
Holiday rentals in Rapolano Terme
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Top-rated holiday rentals in Rapolano Terme
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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.

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.

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.

Tuscan cottage with an heavenly view
Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.

Dimora Senea - Stunning Panoramic Pool
❤Dimora Senea❤ ✔ Appartamento di pregio (100 m²) nel contesto di un Podere con vista sulle Crete Senesi ✔ Ambiente confortevole e rilassante ✔ Piscina panoramica in condivisione con altri ospiti del Podere ✔ Parcheggio gratuito e riservato in loco ✔ 10 minuti circa per raggiungere le Terme di Rapolano ✔ Posizione ideale per raggiungere diversi borghi caratteristici ✔ Percorsi per amanti della natura a piedi e in bicicletta ✔ Wi-fi veloce e GRATUITO ✔ Adatto a smart working
La Piazzetta - Cozy open space in the historic center of Montepulciano
Pour yourself a glass of wine and sit next to the fireplace of this open space with a warm Tuscan atmosphere: wooden beams, terracotta floors, stone walls. Then go outside and admire the magnificent view of the Valdichiana. Pour yourself a glass of wine and sit next to the fireplace of this open space with a warm Tuscan atmosphere: wooden beams, terracotta floors, and stone walls. Enjoy yourself and relax! Then go out and admire the magnificent view of the Valdichiana Valley.

Romantic Yellow apartment in Crete Senesi
Apartment consisting of 1 comfortable double bedroom (it is possible to make 2 single beds on request), fully equipped kitchen, living room, and bathroom. TV, BBQ, (if needed, we have a washing machine available from 9 a.m. to 8 p.m. in our laundry room). A car is recommended as we are in the countryside, so you can be self-sufficient and visit the magnificent Tuscan countryside as well. Free parking and wifi. I look forward to showing you the real Tuscany!

2 ❤️ and 1 Yurt Glamping in Tuscany for adults only
Romantic glamping for adults, in the heart of the Tuscan countryside. Silver Yurt, 35 m² + private en-suite bathroom, 7 m² + private outdoor wood-fired hot tub* (*EXTRA CHARGE), private relaxation veranda. Heated in winter and air-conditioned in summer. Dinners with delivery directly to the Yurt, available for an even tastier experience (*SURCHARGE*). - Private parking, WiFi - Kitchen with refrigerator, microwave, (NO STOVE) + private outdoor barbecue.

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.

Casale Santa Barbara - Exclusive Apartment
Your private Tuscan retreat between Pienza and Montepulciano. A spacious 100 m² apartment for two, with exclusive access, a large private garden and breathtaking views over the Val d’Orcia hills. Elegance, calm and authenticity — just you… and Tuscany.

"La Lambarda" tower Suite
In Val d'Orcia there is a small medieval village called Monticchiello, surrounded by walls and protected by four towers; one of these is the "La Lambarda", which stands at the highest point of the country and enjoys a panoramic view across the valley.

Unplug at a 17th-Century Farmhouse Enveloped by Olive Groves
Pick figs and rosemary in secluded, extensive gardens and soak up the peace and quiet of this beautiful rural setting with spectacular panoramic views. Whitewashed walls, terracotta-tiled floors, and ceiling beams reflect the space's rich history.
Popular amenities for Rapolano Terme holiday rentals
Other great holiday rentals in Rapolano Terme

AnticaVista, Luxury Apartment with Tower Views

Le Crete - BePlace Apartment

Casa il Cipresso

Family Forest - Pool in the Crete Senesi

Design apartment with view, private terrace, A/C

Romantic Tuscan Holiday House

Luxury Medieval Tower • Exclusive Chianti Stay

The Golden Stone
Destinations to explore
- Cathedral of Santa Maria del Fiore
- Lake Trasimeno
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Mercato Centrale
- Uffizi Gallery
- Stazione Santa Maria Novella
- Fortezza da Basso
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Piazza della Repubblica
- Parco delle Cascine
- Del Chianti
- Piazzale Michelangelo
- Pitti Palace
- Boboli's Garden
- Palazzo Vecchio
- Piazza della Signoria
- Centro Storico Orvieto
- Cascate del Mulino
- Basilica of Santa Croce
- Medici Chapel
- Stadio Artemio Franchi





