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House holiday rentals in Pennabilli

Find and book unique houses on Airbnb

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Popular amenities for house rentals in Pennabilli

House rentals with a pool

Top guest favourite
Home in Poppi
5 out of 5 average rating, 51 reviews

Villa Podere Cerretino

Emma KamperRating, 5 stars2 weeks ago
Fabulous place in amazing surroundings. The pool area is wonderful and the garden beautiful. We had an amazing time and enjoyed the entire place - especially the outdoor pizza oven. Nicola was very helpful and fast in his responses.
Superhost
Home in Pergine Valdarno
4.87 out of 5 average rating, 30 reviews

Loggetta: farmhouse with garden and pool

WouterRating, 5 stars1 month ago
We greatly enjoyed our stay at this beautiful home in Tuscany. The location is truly idyllic – quietly located on the top of a hill, overlooking the beautiful Tuscan landscape. The house fully met our expectations: comfortable, tidy and with everything we needed for a relaxing holiday. Upon arrival we were warmly welcomed by Giovanna, who immediately put us at ease. She took plenty of time to welcome us and also gave us valuable tips for visiting Arezzo and the surrounding area. In short: a wonderful place for those looking for peace, nature and authentic Tuscan charm. We'd love to come back!
Guest favourite
Home in Arezzo
4.88 out of 5 average rating, 24 reviews

Colonial house immersed in a natural park.

MarieRating, 5 stars9 months ago
We spent two weeks at Rolando and Patrizia's with our two one-year-old and three-year-old children. The place is absolutely beautiful with a sublime view. They had a lot of little touches for our children throughout the stay. It was always a pleasure to chat with them. Accommodating, very considerate. The kids were always happy to see them. As for the house, it is very nice and easy to live in. The two terraces are a real plus. And again the views filled us throughout our stay.
Top guest favourite
Home in Poppi
5 out of 5 average rating, 28 reviews

Podere Bocci residence in Casentino - Entire Villa

GrzegorzRating, 5 stars1 week ago
We spent a few days ( 2-8.06.2025) at Podere Bocci with our family, and it was an absolutely exceptional time. The villa is even more beautiful than in the photos – very clean, spacious, and with a wonderful view of the Tuscan hills. The pool was perfect, discreetly cleaned every morning by the owner – everything was cared for down to the smallest detail. What impressed us the most, however, was the hospitality of the hosts – incredibly kind, helpful, and warm. They answered every question, brought us cake and prosecco for Grzesiek’s birthday, and surprised us with a delicious aperitivo at the end of our stay. We had never experienced such a warm welcome before – we truly felt exceptionally well taken care of. We wholeheartedly recommend this place to anyone looking for peace, the charm of Tuscany, and genuine kindness. We will definitely be back! Luciana, ti mandiamo un caro saluto e ti auguriamo tanta salute e ospiti simpatici! Monia&Greg and family
Superhost
Home in Pietralunga
5 out of 5 average rating, 11 reviews

Il Monte

ConstanzeRating, 5 stars11 months ago
Great stay in beautiful house in beautiful house.
Top guest favourite
Home in Badia a Ruoti
4.98 out of 5 average rating, 48 reviews

Il Casone - Country house with pool & wide garden

LizRating, 5 stars1 month ago
My friends & I spent 5 days at Il Casone in May, and what a delight it was. The Villa is both isolated and a short drive to various levels of towns and shops, cafes, and restaurants as needed. And of course a well equipped kitchen to cater for yourself. We were met by Roberta, the hosts father, and had a wonderful introduction and tour of the garden, the history and stories of the house and area, eventually we were allowed inside! It was a great welcome and Roberto was a good help to us many times we had questions the Villa is nicely renovated, farmhouse style and has everything you need it is very clean and good for people, like me, who might have mobility issues as it is all on one level and has wall in showers. While there we did a full day tour of the Chianti region which was great. They picked us up at the Villa and we visited two places to taste and also had lunch - do this! We loved our rural Idyll and would recommend Matteo’s Villa enthusiastically! Thanks Matteo & Robert
Top guest favourite
Home in San Lorenzo
5 out of 5 average rating, 26 reviews

Casa dei Vasi

AlexRating, 5 stars1 week ago
Our stay in Tuscany at Lorenzo’s estate was magical! Close to the gorgeous Anghiari, fresh pastry gifts from Lorenzo’s lovely mother every other day and magical firefly displays at night, the pool and wood fired hot tub were an especially nice touch, recommend and would stay again :)
Guest favourite
Home in Canavaccio
4.97 out of 5 average rating, 72 reviews

Calbertone family and bike holidays Urbino

FabrizioRating, 5 stars1 week ago
We stayed in 13 at Angelo's house, for the weekend of June 2. The house is very nice, in a quiet area, it is very spacious both inside and outside, with a patio and a garden that offer a beautiful view. The pool, being above ground, is not very large but absolutely functional for cooling off while enjoying the garden, and was very much used by the 5 girls of the group who had a great time! Angelo was always available and kind to us, a great host!

Weekly house rentals

Top guest favourite
Home in Budrio
4.93 out of 5 average rating, 42 reviews

welcome ca' ad scarplen

VivianeRating, 5 stars3 days ago
Excellent stay, Vanessa is a very kind, welcoming and warm person. She even made the effort to answer our questions in French. The house is very beautiful, well located, well-equipped, tastefully decorated, very pleasant to stay in. Rental advised friends for a pleasant stay. No unpleasant comments to be made.
Guest favourite
Home in Castiglion Fiorentino
4.94 out of 5 average rating, 81 reviews

The small tower

LucaRating, 5 stars1 week ago
Franco is very welcoming, the apartment is a beautiful renovation equipped with every comfort. Highly recommended! Luca and Noélie
Superhost
Home in Bagno di Romagna
5 out of 5 average rating, 3 reviews

Terrace overlooking the park (La Legnaia)

DarcyRating, 5 stars20 months ago
Delightful people. Incredibly kind and helpful. I'm so pleased I chose to stay with Mauro. Very accomodating.
Top guest favourite
Home in Poppi
4.97 out of 5 average rating, 29 reviews

historical townhome in Poppi

JacobRating, 5 stars2 weeks ago
This is hands-down the best AirBnB in the best little town in Italy. It’s the first time I’ve ever driven into a literal castle to park my car. Hopefully it won’t be my last. Joana was incredibly kind, responsive, and helpful. And she gave very clear instructions for arriving at and entering her apartment—not an easy feat in Italy. My favorite part of my stay was opening my windows in the morning and being greeted by an adorable nonna in the apartment across the street—“Buongiorno!” If you’re looking for a bona fide, non-touristy Italy experience, this is the spot for you.
Guest favourite
Home in Mondaino
4.81 out of 5 average rating, 21 reviews

Casa Il Melograno in the Romagna hills

NicoD.Rating, 5 stars9 months ago
We were in Mondaino for the Misono World Championship, we had a great time with the house, clean, efficient and with a magnificent view. I congratulate the hosts for their help and quick answers to our questions. We hope to be back soon! Highly recommended ☺️
Guest favourite
Home in San Secondo
4.97 out of 5 average rating, 31 reviews

The little house on the garden

MonikaRating, 5 stars3 weeks ago
A quiet neighborhood with wonderful hosts who make you feel at home from day one. A perfect place for real relaxation. Our dog appreciated the daily company of sweet Memole in the garden. Clean, comfortable, the surroundings of the house are a feast for the senses!Matteo, Marusca and Eva were very friendly and helpful in every matter. I hope we will strengthen this contact in the future!Highly recommended! Monika and Bernd
Top guest favourite
Home in Chiaveretto
4.98 out of 5 average rating, 42 reviews

Oleandro, cozy studio in Val di Nima

CarolynRating, 5 stars5 days ago
Nicola bnb was amazing! Perfect to relax and such a lovely bnb. Nicola is the perfect host. Highly recommend. So very beautiful with surrounding huge mountains. A great base to explore surrounding areas. And a bonus, the cats are geougous. Thank you
Top guest favourite
Home in Chiusi della Verna
4.99 out of 5 average rating, 77 reviews

Casa Carla

DaniloRating, 5 stars1 week ago
The experience in Carla's villa is by far the best I've ever had with Airbnb. The house is close to other villas but with a large well-kept garden of roses and medicinal plants and with deck chairs in which to spend moments of absolute calm. Carla waited for us in person to offer us a very welcome tart and explain every detail of the apartment, equipped with TV, wifi and all the kitchen equipment (very, very nice), including a kettle, coffee machine and pods and a nice and welcoming decor. The bed is the best on Airbnb. Absolute peace. The only regret: we only stayed two nights.

Private house rentals

Guest favourite
Home in Loro Ciuffenna
4.93 out of 5 average rating, 42 reviews

"Tuscany Villa with PRIVATE pool"

FinnRating, 5 stars1 day ago
We had a fantastic week The house is nice and well equipped The pool is so nice, big and clean We can strongly recommend this house to others.
Superhost
Home in Civitella in Val di Chiana
4.74 out of 5 average rating, 42 reviews

Casa Guardiano - Tuscan countryside house

DylanRating, 5 stars2 weeks ago
Such great accommodation on a lovely farm. Very well kept gardens and an excellent pool. The hosts are very friendly and will make you feel at home
Guest favourite
Home in Urbino
4.91 out of 5 average rating, 34 reviews

Sant'Eufemia 13 - Farmhouse 4 km from Urbino

LindaRating, 5 starstoday
Beautiful, peaceful location A few minutes from Urbino Well equiped kitchen A place where you can cook, relax and get away from everything. Highly recommended
Top guest favourite
Home in Castel Focognano
5 out of 5 average rating, 20 reviews

Tuscan Rustic

GrahamRating, 5 stars7 months ago
We loved our stay, the villa is beautifully done, has all of the amenities needed, was spotlessly clean and our hosts were so welcoming and provided lots of recommendations on places to visit and even made us a delicious pizza and shared a local wine. The view from the villa is breathtaking, watching the clouds roll through in the distance every morning whilst eating breakfast was amazing. Highly recommend.
Superhost
Home in Frassineta
4.78 out of 5 average rating, 9 reviews

La Fonte Casentino Guest House

LamineRating, 5 stars2 months ago
We had a great time in the middle of nature, tranquility, clean air and with a great view. Eleonora was always kind and helpful, very warm welcome.
Guest favourite
Home in Cesenatico
4.91 out of 5 average rating, 74 reviews

[PORTO CANALE] MODERN APARTMENT IN THE CENTER

GiuseppeRating, 5 stars1 week ago
Outstanding cosy apartment, really nice, right on the Porto canale - outstanding location. No kitchen, but you would be crazy cooling at home with such great restaurants around ! Valerio recommended the perfect parking spot. Always reactive. A lady living right in front of the apartment helps him out, she also provided some excellent local recommendations. Outstanding experience, we will be back !
Top guest favourite
Home in Caprese Michelangelo
4.95 out of 5 average rating, 40 reviews

Casa Ciappi

SarahRating, 5 stars2 weeks ago
We loved staying at Michela's place! It is situated in such a beautiful and peaceful area. Michela was very accommodating and friendly. The family set up a tramp at the end for my kid's, and they absolutely loved it. They had some fun toys we played with as well. The home is pretty far from any main sites, and we drove a little more than we were planning, but if you're looking for a beautiful retreat away from it all, this is the place!
Top guest favourite
Home in Laterina
4.98 out of 5 average rating, 42 reviews

La Bella Signora Holiday Home

Egil StabellRating, 5 stars1 week ago
The place was absolutely perfect for us, a beautiful house and a house with soul. Very nice terrace (very nice with the small pool on hot days) and garden, cozy living rooms. We felt at home from the first day. The house is located in a nice old town, with a short distance to many beautiful Italian cities, and to many good restaurants, but you are completely dependent on a car. We also found great opportunities for hiking. Manuela and Massimo were very helpful and nice, gave us daily tips on things to do and places to visit, and were very flexible when we had visitors from Norway. Manuela came by with cakes and wine, and had made delicious food for us when we arrived, since all the shops were closed at Easter. We enjoyed Laterina and the house very much, and we will be happy to return.

Destinations to explore

  1. Airbnb
  2. Italy
  3. Emilia-Romagna
  4. Province of Rimini
  5. Pennabilli
  6. House rentals