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, 188 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

4.74 out of 5 average rating, 27 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.

A panoramic view of rolling hills and olive groves extends across the landscape. Lush greenery and cultivated fields are visible, with distant mountains outlining the horizon. The sky is partly cloudy, allowing for natural light to illuminate the scene.

Private room in Caldana

New place to stay

Casa Niko

Casa Niko is located on the main street of the village of Caldana, Gavorrano (GR). It has a bedroom with a double bed, a single bed with a pull-out bed in the common area, for a total of 4 beds and a bathroom with shower. The room is on the first floor, is comfortable and bright and is equipped with air conditioning and bed linen and towels. A few steps away you will find public parking, a public park, bars and restaurants. The nearest supermarket is about 200 meters away.

The calm and clear waters of the Tuscan coastline are visible, with a rocky shoreline leading to a concrete path extending into the sea. Lush greenery frames the scene, enhancing the tranquil seaside atmosphere.

Guesthouse in Rosignano Marittimo

5 out of 5 average rating, 4 reviews

Elegant Tuscan Guesthouse: Private Beach Access

Drive past the gate into an exclusive slice of Tuscan coastline. A spacious, elegant guesthouse awaits, boasting a private deck, large garden, and access to our private beach, included in the nightly rate. Enjoy our deck where each sunrise and sunset becomes a private spectacle. Revel in the vast garden, a green sanctuary where you can totally unwind. Fully equipped for your beach vacation, this tranquil oasis promises an experience so magical, you'll never want to leave!

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

New place to stay

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.

A well-lit guest room features two spacious beds with light-colored linens and neatly arranged towels. A wooden headboard adds subtle texture, while bedside tables with lamps provide soft illumination. The room is complemented by a simple wooden door and air conditioning unit above.

Private room in Caldana

Il Decamerone - Elissa

The owners of Ristorante Il Boccaccio in the Borgo di Caldana, host you in their guesthouse located just outside the historic centre. The name Boccaccio is inextricably linked to his most famous work: the Decameron. What better term to identify the 4 double rooms, with TV, available near the restaurant? Each room has a name: Fiammetta, Filomena, Lauretta and Elissa. Exactly like some of the girls narrating Boccaccio's novellas. Tradition and innovation.

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Guesthouse in Castiglione della Pescaia

4.5 out of 5 average rating, 4 reviews

La Rondine Sea-view Cottage with Pool. 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, 19 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!

Guest favorite

A charming stone cottage is set amidst lush greenery. Olive trees and bushes surround the property, while a wooden door and green shutters add character. A well-maintained grassy area leads to the entrance, inviting guests to enjoy the tranquil outdoor space.

Guesthouse in Marina di Campo

4.83 out of 5 average rating, 77 reviews

La Casetta nel verde vicino al mare

La Casetta si trova nella campagna di Marina di Campo a 10 minuti a piedi dal paese e dalla bella spiaggia. Immersa nel verde e nella tranquillità. Ospita fino a 4 persone. E' composta di una camera matrimoniale e un letto a castello nella ampia zona giorno. Completa la casa una ampia veranda dove è molto piacevole mangiare durante la bella stagione. Posto auto privato Codice ISTAT 049003LTN0010

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

4.91 out of 5 average rating, 23 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.