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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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Top 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 in Simignano
4.92 out of 5 average rating, 228 reviews

Casa al Gianni - Oak

Hi, we’re Cristina and Carmelo! We look forward to welcoming you to ‘Casa al Gianni’, our farm stay in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: just the scent of the earth, the song of the birds and the companionship of our animals. It’s 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 haven of peace will stay with you in your heart. We look forward to welcoming you!

Top Guest favourite
Holiday home in Porto Ercole
4.98 out of 5 average rating, 83 reviews

House on the harbor - Il Partito

In the heart of Porto Ercole, on the first floor of a historic building on the waterfront, this holiday home of approximately 70 square metres – fully renovated in 2026 – offers all the charm of the Argentario coast: a balcony overlooking the harbour with a picturesque view of the sea and the moored boats, a private garden for relaxing outdoors, and a central location just a short walk from bars, restaurants and shops. As the owner of the IDROBOAT dinghy rental, I will be happy to suggest the most beautiful beaches.

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 in Sovicille
4.96 out of 5 average rating, 104 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
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 in Campiglia Marittima
4.94 out of 5 average rating, 16 reviews

In the countryside near the sea

Rilassati qui con la famiglia. La nostra posizione collinare ti consente di trascorrere le vacanze nella pace della campagna e raggiungere spiagge e paesini molto caratteristici in pochi minuti. Il nostro appartamento ospita un massimo di cinque persone e si compone di grande camera che accoglie un letto matrimoniale ed un singolo, un salotto con divano letto matrimoniale, una cucina molto spaziosa e bagno con vasca. Lo spazio esterno è esclusivo ed attrezzato per godervi le vostre vacanze.

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
4.94 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

Guest favourite
A private wooden terrace features a round table set with blue tableware. Two blue chairs are positioned around the table, while a hammock and large white woven lampshades hang above. Lush greenery and a set of stairs are visible in the background.
Holiday home in Marciana
4.92 out of 5 average rating, 87 reviews

Paolina Studio 2, 100 meters from the sea

Bright studio apartment for two/three people (about 25 sqm), with large window overlooking the green of the Mediterranean scrub. Simple, renovated in 2022, equipped with Wi-Fi, air conditioning/heat pump, mosquito nets, private parking space. Particularly suitable for those who want to experience the sea without having to use a car. Within walking distance: Redinoce Beach equipped in 3 minutes, Paolina beach in front of the islet of the same name 10 minutes. August weekly rentals only

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 in Scarlino
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 in Capoliveri
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.

Top Guest favourite
A spacious balcony offers views of rolling hills and lush greenery under a clear sky. A table is set with a bottle of wine and a glass, while potted plants add a touch of nature to the setting.
Holiday home in Montiano
4.95 out of 5 average rating, 20 reviews

Nectar and Ambrosia

Located in the ancient village of Montiano, the apartment enjoys a charming and exclusive view of the Maremma with the rolling hills of Mediterranean scrub and the Morellino di Scansano vineyards. Thanks to its strategic location, you can get to tourist spots such as the Uccellina Park, Talamone, and Argentario in a few minutes. Moving away from the coast, you can visit villages such as Pitigliano, Sorano, Sovana and the famous Thermal Baths of Saturnia.

Top Guest favourite
Aerial view of a rustic stone farmhouse surrounded by lush greenery and tall trees. A serene pool is visible in the foreground, complemented by a spacious garden. The property features multiple buildings and a sweeping landscape typical of the Tuscan countryside.
Holiday home in Sassetta
5 out of 5 average rating, 78 reviews

PODERE "LO STOLLO" (Stollo 2) 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 in Casole d'Elsa (SI)
4.91 out of 5 average rating, 223 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 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 in Marciana
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.

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