San Massimo Holiday Rentals from NZ$183: Search Short-Term Rentals

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Holiday Rentals in San Massimo

Houses with pitched roofs and gardens line a quiet neighborhood street.

"La casa è su due piani situata in un complesso residenziale in un piccolo borgo. Ha ciò che serve per un piacevole soggiorno. Al piano superiore le camere al piano inferiore bagno e cucina. Il proprietario è stato gentile e ci ha fornito tutte le informazioni necessarie. Grazie"

Enjoy a serene view of the snowy landscape from the comfort of this room, featuring a sofa, wooden bench, and radiator.

Enjoy cooking in this well-equipped kitchen with a granite countertop, tray, and stainless steel range hood.

Enjoy al fresco dining and cooking in this serene outdoor patio surrounded by lush greenery and mature trees.

Relax by the rectangular pool surrounded by a tiled floor.

"Loved our stay and the charming town of Oratino. Thank you."

Cozy living space with a dining area, sofa, and staircase.

includes taxes & fees

11 Aug - 12 Aug

Traditional entrance with a brass knocker and circular window.

includes taxes & fees

22 July - 23 July

Relax by the serene pool surrounded by lush greenery and rolling hills.

Relax on the balcony with a panoramic view of the valley and distant mountains.

"The facility had everything you would need for an extended stay including washing machine, toaster, pans and silverware, hot water kettle, microwave, oven, etc. There were plenty of rooms on a couple floors. The hardest part was getting checked in and finding the building while speaking English and being from out of country. If you speak Italian and have phone service in Italy, you should be fine. Otherwise, plan a little extra time to get checked in. You park outside the little medieval...

Surrounded by a tranquil garden with a central water feature and a wooden deck, this serene setting offers a picturesque view of the surrounding mountains.

includes taxes & fees

27 July - 28 July

Cozy living space with a sofa and kitchen area.

"This location was very convenient and had everything we needed, such as a washer and drying rack. It was also in a quiet location and our hosts were very good about communication. "

includes taxes & fees

24 July - 25 July

Relax by the pool surrounded by a serene forest landscape.

"From the get go, Alessandro & Ida were great with communication. Our flight was considerably late but Alessandro waited for our arrival and gave us a mini tour despite the time was past midnight. We were shown around the wonderful grounds, pool and whole house. We were also greeted with pasta and passata plus breakfast bits and cold drinks in the fridge. Everything we needed for the morning which we appreciated even more because of our midnight arrival. Through the stay, Alessandro and Ida...

Relax in this stylish room with a dining table for four, a comfortable seating area, and a view of the pool and lush greenery.

"Ein kleiner Garten Eden mitten in den Bergen. Bis ins kleinste Detail liebevoll dekoriert und gestaltet."

Stroll through a serene garden featuring a variety of plants and a picturesque pathway.

includes taxes & fees

22 July - 23 July

Efficient cooking and cleaning facilities are provided by the induction cooktop and stainless steel sink.

includes taxes & fees

22 July - 23 July

Stroll through the beautifully landscaped garden, surrounded by lush greenery and vibrant flowers.

"Ottima struttura ben collocata, immersa nel verde con piante e fiori bellissimi. Le foto non rendono giustizia alla bellezza reale della casa, completamente attrezzata e ricca di ogni comfort. Proprietari simpatici e alla mano e disponibili ad accontentare qualsiasi richiesta. Lo consiglio vivamente, per chi vuole staccare dalla monotonia e dal caos della vita quotidiana. Grazie ancora ;)"

includes taxes & fees

22 July - 23 July

Relax by the pool surrounded by lush greenery and a shaded lounge area.

"Très beau lieu Maison très confortable Piscine idéale Merci beaucoup"

Enjoy cooking in this well-equipped kitchen with a stainless steel range hood, wooden countertop, and ample counter space.

"We were visiting relatives in nearby Sanpolomatese and this was a fantastic option. The host was lovely and the place had everything we needed and more. Plus it was in a great location. Near restaurants, grocery store, museums and more. (Walking distance). If you have a car parking is a bit of an issue but the host helped out a lot and couldn’t have been any nicer. Overall great experience."

Relax on the balcony with a serene view of lush greenery and distant hills, perfect for casual dining or unwinding.

"My family had the pleasure of staying in this marvelous historic villa for a week. We were warmly greeted by our wonderful hosts, Danila and Filippo. They showed us around and explained how everything worked. The house itself is grand, the photos do not capture how big it is and you can feel the history while still having the comforts of modern living. The house is set back from the road and surrounded by grapevines and olive trees. The only sound you will hear is the birds and the wind and the...

Relax by the serene pool surrounded by lush greenery and rocky terrain.

includes taxes & fees

18 Aug - 19 Aug

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Top San Massimo Hotel Reviews

Dimora del Prete di Belmonte - Bed & Breakfast

10/10 Excellent

"Venafro is a special place! Close to Cassino, exceedingly tranquil and definitely not overrun by tourists. Dimora del Prete is a beautiful and well preserved palace with historical significance but with modern touches and amenities. During our stay we felt well taken care of with a yummy and elegantly set out breakfast. The staff went out of their way to make us feel at home and special. Our host, Angela, appeared out of nowhere with her perfect English and eagerness to assist us in just about everything from parking our car to finding a perfect gift for our son. The tour of the opulent palace that she gave us was an unexpected bonus and made us delve into 18-19th century Italian history. In sum, our stay was outstanding and we’re very glad that our Italian trip included Dimora del Prete and Venafro. "

Palazzo Cannavina

10/10 Excellent

"Palazzo Cannavina in Campobasso is truly one of the best places to stay when visiting the city and the stunning Molise region. I honestly can’t say enough good things about the service we received—everything was top-notch from beginning to end. The communication was excellent—quick, helpful responses from the moment we booked. Our room was spacious, beautifully designed with elegant linens, and filled with stunning artwork throughout the building that made every hallway feel like a gallery. One of the most impressive aspects was the daily housekeeping. Our bed was made each morning and the room tidied—a level of care and attention that seems lost in many American hotels, even at high-end resorts. It was refreshing to feel genuinely taken care of, rather than having to chase down basic customer service. (Yes, Disney—this one’s for you!) The atmosphere of Palazzo Cannavina was warm and welcoming. Breakfast was a highlight—served upon request and beautifully presented, it felt more like being a guest in someone’s refined home than staying in a hotel and with Castello Monforte just steps from your door, you’re quite literally surrounded by history. Campobasso itself is a hidden gem. The local shopping and dining were charming, with an authenticity that’s hard to find in more tourist-heavy spots. The people of Campobasso are kind, welcoming, and clearly excited to share their city with visitors. "

Find out more about San Massimo

Everything you need to know about San Massimo 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 San Massimo 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 San Massimo holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

San Massimo holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in San Massimo. 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A San Massimo 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 San Massimo holiday rentals we have selected for you start as low as NZ$183 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on San Massimo rentals

At Expedia, we put the best San Massimo 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 San Massimo 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 San Massimo 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 San Massimo. 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

Are there holiday rentals in San Massimo?

Yes, there are holiday rentals close to the most popular sights in San Massimo, or you can select a more secluded option if you're looking for a relaxing stay. San Massimo is known for its ski areas.

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

ENTIRE VACATION HOME ON 2 FLOORS NEAR ROCCARASO, CAPRACOTTA, CAMPITELLO : This holiday home rental outside of San Massimo comes with laundry facilities so that you can feel at home during your trip.

What can I see and do in San Massimo?

While exploring the area, visit family-friendly sights like Jolly Park, or get outside and enjoy nature at Matese massif. Other places in town to visit include Campitello Matese Ski Resort and Piana.

What are holiday rentals like in San Massimo?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in San Massimo. Holiday rentals offer extras like laundry facilities and kitchens so you'll have everything you want. If you're concerned about a sanitised environment, holiday rentals can offer a sense of security away from public hotel lifts and busy concierge desks while still allowing you to travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive option for a small group gathering.

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San Massimo Holiday Rentals

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Holiday Rentals in San Massimo

Chalet San Massimo with heated swimming pool near Campitello Matese

Chalet San Massimo with heated swimming pool near Campitello Matese

In the heart of the Matese National Park in search of nature and well-being.

In the heart of the Matese National Park in search of nature and well-being.

ENTIRE VACATION HOME ON 2 FLOORS NEAR ROCCARASO, CAPRACOTTA, CAMPITELLO

ENTIRE VACATION HOME ON 2 FLOORS NEAR ROCCARASO, CAPRACOTTA, CAMPITELLO

7 bedroom stunning home in Caiazzo

7 bedroom stunning home in Caiazzo

Villa Panorama, Outside the charming village of Oratino

Villa Panorama, Outside the charming village of Oratino

Loft 46 Entire Apartment in the City Center

Loft 46 Entire Apartment in the City Center

Nonno Ludovico, casa vacanza

Nonno Ludovico, casa vacanza

Corsale Country House - private villa

Corsale Country House - private villa

Detached house in ancient medieval village.

Detached house in ancient medieval village.

Holiday Home Tenuta Fortilù

Holiday Home Tenuta Fortilù

The House in the Countryside

The House in the Countryside

Tenuta Armida Relax & Pool

Tenuta Armida Relax & Pool

3 bedroom awesome home in Filignano

3 bedroom awesome home in Filignano

Villa Mammaré WHOLE VILLA WITH PARK

Villa Mammaré WHOLE VILLA WITH PARK

Mini Red Hub - Design Apartment Vieni a immergerti nel verde!!!

Mini Red Hub - Design Apartment Vieni a immergerti nel verde!!!

Demetra Relais Holiday Home

Demetra Relais Holiday Home

Villa Marila relax and swimming pool in the countryside

Villa Marila relax and swimming pool in the countryside

L'Olea casa vacanze

L'Olea casa vacanze

Stunning home in S. Lorenzello (BN)

Stunning home in S. Lorenzello (BN)

Villa Mariarosaria - Exclusive Villa with pool

Villa Mariarosaria - Exclusive Villa with pool

Top San Massimo Hotel Reviews

Dimora del Prete di Belmonte - Bed & Breakfast

Find out more about San Massimo

Find out more about San Massimo

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Explore a world of travel with Expedia

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