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Holiday rentals in Monteguidi

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Top-rated holiday rentals in Monteguidi

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Top guest favourite
The spacious room features a high wooden ceiling with exposed beams. A large double bed is adorned with a decorative quilt. Two red armchairs sit beside a wooden table, while a small nightstand with a lamp is positioned near the bed, creating a cozy ambiance.
Flat
5 out of 5 average rating, 36 reviews

"Anna" holiday home - the POET for 2-3 people

"the POET" is located inside a house from 1400, in the medieval village of Casole d 'Elsa (Siena). It is close to Siena, Florence, San Gimignano, Volterra, and the Chianti area. Suitable for those who love the countryside, but want to enjoy the benefits offered by a country with all services: Shops, Restaurants, Bar, Inbox, Bank, Pharmacy, Church, Museum and Uff. Tourist. Live the summer experience of a country that comes alive with parties, markets, music and the tradition of the Palio (2nd Sunday of July)

Top guest favourite
A charming pathway leads to the entrance of the house, surrounded by lush greenery. Flower pots are positioned along the stone walkway, with a seating area visible to the side, inviting guests to enjoy the serene landscape of rolling hills in the background.
Home
4.98 out of 5 average rating, 199 reviews

Love in Chianti

Welcome to the delightful cottage of Riccardo and Pauline, a small corner of love where colors and details are designed to give peace and quiet. You will find yourself immersed in the green Tuscan hills, in a breathtaking landscape where the renowned Chianti Classico wine is born. The area is ideal for walking and cycling. You will be close to the cities of art, such as Florence, Siena and Arezzo. Upon request and according to availability, we offer a paid shuttle service. We look forward to seeing you ❤️

Guest favourite
The image displays a two-story living area featuring rustic stone walls and wooden beams overhead. A dining table is positioned near a large window, while stairs lead to an upper level with a sleeping area visible. Light floods the space, creating a warm ambiance.
Home
4.9 out of 5 average rating, 209 reviews

THE BREATHE.Molino di Canonica. Original Apartment

Charm, romance and nature await you in the church of the Canonica del Molino di Valiano. This is a 15th-century church that was deconsecrated and subsequently renovated by the hand of a famous Sienese architect. The church, now used as a unique residence, is spread over two floors: on the ground floor is the entrance with a living area and kitchen, while on the upper floor the bedroom and bathroom are housed in the rock. In the pantry you will find oil, pasta, tea, cereals, herbal teas, coffee, etc.

Top guest favourite
An aerial view of a rustic complex surrounded by lush greenery. A swimming pool is visible at the center, accompanied by sun loungers. The surrounding landscape features rolling hills and fields, creating a serene atmosphere.
Holiday home
4.96 out of 5 average rating, 97 reviews

Podere La Castellina - No. 4 FICO

Appartamento in pietre e mattoni all'interno del "Podere la Castellina" (ex convento 13° secolo), nel magnifico parco naturale della Montagnola Senese. L'appartamento situato al primo piano può ospitare comodamente 4 persone (2+2 bambini) e comprende: - ampio soggiorno con tv, divano e 2 letti singoli - cucina abitabile con forno - camera matrimoniale - bagno con doccia A disposizione degli ospiti piscina panoramica, solarium e terrazza con vista mozzafiato, dotata di forno a legna e barbecue.

Top guest favourite
A panoramic view showcases a 17th-century farmhouse surrounded by lush greenery and sprawling fields. An infinity pool is visible in the foreground, complemented by sun loungers and shaded areas. The bright blue sky is adorned with fluffy white clouds, enhancing the serene atmosphere.
Villa
5 out of 5 average rating, 27 reviews

Luxury Villa + Annex with Jacuzzi + Pool, Chef

Exclusive stay in restored 17th-century Casale + luxury Dépendence with A/C and whirlpool tub. 24-hour assistance, personalized services on request: private chef for Tuscan, Italian, international, vegan, pizza menus, Michelin-starred chef, sommelier, grocery delivery, massages, cooking, yoga, handpan sessions. Outdoors: 5,000m² garden, infinity pool, 360° views, wood-fired oven, BBQ, patio, hammock, private parking, EV charging station. Indoors: 6 bedrooms, 3 equipped kitchens, laundry room.

Guest favourite
A spacious bedroom features a black metal bed frame with a red and beige patterned bedspread. An antique wardrobe made of dark wood stands against an orange-hued wall. A bedside table and decorative rug add warmth to the space, with natural light illuminating the room.
Flat
4.91 out of 5 average rating, 163 reviews

Casa Mosaico

Nice portion of a larger apartment. Independent entrance, large bedroom and bathroom, complete privacy and autonomy for the guest. This mini apartment is in a very quiet and peaceful area, but within walking distance of museums, craft shops and restaurants. Lovely portion of a larger apartment in a historic building. Private entrance, large bedroom and bathroom, in a very peaceful area of the city, a five-minute walk to the center of town, museums, restaurants and artisan shops

Top guest favourite
A bright bedroom features a spacious bed with crisp white linens and a decorative pillow. A vivid landscape painting hangs above, while a window with wooden frames reveals a scenic view of the Tuscan hills, complemented by soft natural light filtering through sheer curtains.
Holiday home
4.98 out of 5 average rating, 144 reviews

Breathe in Tuscany: 180° view of the hills

Please note that the second bedroom is divided from the hallway by a curtain and not by a door. Experience San Gimignano with a splendid view of the Tuscan hills! In the heart of San Gimignano, experience the city with a separate entrance, second floor and breathtaking views of the Tuscan hills. Private parking is available upon request. Entrance, living room, 2 double bedrooms, kitchen and large bathroom. city tax to be added to the price, €2.50 per person per night.

Top guest favourite
Two individuals are seated in comfortable chairs on a wooden deck, enjoying a serene moment as the sun sets. A bottle of wine and two glasses are placed on a small table nearby, surrounded by lush greenery and vibrant flowers.
Home
4.99 out of 5 average rating, 70 reviews

Relaxation and comfort in the hills of Florence

Apartment in a typical Tuscan stone farmhouse: measuring 160 square meters, it is finished with typical Tuscan materials, pietra serena and terracotta. It consists of a large living room at the entrance, dining room, kitchen, 2 bathrooms, storage room, 3 bedrooms, and a study area. Arranged in an east-west position thanks to a large terrace, a patio and a large private garden, it allows you to enjoy the sunrise for your breakfast and the sunset for a pleasant aperitif.

Top guest favourite
The image showcases a refreshing pool surrounded by lounge chairs and umbrellas, enhancing the outdoor relaxation area. The pool is framed by lush greenery and a stone wall, with the charming rustic house visible in the background under a clear blue sky.
Home
5 out of 5 average rating, 122 reviews

Infinity pool in Chianti area

On the Chianti hills, portion of an old stone farmhouse from the 1800s, located in S. Filippo, a small hamlet of Barberino Tavarnelle, halfway between Florence and Siena, a 30-minute drive from Florence airport, 1 hour from Pisa airport. Three bedrooms, two bathrooms, large living room with fireplace, eat-in kitchen and dining room. Magnificent view of the hills from every window! Beautiful infinity pool with whirlpool area, unheated and open from April to October.

Top guest favourite
Home
5 out of 5 average rating, 53 reviews

Live the Authentic Experience in Our Tuscany House

An incredible experience between flavor, nature and relax in the heart of Chianti. Situated between Barberino Tavarnelle, San Gimignano, Greve in Chianti, and Florence, Belvedere 27/A overlooks the Santa Maria Novella Castle, amidst olive groves and vineyards with an amazing view. A countryside Tuscan home, surrounded by greenery, and olive's fields, equipped with every comfort. Reconnect in this serene, one-of-a-kind stay, with a cozy and peaceful holiday.

Guest favourite
A modern eco-house is nestled among vibrant wildflowers and lush greenery. The exterior features a wooden façade with a sloped roof, surrounded by colorful blooms in shades of purple and yellow, set against a backdrop of blue sky and fluffy white clouds.
Cottage
4.86 out of 5 average rating, 147 reviews

Peaceful modern eco house in the Tuscan hills

A thoughtfully designed low impact house in a rural setting, away from the crowds between Florence and Siena. This is an annex building on a family run olive farm surrounded by unspoilt Tuscan countryside. Plenty of shaded outdoor space, barbecue, stunning views, fantastic sunsets and big night skies. We are an official agriturismo, there are two other independent apartments on the olive farm that share the pool and private parking.

Guest favourite
Farm stay
4.95 out of 5 average rating, 128 reviews

Agriturismo La Villa - Il Ciliegio, Pool & Garden.

We are pleased to welcome you to our Cherry Tree House, the last newly renovated jewel of the Agriturismo La Villa. Located on second floor, built among the rocks of the typical Senese countryside, our new home will be ready to lull you into all kinds of comforts: free wifi, swimming pool, barbecue area, air conditioning, smart TV. private parking, wood and garden, just 40 steps away, overlooking our lavender and olive grove.

Popular amenities for Monteguidi holiday rentals

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