Pontassieve Holiday Rentals

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Our top choices for Pontassieve holiday rentals

Catherine's Tavern

Catherine's Tavern
Pontassieve
The price is AU$289
includes taxes & fees
26 Feb - 27 Feb
Catherine's Tavern

VILLA FIESOLANA - Twelve Bedroom Villa, Sleeps 34

VILLA FIESOLANA - Twelve Bedroom Villa, Sleeps 34
Pontassieve
10.0 out of 10, Exceptional, (2 reviews)
"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!!!"
United States
Lyndsey S.
The price is AU$5,991
includes taxes & fees
19 Feb - 20 Feb
VILLA FIESOLANA - Twelve Bedroom Villa, Sleeps 34

The Smiling Cottage in Tuscany with Breathtaking Views

The Smiling Cottage in Tuscany with Breathtaking Views
Pontassieve
The price is AU$338
includes taxes & fees
16 Feb - 17 Feb
The Smiling Cottage in Tuscany with Breathtaking Views

Charming 1-bedroom apartment with WiFi, AC in delightful Pontassieve

Charming 1-bedroom apartment with WiFi, AC in delightful Pontassieve
Pontassieve
Charming 1-bedroom apartment with WiFi, AC in delightful Pontassieve

Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (72 reviews)
"The stay was great, and the staff were wonderful. "
United States
SYDNEY
Terre di Baccio

Marignolle Relais and Charme

Marignolle Relais and Charme
Florence
9.2 out of 10, Wonderful, (91 reviews)
"I stayed here June 2025 and was most delighted in the property and staff. They were incredibly kind and accommodating and the property is beautiful. Would stay here again!"
Canada
Shelley
Marignolle Relais and Charme

Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (99 reviews)
"Great people, great location great service"
Canada
James
The price is AU$217
includes taxes & fees
23 Feb - 24 Feb
Villa il Fedino

Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (112 reviews)
"Spacious room in large resort style complex, set up as fully self contained with kitchen and dining furniture. Peaceful location with lovely views. Very pleasant staff and exceptional breakfast. "
France
Richard
Chianti Village Morrocco

Villa w/ personal concierge service, heated pool only 20 min to Florence center

Villa w/ personal concierge service, heated pool only 20 min to Florence center
impruneta
10.0 out of 10, Exceptional, (106 reviews)
"The Villa and grounds are absolutely beautiful! Caterina and her family members were the most gracious hosts. They could not do enough to make sure we had a "once in a lifetime" multi-generational family trip and truly made us feel like part of their family during our stay. We loved every second of our time in Tuscany and would highly recommend this amazing property."
United States
Charles S.
The price is AU$2,157
includes taxes & fees
26 Feb - 27 Feb
Villa w/ personal concierge service, heated pool only 20 min to Florence center

Fattoria il Milione Agriturismo

Fattoria il Milione Agriturismo
4.0 star property
Florence
8.4 out of 10, Very good, (232 reviews)
"We stayed two days with kids. Perfect resort feeling, enjoyed sun rising, perfect ample amount of healthy and fresh breakfast, very welcoming and friendly helpful staff, room are spacious and clean, and cozy remote control heating options, washrooms are very clean and water is always hot. "
Canada
Manjeet
The price is AU$138
includes taxes & fees
7 Mar - 8 Mar
Fattoria il Milione Agriturismo

hu Firenze Certosa camping in town

hu Firenze Certosa camping in town
Impruneta
8.0 out of 10, Very good, (59 reviews)
"Wonderful staff and great amenities!"
Canada
Chenjin
hu Firenze Certosa camping in town

I Parigi Corbinelli

I Parigi Corbinelli
Florence
9.4 out of 10, Exceptional, (162 reviews)
"I Parigi Corbinelli is a Tuscan treasure - welcoming, clean and luxurious. Grazie mille."
Australia
Tim
The price is AU$138
includes taxes & fees
5 Mar - 6 Mar
I Parigi Corbinelli

LE BOTTI FIORENTINE

LE BOTTI FIORENTINE
Reggello
The price is AU$191
includes taxes & fees
10 Mar - 11 Mar
LE BOTTI FIORENTINE

Boboli Living

Boboli Living
Historic Centre of Florence
The price is AU$156
includes taxes & fees
22 Feb - 23 Feb
Boboli Living

Il Rivalta - Place of Charme

Il Rivalta - Place of Charme
4.0 star property
Historic Centre of Florence
9.2 out of 10, Wonderful, (465 reviews)
"Excellent place 👍"
United States
Assif
The price is AU$282
includes taxes & fees
22 Feb - 23 Feb
Il Rivalta - Place of Charme

Forte16 View & Spa

Forte16 View & Spa
Santissima Annunziata
9.6 out of 10, Exceptional, (912 reviews)
"Great hotel lovely staff nice breakfast. Clean and comfortable "
United Kingdom
carol
The price is AU$198
includes taxes & fees
2 Mar - 3 Mar
Forte16 View & Spa

Teatro Luxury Apartments Firenze - Starhotels Collezione

Teatro Luxury Apartments Firenze - Starhotels Collezione
Historic Centre of Florence
9.8 out of 10, Exceptional, (58 reviews)
"Staffs were nice and th room was cozy and nice. "
United Kingdom
Anyanee
The price is AU$303
includes taxes & fees
24 Feb - 25 Feb
Teatro Luxury Apartments Firenze - Starhotels Collezione

I Vivai

I Vivai
Montemurlo
9.6 out of 10, Exceptional, (76 reviews)
"Beautiful and peaceful hotel with great service, great food and very kind management! We have been here the 2nd time and we plan to come back for a 3rd trip. Its super relaxing, clean, very nice architecture and a lot of places to visit around (even though Montemurlo isnt the most interesting place, but that doesnt matter)."
Germany
Stefan
I Vivai

Palazzo Alfieri Residenza d’epoca

Palazzo Alfieri Residenza d’epoca
Historic Centre of Florence
9.2 out of 10, Wonderful, (743 reviews)
"Lovely room and location"
United States
Heidi
The price is AU$227
includes taxes & fees
2 Mar - 3 Mar
Palazzo Alfieri Residenza d’epoca

Mamo Florence - Tamara & Clotilde Apartments

Mamo Florence - Tamara & Clotilde Apartments
Historic Centre of Florence
9.0 out of 10, Wonderful, (9 reviews)
"Nice place well set up and found it very good for exploring Florence with plenty of places to eat "
United Kingdom
Phil
The price is AU$344
includes taxes & fees
25 Feb - 26 Feb
Mamo Florence - Tamara & Clotilde Apartments
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 Pontassieve Hotel Reviews

Find out more about Pontassieve

Everything you need to know about Pontassieve holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Pontassieve holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 Pontassieve holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Pontassieve holiday rentals: An excellent choice for every season

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

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pontassieve holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pontassieve holiday rentals we have selected for you start as low as AU$138 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Pontassieve rentals

At Expedia, we put the best Pontassieve holiday 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 Pontassieve 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 Pontassieve holiday.

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

Frequently asked questions

Can I find holiday rentals in Pontassieve?

Yes, there are holiday rentals close to the most popular sights in Pontassieve, or you can select a more secluded option if you're looking for a relaxing stay. Pontassieve is known for its wineries and coffee shops. Make sure you have time to check out the sightseeing tours while you're in the area.

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

Villa La Stella - Casa per Ferie: This holiday home rental outside Pontassieve 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.

How many holiday rentals will I find in Pontassieve?

Expedia has 16 holiday rentals for your stay in Pontassieve.

What can I see and do in Pontassieve?

Arno River and Path of the Gods are a couple of lovely local spots to get outside and enjoy nature. While here, Castello del Trebbio and Mulino a Vento - Fattoria Lavacchio are other places worth a visit.

What are holiday rentals like in Pontassieve?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Pontassieve. Holiday rentals provide amenities such as kitchens and laundry facilities so you'll have everything you want. If you're concerned about a clean environment, a holiday rental can offer a sense of seclusion away from shared hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a popular choice for family trips or small group gatherings.