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Vacation home rentals in Tuscan Archipelago

Find and book unique vacation home rentals on Airbnb

Top-rated vacation home rentals in Tuscan Archipelago

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

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Guest favorite
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.
Vacation home in Simignano
4.92 out of 5 average rating, 226 reviews

Casa al Gianni - Oak

Hi, we’re Cristina and Carmelo! We look forward to welcoming you to “Casa al Gianni,” our agritourism property 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 warmth 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 vacation; it’s a return to our roots. This peaceful haven will stay in your soul. We look forward to welcoming you!

Guest favorite
An aerial view captures the rustic buildings of Podere La Castellina nestled within lush green forests and rolling hills. A swimming pool is visible among the grounds, surrounded by lounge chairs and natural landscapes stretching towards the horizon.
Vacation home in Sovicille
4.9 out of 5 average rating, 140 reviews

Podere La Castellina - No. 3 JUNIPER

Stone and brick apartment inside the "Podere la Castellina" in the magnificent natural park of Montagnola Senese. The apartment located on the second floor can comfortably accommodate 5 people (4+1) and includes: - large living room with fireplace and sofa bed - kitchen - 2 bedrooms: one with a double bed and one with two single beds - two bathrooms Available to guests is a panoramic swimming pool, solarium and terrace with breathtaking views, equipped with a wood-burning oven and barbecue.

Guest favorite
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.
Vacation 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 favorite
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.
Vacation home in Castagneto Carducci
4.95 out of 5 average rating, 22 reviews

Farmhouse Castello: 2-Bath, Bolgheri & Sea 10 min

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 favorite
Vacation home in Rosignano Solvay-Castiglioncello
4.89 out of 5 average rating, 18 reviews

casa la dori

Vacation home located 200 meters from the sea in a central area very well served by neighborhood shops. Raised ground floor, with a private garden where you can have lunch, dinner or simply rest in the cool of a pleasant sea breeze. Completely renovated, refurbished and cared for in every detail, it has a very large and elegant living area with a large window that allows access to the garden. New kitchen equipped with dishwasher, two bedrooms and a fully renovated bathroom.

Guest favorite
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.
Vacation 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.

Guest favorite
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.
Vacation home in Campiglia Marittima
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 very characteristic beaches and villages in a few minutes. Our apartment sleeps up to five people and consists of a large room that houses a double bed and a single, a living room with a double sofa bed, a very spacious kitchen and bathroom with bathtub. The outdoor space is exclusive and equipped for you to enjoy your vacation.

Top guest favorite
A stone farmhouse in Tuscan style is depicted, featuring a two-story structure with terracotta roofing. Lush greenery surrounds the building, with potted plants and shrubs enhancing the landscape. Balconies adorn the upper level, and the entrance is accentuated by a stone staircase leading to the garden.
Vacation home in Sassetta
5 out of 5 average rating, 77 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.

Superhost
The exterior view of the casa showcases a charming terrace with arched openings beneath a rustic roof. Two lounge chairs are positioned to invite relaxation. Lush greenery surrounds the base, enhancing the tranquil setting against the backdrop of rolling hills.
Vacation home in Castagneto Carducci
4.79 out of 5 average rating, 77 reviews

PeacockFeather Casa Verde countryside

Casa Verde affaccia sul giardino. Le 2 porte-finestre aprono sul solarium e sul portico. E' composta da un ampio soggiorno con angolo cottura e divano letto doppio, 1 camera da letto matrimoniale ed un bagno. Casa Arancio è un ampio monolocale con bagno privato e porticato esterno. Perfetta per la coppia in cerca di intimità. Un piccolissimo angolo cottura inserito in una madia antica completa la dotazione. Lo spazio pranzo è sotto il porticato

Guest favorite
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.
Vacation home in Casole d'Elsa (SI)
4.91 out of 5 average rating, 221 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 favorite
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.
Vacation home in Capraia Isola
5 out of 5 average rating, 27 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.

Top guest favorite
A tranquil outdoor area surrounded by lush greenery and vibrant potted plants. A winding staircase leads to a pink building with arched windows, inviting guests to explore the charming garden and terrace spaces.
Vacation home in Capoliveri
5 out of 5 average rating, 17 reviews

Villa Orlandi Capraia Apartment

Romantic and authentic, it reflects the nature of the island of the same name, surrounded by a lush garden of succulent plants and olive trees, and enjoys a beautiful view of the Gulf of Lacona. Located in the small village of Villa Orlandi, the Capraia apartment will give you memories that you will always carry in your heart.

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