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Holiday rentals in Monsampolo del Tronto

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Top-rated holiday rentals in Monsampolo del Tronto

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Top guest favourite
A private panoramic pool is set on a wooden deck, surrounded by lush green grass and olive trees. Sun loungers are arranged neatly nearby, providing ample space for relaxation. The villa is visible in the background, framed by tall cypress trees against a clear blue sky.
Villa in Castorano

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.

LocationFamilyGrill

5.0 out of 5 average rating, 14 reviews
Guest favourite
Flat in San Benedetto del Tronto

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 furnishings and a contemporary style and is equipped with air conditioners and an air recirculation system in every room.

LocationFamilyTV

5.0 out of 5 average rating, 23 reviews
Guest favourite
Flat in Castel di Lama

Borgo Seghetti Panichi, Apartment 'Sibilla'

A spacious first floor self-catering apartment in the old farmhouse of the Borgo Storico Seghetti Panichi, our family home with a historic villa and chapel, surrounded by a celebrated romantic 1870s garden. Guests can enjoy the garden, pool, citrus terraces, olive grove, kitchen garden, wildflower meadow and shaded seating areas. The view sweeps from the sea to the high Apennines. Sandy Adriatic beaches and fine seafood are 20 mins away; the renaissance jewel of Ascoli Piceno is even closer.

LocationAmenitiesKitchen

5.0 out of 5 average rating, 8 reviews
Top guest favourite
Villa in Colli del Tronto

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

FamilyLocationDecor

5.0 out of 5 average rating, 16 reviews
Top guest favourite
The illuminated salt-water pool reflects soft lights from a nearby gazebo. The setting features a peaceful outdoor area with lounge chairs, creating a serene atmosphere. The rustic exterior of the house is visible in the background, enhancing the tranquil nighttime experience.
Home in Contrada Colle Galli

CASA GALLO ROSSO Hills & Panorama

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.

FamilyLocationPool

4.97 out of 5 average rating, 106 reviews
Guest favourite
A bright and airy kitchen area is presented, featuring a small dining table with four black chairs. A kitchenette is equipped with essential appliances, including a stove and a kettle. Natural light enters through a glass door, which leads to a balcony draped in white curtains.
Apartment in Castorano

Apartment with View of the Sibillini Mountains and Hamlet

Cozy apartment with independent entrance is located in a quiet and safe residential area. It offers 1 bedroom, 1 bathroom with linens and a living room with a fully equipped kitchenette with an espresso machine, microwave and everything you need to prepare breakfast and also lunch/dinner. The house is completed by a large terrace with barbecue and private parking. Don't miss your chance to spend beautiful days in this house in a privileged location!

LocationValueCheck-in

4.78 out of 5 average rating, 154 reviews
Top guest favourite
An outdoor terrace offers a panoramic view of the surrounding landscape, with mountains in the distance and the city below. A wooden slatted roof provides shading, while a potted plant adds a touch of greenery to the outdoor seating area.
Flat in Ascoli Piceno

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.

ValueFamilyDecor

4.92 out of 5 average rating, 203 reviews
Top guest favourite
Treehouse in Colonnella

NIKE WOODS emotion experience

Our treehouse in the woods, built from iron and originally used as a bivouac, has been transformed into a retreat inspired by Japanese philosophy. Inside, it offers a unique experience with an ofuro (traditional Japanese bathtub), a sauna for relaxation, and an emotional shower that stimulates the senses. The minimalist design and attention to detail create a serene atmosphere, perfect for rejuvenating in harmony with the surrounding nature.

LocationValueView

4.97 out of 5 average rating, 154 reviews
Top guest favourite
A welcoming stone retreat is set against a lush green hillside. A modern chair is positioned by a clear swimming pool, reflecting the vibrant outdoor scenery under partly cloudy skies.
Farm stay in Cellino Attanasio

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.

FamilyLocationAccuracy

5.0 out of 5 average rating, 19 reviews
Top guest favourite
A serene bedroom features a spacious bed with green accent pillows, complemented by wooden nightstands with decorative lamps. Natural light fills the room through two windows, highlighting the rustic ceiling beams and wooden flooring.
Flat in Spinetoli

Il Bassotto apartment

In the heart of Marche, in Spinetoli, in the hills between Ascoli Piceno and the Riviera of San Benedetto del Tronto, 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.

LocationGetting aroundComfort

5.0 out of 5 average rating, 30 reviews
Guest favourite
Flat in Stella

Casa Stella

Cozy 70-square-meter apartment with a separate entrance, an exclusive courtyard, and private parking in a quiet and well-served area. The sea is about 8 km away (easily accessible also by public transportation). Mountain lovers will find them about 30 km away. The historic city of Ascoli Piceno is just 21 km away. Registration details IT044031C2Z05Q23F4

ValueLocationCheck-in

4.91 out of 5 average rating, 32 reviews
Guest favourite
A cozy bedroom features a spacious bed adorned with decorative pillows and a soft blanket. Exposed stone walls and wooden beams add warmth to the space, while natural light is filtered through light green curtains. A woven storage chest sits at the foot of the bed.
Villa in Città Sant'Angelo

Effimera-Relaxing Retreat

Privacy and relaxation in an entirely dedicated farmhouse, where you can enjoy a view that sweeps from the sunrise over the sea to the horizon to the sunset that floods the wonderful mountains and the characteristic gullies with light, completely immersed in the nature of the Abruzzo countryside.

LocationFamilyBeach

4.95 out of 5 average rating, 63 reviews

Popular amenities for Monsampolo del Tronto holiday rentals