
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 $85 NZD 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."

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.

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.

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.

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.

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.

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.

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!

Chalet Monte Alago - The only chalet in the Park
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.

Villa in the Sibillini Mountains, Pool & Privacy
Private pool villa in Sant’Angelo in Pontano, among the rolling hills of Marche at the foot of the Sibillini Mountains. Sleeps up to 8 with 4 double bedrooms, all with en-suite bathrooms (3 upstairs + 1 in a separate annex), Wi-Fi and air conditioning. Large shaded porch for outdoor dining, lounge corners, and an outdoor BBQ/oven area. Great base for the Sibillini Park and Lake Fiastra.

Country House with Pool and Garden
Country house with swimming pool and garden - The farmhouse with swimming pool is located in the countryside with well-kept and completely renovated furnishings, for a relaxing vacation 5 km from the Fiastra Abbey Nature Reserve, 30 km from the entrance to the Monti Sibillini Park, 30 km from the Adriatic Sea and 60 km from the Conero Riviera.

[Luxury Seafront Penthouse] Parking & Beach
Property managed by Host Hero Marche Welcome to our exclusive penthouse on the sixth floor of a recently built building, located in a privileged position along the seafront of Civitanova Marche. This apartment offers breathtaking sea views and unparalleled comfort, making it perfect for a relaxing and rejuvenating vacation.
Popular amenities for Tolentino family-friendly rentals
Family-friendly home rentals with a hot tub

Elisei Farmhouse – Attic, Pool, Sauna, Spa

Hillside chalet in stone and wood.

VacanzeNelVerdeGenga 2/4guests Exclusive

Villa with exclusive private, heated pool

Rooms for rent in the Marche region - Treia Dreamland

Breath of Nature

Chalet Fiastra

Wellness Cave & Panoramic Views | Casa di Lucy
Family- and pet-friendly home rentals

Historic Residence Santa Cassella 7

The Guest House of the Tavignano Estate

"Al Belvedere" Charme & View Tourist Lease

Private Umbrian Villa w Mineral Salt Pool

Palco 105

T'amo house-central apartment near parking-

GrazieSole Agriturismo exclusive whole house

Beautiful farmhouse apartment - Assisi
Family-friendly home rentals with a pool

Casa Janna Cottage | Pool + 2 Suites

The sweet Visciola

VillaSubasioRelax, Umbria, Spello, Assisi, swimming pool

Villa Alice

Villa degli Olivi

Panoramic country villa with pool

House with pool, 1st floor, Villa Cerqueto

San Sebastiano Apartment
When is the best time to visit Tolentino?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $357 NZD | $345 NZD | $336 NZD | $363 NZD | $416 NZD | $391 NZD | $396 NZD | $396 NZD | $280 NZD | $282 NZD | $295 NZD | $381 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 |
Destinations to explore
- Riviera del Conero
- Senigallia Beach
- Basilica of St Francis
- Frasassi Caves
- Spiaggia Urbani
- Sibillini Mountains National Park
- 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
- Rocca Maggiore
- Spoleto Cathedral
- Fonti Del Clitunno
- Palazzo Ducale
- Basilica Santa Rita da Cascia
- Cathedral of San Lorenzo
- Lame Rosse
- Eremo delle Carceri
- Cattedrale di San Rufino





