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Villa vacation rentals in San Benedetto del Tronto

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Top-rated villa rentals in San Benedetto del Tronto

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

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Guest favorite
An aerial view of the villa is presented, showcasing the surrounding green landscape with trees and a well-maintained garden. The rectangular swimming pool is visible, framed by wooden decking, creating an inviting outdoor space adjacent to the pink-hued villa.
Villa in Fermo
5 out of 5 average rating, 26 reviews

Elegant villa with swimming pool surrounded by greenery

Villa Regno offers a relaxing vacation in an elegant atmosphere. Surrounded by a 5000m panoramic park with olive trees, walnuts, vineyard, swimming pool and BBQ area. The spacious, cozy and bright interiors are refined in every detail: large living room, 1 equipped kitchen, 4 double bedrooms, 1 twin bedroom and 2 bathrooms, one with a hot tub. Its location near the sea and the Sibillini Mountains offers leisure, adventure and culture. We will welcome you in your language: English, Arabic, French and Spanish!

Superhost
A spacious farmhouse with a rustic exterior features a green roof and large windows. A private pool with umbrellas and lounge chairs is visible in the well-maintained garden, surrounded by olive trees and rolling hills. A covered terrace offers outdoor seating near the pool area.
Villa in Petritoli
5 out of 5 average rating, 10 reviews

Beautiful restored farmhouse with gorgeous views

Casa Petritoli is a traditional and spacious farmhouse with modern, contemporary interior. Fully renovated in 2024. Large 10x4m pool, air conditioning, fully covered veranda with outdoor BBQ and stone pizza oven. Ideal for families. Great place to relax, unwind and enjoy the amazing views overlooking the valley and the mountains. Outdoor dining in our large and fully fenced garden with total privacy. 10mins drive to nearest villages with shops, bars and restaurants. 15km to the nearest beach.

Guest favorite
The image captures a pathway leading down to a villa, framed by lush greenery and flowering plants. A distant view of the sea is visible under a partly cloudy sky. A playground with swings is situated on the right, enhancing the outdoor space.
Villa in Roseto degli Abruzzi
4.94 out of 5 average rating, 134 reviews

Emilia's House

Uno splendido appartamento con un'ampia vista mare che racchiude chilometri di costa abruzzese. I vostri risvegli saranno resi unici e indimenticabili. Situato vicino al centro storico medievale di Montepagano: un borgo nato nell' XI secolo dove staccare la spina dalla frenesia cittadina non è mai stato così facile. A soli 4 km potrete godervi splendide giornate di mare nella cittadina di Roseto degli Abruzzi, da sempre un'ambita meta turistica. Dal 1999 il comune si fregia della Bandiera Blu.

Guest favorite
The image captures a serene sunset over a private pool, with lush green grass surrounding the area. Sunlight casts a warm glow on the villa's exterior, highlighting large windows that reflect the fading daylight. Trees and hills are visible in the background, enhancing the peaceful setting.
Villa in Servigliano
4.96 out of 5 average rating, 26 reviews

Villa with exclusive private, heated pool

Villa del Sole is a beautiful retreat nestled amidst the typical verdant hills of the Marche region. It's located just 35 minutes away from the stunning beaches of Porto San Giorgio. This newly built accommodation offers all the comforts that you could ask for. The villa is fully enclosed with wired fencing and surrounded by a gorgeous garden, making it pet-friendly. Guests can enjoy the heated pool, which is exclusively for them and enhanced with a winter cover from October through March.

Guest favorite
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

Superhost
A serene outdoor setting features a private pool with a diving board, surrounded by lush green grass and scattered trees. The villa's façade, showcasing rustic architecture, is illuminated in the soft evening light, providing a peaceful ambiance.
Villa in Pagannoni-Piane a Canfora

Poolside Villa & Spa Retreat* * * *

Welcome to Villa Natali, an extraordinary luxury home that welcomes you with its breathtaking beauty and offers you maximum comfort in an exclusive atmosphere. The villa is a true oasis of peace and quiet, equipped with a private pool that invites you to cool off on summer days, and a refreshing spa that is a corner of pure pleasure. The charm of the surrounding vineyards will transport you to a timeless place, where you can taste fine wines and have an authentic experience.

Top guest favorite
A serene garden view features tall pine trees and a sculpture surrounded by lush greenery. In the distance, the hillside town is visible against a clear blue sky, providing a picturesque backdrop to the tranquil outdoor space.
Villa in Fermo
5 out of 5 average rating, 20 reviews

Independent apartment in villa

Elegant independent apartment in a villa that offers tranquility and privacy in the heart of beautiful Fermo. Located just minutes from the Adriatic coast, the villa has a large garden and every comfort you could want: barbecue, fitness corner, outdoor relaxation area, private parking and entrance, all surrounded by a fence, cameras and automatic gate. The environment is also well suited to study/work needs. LANGUAGES: Italian, English, French, Romanian.

Top guest favorite
A refreshing swimming pool is surrounded by sun loungers and a shaded area. A small blue table with chairs is positioned nearby, offering a place to relax. Lush greenery frames the view of rolling hills under a clear blue sky.
Villa in Castignano
5 out of 5 average rating, 21 reviews

Lemonvilla - Panoramic position - Pool - 240sqm

Surrounded by vineyards, olive groves and fields, this villa, built in the typical style of the country, is situated in an absolutely quiet location with a wonderful unobstructed view of seven medieval villages, which are illuminated at night. Only a few kilometres away is the village of Castigniano, which has a very attractive old town with small cafés and good shopping facilities.

Guest favorite
A private villa is set amidst lush greenery, showcasing a panoramic saltwater pool nestled in the garden. Surrounding olive trees and vibrant shrubs enhance the serene landscape, while the charming stone farmhouse stands invitingly behind, offering a harmonious blend of nature and architecture.
Villa in Mogliano
5 out of 5 average rating, 5 reviews

Casa Antonio - Private Pool, Air conditioning

Casa Antonio is a private villa with pool in Le Marche region, in the small borgo of Mogliano. Surrounded by green hilly scenery, with a fine view over the Sibillini mountains, it is the perfect combination of peace and simplicity, the ideal place to savour the traditional flavours of Le Marche countryside, far from the frenetic rhythms of the city.

Guest favorite
The exterior of the villa is surrounded by lush greenery, featuring a well-maintained garden. Solar panels are visible on the roof. A welcoming front porch is accessible, complemented by a pathway leading to the entrance. The property is spacious, enhancing the serene ambiance of the natural setting.
Villa in Bellante
4.95 out of 5 average rating, 60 reviews

Villa Adele

Welcome to Villa Adele, a residence immersed in the quiet and green of the Abruzzo hills, located on a private street in the characteristic village of Ripattoni, a hamlet of the municipality of Bellante (Teramo). An ideal solution for those looking for relaxation, space and comfort in an authentic and restorative context.

Superhost
The villa is showcased from above, featuring a rectangular pool surrounded by manicured grass. Sun loungers are positioned on the pool deck, with a gazebo nearby. The vibrant pink exterior of the villa contrasts beautifully with the lush landscaping, creating a serene outdoor space.
Villa in Alberelli

L'Organetto - Villa with Private Pool

Located on top of a hill in the heart of the Fermano region, this villa is an oasis of peace surrounded by unspoiled nature. The green hills stretch out to the horizon, while the sea sparkles in the distance, creating a visual spectacle that will captivate your senses.

Guest favorite
A pristine swimming pool is surrounded by lush greenery, offering views of gentle hills in the background. Sun loungers are positioned nearby, inviting relaxation. The pool's clear water reflects the bright blue sky, creating a serene outdoor setting.
Villa in Ripe di Civitella
4.93 out of 5 average rating, 40 reviews

The Casale dei Noccioli

This splendid residence is located just 6 km away from Civitella del Tronto, one of the most beautiful villages in Italy. You will spend unforgettable moments walking in the large garden equipped with a magnificent barbecue or swimming in the splendid pool.

Popular amenities for San Benedetto del Tronto villa rentals

Quick stats about villa rentals in San Benedetto del Tronto

  • Nightly prices starting at

    San Benedetto del Tronto vacation rentals start at G$73,190 GYD per night before taxes and fees

  • Popular amenities for guests

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

  • 5 Average rating

    San Benedetto del Tronto stays are highly rated by guests—averaging 5 out of 5!

Destinations to explore

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