Castelfiorentino Villas from SAR 552

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

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Our top choices for Castelfiorentino villas

A garden with outdoor seating, a shade structure, and a view of the surrounding landscape.

1. Rooster House, cooking classes and opera

Tavarnelle Val di Pesa

SAR 552 total

includes taxes & fees

19 Oct - 20 Oct

A stone building with an arched entrance, surrounded by gravel, potted plants, and trees.

2. Villa Montecastello

Monteriggioni

Alvaro

SAR 726 total

includes taxes & fees

30 Oct - 31 Oct

A modern poolside area with a clear view of the landscape.

3. Aureva Tuscany, modern villa with private pool

Montelupo F.no

SAR 2,533 total

includes taxes & fees

1 Nov - 2 Nov

A swimming pool with a view of the landscape, surrounded by greenery and a pergola structure.

4. Villa Le Polle di Meletro

Rivalto

SAR 809 total

includes taxes & fees

27 Oct - 28 Oct

A person in a swimming pool with a view of a vineyard and hills.

5. "A Casa di Franca Villa con piscina"

Gambassi Terme

"Pros: La estancia en la casa fue muy bonita. Estaba cerca de Florencia, Siena, Sant Gimigano, etc. Viajamos toda la familia y los propietarios fueron muy acogedores. La piscina es un sitio perfecto para relajarse y bañarse después de ver la Toscana. Nuestros hijos y sobrinos jugaron porque tenían de todo. La casa muy equipada y limpia con televisión en todas las habitaciones. Los propietarios además nos ayudaron con un pequeño contratiempo que tuvimos. Nos sentimos como en casa, muchas...

Anonymous traveler

SAR 6,428 total

includes taxes & fees

2 Nov - 3 Nov

A table set for tea with a view of a garden and hills.

6. Tuscan Sky Villa in San Miniato with Private Pool

San Miniato

SAR 4,385 total

includes taxes & fees

1 Nov - 2 Nov

A covered balcony with a brick railing, a bench, and a view of lush greenery.

7. Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany

Certaldo - Firenze

Kelly C.

SAR 2,459 total

includes taxes & fees

18 Oct - 19 Oct

A building with a large entrance, potted plants, and a statue in the foreground.

8. Villa Milani with Shared Pool, Private Terrace & Wi-Fi

Montespertoli

Scott M.

SAR 6,841 total

includes taxes & fees

1 Nov - 2 Nov

A villa with a swimming pool, surrounded by lush greenery and a scenic countryside view.

9. Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!

Montespertoli

"Amazing Property! The house was impeccably clean, with spacious bedrooms and comfortable beds. Our gracious host Nicola spoiled us with his generosity. He went beyond our expectations to ensure that our stay was perfect. He and his wife welcomed us with a delicious homemade apple cake. He drove us to the nearby town of Montespertoli to pick-up groceries and provisions. He recommended a local chef to cook for us at the villa. The meal was amazing and memorable. We will be back!"

Elise D.

SAR 7,887 total

includes taxes & fees

1 Nov - 2 Nov

A two-story building with a gravel driveway, a wooden door, and a small garden area with potted plants.

10. Luxury Villa: Air-Co & Swimmingpool in Chianti/Sleeps 21 or more in extra suites

Montespertoli

Krista G.

SAR 8,123 total

includes taxes & fees

1 Nov - 2 Nov

A villa with a swimming pool, surrounded by lush greenery and vineyards.

11. Villa with Guesthouse: Private Pool, Air Conditioning, 13 Bedrooms for up to 30 Guests

Montespertoli

SAR 22,791 total

includes taxes & fees

18 Oct - 19 Oct

An outdoor patio with a table and chairs, surrounded by greenery and a view of distant hills.

12. Luxury Villa in the Florentine hills

Florence

melissa r.

SAR 1,400 total

includes taxes & fees

1 Nov - 2 Nov

13. Tenuta le Viste—a magnificent villa overlooking Florence

scandicci

STEPHANE B.

An open wooden door leading to a balcony with a round table and two chairs, overlooking a garden with trees and flowers.

14. Florence‼️~Entire villa in the hills, sleeps 7, 4 bathrooms~

Impruneta

Maria H.

SAR 1,603 total

includes taxes & fees

19 Oct - 20 Oct

A rural property with stone buildings, a garden, and a view of rolling hills.

15. Villetta Brunelleschi: Privacy and Comfort on Two Levels

Montaione

SAR 10,535 total

includes taxes & fees

18 Oct - 19 Oct

A courtyard with a building, potted plants, and a grassy area.

16. SwimmingPool ONLY FOR YOU in Villa with AirCon for 26/30 pax in 13 bedrooms

Toscana

SAR 9,553 total

includes taxes & fees

1 Nov - 2 Nov

A multi-story building with a stone pathway leading to the entrance, surrounded by lush greenery and flowering plants.

17. VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37

Firenze

SAR 54,942 total

includes taxes & fees

27 Oct - 28 Oct

A stone building with a large arched entrance, potted plants, and outdoor seating.

18. Exclusive Estate | Personal Concierge & Heated Pool

impruneta

Oli P.

SAR 4,703 total

includes taxes & fees

19 Oct - 20 Oct

A poolside area with wicker furniture, a bottle of champagne, and a tray with snacks and drinks.

19. Villa 'Podere Bucigattolo' with Private Pool, Wi-Fi and Air Conditioning

Serravalle pistoiese

"Great villa for lager groups with great view. Very quite location. The road towards the villa is a bit narrow and makes going for a quick grocery trip a bit less easy. The beds and bathrooms are great although from the description we did not deduct that two rooms share a bathroom and are directly connected. The kitchen downstairs is well equipped but a bit small to accommodate 1 large group sharing the whole property. The host and her sister took great care of us and really nice to be able to...

Maarten O.

SAR 10,832 total

includes taxes & fees

30 Oct - 31 Oct

A terrace with stone walls, a view of the landscape, and outdoor furniture including a chair and a table.

20. Antico Borghetto di Tigliano Cozy and ideal for families with children

Vinci

SAR 2,345 total

includes taxes & fees

18 Oct - 19 Oct

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Top Castelfiorentino Hotel Reviews

Hu Firenze Camping In Town

10/10 Excellent

"On a bien aimé notre séjour. C’était très propre partout. Notre cabine était parfaite. Votre équipe s’est bien occupée de nous. Et nous avons eu un très bon service. Nous le recommandons. Et le restaurant et le service était très bon aussi. Nous avons trouvé très pratique de pouvoir acheter nos excursions au camping et d’avoir le transport pour les excursions directement du camping c’était bien pratique et zéro stress à essayer de trouver le groupe au centre ville."

The Social Hub Florence Belfiore

8/10 Good

"Staff is too young and untrained in hospitality to provide a solid experience, felt like student workers with little supervisors there to actually help them. Advertises with free laundry but you can only run one tiny machine at a time and one of them left my laundry smelling worse making me have to double-wash it. All of it gets run through their own app you have to create an account for, just to use a washing machine during your two-night stay. BAD USE OF HIGH TECH. Room was spacious and clean but bathroom shower floods the rest of the floor. Hallways smelled like meals microwaved by the study-abroad students. Interesting concept, solid rooms, poorly executed."

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Castelfiorentino villas

1. Rooster House, cooking classes and opera

2. Villa Montecastello

3. Aureva Tuscany, modern villa with private pool

4. Villa Le Polle di Meletro

5. "A Casa di Franca Villa con piscina"

6. Tuscan Sky Villa in San Miniato with Private Pool

7. Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany

8. Villa Milani with Shared Pool, Private Terrace & Wi-Fi

9. Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!

10. Luxury Villa: Air-Co & Swimmingpool in Chianti/Sleeps 21 or more in extra suites

11. Villa with Guesthouse: Private Pool, Air Conditioning, 13 Bedrooms for up to 30 Guests

12. Luxury Villa in the Florentine hills

13. Tenuta le Viste—a magnificent villa overlooking Florence

14. Florence‼️~Entire villa in the hills, sleeps 7, 4 bathrooms~

15. Villetta Brunelleschi: Privacy and Comfort on Two Levels

16. SwimmingPool ONLY FOR YOU in Villa with AirCon for 26/30 pax in 13 bedrooms

17. VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37

18. Exclusive Estate | Personal Concierge & Heated Pool

19. Villa 'Podere Bucigattolo' with Private Pool, Wi-Fi and Air Conditioning

20. Antico Borghetto di Tigliano Cozy and ideal for families with children

Find vacation rentals that suit your style

Top Castelfiorentino Hotel Reviews

Hu Firenze Camping In Town

The Social Hub Florence Lavagnini

The Social Hub Florence Belfiore

Hotel Santa Maria Novella

Hotel Albani Firenze

The Market Urban Hotel

Hotel Horto Convento

Hotel Galileo

aparto Florence Manifattura

Search Villas in Castelfiorentino

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Castelfiorentino villas

1. Rooster House, cooking classes and opera

2. Villa Montecastello

3. Aureva Tuscany, modern villa with private pool

4. Villa Le Polle di Meletro

5. "A Casa di Franca Villa con piscina"

6. Tuscan Sky Villa in San Miniato with Private Pool

7. Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany

8. Villa Milani with Shared Pool, Private Terrace & Wi-Fi

9. Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!

10. Luxury Villa: Air-Co & Swimmingpool in Chianti/Sleeps 21 or more in extra suites

11. Villa with Guesthouse: Private Pool, Air Conditioning, 13 Bedrooms for up to 30 Guests

12. Luxury Villa in the Florentine hills

13. Tenuta le Viste—a magnificent villa overlooking Florence

14. Florence‼️~Entire villa in the hills, sleeps 7, 4 bathrooms~

15. Villetta Brunelleschi: Privacy and Comfort on Two Levels

16. SwimmingPool ONLY FOR YOU in Villa with AirCon for 26/30 pax in 13 bedrooms

17. VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37

18. Exclusive Estate | Personal Concierge & Heated Pool

19. Villa 'Podere Bucigattolo' with Private Pool, Wi-Fi and Air Conditioning

20. Antico Borghetto di Tigliano Cozy and ideal for families with children

Find vacation rentals that suit your style

Top Castelfiorentino Hotel Reviews

Hu Firenze Camping In Town