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Holiday rentals with a pool in Tolentino

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in Tolentino

  • Total holiday rentals

    Explore 40 holiday rentals in Tolentino

  • Nightly prices starting at

    Tolentino holiday rentals start at $138 AUD per night before taxes and fees

  • Verified guest reviews

    Over 290 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Tolentino holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Tolentino rentals

  • 4.9 Average rating

    Tolentino stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated rentals with a pool in Tolentino

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Superhost
Villa in Castelraimondo
4.82 out of 5 average rating, 11 reviews

Villa Ermelinda · Ville Carborello Weddings

Villa Ermelinda is a private 16th-century villa set among the rolling hills of Le Marche, ideal for intimate weddings, destination weddings and exclusive stays. It offers exclusive use, a panoramic pool, gardens, a big terrace and beautiful spaces for symbolic ceremonies, poolside aperitifs and dinners under the stars. Hosting up to 18 guests, it also works perfectly with nearby Villa Nasca & Villa Adele, just a few minutes away, for larger wedding groups and unforgettable wedding weekends.

LocationFamilyGetting around

Superhost
The property showcases a panoramic view of the surrounding hills, featuring a luxurious swimming pool at the center, surrounded by sun loungers. Two separate suites are visible, framed by lush greenery and well-maintained gardens, providing a serene outdoor space for relaxation.
Cottage in Casagatti
5.0 out of 5 average rating, 4 reviews

Cottage Casa Janna | Pool + 2 Suites

A two-storey countryside house in the Marche hills, hosted by locals and shaped by food, nature, and a slow rhythm. A boutique stay with seasonal organic breakfast included. The house sleeps up to 4 guests and is fully independent, with living area, kitchen and 2 bedrooms. Private garden with dining and a premium two-person hammock. Shared pool for a small number of guests only (max 8 in tot) surrounded by rolling hills. Ideal for couples, friends or families seeking calm and a refined stay.

FamilyLocationHospitality

Top Guest favourite
A spacious living area is highlighted by exposed wooden beams and a stone accent wall. A white sofa is positioned around a brick fireplace, with a cozy nook containing cushions. A television sits on a wooden stand, enhancing the room's relaxed atmosphere.
Farm stay in Cingoli
4.96 out of 5 average rating, 97 reviews

La dolce Visciola

La dolce Visciola si trova tra le verdi colline marchigiane e si affaccia su uno splendido panorama che va dalle campagne fino al mare. Luogo ideale per chi ama rilassarsi immerso nella natura. Per chi vuole ricaricare le energie rimanendo in Agriturismo troverete un ampio giardino con piscina, bocciodromo e barbecue. Inoltre, per chi lo desidera, potrete degustare alcune delizie locali della nostra azienda agricola, per vivere appieno il vostro soggiorno nelle Marche attraverso tutti i sensi.

LocationFamilyHeating

Guest favourite
A serene pool area is featured, with crystal-clear water reflecting the surrounding greenery. The rustic stone buildings in the background are framed by lush trees, while comfortable seating arrangements invite relaxation under the sun.
Casa particular in Matelica
4.9 out of 5 average rating, 30 reviews

M'illumino d'immenso

Goditi una vacanza diversa e. rigenera corpo e mente. Portati dei libri da leggere sotto i gelsi . Percorri cammini in mezzo alla natura respirando aria sana e percorrendo kilometri di campagna con coltivazioni bio mentre osservi il paesaggio dove la natura ha saputo creare dei quadri. Rilassati con tutta la famiglia vivendo giornate con altro spirito ed altra attenzione a chi ti è vicino, in un alloggio dove la serenità l'atmosfera e la natura rendono tutto meravigliosamente unico.

FamilyLocationOutdoor spaces

Guest favourite
A serene swimming pool is situated on a deck, featuring clear turquoise water under a bright sky. An umbrella provides shade beside chaise lounges. Scenic hills and mountains stretch into the distance, creating a picturesque backdrop of nature.
Home in Penna San Giovanni
5.0 out of 5 average rating, 8 reviews

GrazieSole Agriturismo casa intera in esclusiva

The GrazieSole farmhouse is a newly renovated 1900s farmhouse, in a characteristic style with original stone walls, exposed bricks and ceilings with wooden beams, it has a 12-metre swimming pool with breathtaking views and a wide panorama that extends from the Sibillini Mountains to the adjacent hillside villages. It is located in open countryside one kilometer from the center of the village of Penna S. Giovanni, in a sunny and quiet position, surrounded by a garden and large green spaces.

FamilyLocationIndoor spaces

Top Guest favourite
A wooden pool is set within a landscaped area, featuring clear water and steps for entry. Relaxing lounge chairs are positioned nearby on the sun-drenched outdoor space, with greenery framing the scene. An umbrella offers shade, enhancing the tranquil outdoor environment.
Home in Cingoli
5.0 out of 5 average rating, 55 reviews

Casale con giardino e piscina uso esclusivo wifi

Casale Nonno Dario è la tipica casa di campagna marchigiana immersa tra le colline del Balcone delle Marche e posizione strategica per godere delle bellezze limitrofe dal mare ai monti Si trova nella frazione di Castelletta e comprende una zona giorno con salone, cucina e camino. Bagno con doccia. Zona notte con 3 stanze matrimoniali e possibilità di aggiungere una culla e un lettino. Ampio giardino esterno con piscina, ombrellone, barbecue Parcheggio gratuito all'interno della proprietà.

FamilyValueBeach

Top Guest favourite
A bright kitchen area features modern appliances, including a retro-style refrigerator. A wooden dining table is set for a meal, surrounded by white chairs. Natural light enters through multiple windows, complementing the warm, rustic tones of the stone flooring and beams.
Apartment in Monsampietro Morico
5.0 out of 5 average rating, 46 reviews

Casale Biancopecora, Casa Cerqua

Appartamento Casa Cerqua di 100 mq finemente arredato, abbiamo recuperato tutto i vecchi materiali della casa nella recente ristrutturazione adeguando il vecchio casale alle più recenti norme anti sismiche. L'arredamento è un giusto mix tra moderno e antico, elegante ma funzionale. All'esterno un'ampia zona privata a disposizione degli ospiti, con zona pranzo ombreggiata e barbecue privato. Completa la proprietà una piscina 12x4,5 con portico ombreggiato a disposizione degli ospiti.

LocationFamilyNearby

Top Guest favourite
Vibrant sunflowers bloom in the foreground, creating a lively scene against the rolling hills of Le Marche. A rustic stone building is positioned amidst lush greenery, while the expansive landscape showcases fields and distant towns under a clear blue sky.
Apartment in Mogliano
4.98 out of 5 average rating, 47 reviews

Experience Authentic Italian Village Life

Located in the heart of Le Marche, ranked 2nd in Lonely Planet’s 2020 list of “Top 20 Regions in the World to Visit.” This spacious apartment and garden offer the perfect base to relax or explore. Within 40 mins’ drive of mountains, lakes, and the sea, with many ancient hilltop towns nearby. Just 5 mins from Mogliano, where you’ll find everything you need for your stay. Nature reserves, outdoor markets, health spas, hiking, biking, and riding trails are all within easy reach.

LocationFamilyLaundry

Top Guest favourite
An infinity pool is set against a backdrop of rolling fields and olive trees. Two shaded umbrellas provide coverage over several lounge chairs positioned on a stone patio. Colorful flowers line the edge of the pool area, contributing to the serene outdoor environment.
Condo in Potenza Picena
4.99 out of 5 average rating, 71 reviews

Casa Leccino (casa con vista)

Benvenuti nella splendida campagna marchigiana a pochi minuti di automobile dalle spiagge della riviera adriatica. L'ampio appartamento di 120 mq , dotato di aria condizionata, è base ideale per un tranquillo soggiorno al mare o per scoprire la straordinaria ricchezza storico/paesaggistica ed enogastronomica delle Marche. Piscina a sfioro Infinity affacciata sull'uliveto, arredamento outdoor, barbecue e patio in condivisione con gli altri ospiti della struttura.

ValueFamilyAir conditioning

Top Guest favourite
A charming stone cottage is shown, featuring a sloped roof and large glass windows that provide panoramic views. Soft lighting accentuates the exterior, while the surrounding grassy area leads the eye to the distant hills.
Cabin in Cerreto d'Esi
4.99 out of 5 average rating, 164 reviews

Chalet di collina in pietra e legno.

Ai piedi del monte San Vicino, su una splendida collina a 420 metri sul livello del mare, in piena tranquillità e facilmente raggiungibile si può godere di una splendida vista a 360 gradi, dai monti Sibillini alla Gola della Rossa. Facilmente raggiungibile in 15 minuti Fabriano, in 20 minuti le splendide grotte di Frasassi, in 30 minuti Gubbio e in 60 minuti Senigallia o la Baia del Conero, in 20 minuti la città ducale di Camerino.

LocationValueComfort

Top Guest favourite
Villa in Sant'Angelo in Pontano
5.0 out of 5 average rating, 5 reviews

Villa in the Sibillini Mountains, Pool & Privacy

Private pool villa in Sant’Angelo in Pontano, among the rolling hills of Marche at the foot of the Sibillini Mountains. Sleeps up to 8 with 4 double bedrooms, all with en-suite bathrooms (3 upstairs + 1 in a separate annex), Wi-Fi and air conditioning. Large shaded porch for outdoor dining, lounge corners, and an outdoor BBQ/oven area. Great base for the Sibillini Park and Lake Fiastra.

FamilyLocationGetting around

Top Guest favourite
A serene outdoor area is shown, featuring a rectangular pool surrounded by lush green grass. Sun loungers and umbrellas are positioned alongside the pool, under a clear blue sky. Rolling hills and trees frame the background, creating a peaceful natural setting.
Apartment in Sant'Elpidio a Mare
4.97 out of 5 average rating, 34 reviews

Casal La Ponderosa

Esclusivo appartamento in tipico casale colonico marchigiano interamente ristrutturato con piscina. Una perfetta location immersa nella natura dove godere di relax a soli 12 km dalla movida di Civitanova Marche e 8 km dal mare di Porto Sant'Elpidio. L'appartamento è composto da salotto con cucina, 2 camere matrimoniali e 1 camera doppia trasformabile in matrimoniale.

LocationFamilyAmenities

Popular amenities for Tolentino rentals with a pool

When is the best time to visit Tolentino?

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Avg. price$208 AUD$195 AUD$198 AUD$295 AUD$338 AUD$331 AUD$321 AUD$302 AUD$227 AUD$201 AUD$201 AUD$219 AUD
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