Vacation rentals in Cusona

4.99 out of 5 average rating, 189 reviews

Garden House

"Casa del giardino" ...... a blooming oasis within the medieval walls.. The owners Mario and Donella would like to offer you a unique vacation in San Gimignano. You can enjoy the wonderful garden, an extraordinary oasis of peace and silence, in the city center, for the exclusive use of those who rent the apartment. Thus, reading a book, relaxing in the sun, sipping an excellent glass of Chianti or having breakfast surrounded by greenery and among the flowers of this garden will be a memorable experience!

4.99 out of 5 average rating, 175 reviews

A spacious lawn gently slopes up towards a beautifully restored two-level house, featuring warm yellow and red hues. Tall cypress trees line the property, complementing the lush greenery of the surrounding gardens. Soft clouds drift above, enhancing the serene countryside setting.

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.

4.95 out of 5 average rating, 223 reviews

Tuscan house: green, relax: amazing view!

This was my grandparents' house...., here, in one of the rooms my grandmother gave birth to my father. I don't want to offer you a renovated apartment for tourists but I want to invite you to "live" in our house, surrounded by nature and to breathe that authentic atmosphere. You will find a house only partially renovated, but left authentic in many details. The ideal place to spend a holiday in close contact with nature and traditions. You will be welcome!

4.93 out of 5 average rating, 118 reviews

A scenic view of rolling hills and lush greenery is visible from a window. Terracotta roofs and a winding path can be seen below, enhancing the historic charm of the medieval surroundings.

Condo in San Gimignano

Luxury Medieval Tower - Penthouse

Step into the past... San Gimignano Luxury Medieval Tower is right in the heart of the UNESCO town. You will be caught by the sight of San Gimignano's beautiful landscapes and at the same time you will be able to enjoy the luxury amenities of in-town living: walk downstairs to the cafes, bread shop, butcher, restaurants and local shops. Hear the church bells directly from your windows. Walking distance to all of San Gimignano main attractions.

4.91 out of 5 average rating, 323 reviews

Apartment in Gavignano

Poggio Massiccioli

Accogliente appartamento per 4 persone arredato in stile toscano e con travi a vista immerso tra le dolci colline della campagna toscana. A disposizione degli ospiti giardino attrezzato,wi-fi gratuita,piscina condivisa attrezzata,forno a legna e barbecue,lavatrice. L'appartamento è stato ricavato da una graziosa casa colonica in pietra del 1800 recentemente ristrutturata secondo la tradizione toscana e suddivisa in tre comodi appartamenti.

Superhost

A serene natural setting features a calm body of water surrounded by lush greenery. Gentle slopes lead to the water's edge, reflecting the vibrant colors of the surrounding trees. The clear water invites a sense of tranquility.

Apartment in Poggibonsi

4.69 out of 5 average rating, 222 reviews

Apartment in Poggibonsi direction San Gimignano

Apartment on the first floor in the center, in an old building. , Double bed and Spacious double sofa bed (190x160) , Free parking starting from 100 m , Discount (Coop 250 meters, Lidl 750 meters, Penny 1.9 km) , easily reachable from the station (train-bus). Nearby locations: , San Gimignano (11 km by bus 15 minutes) , Siena (30 km by bus / train 30 minutes) , Volterra (35 km) , Florence (44 km by bus / train 50 minutes)

Superhost

Home in Poggibonsi

4.89 out of 5 average rating, 254 reviews

Tuscan Counrtry Detached House. Wi-Fi Free

Update: Air conditioning starting June 1st, 2025. Enjoy the summer with a cool breeze! Do you want to spend your holiday in a typical Tuscan barn? This is your place! Charming renovated barn for families / groups. Located in the heart of the Tuscan countryside at 2km from Poggibonsi. Ideal for a relaxing holiday and in a great location for visiting San Gimignano (13km), Siena (25km), Florence (35km).

4.91 out of 5 average rating, 105 reviews

A modern kitchen and dining area features light wooden cabinetry and a glass-top table surrounded by white chairs. A small potted plant sits at the center of the table. Artwork is displayed on the walls, adding character to the room.

Apartment in Poggibonsi

Cozy apartment in the central area

VERY COMFORTABLE APARTMENT consisting of two bedrooms, bathroom and living room-kitchen with bright view on large terrace, located near the Siena Eye Laser clinic, downtown and main transport services, in fact it is about 600 meters from the train station and about 50 meters from the bus stop. Free parking is available for those traveling by car. Smoking is not allowed inside the apartment.

5 out of 5 average rating, 116 reviews

An outdoor seating area features a wicker sofa adorned with plush pillows and a striped blanket. A wooden tray with a pitcher, glasses, and plates rests on the table, surrounded by lush greenery and potted plants, creating a serene space for relaxation.

Apartment in Poggibonsi

Villa Mocarello "IL LECCIO"

This romantic apartment is located on the second floor of a 19th century Leopoldinian Villa. The independent entrance can be reached walking through the lush garden surrounding the house. The Villa is located in a strategic position in the middle of Tuscany, close to Florence, Siena and San Gimignano. the bus station is about ten minutes on foot, the train station about fifteen minutes,

Home in Tavarnelle Val di Pesa

A serene pool is framed by a textured perimeter, set amidst a landscaped garden. Lush greenery and flowering plants line the area, while comfortable lounge chairs provide a space for relaxation under a bright blue sky with scattered clouds.

4.92 out of 5 average rating, 149 reviews

Nada Home

My house is immersed in the Tuscan countryside among olive trees and vineyards in the heart of Chianti, wonderful views, relaxation, I offer cooking schools and exclusive dinners, my garden can be the perfect setting for a wonderful candlelit dinner prepared exclusively for my guests 🤗

Home in Barberino Val d'Elsa

4.96 out of 5 average rating, 129 reviews

La Colombaia Farmhouse

The apartment has its own entrance , large living room with well equipped kitchen , 3 bedrooms and 2 bathrooms. It has a private garden with BBQ and gazebo , which offers a beautiful view of Vico d' Elsa , San Gimignano and the sunset. Swimming pool from 23/04 to 31/10.

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Popular amenities for Cusona vacation rentals

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Other great vacation rentals in Cusona

4.98 out of 5 average rating, 439 reviews

Home in Panzano

Old Farmhouse near Panzano Castle Abbacìo

MarthaRating, 5 stars2 days ago

Our stay was exceptional in every way! This is the best spot in the best location in Tuscany! Nicoletta and Stefano are excellent hosts and are always available and responsive. The house is spacious and beautifully appointed with everything you could possibly need. The house is decorated so beautifully and the grounds are covered in flowers. The incredible view and easy access to the lovely village make this a must see. We cannot wait to come back!

5 out of 5 average rating, 60 reviews

Aerial view of lush, rolling hills in the Tuscan countryside, featuring an olive grove and dense greenery. A winding road is visible, leading to a rustic building nestled among the trees. The landscape is expansive, showcasing a mix of cultivated fields and natural vegetation.

Villa in Pistoia

Church of the Vaioni

Samantha NRating, 5 stars2 weeks ago

We had a fantastic time staying here! I’ve been recommending it to everyone! Also, Pistoia is an amazing place to visit so all around amazing!

4.95 out of 5 average rating, 130 reviews

A seasonal swimming pool is bordered by paved areas and features several sun loungers positioned under shade. Lush greenery surrounds the pool, complemented by terraces and garden spaces leading to the stone building, which showcases a light-colored façade and attractive outdoor seating.

Condo in San Gimignano

Adalberto Apartment inside the Manor of Fulignano

KevinRating, 5 stars3 weeks ago

A beautiful apartment with stunning views. Easy access to many beautiful places to visit such as San Gimignano, Florence and Sienna. The apartment was clean and comfortable with amenities as listed. The views from the communal terrace were stunning and there was plenty of space to sit without being on top of other guests. We would highly recommend.

A private pool is surrounded by lush green grass and flowering plants. Bright turquoise water glimmers in the sunlight, with the pool's tiled border providing a distinct outline. The setting is tranquil, ideal for relaxation amidst the natural landscape.

4.97 out of 5 average rating, 39 reviews

Stone house, private pool and garden, parking

MarceloRating, 5 stars2 days ago

This house is the perfect place for two families traveling together. It’s incredibly cozy, thoughtfully designed, and fully equipped with amenities that let you truly enjoy the beauty of the Tuscan countryside. From the moment we arrived, we felt at home. The hosts went above and beyond — welcoming us with fresh fruit, traditional sweets, bottled water, coffee, milk, and a selection of Tuscan wines, which we truly appreciated. They also provided high-quality Italian hygiene products, which added a thoughtful and luxurious touch to our stay. One of the highlights for us was the host’s responsiveness. Communication was always fast, helpful, and friendly — a detail that made a big difference. We didn’t get a chance to use the private pool due to our tight schedule, but the property still gave us a real sense of independence, comfort, and safety. I 100% recommend this property. It’s a peaceful, beautiful place — perfect for relaxing, connecting with nature, and creating memories

Apartment in San Gimignano

4.97 out of 5 average rating, 220 reviews

Casa Irene

DanielRating, 5 stars1 week ago

Clara was responsive and helpful. She was there to meet us and help us with parking and walked us through the entire house. She was wonderful. The space was perfect with a wonderful patio. Totally would recommend.

4.9 out of 5 average rating, 39 reviews

An outdoor area features a shaded seating arrangement with black chairs and a glass table. A large umbrella provides shade, while a well-kept garden area with potted plants is visible. In the background, a rustic structure serves as an outdoor cooking area.

Condo in Poggibonsi

Roman(tic) Panoramic

DagmarRating, 5 stars3 days ago

Marzia and Leonardo were very friendly and sweet hosts. We certainly felt welcome in the apartment. The space was larger than we expected and in the garden you have a nice view.

Farm stay in Greve in Chianti

An aerial view reveals a charming rustic building with a terracotta roof amidst lush greenery. A rectangular pool is visible, surrounded by neatly trimmed grass and lounge chairs, inviting relaxation in the serene Chianti landscape.

4.98 out of 5 average rating, 58 reviews

Casa Giulia di Sopra Farmhouse

DarioRating, 5 stars2 weeks ago

What a great winery! The location is really unique, the accommodation is in the middle of the vineyard and very quiet. Alessandro our host was very nice, gave us a warm welcome and took a lot of time to show us everything (including the wines). We were also very happy with the accommodation, which was beautifully furnished and had everything we needed.

A charming terrace area is showcased, featuring a small round table paired with two white metal chairs. Greenery is seen in wall-mounted planters, and a bottle of wine is positioned on the table alongside a plate, inviting a relaxed outdoor experience.