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Holiday rentals in Poggio Pertuso

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Top-rated holiday rentals in Poggio Pertuso

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

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Top guest favourite
A rustic stone farmhouse is nestled in a lush green landscape, surrounded by rolling hills and tall cypress trees. The sun casts a warm glow on the exterior, highlighting the charming architecture. An open courtyard with a small pool can be seen in the foreground.
Farm stay
4.92 out of 5 average rating, 597 reviews

Poggio Bicchieri Holiday Farm - Memoria apartment

Relax with the whole family in this accommodation. The holiday farm consists of two independent apartments with a living room, kitchen, bedroom, and bathroom. You won't have to share anything with other guests, as we have taken care to organize everything so that everyone has their own space and everything is separate. Outside there is a barbecue, table with chairs and deck chairs. In the vicinity are Pienza, San Quirico d'Orcia, Bagno Vignoni, Montalcino, and Bagni San Filippo. To reach us, there is 1.5 km of dirt road!

Top guest favourite
Holiday home
4.98 out of 5 average rating, 84 reviews

House on the harbor - Il Partito

In the heart of Porto Ercole, on the first floor of a historic building on the waterfront, this holiday home of approximately 70 square metres – fully renovated in 2026 – offers all the charm of the Argentario: a balcony overlooking the harbour with a picturesque view of the sea and the moored boats, a private garden for relaxing outdoors, and a central location just a short walk from bars, restaurants and shops. As the owner of the IDROBOAT dinghy rental, I will be happy to suggest the most beautiful beaches.

Top guest favourite
A charming cottage is shown with a terracotta facade and a tiled roof. A small table with two chairs is set on a patio, surrounded by potted plants. Lush greenery and trees can be seen in the background under a clear blue sky.
Guest house
4.97 out of 5 average rating, 227 reviews

Tuscan cottage with an heavenly view

Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.

Top guest favourite
The villa's exterior is highlighted by a modern structure with large glass doors and a gently sloping roof. It is surrounded by lush greenery and features a patio area with steps leading to the entrance. Soft lighting illuminates the garden, creating a serene evening ambiance.
Villa
4.93 out of 5 average rating, 311 reviews

Amazing Tuscany Villa, FREE parking

Modern villa with panoramic view in Montepulciano, a few steps from San Biagio. The villa is lovingly furnished and equipped with all comforts for a pleasant holiday. Enjoy breathtaking views of the surrounding countryside from the terrace, or relax in the two spacious gardens at your disposal. You will also have at your disposal a large kitchen to dabble in the magnificent art of cooking, something much loved by us Italians!!! Also available: Free Wi-fi Self check-in Reserved car parking

Top guest favourite
A medieval stone tower stands tall against a clear blue sky, showcasing its historic architecture. The narrow road lined with greenery leads to the entrance, with the texture of the stonework and windows highlighted, inviting guests to explore its unique charm.
Tower
5 out of 5 average rating, 112 reviews

Luxurious Medieval Tower & Private Concierge

It’s rare to find a place that’s not only romantic but also historic & truly one of a kind. La Torretta is part of Toscana a Due—a medieval tower with a huge garden & olive trees, right in the heart of San Quirico, overlooking the Val d’Orcia. The 1000-year-old building has been redesigned as a blend of heritage & antique luxury. With our unique tailored concierge service and a warm welcome into our family’s life, we share our traditions, history, and Tuscany’s hidden treasures with you.

Superhost
A spacious indoor living area features large, retractable glass doors that open to reveal a picturesque outdoor space. Natural stone walls and wooden beams create a rustic charm, while a cozy wood burner and a wooden coffee table add warmth to the serene atmosphere.
Cottage
4.81 out of 5 average rating, 102 reviews

Seafront Ecolodge breathtaking view

La Casetta sul Mare Tuscany primes an off the grid experience with all necessary comfort, this romantic ecolodge transpires sensuality, tranquility within walking distance from warm pristine mediterranean sea. A 3-hectare private property sitting on top of a secluded bay in Monte Argentario, Le Cannelle, one of the most exclusive destinations on the italian coast. The ecolodge offers a unique natural experience and a view to die for! You can see more videos IG lacasettasulmare.tuscany

Top guest favourite
Home
5 out of 5 average rating, 69 reviews

Bel Casale with sea view and the mediaeval village

In the Maremma countryside, private panoramic swimming pool, with a 360° !!! View of the Argentario, the island of Giglio and the medieval village. Spectacular sunsets to admire! The villa is on one floor, characterized by exposed wooden beams, verandas, handmade terracotta floors, elegant minimal furniture. It can accommodate up to 6 people. Park of 2 hectares of garden with olive grove and centuries-old oaks. Located 5 minutes from the beautiful village of Pereta.

Superhost
An outdoor patio area is presented, featuring a wooden dining table surrounded by several woven chairs. Lush greenery and colorful potted plants enhance the space, while a shaded roof provides comfort. The well-maintained garden is visible in the background, contributing to a serene environment.
Home
4.89 out of 5 average rating, 19 reviews

Farmhouse a stone's throw from Porto Ercole

Stone farmhouse just a stone's throw from Porto Ercole. Convenient location to reach Feniglia beach, about 1 km away by bike path and the port of Cala Galera. It offers a beautiful view of the 16th century Spanish forts. Recently renovated and furnished , it is a small jewel of greenery and tranquility. ' Independent entrance. It offers ample parking surrounded by plants and citrus fruits. The entrance has a large living room, dining table and equipped kitchen.

Superhost
Villa
5 out of 5 average rating, 4 reviews

Fior di Roccia Villa

Kick back and relax in this calm, stylish space. Fior di Roccia is an intimate and refined place on the bay of Santo Stefano. Four bedrooms with double beds, all with large windows, balcony and sea view. Large living room and dining room overlooking the garden and bay. Spacious, fully equipped kitchen. Contemporary design touches alternate with modern pieces. The garden is a privileged observatory of the liveliness of the bay with various relaxation areas.

Top guest favourite
A charming outdoor seating area is set against a backdrop of rolling green hills. Two green metal chairs and a matching table are surrounded by flowering plants, with cypress trees rising in the distance under a partly cloudy sky.
Apartment
5 out of 5 average rating, 150 reviews

Mascagni Farmhouse in Val d'Orcia, Pienza

Climb the iconic Tuscan hills to Mascagni Organic Farm, an organic farm where your new home awaits: a finely restored 16th-century barn nestled among olive trees and wheat fields. Relax with a cup of tea, pick rosemary and lavender in the garden with breathtaking views of the Val d'Orcia. Rediscover your true nature among the pristine fields and olive trees: here, walks and bike rides have no limits! Ready to create memories that will last a lifetime?

Guest favourite
A charming independent villa is set amidst lush greenery, featuring a spacious patio with a tiled floor. The area is shaded by a wooden awning, with seating options including a table and chairs, inviting relaxation among the surrounding olive trees.
Home
4.96 out of 5 average rating, 57 reviews

Mandrioli Country House

Cozy independent house in the countryside just outside Porto Ercole. Located only a few steps away from the historic center and the shops. The house consists of a large living room with kitchenette, two couches and a dining table. There are two double bedrooms and a single bedroom. There are two bathroom. There is a veranda with a marble dining table, a sofa and some deck chairs. Outside the house there is a big barbecue and a wood oven.

Superhost
Villa
4.85 out of 5 average rating, 20 reviews

Ocean-view villa with pool

Semi-detached villa and outbuildings with garden, terrace and pool max guests 8 kids included. Beautiful renovated villa in a hilly area 10 minutes walk from the center of Porto Ercole, with large outdoor patio and outbuildings. The car is recommended as the villa is located on a hill and the road around it is not illuminated. blanket and towel set on request is 30 euro for person.

Popular amenities for Poggio Pertuso holiday rentals

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Grosseto
  5. Poggio Pertuso