
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 $71 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, 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 family-friendly rentals in Tolentino
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

The River House: Relax in the Marche's natural surroundings
Wake up to the sound of the river. The River House is a recently renovated farmhouse nestled in the Marche countryside, where time slows down and silence is the true luxury. A large open-plan space with a fully equipped kitchen and living area can accommodate up to 8 people. The three double bedrooms — they guarantee privacy and comfort, with air conditioning and a Smart TV in each room. The two spacious bathrooms complete the picture. Outside, there is a barbecue, a garden with only nature, open air and the river.
4.94 out of 5 average rating, 100 reviews
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, 82 reviews
Casa Janna Cottage | 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
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
4.95 out of 5 average rating, 152 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.
4.88 out of 5 average rating, 116 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, 47 reviews
Villa Adele · Carborello Town
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
The Sibyl
The La Sibilla penthouse is located in the historic centre of Macerata, a stone's throw from the Sferisterio. It enjoys an extraordinary view that stretches from the Sibillini Mountains to the Adriatic Sea, while from the second terrace in the sleeping area you can look out over the rooftops of Macerata. You will be immersed in a peaceful corner, while still having all the amenities of the city centre. The building has only 4 apartments and is equipped with a lift.
4.99 out of 5 average rating, 108 reviews
Dimora nel Borgo - A Relaxing Home
The “Dimora nel Borgo” is a cozy home in the medieval historic center of Maiolati Spontini. It offers a relaxed and comfortable atmosphere, thanks to the recent and careful renovation, and the quiet and peaceful surrounding environment, inside a courtyard of yesteryear. A few meters from the house there are always free parking spaces available, there are no ZTL restrictions regarding the historic center. The house is complete with all amenities.
4.98 out of 5 average rating, 130 reviews
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.
4.99 out of 5 average rating, 166 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, 44 reviews
SFERISTERIO APARTMENT
A walk in the mountains? A weekend on the slopes? Or maybe you prefer a dip in the sea? Are you a rock concert or a gala evening at the theater type? Whoever you are, you'll have everything you want at your fingertips. Ideal for large families, groups of friends or couples who love wide open spaces. A stone's throw from the wonderful Sferisterio, but with a breathtaking view of our Marche hills.
4.88 out of 5 average rating, 127 reviewsPopular amenities for Tolentino family-friendly rentals
Family-friendly home rentals with a hot tub

SUNSET SUITE SPA
4.91 out of 5 average rating, 115 reviews
Terrazza Numana - 50 meters from the sea
4.99 out of 5 average rating, 105 reviews
D'In Su la Vetta apartment, a romantic cottage
5.0 out of 5 average rating, 41 reviews
[Luxury Seafront Penthouse] Parking & Beach
4.91 out of 5 average rating, 22 reviews
Sunset Breath
4.93 out of 5 average rating, 14 reviews
Casale del Menotre | Countryside Umbrian Retreat
5.0 out of 5 average rating, 11 reviews
Laura's Country House
4.97 out of 5 average rating, 75 reviews
VacanzeNelVerdeGenga 2/4guests Exclusive
4.98 out of 5 average rating, 56 reviewsFamily- and pet-friendly home rentals

Former carpentry shop with garden 100 meters from the Sferisterio
4.74 out of 5 average rating, 156 reviews
"Al Belvedere" Charme & View Tourist Lease
4.96 out of 5 average rating, 277 reviews
SPELLO HOUSE Altana bright suite
4.99 out of 5 average rating, 107 reviews
For those who love tranquility!
4.97 out of 5 average rating, 190 reviews
Entire Apartment - Macerata
4.96 out of 5 average rating, 104 reviews
The house in the old granary
4.91 out of 5 average rating, 91 reviews
Villa Petra by Anita Villas
5.0 out of 5 average rating, 6 reviews
Farmhouse with garden and pool for exclusive use of wifi
5.0 out of 5 average rating, 58 reviewsFamily-friendly home rentals with a pool

I light up with immense
4.91 out of 5 average rating, 32 reviews
The sweet Visciola
4.96 out of 5 average rating, 98 reviews
CASA DEL MONTE in total relaxation
5.0 out of 5 average rating, 34 reviews
Private Umbrian Villa w Mineral Salt Pool
4.98 out of 5 average rating, 44 reviews
Luxury Apartment with pool - Villa the Stable
5.0 out of 5 average rating, 4 reviews
La Ponderosa Couple
4.97 out of 5 average rating, 34 reviews
Hidden Gem in the Heart of Umbria
4.99 out of 5 average rating, 73 reviews
Casa Leccino (house with a view)
4.99 out of 5 average rating, 72 reviewsWhen is the best time to visit Tolentino?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $297 AUD | $287 AUD | $280 AUD | $303 AUD | $347 AUD | $326 AUD | $330 AUD | $330 AUD | $233 AUD | $235 AUD | $246 AUD | $317 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
- Furlo Gorge Nature Reserve
- Sibillini Mountains
- 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
- Cattedrale di San Rufino
- Eremo delle Carceri
- Lame Rosse
- National Gallery
- Basilica di Santa Maria degli Angeli
- Etruscan Well





