Chianti Region Vacation Rentals

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Oct 13 - Oct 14
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Oct 14 - Oct 15
This weekend
Oct 17 - Oct 19
Next weekend
Oct 24 - Oct 26

Vacation Rentals in Chianti Region

hu Firenze Certosa camping in town
2 bedrooms, cribs/infant beds, bed sheets

hu Firenze Certosa camping in town

7.8 out of 10, Good, (47)
"Hu Firenze Certosa is a nice retreat from the bustling tourist center. The swimming pool is nice, it is affordable, the rooms are nice and staff is great. "
hu Firenze Certosa camping in town
Hu Norcenni Girasole Village
Exterior

Hu Norcenni Girasole Village

4.0 star property
8.6 out of 10, Excellent, (311)
"Great friendly fun camp site"
Hu Norcenni Girasole Village
Relais Villa Olmo
Aerial view

Relais Villa Olmo

9.4 out of 10, Exceptional, (225)
"This is a beautiful Villa with a stunning views. Rooms were large and very clean and the location was wonderful. It was close to Florence and ideal for exploring Tuscany. Restaurant offered delicious buffet breakfast and many other wonderful local dishes for lunch and dinner. I would highly recommend this Villa and would love to stay here again."
The price is ￥37,372
￥41,636 total
includes taxes & fees
Oct 19 - Oct 20
Relais Villa Olmo
Camping Village Il Poggetto
Seasonal outdoor pool

Camping Village Il Poggetto

3.0 star property
8.0 out of 10, Very Good, (62)
"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 "
The price is ￥8,089
￥9,074 total
includes taxes & fees
Nov 1 - Nov 2
Camping Village Il Poggetto
Chianti Village Morrocco
Outdoor pool, pool umbrellas, sun loungers

Chianti Village Morrocco

3.0 star property
8.6 out of 10, Excellent, (105)
"Front desk was very helpful and very comfortable room. "
Chianti Village Morrocco
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views
Exterior

ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views

10.0 out of 10, Exceptional, (64)
"We had booked the villa for our wedding week to host 23 of our closest friends and family. It exceeded expectations in everyway, the views are breathtaking, the outside living areas are perfect for hosting large lunches and dinners, all the rooms are beautiful, and Raffaella and her team made sure we had everything we needed and more during our stay. It is so peaceful and quiet to enjoy the true beauty of Tuscany but also so close to the local town for dinners and shopping. The list of...
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views
Villa with large garden in the Chianti hills
Outdoor dining

Villa with large garden in the Chianti hills

9.6 out of 10, Exceptional, (73)
"Our group enjoyed staying in this location. It was comfortable and a perfect central location for exploring Tuscany."
Villa with large garden in the Chianti hills
Charming Villa Torre in Chianti, 8 ensuite bedrooms, pool, Florence, Wi-Fi, A/C.
Outdoor pool

Charming Villa Torre in Chianti, 8 ensuite bedrooms, pool, Florence, Wi-Fi, A/C.

10.0 out of 10, Exceptional, (121)
"We spent 2 weeks in this beautiful villa with close access to Florence and the easy trains of Italy. Bea and Jacapo were wonderful hosts and meals at the villa were delicious. The pool was a great relief at the end of warm and busy traveling days. We highly recommend this beautiful villa. "
Charming Villa Torre in Chianti, 8 ensuite bedrooms, pool, Florence, Wi-Fi, A/C.
Villa with concierge service and heated pool at 20 minute from Florence center
Outdoor dining

Villa with concierge service and heated pool at 20 minute from Florence center

10.0 out of 10, Exceptional, (105)
"One of the best hosts and most special homes I’ve ever stayed in. There was this feeling like everything you’ve been dreaming about while planning a trip- it’s all here. Cozy, peaceful, thoughtful in every detail. What really stayed with me though was how kind and supportive the host was the entire time. That kind of care isn’t common, and it honestly made a big difference. Just grateful."
The price is ￥181,038
￥207,566 total
includes taxes & fees
Oct 28 - Oct 29
Villa with concierge service and heated pool at 20 minute from Florence center
Farmhouse in the heart of the real chiantishire
Exterior

Farmhouse in the heart of the real chiantishire

10.0 out of 10, Exceptional, (143)
"What a view! This location was all that we were hoping for. Thank you! "
Farmhouse in the heart of the real chiantishire
Wonderful Villa - Air Bubble Massage Pool - WiFi - max.14peopl
A heated pool

Wonderful Villa - Air Bubble Massage Pool - WiFi - max.14peopl

10.0 out of 10, Exceptional, (42)
"We celebrated our 25th wedding anniversary with friends. It was a beautiful property with the most amazing views. This family owned and operated property was well taken care of. The service was exceptional."
Wonderful Villa - Air Bubble Massage Pool - WiFi - max.14peopl
Relais Villa Belvedere
Outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas

Relais Villa Belvedere

9.2 out of 10, Wonderful, (68)
"2 nights in Tuscany, about 30 minutes south of Florence. We wanted a quiet, country place that wasn't in the city, & it was fantastic! 2-story, beautiful grounds, very nice pool surrounded by flowering bushes, and a great breakfast."
The price is ￥16,238
￥18,126 total
includes taxes & fees
Nov 3 - Nov 4
Relais Villa Belvedere
Castello di Montegufoni
Interior detail

Castello di Montegufoni

8.2 out of 10, Very Good, (30)
"This was a stunning castle to stay in. The frescoed ceilings were gorgeous. Loved every minute that we were there. The staff were wonderful. The only thing i would recommend is to add a vending machine and maybe to offer pastries in thr morning. "
Castello di Montegufoni
Villa between Florence Siena and Pisa. 1 km to village. A/C in all rooms-Wi Fi
Pool

Villa between Florence Siena and Pisa. 1 km to village. A/C in all rooms-Wi Fi

9.4 out of 10, Exceptional, (66)
"There was plenty of room for our family of 12. We enjoyed the pool and the AC during the heat wave. Marco was receptive to our needs"
Villa between Florence Siena and Pisa. 1 km to village. A/C in all rooms-Wi Fi
Your panoramic house in Tuscany between vineyards and olive groves.
Pool

Your panoramic house in Tuscany between vineyards and olive groves.

9.8 out of 10, Exceptional, (43)
"Very spacious and clean villa in between Florence and Siena in the heart of Chianti. Tremendous hosts that communicated often and met a couple special requests. Have already referred this listing and will definitely come back!"
Your panoramic house in Tuscany between vineyards and olive groves.
PICTURESQUE VIEWS OLIVE VINEYARDS EAT DRINK PURE RECREATION
Outdoor dining

PICTURESQUE VIEWS OLIVE VINEYARDS EAT DRINK PURE RECREATION

9.8 out of 10, Exceptional, (54)
"Great location in the heart Chianti. The host was very welcoming and the apartment was perfect. very comfortable bed and very quiet location. Nice terrace and pool but unfortunately the weather wasnt warm enough for us to enjoy the pool. There is a dirt road to get to the apartment but very easy to navigate so dont be worried about it. Thank you Babette, we hope to have the pleasure of going back sometime."
PICTURESQUE VIEWS OLIVE VINEYARDS EAT DRINK PURE RECREATION
Riserva di Fizzano Residence
Outdoor pool, pool umbrellas, sun loungers

Riserva di Fizzano Residence

3.0 star property
9.8 out of 10, Exceptional, (23)
"Perfect location on the top of a hill surrounded by the beautiful vineyards of Chianti. Enjoy the view by the pool or the fabulous sunset with a glass of wine. The staff were friendly and the restaurant was 5 star. I highly recommend a stay to fulfill all your Tuscan dreams. "
Riserva di Fizzano Residence
Casa Vacanze Squarcialupi
Panoramic Apartment, Hill View (4) | Terrace/patio

Casa Vacanze Squarcialupi

8.0 out of 10, Very Good, (1)
The price is ￥17,569
￥20,379 total
includes taxes & fees
Nov 9 - Nov 10
Casa Vacanze Squarcialupi
Borgo Argenina
Panoramic Apartment, 2 Bedrooms, Balcony, Hill View | Terrace/patio

Borgo Argenina

9.8 out of 10, Exceptional, (22)
"It is an amazing location nested among wineries and rolling hills. If you like a quiet and sophisticated location this is your ideal place. You will need a car to move around but, you will be rewarded by the view and the opportunities for wine tastings and small villages visits. "
Borgo Argenina
Villa Norcenni Aparthotel
Indoor pool, 3 outdoor pools, open 10 AM to 6 PM, pool umbrellas

Villa Norcenni Aparthotel

2.0 star property
7.4 out of 10, Good, (21)
"It was clean and safe."
Villa Norcenni Aparthotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chianti Region Hotel Reviews

Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent
"An incredible stay for anyone who wants to disconnect in pure luxury. Pure beauty and a very detailed luxury hotel."
Simon 3-night trip
Posted 4 days ago
Castello di Spaltenna- Small Luxury Hotels of the World

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