Gaiole in Chianti Short-Term Rentals from S$98: Search Holiday Rentals

Q: What are some of the best holiday rentals that Gaiole in Chianti has to offer?

Borgo Argiano : This holiday home rental outside of Gaiole in Chianti is located on a river, and has a balcony, a terrace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and an electric kettle. You can relax into your holiday with a garden and a library.

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Holiday Rentals in Gaiole in Chianti

Relax in a cozy retreat with a neatly made bed, bedside table, and modern bathroom amenities.

"Love it "

Enjoy a sea view from the covered porch of this cabin, which features a dining area with a table and chairs.

"I would definitely recommend and would go back in a heartbeat "

Enjoy a selection of beverages and sweet treats in our bar area, featuring a variety of bottles, glasses, and a display case of pastries.

"The mobile homes were a great alternative when Via Francigena hostels were full. Friendly people, swimming pool was wonderful , and an easy walk back and forth to San Gimignano."

Escape to a serene villa surrounded by lush greenery and a tranquil pool.

"Beautiful place!! For sure I will come back!! "

includes taxes & fees

29 Jul - 30 Jul

Surrounded by lush greenery and vineyards, this traditional complex offers a tranquil setting with a swimming pool and sun loungers.

"We enjoyed the scenery and service! Clean and comfortable. "

Relax by the serene pool surrounded by lush greenery and palm trees.

"Second stay at this property but got a 3 bed 2 bath cabin this time. Happy with most things could have had more housekeeping for a ten day stay. Great base to explore Tuscany excellent bar especially the staff as well as a nice restaurant "

includes taxes & fees

25 Aug - 26 Aug

Relax in the stylish lobby with comfortable sofas, a glass coffee table, and a beautiful view of the surrounding area.

"Hotel is close to Siena and the check-in person (Gabriela) was very friendly and helpful. Room is spacious, functional with easy parking in front of the building and just a 3 minute drive to garage in Siena old-town so very convenient to visit this beautiful city. Excellent value for the money."

includes taxes & fees

27 Jul - 28 Jul

Relax by the serene pool surrounded by lush greenery and well-maintained hedges.

"Safe, great proximity to Siena without being too close, nice pool."

Step into Il Battistero, a charming coffee shop with a welcoming atmosphere and a variety of beverages.

"Excellent staffing, nice facility and great location"

includes taxes & fees

30 Jul - 31 Jul

Enjoy a compact kitchen with microwave, oven, and dishwasher, plus a dining area and cozy living space.

"This was one of our favorite stays in Italy. It was spacious, clean, and in a great part of the city."

includes taxes & fees

3 Aug - 4 Aug

Relax by the pool surrounded by a white picket fence.

"Nothing wrong here! Fantastic, professional staff that took care of all our needs and always went the extra mile. Fantastic chef with great food and lovely “can help” attitude. Prestine pool! Would book again"

Relax by the serene pool surrounded by lush greenery and comfortable lounge chairs.

"Conveniently situated between Florence and Siena in the heart of the Chianti region with stunning views. Friendly relaxed hosts who provide a substantial breakfast. Beautiful large swimming pool to cool off at the end of the day."

Relax by the serene pool surrounded by lush greenery and a tranquil atmosphere.

"We stayed 2 nights and loved it! We have a 2 bedroom , 2 bath apartment and it was so spacious. We enjoyed the kind staff and the breakfast had a lot of choices. It was great"

Enjoy dining al fresco on this scenic outdoor terrace with a table set amidst a serene natural backdrop.

"Very clean and comfortable accommodations. Beautiful view of the countryside!"

includes taxes & fees

13 Aug - 14 Aug

includes taxes & fees

26 Jul - 27 Jul

Relax by the pool with a clear view of the surrounding landscape, surrounded by six lounge chairs and umbrellas.

"Beautiful property and surrounds. Room was exactly as described, highly recommended "

Enjoy a serene city view from the comfort of your room, where a beautifully set table invites you to a soothing tea experience.

"Beautiful, unique property in central Siena. Sonia at reception was excellent! "

includes taxes & fees

3 Aug - 4 Aug

Guests can enjoy a refreshing swim in the pool surrounded by lush greenery and a soothing water feature.

"It was clean and safe."

Relax by the serene pool surrounded by lush green hills and steps leading into the water.

"Wow! The property is just amazing! Located on a vineyard, it is in close proximity to everything. (Sienna, San Gimignano, Castelina di Chianti) The appartment was roomy and great for a family of 4. The view is spectacular and the restaurant has great service and food. I recommend without hesitation."

includes taxes & fees

3 Aug - 4 Aug

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Top Gaiole in Chianti Hotel Reviews

Hu Firenze Camping In Town

10/10 Excellent

"Love it "

La Certosa di Pontignano

10/10 Excellent

"Our stay at La Certosa di Pontignano was a truly memorable experience. The historic charm of the property combined with the serene Tuscan landscape creates a magical and peaceful atmosphere that’s hard to match. The rooms were comfortable, the grounds beautifully maintained, and the staff welcoming and attentive. While we did encounter a small issue during our stay, it was addressed promptly and resolved to our complete satisfaction, which we greatly appreciated. The overall experience far outweighed this minor hiccup. The historical significance of the location adds a special depth to the visit—walking through centuries-old cloisters and gardens while enjoying the beauty of Tuscany is something we won’t forget. We would gladly return and highly recommend it to anyone looking for a unique and tranquil retreat."

Poderi Arcangelo

10/10 Excellent

"Exceptional views from this property. The room was for 4. It had a rustic farm house vibe. Unfortunately there was mold in the bathroom and a nest of spiders in the beams above the bed (which my husband was happy to sleep under - so we ignored). There is no noise insulation between floors and you can hear other guests above you, but everyone was respectful and noise minimal. The spare blankets in the cupboard needed a wash and were unusable. Otherwise room was clean and comfortable. The infinity pool was great and generally quiet creating a relaxing atmosphere. You need a car if you stay in one of the annexes otherwise you would have to walk up a hill. We had access to a balcony and a common area. The kitchen was accessible but you are not allowed to use unless you book an apartment.) Breakfast was very good and the terrace is amazing. We only had interaction with two staff members. One was lovely, friendly and helpful. The other was the complete opposite, which ruined some of the shine. Overall lovely place to stay, fantastic grounds and we will definitely try and visit again!"

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent

"This is truly my favorite place in the world—peaceful, beautiful, and filled with the kindest staff. I’m so glad we found it. I didn’t want to leave and joked with my family that I might just run away and stay forever. The location and scenery are absolutely stunning. We enjoyed fantastic meals during our stay—even though the Michelin-starred restaurant wasn’t open, the other dining options were exceptional."

Villa Olmi Firenze

10/10 Excellent

"Absolutely incredible trip. The hotel was stunning. The grounds, the pool area, the decor, the rooms, all of it was absolutely spotless and beautifully done. The service was amazing, nothing was an issue and everyone was so lovely. Location wise it is around 10/15 minutes in a taxi into the city centre. You have the best of both worlds. The hotel feels like you are in the countryside with beautiful surroundings but yet so close to the city. We will definitely return. "

Frequently asked questions

Can I find holiday rentals in Gaiole in Chianti?

Yes, there are holiday rentals close to the most popular sights in Gaiole in Chianti, or you can select a more secluded option if you're looking for a relaxing stay. The spas and wineries are several reasons why visitors like Gaiole in Chianti. Make sure you have time to check out the monuments while you're in the area.

What are some of the best holiday rentals that Gaiole in Chianti has to offer?

Borgo Argiano: This holiday home rental outside of Gaiole in Chianti is located on a river, and has a balcony, a terrace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and an electric kettle. You can relax into your holiday with a garden and a library.

How many holiday rentals are there in Gaiole in Chianti?

With 49 Expedia holiday rentals, you're guaranteed to find just the right place for your Gaiole in Chianti stay.

What’s there to see and do in Gaiole in Chianti?

Explore the area and family-friendly sights such as Borgo di Vescine - Tenute di Castelvecchi, or get out into nature at a spot like Terme Antica Querciolaia. Meleto Castle and Badia a Coltibuono are other places to visit while you're in town.

What’s a holiday rental in Gaiole in Chianti like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Gaiole in Chianti. Holiday rentals offer extras such as WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a clean environment, a holiday rental can offer a sense of security away from public hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for a small group gathering.

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Gaiole in Chianti Holiday Rentals

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Holiday Rentals in Gaiole in Chianti

Hu Firenze Camping In Town

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Camping Siena Colleverde

Il Battistero Siena - Residenza d'Epoca

Regis Condo

Chianti Village Morrocco

Villa San Filippo

Villa Il Palagio

Relais Badia a Passignano

Tuscasì Aparthotel

La Casa di Ines

Castello Del Nero - Podere San Filippo

Residenza d'Epoca Palazzo Borghesi

Villa Norcenni Aparthotel

Riserva di Fizzano Residence

Top Gaiole in Chianti Hotel Reviews

Hu Firenze Camping In Town

La Certosa di Pontignano

Hotel Athena

NH Siena

Poderi Arcangelo

Palazzo Ravizza

Hotel Italia

Castello di Spaltenna- Small Luxury Hotels of the World

Villa Olmi Firenze

Frequently asked questions