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

Montefioralle Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Montefioralle vacation rentals

Free daily buffet breakfast

1. Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (79 reviews)
"We had a wonderful experience! The staff was kind and very helpful. Our room was stunning and very spacious for a family of 5! The breakfast was amazing, and all of the activities on site were very fun - we especially enjoyed the cooking class! I would absolutely love to return here. I recommend looking into and booking on-site activities in advance so you can get the most out of your experience!"
United States
Julia
$300 nightly
The price is $335
Aug 18 - Aug 19
Total with taxes and fees
Terre di Baccio
Garden view

2. Villa San Filippo

Villa San Filippo
4.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (46 reviews)
"This place was beautiful, quiet like a picture you’d see in the movies"
Canada
Nadia
$90 nightly
The price is $106
Sep 12 - Sep 13
Total with taxes and fees
Villa San Filippo
View from room

3. Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (116 reviews)
"Front desk was very helpful and very comfortable room. "
United States
Chris
$101 nightly
The price is $114
Sep 1 - Sep 2
Total with taxes and fees
Chianti Village Morrocco
Exterior detail

4. UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK

UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK
Ruffoli
9.4 out of 10, Exceptional, (23 reviews)
"This is truly a unique and special property providing incredible value . One of the most beautiful views in a spectacular setting hidden away in the Tuscan hills above Panzano. A perfect location for day trips to vinyards, restaurants and the Chianti area. Our apartment was extremely well appointed and beautifully decorated. Spacious and varied outdoor sitting areas and patios with a very nice pool area. Our hostess Babette was extremely accomodating and informative which added to our overall...
Canada
James
$186 nightly
The price is $186
Aug 13 - Aug 14
Total with taxes and fees
UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK
Aerial view

5. Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (73 reviews)
"Beautiful property"
Canada
Mary
$166 nightly
The price is $187
Aug 14 - Aug 15
Total with taxes and fees
Villa Curina Resort
Suite | Premium bedding, Select Comfort beds, minibar, in-room safe

6. La Terrazza Sul Campo Rooming House

La Terrazza Sul Campo Rooming House
Siena City Centre
9.8 out of 10, Exceptional, (248 reviews)
"The location was amazing. I will never forget the view. Room was huge and access to restaurants and shopping. Also fantastic. We want to go back again already."
United States
Margaret
$121 nightly
The price is $137
Aug 26 - Aug 27
Total with taxes and fees
La Terrazza Sul Campo Rooming House
Room amenity

7. Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (474 reviews)
"Lovely, clean room, comfy bed, decent breakfast "
United Kingdom
Andrew
$123 nightly
The price is $140
Aug 18 - Aug 19
Total with taxes and fees
Siena Vip
Breakfast meal

8. B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (205 reviews)
"Lovely B&B right in the heart of Siena. Pierre was incredibly helpful and kept me up to date prior to my arrival with suggestions for dining out, shopping and bars. Would highly recommend"
United Kingdom
Katherine
$116 nightly
The price is $133
Aug 25 - Aug 26
Total with taxes and fees
B&B Il Corso
Property grounds

9. Domus il Palio B&B

Domus il Palio B&B
Ravacciano
9.2 out of 10, Wonderful, (97 reviews)
"Rooms were clean and spacious ! Happy there was a good blow dryer in the room and a heated towel rack. Staff were very friendly and helpful . Would stay again !"
Canada
Alissia
$63 nightly
The price is $73
Aug 24 - Aug 25
Total with taxes and fees
Domus il Palio B&B
Exterior

10. La Senesina, Monteriggioni, Siena. In the best countryside of Tuscany !

La Senesina, Monteriggioni, Siena. In the best countryside of Tuscany !
Siena
10.0 out of 10, Exceptional, (66 reviews)
"Super helpful host"
Australia
Robyn D.
$269 nightly
The price is $275
Sep 5 - Sep 6
Total with taxes and fees
La Senesina, Monteriggioni, Siena. In the best countryside of Tuscany !
Exterior

11. Borgo Argenina

Borgo Argenina
Gaiole in Chianti
9.8 out of 10, Exceptional, (24 reviews)
"A very peaceful and relaxing B&B that I highly recommend, spacious rooms , clean and well maintained! Host were very pleasing and helpful… definitely recommend!!"
Canada
Sabatino
$261 nightly
The price is $297
Aug 23 - Aug 24
Total with taxes and fees
Borgo Argenina
Lobby lounge

12. ApartHotel Anghel

ApartHotel Anghel
Siena
8.4 out of 10, Very Good, (344 reviews)
"Great stay highly recommend!!"
United States
jon
$96 nightly
The price is $111
Aug 24 - Aug 25
Total with taxes and fees
ApartHotel Anghel
Exterior

13. Antico Borgo il Cardino

Antico Borgo il Cardino
San Gimignano
9.4 out of 10, Exceptional, (84 reviews)
"It was perfect for my one night stop before moving on to another location in Toscana."
United States
Craig
$172 nightly
The price is $195
Sep 6 - Sep 7
Total with taxes and fees
Antico Borgo il Cardino
Restaurant

14. Relais Villa Olmo

Relais Villa Olmo
Impruneta
9.4 out of 10, Exceptional, (260 reviews)
"Delightful location, comfortable bed, excellent food."
Canada
Rupert
$139 nightly
The price is $156
Aug 30 - Aug 31
Total with taxes and fees
Relais Villa Olmo
Courtyard

15. Regis Condo

Regis Condo
Siena City Centre
9.4 out of 10, Exceptional, (78 reviews)
"I loved the location. My only problem was having to wake-up by a jackhammer in the morning as the hotel was remodeling the apartment next door."
United States
Dror
$127 nightly
The price is $144
Aug 18 - Aug 19
Total with taxes and fees
Regis Condo
Superior Double Room, Ensuite, City View | Egyptian cotton sheets, premium bedding, down comforters, minibar

16. B&B Palazzo del Magnifico

B&B Palazzo del Magnifico
Siena City Centre
9.8 out of 10, Exceptional, (72 reviews)
"Wonderful place, great location."
United States
Khaled
$113 nightly
The price is $129
Aug 20 - Aug 21
Total with taxes and fees
B&B Palazzo del Magnifico
Double Room | Minibar, desk, blackout drapes, WiFi (free)

17. PALAZZO DEL PAPA

PALAZZO DEL PAPA
Siena City Centre
9.6 out of 10, Exceptional, (110 reviews)
"Fantastic location, walkable to everything, very clean & Hamza was a great host with lots of tips on what to see & where to eat"
United Kingdom
Diane
$189 nightly
The price is $212
Aug 24 - Aug 25
Total with taxes and fees
PALAZZO DEL PAPA
Balcony

18. Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (110 reviews)
"Great location, beautiful room with a terrace and the best breakfast we had in Italy! "
United States
Angel
$135 nightly
The price is $154
Aug 21 - Aug 22
Total with taxes and fees
Palazzo al Torrione 2
Exterior

19. Hu Norcenni Girasole Village

Hu Norcenni Girasole Village
4.0 star property
Figline e Incisa Valdarno
8.6 out of 10, Excellent, (329 reviews)
"We all loved this place. It is conveniently close to Florence or Sienna so you can take a day trips if you get bored but there are plenty of activities on site. We wished we have reserved more days to stay but we will do that next year."
United States
Kalinka
$98 nightly
The price is $111
Aug 13 - Aug 14
Total with taxes and fees
Hu Norcenni Girasole Village
Exterior detail

20. SAN DOMENICO LUXURY APARTMENT

SAN DOMENICO LUXURY APARTMENT
Siena City Centre
10.0 out of 10, Exceptional, (45 reviews)
"Absolutely fantastic location, only 10 mins walk to Campo. Guido met us very close to the apartment so no need to lug heavy bags a long way. Free parking 5 mins walk. Both bathrooms very clean. WiFi & A/C worked well. Comfy beds. A/C is noisy, so the ceiling fans were useful at night when it was hot. Second bedroom was smaller but fine for our two children. Excellent ice cream just opposite, well stocked Conad shop round the corner & nice pizzeria with view of cathedral."
United Kingdom
Gillian
$201 nightly
The price is $201
Aug 21 - Aug 22
Total with taxes and fees
SAN DOMENICO LUXURY APARTMENT
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Montefioralle Hotel Reviews

Hotel Delle Nazioni

Hotel Delle Nazioni

8/10 Good
"The staff was very nice and helpful. The breakfast was delicious and available at 7am - 10 am which was very convenient. Elevator is a little old but works well. Rooms were comfortable and clean. The hotel locations is right in front of the train terminal which is fantastic. However, be aware that there are lots of homeless, and I mean A LOT, of people and pick pockets that will make you uncomfortable and give you a sense of an unsecured place. But this is happening everywhere you go these days…"
GABRIEL 3-night trip
Posted 1 hour ago
Hotel Delle Nazioni

Find out more about Montefioralle

Everything you need to know about Montefioralle vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Montefioralle vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Montefioralle vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Montefioralle vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Montefioralle. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Montefioralle in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $71 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Montefioralle rentals

At Expedia, we put the best Montefioralle vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Montefioralle rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Montefioralle vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Montefioralle. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Montefioralle?

Yes, there are vacation rentals near popular points of interest in Montefioralle, or you can go with a more remote option if you're looking for relaxation.

What's the top vacation rental in Montefioralle?

Villa La Stella - Casa per Ferie: This vacation home rental near 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 vacation 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 Cathedral of Santa Maria del Fiore and Piazza del Duomo.

What’s a vacation rental in Montefioralle like?

Vacation rentals are private properties you can stay in for several days or longer in Montefioralle. Vacation rentals feature extras like laundry facilities and kitchens so you'll have a home away from home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from public hotel elevators and busy reception areas while still allowing you to travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for family gatherings.