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Villa vacation rentals in Sibillini Mountains

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Popular amenities for Sibillini Mountains villa rentals

Private villa rentals

Top guest favorite
A private pool is surrounded by lounge chairs and umbrellas, set within a gravel patio. Lush greenery and trees frame the area, with a farmhouse visible in the background against a clear blue sky.
Villa in Macerata
5 out of 5 average rating, 7 reviews

Italian Idyll, stunning views, pool, play-den.

GuidoRating, 5 stars8 months ago
Casa Lola proved to be a fantastic stay. The views from the house are spectacular and the amenities were of a very high standard. We much enjoyed the pool, the large kitchen and the various terraces. A great space for a large group to have a very relaxing holiday. Victoria was extremely helpful with local tips and introductions to some of her neighbours to help us out with various requests (one of her neighbours makes a great lasagne). All in all a great stay, and we might have to repeat the experience sometime.
A serene view showcases a lush garden with fig trees and olive trees, leading to a well-maintained swimming pool. The distant Adriatic Sea extends beyond the greenery, while the surrounding hillside adds depth to the picturesque landscape.
Villa in Cupra Marittima
4.88 out of 5 average rating, 8 reviews

Family villa,pool,hilltop, sea Wi-fi Air-co EV cha

JulietRating, 5 stars9 months ago
This villa and its surrounding area is absolutely stunning. We had fresh organic tomatoes, figs, pears, peaches and apricots ready to pick and eat, not to mention the wine from Tommaso’s vineyard!! The chickens gave hours of entertainment to the little ones. The villa itself is large with all necessary amenities and the BBQ area a perfect space for al fresco dining. The pool is dreamy, large with spectacular views out to sea. Tomato was a wonderful host, always on hand for any questions and recommendations. We will definitely be back, it’s a fabulous place to relax in the peaceful Italian countryside yet a five minute drive to the beach - perfectto!!
A spacious living area is filled with natural light, showcasing a large brown sectional sofa and a red coffee table. White dining chairs surround a white dining table in the background. Large windows with blue curtains enhance the inviting atmosphere.
Villa in Porto Sant'Elpidio
4.77 out of 5 average rating, 31 reviews

Villa 'Nziata

RaffaellaRating, 5 stars8 months ago
HIGHLY RECOMMENDED!!! Very spacious and suitable for large families (in our case there were 6 of us), very clean at the delivery and located in a great point of ventilation. Amazing veranda!! All this combined with Mrs. Carla's availability and friendliness
Villa in Castelvecchio
4.88 out of 5 average rating, 17 reviews

Todi Luxury casale with view : Casa Martana

RichardRating, 5 stars7 months ago
We rented Eralda's property for a family reunion, traveling from both Australia and the UK. The property ticked all of our boxes, with great communal areas with lots of space for different age groups. Will rent again !!
Superhost
Villa in Assisi
4.9 out of 5 average rating, 52 reviews

The Farmhouse in Nature, Assisi

MarieRating, 5 stars11 months ago
Evaristo’s place was a little piece of heaven. If you have the ability to rent a car, I highly suggest staying at this casa - it is full of peace and impeccably maintained and restored. The trails and natural setting, with the birdsong and sunsets are unequalled. Whether you come for personal relaxation or a spiritual encounter in Assisi, this is where you should stay. Evaristo was an excellent host, very responsive and respectful.
An outdoor space features a rectangular pool surrounded by sun loungers, overlooking a scenic landscape of rolling hills. The pool's clear water reflects the soft hues of sunset, while lush greenery creates a serene backdrop.
Villa in Carassai
5 out of 5 average rating, 3 reviews

Villa "La Principessa" with pool

AlessandroRating, 5 stars44 months ago
Giovanni Andrea is a very helpful host and attentive to the needs of guests. The home is great for large families or groups of friends. The view from the pool is beautiful. Well, what else to say, HIGHLY RECOMMENDED!!
Guest favorite
The exterior of a restored stone farmhouse is showcased, featuring rustic charm with a slate roof and shuttered windows. A gravel parking area is visible, surrounded by greenery. Clear blue skies create a bright atmosphere, while the structure emphasizes a blend of traditional and contemporary design.
Villa in Farindola
4.96 out of 5 average rating, 27 reviews

Villa Barricello

DavidRating, 5 stars8 months ago
We loved everything about this place. It’s a beautiful building which has been exceptionally well restored. Great location. Extremely well equipped with everything you could want. Pool is a particular highlight.
Guest favorite
A charming two-story villa is surrounded by a spacious green garden, featuring flowering shrubs and trees. Outdoor seating arrangements, including lounge chairs, are visible on the lawn. The villa showcases classic architecture with a tiled roof and multiple windows, blending seamlessly with the natural surroundings.
Villa in San Gemini
4.86 out of 5 average rating, 7 reviews

Villa with exclusive swimming pool and dependance

StewartRating, 5 stars8 months ago
We had a great two weeks at Grazia’s house. The outdoor space was fantastic, especially the pool area. The pool is great for children all sizes and was maintained throughout our stay. The full size table tennis table was enjoyed by all of us. The house is traditional, but homely and well equipped. The bathrooms work fine but do need upgrading. AC throughout, which was needed as it was very hot. Would recommend for a family if you want a peaceful stay and enjoy lots of time outside.

Luxury villa rentals

A private swimming pool is framed by tall pine trees, offering a stunning view of rolling hills meeting the sea in the distance. Sun loungers are placed around the pool area, inviting moments of relaxation in the warm sun. The tranquil setting blends nature with calm.
Villa in Sant'Elpidio a Mare
5 out of 5 average rating, 4 reviews

Villa Dell'Arco - Sea View, Private Pool & AirCo

GianniRating, 5 stars20 months ago
A few minutes from the sea A charming place immersed in nature Where relaxation makes it a great hostess to go as in our case as in our case with the family With all the comforts of a villa, to say the least, beautifully furnished Vittorio and Raffaella, the owners welcomed us with all their availability Thank you so much
An aerial view captures the expansive estate nestled in rolling hills, featuring a combination of a large villa, smaller buildings, and a pool surrounded by lush greenery and trees. The landscape showcases a harmonious blend of nature and rustic architecture.
Villa in Pitino
4.8 out of 5 average rating, 5 reviews

Stylish country house with swimming pool. For 10 people.

EmilieRating, 5 stars8 months ago
an amazing stay. Dreaming of calm, rest and tranquility? this is a perfect place. the house is big, clean, fresh and very nice. everything is there to cook or even play with family, especially in the outdoor kitchen. we loved our stay and recommend this place. a big thank you to Anja and celestial for their welcome, kindness, and kindness.
An outdoor seating area under a wooden pergola offers a relaxing view of rolling green hills and distant mountains. Comfortable wicker furniture is arranged on terracotta tiles, accented by bright pink cushions. Lush greenery surrounds the space, enhancing its tranquil ambiance.
Villa in San Ginesio
4.83 out of 5 average rating, 6 reviews

Luxury Villa with Pool, Stunning Location

AndrewRating, 5 stars19 months ago
We have been thinking of revisiting San Ginesio for many years and this year we went back. What a wonderful part of Italy staying in a lovely house. Set on a hillside with stunning views of the Sibillini mountains. The house is spacious with two large sitting rooms interconnecting with a large well fitted kitchen all with great views. The bedrooms, we only used two, we’re spacious and the beds comfortable. The house produces as excellent downloadable guide with everything you need to know about the house and area. The wonderful house manager, Monica, lives a few minutes away and is very quick to respond with any requests. We had a very happy week here.
Superhost
The exterior of the villa features a well-maintained garden, with a path leading to the pool area. A shaded lounge area is provided by an umbrella, accompanied by sun loungers. The building showcases a mix of natural materials and traditional architecture.
Villa in Collemacina-coscarone-madonna di Lore
4.88 out of 5 average rating, 24 reviews

La Villa - Luxury Home

SofiaRating, 5 stars4 months ago
the house was very nice, the only thing is that obviously when we go in winter those comforts that you could use the summer, you do not have them, it is there... however they were really kind. They did not give us an exact time to leave the house. They met us. The house is very large and there is a lot of space, we were 15 people and it seemed like very few people inside the house although it is large, 😊 we had a very good time.
A lush garden is displayed, featuring a prominent palm tree surrounded by vibrant flowering shrubs. The green grass creates an inviting space, with a view of rolling hills visible in the background. Bright blue skies enhance the serene outdoor atmosphere.
Villa in Corridonia
4.91 out of 5 average rating, 11 reviews

Beautiful villa with pool and magnificent views

JarosławRating, 5 stars8 months ago
Villa is beautiful and looks better than in the photos. The view of the surrounding area is breathtaking, it is a very quiet area. We relaxed a lot by the pool, the kitchen is fully equipped. Thank you Andy for all recommendations and good communication :) Definitely, it is worth to stay here 👍
Top guest favorite
The villa is set amidst lush greenery, surrounded by vibrant pink flowers. The two-story structure features a combination of shutters and large windows. A relaxing outdoor seating area is visible, offering a serene setting against the tranquil landscape.
Villa in Bevagna
5 out of 5 average rating, 15 reviews

I'm off to Umbria, Mevania

BarryRating, 5 stars6 months ago
Bevagna is a perfect location for exploring all of Umbria. Villa Trabalza owner Luca is a gem. He is very responsive, has great suggestions for squeezing the most out of the region. He works well with Leonardo making our holiday wonderful. The home is very comfortable with plenty of space and nicely appointed. The kitchen is well equipped allowing for us leisurely breakfast, preparing delicious evening meals and an in home cooking class. The setting is magic among the olive trees and grape vines. The views of Assisi, Bevagna and Spello shimmering is the distance is sublime. Sitting on the porch staring into the distance and Mt Subasio is transcendent and will fill you with gratitude for how many wonderful things this world can provide. We invited various family members for their first visits to Umbria and they were overwhelmed with the beauty, history, kindness, food, wines and goods they discovered. Villa Trabalza is a rare gem.
Villa in Campello sul Clitunno
4.86 out of 5 average rating, 7 reviews

Casale Bellavista, superb views, private pool

JohnRating, 5 stars20 months ago
This stunning villa is located on the hills outside of the town of Campello Sul Clitunno with spectacular sunset views of Spoleto, wider Umbria and hills. There are some tight and steep turns getting up to the villa so bring a good car and driver. The house is fully equipped with two kitchens, two living rooms, two terraces and five bathrooms, offering perfect privacy for larger groups. The welcome was warm and check-in and check-out smooth and easy. There are incredible pasta shops and restaurants nearby and a plethora of beautiful Umbrian towns within a 30-60 minute drive. Overall an unforgettable Italian holiday.

Villa rentals with a pool

Top guest favorite
Villa in Castignano
5 out of 5 average rating, 15 reviews

Lemonvilla - Panoramic position - Pool - 240sqm

IanRating, 5 stars9 months ago
We enjoyed our stay at Lemonvilla. House on a hill with wonderful views. Marcus was very helpful with detailed instructions on local excursions and excellent restaurants to drive to. The house is very well equipped, new and clean. Thank you for our stay.
A private swimming pool is framed by lush greenery, with a soft, inviting patio surrounding it. A large umbrella provides shade over a lounge area, while floatation devices add a playful touch. The sunset casts a warm glow over the tranquil scene.
Villa in Montegiorgio
4.79 out of 5 average rating, 19 reviews

Light-filled Villa Montegiorgio - stunning views

AnnaRating, 5 stars8 months ago
Jane was very friendly and house is exactly as the description and the pictures. Is located in a very calm area. You definitely need a car to get to any shop or the city of Montegiorgio. The pool is really great and regularly cleaned. House is very comfortable and has fulfilled all our needs. It was very clean at our arrival. We enjoyed the view over the hills of the area of Montegiorgio. Tipps of Jane for the restaurants have been very useful and accurate. We enjoyed a lot our stay in Casa Isabela
Top guest favorite
A serene outdoor area features a kidney-shaped pool surrounded by natural stone paving. Lush greenery and flowering plants encircle the space, with a covered seating area nearby. The rustic-style building in the background complements the tranquil setting under a partly cloudy sky.
Villa in Viepri
4.92 out of 5 average rating, 24 reviews

Villa Vépres

LorenzoRating, 5 stars8 months ago
100% positive experience. I want to clarify that the photos on the site do not do justice to the villa that Marco makes available. Beautiful place, larger than it seems (also applies to the pool) and equipped with every comfort necessary for a few days of total relaxation in the countryside. In a time of need Marco was very helpful in helping us by even showing up at the villa in 15 minutes from the report. Really great. We will definitely stay again.
An outdoor dining area is set under a large umbrella, featuring a wooden table surrounded by several chairs. Lush greenery and lavender plants provide a natural border, while scenic mountains are visible in the background under a bright blue sky.
Villa in Province of Fermo, Le Marche
4.85 out of 5 average rating, 20 reviews

Villa in the Sibillini Mountains in Autumn

ThomasRating, 5 stars11 months ago
Everything is perfect for a group of 9 people! Ideal starting point for amazing trips! Perfect villa!!! Thank you for everything!
Villa in Schifanoia
4.7 out of 5 average rating, 27 reviews

Casa Da Nostra, Narni, Italy

JodyRating, 5 stars22 months ago
How we enjoyed this amazing spot. We had the house for two The pool was fantastic and nice to come home to after a day of visiting nice cities in the area (such as Narni, Spoleto, Viterbo, Todi, Bagnoregio). Aleida was super quick and thoughtful. An additional advantage in this lovely house that is super quietly located is the giant closet full of Dutch books. Not to mention the nice breakfast/coffee place next to the kitchen. We enjoyed every second.
A furnished loggia offers comfortable seating with white wicker sofas and a glass coffee table. Natural light highlights the tranquil outdoor setting, surrounded by greenery and trees. Decorative lanterns hang from the ceiling, enhancing the inviting space for relaxation.
Villa in Valtopina
5 out of 5 average rating, 6 reviews

Belvilla by OYO Villa Valtopina

SindriRating, 5 stars22 months ago
Beautiful villa with amazing views, everything was as described and the pool area was very comfortable. The host was very responsive and helpful. Would recommend to anyone to stay in this beautiful villa overlooking Valtopina!
Top guest favorite
The scenic view captures the renovated Italian country house surrounded by lush greenery and an olive grove. A swimming pool glimmers in the dusk, with rolling hills in the background, illuminated by a soft sunset. The tranquility of nature is clearly present.
Villa in Spoleto
5 out of 5 average rating, 14 reviews

Tosca's Garden

MathiasRating, 5 stars15 months ago
Spoleto and the surrounding cities are absolutely spectacular, ranking among the finest destinations in Italy. Giardino di Tosca was the ideal setting for our family reunion during Christmas vacations. I must note how clean the place was, this level of hygiene was a rare find and greatly appreciated. The careful attention given to every aspect of the property truly enhanced its charm
Guest favorite
The exterior of the villa showcases natural stone walls and terracotta roofing. A spacious terrace is visible, surrounded by lush greenery, providing a panoramic view of the countryside and distant hills. A small table and chairs are arranged for outdoor relaxation.
Villa in Massa Martana
4.92 out of 5 average rating, 13 reviews

Villa of fireflies with magnificent swimming pool

AliRating, 5 stars8 months ago
my family and i greatly enjoyed Annalisa's house. It was comfortable and tasteful. Annalisa was extremely hospitable and responsive to our enquiries and requests. The swimming pool is beautiful and greatly appreciated. The view from the house over the Umbrian countryside was spectacular especially at sunset.

Destinations to explore