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

Montefioralle Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Montefioralle vacation rentals

A restaurant with hanging baskets of greenery, wicker furniture, and a view of the outdoors.

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
$347 nightly
The price is $386
Sep 27 - Sep 28
Total with taxes and fees
Terre di Baccio
A spacious indoor area with arched windows, wooden furniture, and hanging plants.

2. Relais Villa Olmo

Relais Villa Olmo
Impruneta
9.4 out of 10, Exceptional, (267 reviews)
"Very friendly and clean."
United States
Mohamed
$166 nightly
The price is $186
Oct 11 - Oct 12
Total with taxes and fees
Relais Villa Olmo
A dining area with a table set for two, featuring a view of greenery through a window.

3. 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
$158 nightly
The price is $179
Sep 27 - Sep 28
Total with taxes and fees
La Locanda di Pietracupa
An arched entrance with a lantern above, flanked by two potted plants.

4. 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
$217 nightly
The price is $243
Oct 25 - Oct 26
Total with taxes and fees
Villa il Fedino
A pool area with a water slide and a stage for performances.

5. Hu Norcenni Girasole Village

Hu Norcenni Girasole Village
4.0 star property
Figline e Incisa Valdarno
8.6 out of 10, Excellent, (332 reviews)
"Amazing venue , lots of kids entertainment. Lots of facilities- shops restaurants. Splash parks were brilliant. Highly recommended."
United Kingdom
Katie
$59 nightly
The price is $67
Sep 27 - Sep 28
Total with taxes and fees
Hu Norcenni Girasole Village
A water park with a pool, slides, and a wooden deck area.

6. hu Firenze Certosa camping in town

hu Firenze Certosa camping in town
Impruneta
8.4 out of 10, Very good, (107 reviews)
"Lovely location in the hills. Really nice pool and bar."
United Kingdom
Jessica
$45 nightly
The price is $53
Oct 18 - Oct 19
Total with taxes and fees
hu Firenze Certosa camping in town
A swimming pool with a clear blue water surface, surrounded by a well-lit deck area with outdoor seating.

7. Villa Il Palagio

Villa Il Palagio
Rignano sull'Arno
8.8 out of 10, Excellent, (83 reviews)
"The check in went great and the property is amazingly managed, a beautiful villa in the hills of Tuscany. It felt magic just walking to it, I would absolutely recommend renting a car if you want to go into Florence often."
Canada
Max
$91 nightly
The price is $105
Sep 28 - Sep 29
Total with taxes and fees
Villa Il Palagio
A stone building with a garden in front.

8. 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
$173 nightly
The price is $200
Sep 28 - Sep 29
Total with taxes and fees
Borgo Argenina
A room with a dining table, a vase of flowers, a lamp, and a view of a historic building through a window.

9. Mamo Florence - Le Farine Della Signoria Apartments

Mamo Florence - Le Farine Della Signoria Apartments
Historic Centre of Florence
8.6 out of 10, Excellent, (10 reviews)
"Amazing property with excellent views. "
United States
Karl
$212 nightly
The price is $239
Oct 25 - Oct 26
Total with taxes and fees
Mamo Florence - Le Farine Della Signoria Apartments
A pool area with two rectangular pools, surrounded by lounge chairs and umbrellas, set against a backdrop of vineyards and tall cypress trees.

10. Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (39 reviews)
"Great spot"
Canada
Philippe
$206 nightly
The price is $227
Oct 1 - Oct 2
Total with taxes and fees
Villa di Sotto
A villa with a swimming pool, outdoor seating, and a tennis court.

11. 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
$142 nightly
The price is $161
Oct 4 - Oct 5
Total with taxes and fees
Villa Curina Resort
A terrace with a table set for breakfast, a chair, and a large umbrella.

12. Villa La Stella - Casa per Ferie

Villa La Stella - Casa per Ferie
Le Cure
8.6 out of 10, Excellent, (256 reviews)
"Lively little place. Shower needed some work and updating. Apart from that a lovely relaxing stay"
United Kingdom
Lucy
$105 nightly
The price is $125
Oct 26 - Oct 27
Total with taxes and fees
Villa La Stella - Casa per Ferie

13. La Torre Del Cestello

La Torre Del Cestello
Historic Centre of Florence
9.2 out of 10, Wonderful, (330 reviews)
"Great location easy to park car with car service they offer"
United States
Joanna
$163 nightly
The price is $195
Oct 18 - Oct 19
Total with taxes and fees
La Torre Del Cestello
An open wooden door leading to an outdoor patio with a table and chairs.

14. 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
$131 nightly
The price is $150
Oct 27 - Oct 28
Total with taxes and fees
Palazzo al Torrione 2
A hotel room with a bed, a bedside table, a heater, a mirror, and a bathroom with a sink.

15. Hu Firenze Camping In Town

Hu Firenze Camping In Town
Florence
8.8 out of 10, Excellent, (1,738 reviews)
"Love this place, came back twice. Literally had all you need . The shuttle downtown is amazing, exploring with families can be chaotic this helped. The pool gets a bit crowded during peak season but still worth a visit."
United States
Ama
$61 nightly
The price is $75
Oct 25 - Oct 26
Total with taxes and fees
Hu Firenze Camping In Town
A hallway with a white door at the end, flanked by two large windows with black frames and wall-mounted lamps.

16. Nove Guest House

Nove Guest House
Historic Centre of Florence
10.0 out of 10, Exceptional, (89 reviews)
"Really friendly and helpful staff. It’s perfect located in Florence’s historic neighborhoods, a short walk from everything. The room was super clean and quiet."
Canada
Emmanuel
$152 nightly
The price is $181
Oct 23 - Oct 24
Total with taxes and fees
Nove Guest House
A view from a window overlooking a rural landscape with fields and a distant mountain range.

17. 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
$130 nightly
The price is $149
Oct 18 - Oct 19
Total with taxes and fees
B&B Palazzo Tortoli
A balcony with a table, wine glasses, and a bottle, overlooking a historic building with a clock tower and another tower.

18. Relais Piazza Signoria

Relais Piazza Signoria
Historic Centre of Florence
9.6 out of 10, Exceptional, (877 reviews)
"great staff. Very accessible and close to very good restaurants and gelaterias."
Canada
Melika
$234 nightly
The price is $271
Oct 21 - Oct 22
Total with taxes and fees
Relais Piazza Signoria
A narrow alleyway with brick walls, wooden barrels, and potted plants.

19. 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.
$167 nightly
The price is $173
Sep 29 - Sep 30
Total with taxes and fees
San Gimignano Apartment in the Heart of Town for 4 People with Fast Wi-Fi and Concierge Service
A wooden double door with a circular handle, a black wrought iron decorative arch above it, and a plaque with the text "Casa Fresia" on the wall to the left.

20. Relais la Corte di Cloris

Relais la Corte di Cloris
Santissima Annunziata
9.2 out of 10, Wonderful, (357 reviews)
"Spacious, clean, well equipped and good looking room with beautiful view into the garden. Polite owner who gave us clear instructions for the self check-in and parking. 15 minutes to walk to the old town. We definitely would come again."
Germany
Alexander
$102 nightly
The price is $126
Oct 25 - Oct 26
Total with taxes and fees
Relais la Corte di Cloris
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

Hotel Paris

Hotel Paris

10/10 Excellent
"Great location and great staff who provided support in making the trip special in Florence."
Sergio 3-night trip
Posted less than an hour ago
Hotel Paris

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 $53 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.

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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 Piazza del Duomo and Piazza di Santa Maria Novella.

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.