Monteprandone Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
24 Dec - 25 Dec
Tomorrow
25 Dec - 26 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Monteprandone holiday rentals

Exterior
La Retara Affittacamere

La Retara Affittacamere

La Retara Affittacamere
San Benedetto del Tronto
9.4 out of 10, Exceptional, (13)
"We had such a great stay! Close to the train station, close to groceries, cafe breakfast was great, the place was clean and beautiful. The host was very accommodating and the check in/out process was a breeze. We’d absolutely stay again!"
Canada
Nicole
La Retara Affittacamere
Couples treatment room(s), sauna, hot tub, steam room
Di Sabatino Resort

Di Sabatino Resort

Di Sabatino Resort
Centro Storico
9.0 out of 10, Wonderful, (88)
"Perfect place, spotless"
United States
Christian
Di Sabatino Resort
Interior entrance
Vicolo Malavolta 7 Rooms and Suites

Vicolo Malavolta 7 Rooms and Suites

Vicolo Malavolta 7 Rooms and Suites
Altidona
10.0 out of 10, Exceptional, (2)
"Camera pulita e confortevole"
Italy
Ruggero Massimo
The price is HK$584
HK$643 total
includes taxes & fees
25 Dec - 26 Dec
Vicolo Malavolta 7 Rooms and Suites
Outdoor spa tub
Smeraldo Suites & Spa

Smeraldo Suites & Spa

Smeraldo Suites & Spa
4.0 star property
San Benedetto del Tronto
9.2 out of 10, Wonderful, (382)
"Very nice resort area. Only stayed a short time to enjoy everything. Would come back "
Canada
Felice
The price is HK$657
HK$760 total
includes taxes & fees
18 Jan - 19 Jan 2026
Smeraldo Suites & Spa
Microwave, dishwasher, coffee/tea maker, cookware/dishes/utensils
A place to pamper your mind and soul

A place to pamper your mind and soul

A place to pamper your mind and soul
Notaresco
10.0 out of 10, Exceptional, (1)
"Herzlicher Empfang in einem sehr gepflegten und liebevoll eingerichteten und ruhigen Ferienhaus.Wir können dieses Haus nur weiterempfehlen.Wir hatten einen sehr erholsamen Urlaub und bedanken uns für die Gastfreundlichkeit"
Germany
Franz H.
The price is HK$686
HK$1,126 total
includes taxes & fees
25 Dec - 26 Dec
A place to pamper your mind and soul
Front of property – evening/night
Valentino Resort

Valentino Resort

Valentino Resort
4.0 star property
Grottammare
9.0 out of 10, Wonderful, (28)
"Great location, nice pool, good breakfast and friendly staff."
Canada
Rozalia
The price is HK$743
HK$1,001 total
includes taxes & fees
2 Jan - 3 Jan 2026
Valentino Resort
Desk, laptop workspace, blackout curtains, soundproofing
Affittacamere Casa Lilibet

Affittacamere Casa Lilibet

Affittacamere Casa Lilibet
San Benedetto del Tronto
9.6 out of 10, Exceptional, (5)
"Gentilezza da parte del proprietario ci ritorneremo sicuramente al più presto."
Italy
Angela
The price is HK$626
HK$706 total
includes taxes & fees
12 Jan - 13 Jan 2026
Affittacamere Casa Lilibet
Terrace/patio
AQUA RESORT- HOUSEBOAT EXPERIENCE

AQUA RESORT- HOUSEBOAT EXPERIENCE

AQUA RESORT- HOUSEBOAT EXPERIENCE
giulianova
The price is HK$824
HK$921 total
includes taxes & fees
8 Jan - 9 Jan 2026
AQUA RESORT- HOUSEBOAT EXPERIENCE
Terrace/patio
Vela Azzurra Holiday Home

Vela Azzurra Holiday Home

Vela Azzurra Holiday Home
Grottammare
The price is HK$544
HK$1,239 total
includes taxes & fees
6 Jan - 7 Jan 2026
Vela Azzurra Holiday Home
1 bedroom, free WiFi, bed sheets
Sanbenedetto Apartment

Sanbenedetto Apartment

Sanbenedetto Apartment
San Benedetto del Tronto
10.0 out of 10, Exceptional, (1)
"Proprietaria molto coridale e struttra tenuta per bene, nuova e pulita. Consigliatissima"
Italy
Stefano D.
The price is HK$796
HK$961 total
includes taxes & fees
25 Dec - 26 Dec
Sanbenedetto Apartment
Outdoor dining
Mondomini - Charming cottage with view on the sea

Mondomini - Charming cottage with view on the sea

Mondomini - Charming cottage with view on the sea
Campofilone
10.0 out of 10, Exceptional, (7)
"We stayed at the other property at Mon Domini, though we originally booked the cottage. There was a mix up and Livia upgraded us. The other property was so nice a full one bedroom, one bathroom downstairs apartment with a huge patio right in the middle of the olive groves. The purpose of our visit was genealogy in Cupra Marittima and this was just a few minutes' drive down the beach. We cooked dinner in the beautifully appointed kitchen each night and enjoyed the view. The winding drive was easy...
United States
Leesa C.
The price is HK$824
HK$1,263 total
includes taxes & fees
27 Dec - 28 Dec
Mondomini - Charming cottage with view on the sea
Living area
A DUE PASSI

A DUE PASSI

A DUE PASSI
Piattoni-Villa Sant'Antonio
The price is HK$641
HK$1,169 total
includes taxes & fees
28 Dec - 29 Dec
A DUE PASSI
Exterior
Vacation House The Laurels

Vacation House The Laurels

Vacation House The Laurels
Venarotta
9.6 out of 10, Exceptional, (5)
"Maria and her husband were cordial and the place was perfect. Peace and quiet. And close enough to Ascoli Piceno and other highways when you need to travel around. I enjoyed it"
United States
Anonymous traveller
The price is HK$642
HK$807 total
includes taxes & fees
7 Jan - 8 Jan 2026
Vacation House The Laurels
Interior
THE ATTACK WITH PANORAMIC TERRACE IN THE HEART OF THE HISTORICAL CENTER

THE ATTACK WITH PANORAMIC TERRACE IN THE HEART OF THE HISTORICAL CENTER

THE ATTACK WITH PANORAMIC TERRACE IN THE HEART OF THE HISTORICAL CENTER
Centro Storico
10.0 out of 10, Exceptional, (4)
"Easy to find, easy entry, great communication, very very clean, cosy and great beds too! The location is terrific and the town is a real gem."
United States
Joanna B.
The price is HK$817
HK$982 total
includes taxes & fees
5 Jan - 6 Jan 2026
THE ATTACK WITH PANORAMIC TERRACE IN THE HEART OF THE HISTORICAL CENTER
Property grounds
Wooden retreat "MY HOUSE", near sea and mountains, ideal for tourists to relax

Wooden retreat "MY HOUSE", near sea and mountains, ideal for tourists to relax

Wooden retreat "MY HOUSE", near sea and mountains, ideal for tourists to relax
Marche
The price is HK$719
HK$884 total
includes taxes & fees
1 Jan - 2 Jan 2026
Wooden retreat "MY HOUSE", near sea and mountains, ideal for tourists to relax
Fridge, stovetop, cookware/dishes/utensils, dining tables
Mondomini - Charming country house with views on sea, hills and mountains

Mondomini - Charming country house with views on sea, hills and mountains

Mondomini - Charming country house with views on sea, hills and mountains
Campofilone
10.0 out of 10, Exceptional, (8)
"Alles gut nette und hilfsbereite Gastgeberin Anfangs stört etwas das Autobahnrauschen aber auch das blendet man aus da die Umgebung so schön ist"
Germany
Wolfgang R.
The price is HK$991
HK$1,633 total
includes taxes & fees
25 Dec - 26 Dec
Mondomini - Charming country house with views on sea, hills and mountains
Beach
Villa Rosa Sea View Apartment.

Villa Rosa Sea View Apartment.

Villa Rosa Sea View Apartment.
Villa Rosa
The price is HK$632
HK$1,016 total
includes taxes & fees
4 Jan - 5 Jan 2026
Villa Rosa Sea View Apartment.
Beach nearby
LAST MINUTE SEA JULY AND AUGUST

LAST MINUTE SEA JULY AND AUGUST

LAST MINUTE SEA JULY AND AUGUST
Tortoreto Lido
9.6 out of 10, Exceptional, (4)
"The property was perfect for what we needed. Great location, convenient to everything."
United States
Lisa C.
The price is HK$915
HK$1,565 total
includes taxes & fees
4 Jan - 5 Jan 2026
LAST MINUTE SEA JULY AND AUGUST
Exterior
Riviera delle Palme - "Boschetto sul Mare" farmhouse - Pet friendly

Riviera delle Palme - "Boschetto sul Mare" farmhouse - Pet friendly

Riviera delle Palme - "Boschetto sul Mare" farmhouse - Pet friendly
Cupra Marittima
10.0 out of 10, Exceptional, (3)
"It's a lovely remote location, quiet but close enough to the village and the beach. The contact with the owner is great, he really took care for us, so we would enjoy the holiday even more. We were with a party of 5 adults and a big dog, and none of us has something to complain about. It was just super!"
Netherlands
Terence K.
The price is HK$1,651
HK$2,247 total
includes taxes & fees
26 Dec - 27 Dec
Riviera delle Palme - "Boschetto sul Mare" farmhouse - Pet friendly
Outdoor dining
Casa del Mar

Casa del Mar

Casa del Mar
3.0 star property
Roseto degli Abruzzi
8.6 out of 10, Excellent, (13)
"The hotel is nice, we just stayed for two nights, May 2025 it was out of season, they were starting to make repairs and clean up the property. The rooms were spacious and clean. I’m sure during their peak periods, the hotel is rocking, I highly recommend this place to everyone "
Canada
Gero
Casa del Mar
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Monteprandone Hotel Reviews

Hotel 900

Hotel 900

10/10 Excellent
"Tutto bene"
Antea 1-night trip
Posted 3 weeks ago
Hotel 900

Find out more about Monteprandone

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

  • View our selection of featured holiday rentals in Monteprandone
  • Use the map to find apartments and other holiday homes in the Monteprandone neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Monteprandone while they last

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

Frequently asked questions

Are there holiday rentals in Monteprandone?

Yes, there are holiday rentals close to the most popular sights in Monteprandone, or you can select a more secluded option if you're looking for a relaxing stay.

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

Country house in the hills 8 km from St. Benedict of T. Mediterranean Atmosphere: This holiday home rental outside of Monteprandone is located in a rural location, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of books.

What’s there to see and do in Monteprandone?

Explore the area and family-friendly sights such as Onda Blu Acquapark, or get out into nature at a spot like Grottammare Beach. In the wider area, you’ll find Riviera delle Palme Stadium and Viale Secondo Moretti.

What’s a holiday rental in Monteprandone like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Monteprandone. Holiday rentals feature amenities like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a clean environment, a holiday rental can offer a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for families.