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Apartment holiday rentals in Gaiole in Chianti

Find and book unique apartments on Airbnb

Quick stats about flat rentals in Gaiole in Chianti

  • Total holiday rentals

    Explore 20 holiday rentals in Gaiole in Chianti

  • Nightly prices starting at

    Gaiole in Chianti holiday rentals start at £45 per night before taxes and fees

  • Verified guest reviews

    Over 570 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Wifi availability

    10 of Gaiole in Chianti holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Gaiole in Chianti rentals

  • 4.7 Average rating

    Gaiole in Chianti stays receive an average rating of 4.7 out of 5 from guests

Top-rated apartment rentals in Gaiole in Chianti

Guests agree: these apartments are highly rated for location, cleanliness and more.

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Top guest favourite
A spacious bedroom features a king size bed adorned with light bedding, complemented by decorative pillows. A chair is positioned near the window, which opens to a small private terrace with greenery visible. Iroko wooden parquet flooring adds a warm touch.
Flat
4.99 out of 5 average rating, 181 reviews

Cortona’s Rooftop Nest

L’appartamento è sito in pieno centro storico proprio di fronte alla meravigliosa chiesa di San Francesco e a pochi passi dalla piazza principale.Arredato in stile country chic e dotato di tutti i comfort.Ospita 4 persone.Ventilatori nelle camer The apartment is located in the historic center right in front of the wonderful church of San Francesco and a few steps from the main square. Furnished in a country chic style and equipped with all comforts. It can host up to 4 people. Fan in the rooms.

Top guest favourite
A rustic dining area features a long wooden table set with linens and decorative items. The space is illuminated by a chandelier and has large windows offering views of the surrounding landscape, with a stone fireplace and traditional frescoes adorning the walls.
Flat
4.97 out of 5 average rating, 293 reviews

Giglio Blu Loft di Charme

The accommodation is a portion of a historical noble residence dating back to the 14th century, adorned with frescoes and tastefully restored. It is located on the ground floor of a quiet and safe street, with a private and independent entrance and self check-in. The space is cozy, comfortable, and elegant, perfect for guests seeking an authentic Tuscan experience with modern comfort and technology. It is situated just a few kilometers away from Florence, Pisa, Lucca, Vinci, San Gimignano...

Top guest favourite
A spacious piazza is surrounded by elegant medieval architecture, featuring a central hexagonal area with open-air seating. Stone pathways lead to various shaded spots, while umbrellas provide shelter for patrons. Beautiful clouds drift overhead, enhancing the vibrant scene of daily life in the historical center.
Flat
5 out of 5 average rating, 153 reviews

Piazza Grande Boutique Apartment

Affacciato sulla più bella piazza del centro storico di Arezzo, dove si svolge la rievocazione della Giostra del Saracino, il Piazza Grande Boutique Apartment è situato al secondo piano di un palazzo medievale, con vista sui bellissimi palazzi e le Logge Vasariane ed è una location unica nel suo genere. L'arredamento, opera della contessa Cesaroni Venanzi è stato realizzato con bellissimi mobili antichi reinterpretrati in chiave moderna ed arricchiti da contaminazioni contemporanee.

Top guest favourite
A serene garden area is visible, featuring two wooden lounge chairs positioned on lush green grass. Surrounding plants and flowers add a touch of color. The stone house in the background features multiple windows, framed by greenery and terracotta pots.
Flat
4.94 out of 5 average rating, 242 reviews

Da Paola nel Chianti

Il mio appartamento è situato nel borgo di Villa a sesta, al pian terreno con accesso diretto al giardino, dispone di due camere, una matrimoniale , l'altra con letti a castello, due bagni, un ampia cucina e un soggiorno. lo spazio esterno è molto grande e il giardino dispone di un grande tavolo e poltrone per il relax, l'auto potrà essere parcheggiata a casa, abbiamo il posto auto privato, arrivati in paese si accede a casa da una piccola strada bianca (30mt).

Top guest favourite
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.
Flat
4.94 out of 5 average rating, 181 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 favourite
A two-story historic building features light-colored walls with green shuttered windows. Lush greenery, including palm trees and shrubs, adorns the surroundings, creating a serene environment. Sunlight filters through the leaves, adding warmth to the inviting exterior of the villa.
Flat
4.98 out of 5 average rating, 103 reviews

Villa Bonelli - La Rosa Apartment

News of Villa Bonelli are already present in the Leopoldian Catasto of 1825: a noble palace of three floors, which overlook a beautiful garden. Passing along the street you can see the secular magnolia protruding beyond the walls: from this garden Alessandro Manzoni admired the Tuscan countryside during his visits to his daughter Vittoria, married in Siena and residing in Villa Bonelli. The La Rosa apartment is suitable for up to four people.

Top guest favourite
The bedroom features a spacious double bed adorned with soft linens and cushions, complemented by subtle bedside lamps. Exposed wooden beams highlight the ceiling, while natural light filters through a window, adding warmth to the serene, neutral color palette.
Flat
4.97 out of 5 average rating, 415 reviews

Cortona Shabby Chic House - independent & balcony-

Questo è un appartamento curato da una Superhost che vive Cortona ogni giorno. Il mio alloggio è situato in pieno centro storico a soli pochi passi dalle piazze e vie principali. Questo grazioso appartamento è di recente ristrutturazione e può ospitare fino a 3 persone. Appartamento indipendente con entrata singola tutto in un solo piano, con balcone. Arredato con cura, dotato di tutti i comfort per un totale relax

Guest favourite
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.
Flat
4.94 out of 5 average rating, 283 reviews

Appartamento "Red Rose" con vista su Siena.

Caggiolo è un podere completamente ristrutturato composto da più appartamenti, ognuno con ingresso indipendente e giardino privato, con vista panoramica su Siena. Situato alle 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..).

Top guest favourite
A spacious terrace is shown, featuring comfortable seating arrangements, including lounge chairs and a small dining table. The area is partially shaded by awnings, with a view of the surrounding landscape. A table is set with fresh strawberries and beverages, inviting relaxation.
Flat
5 out of 5 average rating, 97 reviews

Terrazza sulle mura di Siena- Casa Laura

Elegante appartamento in centro a Siena con terrazza abitabile, a 600 m dallo stadio e 1 km da Piazza del Campo. Situato al 4° piano (ascensore fino al 3°), offre 2 camere matrimoniali, 2 bagni, cucina attrezzata, aria condizionata in ogni stanza e una splendida terrazza panoramica sopra le mura storiche. In ZTL. Perfetto per vivere Siena in pieno comfort!

Guest favourite
An outdoor pool area is surrounded by olive trees and vineyards, with sun loungers and shaded umbrellas arranged on the deck. Soft sunlight bathes the scene, highlighting the peaceful setting. A gravel path leads around the pool, inviting relaxation amid the natural landscape.
Flat
4.93 out of 5 average rating, 438 reviews

Comfort Apartment tra i vigneti del Chianti

Appartamento al piano superiore della struttura caratterizzato da una vista meravigliosa sulle colline del Chianti, uliveti o sul patio. Ristrutturato mantenendo il fascino delle loro antiche mura ma aggiungendo ogni comfort. Comprende soggiorno, angolo cottura, una camera da letto matrimoniale, un bagno privato con doccia, aria condizionata.

Top guest favourite
An inviting living area features a wooden door, a round table with a potted plant, and a warm-toned rug. Walls are lined with shelves and artwork, while a backdrop displays a modern kitchen and a spacious archway leading to additional living spaces.
Flat
4.93 out of 5 average rating, 114 reviews

La Casina

Recentemente ristrutturato a due passi dal centro storico di Radda in Chianti, supermercato e banca a 100 m., appartamento di 70 mq con ingresso privato, ampio soggiorno con divano letto due posti, cucina, camera da letto matrimoniale, bagno con doccia, loggia esterna, parcheggio adiacente.

Superhost
An outdoor terrace offers seating for four, featuring a table and chairs. The view captures the skyline illuminated against a twilight backdrop, showcasing notable landmarks such as the Torre del Mangia and the Duomo in the distance.
Flat
4.86 out of 5 average rating, 197 reviews

Terrace with a view of Siena

A fianco della Basilica di San Domenico, a pochissimi passi dal Duomo e da Piazza del Campo, in questo splendido ed elegante attico potrete godere della splendida vista e della comodità di raggiungere a piedi in pochi minuti tutti i maggiori punti di interesse della città.

Popular amenities for Gaiole in Chianti apartment rentals