Castelfiorentino Country Houses

Rolling hills, vineyards, and scattered buildings in a hilly landscape.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

Our top choices for Castelfiorentino country houses

A large estate with three main buildings, a swimming pool, and well-maintained gardens.

1. Borgo della Meliana

Gambassi Terme

Alice

RM675 total

includes taxes & fees

4 Oct - 5 Oct

A hot tub with stone steps leading up to it, under a pergola, with a view of distant hills.

2. Tenuta Castellare di Tonda

Montaione

"The reception was extremely helpful with all our queries even before we got to the property and really helped make sure we had a comfortable stay. The apartment came with amazing views and the basic necessities. The pool was a very nice size and kept clean for us to enjoy. We also booked a horse riding lesson which was with a great instructor and I’d highly recommend a ride if you have the time. Thanks for the hospitality! "

Shifnaz

RM509 total

includes taxes & fees

7 Oct - 8 Oct

A cellar with wine racks, a wooden table, and barrels.

3. CASALE DI VALLE DIMORA STORICA

Vinci

Delsy Alejandra

RM667 total

includes taxes & fees

11 Oct - 12 Oct

A stone building with a swimming pool, outdoor seating, and trees.

4. Il Castagnolo Country B&B

San Gimignano

Allan

RM547 total

includes taxes & fees

4 Oct - 5 Oct

A swimming pool with lounge chairs and umbrellas, surrounded by grass and trees, with a view of distant hills.

5. Agriturismo La Palazzina

Palaia

Dave

RM813 total

includes taxes & fees

3 Oct - 4 Oct

A poolside area with lounge chairs and umbrellas, overlooking a scenic landscape.

6. Laqua Vineyard

Terricciola

nocham

RM903 total

includes taxes & fees

27 Oct - 28 Oct

A table with a bottle of wine, two glasses, and a plate of food on a balcony overlooking a historic cityscape.

7. Tenuta Guardastelle

San Gimignano

Sarah

RM1,157 total

includes taxes & fees

4 Oct - 5 Oct

A stone building with a staircase leading to a second floor, a small garden area, and a red brick courtyard.

8. Locanda Casalta

Strove

Manfred August

RM579 total

includes taxes & fees

1 Nov - 2 Nov

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Top Castelfiorentino Hotel Reviews

Bernini Palace

10/10 Excellent

"The breakfast was excellent as was the bar and the staff were superb"

Villa Neroli

10/10 Excellent

"The property was magnificent - much nicer than what was depicted in the web photos. The staff was exceptional ... whether it was the administrative staff, the servers, or the cleaning staff, all realized that they were there to service their guests and they provided quality services consistently during our stay. The breakfast was exceptional. A very pleased guest!"

Art Hotel Villa Agape

8/10 Good

"Beautiful property. The restaurant and breakfast are great. Rooms are cozy and quaint. To consider there shuttle is only to get you to the bridge and walk or cab from there to wherever you’re going. It’s the distance from places such as stores restaurants be prepared for any extra needs of expenses such as bottled water or snacks. Make sure the wine card you prepay for self serve you return for credit it’s $10 a glass and it’s about three sips. But beautiful place and great for quiet and privacy."

Find out more about Castelfiorentino