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House vacation rentals in Pennabilli

Find and book unique houses on Airbnb

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Popular amenities for Pennabilli house rentals

House rentals with a pool

Guest favorite
A large swimming pool is surrounded by sun loungers and umbrellas, offering a serene space for relaxation. Lush greenery and gardens frame the setting, while the villa is visible in the background, enhancing the outdoor ambience.
Home in Loro Ciuffenna
4.92 out of 5 average rating, 39 reviews

"Tuscany Villa with PRIVATE pool"

LeonardoRating, 5 stars4 months ago
I recently stayed at this amazing Airbnb and couldn’t have been happier with the experience. The hosts were absolutely fantastic—kind, attentive, and incredibly helpful. They went above and beyond to ensure my stay was perfect, even recommending a stunning restaurant that became the highlight of my trip. The accommodation itself was spotless, cozy, and perfectly located, making it easy to explore the area. I truly felt at home and can’t wait to return. Highly recommend staying here if you’re looking for a memorable experience! Five stars all the way!
Superhost
A stone facade of the villa is revealed, showcasing a spacious outdoor area beneath an olive tree. A long dining table with chairs is positioned on a tiled patio, framed by potted plants. Windows allow natural light into the interior.
Home in Rapolano Terme
4.72 out of 5 average rating, 107 reviews

Breathtaking view. Indipendent portion of a villa

RafaelRating, 5 stars7 months ago
Wir haben zu dritt eine Woche in Lauras Unterkunft verbracht. Insbesondere die Lage der Unterkunft ist super! Man hat einen schönen Blick über die Stadt und kann diverse Restaurants, Eisdielen etc. zu Fuß erreichen. Alle nötigen Ausstattungen waren vorhanden, alle Räume waren sauber und die Kommunikation mit Laura war sehr schnell und einfach! An- und Abreise haben völlig problemlos und einfach funktioniert.
Superhost
A shared swimming pool is surrounded by a fenced area, featuring several sun loungers with striped cushions and umbrellas for shade. Olive trees and lush greenery create a peaceful backdrop, while the clear blue sky adds to the serene atmosphere.
Home in Reggello
4.8 out of 5 average rating, 81 reviews

House with pool among olive trees plantation

KarolinaRating, 5 stars7 months ago
The apartment is located in the picturesque surroundings. It takes quite a while to get there up the hill, but the views reward it! The place was clean and well-prepared for our stay. Good spot if you look for some peace and quiet and want to stay away from the noise!
Top guest favorite
A well-maintained outdoor area features a private pool surrounded by a lush green lawn. A cozy villa can be seen in the background, complemented by tall trees and a relaxing ambiance. Lounge chairs are positioned near the pool, inviting leisure under the partly cloudy sky.
Home in Reggello
5 out of 5 average rating, 44 reviews

Villa in Toscana - Reggello, con Piscina e WiFi.

MicheleRating, 5 stars1 week ago
Sehr schöne Unterkunft in den Hpgel der Toskana. Ein wenig abgelegen aber wir haben das geschätzt. Viele Restaurants in der Umgebung mit wircklich sehr gutem Essen und absolut guten Preise. Unterkunft mit grossem Garten, Pool, Klima und Heizung. Gepflegt und sauber. Hühner deren Eier wir holen durften. Magena wahr stets erreichbar, sehr freundlich und Hilfsbereit. Viele Weingüter in der Umgebung wo mann essen und trinken kann. Wir kommen wieder. Danke Magena und Eduardo
Superhost
A spacious bedroom features high, arched ceilings with exposed brickwork. A large bed occupies the center, complemented by elegant wooden furniture, including a dresser and wardrobe. Soft lighting adds warmth, and a door leads to the adjoining space, enhancing the inviting atmosphere.
Home in Asciano
4.85 out of 5 average rating, 13 reviews

house with pool between Siena and Valdorcia

MatthewRating, 5 stars2 weeks ago
Had a wonderful 4 nights in this very peaceful villa in Tuscany. Check in with Ricardo was easy, very friendly. We had no problems in our stay so didn’t need to bother him, so while he lives on site it felt like our own villa for the whole time. The pool was very kindly opened early in the season for our kids to use. Wonderful views from the pool terrace. Only suggestion is for simple things like salt, pepper, balsamic etc to be left so to avoid every guest having to buy new. . But overall this was a 5 star stay and we would highly recommend, thank you!
Top guest favorite
A rustic farmhouse is surrounded by lush greenery, with a shaded terrace featuring comfortable seating and a view of the inviting pool. The roof showcases traditional tiles, complemented by stone accents and tall trees, providing natural shade and tranquility.
Home in Arezzo
5 out of 5 average rating, 33 reviews

Bellissimo fienile tra gli olivi

TitoRating, 5 stars1 day ago
La casa corrispondeva perfettamente alle foto, con una posizione incantevole tra gli ulivi. Gli host sono stati davvero cordiali e disponibili, fornendoci ottimi consigli per esplorare la zona. La crostata di benvenuto è stata fantastica! La consigliamo vivamente. Grazie mille e a presto!
Superhost
Home in Umbertide
4.69 out of 5 average rating, 16 reviews

Villa La Ginestra, private villa with pool

AlexandraRating, 5 stars7 months ago
Perfekte Oase für einen Familienurlaub Die Lage ist einfach herrlich – abgeschieden und ruhig, weit weg von der Hektik des Alltags. Das weitläufige Grundstück ist ein echtes Highlight: Es gibt schöne Pergolas, die zum Essen, Spielen und Entspannen im Freien einladen. Der Pool ist fantastisch – er wird täglich gereinigt, bietet bequeme Liegen und ausreichend Sonnenschirme. Besonders schätzten wir, dass das gesamte Grundstück eingezäunt ist, was es ideal für Haustiere macht. Die Schlafzimmer sind charmant eingerichtet, mit bequemen Betten, die für erholsamen Schlaf sorgen. Die Küche ist gut ausgestattet und bietet alles, was man braucht. Auch die Sauberkeit war top – mit einer gründlichen Zwischenreinigung nach einer Woche. Besonders hervorheben möchten wir die schnelle und kompetente Beantwortung all unserer Fragen, die den Aufenthalt noch angenehmer gemacht hat. Alles in allem war es der perfekte Ort für einen unvergesslichen Familienurlaub, den wir wärmstens weiterempfehlen können.
Top guest favorite
A private swimming pool is surrounded by lush greenery, with a smooth stone wall bordering the area. Wooden lounge chairs are positioned nearby, offering shaded comfort under a wooden pergola. The turquoise water reflects the sky, creating a serene outdoor space.
Home in Citta di Castello
4.98 out of 5 average rating, 52 reviews

Landhaus mit Pool in Nord-Umbrien Grenze Toskana

DenisRating, 5 stars8 months ago
Zu aller erst einmal vielen Dank an die Hosts Issa und Giovanni! Wir hatten einen sehr schönen, heißen und erholsamen Urlaub in Eurer Unterkunft verbringen dürfen! Haus: Das Haus entspricht mehr dem deutschen Standard denn dem italienischen, alles top, sauber und eine Vielzahl an Utensilien für den täglichen Bedarf (Messer/Löffel/Gabel/Kaffeemaschine/Toaster/Gläser/Tassen uvm.) sind vorhanden. Der Kühlschrank mit Tiefkühlfächern ist sehr gut! Betten und Räume waren bequem und WLAN überall erreichbar, auch am Pool! Pool: Ein riesiger (Chlor) Pool mit angenehm kühlenden Wasser, schönen und praktischen Liegen waren der Hit! Zwei Sonnenschirme, die auch optisch schick sind, hatten uns vor der Sonne geschützt. Highlight, auch wenn man heutzutage stets eine JBL Box dabei hat, die Lautsprecheranlage via Bluetooth am Pool. Mein Tipp Radio Subasio+ ;-) Umgebung: Ein traumhafter Blick auf die Hügellandschaft und ein riesiger Garten für ein selbst und oder Hund - traumhaft! Grazie mille

Weekly house rentals

Guest favorite
The outdoor area features stone walls and a well-maintained garden with various plants. A small deck chair is positioned for relaxing, with a sunny sky overhead. Shade is provided by large awnings, and the serene landscape includes green trees and a distant view of rolling hills.
Home in Urbino
4.91 out of 5 average rating, 32 reviews

Sant’Eufemia 13 - Casolare a 4km da Urbino

TeclaRating, 5 stars1 week ago
Mara è una host attenta disponibile, generosa e accogliente. Il posto è bellissimo, molto tranquillo lontano dal caos cittadino. Un' esperienza da raccomandare
Top guest favorite
An appealing stone villa is framed by lush greenery and manicured hedges. A circular stone fountain is centered in a gravel area, surrounded by shrubs and trees. The sky is partly cloudy, providing a gentle light that enhances the natural beauty of the setting.
Home in Castelfranco Piandiscò
4.96 out of 5 average rating, 82 reviews

Villa close to Florence amazing view private pool

CecilieRating, 5 stars7 months ago
Helt fantastisk hus med massere af charme og personlighed. Så dejligt et hus, at vi overvejer at booke det igen næste år. Regina som stod for huset var virkelig sød og nem at få fat i, ved spørgsmål.
Top guest favorite
A spacious dining area showcases a wooden table surrounded by six chairs. A tall shelf holds decorative items and flowers, while light filters through sheer curtains, illuminating the room's warm tones and exposed beams on the ceiling.
Home in Pesaro
4.91 out of 5 average rating, 77 reviews

Bella casa in centro storico a due passi dal mare

paulaRating, 5 stars7 months ago
We really enjoyed our stay here is Pesaro. The accommodation was really lovely and we felt very relaxed. Nice decor throughout and spacious enough for the whole family. Francesca was very responsive to any questions and had provided some lovely recommendations for local food. We would stay here again and highly recommend to anyone
Guest favorite
Home in Montebenichi
4.88 out of 5 average rating, 17 reviews

Colombaio di Montebenichi

StephenRating, 5 stars1 week ago
We had an incredible stay at this beautiful villa in the rolling hills of Tuscany. Perched on a mountain, the property offers stunning views over the countryside, with gorgeous gardens and an authentic Tuscan feel throughout. The villa itself was spacious, comfortable, and full of charm. The location was perfect — peaceful and private, yet central to many of the places we wanted to visit, including Florence, Montepulciano, Siena, and San Gimignano. Christina, our contact person, was a great communicator. She was also on time, very helpful and pleasant to be around. She provided us with great insights about the area and the property. The location was excellent for us to use the e-bikes that we rented. We had breathtaking rides around the area. There was an excellent grocery store, Conrad’s in Bucine with a very tasty restaurant in the same Plaza. It was the perfect rustic home base with lots of charm the Tuscan experience for exploring the region, and we would absolutely stay again
Guest favorite
A modern living-dining area features a light-colored sofa and a dining table surrounded by four chairs. The ceiling showcases exposed wooden beams, while natural light illuminates the space through a large window. A kitchen area with white cabinetry and appliances is visible in the background.
Home in Arezzo
4.91 out of 5 average rating, 86 reviews

La Casa di Daniele&Patrizia-Family, relax and view

LisaRating, 5 stars6 months ago
The views from this guest suite will be some of my favorite memories of Tuscany. I highly recommend going outside 30 minutes before sunrise to watch the sky change colors against the mountains while you take a deep calming breath looking across the valley below. The guest house is compact, modern, and clean. And Patrizia and her family are just next door, available and friendly if you need anything.
Guest favorite
A small covered patio area is presented with a white metal bench complemented by two soft cushions. The wall is painted in a warm orange hue, and a welcome mat is placed in front of the entrance door, enhancing the inviting space.
Home in Cesena
5 out of 5 average rating, 10 reviews

L'altra casa

ChristianeRating, 5 stars8 months ago
Nous avons été bien reçues et avons pu profiter d'une maison très agréable et spacieuse. Des informations utiles nous ont été transmises régulièrement, nous avons passé un bon séjour
Superhost
A spacious living area features two comfortable sofas, a wooden desk, and a bookshelf filled with books. Natural light enters through large windows with white curtains, providing a view of the outdoor space. A tasteful floral arrangement decorates the coffee table.
Home in Gabicce Mare
4.93 out of 5 average rating, 14 reviews

La casa sul Dolce Colle, a due passi dal mare

JuergRating, 5 stars7 months ago
Wir (Ehepaar und drei Hunde) haben in dem kleinen Paradies von Lorenzo & Monica in jeder Beziehung ein tolles Ferienerlebnis gehabt. Das Haus: mit viel Liebe, Sorgfalt und Stolz gepflegt, bietet Platz innen und im Garten sowie Privatsphäre. Die Lage: auf dem kleinen Hügel genug weit weg vom Trubel der Touristen unten an der Promenade, aber nah genug beim Meer (300m, kleine Strasse den Hang hinunter), umgeben von viel Grün und Natur. Die Gastgeber: flexibel, höflich und kommunikativ (Lorenzo, mit ihm wurde die Buchung vereinbart) sowie charmant, hilfsbereit und Gastgeberin aus Passion (Monica, die nebenan mit ihrer Familie wohnt). Vielleicht ist es besser, wenn wir jetzt mit dem Lob stoppen, weil wir gerne nächstes Jahr wiederkommen wollen - und nicht möchten, dass es keinen Platz mehr gibt...;-) Grazie mille, Monica e Lorenzo!
Superhost
A spacious dining area is highlighted by a large wooden table surrounded by chairs. Exposed wooden beams and an arched window frame contribute to the rustic charm. A glass door allows natural light to illuminate the room, revealing a comfortable seating area in the background.
Home in Molino Vitelli
5 out of 5 average rating, 3 reviews

2 / 8px house on Tuscan Borders

ElizabethRating, 5 stars3 weeks ago
Andrea's place was perfect for our short two night stay in the Niccone Valley, or fav area in Umbria. We were there in cooler weather and the floor heating took a bit to come on but once it did we were comfortable. I think it would be a great place in the warmer weather as the pool looked wonderful. The Niccone Valley is somewhat remote but with the location of this property you had the best of both worlds quick access to Umbertide and yet embedded in the valley. Would love to return in the warmer weather. Thank you Andrea!

Private house rentals

A stone house is set among lush greenery, providing a serene view of the surrounding hills. The pool is visible in the yard, with tranquil landscapes extending towards distant mountains under a clear blue sky.
Home in Umbertide
5 out of 5 average rating, 3 reviews

Casa Adriano

SebastienRating, 5 stars8 months ago
Nous avons séjourné 2 semaines à 5 (2 adultes et 3 enfants) Le cadre est idyllique. La maison est grande ainsi que la piscine. Alex et Prya sont hypers réactifs et font tout pour que le séjour se passe au mieux. Hôte et logement hautement recommandables. Que du positif. Pour les propriétaires d’un véhicule électrique, le logement dispose d’une borne domestique Tesla. Recharge de 7km par heure environ. Umbertide dispose de chargeurs rapides en face du supermarché COOP.
Home in Zollara
4.71 out of 5 average rating, 14 reviews

Casale Antica Pietra by Interhome

KerrieRating, 5 stars7 months ago
This place is pretty special. This is a very old home so very charming but you do have to get used to the downstairs shower (tricky regulating water temp and slow draining shower floor). The upstairs bathroom is gorgeous with the best view, I just wish it had a shower curtain so the bathtub could also easily work as a shower. We took lots of photos of the beautiful old architectural details inside the home. We spend several afternoons lazing by the gorgeous pool in the lovely outdoor space. We even used the outdoor shower a couple mornings. We found everything we needed in the kitchen. We could sign in to our Netflix account to watch movies on the TV in the evenings after watching the gorgeous sunsets. The Grotto restaurant, not too far away by car, was fabulous.
The exterior view highlights a large swimming pool surrounded by well-maintained green grass and lounge chairs. The two-story house features a distinctive yellow façade and multiple outdoor seating areas under umbrellas, with countryside scenery visible in the background.
Home in Monte San Savino
5 out of 5 average rating, 5 reviews

La Salciaia by Interhome

DavidRating, 5 stars9 months ago
We had a great stay with friends and family! The house is big, the garden is superb (and large!) and the swimming pool was big and safe. The owners were also very reactive to our requests, and the chef option is highly recommended for at least part of the stay! Thanks again, and see you again soon.
An elegant entryway featuring a decorative chandelier above a round dining table set on a colorful area rug. Arched doorways lead to the living area, where natural light filters through large windows, illuminating the stone walls and terracotta tiles.
Home in Pieve a Presciano
5 out of 5 average rating, 3 reviews

Casavecchia by Interhome

NathalieRating, 5 stars8 months ago
Idyllische Ruhe in der Toskana mit traumhaftem Pool Die Villa Casavecchia ist ein wahres Paradies für alle, die sich nach einer Auszeit sehnen. Die grosszügige, wunderschön gestaltete Villa liegt abgelegen und bietet absolute Ruhe und Privatsphäre. Besonders hervorzuheben ist der grosse Pool, der perfekt in die toskanische Landschaft eingebettet ist. Ein perfektes Hideaway
A spacious two-story house is set against a clear blue sky, surrounded by lush greenery. A terraced flower bed features red roses, and a shaded area with an umbrella and seating is visible on the porch. A pathway leads to the entrance of the house.
Home in Pergine Valdarno
5 out of 5 average rating, 8 reviews

Pianelli by Interhome

ErichRating, 5 stars23 months ago
Das Haus ist wunderschön und perfekt ausgestattet. Besonders der wirklich große Pool und der sehr saubere Wellnessbereich sind hervorzuheben. Luciano und seine Familie waren sehr hilfreich und immer zugegen wenn man was braucht. Der Ausblick über das Val‘d‘Arno ist ein Traum und in 20 Min. Ist man in Arezzo. Auf eines möchte ich hinweisen: Die Betten sind in Top-Qualität und die Matratzen sind sehr fest. Wenn jemand weiche Boxspringbetten bevorzugt, könnten sie zu hart erscheinen. Das soll jetzt keine Kritik sein, nur ein Hinweis. Uns hat es sonst an nichts gefehlt (außer an besserem Wetter) und können uns gut vorstellen wieder zu kommen. Grazie mille é distinti saluti!
Top guest favorite
A modern kitchen features a central island with an induction cooktop and seating for several guests. Gray cabinetry complements stainless steel appliances, including an oven and refrigerator. Natural light fills the space, highlighting the open-concept layout that connects to the living area.
Home in Castiglion Fiorentino
5 out of 5 average rating, 17 reviews

Volpe by Interhome

MartinRating, 5 stars6 months ago
It was an absolute delight to stay at this gem of a property. We booked for 10 days and had a chance to enjoy and explore the surrounding areas. The house is spotless, comfortable, spacious, and fully equipped with modern appliances. So it has exceeded our expectations and would love to book it again in the future. Our host Alberto, is welcoming and very friendly, making the process of checking in and out quite seamless. My overall impression is 10/10.
Top guest favorite
A two-story stone house is surrounded by lush greenery, showcasing a covered porch with chairs and a small table. Large windows with wooden shutters offer a glimpse of the inviting outdoor landscape, while the rustic stone exterior blends harmoniously with the natural setting.
Home in Montecchio
4.91 out of 5 average rating, 32 reviews

Private Tuscan country home with view near Cortona

NataliaRating, 5 stars8 months ago
La casa di Elena è molto confortevole. Immersa tra ulivi e querce, è una vera oasi di pace. Il gusto rustico toscano dell'arredamento la rende piacevole anche per soggiorni di lungo periodo. Superaccessoriata è l'indirizzo giusto per chi vuole trascorrere una vacanza in campagna, ma a due passi da arte e storia. Elena è una perfetta padrona di casa. Sempre disponibile, è una guida speciale anche per visitare Arezzo e gustare il meglio della cucina locale.
Guest favorite
An interior view showcases a charming entryway framed by a stone arch. The double doors open to reveal a bright outdoor view filled with greenery. A coat rack stands nearby, while a lamp and a small table enhance the inviting atmosphere.
Home in Civitella Val di Chiana AR
5 out of 5 average rating, 17 reviews

Casale il Giglio by Interhome

AuroreRating, 5 stars6 months ago
Maison magnifique, très calme, dans un environnement magnifique, et proche de nombreuses villes (Sienne, Arrezo). Les hôtes sont très attentionnés, discrets et gentils. La maison est superbe, et très agréable à vivre. La communication avec Interhome laisse à désirer puisqu'ils n'envoient que des mails automatiques. J'avais demandé un lit bébé. Je n'ai jamais eu de réponse. En revanche, en arrivant, les hôtes nous en ont donné un immédiatement. Nous recommandons chaleureusement.

Destinations to explore

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