
Family-friendly holiday rentals in Tolentino
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Tolentino

Total holiday rentals
Explore 40 holiday rentals in Tolentino

Nightly prices starting at
Tolentino holiday rentals start at $70 AUD per night before taxes and fees

Verified guest reviews
Over 450 verified reviews to help you choose

Pet-friendly accommodation
Find 20 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

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, 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 family-friendly rentals in Tolentino
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Farmhouse in Nature
Country house that offers moments of tranquility in a serene atmosphere, we produce DOC wine and EVO Oil. The Marche region is full of wonders given by Mother Nature, the sea, the mountains, the valleys dotted with rivers, the gorges and the natural passes of the Apennines, or built by the wisdom of renowned artists. But the works created by the simple hand of the farmer certainly do not disfigure in the panorama that opens before your eyes. "...may your walk be light, traveler, and your heart light."
4.96 out of 5 average rating, 81 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.
4.82 out of 5 average rating, 11 reviews
Farmhouse with garden and pool for exclusive use of wifi
Casale Nonno Dario is a typical Marche countryside home nestled in the hills of the Balcone delle Marche and a strategic position to enjoy the surrounding beauty from the sea to the mountains It is located in the hamlet of Castelletta and includes a living area with a lounge, kitchen and fireplace. Bathroom with shower. Sleeping area with 3 double bedrooms and the possibility of adding a crib and a cot. Large outdoor garden with swimming pool, umbrella, barbecue Free parking on the property.
5.0 out of 5 average rating, 54 reviews
GrazieSole Agriturismo exclusive whole house
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
I light up with immense
Enjoy a different vacation and regenerate your body and mind. Bring books to read under the mulberry trees. Walk through nature, breathing healthy air and traveling kilometers of countryside with organic crops while observing the landscape where nature has been able to create paintings. Relax with the whole family, living days with a different spirit and more attention to those close to you, in accommodation where serenity, atmosphere and nature make everything wonderfully unique.
4.9 out of 5 average rating, 30 reviews
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.
4.74 out of 5 average rating, 154 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.
4.98 out of 5 average rating, 45 reviews
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.
4.91 out of 5 average rating, 90 reviews
Casale del Menotre | Countryside Umbrian Retreat
Just minutes from Assisi, between Rasiglia, Spello, and the Menotre Waterfalls, the tourist rental welcomes you. After a day discovering Umbria, just relax in the hydromassage, hammock, deckchairs and BBQ area immersed in nature and the silence of the Umbrian landscape. The house has Wi-Fi, Smart TV with access to personal Netflix, air conditioning and 3 bedrooms, one of which has a private bathroom. Non-entrepreneurial tourist rental without additional services.
5.0 out of 5 average rating, 7 reviews
Elisei Farmhouse – Attic, Pool, Sauna, 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
5.0 out of 5 average rating, 7 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!
4.98 out of 5 average rating, 42 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.
4.98 out of 5 average rating, 88 reviewsPopular amenities for Tolentino family-friendly rentals
Family-friendly home rentals with a hot tub

Hideaway Cottage, amazing country views, hot tub
4.88 out of 5 average rating, 116 reviews
Hillside chalet in stone and wood.
4.99 out of 5 average rating, 163 reviews
SUNSET SUITE SPA
4.92 out of 5 average rating, 113 reviews
Terrazza Numana - 50 meters from the sea
4.99 out of 5 average rating, 105 reviews
D'In Su la Vetta Apartment: with pool
5.0 out of 5 average rating, 38 reviews
Deluxe apartment
5.0 out of 5 average rating, 9 reviews
Rooms for rent in the Marche region - Treia Dreamland
5.0 out of 5 average rating, 13 reviews
Chalet Fiastra
5.0 out of 5 average rating, 16 reviewsFamily- and pet-friendly home rentals

For those who love tranquility!
4.97 out of 5 average rating, 187 reviews
"Al Belvedere" Charme & View Tourist Lease
4.96 out of 5 average rating, 274 reviews
SFERISTERIO APARTMENT
4.88 out of 5 average rating, 125 reviews
Stay in nature: Casa Kikenda Relais
4.98 out of 5 average rating, 43 reviews
Casa Torre - Frantoio Apartment
4.73 out of 5 average rating, 30 reviews
House with pool, 1st floor, Villa Cerqueto
5.0 out of 5 average rating, 73 reviews
The River House: Relax in the Marche's natural surroundings
4.94 out of 5 average rating, 97 reviews
Historic Residence Santa Cassella 7
5.0 out of 5 average rating, 8 reviewsFamily-friendly home rentals with a pool

Villa in the Sibillini Mountains, Pool & Privacy
5.0 out of 5 average rating, 5 reviews
Casa Janna Cottage | Pool + 2 Suites
5.0 out of 5 average rating, 4 reviews
La Ponderosa Couple
4.97 out of 5 average rating, 34 reviews
Casa Leccino (house with a view)
4.99 out of 5 average rating, 71 reviews
The sweet Visciola
4.96 out of 5 average rating, 96 reviews
Casa del Melograno in Pianciano
4.7 out of 5 average rating, 10 reviews
the haybarn of Spiazzette
5.0 out of 5 average rating, 14 reviews
The house on the Adriatic
4.94 out of 5 average rating, 18 reviewsWhen is the best time to visit Tolentino?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $292 AUD | $283 AUD | $276 AUD | $298 AUD | $341 AUD | $320 AUD | $325 AUD | $325 AUD | $229 AUD | $231 AUD | $242 AUD | $312 AUD |
| 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 |
Destinations to explore
- Riviera del Conero
- Senigallia Beach
- Basilica of St Francis
- Frasassi Caves
- Sibillini Mountains National Park
- Spiaggia Urbani
- Sibillini Mountains
- Furlo Gorge Nature Reserve
- Shrine of the Holy House
- Sirolo
- Mount Subasio
- Tennis Riviera Del Conero
- Gola del Furlo
- Rocca Roveresca
- Spiaggia della Torre
- Fonti Del Clitunno
- Rocca Maggiore
- Spoleto Cathedral
- Lame Rosse
- Cattedrale di San Rufino
- Eremo delle Carceri
- National Gallery
- Etruscan Well
- Basilica di Santa Maria degli Angeli





