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Vacation rentals in Messenano

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Top-rated vacation rentals in Messenano

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

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Top guest favorite
A shaded pergola stands by a large swimming pool, draped with light curtains. Comfortable outdoor seating surrounds a circular table. Lush greenery and flowering plants create a serene backdrop, enhancing the tranquil atmosphere of the estate.
Villa in Guardea
4.99 out of 5 average rating, 103 reviews

Exclusive 10 Acre Estate w/ Pool & Olive Grove!

Enchanting, exclusive 10acres estate on a hill, memorable sunsets; large pool framed by lavender&rosemary, open year-round. New air conditioning, Starlink internet. Very private&peaceful 2 floors, 4bedrooms, 4baths, jacuzzibathtub, 55inch smartTV, well-equipped kitchen, porch & pergola for alfresco dining, Weber barbecue, pizza oven, olive grove, fireplace; 20 min. to Orvieto,Todi,Amelia; 10 minutes drive to train station to Rome/Florence, 5min drive to shops in town. Grounds/pool caretaker

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Guest favorite
Villa in Massa Martana
4.87 out of 5 average rating, 39 reviews

Umbria Todi Private Pool Amazing View and Starlink

"La casa del Beccaccino” è una villa in collina sulla strada dell'olio e del vino, con il sole dall'alba al tramonto. E' circondata da un grande giardino con piante da frutto e ulivi, una piscina, vari tavoli, un grande forno a legna con barbecue. Bellissime citta' d'arte nelle vicinzanze, Massa Martana (8km), Todi (10km), Montefalco (20km), Spoleto (30km), Bevagna (30km), con servizi, negozi, bar e ristoranti. Wifi per smartworking e nomadi digitali. Propieta' recintata, Parcheggio privato.

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Guest favorite
Home in Todi
4.92 out of 5 average rating, 12 reviews

The Lost Stone paradise with pool, views and AC

The Old Stone is a 2025 fully refurbished 200 yrs old stone house in the hills of Todi, Umbria. It features a magnificent new pool, AC, high speed Wi-Fi and it is immersed in beautiful nature. It has a large garden, 3 patios, two kitchens, 3 bedrooms, 2.5 bath and a spectacular living room. Designed for comfort and entertaining, every detail has been thoughtfully curated to blend rustic charm (wood beams, cotto floors and stone walls) with moder luxury in a peaceful, panoramic setting.

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Guest favorite
A collage of images showcases the villa's stunning surroundings, including rolling hills, cypress trees, and an inviting pool. Various rooms, including a dining area and kitchen, are visible, highlighting rustic wooden furniture and a cozy sleeping space with soft linens.
Home in Quadrelli
5.0 out of 5 average rating, 6 reviews

Magical Umbrian Villa and Guest House with Pool

Enjoy the magic of unspoiled Umbrian landscape in this quaint but centrally located villa and guest house. Located down a small country road yet close to the towns of San Gemini and Acquasparta. You will have exclusive use of the main three-bedroom, 2 bathroom villa and the 2 bedroom, 1 bath guest house (with full kitchen). You will also have exclusive use of the pool and grounds around the property. Codice Identificativo Nazionale (CIN): IT055017C2LZ032436 — CIR: 055017C2LZ032436

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Guest favorite
A salt-water pool is set against a backdrop of rolling hills, with lounge chairs arranged nearby. Vibrant pool floats add color to the scene, while lush greenery frames the area, creating an inviting outdoor space for relaxation.
Castle in Perchia
4.92 out of 5 average rating, 38 reviews

Amaranto Apartment at Il Castello di Perchia

Nestled in the Umbrian hills, in a succession of colors and scents of nature, among woods and olive groves, in an environment that speaks of silence and harmony; of nature and countryside. Just 8 km from Spoleto, relaxation is guaranteed in a home steeped in the history and culture of an ancient world. Perchia Castle is an ancient fortress that was also a convent and has now become a historic residence made up of houses and apartments with attention to the smallest details.

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Top guest favorite
A villa constructed of natural stone sits amidst lush olive trees in a tranquil setting. The two-story building features a charming rooftop and large windows that reflect the surrounding landscape. A gravel path leads up to the villa, enhancing its peaceful ambiance.
Villa in Collazzone
4.95 out of 5 average rating, 78 reviews

VILLA ROSETO-TODI

Villa Roseto is located in a magical corner of I Casali del Moraiolo and is surrounded by wild, undisturbed nature and breathtaking views of Todi and the Umbrian hills. The most surprising thing about this Villa with 5 double bedrooms is the terrace, an idyllic place to relax, where you can spend long summer evenings sipping good wine in company listening to the relaxing flow of water from the fountain. The pool overlooks Todi, thus creating a unique atmosphere.

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Top guest favorite
Home in Ocenelli
4.98 out of 5 average rating, 49 reviews

Colle Pertecone - exclusive villa & private pool

A few km from Spoleto, surrounded by the splendid Umbrian hills, stands the manor house of our grandparents. Recently renovated, both internally and externally, the house retains its traditional charm while offering modern comforts and a high degree of sustainability, thanks to the green energy produced by solar panels. Arranged on two floors, it can accommodate up to a maximum of 7 people. The surroundings offer trekking and cycle tourism routes

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Top guest favorite
Villa in Todi
5.0 out of 5 average rating, 20 reviews

Villa Incanto – Todi

Villa Incanto is an exclusive residence set up on the ground floor of an old stone farmhouse. Those who decide to stay there will therefore have total privacy. Villa Incanto is located within a 20-hectare estate that enjoys a hillside position that offers a wonderful panoramic view of the Umbrian hills. Ideal for a relaxing holiday and tasting the typical local products. Accommodation tax of €1.50 per day for the first 5 days.

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Top guest favorite
A charming stone cottage is set within a lush green landscape. The building features a rustic tiled roof and wooden shutters. Surrounding plants include flowering vines and a cactus in the foreground, creating a serene outdoor atmosphere.
Cabin in Massa Martana
4.95 out of 5 average rating, 247 reviews

Country Chalet and mini spa

A welcoming and comfortable nest, immersed in the bright colors of the Umbrian countryside, among roses and lavender, in the silent garden that frames it... Live a romantic dream: let yourself be enveloped by the warmth of the hot tub, under a starry sky and in the heart of the magic of our chalet. An oasis of tranquility, but well connected to all the major attractions of the region...

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Superhost
A swimming pool is situated within a well-maintained lawn, surrounded by trees and greenery. Comfortable lounge chairs and a parasol are positioned nearby, offering a relaxing outdoor space. The farmhouse is visible in the background, blending harmoniously with the natural landscape.
Villa in Massa Martana
4.92 out of 5 average rating, 78 reviews

Casale del Gallo in Umbria Todi

The “Casale del Gallo” is an old Umbrian farmhouse immersed in five hectares of oak and chestnut woodland. It overlooks the ancient village of Massa Martana, just a few kilometres from Todi, in the heart of Umbria. Perfect house for families and group of friends that want escape the caotic cities! Relax and enjoy the wonderful food and art that Umbria has to offer!

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Luxe
The elegant living area features a rich burgundy sofa facing a decorative fireplace. Ornate chandeliers illuminate the space, while original wall paintings and frescoes highlight the historical architecture. A dining area with a dark wooden table is surrounded by green chairs, creating a harmonious blend of comfort and style.
Condo in Soriano Nel Cimino
5.0 out of 5 average rating, 42 reviews

Stunning Renovated Apartment near Castello Orsini

Step back in time in Soriano nel Cimino when you book a stay in our charming 3 Bedroom Apartment that occupies the entire second floor of a renovated 18th Century building! Pack your bags and enjoy a relaxing stay in this historical town, located among the Cimini Mountains in central Italy, providing access to many major attractions and cities!

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Superhost
Villa in Terni
5.0 out of 5 average rating, 3 reviews

Scappo in Umbria: Villa Elena Refined Retreat

Set among the soft green hills just outside Terni, Villa Elena is a restored five-bedroom country home that blends natural materials, quiet elegance, and contemporary comfort. The house is spread across three levels, each space designed with attention to light, texture, and the surrounding landscape.

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