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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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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 favourite
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.

The expansive swimming pool is illuminated by soft lighting, reflecting a tranquil blue hue against the evening sky. Lush greenery surrounds the area, and subtle lighting enhances the garden, creating a serene ambiance for relaxation.
Villa in Grottammare
5 out of 5 average rating, 4 reviews

country house VILLA ARIETe Grottammare AP

INTERA VILLA. PER 10 PAX E PIÙ GRANDE PISCINA VISTA MARE IN COLLINA ISOLATA VILLA ARIETE E' IDEALE PER NUCLEI FAMILIARI NUMEROSI O GRUPPO DI AMICI . IDEALE PER GRANDI E BAMBINI. IN TOTALE PRIVACY, IMMERSA NEL VERDE VISTA MARE,MA A SOLI 5 MINUTI DALLA SPIAGGIA, NEGOZI , RISTORANTI E CENTRI ABITATI. PARCHI NATURALI E MONTAGNE VICINE, BORGHI CARATTERISTICI, CITTA D'ARTE. LOCALITA' ENO GASTRONOMICA IMPORTANTE. 400MQ DI VILLA, PARCO ,PISCINA 20X10, BARBEQUE, , PING PONG, BILIARDO SENZA BUCHE

Guest favourite
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.

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* * * * *

Benvenuti a Villa Natali, una straordinaria dimora di lusso che vi accoglie con la sua bellezza mozzafiato e vi offre il massimo comfort in un'atmosfera esclusiva. La villa è una vera oasi di pace e tranquillità, dotata di una piscina privata che vi invita a rinfrescarvi nelle giornate estive, e una spa rigenerante che è un angolo di puro piacere. Il fascino dei vigneti circostanti vi trasporterà in un luogo senza tempo, dove potrete gustare vini pregiati e vivere un'esperienza autentica.

A luxurious round jacuzzi is set against a warm, tiled backdrop, featuring bubbling water and soft candlelight. Two glasses of red wine are positioned nearby, adding an element of relaxation to the elegantly designed space.
Villa in Lapedona
4.8 out of 5 average rating, 10 reviews

3Suites Villa [Jacuzzi+hill view+5min to the sea]

Elegant and refined villa immersed in the fantastic scenery of the Marche hills The villa features 3 suites, 3 full bathrooms, one of which has a luxurious whirlpool tub, a living room, and a fully equipped kitchen. We also have a garden, private parking, and a fantastic panoramic terrace with views of the sea, hills, and the Sibillini Mountains. Finally, within a few minutes by car, you can reach the best beaches, the best medieval villages, and all the beauties of the Marche region.

Guest favourite
Villa in Colli del Tronto
5 out of 5 average rating, 6 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

A simple line drawing of a greenhouse structure is depicted, surrounded by various plants and foliage. The name 'Camilla Country Residence' is elegantly presented beneath the illustration, highlighting the establishment's inviting and nature-inspired concept.
Villa in Pianura Vomano
4.89 out of 5 average rating, 66 reviews

Un luogo per coccolare la mente e l'anima.

Benvenuti nella nostra casa di famiglia trasformata in una struttura ricettiva accogliente. Qui, il calore e l'ospitalità di una casa vengono mescolati con i comfort di una struttura ricettiva per offrire un'esperienza unica. Godetevi l'atmosfera accogliente e l'attenzione ai dettagli che rendono il vostro soggiorno memorabile. Siamo felici di condividere con voi il nostro angolo di paradiso e farvi sentire come parte della nostra famiglia.

Superhost
A charming villa features a two-story stone façade with solar panels on the roof. Shaded seating areas are provided under large umbrellas, along with loungers surrounding the pool. Lush greenery and outdoor seating enhance the inviting atmosphere of the spacious garden.
Villa in Ponzano di Fermo
5 out of 5 average rating, 3 reviews

Villa Greta - Private pool, Jacuzzi, pet-friendly

Villa Greta is a charming private villa with pool in Le Marche region, at a short distance to the Adriatic coast. The property is totally fenced-in and surrounded by a wide garden including a swimming pool with Roman stairs. Guests can benefit of a porch with table, chairs and sofas to eat and relax outside. An equipped gazebo and a veranda with Jacuzzi are present in the pool area. The villa is on three levels.

Top guest favourite
The outdoor area features a spacious infinity pool with a saltwater system, surrounded by sunbeds and umbrellas. A mix of loungers in neutral and bold colors offers comfortable seating, while the villa's original stone façade and chimney add rustic charm against a backdrop of blue skies and greenery.
Villa in Montefiore dell'Aso
5 out of 5 average rating, 11 reviews

Domodimonti Winery House

"Nestled on a hilltop, surrounded by peace and beauty, bear witness to the magic of the sun glowing amber as it sets over the estate." Welcome to a secluded Italian paradise in the heart of Le Marche region. If you crave solitude and a genuine escape from the ordinary, this is the haven that will provide an extraordinary backdrop for contemplation, with breathtaking views in all directions.

Top guest favourite
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 favourite
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, 62 reviews

Villa Adele

Benvenuti a Villa Adele, una residenza immersa nella quiete e nel verde delle colline abruzzesi, situata in una strada privata nel caratteristico borgo di Ripattoni, frazione del comune di Bellante (Teramo). Una soluzione ideale per chi cerca relax, spazio e comfort in un contesto autentico e rigenerante.

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 $488 CAD 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