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Holiday houses in Il Cipresso

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Top-rated holiday rentals in Il Cipresso

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Guest favourite
Villa in Libbiano

Exclusive Tuscan Villa with private pool

Amazing exclusive authentic big villa, real Tuscan style, air condition. 15 guests. 6 double bedrooms and 1 triple rooms. Bright dining room, fully equipped kitchen. Private pool (15x7mt). The area is really quiet and super relaxing. You will enjoy a stunning view over the characteristic tuscan countryside. About 15 minutes drive from San Gimignano, the most famous medieval village just between Florence and Siena. Wifi, private parking area!! The best place for trekking and outdoor sport lovers!

5.0 out of 5 average rating, 16 reviews
Guest favourite
The rustic stone house features a facade adorned with climbing greenery, offering a blend of natural beauty and architectural charm. Large wooden doors open onto a welcoming terrace, which is surrounded by greenery, providing a serene outdoor space for relaxation.
Home in Volterra

Podere Collina

Collina è un antico podere di pietra, la casa è circondata da campi e uliveti.Dispone di un ampio giardino con piscina e una terrazza dove poter svolgere piacevoli pranzi e cene. Sono disponibili un barbecue e mobili da giardino. La strada per arrivare alla casa nell'ultimo tratto non è asfaltata e non è quindi adatta per le macchine sportive o particolarmente basse. Il percorso si presta per piacevoli passeggiate di giorno, mentre di notte si consiglia l'uso dell'auto perchè non è illuminato.

4.93 out of 5 average rating, 203 reviews
Guest favourite
An open layout reveals a cozy living area with a light blue couch and a wall-mounted television. The space is complemented by warm wooden flooring and a stone wall, creating a harmonious blend of modern design and traditional elements. A glass partition separates the sleeping area.
Loft in Volterra

LOFT con vista situato nel cuore di Volterra

Piccolo loft con ingresso indipendente situato nel cuore di Volterra, ideale per una coppia che decida di godere qualche giorno l'atmosfera magica della città. Ogni scelta al suo interno è pensata per dare agli Ospiti una cornice preziosa. L’affaccio verso i tramonti sul mare dell’arcipelago toscano regala la tela romantica su cui imprimere ricordi unici. Il Calore del legno, la solidità della pietra e la brillantezza del cristallo descrivono perfettamente il concetto di Casa del proprietario.

4.84 out of 5 average rating, 262 reviews
Guest favourite
A wooden dining table is centered in the room, surrounded by four chairs. A vase of sunflowers adds a touch of color. A shelf with clear glass doors displays kitchen appliances and tableware. A TV is visible in the background, alongside a framed artwork.
Condo in Volterra

Appartamento Piazzetta N20

Positioned in one of the most suggestive locations of Volterra, the apartments is a wonderful place, full of natural light and surrounded by a breathtaking landscape. Placed in the old part of the town, inside the medieval walls, the property is one of two apartment that lie within the same building; it’s composed by a large open space with cooking facilities completely equipped and a living room, a double bedroom, a bathroom with shower. Clima is present. Free Wi-Fi Is available

4.89 out of 5 average rating, 520 reviews
Top Guest favourite
Villa in Montecatini Val di Cecina

Torre dei Belforti

Torre dei Belforti is the perfect place for people who love beauty, nature and art. Sleeping at the Tower is like traveling trough the time, between knights and princesses. The wonder of this place is enriched by a big garden, with its swimming pool, the cypresses alleys and the olive trees. The village is also a magic place well preserved and still alive. We are Emilia and Luca, we live here and our mission is to give the best to our guests, to fully enjoy this marvelous place.

4.99 out of 5 average rating, 138 reviews
Guest favourite
Apartment in Volterra

Olive Harmony Tuscan Hideaway

Experience the timeless beauty of Tuscany at Olive Harmony, a peaceful villa set in the countryside near Volterra. Surrounded by olive groves and rolling hills, it features lovely views, two bedrooms, two bathrooms, and charming interiors. Relax in your private outdoor area, enjoy dinner under the stars, or cool off in the shared swimming pool. An ideal retreat for families and friends looking to discover Tuscany surrounded by nature, tranquillity, and enchanting medieval towns.

5.0 out of 5 average rating, 5 reviews
Top Guest favourite
An aerial view of the property reveals a charming red house surrounded by lush greenery. Tall cypress trees and vibrant bushes create a tranquil landscape, while an expansive lawn features relaxing loungers, inviting guests to enjoy the serene atmosphere of the Tuscan countryside.
Home in Gambassi Terme

Il Fienile, Luxury Apartment in the Tuscan Hills

‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breathtaking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, just a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods, where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.

5.0 out of 5 average rating, 233 reviews
Top Guest favourite
A bright bedroom features a spacious bed with a patterned quilt and decorative pillows. Natural light enters through windows, which are adorned with soft curtains. A comfortable armchair sits in one corner next to a bedside table, and a folding stool is positioned at the foot of the bed.
Condo in Volterra

FREE Parking - with awesome view

You will be staying in an apartment suitable for travelers from all over the world. Located in a strategic position just below the walls, it is just a few meters away from one of the major points of interest in the city (Porta all'arco) and about 400 meters from Piazza dei Priori. You will also find 3 supermarkets nearby. The apartment offers a beautiful view of the surrounding countryside, with the sea visible on the horizon, which is approximately 50 km away from Volterra.

4.96 out of 5 average rating, 100 reviews
Top Guest favourite
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 - Capanna

Ciao, siamo Cristina e Carmelo! Vi aspettiamo a "Casa al Gianni", il nostro agriturismo tra i boschi della Montagnola Senese a soli 20 minuti da Siena. Qui la vita rallenta: Solo il profumo della terra, il canto degli uccelli e la simpatia dei nostri animali. È un invito a riscoprire la bellezza delle piccole cose, immersi nel verde della Toscana più vera. Non è solo una vacanza, è un ritorno alle origini. Questo angolo di pace vi resterà nell'anima. Vi aspettiamo!

4.93 out of 5 average rating, 294 reviews
Top Guest favourite
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.
Villa in Barberino Tavarnelle

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
Top Guest favourite
Home in Montaione

Cercis - La Palmierina

E' un appartamento facente parte di una tenuta completamente recintata di 60 ettari di natura incontaminata: più di 1000 ulivi, innumerevoli cipressi e foreste profumate creano un ambiente idilliaco per coloro che ricercano tranquillità e silenzi. La tenuta Palmierina è in prossimità di Castelfalfi (un vero gioiello di architettura medievale) e nelle vicinanze di Firenze (50 Km), Siena (50 Km), Pisa (50 Km). Nelle vicinanze ci sono due campi da golf.

4.96 out of 5 average rating, 147 reviews
Top Guest favourite
An aerial view captures the traditional Tuscan farmhouse surrounded by lush green hills and fields. The property features a newly constructed infinity pool and a tranquil pond, set against a backdrop of rolling countryside under a clear blue sky.
Home in Volterra

Charming Tuscan Villa with pool

Podere Casalino is a traditional Tuscan farmhouse with a stand alone guest-suite. It sleeps up to six in the 3 bedrooms of the main house plus up to 2 guests in the separate guest-suite. Nestled on a panoramic hill and located just 3.8 km from Volterra, Podere Casalino is easily accessible via a paved road and has private parking onsite. The property was completely restored and preserved 25 years ago and updated again in 2025.

5.0 out of 5 average rating, 23 reviews

Popular amenities for Il Cipresso holiday rentals