
Holiday houses in Tolentino
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Tolentino
Guests agree: these stays are highly rated for location, cleanliness and more.

Entire Apartment - Macerata
Luca's house is located in the heart of Macerata, in a strategic position between the Sferisterio parking lot and Corso Cairoli. Despite being within walking distance of the center, it is quiet and peaceful, ideal for those looking for comfort and practicality. The Sferisterio can be reached on foot in 3 minutes while in about 9 you can reach Piazza della Libertà or the station. You will have large spaces, terracotta and wood finishes: the charm of an old house, renovated with care and finished in detail. Website: lacasadiluca.eu

Views from the roof of Le Marche
Welcome to real Italy. This is a unique home, named locally as Casa Matita (The Pencil House). It has an awesome view awaiting you from the loggia (roofed terrace). Relax, read, drink prosecco or dine while watching amazing sunsets in the peaceful medieval village of Santa Vittoria. At the top of the hill-top village, the house enjoys a 180-degree panorama of the sea and the mountains (both 45 mins). Recently restored, with three double bedrooms, parking 50m and shops/bakery/taverna 200m.

1889_ Modern Studio Apartment In Historic Building
You will immediately feel at home in the charming village of San Firmano, where time has moved slowly for centuries. Set in the picturesque Marche countryside, your accommodation is only steps away from the Romanesque San Firmano Abbey and the tireless Potenza River, which flows just outside the village. Each day when you awake, the song of the birds will wish you Buongiorno. From this oasis of peace, you can explore the region and travel to many memorable destinations within a few minutes.

Junior Suite Sole | Pool + Hill View
Independent Junior Suite in the hills of Le Marche, designed for guests seeking privacy, nature, and a slower pace, without giving up comfort and attention to detail A studio apartment with private entrance, kitchen, bathroom, and private garden. French-size canopy bed for an intimate and cosy stay Shared panoramic swimming pool (max 8 guests) and organic breakfast prepared fresh every morning included. Ideal for couples, friends or solo travellers looking for a peaceful countryside stay

The Show
Relax in this elegant and modern newly built apartment, centrally located, convenient for walking around the entire historic center, featuring a large panoramic window that allows you to admire the Marchigiane hills up to the sea with the backdrop of Monte Conero. The property is equipped with every comfort suitable for even long stays, private parking space with direct access to the apartment. It is 20 km from Leopardi house museum, 30 km from Civitanova, 26 km from the sanctuary of Loreto

Former carpentry shop with garden 100 meters from the Sferisterio
Recently renovated former carpenter's tavern with a beamed ceiling, new bathroom with large shower, an armchair, a large double bed measuring 190x165, a sofa that becomes a bed measuring 120x200, a queen-size bed, TV, refrigerator, coffee machine and microwave. Outdoor garden with table and basketball court Very close to the Sferisterio, 100 meters away (Corso Cairoli). There are several grocery stores, bakeries, and a pastry shop nearby, 20 meters away. Hospital 200 meters away.

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.

The house in the old granary
The country farm, surrounded by olive trees and centuries-old oaks, will be all for you just 25 minutes from the sea and an hour from the Sassotetto ski slopes. Ideal for couples or families looking for relaxation, our house is immersed in a silence of yesteryear. You are a 10-minute drive from Macerata and half an hour from the beaches. The space will be at your exclusive disposal. We have a Home Theater with HiFi system. A wood-burning oven is available upon request.

Elegant Casa Tosca with balcony [Sferisterio]
Elegant and characteristic apartment with lovely terrace. 100 meters from the Sferisterio, it is strategically located for walking to all the city's main points of interest (university, historic center, hospital). You will rest in a large and beautiful bedroom with a king-size bed from which you can access an exclusive balcony. Elegant living area with kitchenette equipped with every comfort (smart TV with Netflix and satellite, WiFi, espresso coffee, kettle, etc.)

Agritourism - attic, swimming pool, sauna and spa
Are you looking for a quiet, relaxing place, surrounded by nature and away from the hustle and bustle? Do you want to discover the charm of the Monti Sibillini National Park and its villages? Choose the Elisei Farmhouse, small and for a few people, allowing each of the guests to have plenty of outdoor space. The farmhouse has a large garden with swimming pool, as well as a wellness area with sauna and spa. CIN (National Identification Code): IT043021B5CETGSYCI

Hillside chalet in stone and wood.
At the foot of Mount San Vicino, on a beautiful hill 420 meters above sea level, in complete tranquility and easily accessible, you can enjoy a beautiful 360-degree view, from the Sibillini Mountains to the Gola della Rossa. Easily reachable in 15 minutes Fabriano, in 20 minutes the beautiful caves of Frasassi, in 30 minutes Gubbio and in 60 minutes Senigallia or the Bay of Conero, in 20 minutes the ducal city of Camerino.

The Sibyl
La Sibilla penthouse is located in the historic center of Macerata, a stone's throw from the Sferisterio. It enjoys an extraordinary view that sweeps from the Sibillini Mountains to the Adriatic Sea, while from the second terrace in the sleeping area you can overlook the rooftops of Macerata. You will be immersed in a quiet corner, while having all the amenities of the city center. The building has only 4 apartments.
Popular amenities for Tolentino holiday rentals
Other great holiday rentals in Tolentino

Castello Cielo

La Casa di Alberto - Entire apartment

Lovely home in Tolentino with kitchen

Casa Di Cristo - A Rustic Charm Oasis

Budget accommodation in a country house

La Casetta

Stunning home in Tolentino

Stay in nature: Casa Kikenda Relais
When is the best time to visit Tolentino?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $146 NZD | $174 NZD | $154 NZD | $169 NZD | $216 NZD | $234 NZD | $283 NZD | $281 NZD | $241 NZD | $243 NZD | $238 NZD | $234 NZD |
| Avg. temp | 5°C | 5°C | 9°C | 12°C | 17°C | 21°C | 24°C | 24°C | 19°C | 14°C | 9°C | 6°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 Apartment Rentals in Tolentino?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with a kitchen, over 10 homes with air conditioning, 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 villa rentals in Tolentino have free parking?
Absolutely! We offer over 10 villa rentals with free parking in Tolentino. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Tolentino have air conditioning?
Absolutely! We offer over 20 house 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 holiday rentals in Tolentino

Total holiday rentals
Explore 70 holiday rentals in Tolentino

Nightly prices starting at
Tolentino holiday rentals start at $100 NZD per night before taxes and fees

Verified guest reviews
Over 610 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 40 rentals that welcome pets

Holiday rentals with a pool
50 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
60 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!
Destinations to explore
- Frasassi Caves
- Due Sorelle
- Spiaggia Urbani
- Basilica of St Francis
- Shrine of the Holy House
- Furlo Gorge Nature Reserve
- Tennis Riviera Del Conero
- Mount Subasio
- Sibillini Mountains National Park
- Conero Golf Club
- Rocca Maggiore
- Teatro delle Muse
- Spoleto Cathedral
- Riviera del Conero
- Bolognola Ski
- Monte Cucco Regional Park
- Sibillini Mountains
- Cathedral of San Lorenzo
- Fonti Del Clitunno
- Lame Rosse
- Cattedrale di San Rufino
- Giardini del Frontone
- Rocca Paolina
- Etruscan Well




