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Holiday rentals with a pool in Trecastelli

Find and book unique homes with a pool on Airbnb

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Popular amenities for Trecastelli rentals with a pool

House rentals with a pool

Superhost
Home in Pietralunga
5 out of 5 average rating, 11 reviews

Il Monte

CarolineRating, 5 stars22 months ago
Nous avons passé une formidable semaine! La vue est incroyable!
Guest favourite
Home in Umbertide
5 out of 5 average rating, 11 reviews

Villa Oleandra Umbrian Retreat

AliceRating, 5 stars5 months ago
Alberto é stato un host gentile e reattivo. Le indicazioni che ci ha fornito sono state chiare. La casa é accogliente, spaziosa e pulita. Il tavolo da ping pong coperto e i giochi da tavolo sono stati un ottimo intrattenimento di gruppo durante il soggiorno.
Guest favourite
Home in Mondaino
4.95 out of 5 average rating, 42 reviews

Tenuta Sant'Apollinare

DanielRating, 5 stars2 months ago
Wir waren eine Gruppe von 13 Personen – mit und ohne Beeinträchtigung, einer Einrichtung aus der Schweiz– und durften unseren diesjährigen Osterurlaub in Ihrem Haus verbringen. Sowohl das Haus selbst als auch die Umgebung haben uns begeistert, aber ganz besonders möchten wir den herzlichen und offenen Kontakt zu Ihnen hervorheben. Wir unternehmen jedes Jahr um diese Zeit eine gemeinsame Reise und haben schon viele schöne Unterkünfte erlebt – doch selten hat ein Haus so perfekt zu uns als Gruppe gepasst wie Ihres. Wir möchten uns von Herzen für die wunderbare Zeit bedanken, die wir bei Ihnen verbringen durften. Es war ein rundum gelungener Aufenthalt, und wir sind uns einig: Wir würden sehr gerne wiederkommen!
Superhost
Home in Montebagnolo II
4.92 out of 5 average rating, 107 reviews

B&B "Alle cime"

RaviRating, 5 stars9 months ago
Pictures don’t do the property and spectacular view justice. We had an amazing family holiday, our host couldn’t have been more accommodating, even leaving us kind gifts. Location was perfect (close enough to town and the airport but feeling secluded), having a bathroom each was great, and again that view was stunning. It all made for a perfect family trip :)
Superhost
Home in Pesaro
4.82 out of 5 average rating, 123 reviews

3Villa davanti alla spiaggia con parcheggio e bici

SimoneRating, 5 stars1 day ago
Barbara ed Io abbiamo soggiornato a Villa Mariella dal 19 al 24 Giugno 2025. Villa meravigliosa, immersa in un oasi di pace , verdeggiante, silenziosa e ben curata. Mariella e Marco super gentili, cordiali, generosi, simpatici e allegri, insomma due persone meravigliose che ci hanno fatto sentire come a casa! Sicuramente ci torneremo perché siamo stati veramente bene!
Superhost
Home in San Liberio
5 out of 5 average rating, 4 reviews

Orto della Lepre, Pimpinella

MarionRating, 5 stars9 months ago
Die Unterkunft war super ausgestattet und sehr sauber. Die Lage auf einer kleinen Anhöhe ist ein Traum, Sonnenuntergang inklusive. Martina ist eine sehr aufmerksame Gastgeberin!
Guest favourite
Home in Cupramontana
5 out of 5 average rating, 16 reviews

Apartment for 4 pers. with pool, min stay 5 nights

AnkeRating, 5 stars9 months ago
Door de gastvrijheid van Erik en Isabelle voelden wij ons gelijk thuis. Voorbeelden hiervan zijn een drankje bij aankomst, vijgen uit de tuin kunnen plukken en veel kennis van de omgeving willen delen. Een omgeving waar stress ver te zoeken is en humor aanwezig is.
Guest favourite
Home in Sogliano Al Rubicone
4.95 out of 5 average rating, 112 reviews

Country house with private pool

AndrewRating, 5 stars1 month ago
What a beautiful little space in the Italian countryside. I am so sad we could not stay longer. We had a wonderful welcome and our stay far exceed our expectations. Our host helped us book dinners every night in local restaurants and we loved the proximity to San Marino and nearby wineries.

Condo rentals with a pool

Guest favourite
Condo in Perugia
4.95 out of 5 average rating, 56 reviews

Apartment for 2 with pool, privacy and dream views

DagmarRating, 5 stars2 weeks ago
Toller Blick ins Tal, toller Swimmingpool und Christian und seine Familie sind sehr nett!
Guest favourite
Condo in Gubbio
4.91 out of 5 average rating, 11 reviews

Agriturismo Querceto con piscina Umbria

HosseinRating, 5 stars1 month ago
Giuseppe and family are WONDERFUL hosts. made us feel right at home. beautiful property and beautiful location. can't wait to be back!
Guest favourite
Condo in Bargni
4.88 out of 5 average rating, 42 reviews

Marche beauty, with endless views

AnnaRating, 5 stars9 months ago
we had a wonderful and relaxing time surrounded by magnificent landscape in Davids home. the cities close by were worth a trip to see the cultural influences of the region. The apartment was perfect for our family of four and we alll enjoyed some calm hours there and at the pool area. We will definately come again!
Superhost
Condo in Ancona
4.88 out of 5 average rating, 32 reviews

House Fuà

PaulaRating, 5 stars3 weeks ago
Danielle was super friendly and responsive and if you like to cook the kitchen is very well equiped.
Superhost
Condo in Montone
5 out of 5 average rating, 3 reviews

Appartamento nel Castello del Cardaneto

MirjamRating, 5 stars2 weeks ago
Wir haben hier ein kleines Paradies gefunden… die herrliche Lage in der Natur, grandiose Ausblicke, alte wunderschön restaurierte Gemäuer, liebevolle, geschmackvoll und authentisch eingerichtet. Eigentlich hätten wir alle Tage nur das Haus, den Garten und den grossen blitzsauberen Pool geniessen können, doch auch die Umgebung bietet viele Sehenswürdigkeiten welche innerhalb von einer Stunde erreichbar sind. Zudem konnten wir viele Tiere beobachten: Wiedehopf, Blaumerle, Ziegenmelker, Pirol, Turteltaube , Schlangenadler, Glühwürmchen. Smaragdeidechse, Schlange, Wildschwein…herrlich! Alessandro und Sonja sind wunderbar herzliche und auch diskrete Gastgeber.
Top Guest favourite
Condo in Cesena
4.92 out of 5 average rating, 330 reviews

"Appartamento Beatrice"

GiovanniRating, 5 starstoday
Breve soggiorno in quel di Cesena nell'appartamento di Sara, lei è un' host molto cortese attenta e disponibile; all'arrivo abbiamo addirittura trovato una torta di benvenuto che abbiamo mangiato a colazione! molto buona 😋, l'appartamento è ampio comodo e pulito, e nei dintorni ci sono molti parcheggi disponibili, lo consiglio e se avrò possibilità ci tornerò volentieri
Superhost
Condo in Colli al Metauro
4.9 out of 5 average rating, 10 reviews

Serafini Home 20 20km from the sea by Yohome

PeterRating, 5 stars10 months ago
We had a great stay. Fantastic location, Katia was proactive and helpful throughout. Arrival instructions were clear, but I missed a step - response was speedy sending me photos to show me what to do. House bigger than we expected. Very quiet, good facilities and as described. Shared swimming pool, but it was big, well maintained and never crowded. Would thoroughly recommend.
Top Guest favourite
Condo in Isola del Piano
4.87 out of 5 average rating, 30 reviews

Appartamento "Ogni finestra é un quadro 2- Melograno "

DennisRating, 5 stars2 months ago
Tolle Ferienwohnung mitten in den Marken. Meer, Berge, schöne Städtchen und Burgen, alles in der näheren Umgebung. Das Haus liegt etwas außerhalb, es sind noch weitere Einheiten im Gebäude, von denen wir aber nichts mitbekommen habe. In der Wohnung ist alles vorhanden, gute moderne Küche mit Spülmaschine. Die Betten waren recht hart aber ok. Das einzige was uns gestört hart waren die nistendem Vögel unter dem Dach - die frisch geschlüpften Küken wurden ununterbrochen mit aufgeregtem Getrappel versorgt. Aber irgendwie ja auch ganz süß und so ist es eben auf einem alten Bauerhof.

Home rentals with a private pool

Home in Auditore
4.55 out of 5 average rating, 11 reviews

Green Wellness House by Interhome

GrzegorzRating, 5 stars12 months ago
Super dom z wieloma udogodnieniami Bardzo dobra lokalizacja, w mieście Casinina jest wszytsko co potrzebne (sklepy, restauracje , kawiarnie) Dojazd na plaże zajmuje 35 minut , lotnisko Forli nieco ponad godzine wokół piękne góry i tereny spacerowe
Home in Rancolfo

Paradiso by Interhome

YossiRating, 5 stars21 months ago
The owners of the house were very sweet and helpful. Beautiful house with tasteful art and furniture. Huge grounds with friendly cats, chickens, greenhouse full of tomatoes and other vegetables and herbs. Kids had a blast. Also note: the house did contain a crib (pack n play) despite the agency telling us there was not one.
Home in Zollara
4.75 out of 5 average rating, 16 reviews

Casale Antica Pietra by Interhome

MarionRating, 5 stars1 week ago
In diesem Haus sind wir alle zur Ruhe gekommen. Wir waren drei Familien, die hier eine Woche zusammen gelebt und gelacht haben. Wie könnte man besser entspannen. Sicher ist es nicht das perfekte Haus, aber vielleicht ist gerade das so schön gewesen. Jeder hat so seine Nische und Rückzugsort gefunden und das hat das Haus, seine Bewohner (viele Eidechsen:)!) und die Umgebung so einzigartig gemacht. Pool und Tischtennisplatte sind auch sehr gut angekommen und waren immer im Eisatz. Für uns- da sind wir uns alle einig- war das der schönste Urlaub! Guiseppe war immer für uns da, was auch so ein heimeliges Gefühl in uns ausgelöst hat. Grazie mille!
Home in Gubbio
4.78 out of 5 average rating, 9 reviews

Il Giardino Dei Semplici by Interhome

RenanRating, 5 stars1 month ago
Hugo’s house is a piece of history. Very beautiful home with lots of room for our group and a professional kitchen. Spending the days indoors with fireplace on was a treat. Hugo always very responsive and willing to go the extra mile to make our stay more pleasurable. His co-worker Mustafa was a gentle soul and always helping with a smile on his face. Hugo’s house is the perfect spot if you are looking to spend quality time with friends and family in a secluded and private location. Highly recommend it and looking forward to staying there again. Cheers

Quick stats about holiday rentals with a pool in Trecastelli

  • Total rentals

    20 properties

  • Nightly prices starting at

    $50 NZD before taxes and fees

  • Total number of reviews

    210 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. Italy
  3. Marche
  4. Province of Ancona
  5. Trecastelli
  6. Rentals with pools