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Holiday houses in Tolentino

Find and book unique accommodation on Airbnb

Quick stats about holiday rentals in Tolentino

  • Total holiday rentals

    Explore 80 holiday rentals in Tolentino

  • Nightly prices starting at

    Tolentino holiday rentals start at $87 NZD per night before taxes and fees

  • Verified guest reviews

    Over 540 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 30 rentals that welcome pets

  • Holiday rentals with a pool

    40 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    70 of Tolentino holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Tolentino rentals

  • 4.9 Average rating

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

Top-rated holiday rentals in Tolentino

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Villa in Castelraimondo
4.9 out of 5 average rating, 10 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.

Guest favourite
A serene beach scene features gentle waves lapping against the shore, framed by lush greenery and vibrant yellow wildflowers in the foreground. In the distance, two figures stroll along the sandy beach, with rocky cliffs visible against a bright blue sky.
Condo in Polverigi
4.96 out of 5 average rating, 76 reviews

Casale nella Natura

Casale di campagna che propone attimi di tranquillità in un'atmosfera serena, produciamo vino DOC e Olio EVO. Le Marche sono piene di meraviglie regalate da Madre Natura, il mare, le montagne, le vallate costellate di fiumi, le gole e i passi naturali dell’Appennino, o costruite dalla sapienza di artisti di fama. Ma le opere create dalla semplice mano del contadino non sfigurano certo nel panorama che si apre al tuo sguardo. "..che la passeggiata ti sia lieve, viaggiatore, e il cuore leggero.”

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, 92 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.

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
4.88 out of 5 average rating, 25 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.

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, 51 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.

Guest favourite
The outdoor area features a wooden hot tub surrounded by a spacious deck. Comfortable seating is provided with modern lounge chairs and side tables, set against a backdrop of rolling hills and expansive countryside views under a bright blue sky.
Cottage in Loro Piceno
4.88 out of 5 average rating, 114 reviews

Hideaway Cottage, amazing country views, hot tub

A cosy renovated traditional stone cottage surround by countryside with breathtaking views & wood~fired hot tub. It is secluded and peaceful yet only a 5 min drive to the local village and amenities. In 35 minutes by car you can find yourself in the Sibillini national park or in the other direction the Adriatic coast. Numerous local restaurants within 20 mins drive serving fantastic food. If you enjoy walking or hiking, cycling, shopping or just relaxing this is a great place.

Guest favourite
A rustic stone house with a tiled roof is displayed, featuring wooden shutters and a wide entrance. A staircase leads to the upper level, while a stone barbecue area is visible to the side, surrounded by greenery and fields.
Cottage in Macerata
4.93 out of 5 average rating, 88 reviews

La casa nell'antico granaio

Il podere di campagna, circondato da ulivi, querce secolari sarà tutto per voi a soli 25 minuti dal mare e a un' ora dalle pista da sci di Sassotetto. Ideale per coppie o famiglie in cerca di relax, la nostra casa è immersa in un silenzio d’altri tempi. Siete a 10 minuti di macchina da Macerata e a mezzora dalle spiagge. Lo spazio sarà a vostra esclusiva disposizione. Disponiamo di Home Theatre con impianto HiFi. Possibilità di usufruire del forno a legna previo accordo.

Top Guest favourite
A shaded pergola is set within a garden, surrounded by blooming roses and lush greenery. A table and chairs are positioned underneath, offering a serene space for al fresco dining while enjoying expansive views of the mountains in the distance.
Holiday home in Campello sul Clitunno
4.99 out of 5 average rating, 76 reviews

The House in the Castle

A fully-equipped independent house in a medieval stone hamlet perched on the Umbrian mountains and surrounded by Nature. A private garden to relax and unwind from the heat while enjoying the stunning view on the sunset, and a central point to reach the Valnerina and the hilltop towns of Spoleto, Trevi, Montefalco and Assisi. Enjoy Umbria at its best: luxurious nature, great excursions, good food and thousands of years of art and history to explore!

Top Guest favourite
A charming, two-story farmhouse features terracotta walls and a sloped roof, surrounded by lush greenery. Potted plants frame the entrance, with a wooden table and chairs positioned outside under a shaded umbrella, offering inviting outdoor seating and scenic countryside views.
Villa in Sant'Angelo in Pontano
4.98 out of 5 average rating, 41 reviews

Traditional 3-bedroom cottage with large garden

Forget your worries in this spacious and serene space. Absolutely tranquil, but less than a five minute drive from the bustling village of Sant’Angelo, which has three restaurants, three bars, and a theatre, as well as all local services. Relax and enjoy the views in the garden, or drive half an hour to the beach or a lake in the mountains, or explore the many beautiful hilltop towns in the area. Something for all tastes!

Guest favourite
An aerial view showcases the agriturismo's rustic stone buildings surrounded by greenery. A blue swimming pool is located in the garden, complemented by sun loungers. The landscape features open fields and scattered trees, creating a serene outdoor space.
Apartment in Gualdo
5.0 out of 5 average rating, 9 reviews

Agriturismo Elisei appartamento piscina sauna spa

Sei alla ricerca di un luogo tranquillo, rilassante, immerso nella natura e lontano dal caos? Vuoi scoprire il fascino del Parco Nazionale dei Monti Sibillini e suoi borghi? Scegli l’Agriturismo Elisei, piccolo e per poche persone, permette ad ognuno degli ospiti di avere tanto spazio all’aperto. L’Agriturismo dispone di un ampio giardino con piscina, oltre ad un area benessere con sauna e spa. CIN: IT043021B5CETGSYCI

Top Guest favourite
Chalet in Nocera Umbra
5.0 out of 5 average rating, 28 reviews

Chalet Monte Alago - L'unica baita nel Parco

L’unica baita ricettiva immersa direttamente nei prati di Monte Alago, tra Umbria e Marche. Casa intera fino a 6 persone, ideale per chi cerca natura, silenzio, privacy e aria fresca naturale. Intorno solo prati, boschi e sentieri: perfetta per relax, trekking, passeggiate, barbecue e giornate all’aperto. A pochi passi dai ristoranti Pian delle Stelle e Cinicchia. Di notte, cielo stellato senza luci intorno.

Top Guest favourite
The aerial view showcases the elegant Guest House surrounded by well-manicured green landscapes, vineyards, and trees. A winding gravel driveway leads to the house, highlighting its rustic charm and tranquil setting amidst the rolling hills of the Marche region.
Farm stay in Cingoli
4.98 out of 5 average rating, 85 reviews

The Guest House of the Tavignano Estate

The Tavignano estate is located in the heart of the Marche region, within the famous DOC of Verdicchio dei Castelli di Jesi, between the valleys of the river Esino and the Musone on one side, and between the Apennines and the sea on the other side. From the highest promontory of the Estate dominates the manor house, which houses the barrique, the family house, and an elegant Guest House.

Popular amenities for Tolentino holiday rentals

When is the best time to visit Tolentino?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$243 NZD$244 NZD$239 NZD$175 NZD$224 NZD$243 NZD$293 NZD$291 NZD$250 NZD$251 NZD$246 NZD$243 NZD
Avg. temp5°C5°C9°C12°C17°C21°C24°C24°C19°C14°C9°C6°C

Frequently Asked Questions

  • Are there family-friendly vacation rentals in Tolentino?

    Tolentino has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in apartment rentals in Tolentino?

    Experience the best of Tolentino with our apartment rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Tolentino?

    Four-legged friends are welcome in Tolentino. Choose from more than 30 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Tolentino?

    Yes! Work meets play with ease at over 20 vacation rentals in Tolentino featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Tolentino vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 40 vacation homes with pools in Tolentino, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Tolentino have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in Tolentino. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Tolentino have a kitchen?

    Absolutely! We offer over 20 house rentals with a kitchen in Tolentino. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Tolentino have wifi?

    Absolutely! We offer over 10 apartment rentals with wifi in Tolentino. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Tolentino have free parking?

    Absolutely! We offer over 20 house rentals with free parking in Tolentino. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Villa Rentals in Tolentino?

    Enhance your stay in our Villa Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with free parking, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.