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Holiday rentals in Guazzino

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Top-rated holiday rentals in Guazzino

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Guest favourite
A spacious outdoor pool is surrounded by neatly arranged lounge chairs and framed by lush greenery and tall cypress trees. The inviting blue water reflects the clear sky and the structure of the residence sits elegantly in the background.
Home
4.96 out of 5 average rating, 114 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 favourite
A rustic stone villa is set against a clear blue sky, showcasing a traditional Italian architectural style. The building features multiple arched windows and doors, with a large grassy area surrounding it, providing a serene outdoor space.
Holiday home
5 out of 5 average rating, 34 reviews

1 bedroom apartment in Villa

Enjoy and relax in this 1 bedroom apartment in a private Villa with a great location to experience what Tuscany offers. The Villa is located in the beautiful Tuscan landscape surrounded by vineyards and olive groves, in the stunning Tuscan hills. You can from this location explore medieval towns. 1 hour from Florence. Arezzo and Siena within 1/2 hour drive. Montepulciano 15 min drive. The apartment is located in Villa Poggio Becchi. Private entrance. Private bathroom and kitchen/living area.

Top guest favourite
A charming cottage is shown with a terracotta facade and a tiled roof. A small table with two chairs is set on a patio, surrounded by potted plants. Lush greenery and trees can be seen in the background under a clear blue sky.
Guest house
4.97 out of 5 average rating, 204 reviews

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.

Top guest favourite
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.
Flat
4.97 out of 5 average rating, 132 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 favourite
A charming stone cottage is set within lush greenery, featuring a covered porch with outdoor seating. Olive trees surround the area, enhancing the natural beauty. A bicycle leans against the wall, inviting exploration of the peaceful countryside.
Cottage
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 favourite
The exterior view captures a rustic stone house bordered by tall trees. A pathway leading to the dwelling is visible, accompanied by lounge chairs set on a grassy area. The tranquil setting reflects the peaceful ambiance of the countryside.
Home
4.97 out of 5 average rating, 163 reviews

Jenny's Barn

The ancient barn, now finely restored, is located in the heart of the Valdichiana a few steps from the characteristic medieval village of Scrofiano. From the house you can enjoy a breathtaking view of the green Sienese hills where centuries-old olive trees and vineyards alternate from which the prestigious Chianti is obtained. Ideal for 2 people looking for a relaxing stay away from the chaos of the city. On request it is possible to add a baby bed and a cot.

Top guest favourite
A rustic stone farmhouse is embraced by mature olive trees and lush greenery. The building features traditional window shutters and is set against a clear blue sky, with a gravel pathway leading up to the entrance, enhancing the tranquil countryside ambiance.
Farm stay
4.99 out of 5 average rating, 101 reviews

Podere Pereti Nuovi – Modern Tuscan Villa

Podere I Pereti was entirely build by our grandfather Remo in the 1970's. My siblings and I spent most of our summers on the porch with our grandparents watching sunsets and admiring the view of the Val d'Orcia. Entirely surrounded by vineyards and olive groves. Nonno Remo, besides having a building company, proudly produced Orcia red wine that was consumed by the family. From the 150 olive trees, every November we filled our tanks with green gold olive oil.

Top guest favourite
A spacious bedroom features a comfortable bed with a soft grey headboard and neutral bedding. A small dining area with a wooden table and two dishes is visible. A large mirror and a flat-screen TV are mounted on the wall, reflecting natural light from a nearby window.
Flat
4.99 out of 5 average rating, 344 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 .

Top guest favourite
Home
4.96 out of 5 average rating, 68 reviews

Casa Ilda A/C, Wi-Fi Private parking

Scoprite Casa Ilda, una splendida residenza progettata per offrirvi il massimo del comfort e della serenità durante il vostro soggiorno. Questa spaziosa casa è perfetta per gruppi di amici o famiglie fino a 6 persone. Situata in posizione perfetta per raggiungere i borghi più belli della Toscana. Che siate in cerca di una vacanza rilassante o di un punto di partenza per esplorare le meraviglie della zona, Casa Ilda è la scelta perfetta.

Superhost
A clear blue swimming pool is framed by a spacious garden filled with greenery. A rustic brick house with a wooden door is visible in the background, complemented by shaded seating areas under a pergola. The tranquil setting is perfect for relaxation.
Home
4.84 out of 5 average rating, 44 reviews

Casa Walter Valdichiana

Recently renovated, Casa Walter Valdichiana has retained all the charm of a classic Tuscan brick house externally, while internally blending tradition, hospitality, and freshness. The property is nestled in the heart of the Valdichiana, amidst the fields of the countryside and the lush greenery of nature. It exudes peace, silence, and relaxation. Just a few meters from the property, there's a beautiful pool, set in a spacious garden.

Top guest favourite
A spacious living area features a light wooden dining table surrounded by white chairs, positioned near a comfortable sofa. The kitchen, with wooden cabinetry, includes essential appliances. A television is mounted on the wall, and high wooden beams enhance the open, inviting feel.
Flat
4.93 out of 5 average rating, 123 reviews

La Piazza - Apartment with a view.

Very central apartment of about 55 square meters overlooking Piazza Garibaldi, the main meeting and gathering point of the town of Sinalunga. Great starting point for visiting the surrounding beauties, from Val di Chiana to Val d'Orcia, from Crete Senesi to Monte Amiata. The art cities of Siena, Arezzo, Florence and Perugia are very close. The owners, born and raised in these places, will be happy to welcome you and meet your needs.

Top guest favourite
An outdoor patio area is shown, featuring a table surrounded by black chairs. A striped awning provides shade over the space. Flower pots with greenery are positioned around the stone walkway, which leads to a doorway that opens into the apartment.
Flat
4.94 out of 5 average rating, 86 reviews

Il Leccio Toscana Siena Apartment

Relax with the whole family in this quiet accommodation. Comfortable apartment with double bedroom and large sofa bed, equipped kitchen, outdoor area and free parking. Located between the small villages of Valdichiana a few kilometers from Val d'Orcia and Siena. Tourist tax €0.50 per day per person over 14 years, to be paid on site at check-out. Only small pets are allowed, and in any case, well-trained.

Popular amenities for Guazzino holiday rentals

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Siena
  5. Guazzino