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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
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
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 - N°1 COTTAGE

Cottage indipendente in pietre e mattoni all'interno del "Podere la Castellina" (ex convento 13° secolo), nel magnifico parco naturale della Montagnola Senese. Il cottage può ospitare comodamente 5 persone e comprende: - ampio soggiorno con tv e camino - cucina abitabile con forno - camera matrimoniale - camera con tre letti singoli - bagno con doccia A disposizione degli ospiti piscina panoramica, solarium e terrazza con vista mozzafiato, dotata di forno a legna e barbecue.

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

Villa privata con piscina - Moddissi Charme

Lussuosa villa con piscina, circondata dal verde a soli pochi minuti dalla spiaggia di Morcone. Zona notte confortevole offre ben 3 camere da letto matrimoniale e una con letti singoli, ognuno dotato di bagno privato completo, tv e aria condizionata. Nella zona giorno è presente un'ampia cucina attrezzata, tavolo da pranzo con zona relax e smart tv; da qui accesso alla terrazza esterna ideale per gustare un ottimo aperitivo al tramonto. Posto auto

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.

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 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 nel cuore della Maremma Agr. Val de'Correnti

L' appartamento si trova all' interno del Parco Regionale della Maremma, mare. Ti piacerà il mio alloggio per questi motivi: l'ottima posizione nel cuore della maremma , l'atmosfera, gli spazi esterni. Il mio alloggio è adatto a coppie, avventurieri solitari e famiglie (con bambini).Il nome dell' Agriturismo e' Val dei Correnti ed e' situato a 800 mt dal centro abitato di Alberese, sulla S.P. 59.

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

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

Ciao, siamo Cristina & Carmelo! Vi invitiamo a vivere un’esperienza autentica nel nostro agriturismo “Casa al Gianni” situato 20 min da Siena. Il nostro marchio è la vita semplice a stretto contatto con la natura e gli animali della nostra fattoria. Immerso tra i boschi e la splendida campagna toscana trascorrerai una vacanza indimenticabile. Questo angolo di paradiso ti rimarrà nel cuore!

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 con vista su Siena

Caggiolo è un podere completamente ristrutturato composto da più appartamenti, con vista panoramica su Siena. Situato ad 1 km da Ville di Corsano, a soli 14 km dalla città. Luogo ideale per trascorrere giorni in totale relax e godere delle meraviglie che questa zona offre (Chianti, Val d'Orcia, Crete Senesi..).

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