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Vacation rentals in Gracciano dell'Elsa

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Top-rated vacation rentals in Gracciano dell'Elsa

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Top guest favorite
An outdoor patio area features rustic furnishings and is framed by gracefully draping curtains. The space is adorned with comfortable seating and a communal dining table, set against a backdrop of tall cypress trees and a clear blue sky, inviting relaxation in a serene environment.
Home in Simignano
4.97 out of 5 average rating, 192 reviews

Casa al Gianni - The Simignano Barn

Converted from an old barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large fully equipped kitchen, a spacious living room, a large private garden with parking, a hot tub, a patio with sofas, a BBQ, a fire pit, and an outdoor kitchen. Ideal for those looking for a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, including relaxation in the hot tub and outdoor dinners. A memorable getaway awaits you in this slice of paradise!

Guest favorite
A spacious bedroom features a large, woven bed with a soft blue quilt, complemented by light-colored walls. A comfortable armchair is situated near the window, allowing natural light to brighten the space. A bedside table holds a lamp and additional textiles are neatly arranged.
Apartment in Colle di Val d'Elsa
4.8 out of 5 average rating, 117 reviews

Sentier Elsa and Francigena Apartment

Two-room apartment with a kitchen and a large bedroom, small private bathroom without a bidet. Shared garden and nearby parking. Great location, close to the main road, 5 minutes by car from the historic center of Colle val d'Elsa. Siena, Monteriggioni, Volterra and Florence are easily accessible. We are a few minutes' walk from the entrance to the "Sentier Elsa" park and on the Francigena between San Gimignano and Siena. The property is located in an urban area, and there may be noise from cars during the day.

Top guest favorite
Barn in Rigoni
4.96 out of 5 average rating, 26 reviews

Il Fienile del Borgo – Monteriggioni

This delightful barn, beautifully renovated to combine modernity with Tuscan tradition, is located in the countryside near Monteriggioni, within easy reach of Siena, San Gimignano, and Colle val d'Elsa. The house is an oasis of peace and tranquility: it has a large private garden with a swimming pool for exclusive use, a barbecue for outdoor dinners under the porch; inside there is a large living room with an equipped kitchen, a double bedroom, a bathroom and a loft with two single beds and a double bed.

Top guest favorite
The living area features polished wooden floors and a cozy sofa. A painting is displayed above a brick fireplace, while a television is placed on a small cabinet. A staircase with a wooden handrail leads to the upper level, illuminated by soft wall lights.
Condo in Colle di Val d'Elsa
4.97 out of 5 average rating, 248 reviews

DorminColle - Tuscan-style apartment

Appartamento luminoso e spazioso, composto da confortevole camera matrimoniale con tv, condizionatore portatile, con al suo interno bagno completo di doccia e servizi igienici. Terzo posto letto situato in caratteristica area soppalcata con travi in legno dotato di letto. Ampia cucina dotata di lavastoviglie, macchina del caffè, microonde, erogatore acqua filtrata, Salone con tv e divano, sala da pranzo con vista sul Borgo Antico. Parcheggio gratuito a 150 mt visibile dell’appartamento.

Guest favorite
Villa in Monteriggioni
4.97 out of 5 average rating, 174 reviews

Villa dei 2 Ulivi (Abbadia Isola)

FULLY AIR CONDITIONED, modern 6BR/4BA VILLA on Via Francigena: an enchanted paradise for friends & families with kids (trampoline, basketball area, soccer & volley/beach tennis nets, fossball, table tennis) & w. pets (fenced garden). Located in the small village Abbadia Isola in the shadow of the medieval castle of Monteriggioni, right on the path the ancient road & pilgrim route running from France to Rome (via Francigena) A.k.A FAMILY GROUPS KIDS FRIENDS dream VILLA Siena 12mn (ABB)

Top guest favorite
A well-maintained garden area is visible, featuring lush green grass and small trees. The exterior of the building is constructed with light-colored bricks, while the sky above is partly cloudy, creating a calm atmosphere. Nearby, additional greenery and residential buildings can be seen.
Condo in Colle di Val d'Elsa
4.94 out of 5 average rating, 105 reviews

La Casina di Piano Colle di Val d'Elsa

In the heart of Tuscany between Siena, Florence, San Gimignano, you will find a welcoming place where you can rest, and share your itinerary with owners who, like you, love to travel. You will have an equipped kitchen with a living room, 2 bedrooms for a total of 4 beds, with the possibility of reaching 5. Bathroom with hairdryer, wifi, air conditioning, garden, luggage and bike storage, free parking. A few meters away are all the useful services, pharmacy, laundromat, refreshments.

Guest favorite
A rustic kitchen area is characterized by wooden cabinetry and terracotta tile flooring. A dining table with four wooden chairs is set under warm lighting. A traditional stone fireplace adds a cozy element, while a wall clock and various kitchen appliances are visible in the background.
Apartment in Colle di Val d'Elsa
4.95 out of 5 average rating, 22 reviews

Siena, House in the heart of Tuscany

Holiday home in the medieval village of Colle di Val d'Elsa, at 115 Via Gracco del Secco in Tuscan style on 2 floors, 3 bedrooms, 3 bathrooms, fireplace and wood-burning oven. Voucher from 5 euros per person per day for breakfast at Mario Barone bakery. Recently renovated and furnished with care and value. Wifi and air conditioning. Next to the Spa Hotel San Lorenzo. Ample nearby public parking. At 15 minutes from San Gimignano, 20 fm Volterra, 40 fm Florence, 25 fm Siena.

Top guest favorite
A modern kitchen and dining area features a wooden ceiling and a light wooden floor. A dining table with four chairs is positioned near a large window. A counter with kitchen appliances and storage is visible, alongside decorative plants that add a touch of greenery.
Home in Colle di Val d'Elsa
4.99 out of 5 average rating, 133 reviews

The House in the Alley – Colle di Val d'Elsa

Very central location, house completely renovated in 2023, cozy and quiet, equipped with every comfort. Independent entrance. Located 50 meters from Piazza Arnolfo di Cambio and 300 meters from the historic center (reachable on foot or by elevator), for those traveling by bus the stop is only 100 meters away. Strategic location for visiting Siena, Florence, San Gimignano, Volterra, Chianti Hills and for those who want to travel the Via Francigena or visit the Elsa River Park.

Guest favorite
A stone cottage is surrounded by manicured hedges and lush greenery, with trees providing shade. The structure features a tiled roof and multiple windows, offering a welcoming rural aesthetic. A gravel path guides visitors toward the entrance, enhancing accessibility and creating a serene environment.
Home in Colle di Val d'Elsa
4.91 out of 5 average rating, 23 reviews

The independent Cottage on the Tuscan hills

Relax with the whole family in this completely independent cottage, in the Tuscan countryside, overlooking the hills at the foot of the San Gimignano Towers up to the Apennine mountains. Thanks to its location, within an hour's drive you can reach Florence, Pisa and Lucca. in 15 minutes to San Gimignano and 20 minutes to Siena and Volterra. The Tyrrhenian coast is also easily accessible. The location is also ideal for those who love outdoor walks or bike excursions.

Top guest favorite
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
4.98 out of 5 average rating, 104 reviews

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.

Top guest favorite
Condo in Colle di Val d'Elsa
5.0 out of 5 average rating, 26 reviews

Florence & Siena • Terrace • Private Parking • A/C

Imagine waking up to sunlight filling the apartment and enjoying breakfast overlooking the Tuscan hills. Bright top-floor apartment with elevator, panoramic terrace and 180° open views, between Florence and Siena, in a quiet private area with no through traffic. Perfect for families, with parking, air conditioning, fast Wi-Fi, fully equipped kitchen and all the comforts to explore Tuscany’s villages, wineries, art cities and iconic landscapes.

Top guest favorite
The villa's exterior features a two-story structure with a yellow facade and numerous wooden window shutters. A manicured lawn surrounds the building, providing an open space for relaxation. A small terrace is visible, as well as a tower with a flag, enhancing the charming setting.
Villa in Monteriggioni
5.0 out of 5 average rating, 20 reviews

Tenuta Uzielli an elegant countryside villa

Located amidst olive groves and vineyards, just 7.5 km away from the enchanting thirteenth-century village of Monteriggioni, Villa Tenuta Uzielli, initially built in 1843, has recently undergone renovation. Tenuta Uzielli is the perfect place to relax and explore the Chianti region for a family and friends vacation. Monteriggioni, Siena, San Gimignano, Montalcino, and Florence are all easily accessible destinations by car.

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