
Vacation rentals in Monsampolo del Tronto
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Top-rated vacation rentals in Monsampolo del Tronto
Guests agree: these stays are highly rated for location, cleanliness, and more.

Villa Fonte a Colle Exclusive relaxation in the Marche region
Beautiful villa with a fenced garden, swimming pool, heated whirlpool, barbecue, veranda with deck chairs and umbrellas, porch, and ample green space. It has 4 air-conditioned bedrooms (one on the ground floor), 3 bathrooms, and Wi-Fi. On the ground floor there is a living room with a fireplace, a kitchen, a dining room and a bedroom with a shared bathroom. Upstairs there is a suite with a private bathroom, two bedrooms with a shared bathroom and a relaxation area with a mini pool table, games and books. An ideal oasis of comfort, fun and relaxation.
FamilyLocationLong stay
5.0 out of 5 average rating, 14 reviews
Mare-app moderno+cortile+free park-2 bedrooms
Apartment Brand new (2025) of 89 square meters with large private courtyard of 35 square meters and reserved parking. - The apartment consists of 2 spacious suites, 2 modern bathrooms , 1 open space consisting of 1 kitchen equipped with every comfort and 1 enchanting living room. - Conveniently located, a few minutes walk from the beach and the center of San Benedetto del Tronto. - The house combines designer furniture and a contemporary style, and is equipped with air conditioning and a recirculation system in every room.
LocationFamilyIndoor spaces
5.0 out of 5 average rating, 23 reviews
villa "a world apart"
Relax with the whole family in this "world apart," an oasis of peace 10 km from the beach of San Benedetto del Tr, 15 km from the center of Ascoli Piceno, and 11 km from Martinsicuro. Completely renovated villa on two floors, inside a 2500 sqm park, with a well-kept garden and a masonry hot tub. On the ground floor, there is a large living room with an open-plan kitchenette and a bathroom with a shower; on the first floor, there are 3 double bedrooms + a sofa bed and 2 bathrooms with windows.
FamilyLocationAmenities
4.83 out of 5 average rating, 6 reviews
GrazieSole Agriturismo exclusive whole house
The GrazieSole farmhouse is a newly renovated 1900s farmhouse, in a characteristic style with original stone walls, exposed bricks and ceilings with wooden beams, it has a 12-metre swimming pool with breathtaking views and a wide panorama that extends from the Sibillini Mountains to the adjacent hillside villages. It is located in open countryside one kilometer from the center of the village of Penna S. Giovanni, in a sunny and quiet position, surrounded by a garden and large green spaces.
LocationFamilyCleanliness
5.0 out of 5 average rating, 8 reviews
Via Fanfulla da Lodi 25 - Vacation Apartment
San Benedetto del Tronto (AP) Located in Porto d'Ascoli, Sentina district, a well-served and quiet area, Via Fanfulla da Lodi 25, 200 meters from the sea. First floor apartment, maximum 6 people plus a baby cot if needed: Living room/kitchen with sofa bed, double bedroom, twin bedroom, bathroom, balcony and parking space. Air conditioning, mosquito nets, electric shutters, 3 Gb/day Wi-Fi. The tourist tax to be paid upon arrival is excluded from the price. Breakfast not provided.
FamilyValueBathroom
4.94 out of 5 average rating, 136 reviews
Frescoes and Centuries-Old Park– Villa Mastrangelo
Well-known residence in our area You can easily find us online as a local tourist landmark. 1️⃣ Self check-in available at any time 2️⃣ Discounts for longer stays (contact me for details) 🏰 Entire villa of over 600 m² 🌿 Centuries-old park of 2000 m² – pet friendly 🚗 Private parking, both open and covered – free of charge 📶 Air conditioning, fast Wi-Fi and Smart TV ☕ In the kitchen: coffee, tea, oil, vinegar, sugar, salt, etc. 🧺 Bed linen, towels and soap included
LocationFamilyIndoor spaces
5.0 out of 5 average rating, 16 reviews
CASA GALLO ROSSO Hills & Views
Casa Gallo Rosso is a country house immersed in the tranquility of the Abruzzo hills, with large outdoor spaces for exclusive use. At your disposal: • Private pool (10×5 m) with 500 m² solarium • Large outdoor spaces and panoramic views of the mountains • The entire property all to yourself 28 minutes from the sea and 40 minutes from the mountains, it is the ideal base for discovering Abruzzo and enjoying an authentic countryside experience in total relaxation.
ValueFamilyHiking
4.97 out of 5 average rating, 106 reviews
L'Attico Sul Fiume center home
Elegant and cozy penthouse in a strategic position a few meters from the central Piazza del Popolo and the city's main points of interest within walking distance. The apartment consists of a bright entrance hall, a living room with an island kitchen, two bedrooms both with TV and bathroom, 2 large panoramic terraces and private parking. The hot tub has an additional cost. In the event that two guests wish to use both rooms, there is a surcharge.
LocationValueLong stay
4.92 out of 5 average rating, 203 reviews
Portico dei Sogni - Front Row_Sea
"Portico dei Sogni" is beachfront with a large private porch and allows you to enjoy the sea breeze and the Lungomare delle Palme as soon as you leave the house. The lively city center is just a 5-minute drive away, offering you the best of the Riviera delle Palme, with relaxation and nightlife. Free parking is a 3-minute walk away (Summer Parking) or on the waterfront (paid parking in summer, free parking in winter until May) - Fast Wi-Fi
FamilyLocationPets
4.89 out of 5 average rating, 36 reviews
Country Escape - Pool & Hot Tub
Escape to our charming retreat in the heart of Abruzzo, ideal for couples seeking romance or a small family getaway. Perfectly positioned between the sea and the mountains, our home offers stunning natural surrounds. Enjoy exclusive outdoor amenities: a refreshing pool, relaxing hot tub, cozy firepit, and al fresco dining area. Engage with nature and meet our friendly farm animals—goats, chickens, ducks, cats, and our lovable dog.
LocationFamilySleep quality
5.0 out of 5 average rating, 19 reviews
Il Bassotto apartment
In the heart of the Marche region, in Spinetoli, in the hills between Ascoli Piceno and the San Benedetto del Tronto Riviera, an elegant residence for your holidays. The apartment 'Il Bassotto', located on two levels and furnished with care consists of two double bedrooms, a large living/dining area with fireplace, equipped kitchen, two bathrooms, air conditioning, heating, TV and a large terrace overlooking the Tronto Valley.
LocationLong stayNearby
5.0 out of 5 average rating, 30 reviews
Abruzzo * Wonderful flat close to the beach *
Beautiful apartment situated in the city centre of Nereto historic town and only 10km from the sandy beaches of the Adriatic sea. In this peaceful Italian town you will be sure to enjoy an splendid view of the Gran Sasso and an atmosphere of maximum relaxation. Ascoli Piceno and his medieval historic town or San Benedetto del Tronto and his famous nightlife are just 10min drive.
FamilyLocationAir conditioning
4.91 out of 5 average rating, 122 reviewsPopular amenities for Monsampolo del Tronto vacation rentals
Other great vacation rentals in Monsampolo del Tronto

Villa Ophite: 3 bedrooms and pool
LocationFamilyDecor
5.0 out of 5 average rating, 13 reviews
Lemonvilla - Panoramic position - Pool - 240sqm
ValueFamilySleep quality
4.96 out of 5 average rating, 26 reviews
Charmantes Apartment in traumhafter Hügellage
LocationHospitalityCondition
5.0 out of 5 average rating, 28 reviews
Villa Miche’ for a totally relaxing vacation
LocationFamilyIndoor spaces
5.0 out of 5 average rating, 4 reviews
Medieval Tower – View of Gran Sasso – Apartment 1
LocationNearbyKitchen
5.0 out of 5 average rating, 17 reviews
Villa degli Olmi - Infinity Pool & Sea View
LocationGetting aroundBathroom
5.0 out of 5 average rating, 3 reviews
The Cherry House, apt Geranio
FamilyLocationOutdoor spaces
4.95 out of 5 average rating, 20 reviews
Villa Aura|Exclusive retreat for families and groups
FamilyValueCondition
5.0 out of 5 average rating, 11 reviewsDestinations to explore
- Riviera del Conero
- Rocca Calascio
- Gran Sasso d'Italia
- Pescara Centrale
- Sibillini Mountains National Park
- Spiaggia Urbani
- Sibillini Mountains
- Shrine of the Holy House
- Sirolo
- Birthplace of Gabriele D'Annunzio Museum
- Spiaggia della Torre
- Stiffe Caves
- Centro Commerciale Megalò
- Torre Di Cerrano
- Lame Rosse
- Ponte del Mare
- Sferisterio di Macerata
- Bolognola Ski
- Mezzavalle
- Riserva naturale di interesse provinciale Pineta Dannunziana
- Riserva Naturale Regionale Sentina
- Palazzo Buonaccorsi
- Fountain of the 99 Water Spouts
- Spiaggia di San Michele





