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Villa vacation rentals in Riviera Romagnola

Find and book unique villas on Airbnb

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Popular amenities for Riviera Romagnola villa rentals

Private villa rentals

The exterior of the villa exhibits rustic stone walls and multiple levels. A staircase leads to an upper entrance flanked by windows, while outdoor seating and shaded areas are visible. A gravel courtyard surrounds the property, contributing to the serene rural setting.
Villa in Marciano
5 out of 5 average rating, 7 reviews

Villa Signana with pool for 20+ people by LLL

DmitriRating, 5 stars7 months ago
We rented Jacopo’s place with 17 people for anniversary and had an outstanding time! He stopped by frequently to check on us and give local recommendations. The villa is amazing. So good we were considering buying it!
Guest favorite
An aerial view captures the villa nestled amidst greenery, showcasing a private swimming pool surrounded by sun loungers. The landscaped garden features a variety of plants, with trees providing shade. The villa's exterior blends harmoniously with the natural surroundings.
Villa in Ostra
4.83 out of 5 average rating, 12 reviews

"Villa Oleandri" pet friendly with view and pool

EmilyRating, 5 stars6 months ago
Beautiful setting and lovely house. Francesco was very responsive and shared a lot of local tips.
Guest favorite
Villa in Castiglion Fiorentino
4.95 out of 5 average rating, 39 reviews

Villa Il Sogno di Pietro, private pool and AC

SheebaniRating, 5 stars7 months ago
We loved our stay at this beautiful place! It was extremely peaceful and our family had a great time!
A rustic farmhouse with exposed stone walls and a classic tile roof is situated on expansive green grounds. The structure features multiple large windows for natural light and a spacious pergola offering shade. Lush vegetation surrounds the property, enhancing the serene countryside setting.
Villa in Pergola
4.93 out of 5 average rating, 15 reviews

Stylish Farm House - Villa Gelsi

KatharineRating, 5 stars20 months ago
A great stay at Villa Gelsi. Serene countryside and a brilliant space to disconnect and rest. Perfect for families happy near a pool and wanting to get away from it all!
Guest favorite
The pool is illuminated with soft lighting, creating a calming ambiance during the evening. Surrounding greenery provides privacy, and seating areas are visible. The smooth water surface reflects the gentle glow, inviting relaxation in a serene outdoor setting.
Villa in Monte San Savino
4.99 out of 5 average rating, 69 reviews

CHARMING TUSCANY VILLA PRIVATE POOL

Tsz Kwan CarrieRating, 5 stars6 months ago
Francesco is nice:) He brought us welcome pizzas and dessert. His response is instant. The place is quiet which provide you completely private place. Just a bit far from town if you cannot drive yourselves. If you have cars, it is not a problem, just few minutes drive from town. The place looks exactly the same as the pictures, clean and tidy. Definitely enough space for 8 adults. Recommend.
The villa's exterior showcases a stone façade complemented by large arched windows framed in green. A balcony adorned with red flowers overlooks the entrance, while lush greenery surrounds the structure, enhancing the natural beauty of the area.
Villa in Castel San Niccolò
4.93 out of 5 average rating, 28 reviews

Villa Mondello inTuscany great view

AnneRating, 5 stars7 months ago
We had a wonderful visit, celebrating my mothers birthday. Francesca was so friendly and accomodating during our stay, and we were welcomed with a prepared home cooked meal when we arrived late at night. The house and it’s surroundings are beautiful. A very warm recommendation.
A gravel pathway lined with slender cypress trees leads towards a well-maintained lawn and a clear blue pool in the distance. Lush greenery surrounds the property, set against a bright blue sky with scattered clouds.
Villa in Castelplanio
4.83 out of 5 average rating, 6 reviews

Secluded villa, amazing views Private pool

AnnaRating, 5 stars9 months ago
Very nice house, well equipped, big pool, and a friendly host. We enjoyed our time here so much. You can feel the love of the host for the house, it is well furnished and also very nice: alll the rooms have nets against insects. Highly recommended.
Superhost
A spacious living area features elegant furnishings including a wooden dining table set, comfortable seating, and a decorative fireplace. Soft lighting from stylish fixtures enhances the warm tones of the patterned rugs and walls, creating a cozy and inviting environment.
Villa in Pesaro
4.5 out of 5 average rating, 8 reviews

Villa Estate: Elegant spaces with a large garden

TarasRating, 5 stars20 months ago
It is a super spacious villa. We had access just to the ground floor (basement and the first floor were locked) but it was enough to accommodate 5 of us quite comfortably. The villa is surrounded by a large fenced garden, has 3 parking spots (more cars can be parked if needed). It took about 10 minutes to drive to beaches. Our car battery died and we were helped by jump starting the car and then by calling the mechanics (note that it was mid August - a lot of mechanics were on vacations). In summary: super spacious and comfortable villa, friendly and helpful people.

Luxury villa rentals

Superhost
A rustic stone farmhouse is positioned on a hillside, with warm light glowing from its windows. The surrounding landscape features rolling green hills under a cloudy twilight sky, creating a serene atmosphere. The detail of the tiled roof and chimney adds to the farmhouse's charm.
Villa in Apecchio
4.8 out of 5 average rating, 5 reviews

Agri. Fontesomma - Entire Farmhouse (3 apartments)

BiancaRating, 5 stars4 months ago
We were in a group of 13 people, 4 families. The house had plenty of room, all with privacy. Impeccable house, very comfortable. Large garden, ping pong table and pool that unfortunately we couldn't use because it was winter. Excellent Barbecue Area. We don't miss anything! Thanks Frederic
Superhost
Villa in Civitella in Val di Chiana
4.9 out of 5 average rating, 71 reviews

Villa with Pool Casa la Quiete

NicoRating, 5 stars7 months ago
Milenas Place is a great hideaway for family festivities, tucked away beneath the beautiful gem that is Civitella. We greatly enjoyed the location of the villa and the day trips to the sorounding sites of beautiful Tuscany. The villa had ample room, great outdoor lounging spaces and a great big garden for the children to play in. Great experience , thank you Milena.
Superhost
A serene garden surrounds a private pool, featuring several sun loungers and tall cypress trees. The inviting pool, surrounded by well-maintained grass, offers clear views of nearby hills and the historic castle in the distance.
Villa in Poppi
5 out of 5 average rating, 4 reviews

Cipressino Villa, pool near the historic centre

MikaelaRating, 5 stars9 months ago
We had a lovely stay at Petra’s villa in Poppi. The house was even prettier than the images showed and very clean. The pool area was lovely with a great view over Poppi. Petra was really friendly and easy to communicate with and answered all questions quickly. I would definitely stay here again!
Top guest favorite
Villa in Castel Bolognese
5 out of 5 average rating, 31 reviews

Beautiful hilltop farmhouse with swimming pool

WinonaRating, 5 stars8 months ago
We had the most amazing stay. Such a beautiful home in the beautiful setting and views are stunning. Hosts went over and above to help us with local recommendations. Wish we could have stayed longer!
Superhost
Villa in Arezzo
4.94 out of 5 average rating, 50 reviews

Tuscany Country House with swimming pool

TalRating, 5 stars2 weeks ago
location is great, the house and grounds are gorgeous. we loved the wood fire oven!
Guest favorite
A serene outdoor area features a spacious salt-water pool surrounded by lounge chairs. The pool is framed by lush greenery and elegant cabanas, providing shaded seating. Distant hills are visible in the background under a clear sky, creating a tranquil atmosphere.
Villa in Arezzo
5 out of 5 average rating, 57 reviews

Villa Cristina Tuscany,your dream!!

JaniceRating, 5 stars6 months ago
Absolutely beautiful property with spectacular views. Wonderful setting for a relaxing holiday. Minutes from town to have morning cappuccino’s. Must visit the Pomaio winery which is a 10 min drive. Leonardo and Marta were so welcoming and taught us so much about their winery.

Villa rentals with a pool

Villa in Vallefoglia
5 out of 5 average rating, 4 reviews

Villa Delle Rose - Private Pool, Modern Design &AC

LeonRating, 5 stars8 months ago
We really enjoyed our stay at Ricardo’s place! Pool was a lot of fun and there are some nice cities to visit in the area. Two things which are important to mention: The host is living directly at the house but that wasn’t really problem for us because he is really friendly and didn’t really have a problem with some music… There are some security cameras around on the property and one in the house, but we just covered the one in the house…. So in the end we had a great stay!
Guest favorite
A two-story villa is surrounded by a lush garden, featuring an inviting pool area with sun loungers and umbrellas. The property is set against a backdrop of rolling hills, under a bright sky, creating a serene and picturesque setting.
Villa in Acqualagna
4.8 out of 5 average rating, 44 reviews

The Panoramic View from Stroppa Villa with Pool

DanieleRating, 5 stars1 month ago
Fantastic place surrounded by nature! Friendly and friendly owner, always available for anything! Definitely all approved!
Superhost
A serene swimming pool reflects the surrounding greenery and blue sky. In the background, a wooden gazebo is visible, accompanied by charming stone buildings nestled among the trees, enhancing the tranquil atmosphere of the property.
Villa in Poppi
5 out of 5 average rating, 10 reviews

Stone villa with pool in Tuscan countryside

UlrikeRating, 5 stars7 months ago
We had the cottage with canopy and 2 rooms and were very satisfied. Everything super clean, a well-equipped kitchen. There were even children's plates and cups, also spices as well as coffee, tea etc for the first few days were available - great! Baby cot and high chair were offered to us proactively and we gratefully accepted. The entire complex is extremely well maintained, from the pool you have a fantastic view. The children's playground was perfect and looked like new. Elena even got us charcoal after we didn't find usable firewood for the grill. WiFi works great throughout the area. The driveway through the gate is not for big cars but we just got through with our station wagon. Otherwise, you just have to park upstairs or outside the vacation home. It's no problem either. All in all, we can absolutely recommend this jewel for peace seekers or nature/hiking lovers. Be sure to visit Poppi too!
An infinity pool sits elegantly at dusk, reflecting the soft hues of a sunset sky. Surrounding olive trees and rolling hills create a serene backdrop, while garden lights illuminate the pool's edge, enhancing the tranquil atmosphere.
Villa in Cortona
5 out of 5 average rating, 3 reviews

Villa Tornavento Cortona..spectacular...

MindyRating, 5 stars44 months ago
The villa is spectacular -- both inside and out. We were among the first guests to stay at the villa, which sits on a hill overlooking Cortona and Camucia. Stefania is very responsive -- starting with our very first question about the villa prior to booking -- something we very much appreciated. Stefania's colleague, Beky met us down the street on arrival and we were able to follow her to the villa, which sits about 300 meters down an unpaved, dirt road. We drove an SUV from the Netherlands so this wasn't an issue, but guests with a car with a lower transmission should take note. Beky greeted us with homemade pici and fresh tomatoes and basil from her garden. There was also a tart sitting in the kitchen to welcome us, along with a bottle of wine. Very nice and thoughtful touches! The villa sits on a hill surrounded by mature olive trees, with a gorgeous view of Cortona (approximately 10 minutes via car). The villa is also in a great location if you want to sightsee and take day trips in the area -- Lake Trasimeno, Arezzo, Florence, Montepulciano, Montalcino, Siena, San Gimignano and a multitude of wineries are all easily accessible from Cortona. Inside the Villa: The villa is absolutely stunning, incredibly spacious and stylishly appointed. There are a total of 5 bedrooms (each with a comfortable queen/full size bed and en suite bathroom) and a total of 6 bathrooms in the villa. Each bathroom features a shower, sink, toilet & bidet). The property sleeps up to 15 people (5 queen beds + 2 queen size sofa beds (ground floor and second floor) + 1 twin sofa bed in the master suite on the top floor). The front door opens from the ground floor into the kitchen with a large island, kitchen table and family room. The kitchen is very well appointed with everything needed for cooking and there are 2 refrigerator/freezers. The family room features a large TV and very comfortable couch, which converts to a sofa bed for 2 people, if needed. The kitchen table has chairs for 15 people. Just off the kitchen are stairs down to the laundry area. There is an "all-in-one" washer/dryer along with 2 large drying racks, an iron and an ironing board. As the weather was warm and sunny, we chose to dry all of our laundry on racks out by the pool. Upstairs from the kitchen are 2 bedrooms, both with en suite bathrooms (shower, toilet, bidet and sink). On the left there is a full bathroom, along with another family room with another comfortable couch/sofa bed for 2, large TV and another family size table with chairs. Two sets of french doors open onto the terrace, pool and BBQ area. On the top floor, there are 3 bedrooms, all with en suite bathrooms. The master suite includes a large oversized chair that coverts to a twin sofa bed, and also has a desk and chair. The master suite french doors open to stairs that take you outside down to the pool. The pool, terrace and the grounds: The infinity pool and terrace are amazing -- as are the views of Cortona. The water temperature of the pool was cool and refreshing. As we stayed in August and the temperatures hit close to 100 degrees Fahrenheit/40 Celsius), we spent quite a bit of time at the pool. The fountain in the pool runs on a timer and there is a bluetooth-enabled speaker so you can listen to music. The terrace has 2 large parasols/umbrellas, 2 patio tables with 15 chairs and ample sun beds and sun chairs. There is also an outdoor BBQ and pizza oven. The terrace overlooks the pool and is the perfect spot for a late afternoon aperitivo while the last rays of the sun sparkle on Cortona. The villa is also very private -- it's peaceful and quiet. We heard nobody around us, with the exception of a donkey braying in the distance on occasion. The lawn is thick and lush and a variety of flowers, rosemary and lavender have been planted recently. Stefania is a fabulous host. She and her colleagues were all very responsive, thoughtful and kind -- and the villa is exceptional in every way possible. We very much enjoyed our stay and are already talking about rebooking for next year!
A serene hillside view is presented, showcasing rolling green fields and distant vineyards. A wooden shed is positioned amidst the lush landscape, with soft grass covering the area. The edge of a tranquil pool reflects the sky, enhancing the peaceful surroundings.
Villa in Mondavio
5 out of 5 average rating, 4 reviews

Villa Edelia with swimming pool in Mondavio, exclusive use

GordenRating, 5 stars22 months ago
A very great and beautiful place with an amazing house and pool. Luca is very friendly and supportive host.
Villa in Arezzo
4.87 out of 5 average rating, 30 reviews

Villa in Poggio Arezzo

RobertRating, 5 stars6 months ago
Our family vacation was wonderful at Tiziana’s villa. The house had all amenities and we hired a chef for a few nights. We would definitely rent again. Arezzo is a lovely town and you can hop on the train for a one hour trip directly to Florence for the day. Highly recommend this villa
Guest favorite
Villa in Sant'ippolito
5 out of 5 average rating, 12 reviews

Belvilla by Oyo Villa Anna

ColinRating, 5 stars8 months ago
Lovely house, everything neat and tidy and Paolo the owner responds quickly to apps and helps you with tips and reservations.
The exterior features a charming stone facade, complemented by a covered patio with seating. Lush green lawns extend outdoors, punctuated by flowering plants and trees. In the background, a spacious garden area can be viewed, offering a glimpse of the peaceful surrounding landscape.
Villa in Citta di Castello
5 out of 5 average rating, 3 reviews

Villa Ospitaletto, Farmhouse with Private Pool

HenrikRating, 5 stars21 months ago
We were a group of 16 people, half adults, half teenagers, who spent one week at Ostipellago49, and we enjoyed every minute of our time there. A beautiful and rustic former farmhouse turned into four separate flats fully equipped to house our large group. Although we missed a communal kitchen, we managed to use one of the kitchens as our main cooking area and made good use of the multiple barbecue options. The small vegetable garden provided us with fresh lettuce and tomatoes free of charge. During the hot afternoons, the pool area was a prime spot for relaxation with the plentiful sunbeds, shady canopies and a large pool. Even after returning back home, Theresa and Valerio continued to provide great service, sending us a hoodie that one of us had forgotten. The language barrier was easily managed via mobile translation tools. We offer our best recommendations.

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