placed near the edge of the pool, offering a comfortable space to enjoy the serene landscape.
Condo in Asciano
4.92 out of 5 average rating, 177 reviews

Loggiato 3 apartment in Tuscany near Siena

The Loggiato 3 apartment for 2 people is located in the Santa Lucia farmhouse (FARMHOUSE DIVIDED INTO 7 APARTMENTS) in the Crete Senesi near Siena and is located on the first floor with a private table in front of the windows of the loggia. Composed of a double bedroom (two single beds joined together), a bathroom and a living room with a functional kitchen. It is equipped with a wood stove. Outdoor space with table and chairs available on the ground floor. AIR CONDITIONING in the room is PAID according to consumption.

Guest favorite
Home in Asciano
4.96 out of 5 average rating, 116 reviews

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.

Top guest favorite
An aerial view showcases the expansive grounds of La settecentesca Villa di Geggiano, surrounded by manicured gardens and lush vineyards. The main villa is prominent, with a circular driveway leading to it, while gentle hills extend into the background.
Cottage in Geggiano
4.99 out of 5 average rating, 144 reviews

Villa di Geggiano – Guesthouse

PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI, THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR. The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idyllic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa.

Top guest favorite
An inviting interior features exposed brick walls and a blend of modern and rustic design elements. A staircase leads to the upper floor, while large doors open to reveal a view of the outdoors. A wooden table and a cozy chair enhance the living space.
Apartment in Montepulciano
4.97 out of 5 average rating, 136 reviews

Under the sunset, Montepulciano

In 2023 my son Guglielmo and I decided to restore the old oratory of a church from the 1600s by creating a two floor apartment: upstairs we have 2 bedrooms equipped with AC and 2 en-suite bathrooms with shower; downstairs a spacious living room with stereo Available a table outside with great view and a nice garden 50 mt away where to have a private wine tasting or barbecue for all the guests of our 4 apartments, after 7pm if booked large in advance Large free parking area 100 mt away

Top guest favorite
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
4.96 out of 5 average rating, 114 reviews

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.

Top guest favorite
A medieval stone tower stands tall against a clear blue sky, showcasing its historic architecture. The narrow road lined with greenery leads to the entrance, with the texture of the stonework and windows highlighted, inviting guests to explore its unique charm.
Tower in San Quirico d'Orcia
5 out of 5 average rating, 103 reviews

Luxurious Medieval Tower & Private Concierge

It’s rare to find a place that’s not only romantic but also historic & truly one of a kind. La Torretta is part of Toscana a Due—a medieval tower with a huge garden & olive trees, right in the heart of San Quirico, overlooking the Val d’Orcia. The 1000-year-old building has been redesigned as a blend of heritage & antique luxury. With our unique tailored concierge service and a warm welcome into our family’s life, we share our traditions, history, and Tuscany’s hidden treasures with you.

Guest favorite
A rustic stone building is framed by lush greenery, with a staircase leading to an upper entrance. Various pots containing plants adorn the area, while two metal chairs are visible on a gravel surface, providing a welcoming outdoor space.
Farm stay in Rapolano Terme
4.79 out of 5 average rating, 157 reviews

Capannacce more than a Farmhouse: La Casetta

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

Guest favorite
An aerial view captures a rustic farmhouse surrounded by lush greenery and rolling hills. Olive trees and vineyards line the nearby fields, while a winding road leads directly to the property, highlighting its peaceful rural setting.
Condo in Asciano
4.96 out of 5 average rating, 326 reviews

Green – The meadows in Tuscany

Apartment consisting of 1 double bedroom, fully equipped kitchen, large living room, and bathroom. TV, BBQ, (we provide the washing machine from 9 a.m. to 8 p.m. which is in our laundry room to those who request it). We recommend a car as we live in the countryside, both to be independent and to visit the magnificent Tuscany. You will like the outdoor environment because it is magical by day and at night Free parking and WiFi Convenient location to visit both Tuscany and Umbria.

Top guest favorite
A covered veranda provides shaded seating with a table and chairs, overlooking expansive green hills dotted with trees and shrubs. A soft breeze can be imagined flowing through the open space, enhancing the serene countryside atmosphere.
Cottage in Osteria delle Noci
5 out of 5 average rating, 103 reviews

Your Tuscan oak tree house, enchanting Val d'Orcia

The house enjoys a rare and enchanting view of the Val d’Orcia and Monte Amiata, ensuring maximum privacy. The interiors mirror the charm of the Tuscan style, with antique furniture and finishes made by local artisans. It is equipped with a double bedroom, a large living room with a big table, a fully equipped kitchenette, a double sofa bed in front of the fireplace, in the living room. Outside, the patio will allow you to eat with the colors of the sunset as a backdrop.

Top guest favorite
A serene outdoor pool area is framed by lush green grass, featuring several sun loungers and umbrellas. The clear water in the pool reflects the blue sky, while tall cypress trees provide a natural backdrop to the tranquil setting.
Farm stay in Greve in Chianti
4.99 out of 5 average rating, 446 reviews

Old hayloft on the Chianti hills

Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, overlooking the Chianti valleys and enjoying splendid views of the surrounding hills and the city of Florence. The apartment is completely independent, on two internally connected floors, and features a private garden lined with centuries-old oaks and Tuscan cypresses. The restoration maintained the original Tuscan architectural style of rural barns.

Top guest favorite
An outdoor terrace is visible, furnished with several tables and chairs, providing ample seating. Flower pots with colorful blooms adorn the railing, while a panoramic view of the surrounding hills and greenery stretches into the distance under a clear sky.
Apartment in Sinalunga
4.99 out of 5 average rating, 347 reviews

Resort Panoramic view - Free parking

Appartamento nuovo , potente Wi-Fi, SMART TV, bagno privato , Aria Condizionata, cucina privata , lavanderia , parcheggio privato gratuito . Sala da tea ad uso gratuito . Vista panoramica mozzafiato . Tra le Crete Senesi e la Val D’Orcia , a 800metri dal centro del paese , con ristoranti , bar e supermercati . Posto strategico per visitare le principali località in Toscana : Montalcino , Pienza , Siena , Arezzo , Rapolano Terme , Montepulciano .

Superhost
A bright bedroom features a spacious bed with floral bedding and a wooden frame. A wooden chair sits beside a light-colored dresser beneath a wall-mounted television. Two large windows with patterned curtains allow natural light to fill the room.
Apartment in Serre di Rapolano
4.87 out of 5 average rating, 401 reviews

Sweet Home Julia

Large and bright apartment with independent entrance consisting of bedroom, kitchen and bathroom. Located in the small medieval village of Serre di Rapolano, in the heart of the Crete Senesi and 5 min away from the famous Terme di Rapolano. Its strategic point makes it ideal as a support to visit tourist gems such as Siena, San Gimignano, Montalcino, Montepulciano, Pienza and the Val d'Orcia. Moreover Valdichiana Outlet Village is only 10 min away.

Popular amenities for Rapolano Terme vacation rentals

Frequently Asked Questions

  • Do apartment rentals in Rapolano Terme have free parking?

    Absolutely! We offer over 10 apartment rentals with free parking in Rapolano Terme. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly apartment rentals in Rapolano Terme?

    Four-legged friends are welcome in Rapolano Terme. Choose from more than 10 apartment rentals for guests traveling with pets.

  • Do apartment rentals in Rapolano Terme have wifi?

    Absolutely! We offer over 20 apartment rentals with wifi in Rapolano Terme. Enjoy a tailored experience with all the comforts you desire.

  • Are there vacation rentals with a dedicated workspace in Rapolano Terme?

    Yes! Work meets play with ease at over 10 vacation rentals in Rapolano Terme featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do apartment rentals in Rapolano Terme have air conditioning?

    Absolutely! We offer over 10 apartment rentals with air conditioning in Rapolano Terme. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Rapolano Terme have a kitchen?

    Absolutely! We offer over 20 apartment rentals with a kitchen in Rapolano Terme. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in apartment rentals in Rapolano Terme?

    Experience the best of Rapolano Terme with our apartment rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there Rapolano Terme apartment rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 apartment rentals with pools in Rapolano Terme, available on Airbnb. Make a splash and soak up the sun in style!

  • Are there family-friendly vacation rentals in Rapolano Terme?

    Rapolano Terme has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for Apartment Rentals in Rapolano Terme?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 20 homes with a kitchen, over 20 homes with wifi, over 10 homes with air conditioning, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

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  5. Rapolano Terme