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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 $175 NZD 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
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

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.

5.0 out of 5 average rating, 4 reviews
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

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.

4.96 out of 5 average rating, 98 reviews
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

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.

4.91 out of 5 average rating, 32 reviews
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

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.

5.0 out of 5 average rating, 8 reviews
Top Guest favourite
The living area features a blend of comfortable seating with a brown leather sofa and wooden dining furniture. A round table with green chairs is positioned near large glass doors, allowing natural light to enter the space. Bookshelves line one wall, adding a functional touch.
Home in Montecosaro

Il Casale di Laura

Il casale in mattoni antichi sorge in prossimità del centro storico. Si sviluppa su due piani. Il primo piano composto da ampio salone, cucina e un bagno e il secondo piano composto da 3 stanze da letto arredate e confortevoli , 2 bagni, il tutto ad uso esclusivo degli ospiti. Vi è il giardino e un uliveto di 70 ulivi. Il casale si trova inoltre a 10 km dal mare. È presente una bella piscina per rilassarsi 😍 Questo e’ l’annuncio ufficiale in cui chiedere info. Struttura Dog-friendly 😉😉

4.97 out of 5 average rating, 75 reviews
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

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.

5.0 out of 5 average rating, 58 reviews
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

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.

5.0 out of 5 average rating, 46 reviews
Superhost
Villa in Crispiero

Villa Adele · Ville Carborello

VILLA ADELE is an elegant residence nestled among the rolling hills of the Marche region, perfect for families and groups seeking nature, tranquility, and comfort. From the panoramic terrace and the pool, you can enjoy beautiful sunsets. The spacious interiors, fireplace, and professional kitchen make it ideal for moments of pure relaxation and well-being. PRIVACY AND EXCLUSIVE USE the villa is entirely for your exclusive use: you will not share any spaces with other guests.

5.0 out of 5 average rating, 6 reviews
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

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.

4.98 out of 5 average rating, 47 reviews
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

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.

4.99 out of 5 average rating, 166 reviews
Superhost
An outdoor dining area is set under a rustic stone shelter with a wooden beam ceiling. A wooden table with matching chairs is arranged, accompanied by decorative plants. The backdrop features a lush green landscape, enhancing the inviting atmosphere of the space.
Condo in Spoleto

Casa del Melograno in Pianciano

Casa del Melograno is a self-catering guest house that belongs to a medieval stone hamlet named "Borgo di Pianciano" recently renovated and composed by other 3 guest houses. It is located in a secluded and peaceful valley with breath-taking views right in the middle of Umbria's best attractions. Every house has its own private garden and a terrace where it is possible to eat outdoors. Panoramic shared pool and steam bath.

4.7 out of 5 average rating, 10 reviews
Superhost
A private villa is set amidst lush greenery, showcasing a panoramic saltwater pool nestled in the garden. Surrounding olive trees and vibrant shrubs enhance the serene landscape, while the charming stone farmhouse stands invitingly behind, offering a harmonious blend of nature and architecture.
Villa in Mogliano

Casa Antonio - Private Pool, Air conditioning

Casa Antonio is a private villa with pool in Le Marche region, in the small borgo of Mogliano. Surrounded by green hilly scenery, with a fine view over the Sibillini mountains, it is the perfect combination of peace and simplicity, the ideal place to savour the traditional flavours of Le Marche countryside, far from the frenetic rhythms of the city.

5.0 out of 5 average rating, 5 reviews

Popular amenities for Tolentino rentals with a pool

When is the best time to visit Tolentino?

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Avg. price$262 NZD$246 NZD$250 NZD$372 NZD$427 NZD$418 NZD$406 NZD$381 NZD$287 NZD$253 NZD$253 NZD$276 NZD
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