Armaiolo holiday lettings

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August 2025

September 2025

Discover a selection of holiday rentals in Armaiolo that are perfect for your trip. Whether you're going on holiday with family or friends, holiday homes have the best amenities for hanging out with the people that matter most, which might include a garden and pool. You'll be able to choose a property to rent that has what everyone needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts - Armaiolo

Showing deals for:14 Nov - 21 Nov

Exceptional

(20 reviews)

FABULOUS 6BR HOME WITH WONDERFUL SWIMMING POOL & GARDEN IN THE HEART OF TUSCANY!

Lucignano, Tuscany

8% off

£571 per night

includes taxes & fees

Exceptional

(19 reviews)

Camparone, ArcenoRentalsClub Magnificent Chianti Villa Exclusive Pool Concierge

Castelnuovo Berardenga, Provincia di Siena

14% off

£1,392 per night

includes taxes & fees

Wonderful

(25 reviews)

Secluded Villa, private heated Pool, Wi-fi and TV. Secure Payment

Civitella in Val di Chiana, Province of Arezzo

8% off

£268 per night

includes taxes & fees

Exceptional

(5 reviews)

Serena al Casalone, Design apartment in Private Chianti Estate, pool WIFI A/C

Castelnuovo Berardenga, Toscana

13% off

£345 per night

includes taxes & fees

Exceptional

(16 reviews)

Podere In The Crete With Amazing And Relaxing View Only 15 Min From Siena

Casetta, SI

18% off

£90 per night

includes taxes & fees

Exceptional

(63 reviews)

Arco al Poggio, Arceno Rentals Club, Spacious Chianti Apt, Pool, Concierge, WiFi

Castelnuovo Berardenga, Toscana

14% off

£262 per night

includes taxes & fees

Exceptional

(32 reviews)

Chiusarella Arceno Rentals Club Chianti Villa exclusive Pool Concierge freeWiFi

Castelnuovo Berardenga, Tuscany

14% off

£1,040 per night

includes taxes & fees

Very good

(5 reviews)

Apartment in Asciano, family-friendly, pool, garden, quiet, A/C, WiFi, up to 4 persons

Asciano, Toskana

20% off

£125 per night

includes taxes & fees

Exceptional

(7 reviews)

Tweety Home is a precious relaxing corner in the heart of the Crete Senesi.

Serre di Rapolano, Toscana

20% off

£47 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Armaiolo

Holiday house with pool

Sleeps 3 · 1 bedroom · 1 bathroom

Casa Adalmina B: A pleasant and spacious three-story apartment that is part of an ancient country house built on a hillside, surrounded by meadows and woods.

Sleeps 7 · 3 bedrooms · 2 bathrooms

Top rated rentals - Armaiolo

Premier Host

A little piece of magic in the Tuscan hills

Peace of mind
Our Book with Confidence Guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, pools, gardens and more
More for less
More space, more privacy, more amenities — more value

Find out more about Armaiolo

Book a holiday rental for your Armaiolo getaway

Learn about the unique charm of Armaiolo with a stay in a holiday home rental. This city has something for everyone. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Sightseeing in and around Armaiolo

Do you want to discover top things to see and do during your stay? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that Armaiolo has to offer. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

Terme Antica Querciolaia (1 mi / 1.5 km)
San Giovanni Terme Rapolano (1.6 mi / 2.6 km)
Villa a Sesta Polo Club (6 mi / 9.6 km)
Siena Circuit (6.1 mi / 9.8 km)
Cantalici Winery (11.7 mi / 18.9 km)
Arezzo Equestrian Centre (13.8 mi / 22.1 km)

Exploring the natural landscape of Armaiolo

Whether you're looking for fun outdoor activities or just want to take in the scenery, Armaiolo is a great place to get out in nature. Here are some of the area’s most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

Terme Antica Querciolaia (1 mi / 1.5 km)
Chianti Sculpture Park (12.4 mi / 19.9 km)
Val di Chiana (19 mi / 30.6 km)
Val di Merse (20.6 mi / 33.1 km)
Enoteca Italiana (13.7 mi / 22 km)
Riserva Naturale Regionale Valle dell'Inferno e Bandella (14.6 mi / 23.4 km)

Frequently asked questions

What is the best area to stay in Armaiolo when booking a holiday rental?

When considering a holiday rental in Armaiolo, Tuscany, a popular area to stay in is the charming village centre. This location provides easy access to the picturesque streets lined with traditional Tuscan architecture, allowing you to immerse yourself in the local culture. Staying here places you within walking distance of delightful local cafés and restaurants, where you can savour authentic Tuscan cuisine.

A highlight of the village is the stunning Church of San Bartolomeo, an excellent example of local artistry and a peaceful spot for reflection. The surrounding countryside offers breathtaking views and opportunities for hiking and exploring the stunning landscapes that Tuscany is renowned for.

Another appealing option is to find accommodation on the outskirts of the village, where you can enjoy more spacious properties with expansive views of the rolling hills. These rentals often include gardens or terraces, ideal for enjoying a morning coffee while soaking in the tranquil atmosphere.

How much does it cost to rent a holiday home in Armaiolo?

Prices for holiday rentals in Armaiolo 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Armaiolo to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.

Are there any discounts for Armaiolo holiday house rentals?

You can find great discounts on house rentals in Armaiolo 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 holiday rentals in Armaiolo?

A long-stay holiday rental in Armaiolo 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 Armaiolo holiday rentals with parking?

Vrbo offers a wide selection of holiday rentals in Armaiolo 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 Armaiolo?

In Armaiolo, holiday rentals typically offer a rustic charm that reflects the beauty of Tuscany. Although no specific amenities are highlighted, travellers can generally expect features such as traditional kitchens equipped with essential appliances, comfortable living spaces for relaxation, and outdoor areas that may include gardens or terraces for enjoying the picturesque countryside views.

How early should I book a Armaiolo holiday rental?

Book your Armaiolo holiday 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 holiday rental, the better the price.

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

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

To find Armaiolo holiday 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 Armaiolo holiday 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.