Best Villas in Montelupo Fiorentino 2026

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Our top choices for Montelupo Fiorentino villas

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

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

Montespertoli

Krista G.

includes taxes & fees

29 Nov - 30 Nov

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

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

Montespertoli

includes taxes & fees

16 Nov - 17 Nov

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

3. VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37

Firenze

includes taxes & fees

16 Nov - 17 Nov

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

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

Montespertoli

Scott M.

includes taxes & fees

17 Nov - 18 Nov

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

5. Rooster House, Cooking Classes, and Opera

Tavarnelle Val di Pesa

includes taxes & fees

17 Nov - 18 Nov

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

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

Vinci

includes taxes & fees

16 Nov - 17 Nov

A large, historic building with a tower, multiple arches, and a courtyard with outdoor seating.

7. VILLA MEDICEA - Seven Bedroom Villa, Sleeps 25

Careggi Rifredi

robert g.

includes taxes & fees

16 Nov - 17 Nov

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

8. Premorae - Tenuta corte dell'Angelo - heated pool and concierge service

impruneta

Oli P.

includes taxes & fees

18 Nov - 19 Nov

A stone patio with outdoor furniture, a stone wall, and a view of the countryside.

9. Golden Hour - Wedding in Florence

Toscana

includes taxes & fees

17 Nov - 18 Nov

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

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

Certaldo - Firenze

Kelly C.

includes taxes & fees

16 Nov - 17 Nov

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

11. "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 traveller

includes taxes & fees

16 Nov - 17 Nov

A sun lounger with a view of a mountainous landscape.

12. VILLA FIESOLANA - Twelve Bedroom Villa, Sleeps 34

Pontassieve

"This place is magical!!!!! The host was amazing and so communicative - readily available on the property and was able to answer questions as well as drive us to get food in town and to the train station! Ample space for guests and the property is beautiful. The pool area is great and comes with fun floats / fun activities for near the pool. The ambiance of the outdoor dining area is lovely and the check in/out process was easy. Couldn’t recommend this place more!!!"

Lyndsey S.

includes taxes & fees

16 Nov - 17 Nov

A pool area with a stone archway, lounge chairs, and a stone wall with greenery behind.

13. Villa with a Pool in Florence / Breakfast, Daily Cleaning, Air Conditioning, Hot Tub

Rignano sull'Arno

includes taxes & fees

16 Nov - 17 Nov

A hot tub with a wooden exterior, surrounded by lush greenery and a scenic view of hills.

14. Villa Dei Pavoni - Luxury Villa in the Hills of Florence

Toscana

Leopard I.

includes taxes & fees

16 Nov - 17 Nov

A poolside area with lounge chairs and a pergola.

15. Bagno a Ripoli, Italy. Entire property: Villa

Toscana

includes taxes & fees

16 Nov - 17 Nov

A building with a green facade, a wooden ceiling, and a balcony with potted plants.

16. VILLA FRANCO

Castelfranco di Sotto

includes taxes & fees

16 Nov - 17 Nov

An outdoor seating area with a sofa, chairs, and a table, surrounded by greenery and a stone wall.

17. Florence Apartments - Villa Fonte Morgana with Pool

Impruneta

Christine B.

A poolside area with a wooden deck, lounge chairs, and a white canopy.

18. Villa 'Ancòra Tenuta Lonciano' with pool and view

Sesto Fiorentino

"We had a wonderful time at Villa Ancora. From the time I booked Antonella (our host) was so engaged and friendly. She met us at the property and made sure we had everything we needed. She gave us great advice on local markets, restaurants and ideas to make the most of our vacation. We enjoyed every aspect of the beautiful property from the cozy beds to the well-appointed kitchen, the stunning view and comfortable pool area. "

Guillermo S.

includes taxes & fees

16 Nov - 17 Nov

A clear blue pool with a view of rolling hills and a hedge-lined edge.

19. VILLA GRAND MEDICI - Eight Bedroom Villa, Sleeps 16

Firenze

includes taxes & fees

16 Nov - 17 Nov

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Learn more about Montelupo Fiorentino

Ceramics workshops let you create your own majolica pottery in this historic town famous for its Renaissance-era ceramic production. Explore the Museo della Ceramica to see centuries of local craftsmanship before wandering riverside paths along the scenic Arno.

See all hotels in Montelupo Fiorentino

A historic fortified town with a prominent tower, surrounded by dense vegetation and illuminated buildings.

Top reviews in Montelupo Fiorentino

A large, multi-story building with a courtyard, surrounded by greenery and trees.

Villa Neroli - Place of Charme

Coverciano

10/10 Excellent

Rajesh

A table set for two with wine glasses, a plate, and a napkin, surrounded by greenery and flowers.

Art Hotel Villa Agape - Place of Charme

Oltrarno

10/10 Excellent

Marie

A cityscape with historical buildings, including a prominent dome and towers, viewed from behind a metal fence with greenery in the foreground.

Hotel David

Oltrarno

10/10 Excellent

We stayed at the Hotel David for four nights. The staff are welcoming, pleasant and helpful. The cleaning staff did an invisible but excellent job, leaving our room immaculate every day. Our twin room was spacious, with ample storage space, and a large shower room off a small hallway. The bed was very comfortable. There a wide variety of food for breakfast, including fresh fruit and freshly made pastries and cakes. I would recommend this hotel to anyone who doesn't mind the 15-20-minute walk...

Anonymous traveller

A riverside patio with wicker furniture and a stone wall.

Hotel Ville sull'Arno - Preferred Hotels & Resorts

Campo di Marte

10/10 Excellent

One of the best hotels I have stayed - small, 'boutique' feel. Lovely, friendly and helpful staff - they seemed to want us to enjoy our stay ! Stayed 2 x one night, so had 2 different rooms - both quite different, but both excellent quality & space. Dinner in restaurant was superb; breakfast buffet excellent. c. 20 minute walk into the centre of Florence, maybe 30 mins to Ponte Vecchio, or use the shuttle bus or taxis. Highly recommended - can't wait to go back !

Ian

A courtyard with a yellow building, a gate, and a banner for the Horto Convento Hotel.

Hotel Horto Convento

Historic Centre of Florence

10/10 Excellent

Edna

An outdoor dining area with tables set for a meal, surrounded by chairs and a garden view.

Villa Olmi Firenze

Bagno a Ripoli

10/10 Excellent

Ron

A historic building with arched windows and red flags.

Hotel Calimala Florence

Historic Centre of Florence

10/10 Excellent

Antonio

A rooftop terrace with a pool, outdoor seating, and a view of a cityscape.

The Social Hub Florence Lavagnini

San Lorenzo

10/10 Excellent

Philippa

A rooftop terrace with a table set for dining, candles, and a vase of flowers, overlooking a historic cityscape with notable architecture.

Hotel Santa Maria Novella

Historic Centre of Florence

10/10 Excellent

James

Frequently Asked Questions

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How can I find cheap villas in Montelupo Fiorentino?

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Search Villas in Montelupo Fiorentino

Change your mind

Treat yourself

Be picky

Find holiday rentals that suit your style

Check prices for these dates

Our top choices for Montelupo Fiorentino villas

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

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

3. VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37

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

5. Rooster House, Cooking Classes, and Opera

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

7. VILLA MEDICEA - Seven Bedroom Villa, Sleeps 25

8. Premorae - Tenuta corte dell'Angelo - heated pool and concierge service

9. Golden Hour - Wedding in Florence

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

11. "A Casa di Franca Villa con piscina"

12. VILLA FIESOLANA - Twelve Bedroom Villa, Sleeps 34

13. Villa with a Pool in Florence / Breakfast, Daily Cleaning, Air Conditioning, Hot Tub

14. Villa Dei Pavoni - Luxury Villa in the Hills of Florence

15. Bagno a Ripoli, Italy. Entire property: Villa

16. VILLA FRANCO

17. Florence Apartments - Villa Fonte Morgana with Pool

18. Villa 'Ancòra Tenuta Lonciano' with pool and view

19. VILLA GRAND MEDICI - Eight Bedroom Villa, Sleeps 16

Learn more about Montelupo Fiorentino

Top reviews in Montelupo Fiorentino

Villa Neroli - Place of Charme

10/10 Excellent

Frequently Asked Questions

Why book your villa in Montelupo Fiorentino with Expedia?

How can I find cheap villas in Montelupo Fiorentino?