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Vacation rentals in Tolentino

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Tolentino

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

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Top guest favorite
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 out of 5 average rating, 34 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 favorite
A spacious sleeping area features a large bed with crisp linens, positioned next to a panoramic glass wall that offers stunning views of rolling hills and distant mountains. Light curtains frame the window, and a comfortable leather sofa adds warmth to the modern design.
Apartment in Macerata
4.94 out of 5 average rating, 121 reviews

Lo Spettacolo

Rilassati in questo elegante e moderno appartamento di recente costruzione, posizione centrale, comodo per girare a piedi tutto il centro storico dispone di una grande vetrata panoramica che permette di ammirare le colline Marchigiane fino al mare con lo sfondo del Monte Conero. La struttura è dotata di ogni confort adatto a soggiorni anche lunghi, posto auto privato con accesso diretto all'appartamento. Dista 20km da casa museo Leopardi, 30 km da Civitanova, 26km dal santuario di Loreto

Guest favorite
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, 108 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.

Top guest favorite
A cozy bedroom features a spacious bed dressed in light blue bedding. A stone wall adds texture alongside warm wooden beams overhead. A minimalist closet and shelving unit are integrated into the design, while a comfortable armchair invites relaxation in the corner.
Home in Maiolati Spontini
4.97 out of 5 average rating, 102 reviews

Dimora nel Borgo - Relaxing Home

La “Dimora nel Borgo” è una accogliente abitazione nel centro storico medioevale di Maiolati Spontini, in essa si respira una atmosfera rilassata e confortevole, data dalla recente e accurata ristrutturazione, e dall'ambiente circostante tranquillo e silenzioso,  all'interno di un cortile di altri tempi. A pochi metri dall'abitazione ci sono sempre parcheggi disponibili e gratuiti, non ci sono restrizioni ZTL riguardanti il centro storico. La casa è completa di tutti i servizi.

Guest favorite
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
4.97 out of 5 average rating, 35 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.

Guest favorite
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, 80 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.

Guest favorite
The image depicts a spacious interior featuring exposed wooden beams and large windows providing natural light. A comfortable armchair and a small desk are positioned in the corner. The area includes a bed, a cozy seating arrangement, and a neutral-toned color palette.
Apartment in Macerata
4.72 out of 5 average rating, 141 reviews

Ex falegnameria con giardino a 100 mt Sferisterio

Taverna ex falegnameria ristrutturata di recente soffitto a travi, bagno nuovo con doccia grande, una poltrona un letto grande matrimoniale misure 190x165, un divano che diventa letto misure 120x200 una piazza e mezza, TV, frigorifero, macchina per il caffè e microonde . Giardino esterno con tavolo e campetto basket molto vicino allo Sferisterio 100 metri. (corso Cairoli). nelle vicinanze ci sono diversi alimentari, forni, pasticceria a 20 metri. Ospedale a 200 mt.

Top guest favorite
A treehouse structure is nestled among tall trees, elevated above the forest floor. Large windows are visible, allowing natural light to flood the space and creating a seamless connection with the surrounding nature. A spacious deck offers a serene view of the greenery.
Treehouse in Colonnella
4.95 out of 5 average rating, 104 reviews

NIKE WOODS emotion experience

Our treehouse in the woods, built from iron and originally used as a bivouac, has been transformed into a retreat inspired by Japanese philosophy. Inside, it offers a unique experience with an ofuro (traditional Japanese bathtub), a sauna for relaxation, and an emotional shower that stimulates the senses. The minimalist design and attention to detail create a serene atmosphere, perfect for rejuvenating in harmony with the surrounding nature.

Top guest favorite
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, 138 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.

Top guest favorite
A spacious terrace is shown with two lounge chairs featuring patterned cushions. A small table and two folding chairs are visible, alongside an open door leading into the apartment. The stone wall texture of the building complements the warm sunset light.
Condo in Spello
4.96 out of 5 average rating, 249 reviews

"Al Belvedere" Charme & View Tourist Lease

In a XII century building, the property, with a suggestive access, is valorized by a large, furnished terrace overlooking the wide valley facing Assisi, Spoleto, Bastia Umbra, Bevagna, Castel Ritaldi , Trevi, Montefalco and Perugia. My accommodation is suitable for couples, nature fans, families (max 2 children) and 'hairy' friends (pets). We are eco-friendly ... At Belvedere Electricity is 100% from renewable sources! :-)

Top guest favorite
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
4.97 out of 5 average rating, 32 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 favorite
A spacious living area features two light-colored sofas and a wooden dining table with seating. Natural light enters through large windows, complemented by decorative artwork on the walls. A fireplace adds a touch of warmth to the room's rustic charm, highlighted by vaulted brick ceilings.
Apartment in Nereto
4.92 out of 5 average rating, 118 reviews

Abruzzo * Wonderful flat close to the beach *

Beautiful apartment situated in the city centre of Nereto historic town and only 10km from the sandy beaches of the Adriatic sea. In this peaceful Italian town you will be sure to enjoy an splendid view of the Gran Sasso and an atmosphere of maximum relaxation. Ascoli Piceno and his medieval historic town or San Benedetto del Tronto and his famous nightlife are just 10min drive.

Popular amenities for Tolentino vacation rentals

When is the best time to visit Tolentino?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$18,194 GYDG$21,749 GYDG$19,240 GYDG$21,122 GYDG$26,978 GYDG$29,278 GYDG$35,343 GYDG$35,134 GYDG$30,115 GYDG$20,495 GYDG$18,822 GYDG$19,449 GYD
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.

  • 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.

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

    Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with free parking, over 20 homes with air conditioning, over 20 homes with a kitchen, over 20 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do apartment rentals in Tolentino have a kitchen?

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

  • 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.

  • 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.

  • Do apartment rentals in Tolentino have air conditioning?

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

  • 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 Tolentino vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 50 vacation homes with pools in Tolentino, available on Airbnb. Make a splash and soak up the sun in style!

  • Are there pet-friendly vacation rentals in Tolentino?

    Four-legged friends are welcome in Tolentino. Choose from more than 40 vacation rentals for guests traveling with pets.

Quick stats about vacation rentals in Tolentino

  • Total vacation rentals

    Explore 70 vacation rentals in Tolentino

  • Nightly prices starting at

    Tolentino vacation rentals start at G$12,548 GYD per night before taxes and fees

  • Verified guest reviews

    Over 610 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Vacation rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Tolentino vacation 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!

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