Pontassieve Holiday Rentals

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Check prices for these dates

In two weeks
20 Mar - 22 Mar
In two months
1 May - 3 May
In three months
29 May - 31 May
In four months
26 Jun - 28 Jun

Our top choices for Pontassieve holiday rentals

Interior

Catherine's Tavern

Catherine's Tavern
Pontassieve
The price is HK$1,364
HK$1,555 total
includes taxes & fees
6 Mar - 7 Mar
Catherine's Tavern
Exterior

CASTELLO MERLATO_Castello di Casalte - CASTELLO MERLATO

CASTELLO MERLATO_Castello di Casalte - CASTELLO MERLATO
Pontassieve
CASTELLO MERLATO_Castello di Casalte - CASTELLO MERLATO
Outdoor dining

The Smiling Cottage in Tuscany with Breathtaking Views

The Smiling Cottage in Tuscany with Breathtaking Views
Pontassieve
The price is HK$1,812
HK$2,746 total
includes taxes & fees
30 Mar - 31 Mar
The Smiling Cottage in Tuscany with Breathtaking Views
1 bedroom, iron/ironing board, free WiFi, bed sheets

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

Charming 1-bedroom apartment with WiFi, AC in delightful Pontassieve
Pontassieve
The price is HK$637
HK$1,255 total
includes taxes & fees
6 Mar - 7 Mar
Charming 1-bedroom apartment with WiFi, AC in delightful Pontassieve
Exterior

La Tortora: terrace on the hills of Chianti Rufina

La Tortora: terrace on the hills of Chianti Rufina
Doccia
The price is HK$799
HK$1,008 total
includes taxes & fees
23 Mar - 24 Mar
La Tortora: terrace on the hills of Chianti Rufina
Property grounds

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 HK$27,802
HK$32,332 total
includes taxes & fees
6 Mar - 7 Mar
VILLA FIESOLANA - Twelve Bedroom Villa, Sleeps 34
City view from property

Boboli Living

Boboli Living
Historic Centre of Florence
The price is HK$689
HK$867 total
includes taxes & fees
8 Mar - 9 Mar
Boboli Living
Free daily buffet breakfast

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
Property entrance

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 HK$1,173
HK$1,327 total
includes taxes & fees
19 Mar - 20 Mar
Villa il Fedino
View from room

Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (112 reviews)
"Front desk was very helpful and very comfortable room. "
United States
Chris
Chianti Village Morrocco
View from room

Relais Villa Olmo

Relais Villa Olmo
Impruneta
9.4 out of 10, Exceptional, (229 reviews)
"Wonderful stay- we really enjoyed our stay and did not want to leave!! Beautiful hotel and wonderful service!"
United States
Cameron
Relais Villa Olmo
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas

Fattoria il Milione Agriturismo

Fattoria il Milione Agriturismo
4.0 star property
Florence
8.4 out of 10, Very good, (233 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 HK$594
HK$780 total
includes taxes & fees
17 Mar - 18 Mar
Fattoria il Milione Agriturismo
Property amenity

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
Breakfast, lunch, dinner served; garden views

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
Outdoor dining

Tailored to you - Villa with Concierge, heated pool, 20 min to Florence center

Tailored to you - Villa with Concierge, heated pool, 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 HK$7,344
HK$8,427 total
includes taxes & fees
6 Mar - 7 Mar
Tailored to you - Villa with Concierge, heated pool, 20 min to Florence center
Property grounds

LE BOTTI FIORENTINE

LE BOTTI FIORENTINE
Reggello
The price is HK$977
HK$1,120 total
includes taxes & fees
1 Apr - 2 Apr
LE BOTTI FIORENTINE
Living area

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 HK$922
HK$2,074 total
includes taxes & fees
9 Mar - 10 Mar
Mamo Florence - Tamara & Clotilde Apartments
Breakfast, lunch, dinner served; Regional cuisine

Hu Firenze Camping In Town

Hu Firenze Camping In Town
Florence
8.8 out of 10, Excellent, (1,624 reviews)
"Staff was extremely helpful and friendly. The chalet room was clean, warm and comfortable. Bus stop right outside made it very convenient to travel to city center "
Canada
Aaron
Hu Firenze Camping In Town
Terrace/patio

Numa Florence Palazzo San Niccolò

Numa Florence Palazzo San Niccolò
Historic Centre of Florence
9.4 out of 10, Exceptional, (179 reviews)
"Great stay . Super location"
United States
Kedar
The price is HK$1,071
HK$1,287 total
includes taxes & fees
15 Mar - 16 Mar
Numa Florence Palazzo San Niccolò
Premium bedding, down duvets, in-room safe, desk

La Torre Del Cestello

La Torre Del Cestello
Historic Centre of Florence
9.0 out of 10, Wonderful, (238 reviews)
"Great location and great rooms"
United States
David
La Torre Del Cestello
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

Hotel Calimala Florence

Hotel Calimala Florence

10/10 Excellent
"We had very pleasant stay and we would stay again if we back to Florence."
Zahra 6-night trip
Posted 6 hours ago
Hotel Calimala Florence

Find out more about Pontassieve

Search for holiday rentals in Pontassieve on Expedia! You can easily find your home rentals, villas, holiday apartments in Pontassieve using one of the methods below:

  • View our selection of featured holiday rentals in Pontassieve
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  • Enter your travel dates to view the best deals on holiday rentals in Pontassieve while they last

Look no further and take a look at our great range of rental properties in Pontassieve!

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 of 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, Mulino a Vento - Fattoria Lavacchio and Castello del Trebbio 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.