The Best Romantic Hotels in Chianti Region from AED 538 in 2026

A vineyard with rows of grapevines, a house surrounded by trees, and a road with vehicles.

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Our top choices for Chianti Region romantic hotels

1. UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK

Ruffoli

"This is truly a unique and special property providing incredible value . One of the most beautiful views in a spectacular setting hidden away in the Tuscan hills above Panzano. A perfect location for day trips to vinyards, restaurants and the Chianti area. Our apartment was extremely well appointed and beautifully decorated. Spacious and varied outdoor sitting areas and patios with a very nice pool area. Our hostess Babette was extremely accomodating and informative which added to our overall...

James

AED 346

AED 690 total

includes taxes & fees

24 Aug - 25 Aug

2. CHIANTI VINEYARDS OLIVE GROVES FOOD TASTINGS SCENIC VIEWS

Ruffoli

Lorna M.

AED 540

AED 1,154 total

includes taxes & fees

25 Aug - 26 Aug

3. Villa with large garden in the Chianti hills

Siena

Julie H.

AED 515

AED 592 total

includes taxes & fees

1 Sep - 2 Sep

Coffee/tea maker, fridge, oven, stovetop

4. Glicini 1, holiday home with pool 30' from Florence

Barberino Tavarnelle

Joe M.

AED 709

AED 709 total

includes taxes & fees

3 Sep - 4 Sep

1 bedroom, iron/ironing board, travel crib, WiFi (free)

5. Old medieval apartment

San Donato

Kathleen F.

AED 444

AED 538 total

includes taxes & fees

27 Aug - 28 Aug

Coffee/tea maker, fridge, microwave, oven

6. Wonderful Tuscan farmhouse with large spaces and panoramic views

impruneta

Christine F.

7. Deluxe Room Nero su Bianco with A/C and Private Bathroom in Villa le Facezie B&B

Terranuova Bracciolini

Lynn P.

AED 637

AED 650 total

includes taxes & fees

30 Aug - 31 Aug

8. Il Melograno, Chianti apartment in farmhouse for 4 people with garden

Montespertoli

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Top Chianti Region Hotel Reviews

Castello Vicchiomaggio

8/10 Good

"We had mixed feelings about our stay. The property and vineyard are beautiful, with fantastic Tuscan views. Our villa was spacious and private, the AC worked extremely well, and the semi-private pool was great with a small child. We booked through Expedia expecting more of a hotel/resort experience, but the villas operate as self-catering rentals. There was no daily housekeeping, fresh towels/linens, or replenishment of basics. We received three coffee pods and were directed to nearby grocery stores for additional provisions, so plan to stock up after arrival. We were surprised that villa guests could not use the main castle pool and were largely separate from the hotel areas. The four villas are in their own chain-link-fenced compound, which felt secluded from the otherwise beautiful property. Cleanliness could have been better: we found quite a bit of hair on arrival, and the shower flooded the bathroom with each use. We chose not to raise this during our stay. The pool itself is gorgeous, but the surrounding area felt unfinished, with loungers on gravel or long grass/weeds, few tables, and limited shade when multiple families were there. Overall, the villa has a lot going for it. Just arrive expecting a self-catering villa rather than the services and amenities of the hotel."

Belvedere di San Leonino

10/10 Excellent

"The most beautiful and breathtaking place to stay. The staff were lovely, the rooms were quiet, the views were exceptional. The breakfast was perfect. Idyllic!"

Room 1

Change your mind

Treat yourself

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Check availability on Chianti Region Romantic Hotels

Our top choices for Chianti Region romantic hotels

1. UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK

2. CHIANTI VINEYARDS OLIVE GROVES FOOD TASTINGS SCENIC VIEWS

3. Villa with large garden in the Chianti hills