Pastine vacation rentals

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August 2025

September 2025

Scroll through and select from vacation rentals in Pastine to find one that's perfect for your trip. Whether you’re staying in a vacation home with family, friends, or just your furry companion, you'll have the best amenities for spending time at your home away from home, which might include WiFi and a washer and dryer. Whatever you're looking for, you'll be sure to find a rental to meet everyone's needs, including a place that is accessible or non-smoking.

Vacation rentals with weekly discounts - Pastine

Showing deals for:Nov 7 - Nov 14

Exceptional

(16 reviews)

Exclusive panoramic villa with private pool between Florence and Siena.

Certaldo, Toscana

10% off

includes taxes & fees

Charming Tuscan Villa Albertina surrounded by lush greenery

Exceptional

(7 reviews)

Splendid Chianti Tuscany Villa with Panoramic Pool ,Cypress Trees-Lined Drive

Montespertoli, Città Metropolitana di Firenze

10% off

includes taxes & fees

Exceptional

(38 reviews)

VILLA BELSOLE - Certaldo Tuscany HEATED POOL and electric car recharge

Certaldo, Tuscany

19% off

includes taxes & fees

Exceptional

(5 reviews)

Tuscan villa with private pool and hot tub, ideal for groups, San Gimignano

San Gimignano, Toscana

5% off

includes taxes & fees

Exceptional

(23 reviews)

Breathtaking views of the Chianti hills, Tradition, Sustainability and Design

Montespertoli

10% off

includes taxes & fees

Exceptional

(18 reviews)

FALCO: Peaceful farmcottage close to Tuscany 's treasures, 1 mile from shops

Poggibonsi, Tuscany

10% off

includes taxes & fees

Exceptional

(57 reviews)

Holiday home in the Florentine Chianti half an hour from Florence

Montespertoli, Toscana

10% off

includes taxes & fees

Exceptional

(25 reviews)

Agriturismo San Silvestro - Your home with pool in the hills of Chianti

Barberino Val d'Elsa, Tuscany

10% off

includes taxes & fees

End of a exiting afternoon. Some drinks at the Pool.

Exceptional

(147 reviews)

Single-level Villa, panoramic position, AC, 6x16m private Pool, Whirlpool & Spa

Castellina in Chianti, Tuscany

13% off

includes taxes & fees

Exceptional

(51 reviews)

Typical dwelling in the heart of the Tuscany between FLORENCE and SIENA

San Gimignano, Tuscany

5% off

includes taxes & fees

Wonderful

(10 reviews)

Lovely country house in the Chianti region, for 4 persons, near Siena

Castellina in Chianti, Tuscany

15% off

includes taxes & fees

Exceptional

(96 reviews)

San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view

San Gimignano, SI, Italy

10% off

includes taxes & fees

Exceptional

(14 reviews)

RONDINE: Peaceful farmhouse close to Tuscany 's treasures, 1mile from shops far

Poggibonsi, Tuscany

10% off

includes taxes & fees

Exceptional

(15 reviews)

GUFO: Peaceful apartment close to Tuscany 's best treasures, 1 mile from shops

Poggibonsi, Tuscany

10% off

includes taxes & fees

Wonderful

(10 reviews)

PETIROSSO: Peaceful apt close to Tuscany 's best treasures, 1 mile from shops

Poggibonsi, Tuscany

10% off

includes taxes & fees

Wonderful

(20 reviews)

PASSERO:Peaceful farmhouse close to Tuscany 's best treasures, 1 mile from shops

Poggibonsi, Tuscany

10% off

includes taxes & fees

Exceptional

(105 reviews)

- Top Location - Villa in San Gimignano, Top View, 4 DBL En-Suite, Pool, A. C, WiFi

San Gimignano, Toscana

30% off

includes taxes & fees

Wonderful

(21 reviews)

Tognazzi Holiday House - Casa Giglio - Medieval village of Certaldo Alto

Certaldo, Firenze, Toscana

5% off

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Pastine

Torriano 2

Sleeps 5 · 2 bedrooms

Chianti family villa, 5 bedrooms, infinity pool, A/C, EV charger, BBQ, 360° view

Sleeps 10 · 5 bedrooms · 4+ bathrooms

The front door of Il Forno, Podere Patrignone, patrignone.com

Lovely cottage in Chianti, on Tuscan organic ecoturismo with pool & sunset views

Sleeps 2 · 1 bedroom · 1 bathroom

Top rated rentals - Pastine

Charming Villa

Beautiful country setting on a hill near Poggibonsi with a stunning view of San Gimignano. Good restaurants in Poggibonsi about 9 kilometres away. You must book winery visits in advance Very well appointed villa, especially the kitchen. Enjoyed our week in May

Randy R.

Stayed May 2025

Great location

The area and villa are in the heart of great touristic area. Everything's was easy and the owner very helpful.

Daniela T.

Stayed Oct 2024

Premier Host

Breathtaking Property

Located in one of the prettiest areas of Tuscany, this is a beautiful property. Our host and owner Alessandro was a true pleasure to deal with. Like dealing with a family member, he was attentive, kind, informative, helpful, and truly interested in making sure we were comfortable and had everything we needed. Alessandro was kind enough to set up our dinners with local cooks - who were two beautiful ladies that cooked with joy and passion, and really cared about their food - local favourites. If anything our only complaint was we ate too much! We had a fairly large group and my wife and I were also looking after our 2 year old grandson for the week while his parents honeymooned. Despite the mix, we each had our own bedrooms and own bathrooms, so the house was perfect for this large ecliptic family. The house is perfectly laid out inside, and outside there are plenty of spaces to walk, reflect, play (very nice pool), or just relax and mingle. Overall, we can't say enough about our experience and we're very grateful to Alessandro for his hospitality and for providing such a beautiful place for our family. I would recommend this property to anyone looking to stay in the heart of Tuscany!

Victor S.

Stayed Oct 2024

Perfect and centrally located to visit all of Tuscany

We had a great stay and we were in the perfect area to visit many places around Tuscany.

Jasmin S.

Stayed Oct 2024

quick surprise getaway

With a last minute decision to surprise a friend for his birthday, this was a perfect place to land. Peaceful, spotless, great location and more than comfortable!

Dana W.

Stayed Sep 2024

Premier Host

Fantastic stay for 4 weeks

We spent 4 weeks in this house .The owner was very helpfull the house was top notch If You want to ear the silence it is one of the best place House was what were expected and more I recommand this house for people need to relax in peace and calm A special Thanks to the MAMMA

Pierre B.

Stayed Jun 2024

Premier Host

Quiet, Relaxing Villa in a Beautiful Village!

When we arrived the owner met us at the appartment and showed us around. His communication with us was great leading upto our arrival. The setting of this place is absolutely amazing. So quiet and beautiful. The views from both sides of the house are wonderful. We played tennis on the court with such an outstanding view. The pool looks great too, but it was out of season for us. Well located to visiting various hill top towns. We also did a wine tour at one of the many wineries in the area which I highly recomend (We did Monsanto, but there are lots of options in the area). The kitchen was very well equiped and everything was in good working order in the house. We cooked here every day. The rooms are large and we were very comfortable for our 5 day stay in April. It's essential you have a car. If you are looking to get away from the bustle of the city and have a relaxing and quiet setting close to midevil towns and wineries, this place is a terrific option.

Travis P.

Stayed Apr 2024

Premier Host

Fantastic location

L’hébergement était fantastique dans un décor féérique! Il comportait tout ce que nous avions besoin, en plus du stationnement et de magnifiques terrasses où se prélasser l’après-midi. La piscine nous a permis de se rafraîchir même en octobre. Il se trouve à 5 minutes de marche de la porte principale de San Giminiano. Merci aux charmants propriétaires pour leur accueil. Nous recommandons fortement cet endroit.

Chantale L.

Stayed Oct 2023

Peace of mind
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All the privacy of home
Enjoy full kitchens, laundry, pools, yards and more
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Find out more about Pastine

Find the perfect vacation rental for your Pastine getaway

Experience the unique character of Pastine with a stay in a vacation home rental. This city has something for everyone. A vacation rental can help make your stay complete. Many rentals come with a full kitchen and laundry facilities.

Sightseeing in and around Pastine

Are you hoping to discover attractions to visit in the city? Venture out of your cozy vacation rental and check out everything that makes Pastine a fun spot to vacation. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city center:

Tenuta Torciano Winery (2.8 mi / 4.5 km)
Castello di Monsanto (3.5 mi / 5.6 km)
Castello della Paneretta (3.7 mi / 5.9 km)
Casa Sola - Chianti Winery (4.7 mi / 7.6 km)
Isole e Olena Winery (5.3 mi / 8.5 km)
Sovestro in Poggio Winery (5.8 mi / 9.4 km)

Exploring the natural landscape of Pastine

Whether you're looking for exciting outdoor activities or just want to take in the scenery, Pastine is a great spot to appreciate mother nature. Here are some of the area’s noteworthy natural features, all within 30 miles (48.2 km) of the city center:

Sentierelsa Trail (6.9 mi / 11.2 km)
Alta Val d'Elsa River Park (9.4 mi / 15.1 km)
Chianti Sculpture Park (15.4 mi / 24.8 km)
Le Caldane Thermal Baths (9.2 mi / 14.8 km)
Val di Merse (24.5 mi / 39.4 km)
The SottoVico Garden (1.9 mi / 3.1 km)

Transportation to and around Pastine

Fly into Florence Airport, Peretola (FLR), the closest airport, located 19.5 mi (31.4 km) from the city center.

Frequently asked questions

What is the best area to stay in Pastine when booking a vacation rental?

When considering a vacation rental in Pastine, Tuscany, the best area to stay in is the charming historical centre. This picturesque neighbourhood boasts a range of delightful properties, many of which offer stunning views of the surrounding hills and vineyards. Staying in the historical centre places you within easy reach of local attractions such as the beautiful Church of San Giovanni Battista, where you can admire exquisite frescoes and enjoy a peaceful atmosphere. Additionally, the nearby olive groves and vineyards provide a great backdrop for leisurely strolls or bike rides, allowing you to soak in the stunning Tuscan landscape.

Another appealing area is the outskirts of Pastine, where you can find a selection of countryside villas. This area offers a tranquil escape while still being conveniently located near the centre. You can visit the nearby medieval village of Montepulciano, renowned for its wine production, and indulge in tastings or explore its quaint streets filled with shops and eateries.

How much does it cost to rent a vacation home in Pastine?

Prices for vacation rentals in Pastine vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Pastine to more spacious homes.

Are there any discounts for Pastine vacation house rentals?

You can find great discounts on house rentals in Pastine on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.

Can I find long-stay vacation rentals in Pastine?

A long-stay vacation rental in Pastine is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

Are there any Pastine vacation rentals with parking?

Vrbo offers a wide selection of vacation rentals in Pastine with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.

What are popular rental amenities in Pastine?

In Pastine, Tuscany, vacation rentals often feature traditional rustic charm, reflecting the region's historical architecture. Guests can typically expect amenities such as fully equipped kitchens, allowing for the preparation of local Tuscan dishes, and comfortable living areas that provide a cosy atmosphere for relaxation after a day of exploring. Many properties may also include outdoor spaces like terraces or gardens, superb for enjoying the stunning countryside views.

How early should I book a Pastine vacation rental?

Book your Pastine vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.

What are the top attractions in Pastine?

In Pastine, Tuscany, visitors can take part in the serene beauty of the Italian countryside. The village itself is charming, with traditional stone houses and picturesque landscapes. Nearby, the historic town of San Gimignano offers stunning medieval architecture and the famous towers that give it a unique skyline. Vacation rentals in this area often provide a rustic charm and easy access to local vineyards, where guests can sample exquisite Tuscan wines.

Can I change or cancel my Pastine home rental booking on Vrbo?

To find Pastine vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.

Why should I join Vrbo as a host?

Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.

Are all fees included in the Pastine vacation rental prices shown on Vrbo?

Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.