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Holiday home rentals in Tuscan Archipelago

Find and book unique holiday home rentals on Airbnb

Top-rated holiday home rentals in Tuscan Archipelago

Guests agree: these holiday home rentals are highly rated for location, cleanliness and more.

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Guest favourite
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
4.92 out of 5 average rating, 228 reviews

Casa al Gianni - Oak

Hello, we’re Cristina and Carmelo! We look forward to welcoming you to ‘Casa al Gianni’, our farmhouse in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: there is only the scent of the earth, the song of the birds, and the companionship of our animals. It is an invitation to rediscover the beauty of the little things, surrounded by the greenery of the most authentic Tuscany. It’s not just a holiday; it’s a return to our roots. This peaceful haven will stay with you forever. We look forward to welcoming you!

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, 103 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.

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
4.94 out of 5 average rating, 110 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

Superhost
Holiday home
5 out of 5 average rating, 3 reviews

Alloro country house ideal for family, Tuscany

Podere Monna is an ancient Tuscan farmhouse sitting in an unspoilt valley in the Massa Marittima Forests less than an hour away from Siena and Pisa, the perfect base for a truly relaxing holiday. Alloro is ideal for a family with two children. The house has 1 double bedroom, 1 twin bedroom, 1 full bathroom with shower, fully fitted kitchen and a bright and airy veranda right outside the front door. A 15x8 mt swimming shared pool, a large open air BBQ area and a playground for children.

Guest favourite
An open window frames a scenic view of rolling hills and lush greenery. White wooden shutters complement the floral-patterned curtains, adding a touch of charm while natural light floods the interior.
Holiday home
5 out of 5 average rating, 15 reviews

In the countryside near the sea

Relax here with your family. Our hillside location allows you to spend your holidays in the peace of the countryside and reach beaches and very characteristic villages in just a few minutes. Our apartment can accommodate a maximum of five people and consists of a large bedroom with a double bed and a single bed, a living room with a double sofa bed, a very spacious kitchen and a bathroom with a bathtub. The outdoor space is private and equipped for you to enjoy your holiday.

Guest favourite
A contemporary suite is presented with a sleek exterior design, featuring large windows and a shaded terrace. A private hot tub is positioned on a stepped platform, surrounded by greenery. A shaded seating area with an umbrella is visible, along with outdoor lounging options.
Holiday home
5 out of 5 average rating, 16 reviews

Glamping Green Sensations "Suite Diamond"

Benvenuti nella "Suite Diamond" del nostro Glamping 'Green Sensations'. Questo trilocale di 50mq offre comfort lussuosi, due bagni privati e due camere matrimoniali accoglienti, con un divano letto comodamente usufruibile da una persona. Potrete rilassarvi nella vasca idromassaggio esterna e godere della bellezza naturale che ci circonda, con vista sulla natura Toscana. Questa suite è dotata di tavolo in giardino con lettini prendisole, ombrellone e tavolo da Ping-Pong.

Top guest favourite
A charming entrance pathway leads to the villa, framed by potted plants and a striking blue bench. White walls contrast with terracotta tiles and stone steps, creating a welcoming atmosphere. A sunlit view of the surrounding olive trees and hills is visible in the background.
Holiday home
4.99 out of 5 average rating, 72 reviews

Villa Orlandi Apartment Pianosa

Relax in a villa in pure Mediterranean style located in an ancient olive grove on the gentle hill overlooking the most beautiful gulf of the island of Elba. Villa Orlandi offers a unique panoramic position, where you can admire the Gulf of Lacona, the Gulf Stella, the characteristic village of Capoliveri with its promontory and the island of Montecristo. A quiet and secluded place, ideal for a relaxing vacation, with all the comforts, and not far from the beach.

Guest favourite
A spacious outdoor terrace features a large wooden dining table surrounded by comfortable chairs. Wooden beams support the ceiling, and olive trees are visible in the lush garden beyond. Soft natural light illuminates the area, creating an inviting space for gatherings.
Holiday home
4.94 out of 5 average rating, 36 reviews

"Lo Stollo" Farm (Stollo 1) - Sassetta - Tuscany

Vacation Home - Sassetta. "Lo Stollo" is a Tuscan-style stone farm, located in a hilly area just 15 km from the sea. The property consists of three independent apartments, each with a separate entrance: Stollo 1 – Ground floor, sleeps up to 6, ideal for families or groups of friends. Stollo 2 – First floor, sleeps 2/4, perfect for couples or small families. Stollo 3 – Independent house, sleeps 2, surrounded by greenery and perfect for a quiet holiday.

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
4.91 out of 5 average rating, 222 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
The kitchen features modern cabinetry with a neutral color palette. A central island with seating for three is positioned in the middle. Full appliances, including a refrigerator, are visible, along with a sink and countertop space. Two windows allow natural light to enter, offering views of the external environment.
Holiday home
4.96 out of 5 average rating, 28 reviews

Zenobito Apartment

Delightful studio apartment in the picturesque village of Capraia Island. Recently renovated with excellent materials. Bed linens and towels included. 4 induction burners, dishwasher, air conditioning and Wi-Fi. The apartment is near the Castle, a few hundred meters from the Port, reachable on foot or by shuttle bus. In the immediate vicinity are bars, a grocery store and restaurants. For a possible fourth bed, contact the management.

Guest favourite
A private terrace features lounge chairs positioned to capture sweeping views of the open sea. The tranquil blue waters stretch towards the horizon, bordered by lush greenery. The stone wall encloses the terrace, providing a serene space to relax and enjoy the natural surroundings.
Holiday home
4.94 out of 5 average rating, 62 reviews

"la Ginestra"

Lovely and cozy two-room apartment suitable for two/three people, carefully furnished. The private terrace is large and furnished overlooking the sea and the orchard/vineyard, in front there are no houses, the silence is perfect for resting and enjoying beautiful nature. The house has no nearby roads. Equipped with air conditioning. Private parking. Suitable for welcoming furry friends, the terrace is enclosed.

Superhost
A two-story countryside house is surrounded by greenery, featuring green shutters and a covered patio. An infinity pool stretches in the foreground, reflecting the clear blue sky. Sun loungers are positioned nearby, creating inviting outdoor relaxation spaces.
Holiday home
4.89 out of 5 average rating, 61 reviews

I 9 Cipressi – Tuscan Retreat with Pool & View

A peaceful Tuscan retreat with an infinity pool, surrounded by olive trees and offering beautiful countryside views with glimpses of the sea, perfect for outdoor dining with a garden barbecue. This peaceful retreat offers space, nature and authentic Italian charm just a short drive from the coast.Ideal for guests seeking a quiet and authentic Tuscan experience, away from busy tourist areas.

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