A historic village perched on a hillside with stone buildings and a prominent tower.

Montefioralle Holiday Rentals

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Our top choices for Montefioralle holiday rentals

1. Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (80 reviews)
"Amazing property and room, only issue is it’s very understaffed so it’s hard to get anything without chasing down workers. They also don’t stay on the property so after like 11pm you’re on your own. Besides that it was a wonderful location and very peaceful."
United States
Gage
The price is NZ$542
includes taxes & fees
23 Oct - 24 Oct
Terre di Baccio

2. La Locanda di Pietracupa

La Locanda di Pietracupa
Tavarnelle Val di Pesa
9.6 out of 10, Exceptional, (39 reviews)
"Great place, wonderful restaurant"
Germany
Isabell
The price is NZ$288
includes taxes & fees
8 Oct - 9 Oct
La Locanda di Pietracupa

3. Relais Villa Olmo

Relais Villa Olmo
Impruneta
9.4 out of 10, Exceptional, (268 reviews)
"Very friendly and clean."
United States
Mohamed
The price is NZ$261
includes taxes & fees
2 Nov - 3 Nov
Relais Villa Olmo

4. Hu Norcenni Girasole Village

Hu Norcenni Girasole Village
4.0 star property
Figline e Incisa Valdarno
8.6 out of 10, Excellent, (333 reviews)
"Amazing venue , lots of kids entertainment. Lots of facilities- shops restaurants. Splash parks were brilliant. Highly recommended."
United Kingdom
Katie
Hu Norcenni Girasole Village

5. Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (105 reviews)
"Tha parking was easy on the property. It was within walking distance to the villages with shops, restaurants and cafes. The best part was the staff. The owners were incredibly helpful, friendly and made you feel like family. Breakfast outside was lovely overlooking the hills of Tuscany. We met many people and had lovely conversations with other travelers during breakfast. A gem in Tuscany."
United States
Lori
The price is NZ$456
includes taxes & fees
14 Oct - 15 Oct
Villa il Fedino

6. I Parigi Corbinelli

I Parigi Corbinelli
Florence
9.6 out of 10, Exceptional, (170 reviews)
"Beautiful setting, stunning views, incredible pool and gardens and so easy to jump on the bus into the city."
United Kingdom
Jacqui
The price is NZ$173
includes taxes & fees
1 Nov - 2 Nov
I Parigi Corbinelli

7. hu Firenze Certosa camping in town

hu Firenze Certosa camping in town
Impruneta
8.4 out of 10, Very good, (108 reviews)
"Lovely location in the hills. Really nice pool and bar."
United Kingdom
Jessica
The price is NZ$92
includes taxes & fees
6 Oct - 7 Oct
hu Firenze Certosa camping in town

8. Marignolle Relais and Charme

Marignolle Relais and Charme
Florence
9.2 out of 10, Wonderful, (93 reviews)
"The Marignolle Relais & Charme is absolutely gorgeous. The rooms are beautifully decorated and everything is so clean. The grounds are well maintained and the pool area is stunning. We loved our two day stay and heartily recommend it. Stay here you’ll love it!!!"
Canada
Honey
The price is NZ$426
includes taxes & fees
21 Oct - 22 Oct
Marignolle Relais and Charme

9. Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (40 reviews)
"Great spot"
Canada
Philippe
The price is NZ$330
includes taxes & fees
12 Oct - 13 Oct
Villa di Sotto

10. Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (113 reviews)
"They were very helpful to me when I arrived. I difficulty accessing there messages to me. They put me at ease"
United States
Angela
The price is NZ$267
includes taxes & fees
8 Oct - 9 Oct
Palazzo al Torrione 2

11. Borgo Argenina

Borgo Argenina
Gaiole in Chianti
9.8 out of 10, Exceptional, (27 reviews)
"What an amazing place. We enjoyed it so much."
United States
Tatevik
The price is NZ$351
includes taxes & fees
15 Oct - 16 Oct
Borgo Argenina

12. Luxury Villa in the Florentine hills

Luxury Villa in the Florentine hills
Florence
9.8 out of 10, Exceptional, (150 reviews)
"The villa is a nicely restored rustic home with a beautiful landscape. I would definitely stay there again!"
United States
melissa r.
The price is NZ$669
includes taxes & fees
1 Nov - 2 Nov
Luxury Villa in the Florentine hills

13. Camping Boschetto Di Piemma

Camping Boschetto Di Piemma
3.0 star property
San Gimignano
8.8 out of 10, Excellent, (90 reviews)
"Great experience, close to a beautiful city and castle on a hill. "
New Zealand
Anonymous traveller
The price is NZ$98
includes taxes & fees
13 Oct - 14 Oct
Camping Boschetto Di Piemma

14. Hu Firenze Camping In Town

Hu Firenze Camping In Town
Florence
8.8 out of 10, Excellent, (1,750 reviews)
"The property was very clean and there was so much to do without even leaving it. We stayed there for a few nights only"
Canada
Kseniia
The price is NZ$122
includes taxes & fees
3 Nov - 4 Nov
Hu Firenze Camping In Town

15. Camping Village Panoramico Fiesole

Camping Village Panoramico Fiesole
3.0 star property
Fiesole
8.4 out of 10, Very good, (141 reviews)
"Brand new bungalow. Nice campground."
United States
Gustavo
The price is NZ$125
includes taxes & fees
12 Oct - 13 Oct
Camping Village Panoramico Fiesole

16. Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (80 reviews)
"Beautiful resort in the hills, lovely and charming room, incredibly spacious."
United States
Deanna
The price is NZ$233
includes taxes & fees
12 Oct - 13 Oct
Villa Curina Resort

17. Villa La Stella - Casa per Ferie

Villa La Stella - Casa per Ferie
Le Cure
8.6 out of 10, Excellent, (259 reviews)
"Great location with a beautiful view."
United States
Erin
The price is NZ$258
includes taxes & fees
1 Nov - 2 Nov
Villa La Stella - Casa per Ferie

18. Mamo Florence - Le Farine Della Signoria Apartments

Mamo Florence - Le Farine Della Signoria Apartments
Historic Centre of Florence
8.8 out of 10, Excellent, (11 reviews)
"Great host, amazing location!"
United States
raxshaaz
The price is NZ$429
includes taxes & fees
28 Oct - 29 Oct
Mamo Florence - Le Farine Della Signoria Apartments

19. B&B Palazzo Tortoli

B&B Palazzo Tortoli
San Gimignano City Centre
9.2 out of 10, Wonderful, (65 reviews)
"In the center of town overlooking a plaza (other rooms overlook the valley). Multiple museums, and dining and shopping options within very easy walking distance. The town and surroundings are beautiful."
United States
Harold
The price is NZ$273
includes taxes & fees
20 Oct - 21 Oct
B&B Palazzo Tortoli

20. San Gimignano Apartment in the Heart of Town for 4 People with Fast Wi-Fi and Concierge Service

San Gimignano Apartment in the Heart of Town for 4 People with Fast Wi-Fi and Concierge Service
San Gimignano City Centre
9.8 out of 10, Exceptional, (42 reviews)
"Authentic 13th century building with so much character and charm. The room was very unique and opened to a lovely courtyard. The location was great, and very close to the gate. A full Italian breakfast buffet was offered at a reasonable cost. Laundry service was also available. And the hosts were very friendly and helpful."
United States
Marilyn H.
The price is NZ$329
includes taxes & fees
10 Oct - 11 Oct
San Gimignano Apartment in the Heart of Town for 4 People with Fast Wi-Fi and Concierge Service
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Montefioralle Hotel Reviews

Find out more about Montefioralle

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Montefioralle holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Montefioralle. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Montefioralle. Seeing all the best attractions is bound to make you fall in love with Montefioralle. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Montefioralle short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Montefioralle?

Yes, there are holiday rentals close to the most popular sights in Montefioralle, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Montefioralle has to offer?

Villa La Stella - Casa per Ferie: This holiday home rental outside of Montefioralle is located near the airport, and has a garden, a library and air conditioning to put you at ease in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind.

What’s there to see and do in Montefioralle?

Explore the area and family-friendly sights such as Chianti Observatory, or get out into nature at a spot like Boboli Gardens. Other popular places to visit in the area include Piazza del Duomo and Piazza di Santa Maria Novella.

What’s a holiday rental in Montefioralle like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Montefioralle. Holiday rentals feature amenities such as kitchens and laundry facilities so you'll have a home away from home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of security away from public hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for a family getaway.