Guesthouse vacation rentals in Tuscan Archipelago

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Top-rated guesthouse rentals in Tuscan Archipelago

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The image captures a stone exterior of an apartment at sunset, with a large tree providing shade. Rays of golden sunlight filter through branches, illuminating a grassy area and distant hills. A paved stone path leads towards the entrance, enhancing the connection to nature.

Guesthouse in Caldana

4.8 out of 5 average rating, 190 reviews

Appartment 1 surrounded by Tuscan Nature

This detached appartment has 55 mp with kitchen, bathroom, bedroom, and terrace. It is built in the traditional tuscan style with stone and wood. Its 20 minutes drive to the sea,1 hour to Siena, 2 hours to Rome and Florence, 5 minutes to Caldana city Center where you have all amenities (groceries, bank, Postoffice,3 restaurants..) You will find a lot of activities like horseriding,excursions of history and plants,winetasting and kilometers of wonderfull beaches, watch the birds and wild animals.

The sleeping area features a spacious bed, composed of two single beds pushed together, covered in a patterned blanket. Soft bedside lamps provide gentle lighting, contributing to a serene ambiance. The wooden flooring complements the minimalistic design.

Guesthouse in Grosseto

4.75 out of 5 average rating, 28 reviews

Room in Grosseto with wi-fi and air conditioning

The room is located on the 1st floor of a small private building, reached by an internal staircase from a common entrance. Bright, quiet and comfortable, it is located in front of the Mura Medicee, the perimeter of Grosseto's historical centre and the heart of the city, from which you can admire the Cassero Senese. One of the main bus stops is 50 metres away. You can take advantage of a 10% discount at the 'Bastion Contrario' restaurant, which I own very close to the structure.

Guest favorite

A panoramic view showcases the historic skyline of Siena, featuring the prominent dome and bell tower of the cathedral. The medieval buildings of the city are set against a backdrop of clouds, highlighting the architectural diversity of the landscape.

Private room in Siena

4.91 out of 5 average rating, 158 reviews

Vacanza a Siena da Simo&Frank

La mia camera si trova in una zona adiacente al centro storico (circa 15 minuti a piedi), distante 1,5 km da Porta Ovile e circa 2 km dalla stazione ferroviaria. L'ingresso è indipendente e il bagno ad uso esclusivo degli ospiti; all'interno di una resede condominiale parcheggio privato per un'auto. A 5 minuti a piedi impianto di risalita di San Francesco per raggiungere agevolmente il centro della città. La posizione tranquilla e riservata è facilmente raggiungibile in auto.

A view of a Tuscan guest house surrounded by lush vineyards. The structure features a red tile roof and multiple chimneys, with greenery in the foreground. The horizon showcases a serene sea view under a clear sky.

Guesthouse in Riparbella

Villa La Cava

We offer a beautiful Tuscan guest house – the house dates back more than 150 years – but of course it is completely refurbished. The Guest house can be rented throughout the entire year. It offers 10-14 places to sleep, four bathrooms, two kitchens, two large living rooms with two open fire places etc. All rooms have air conditioning! The large infinity pool offers a great sea view. Pizza oven and large barbecue is located in the garden. Parking is available for five cars.

An open living area with exposed wooden beams and brick arches is visible. A rustic dining table is centered, complemented by wooden chairs. A cozy seating nook with floral upholstery and a light fixture enhances the space, while a kitchenette can be seen in the background.

Guesthouse in Monte Antico, Grosseto

4.4 out of 5 average rating, 10 reviews

Beautiful Apartment with Pool in Maremma

Art & Garden offers apartments with swimming pool in Tuscany for weekly stays. Immersed in the typical Tuscan landscape, in the ancient medieval village of Monte Antico, five beautiful apartments with pool and an elegant private villa, ideal for families with children, are available for guests who want to enjoy a vacation in Tuscany. Spend a vacation dedicated to relaxation and nature, immersed in one of the most enchanting landscapes of Italy.

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Guesthouse in Castiglione della Pescaia

4.67 out of 5 average rating, 6 reviews

La Rondine Sea-view Cottage. Tuscany

Welcome to Il Baciarino, a rustic agriturismo in the green hills of Maremma, Tuscany’s wild and less-traveled coastal region. Our property offers unique, handcrafted cottages with sea views, privacy, and direct contact with nature. Set within 19 acres of hillside wilderness in the charming Etruscan town of Vetulonia, Il Baciarino is the perfect place to escape the city, slow down, and enjoy unspoiled landscapes, fresh seafood, and good wine.

Guest favorite

The exterior showcases a charming stone facade, complemented by wooden windows and doors. Potted plants and cacti add greenery around the entrance. The layout presents a seamless connection to the lush garden, inviting tranquility. A glimpse of the cozy interior is visible through the glass doors.

Guesthouse in Rosignano Marittimo

5 out of 5 average rating, 21 reviews

IdyllicTuscan Chalet with Private Seafront Access

Discover the secret part of the Tuscan coast! This premium studio guesthouse is the perfect retreat for solo travelers or couples looking for a quiet space away from the crowds and great access to our private beach. It has a private patio with dining table and sofa for reading, as well as a dining table, air conditioning and TV. And if you feel like putting yourself to the test, you can also find a table tennis table!

Top guest favorite

The rustic stone exterior of the two-story villa is complemented by multiple windows with wooden shutters. A spacious patio features a large clay pot and a table with chairs, ideal for outdoor gatherings. Sunlight filters through the clouds, enhancing the welcoming ambiance.

Guesthouse in Solaia

4.95 out of 5 average rating, 40 reviews

Lägenhet "Cerbaia" i lantligt hus med pool

Välkommen till Villa Xavante della Solaia – ett stort lantligt hus på Toscanska landsbygden. Huset har 4 lägenheter och lägenhet "Cerbaia" har ingång från gatan. Till huset hör en pool, en vacker trädgård med trevliga uteplatser – och inte minst en fantastisk utsikt över de toscanska kullarna. Boendet ligger cirka 30 minuters bilfärd från Sienna (36 km).

A mobile home is positioned amidst trees, featuring a shaded outdoor area with a small table and chairs. A large umbrella provides additional cover, and a few lounge chairs are placed nearby. The ground is covered with small stones and surrounded by greenery.

Guesthouse in Scansano

4.25 out of 5 average rating, 8 reviews

Agriturismo Podere Novo 153 - Mobile Home

Casetta mobile indipendente (agriturismo a 100 metri) tra le colline della Maremma toscana, 8 km dal paese più vicino(Scansano). Ampi spazi aperti tra ulivi e vegetazione selvatica con vista Argentario. Per raggiungere il podere bisogna percorrere una strada sterrata. Il wi-fi è disponibile nell'area comune dell'agriturismo.

Guest favorite

A single-story villa is set within a spacious green garden, featuring a terracotta-tiled roof and sliding glass doors that open to the outdoor space. A patio adorned with a dining area is visible, complemented by a well-maintained palm plant in the foreground.

Guesthouse in Pian di Rocca

4.89 out of 5 average rating, 28 reviews

Villetta con piscina Idromassaggio

Deliziosa Villetta a 2 km dallo splendido mare delle rocchette (scelta tra spiaggia libera o bagno privato) raggiungibile percorrendo una strada pianeggiante della tipica campagna maremmana, in bici o in auto. A soli 5 minuti di auto dal borgo medievale di Castiglione della Pescaia.