Cupra Marittima 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
27 Dec - 28 Dec
Tomorrow
28 Dec - 29 Dec
Next weekend
2 Jan - 4 Jan
In two weeks
9 Jan - 11 Jan

Our top choices for Cupra Marittima holiday rentals

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

Holiday Home in Cupra Marittima

Riviera delle Palme - "Boschetto sul Mare" farmhouse - Pet friendly
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$1,649
HK$2,262 total
includes taxes & fees
28 Dec - 29 Dec
Riviera delle Palme - "Boschetto sul Mare" farmhouse - Pet friendly
1 bedroom, WiFi, bed sheets
Small modern apartment 300m from the sea with all necessary services

Apartment in Cupra Marittima

Small modern apartment 300m from the sea with all necessary services
The price is HK$1,090
HK$1,493 total
includes taxes & fees
28 Dec - 29 Dec
Small modern apartment 300m from the sea with all necessary services
Exterior
La Retara Affittacamere

Townhouse in San Benedetto del Tronto

La Retara Affittacamere
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
Interior entrance
Vicolo Malavolta 7 Rooms and Suites

Townhouse in Altidona

Vicolo Malavolta 7 Rooms and Suites
10.0 out of 10, Exceptional, (2)
"Camera pulita e confortevole"
Italy
Ruggero Massimo
The price is HK$600
HK$660 total
includes taxes & fees
29 Dec - 30 Dec
Vicolo Malavolta 7 Rooms and Suites
Memory-foam beds, blackout curtains, soundproofing, free WiFi
VIVO rooms

Townhouse in Civitanova Marche

VIVO rooms
10.0 out of 10, Exceptional, (1)
The price is HK$734
HK$826 total
includes taxes & fees
6 Jan - 7 Jan 2026
VIVO rooms
Couples treatment room(s), sauna, hot tub, steam room
Di Sabatino Resort

Aparthotel in Centro Storico

Di Sabatino Resort
9.0 out of 10, Wonderful, (88)
"Perfect place, spotless"
United States
Christian
Di Sabatino Resort
Outdoor spa tub
Smeraldo Suites & Spa

Residence in San Benedetto del Tronto

Smeraldo Suites & Spa
4.0 star property
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$658
HK$760 total
includes taxes & fees
16 Jan - 17 Jan 2026
Smeraldo Suites & Spa
Front of property – evening/night
Valentino Resort

Residence in Grottammare

Valentino Resort
4.0 star property
9.0 out of 10, Wonderful, (28)
"Great location, nice pool, good breakfast and friendly staff."
Canada
Rozalia
The price is HK$697
HK$950 total
includes taxes & fees
2 Jan - 3 Jan 2026
Valentino Resort
Desk, laptop workspace, blackout curtains, soundproofing
Affittacamere Casa Lilibet

Townhouse in San Benedetto del Tronto

Affittacamere Casa Lilibet
9.6 out of 10, Exceptional, (5)
"Gentilezza da parte del proprietario ci ritorneremo sicuramente al più presto."
Italy
Angela
The price is HK$625
HK$705 total
includes taxes & fees
12 Jan - 13 Jan 2026
Affittacamere Casa Lilibet
Exterior
Vacation House The Laurels

Holiday Home in Venarotta

Vacation House The Laurels
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$640
HK$805 total
includes taxes & fees
8 Jan - 9 Jan 2026
Vacation House The Laurels
Interior
THE ATTACK WITH PANORAMIC TERRACE IN THE HEART OF THE HISTORICAL CENTER

Apartment in Centro Storico

THE ATTACK WITH PANORAMIC TERRACE IN THE HEART OF THE HISTORICAL CENTER
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$815
HK$980 total
includes taxes & fees
5 Jan - 6 Jan 2026
THE ATTACK WITH PANORAMIC TERRACE IN THE HEART OF THE HISTORICAL CENTER
Outdoor dining
Mondomini - Charming cottage with view on the sea

Cottage in Campofilone

Mondomini - Charming cottage with view on the sea
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$825
HK$1,264 total
includes taxes & fees
3 Jan - 4 Jan 2026
Mondomini - Charming cottage with view on the sea
Terrace/patio
Vela Azzurra Holiday Home

Apartment in Grottammare

Vela Azzurra Holiday Home
The price is HK$543
HK$1,238 total
includes taxes & fees
6 Jan - 7 Jan 2026
Vela Azzurra Holiday Home
Terrace/patio
AQUA RESORT- HOUSEBOAT EXPERIENCE

Houseboat in giulianova

AQUA RESORT- HOUSEBOAT EXPERIENCE
The price is HK$823
HK$920 total
includes taxes & fees
26 Jan - 27 Jan 2026
AQUA RESORT- HOUSEBOAT EXPERIENCE
Fridge, microwave, oven, stovetop
Description of apartments

Apartment in Centro Storico

Description of apartments
The price is HK$783
HK$948 total
includes taxes & fees
29 Dec - 30 Dec
Description of apartments
Beach
Porto Sant Elpidio: Nice apartment, recently constructed, located at ground floor in the beautiful coastal town of Porto Sant'Elpidio

Apartment in Porto Sant'Elpidio

Porto Sant Elpidio: Nice apartment, recently constructed, located at ground floor in the beautiful coastal town of Porto Sant'Elpidio
9.4 out of 10, Exceptional, (22)
"Great visit, check in was easy and straightforward. Ideal location for us with 10 minute walk to the beach, which was beautiful."
United Kingdom
David K.
The price is HK$778
HK$942 total
includes taxes & fees
27 Jan - 28 Jan 2026
Porto Sant Elpidio: Nice apartment, recently constructed, located at ground floor in the beautiful coastal town of Porto Sant'Elpidio
1 bedroom, free WiFi, bed sheets
Sanbenedetto Apartment

Apartment in San Benedetto del Tronto

Sanbenedetto Apartment
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 Jan - 26 Jan 2026
Sanbenedetto Apartment
Beach
Villa Rosa Sea View Apartment.

Apartment in Villa Rosa

Villa Rosa Sea View Apartment.
The price is HK$632
HK$1,017 total
includes taxes & fees
2 Jan - 3 Jan 2026
Villa Rosa Sea View Apartment.
Beach nearby
LAST MINUTE SEA JULY AND AUGUST

Apartment in Tortoreto Lido

LAST MINUTE SEA JULY AND AUGUST
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$1,564 total
includes taxes & fees
5 Jan - 6 Jan 2026
LAST MINUTE SEA JULY AND AUGUST
Living area
A DUE PASSI

Apartment in Piattoni-Villa Sant'Antonio

A DUE PASSI
The price is HK$640
HK$1,168 total
includes taxes & fees
25 Jan - 26 Jan 2026
A DUE PASSI
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 Cupra Marittima 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 Cupra Marittima

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

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

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

Frequently asked questions

Are there holiday rentals in Cupra Marittima?

Yes, there are holiday rentals in Cupra Marittima close to Malacological Museum Piceno, or you can select a more secluded option if you're looking for a relaxing stay. Cupra Marittima is known for its beaches.

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

Riviera delle Palme - "Boschetto sul Mare" farmhouse - Pet friendly: This highly rated holiday home rental in Cupra Marittima is located on the beach, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a coffee maker, so that you can cook with friends or family. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday.

What can I see and do in Cupra Marittima?

Family-friendly attractions include Malacological Museum Piceno, whereas Cupra Marittima Beach is a spot to enjoy the outdoors. In the wider area, you’ll find Roman Forum and Grottammare Beach.

What are holiday rentals like in Cupra Marittima?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Cupra Marittima. Holiday rentals provide amenities such as kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of security away from shared hotel lifts and bustling concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a popular choice for family gatherings.