
Apartment holiday rentals in Castellina in Chianti
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Quick stats about flat rentals in Castellina in Chianti

Total holiday rentals
Explore 20 holiday rentals in Castellina in Chianti

Nightly prices starting at
Castellina in Chianti holiday rentals start at $77 SGD per night before taxes and fees

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Over 590 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Wifi availability
20 of Castellina in Chianti holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Castellina in Chianti rentals

4.8 Average rating
Castellina in Chianti stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated apartment rentals in Castellina in Chianti
Guests agree: these apartments are highly rated for location, cleanliness and more.

Museum Suite - Luxurious unit with a River View -
Decorated with ornate elegance, the apartment exudes an air of grandeur. Touches of white Carrara marble and stone floors add a richness to this bright and open space. Entering through a large stone archway into the grand foyer, your eye is immediately drawn to the captivating views of the arno river. Magnificent stone columns lead into the large living room of the apartment. Furnished with a combination of antiques and modern fixtures, this room offers a wonderful space to entertain at home while enjoying the breathtaking views of the city. Just off the living room you will find the fully equipped professional kitchen. A spectacular stone mantle serves as the hood for the stove and makes an elegant statement in this lovely cooking area. The main bedroom is completely spacious and well lit, the second bedroom is smaller and doesn't have the river view but is indeed very cozy. Both have queen beds and full marble ensuite bathrooms. The combination of antiques furnishings with modern design elements is truly a step into Italian Luxury. This fantastic apartment offers you the chance to immerse yourself into the heart of ancient Florence. The prime location is a perfect starting point for exploring all of the city’s most notable landmarks. The magical views from all rooms of this accommodation surround you in the beauty of Florence all day and night. There is a supermarket conveniently located 150 meters from the apartment. The Ponte Vecchio is 200 meters away and in a 5 minutes walk, you can reach the city center. The water boiler sometimes needs to be restarted. It's outside of the kitchen, there in an on/off button, you just need to turn it on and off. If all the utilities are on at the same time the light may go down, the breaker is next to the main entrance, inside the apartment. I also work for a hot air balloon company, if you are up for some adventure, you just need to ask me. The apartment is in the heart of ancient Florence—perfect for exploring the many nearby landmarks. You won't need a car, everything is at walking distance. In case you will arrive with a rented car, there is a parking next to the aparment that charges 35eur/day.

Renaissance Apartment Touch the Dome!
Inspired by the most fascinating artistic era in human history, the Renaissance, each of my homes is a tribute to the elegance, harmony, and craftsmanship that defined that golden age. Step inside and be transported. You’ll not only see the Renaissance — you’ll feel it in the atmosphere, in the light, and in the soul of each space. Discover also The Renaissance & Baroque apartment: https://www.airbnb.it/rooms/30229178?guests=1&adults=1&s=67&unique_share_id=c0087742-7346-4511-9bcd-198bbe23c1b4

Giglio Blu Charming Loft
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...

Under the sunset, Montepulciano
In 2023 my son Guglielmo and I decided to restore the old oratory of a church from the 1600s by creating a two floor apartment: upstairs we have 2 bedrooms equipped with AC and 2 en-suite bathrooms with shower; downstairs a spacious living room with stereo Available a table outside with great view and a nice garden 50 mt away where to have a private wine tasting or barbecue for all the guests of our 4 apartments, after 7pm if booked large in advance Large free parking area 100 mt away

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.

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.

Relaxation & Pool: an oasis in the heart of Chianti
Apartment nestled in the hills of Chianti Classico, in the village of Tregole, 5 km from Castellina in Chianti. Casa Cinzia is a private apartment inside a typical Tuscan farmhouse. Suitable for those who wish to spend a holiday immersed in nature in complete relaxation and silence. Ideal starting point for visiting the most important places in Tuscany. The apartment is equipped with all comforts. Linen included in the price. Children are welcome

Apartment with panoramic garden in San Gimignano
Located close to the walls of San Gimignano, the apartment is surrounded by nature with every desirable comfort and an amazing panoramic view. The apartment consists of 1 kitchen, 1 double bedroom, 1 living-dining room, panoramic garden and reserved parking next to the house. - 2 minutes' walk from the city center, surrounded by nature - panoramic view - every desirable comfort -private parking - 1 kitchen, 1 bedroom, 1 bathroom, 2 living rooms

I Tramonti di Eramo, downtown Montepulciano.
Welcome to Montepulciano, the jewel of the Tuscan hills! Our apartment in the heart of the historic center offers breathtaking views of the surrounding countryside, providing an authentic and unforgettable experience. Step outside and savor the historic atmosphere of Montepulciano. Just a few steps away, you will find the extraordinary Piazza Grande, excellent restaurants, and all kinds of services. Tuscany awaits you for a unique experience.

Looking at Chianti
"Guardo al Chianti" is a completely new apartment for 4 people, furnished in Tuscan style. It has a beautiful terrace overlooking the famous "Conca d'Oro in Panzano." Panzano is famous for its wines: Chianti Classico and Super Tuscan. There are 22 farms a few kilometers away that offer visits to the cellars and tastings of their wines and oil. The apartment is a short walk from the Coop Supermarket, Pharmacy and town center.

"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).

La Casina
Recently renovated, a stone's throw from the historic center of Radda in Chianti, with a supermarket and bank 100 m away, 70 sqm apartment with private entrance, large living room with double sofa bed, kitchen, double bedroom, bathroom with shower, outdoor loggia, and adjacent parking.
Popular amenities for Castellina in Chianti apartment rentals
Weekly apartment rentals

Casa Bruna – Cipresseta del Chianti

Tuscany jem: The Chianti Farmer's House

NiKKO 119 [Loft Deluxe With Garden City Center]

Penthouse in small medieval castle near Florence

Casa Mirella in Chianti

Herons Superior Apartment - Splendid view!

The Farmhouse in Chianti-IlVillinoFarmhouse

Apartment in the heart of Chianti
Private apartment rentals

Borgo Iesolana Country Retreat Suite with terrace

Casa Billi

country house overlooking the vineyards

Air Suite at Villa Santa Lucia Nuova

Live Like a Local & Private Concierge Service

The Chianti Cabin

Chianti, Country house with pool

Gilda's house
Apartment rentals with a hot tub

Iris apartment [5 min downtown] Suite with Jacuzzi

Casa Gori - Palazzo Vecchio - Piazza della Signoria

At the top faboulous terrace Florence

Suite Michelangelo with Terrace

House of Delights - The Medici private leisure house

Nadja's Home with hot tub - perfect for couples

Domus Nannini - L'Arco di Matteotti Spa

Luxury frescoed apartment in the historical center
When is the best time to visit Castellina in Chianti?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $186 SGD | $191 SGD | $209 SGD | $215 SGD | $217 SGD | $230 SGD | $222 SGD | $219 SGD | $219 SGD | $201 SGD | $196 SGD | $182 SGD |
| Avg. temp | 7°C | 8°C | 11°C | 14°C | 18°C | 23°C | 25°C | 25°C | 21°C | 16°C | 11°C | 7°C |
Destinations to explore
- Villa rentals Castellina in Chianti
- Rentals with outdoor seating Castellina in Chianti
- Cottage rentals Castellina in Chianti
- Rentals with a washing machine and dryer Castellina in Chianti
- Rentals with a patio Castellina in Chianti
- Rentals with a fireplace Castellina in Chianti
- Family-friendly rentals Castellina in Chianti
- Rentals with pools Castellina in Chianti
- House rentals Castellina in Chianti
- Chalet rentals Castellina in Chianti
- Pet-friendly rentals Castellina in Chianti
- Flat rentals Tuscany
- Flat rentals Italy
- Santa Maria Novella
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Stazione Santa Maria Novella
- Lake Trasimeno
- Piazza del Duomo (Pisa)
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Pisa Centrale Railway Station
- Cala Violina
- Mercato Centrale
- Fortezza da Basso
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Piazza della Repubblica
- Uffizi Gallery
- Mugello Circuit
- Del Chianti
- Piazzale Michelangelo
- Pitti Palace
- Palazzo Vecchio
- Spiagge Bianche
- Boboli's Garden
- Parco delle Cascine
- Basilica of Santa Croce





