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Holiday rentals in San Benedetto del Tronto

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Top-rated holiday rentals in San Benedetto del Tronto

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A softly lit bedroom features a spacious bed with a patterned headboard and relaxed bedding. A bedside table supports a lamp, providing additional light. A closet with wooden doors adds functional elegance, while an open door leads to a more private area of the apartment.
Apartment in San Benedetto del Tronto
4.92 out of 5 average rating, 157 reviews

[Brand New-Pedestrian Area] Lovely Apartment

Brand new apartment, in a historic building, elegantly furnished with designer furniture and components. Style, functionality and the characteristic attic structure make the environment graceful, welcoming and suitable for travelers from around the world. Located in a Super Central position, in the heart of the Pedestrian Island, just 5 minutes from the sea and the suggestive “Riviera delle Palme” promenade. A strategic location whether you are in S. Benedetto T. on vacation, for business or pure leisure.

Superhost
A spacious terrace features two lounge chairs and a dining table with six chairs, providing ample room for outdoor relaxation and dining. The surrounding cityscape is visible in the background, showcasing a mix of architectural styles and rooftops.
Flat in San Benedetto del Tronto
5 out of 5 average rating, 3 reviews

Holihome_Be Sweet

🏙️ In the heart of San Benedetto del Tronto, an elegant loft awaits you, where every detail has been designed to convey relaxation, exclusivity, and the highest level of comfort ✨. Upon your arrival, the atmosphere embraces you: airy spaces, natural light, and a design that blends elegance and warmth. The kitchen is a true masterpiece of functionality and style. The bedroom, quiet and refined 🛏️, comes with an integrated television 📺. The bathroom 🚿 is equipped with every comfort.

Guest favourite
Villa in Colli del Tronto
5 out of 5 average rating, 5 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 (max 12 guests) 🌿 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

Guest favourite
A light and airy bedroom features two twin beds adorned with patterned linens, complemented by a decorative accent pillow. A wall adorned with large green leaves creates a refreshing backdrop. Natural light filters through sheer curtains, and a round mirror adds depth to the space.
Apartment in San Benedetto del Tronto
4.94 out of 5 average rating, 103 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.

Guest favourite
The interior space features a cozy seating area with a light-colored sofa adorned with dark cushions. Large glass doors open to a terrace offering views of the sea. A glimpse of the bedroom is visible, showcasing a neatly made bed and modern furnishings.
Flat in San Benedetto del Tronto
5 out of 5 average rating, 6 reviews

On the beach, terrace overlooking the sea

Luxurious apartment located just 30 meters from the beach, recommended for an ideal occupancy of 2 adults and 2 children to ensure maximum comfort during their stay. It has air conditioning, motorized shutters in the bedroom, in addition to: - terrace with sea view, furnished with living room and dining table; - double bedroom with private bathroom, living room with sofa bed; - 2 smart TVs, WI-FI and air conditioning in every room, coffee maker; - 1 parking spot.

Top guest favourite
The dining area features a white table surrounded by modern chairs, illuminated by pendant lights. A television is mounted on the wall opposite a large set of glass doors that provide access to a balcony, while a kitchen area is visible in the background.
Flat in San Benedetto del Tronto
4.98 out of 5 average rating, 190 reviews

From Nonna Nilde

Delightful apartment located on the 3rd floor without elevator, recently renovated and equipped with air conditioning and mosquito nets, two balconies and everything you need for your stay. It overlooks one of the main squares of the town, is close to the station (300 meters) and convenient to any type of shop. Crossing the center you can reach both the port and the promenade (about 1 km from both the promenade of San Benedetto and that of Grottammare).

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.
Home in Castorano
4.84 out of 5 average rating, 120 reviews

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!

Top guest favourite
A treehouse structure is nestled among tall trees, elevated above the forest floor. Large windows are visible, allowing natural light to flood the space and creating a seamless connection with the surrounding nature. A spacious deck offers a serene view of the greenery.
Treehouse in Colonnella
4.95 out of 5 average rating, 104 reviews

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.

Top guest favourite
A sunlit terrace adorned with blooming pink flowers provides a tranquil outdoor space. The area features a wooden table and chairs, surrounded by lush greenery and plants. A pergola offers shaded comfort, enhancing the inviting environment.
Flat in San Benedetto del Tronto
4.96 out of 5 average rating, 76 reviews

Lucio and Lucia - Terrace by the sea

The penthouse with its large terrace is in the vital center and full of shops of San Benedetto del Tronto and a 10-minute walk from the beaches. It is a bright and sunny apartment with a large terrace full of flowering plants and a shady pergola, on the top floor of a quiet street. Linen is not included in the price. It is at a cost of € 20 per person per stay. Alternatively, guests can provide their own linens in person.

Guest favourite
A spacious living area features two light-colored sofas and a wooden dining table with seating. Natural light enters through large windows, complemented by decorative artwork on the walls. A fireplace adds a touch of warmth to the room's rustic charm, highlighted by vaulted brick ceilings.
Flat in Nereto
4.92 out of 5 average rating, 118 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.

Top guest favourite
A light-filled living area features a light blue sofa paired with black and white patterned cushions. A wooden coffee table sits in front of the sofa, and a dining table with white chairs is positioned nearby. A coastal artwork adorns the wall, enhancing the space.
Flat in Grottammare
4.99 out of 5 average rating, 151 reviews

New apartment by the sea with panoramic views

New apartment of 75 sqm 5 minutes from the sea with two bedrooms, bathroom, living area with kitchen and air conditioning. In a quiet area with all amenities in the immediate vicinity. Ideal for couples and families looking for a relaxing stay.

Top guest favourite
A small balcony is visible through sheer curtains, featuring a round table and two black chairs. Sunlight softly illuminates the outdoor space, while a partial view of rooftops can be seen in the background.
Flat in San Benedetto del Tronto
5 out of 5 average rating, 9 reviews

Bright two-room apartment among the rooftops

A bright nest among the rooftops, close to the sea, nature, and beautiful inland villages. Intimate, quiet, perfect for unwinding and reconnecting. An ideal base also for restorative excursions in our mountains and those of nearby Abruzzo.

Popular amenities for San Benedetto del Tronto holiday rentals

When is the best time to visit San Benedetto del Tronto?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$107 SGD$102 SGD$112 SGD$119 SGD$125 SGD$137 SGD$176 SGD$209 SGD$134 SGD$106 SGD$111 SGD$114 SGD
Avg. temp5°C5°C9°C12°C17°C21°C24°C24°C19°C14°C9°C6°C

Quick stats about holiday rentals in San Benedetto del Tronto

  • Total holiday rentals

    Explore 700 holiday rentals in San Benedetto del Tronto

  • Nightly prices starting at

    San Benedetto del Tronto holiday rentals start at $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 5,980 verified reviews to help you choose

  • Family-friendly holiday rentals

    320 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 350 rentals that welcome pets

  • Rentals with dedicated workspaces

    180 properties have a dedicated workspace

  • Wifi availability

    470 of San Benedetto del Tronto holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across San Benedetto del Tronto rentals

  • 4.7 Average rating

    San Benedetto del Tronto stays receive an average rating of 4.7 out of 5 from guests

Destinations to explore

  1. Airbnb
  2. Italy
  3. Marche
  4. Ascoli Piceno
  5. San Benedetto del Tronto