The Best Romantic Hotels in Chianti Region from AED 221 in 2026

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Our top choices for Chianti Region romantic hotels

A swimming pool with a colorful inflatable ring and a water fountain.

1. Farmhouse in Chianti

gaiole in chianti

"We absolutely loved the pool and the view. The pool with a deep end and color changing light was our highlight. The hosts were very friendly, helpful and always available if needed, since they live upstairs in the same house. Still, they never complained about us being loud. Everything was perfectly clean, the pool was cleaned regularly during our stay. The road to the property might be rough, but the view is beautiful. Also, we were gifted some delicious wine."

Johanna K.

AED 1,950 total

includes taxes & fees

9 Nov - 10 Nov

A stone building with a staircase leading to a wooden door, outdoor seating, and potted plants.

2. 2 rooms apartment for 4 people in the countryside close to Siena

SIENA

AED 532 total

includes taxes & fees

9 Nov - 10 Nov

A stone building with a small arched entrance, a wooden staircase, and a car parked in front.

3. B&B San Paterno Classic Retro Room: Double or Twin

Armaiolo

Lori K.

AED 325 total

includes taxes & fees

25 Nov - 26 Nov

A stone building with a balcony, surrounded by lush greenery and flowering plants.

4. Il Poggio dell'Eremita

Sinalunga

Paul Q.

AED 625 total

includes taxes & fees

9 Nov - 10 Nov

A room with a large abstract painting, a wooden ceiling, a sofa, and a television.

5. BANDINI 35 - centrally located with an elevator and air conditioning

Siena City Centre

Nancy H.

AED 712 total

includes taxes & fees

9 Nov - 10 Nov

A staircase with metal railings and potted plants.

6. LOFT n° 99 - Pavillion Italy

Siena City Centre

"We had trouble finding it and did not have a phone number to use to find it. Someone finally responded to the web inquiry and met us and let us in. Then when we used out key it wouldn't work. They sent someone and their key didn't work either. Then they figured out how to get us in, and it was good from there. The place was OK but you did have to climb a spiral metal stair to the bed / Loft. You had to go up and down to use the bathroom and that was not convenient especially at night. "

david

AED 548 total

includes taxes & fees

10 Nov - 11 Nov

A stone building with a gravel driveway leading to a wooden door.

7. Apartment/ flat - Murlo

Murlo

AED 454 total

includes taxes & fees

9 Nov - 10 Nov

A dining area with wooden tables and chairs, a tiled floor, and a rustic ceiling with exposed beams.

8. Le Fonti - Monteloro, spacious and bright

Pontassieve

Neil S.

AED 639 total

includes taxes & fees

9 Nov - 10 Nov

A living room with a sofa, a table, and a kitchen visible through an open door.

9. Mercato Centrale Sweet in Florence by Mmega

Historic Centre of Florence

Kimberly S.

AED 682 total

includes taxes & fees

9 Nov - 10 Nov

A window view of a yellow building with a balcony garden featuring various potted plants and cacti.

10. Bombarde - Flo Apartments

Historic Centre of Florence

Erin F.

View all properties

Top Chianti Region Hotel Reviews

A historic stone building with multiple levels, surrounded by lush greenery and yellow flowering plants.

Castello La Leccia

Castellina in Chianti

10/10 Excellent

Sarah

A stone house with a tiled roof, large glass doors, and a stone pathway leading to it.

The Club House

Castelnuovo Berardenga

10/10 Excellent

debbie

A villa with a swimming pool, surrounded by well-maintained gardens and tall trees.

Villa La Cappella

Montespertoli

10/10 Excellent

Roger

A rural property with a swimming pool, a small house, and surrounding greenery.

Tenuta Moriano

Montespertoli

10/10 Excellent

We first stayed in Tenuta Moriano in 2005. We returned this summer for a 2nd stay. We were confused when we arrived as the resort was not the same. It was listed on Expedia as Tenuta Moriano but was actually a sister resort next door by the name of San Lorenzo. These are 2 different resorts and the listing did not mention that we were booking into the other one. Once we figured out where the resort was located we requested to see it and were informed that they would need to get this approved by...

Anonymous traveler

A rustic stone wall with a window, a potted plant, a bust sculpture, and a table with a magazine.

Tenuta CorteDomina

Radda in Chianti

10/10 Excellent

piyanut

A building with a staircase, potted plants, and a garden area.

Art Hotel Villa Agape - Place of Charme

Oltrarno

10/10 Excellent

Amazing in every way. The beauty of waking around is unlike any other. When we got there after a long day of traveling we had just missed the lunchtime to eat, and when went to shower the handle broke off- this is not a complaint. First they extended lunch without being asked and fixed the shower within minutes. From there on everything was amazing. Take time to eat the incredible breakfast in the garden, watch the breathtaking sunset in the back it’s incredible. Alessio- does it all he was...

John

A bedroom with a stone wall, a large mirror, a bed with white linens, a potted plant, and a view through a window with curtains.

Terre di Baccio

Greve in Chianti

10/10 Excellent

Kerry

A spacious room with a high wooden ceiling, a fireplace, and a large arched doorway. There are several pieces of antique furniture, including a sofa and armchairs.

Castello Di Montemasso

Greve in Chianti

10/10 Excellent

This property is excellent! By far the highlight of our two weeks touring Italy was Tuscany and particularly this property and its hosts. We felt spoiled from the moment we arrived and were welcomed with a cool glass of prosecco and given a short tour. The property itself is gorgeous and very historic with panoramic views of Florence and the countryside surrounding it. Our room felt luxurious and was very well maintained. The breakfast provided was superb and filling and our hosts even...

Alicia

A grand lobby with high ceilings, ornate columns, and a grand piano. Tables and chairs are arranged for guests.

Bernini Palace

Historic Centre of Florence

10/10 Excellent

Sarah

A poolside area with lounge chairs and a large pool, surrounded by well-manicured lawns and tall cypress trees.

One Belvedere Tuscany

Poggibonsi

10/10 Excellent

Ariel O

The entrance to Hotel Spadaï Firenze with a modern design, including a reception desk and a chandelier.

Hotel Spadai

Historic Centre of Florence

10/10 Excellent

Richard

An outdoor dining area with tables and chairs, a brick wall, and a view of the landscape.

Hotel Il Castello

Certaldo Alto

10/10 Excellent

Kenneth

A courtyard with a fountain, a pergola with flowers, and a building with a bell tower.

Relais Villa Belpoggio - Residenza d'Epoca

Loro Ciuffenna

10/10 Excellent

Anonymous traveler

A stone building with ivy-covered walls, a stone pathway, and a garden with flowers.

Belvedere di San Leonino

Castellina in Chianti

10/10 Excellent

Oh wow, perfect vacation and a real Tuscany atmosphere, the hotel is a magical old yet perfectly renovated property, the room was amazingly clean and equipped with everything we needed, the pool was open until 8pm and it’s never crowded, very peaceful area, almost like a fantasy movie, breakfast was great, especially the cheese , local pastries and coffee , the staff was lovely, very friendly and helpful, but the real deal was DINNER , I cannot say enough about the food and wine they make,...

Lior