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Holiday Homes in Tuscan Archipelago

Find and book unique holiday homes on Airbnb

Top-rated Holiday Homes in Tuscan Archipelago

Guests agree: These holiday homes are highly rated for location, cleanliness and more.

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Guest favourite
An aerial view captures the serene layout of the estate, surrounded by lush greenery and rolling hills. The inviting pool is situated centrally, accompanied by sun loungers. Stone buildings harmonize with the natural landscape, reflecting the tranquil beauty of the Montagnola Senese.
Holiday home in Sovicille
4.97 out of 5 average rating, 150 reviews

Podere La Castellina - No. 1 COTTAGE

Independent stone and brick cottage inside the "Podere la Castellina" (former 13th century convent), in the magnificent natural park of Montagnola Senese. The cottage can comfortably accommodate 5 people and includes: - large living room with TV and fireplace - kitchen with oven - master bedroom - bedroom with three single beds - bathroom with shower Guests have access to a panoramic swimming pool, solarium and terrace with breathtaking views, equipped with a wood-burning oven and barbecue.

Guest favourite
The living and dining area features exposed stone walls and wooden beams, enhancing the rustic charm. A spacious sofa sits adjacent to a wooden dining table, surrounded by four chairs. Natural light filters in through a window, illuminating the tiled flooring.
Holiday home in Massa Marittima
4.93 out of 5 average rating, 106 reviews

Design apartment in Massa Marittima, "slow city"

A great 65 m2 - 2 bedroom Apartment, entirely renovated in freestone and exposed beams, with design touch. In the upper, medieval part of Massa Marittima, Siena in miniature, with a superb Romanesque cathedral. Central but quiet area. Many restaurants and oeno-gastronomic specialties. Magnificent freshwater lake, Lago dell'Accesa, 10 minutes by car. Sea at 20 minutes. Siena at 1:15 a.m. Massa, "Citta slow", offers many other activities: museums, wine cellars, horse riding, Bike Park, MTB

Guest favourite
A spacious kitchenette and dining area is presented, featuring wooden cabinets and a gas stove. A wooden table with four chairs occupies the center, while a green sofa sits against the wall. Natural light filters through a nearby window, illuminating the terracotta floor.
Holiday home in Roccastrada
5 out of 5 average rating, 26 reviews

Apartment in a wine estate in Tuscany

Welcome to our 18th century villa in Sticciano, nestled between Florence and Rome, in the Tuscan Maremma! The beautiful villa has been trasformed into a wine estate hostelry, offering ten apartments for an unforgettable stay. Expect to see rolling hills, vineyards, and expansive green landscapes. A traditional Tuscan dinner is served twice a week, and our delicious breakfast is available every morning on request. Enjoy the pool or a wine experience visiting our vineyards and cellars!

Guest favourite
A spacious garden area is highlighted by lush green grass and vibrant purple flowering plants. The rustic building features colorful windows and a stone fireplace, set against a backdrop of trees and hills under a bright blue sky.
Holiday home in Castagneto Carducci
4.95 out of 5 average rating, 21 reviews

La Casa Toscana - Apt Castello, 6 km from the Sea

APPARTAMENTO CASTELLO is located in a beautifully restored 18th-century Tuscan country house, 6 km from the sea, on the famous Wine Road between Castagneto Carducci and Bolgheri. The beautiful garden is perfect for relaxing and reconnecting with nature. The location is ideal for a holiday: sandy beaches a few minute drive away, scenic cypress-lined cycling routes, tiny villages nestled between the sea and the hills. Everything is close by, even though you're surrounded by countryside!

Guest favourite
A rustic stone building features a charming entrance adorned with blooming flowers and lush greenery. The structure showcases traditional architecture with arched doorways and a tiled roof, set against a clear blue sky and surrounded by serene natural beauty.
Holiday home in Casole d'Elsa (SI)
4.91 out of 5 average rating, 218 reviews

Charming farmhouse with garden, views & pool

Agriturismo Timignano is a beautiful farmhouse surrounded by stunning unspoilt countryside. The stone farmhouse has been restored over the years to create 3 totally separate apartments, each with independent entrance , private terraces and garden space. The farm is surrounded by unspoilt countryside with spectacular views and magnificent sunsets. It is a calm, relaxed place, an idyllic retreat away from the crowds ideal for couples.

Guest favourite
A modern villa is showcased, featuring large glass windows and a spacious terrace. A swimming pool extends from the building, reflecting the surrounding greenery. Outdoor seating is arranged near the pool, providing an area for relaxation and enjoyment of the natural setting.
Holiday home in Morcone
5 out of 5 average rating, 5 reviews

Private villa with pool - Moddissi Charme

Luxurious villa with pool, surrounded by greenery just minutes from Morcone beach. Comfortable sleeping area offers 3 double bedrooms and one with single beds, each equipped with a full private bathroom, TV and air conditioning. In the living area there is a large equipped kitchen, dining table with relaxation area and smart TV; from here access to the outdoor terrace ideal for enjoying a great aperitif at sunset. Parking lot

Top Guest favourite
A private outdoor space is highlighted by a stone wall adorned with vibrant flowering plants. A black bowl rests on a ledge, adding a functional element to the garden area. Natural greenery complements the colorful blooms, creating a serene environment.
Holiday home in Porto Azzurro
4.88 out of 5 average rating, 121 reviews

Relax in Porto Azzurro - Nice studio

Big studio in Porto Azzurro, very close to the village center and to the beaches (10 minutes on foot). It's perfect for a couple or for a family with children. There are two sofa beds and a small outside with a table with chairs, a barbeque and an area for children. You'll also have a private parking area for a car. Very close to the studio, 5/10 minutes on foot, there a pharmacy, an ATM, and a couple of supermarkets

Guest favourite
A well-equipped kitchen area features modern appliances and ample cabinetry. A dining table set for four is positioned near a large window that opens to scenic views. Light-colored walls and natural stone flooring create a bright and inviting space.
Holiday home in Pianella
4.89 out of 5 average rating, 178 reviews

AM Apartment

The apartment is 10 km from the center of Siena in a very relaxing and quiet place in Chianti where you can enjoy a beautiful view, take long walks on foot and by bike or taste good wine in local companies. The house includes two bedrooms, two bathrooms, a living room with fireplace, sofa and smart TV and a large equipped kitchen. In addition, there are sheets, towels, hairdryer and free wifi

Guest favourite
A spacious exterior view of a single-story house is captured, featuring a traditional tile roof and wooden beams. Adjacent to the house, well-maintained greenery and potted plants create a welcoming atmosphere. A small fence encloses the garden area, enhancing the connection to nature.
Holiday home in Alberese
4.83 out of 5 average rating, 103 reviews

RELAX in the heart of Maremma Agr. Val de'Correnti

The apartment is located within the Maremma Regional Park, sea. You will love my place for these reasons: the great location in the heart of the Maremma, the atmosphere, the outdoor spaces. My place is good for couples, solo adventurers, and families (with kids). The name of the farmhouse is Val dei Correnti and is located 800 meters from the town of Alberese, on the Provincial Road 59.

Superhost
A charming rustic farmhouse is set against a dramatic sky, framed by lush green trees. The exterior features warm-toned walls and a tiled roof, while a spacious yard includes seating arrangements for outdoor relaxation, inviting guests to enjoy the serene countryside.
Holiday home in Simignano
4.92 out of 5 average rating, 210 reviews

Casa al Gianni - Quercia

Hi, we're Cristina & Carmelo! We invite you to live an authentic experience in our farmhouse “Casa al Gianni” located 20 minutes from Siena. Our hallmark is simple life in close contact with nature and the animals of our farm. Immersed in the woods and the beautiful Tuscan countryside, you will spend an unforgettable vacation. This slice of paradise will remain in your heart!

Guest favourite
The image shows a coastal view from the apartment's terrace, featuring terracotta-tiled roofs and a glimpse of the blue sea. The landscape includes a nearby hill and distant coastline under a clear sky, providing a serene backdrop.
Holiday home in Capraia Isola
4.93 out of 5 average rating, 112 reviews

Elegant house - Spectacular views !

Beautiful luminous apartment with wonderful views in three directions. Centrally located in a small quiet square, a two minute walk from the main square. Newly restored in a historical building, antique furnishings, the apartment is circa 70 sq. meters, with 2 bedrooms and a queen size matrimonial couch bed in the living room

Guest favourite
A bright bedroom features a spacious bed with light linens and a decorative throw. Natural light enters through open double windows, revealing a private terrace. A television and a small desk with a chair are present, while two bedside tables with lamps offer soft lighting.
Holiday home in Monteroni d'Arbia
4.92 out of 5 average rating, 86 reviews

White lily with a view of Siena

Caggiolo is a completely renovated farm consisting of several apartments, with a panoramic view of Siena. Located 1 km from Ville di Corsano, just 14 km from the city. An ideal place to spend days in total relaxation and enjoy the wonders that this area offers (Chianti, Val d'Orcia, Crete Senesi etc).

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