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Vacation Rentals in San Massimo

Find the vacation rentals that appeal to you the most

August 2026

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Find the right vacation rental for you in San Massimo

The best vacation rentals in San Massimo

Check out our selection of great vacation rentals in San Massimo

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Review score

La Pinetina

San Massimo

La Pinetina in San Massimo provides accommodations with a garden and a bar.

Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 105 reviews
Price from
$114.37
1 night, 2 adults

LE CANONICHE NEL MATESE ALBERGO DIFFUSO

San Massimo

LE CANONICHE NEL MATESE ALBERGO DIFFUSO in San Massimo provides accommodations with a seasonal outdoor swimming pool and a garden.

Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 84 reviews
Price from
$136.41
1 night, 2 adults

Il Campanile

Santa Maria del Molise (Near San Massimo)

Il Campanile offers accommodations in Santa Maria del Molise, 25 miles from San Vincenzo al Volturno. There's a private entrance at the guest house for the convenience of those who stay.

Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 117 reviews
Price from
$65.44
1 night, 2 adults

B&B Donna Livia

Cantalupo nel Sannio (Near San Massimo)

B&B Donna Livia offers air-conditioned accommodations in Cantalupo nel Sannio. Featuring mountain and city views, this bed and breakfast also comes with free Wifi.

Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 149 reviews
Price from
$86.57
1 night, 2 adults

B&B Il Buon Cammino

Roccamandolfi (Near San Massimo)

Free Wifi is available throughout the property and San Vincenzo al Volturno is 30 miles away.

R
Roger
From
United States
The hosts, Ivan and Sophia were so helpful in helping us settle in and making sure that we were able to accomplish our goal to learn more about my ancestors from the village. Ivan was helpful in getting us a reservation at a local restaurant for dinner. The dinner was exceptional. We so enjoyed our very brief stay.
Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 135 reviews
Price from
$80.79
1 night, 2 adults

Boutique Hotel Palazzo Corso Umberto

Boiano (Near San Massimo)

Boutique Hotel Palazzo Corso Umberto offers accommodations in Boiano.

C
Cacciottolo
From
Canada
The room was very clean and no detail was overlooked. It was beautifully renovated and all amenities were provided, including some that even high end hotels do not provide. The fridge had a nice selection of beverages and breakfast was fantastic. We also ate at their restaurant across the street. It was the best meal and experience we had during our time in Italy. We loved the decor of the restaurant- elegant, but playful and whimsical. The service was outstanding and the food sublime. They included some things that I have never seen a restaurant do, and at no extra cost- truly phenomenal. We will definitely return on our next trip to Italy. The town was really cute with a beautiful central square and we enjoyed the market on Saturday morning. Thank you so much for an amazing experience. You have set the standard against which other places should be measured and they should look to your incredible example of exquisite taste and outstanding service.
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 296 reviews
Price from
$97.59
1 night, 2 adults

Casa Vacanza Molise

Castelpetroso (Near San Massimo)

Casa Vacanza Molise offers accommodations in Castelpetroso, 23 miles from San Vincenzo al Volturno. This property offers access to a balcony and free private parking.

J
Justin
From
Canada
The property was very clean and in a quiet community. Lucia, our host went above and beyond (waiting for us due to late arrival) and checked in with us during the day to ensure everything was okay.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 12 reviews
Price from
$83.94
1 night, 2 adults

Castelpetroso Bed&Food

Castelpetroso (Near San Massimo)

Featuring a garden, Castelpetroso Bed&Food provides accommodations in Castelpetroso. Both free Wifi and parking on-site are accessible at the bed and breakfast free of charge.

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 43 reviews
Price from
$65.05
1 night, 2 adults

MR Living Bed & Breakfast

Boiano (Near San Massimo)

MR Living Bed & Breakfast features accommodations in Boiano. Free Wifi is accessible to all guests, while some rooms have a balcony.

A
Anthony Tomaro
From
Italy
Amazing host and beautiful place
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 62 reviews
Price from
$88.87
1 night, 2 adults

Bellavista B&B di Charme

Macchiagodena (Near San Massimo)

28 miles from San Vincenzo al Volturno in Macchiagodena, Bellavista B&B di Charme features accommodations with access to a hot tub and open-air bath.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 46 reviews
Price from
$356.75
1 night, 2 adults
All vacation rentals in San Massimo

Most booked vacation rentals in San Massimo and surrounding area in the past month

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Popular with guests booking vacation rentals in San Massimo

Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 105 reviews

Popular with guests booking vacation rentals in San Massimo

Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 84 reviews

Popular with guests booking vacation rentals in San Massimo

Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 19 reviews

Popular with guests booking vacation rentals in San Massimo

Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 14 reviews

Popular with guests booking vacation rentals in San Massimo

Scored out of 10, guest rating 7.7
Good - What previous guests thought, 3 reviews

Popular with guests booking vacation rentals in San Massimo

Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 31 reviews

Popular with guests booking vacation rentals in San Massimo

Scored out of 10, guest rating 8.2
Very Good - What previous guests thought, 20 reviews

Popular with guests booking vacation rentals in Castelpetroso

Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 292 reviews

Popular with guests booking vacation rentals in Boiano

Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 190 reviews

Popular with guests booking vacation rentals in Castelpetroso

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 43 reviews

Vacation Rentals with swimming pools in San Massimo and nearby

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Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 24 reviews

Providing pool views, esiloM Aparthotel in Cantalupo nel Sannio features accommodations, a garden, a bar, and barbecue facilities.

Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 74 reviews

27 miles from San Vincenzo al Volturno in Macchiagodena, L'Antica Dimora features accommodations with access to a fitness room. This bed and breakfast offers a garden.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 46 reviews

28 miles from San Vincenzo al Volturno in Macchiagodena, Bellavista B&B di Charme features accommodations with access to a hot tub and open-air bath.

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 57 reviews

A recently renovated bed and breakfast, B&B Vivilmatese offers accommodation in Roccamandolfi.

Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 60 reviews

24 miles from San Vincenzo al Volturno in Santa Maria del Molise, Villa Santa Maria features accommodations with access to a hot tub and open-air bath.

Highly rated vacation rentals in San Massimo and nearby

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Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 149 reviews

B&B Donna Livia offers air-conditioned accommodations in Cantalupo nel Sannio. Featuring mountain and city views, this bed and breakfast also comes with free Wifi.

Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 190 reviews

Providing mountain views, Nelle Stanze Del Matese in Boiano features accommodations and a shared lounge. Beauty services is available for guests.

Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 296 reviews

Boutique Hotel Palazzo Corso Umberto offers accommodations in Boiano.

Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 16 reviews

Featuring mountain and city views, this vacation home also comes with free Wifi.

B&B Bovianum

Boiano
8.0+ review score
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 65 reviews

B&B Bovianum features accommodations in Boiano. Offering a garden, the property is located within 31 miles of San Vincenzo al Volturno.

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 62 reviews

MR Living Bed & Breakfast features accommodations in Boiano. Free Wifi is accessible to all guests, while some rooms have a balcony.

La Borgata

Boiano
8.0+ review score
Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 34 reviews

La Borgata includes 3 bedrooms, 1 bathroom with a bidet and a shower, a seating area, and a fully equipped kitchen with an oven. A flat-screen TV is available.

Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 9 reviews

B&B DA PERSIO in Macchiagodena provides accommodations with a terrace, a bar, and a shared lounge.

Enjoy breakfast in San Massimo and nearby

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Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 292 reviews

Nel verde di Carinci offers accommodations in Castelpetroso, 23 miles from San Vincenzo al Volturno.

Casetta Margret

Boiano
Breakfast options
Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 25 reviews

Casetta Margret provides accommodations in Boiano. The bed and breakfast features rooms with air conditioning, free private parking, and free Wifi.

Scored out of 10, guest rating 8.4
Very Good - What previous guests thought, 22 reviews

This bed and breakfast features a garden as well as a bar. The bed and breakfast also offers free Wifi, free private parking, and facilities for disabled guests.

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 11 reviews

Featuring mountain and city views, this apartment also features free Wifi.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Featuring a garden, La Dimora del tempo ritrovato features accommodations in Roccamandolfi. This property offers access to a balcony, table tennis, and free Wifi.

Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 135 reviews

Free Wifi is available throughout the property and San Vincenzo al Volturno is 30 miles away.

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 14 reviews

Providing a garden, Villa Angela Santa Maria del Molise provides accommodations in Santa Maria del Molise. This property offers access to a balcony, table tennis, free private parking, and free Wifi.

Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 4 reviews

Featuring a garden, Villa Angela 2 Santa Maria del Molise provides accommodations in Santa Maria del Molise. This property offers access to a balcony, free private parking, and free Wifi.

These vacation rentals in San Massimo and nearby have options with free cancellation

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Il Campanile

Santa Maria del Molise
Free cancellation options available
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 117 reviews

Il Campanile offers accommodations in Santa Maria del Molise, 25 miles from San Vincenzo al Volturno. There's a private entrance at the guest house for the convenience of those who stay.

Casa Ester

Castelpetroso
Free cancellation options available
Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 12 reviews

Casa Ester offers accommodations in Castelpetroso, 22 miles from San Vincenzo al Volturno.

B&B Guado di Pio- monolocale

Il Guasto
Free cancellation options available
Scored out of 10, guest rating 7.1
Good - What previous guests thought, 18 reviews

B&B Guado di Pio- monolocale offers accommodations in Il Guasto, 22 miles from San Vincenzo al Volturno. Featuring mountain and garden views, this vacation home also provides guests with free Wifi.

L'angolo fiorito

Castelpetroso
Free cancellation options available
Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 93 reviews

Providing mountain views, L'angolo fiorito in Castelpetroso features accommodations and a garden. This bed and breakfast provides free private parking and free Wifi.

Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 10 reviews

B&B Guado di Pio-appartamento panoramico offers accommodations in Castelpetroso, 22 miles from San Vincenzo al Volturno. This property offers access to a balcony and free private parking.