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Apartment vacation rentals in Gaiole in Chianti

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Top-rated apartment rentals in Gaiole in Chianti

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Top guest favorite
An aerial view captures the agriturismo surrounded by lush green fields and a neatly arranged row of tall cypress trees. The inviting pool reflects the serene landscape, and the winding dirt road leads towards the property, nestled amid the picturesque Crete Senesi.
Apartment in Asciano
4.97 out of 5 average rating, 162 reviews

Loggia 1 in farmhouse with shared pool

Apartment for 2 people in the Santa Lucia farmhouse (farmhouse DIVIDED IN 7 APARTMENTS) in the Crete Senesi, 10 km from Siena. Located on the second floor with a private table in front of the windows of the entrance loggia. It consists of a double bedroom (two single beds joined to form a double bed), a bathroom with shower and a living room with functional kitchen. Outdoor space with table and chairs available on the ground floor. AIR CONDITIONING in the room FOR A FEE according to consumption.

Top guest favorite
A dining table is set on a terrace, overlooking the historic Ponte Vecchio. Glasses are arranged beside a bottle of sparkling wine, with snacks presented in small bowls. The scene captures the charm of Florence's architecture in the background, enhancing the dining experience.
Apartment in Centro
4.96 out of 5 average rating, 114 reviews

"Terrace on Ponte Vecchio" Dream View

Scegliere suite Terrace on Ponte Vecchio significa regalarsi un’esperienza che pochi possono dire di aver vissuto davvero. Che tu stia cercando una fuga romantica, un viaggio nel cuore dell’arte o semplicemente il meglio che Firenze possa offrire, questo appartamento è la scelta ideale, regalati un esperienza di Unico Valore. Sarai circondato dalla bellezza della città, in un ambiente elegante e perfettamente curato. Inquadra ora il QR code nella sezione foto e vivrai un emozione unica in SJ

Guest favorite
A well-equipped kitchen area features light cream cabinetry and modern appliances. A wooden dining table is surrounded by white chairs, with a centerpiece of flowers. Natural light filters through the sheer curtains of the window, enhancing the inviting ambiance of the space.
Apartment in Gaiole in Chianti
4.89 out of 5 average rating, 133 reviews

Casa Martini in Historic Chianti

Apartment with garden and private parking in Gaiole in Chianti, a stone's throw from the historic center where you will find numerous bars, restaurants and the small supermarket (coop). The accommodation is ideal for holidays with animals because it has a fully fenced garden. Tourist tax is required (€2 per person per night for the first seven nights) minors under 14 years excluded (read the complete regulation on the website of the Municipality of Gaiole in Chianti)

Guest favorite
A historic villa is situated amidst lush, rolling hills, surrounded by vineyards. The exterior features a traditional stone facade, large windows, and terracotta roof tiles. Manicured gardens with circular patterns enhance the property's charm, complemented by tall cypress trees framing the serene landscape.
Apartment in Castelnuovo Berardenga
4.94 out of 5 average rating, 170 reviews

Villa di Geggiano - Perellino Suite

The 700 years old Villa di Geggiano, surrounded by our working vineyard and lovingly maintained gardens, is located in Chianti in Tuscany which is one of the most beautiful regions of Italy. Our guesthouse is located in one of the original garden pavilions of the villa. PLEASE NOTE THAT WE ARE IN THE COUNTRYSIDE WITH VERY FEW PUBLIC TRANSPORT OTHER THAN TAXI SO THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A RENTAL CAR.

Top guest favorite
A restored stone mill stands surrounded by trees in a tranquil setting. The building features multi-level architecture with red window accents. A gravel pathway leads to the structure, while a vibrant green lawn and rustic stone borders enhance the natural landscape.
Apartment in Barberino Val d'Elsa
4.99 out of 5 average rating, 139 reviews

Apartment in Chianti at Mulino dell'Argenna

The apartment of the Roses is located inside the Mulino dell'Argenna guest house. The property was completely restored in 2015. It is an ancient stone mill dating back to 1400, built along the course of the Borro dell'Argenna. The Mill is an enchanting place, surrounded by the greenery of the forest, with a beautiful one-hectare park and a large swimming pool. An ideal place to spend your days in Tuscany in maximum privacy, in full contact with nature.

Top guest favorite
The charming stone facade of the historic building is complemented by large green shutters and terracotta pots filled with vibrant plants. Sunlight illuminates the outdoor area, highlighting the welcoming entrance surrounded by steps and a spacious patio.
Apartment in Villa a Sesta
4.93 out of 5 average rating, 228 reviews

At Paola's in Chianti

My apartment is located in the village of Villa a Sesta, on the ground floor with direct access to the garden, has two bedrooms, one double, the other with bunk beds, two bathrooms, a large kitchen and a living room. The outdoor space is very large and the garden has a large table and armchairs for relaxation, the car can be parked at home, we have a private parking space, arriving in the village you access the house from a small white road (30mt).

Guest favorite
A spacious outdoor area is surrounded by greenery and stone buildings. The scenic landscape features a neatly maintained lawn, with a rustic path leading to a wooden door framed by flower pots. Rolling hills can be seen in the distance under a clear blue sky.
Apartment in Radda in Chianti
4.85 out of 5 average rating, 110 reviews

💜 "Ilary" Le Fontanelle Farmhouse

Imagine staying in a small house in the Tuscan countryside, in the middle of Chianti's nature but only 1 km from the historic center of Radda and being able to overlook a breathtaking view every day that will give you enchanting sunsets. -70m2 - Private outdoor panoramic area - TV with Netflix -private covered parking - shared pool (June 1st - September 15th) - heating (November 1st - April 1st) - wifi - Kitchen

Guest favorite
An outdoor dining area is surrounded by lush greenery and flowering plants, featuring a circular table with four elegant wrought iron chairs. A cozy blanket is draped over one chair, and a scenic view of rolling hills extends in the background under a muted sky.
Apartment in Monteroni d'Arbia
4.94 out of 5 average rating, 271 reviews

"Red Rose" apartment with view of Siena.

Caggiolo is a completely renovated farm consisting of several apartments, each with an independent entrance and private garden, with a panoramic view of Siena. Located in Ville di Corsano, just 14 km from the city. An ideal place to spend days in total relaxation and enjoy the wonders that this area offers (Chianti, Val d'Orcia, Crete Senesi etc).

Top guest favorite
A welcoming entryway features a mural depicting a serene landscape framed by arches. Built-in shelves display decorative items and books. Natural light illuminates the wood flooring, while a small globe and a vase with dried plants add subtle warmth to the space.
Apartment in San Gusmè
4.98 out of 5 average rating, 110 reviews

Casa Guardiavigna in Chianti, Italy

The Casa Guardiavigna apartment offers the opportunity to enjoy a unique and extraordinary experience, full of emotions and happiness. Located a stone's throw from the small medieval village of San Gusme' and surrounded by beautiful vineyards, woods and flowery meadows. Free indoor parking with an automatic gate.

Top guest favorite
A private terrace is featured, equipped with a small dining table and chairs. Scenic views of the surrounding historic rooftops and towers are visible, showcasing the charm of the Oltrarno district under a clear blue sky.
Apartment in Santo Spirito
4.96 out of 5 average rating, 126 reviews

Panoramic loft with terrace near Ponte Vecchio

Luminoso e silenzioso loft all'ultimo piano nel quartiere Oltrarno del centro storico. Vicino a tutti i monumenti e trasporti pubblici. Offre tutti i comfort per un soggiorno rilassante. Splendida vista su Palazzo Pitti e sui giardini di Boboli. Nessun ascensore. Per 1-2 persone.

Top guest favorite
The open-plan living area features a modern kitchen with sleek cabinetry and a dining table with metal chairs. A red sofa adds a pop of color. Natural light enters through the window, illuminating the space and showcasing the neutral-toned walls and ceiling beams.
Apartment in Cavriglia
4.97 out of 5 average rating, 153 reviews

ABOVE the HAZE tourist rental

Located at the gates of CHIANTI, in a small medieval village, the apartment has been recently renovated in a modern style. It enjoys a wide view of the green Tuscan hills, quiet and comfortable is ideal for a relaxing holiday.

Top guest favorite
A bright living area features a comfortable sofa and a wooden dining table adorned with a bowl of fruit. A window offers a view of the surrounding landscape, while decorative artwork and a lamp enhance the space's character.
Apartment in Siena
4.95 out of 5 average rating, 460 reviews

Diacceto19 Siena Apartments Int.2

One of the two splendid apartment ( Int.1-Int.2 ), situated in one of the most beautiful areas of the historic center, decorated in good taste, with an exceptional view and just a few steps from the Piazza del Campo

Popular amenities for Gaiole in Chianti apartment rentals

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Siena
  5. Gaiole in Chianti
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