Title: Province of Ascoli Piceno Vacation Rentals from CA $141: Short-Term Rentals for 2025 | Expedia.ca [Province of Ascoli Piceno Travel Guide](https://expedia.ca/Province-Of-Ascoli-Piceno.dx6055209)[Province of Ascoli Piceno Hotels](https://expedia.ca/Destinations-In-Province-Of-Ascoli-Piceno.d6055209.Hotel-Destinations)[Province of Ascoli Piceno Car Rentals](https://expedia.ca/Destinations-In-Province-Of-Ascoli-Piceno.d6055209.Car-Rental-Destinations)[Province of Ascoli Piceno Vacations](https://expedia.ca/Province-Of-Ascoli-Piceno.d6055209.Destination-Travel-Guides) ![Tower of Gualtieri featuring heritage architecture, landscape views and a church or cathedral](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/295000/295766-Italy.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Province of Ascoli Piceno Vacation Rentals - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Top Cities in Province of Ascoli Piceno ![San Benedetto del Tronto](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/295000/295973-Marche.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### San Benedetto del Tronto [](https://expedia.ca/San-Benedetto-Del-Tronto-Vacation-Rentals.d6055533.Travel-Guide-VacationRentals) ## Top Vacation Rentals in in Province of Ascoli Piceno ![Outdoor spa tub](https://images.trvl-media.com/lodging/6000000/5060000/5059700/5059639/fcde0792.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/6000000/5060000/5059700/5059639/067dc727.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach/ocean view](https://images.trvl-media.com/lodging/6000000/5060000/5059700/5059639/c73e5e00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/6000000/5060000/5059700/5059639/17cd04de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Smeraldo Suites & Spa San Benedetto del Tronto 9.2/10 Wonderful (379) "The staff was incredible and truly went out of their way to make my vacation extra special. I loved the pool, the quaint bar, and the complimentary breakfast! I would definitely return to this property. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle CA $122 CA $141 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/San-Benedetto-Del-Tronto-Hotels-Smeraldo-Suites-Spa.h5059639.Hotel-Information) ![Couples treatment rooms, sauna, hot tub, steam room, Turkish bath](https://images.trvl-media.com/lodging/6000000/5360000/5353800/5353722/31e49705.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/6000000/5360000/5353800/5353722/3dc9bd37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/6000000/5360000/5353800/5353722/22092b33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment rooms, sauna, hot tub, steam room, Turkish bath](https://images.trvl-media.com/lodging/6000000/5360000/5353800/5353722/198ab73c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Di Sabatino Resort Centro Storico 9.0/10 Wonderful (87) "Perfect place, spotless" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christian [](https://www.expedia.ca/Ascoli-Piceno-Hotels-Di-Sabatino-Resort.h5353722.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/56000000/55020000/55015900/55015884/ade2d392.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/56000000/55020000/55015900/55015884/7a621583.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/56000000/55020000/55015900/55015884/ed0747d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/56000000/55020000/55015900/55015884/43a4daed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Nice and quiet panoramic apartment in a small village not far from the beaches Massignano 10/10 Exceptional (12) "This apartment is beautifully renovated in an old building in an even older village. While the village is quiet and small, it was pretty lively and the people were so friendly and welcoming. Even in the off-season (March), we were able to find great restaurants, wineries, and bars open in the local area. The only thing better than the people and the food was the extraordinarily beautiful view that took in the sea and snow-capped mountains. Highly recommend. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Denise [](https://www.expedia.ca/Massignano-Hotels-Nice-And-Quiet-Panoramic-Apartment-In-A-Small-Village-Not-Far-From-The-Beaches.h55015884.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/24000000/23960000/23959000/23958919/1f042bf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/24000000/23960000/23959000/23958919/afd5f643.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/24000000/23960000/23959000/23958919/c84d82ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/24000000/23960000/23959000/23958919/ea1eee27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Valentino Resort Grottammare 9.0/10 Wonderful (28) "Schöner Pool und sehr hochwertiges Frühstück" ![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg) Dirk CA $155 CA $207 total includes taxes & fees Nov 15 - Nov 16 [](https://www.expedia.ca/Grottammare-Hotels-Valentino-Resort.h23958919.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/35000000/34110000/34101200/34101140/76c4cd0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34110000/34101200/34101140/b5f141ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34110000/34101200/34101140/0c0a1ca3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34110000/34101200/34101140/61560515.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country house in the hills 8 km from St. Benedict of T. Mediterranean Atmosphere Monsampolo del Tronto 9.6/10 Exceptional (35) "Il padrone di casa è molto accogliente. La casa è in un luogo tranquillo. C'è un bellissimo giardino con piscina." ![Italy](https://a.travel-assets.com/egds/marks/flags/it.svg) Enrica S. [](https://www.expedia.ca/Monsampolo-Del-Tronto-Hotels-Country-House-In-The-Mediterranean-Greenery-83Km-From-St-Benedict.h34101140.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/30000000/29910000/29905200/29905178/2a20573c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/30000000/29910000/29905200/29905178/36850d16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/30000000/29910000/29905200/29905178/9e18f9af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/30000000/29910000/29905200/29905178/c7802055.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### WHOLE COUNTRY HOUSE PARK POOL FOR 10 PAX AND MORE FROM THE HILL TO THE SEA IN 5 M grottammare 9.6/10 Exceptional (25) "Super villa ....war ein sehr schöner Urlaub" ![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg) Danny K. [](https://www.expedia.ca/Grottammare-Hotels-A-REAL-VILLA-VILLAGE-10-DISCOUNT-IN-MAY-AND-SEPTEMBER.h29905178.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/12000000/11230000/11226100/11226057/55a0162d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/12000000/11230000/11226100/11226057/7b3f264f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 1 Bedroom (4 pax) | Balcony](https://images.trvl-media.com/lodging/12000000/11230000/11226100/11226057/f2d7bbce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 1 Bedroom (4 pax) | Private kitchen](https://images.trvl-media.com/lodging/12000000/11230000/11226100/11226057/2b221799.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residence Azzurro Massignano [](https://www.expedia.ca/Massignano-Hotels-Residence-Azzurro.h11226057.Hotel-Information) ![Indoor spa tub](https://images.trvl-media.com/lodging/35000000/34410000/34404800/34404738/0e24ba0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/35000000/34410000/34404800/34404738/aef0bea5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/35000000/34410000/34404800/34404738/2882715a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/35000000/34410000/34404800/34404738/a9a0d16d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Villa - Nature, 14 Guests, Pool & SPA, Free Cook, Free Wine, Free Beach San Savino 9.6/10 Exceptional (23) "This is a lovely villa in a beautiful location. The drive up the villa is a little hairy the first time but is truely worth it for the views and the space. You can not even hear your nearest neighbours. The wine is first rate as is the olive oil. Carlo is welcoming and helpful and the villa has everything you could need plus a fabulous icemaker! The sunbeds and bikes on the beach really add to the experience and take the hassle out of groups travelling separately. I loved every minute of our... ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Ann S. [](https://www.expedia.ca/Acquaviva-Picena-Hotels-Luxury-Villa-Nature.h34404738.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/77000000/76490000/76487000/76486973/7f09106b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/77000000/76490000/76487000/76486973/276d705c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/77000000/76490000/76487000/76486973/f8114c4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76490000/76487000/76486973/ca6d073e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sea Front Apartment San Benedetto del Tronto 10/10 Exceptional (6) "La casa è a due passi dal mare! (letteralmente) Arrivati abbiamo trovato la casa in perfetto ordine e pulita! Spiaggia, sia libera che in concessione, vicinissime! Un grazie al proprietario che è sempre stato disponibile e ha risposto a tutti i nostri dubbi!" ![Italy](https://a.travel-assets.com/egds/marks/flags/it.svg) Michele F. [](https://www.expedia.ca/San-Benedetto-Del-Tronto-Hotels-Sea-Front-Apartment.h76486973.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/36000000/35680000/35674300/35674223/bd00e42a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/36000000/35680000/35674300/35674223/e4b14ec9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/36000000/35680000/35674300/35674223/025b0afd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/36000000/35680000/35674300/35674223/750aeda1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Riviera delle Palme - "Boschetto sul Mare" farmhouse - Pet friendly Cupra Marittima 10/10 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](https://a.travel-assets.com/egds/marks/flags/nl.svg) Terence K. CA $292 CA $401 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Cupra-Marittima-Hotels-Riviera-Delle-Palme-Boschetto-Sul-Mare-Farmhouse-Pet-Friendly.h35674223.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/33000000/32650000/32646700/32646659/48df1939.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/33000000/32650000/32646700/32646659/28b70b7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/33000000/32650000/32646700/32646659/fa50e679.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/33000000/32650000/32646700/32646659/f50d1f07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in the countryside just steps from the sea Cupra Marittima (Ascoli Piceno) Italia 9.4/10 Exceptional (3) "Gibt nichts zu klagen. Kleine sachen die uns aufgefallen sind an denen wir zum teil selbst schuld waren, wurden umgehen beseitigt." ![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg) Tobias P. [](https://www.expedia.ca/Cupra-Marittima-Hotels-Villa-In-The-Countryside-Just-Steps-From-The-Sea.h32646659.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/25000000/24990000/24981400/24981355/e2f5cccf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/25000000/24990000/24981400/24981355/fb31b82d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, minibar, in-room safe, desk](https://images.trvl-media.com/lodging/25000000/24990000/24981400/24981355/f5a12f97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 1 Bedroom | Living area](https://images.trvl-media.com/lodging/25000000/24990000/24981400/24981355/9fe68f42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residence Borgo da Mare Monteprandone 10/10 Exceptional (6) "Prettig verblijf in een mooie middeleeuwse Borgo in het stoffige dorpje Monteprandone met (opa) Enzo als gastheer. Van alle gemakken voorzien op 10 minuten van de kust. " ![Netherlands](https://a.travel-assets.com/egds/marks/flags/nl.svg) Xander [](https://www.expedia.ca/Monteprandone-Hotels-Residence-Borgo-Da-Mare.h24981355.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/35000000/34170000/34167300/34167238/ee1993be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34170000/34167300/34167238/6c250562.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, table tennis, books](https://images.trvl-media.com/lodging/35000000/34170000/34167300/34167238/bc22a0f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34170000/34167300/34167238/aed45521.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tranquil location close to sea and mountains Ripatransone 8.2/10 Very good (10) "We had a lovely time. The apartment was very spacious and well equipped. It is a great rural retreat, not to far from the coast and we were able to get to some very pretty towns and villages relatively quickly. This is certainly a beautiful part of Italy. Hugh was very welcoming and informative. The only downside of our stay was the viscous Mosquitos. If you are prone to being bitten you will need insect repellent on night and day." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Helen B. [](https://www.expedia.ca/Ripatransone-Hotels-Tranquil-Location-Close-To-Sea-And-Mountains.h34167238.Hotel-Information) ![Sun loungers](https://images.trvl-media.com/lodging/90000000/89440000/89431500/89431427/5597f0f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/90000000/89440000/89431500/89431427/48d20576.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89440000/89431500/89431427/7a0ce137.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/90000000/89440000/89431500/89431427/f1057b69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Il Casale di Giovanna - Lavender apartment surrounded by nature Offida 9.6/10 Exceptional (14) " Der Vermieter ist sehr freundlich und hilfsbereit. Schnelles Internet war trotz ländlicher Lage die" ![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg) Oliver S. [](https://www.expedia.ca/Offida-Hotels-Il-Casale-Di-Giovanna-Lavanda-Apartment-Surrounded-By-Nature.h89431427.Hotel-Information) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102060000/102052800/102052755/5d5829a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102060000/102052800/102052755/359266d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/103000000/102060000/102052800/102052755/11928ae8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102060000/102052800/102052755/5d2a6fe1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sanbenedetto Apartment San Benedetto del Tronto 10/10 Exceptional (1) "Proprietaria molto coridale e struttra tenuta per bene, nuova e pulita. Consigliatissima" ![Italy](https://a.travel-assets.com/egds/marks/flags/it.svg) Stefano D. CA $141 CA $171 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/San-Benedetto-Del-Tronto-Hotels-Sanbenedetto-Apartment.h102052755.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/5000000/4040000/4035500/4035411/666eba50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/5000000/4040000/4035500/4035411/a1902bde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/5000000/4040000/4035500/4035411/3805741d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/5000000/4040000/4035500/4035411/abee1cf3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### IHR Residence Club Hotel Le Terrazze Grottammare 8.0/10 Very good (12) "Tutti molto gentili e disponibili. Animazione il top" ![Italy](https://a.travel-assets.com/egds/marks/flags/it.svg) Concetta [](https://www.expedia.ca/Grottammare-Hotels-IHR-Residence-Club-Hotel-Le-Terrazze.h4035411.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/40000000/39210000/39201000/39200962/ca571476.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/40000000/39210000/39201000/39200962/0eb3fc94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/40000000/39210000/39201000/39200962/c91d2e70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/40000000/39210000/39201000/39200962/6a16fee3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation House The Laurels Venarotta 9.6/10 Exceptional (5) "Accueil Tranquillité Paysages Villes anciennes" ![France](https://a.travel-assets.com/egds/marks/flags/fr.svg) Jean K. CA $146 CA $175 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Venarotta-Hotels-Casa-Vacanze-Gli-Allori.h39200962.Hotel-Information) ![Indoor pool, seasonal outdoor pool](https://images.trvl-media.com/lodging/36000000/35520000/35513200/35513109/28d30adc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/36000000/35520000/35513200/35513109/82601826.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/36000000/35520000/35513200/35513109/6cc2bd9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/36000000/35520000/35513200/35513109/4535d232.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Agave Resort Massignano [](https://www.expedia.ca/Massignano-Hotels-Agave-Resort.h35513109.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/36000000/35100000/35091200/35091113/1d163b21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/36000000/35100000/35091200/35091113/e61ddad3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/36000000/35100000/35091200/35091113/8e8753fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/36000000/35100000/35091200/35091113/3e2c05fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Panoramic villa immersed in the green with swimming pool Montesecco 7.2/10 Good (7) "Abbiamo soggiornato in questa splendida casa nelle Marche con un gruppo di 12 persone. Spaziosa, pulita e immersa nel verde, con una piscina perfetta per rilassarsi. La cucina sarebbe da attrezare in modo diverso con piu disponibilità utensili, ma le camere confortevoli. Il proprietario è stato molto gentile e disponibile. Un posto ideale per chi cerca tranquillità e natura. Consigliatissima!" ![Italy](https://a.travel-assets.com/egds/marks/flags/it.svg) Damian D. [](https://www.expedia.ca/Grottammare-Hotels-Panoramic-Villa-Immersed-In-The-Green-With-Swimming-Pool.h35091113.Hotel-Information) ![Superior Apartment, 1 Bedroom](https://images.trvl-media.com/lodging/20000000/19910000/19900600/19900569/480112fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/20000000/19910000/19900600/19900569/10b0636a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/20000000/19910000/19900600/19900569/93337917.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/20000000/19910000/19900600/19900569/9ba703ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residence Settebello San Benedetto del Tronto 9.6/10 Exceptional (4) "Bra läge, bra rum. Trevlig personal. Bra med pool." ![Sweden](https://a.travel-assets.com/egds/marks/flags/se.svg) Joachim [](https://www.expedia.ca/San-Benedetto-Del-Tronto-Hotels-Residence-Settebello.h19900569.Hotel-Information) 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](https://expedia.ca/Hotel-Search?startDate=2025-11-23&endDate=2025-11-24®ionId=6055209&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FDestinations-In-Province-Of-Ascoli-Piceno.d6055209.Vacation-Rental-Destinations)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FDestinations-In-Province-Of-Ascoli-Piceno.d6055209.Vacation-Rental-Destinations) ## Top Province of Ascoli Piceno Hotel Reviews ![Castel di Luco](//images.trvl-media.com/lodging/91000000/90780000/90775800/90775722/5f5b2f98_y.jpg) ### Castel di Luco 10/10 Excellent "This was not just a stay it was an experience! The owner Francesco and his sister were gracious hosts, whose pride in sharing their family castle with guests radiated into every aspect of our stay. From his tour of the castle complete with stories of his childhood to " [](https://expedia.ca/Acquasanta-Terme-Hotels-Castel-Di-Luco.h90775722.Hotel-Information) ![B&B Casamia](//images.trvl-media.com/lodging/24000000/23420000/23413800/23413784/2f2934c2_y.jpg) ### B&B Casamia 8/10 Good "Nice stopover for one, the host very welcoming and friendly." [](https://expedia.ca/San-Benedetto-Del-Tronto-Hotels-BB-Casamia.h23413784.Hotel-Information) ![Palazzo dei Mercanti - Historical Residence](//images.trvl-media.com/lodging/5000000/4680000/4673500/4673432/6cfb2d51_y.jpg) ### Palazzo dei Mercanti - Historical Residence 10/10 Excellent "Beautiful hotel, clean, location, spa, fabulous restaurant, wonderful service from your staff especially Illaria !! Grazie😃😃 We will definitely be back. Highly recommend ! Katrina and Antonio" [](https://expedia.ca/Ascoli-Piceno-Hotels-Palazzo-Dei-Mercanti-Dimora-Storica.h4673432.Hotel-Information) ![Hotel Relax](//images.trvl-media.com/lodging/24000000/23930000/23927400/23927351/77f31b8a_y.jpg) ### Hotel Relax 10/10 Excellent "We were scheduled for 2 nights but because of a train strike we needed to extend for an additional night. They accommodated us with a smile!!! Great staff!!" [](https://expedia.ca/San-Benedetto-Del-Tronto-Hotels-Hotel-Relax.h23927351.Hotel-Information) ![International Hotel & Suite](//images.trvl-media.com/lodging/4000000/3290000/3281400/3281391/98055dbf_y.jpg) ### International Hotel & Suite 10/10 Excellent "." [](https://expedia.ca/San-Benedetto-Del-Tronto-Hotels-International.h3281391.Hotel-Information) ![B&B Miramare Grottammare](//images.trvl-media.com/lodging/107000000/106750000/106741600/106741504/6de01af7_y.jpg) ### B&B Miramare Grottammare 10/10 Excellent "Everything Okay " [](https://expedia.ca/Grottammare-Hotels-BB-MIRAMARE-GROTTAMMARE.h106741504.Hotel-Information) ![Albergo Sant'Emidio](//images.trvl-media.com/lodging/12000000/11300000/11292300/11292251/8bcb6e54_y.jpg) ### Albergo Sant'Emidio 10/10 Excellent "Beautiful balcony and authentic Italian experience " [](https://expedia.ca/Ascoli-Piceno-Hotels-Albergo-SantEmidio.h11292251.Hotel-Information) ![Smeraldo Suites & Spa](//images.trvl-media.com/lodging/6000000/5060000/5059700/5059639/fcde0792_y.jpg) ### Smeraldo Suites & Spa 10/10 Excellent "Very nice resort area. Only stayed a short time to enjoy everything. Would come back " [](https://expedia.ca/San-Benedetto-Del-Tronto-Hotels-Smeraldo-Suites-Spa.h5059639.Hotel-Information) ![Di Sabatino Resort](//images.trvl-media.com/lodging/6000000/5360000/5353800/5353722/31e49705_y.jpg) ### Di Sabatino Resort 10/10 Excellent "Perfect place, spotless" [](https://expedia.ca/Ascoli-Piceno-Hotels-Di-Sabatino-Resort.h5353722.Hotel-Information) ## Find out more about Province of Ascoli Piceno **Everything you need to know about** **Province of Ascoli Piceno** **vacation rentals** Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Province of Ascoli Piceno vacation rental for you. At Expedia, you can take your pick from [private vacation homes](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/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 Province of Ascoli Piceno vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.  **Province of Ascoli Piceno vacation rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Province of Ascoli Piceno. 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 Province of Ascoli Piceno vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Province of Ascoli Piceno vacation rentals we have selected for you start as low as CA $141 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Province of Ascoli Piceno rentals** At Expedia, we put the best Province of Ascoli Piceno vacation 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 Province of Ascoli Piceno 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 Province of Ascoli Piceno vacation. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Province of Ascoli Piceno. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.  ## Explore a world of travel with Expedia - Popular Province of Ascoli Piceno Cities - [San Benedetto del Tronto Vacation Rentals](https://expedia.ca/San-Benedetto-Del-Tronto-Vacation-Rentals.d6055533.Travel-Guide-VacationRentals) - [Acquasanta Terme Vacation Rentals](https://expedia.ca/Acquasanta-Terme-Vacation-Rentals.d6360710.Travel-Guide-VacationRentals)