
Family-friendly holiday rentals in Tolentino
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Top-rated family-friendly rentals in Tolentino
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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."

Opera & Nature Lovers Loft Suite 30 mins 2 Opera
Located in the heart of Le Marche—ranked 2nd in Lonely Planet's 2020 list of "The Top 20 Regions in the World to Visit"—this sunny apartment offers the perfect base to relax or explore. Just 30 minutes from the world-renowned open-air opera venue, the Sferisterio in Macerata, and within an hour to mountains, lakes, and the sea. Discover ancient hilltop towns, nature reserves, outdoor markets, health spas, and scenic hiking, biking, and riding trails. 5 mins’ drive to the village of Mogliano.

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.

Country Barn Retreat | Nature & Digital Detox
Former 19th-century hay barn immersed in the rolling hills of Le Marche. True silence, no phone signal, fast Wi-Fi and nature all around. Only 10 minutes from Macerata — yet a world away! Casa Galli is a restored late-1800s hay barn, attached to our family home and surrounded by open countryside. This is not a polished countryside resort: it is real rural life — light, birdsong, changing seasons, animals, earth. If that resonates with you, you’ll feel at home here ♥️

Agriturismo Elisei appartamento piscina 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

"La Quercia di Mamie" House and Private Pool
🏡 Independent house with private pool for exclusive use among woods and hills, 8 km from Spoleto (630m asl), in the village of Borgiano. Ideal for families or couples seeking silence and relaxation near the Ex-ferrovia Spoleto-Norcia trail. The house and the pool are entirely at your disposal and not shared with anyone. Note on the property: the estate is surrounded by nature and the house is not fenced; the only fully fenced area is the pool zone.

Casale del Menotre | Countryside Umbrian Retreat
In the heart of the Menotre Valley, near Rasiglia and the Menotre Waterfalls, Casale del Menotre welcomes you into an atmosphere of peace and relaxation. After a day exploring Umbria, unwind in the hot tub, hammock and BBQ area surrounded by nature. The house offers Wi-Fi, Smart TV with personal Netflix access, air conditioning and 3 bedrooms, one with private bathroom. Non-professional tourist rental without extra services.

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.

Country Chalet and mini spa
A welcoming and comfortable nest, immersed in the bright colors of the Umbrian countryside, among roses and lavender, in the silent garden that frames it... Live a romantic dream: let yourself be enveloped by the warmth of the hot tub, under a starry sky and in the heart of the magic of our chalet. An oasis of tranquility, but well connected to all the major attractions of the region...

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.

Spello Nunnery Apartment
This beautiful 2bedroom- accomodation is located in the upper part of the historical centre of Spello in the second Nunnery dedicated in times to Saint Claire. Offering all comforts, services and a breathtaking outside space, it is perfect for who is searching for a reenergizing romantic base from which to explore the umbrian valley.
Popular amenities for Tolentino family-friendly rentals
Family-friendly home rentals with a hot tub

Hillside chalet in stone and wood.

VacanzeNelVerdeGenga2 /4guests Exclusive

House with mountain views

DREAM IN THE HEART OF ASSISI PERFETTA LETIZIA HOME

Cà Panicale exclusive home relaxation and wellness

A JUMP IN THE ANCIENT ASSISI PERFETTA LETIZIA HOME

Elegant villa with swimming pool surrounded by greenery

Montana House in Stone-Garden-Panorama-Jacuzzi
Family- and pet-friendly home rentals

Casale Biancopecora, Casa Cerqua

For those who love tranquility!

Casa Flavia

SFERISTERIO APARTMENT

Magical chalet

La Casa dell'Olmo

Emilia's House

GrazieSole Agriturismo exclusive whole house
Family-friendly home rentals with a pool

Charming cottage in the Assisi countryside

Ca Paravento - Cabin in the Forest

Tower - Fonte Sala Agritourism

The "Capanna" among the olive trees, a special vacation

Accommodation in a farmhouse in Assisi

An oasis in a historic monastery

La Ponderosa Couple

Amazing Assisi
When is the best time to visit Tolentino?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $270 SGD | $261 SGD | $254 SGD | $168 SGD | $182 SGD | $257 SGD | $299 SGD | $299 SGD | $212 SGD | $213 SGD | $223 SGD | $288 SGD |
| 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 |
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 $65 SGD per night before taxes and fees

Verified guest reviews
Over 440 verified reviews to help you choose

Pet-friendly holiday rentals
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

Wifi availability
40 of Tolentino holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Tolentino rentals

4.8 Average rating
Tolentino stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- Pet-friendly rentals Tolentino
- House rentals Tolentino
- Flat rentals Tolentino
- Rentals with a fireplace Tolentino
- Rentals with a washing machine and dryer Tolentino
- Rentals with a patio Tolentino
- Rentals with outdoor seating Tolentino
- Rentals with pools Tolentino
- Family-friendly rentals Marche
- Family-friendly rentals Italy
- Riviera del Conero
- Senigallia Beach
- Frasassi Caves
- Basilica of St Francis
- Sibillini Mountains National Park
- Shrine of the Holy House
- Furlo Gorge Nature Reserve
- Mount Subasio
- Tennis Riviera Del Conero
- Spiaggia di San Michele
- Sibillini Mountains
- Sirolo
- Spiaggia Urbani
- Spoleto Cathedral
- Gola del Furlo
- Rocca Roveresca
- Rocca Maggiore
- Cathedral of San Lorenzo
- Fonti Del Clitunno
- Palazzo Ducale
- Cattedrale di San Rufino
- Eremo delle Carceri
- Parco Naturale Regionale Della Gola Della Rossa E Di Frasassi
- Spiaggia della Torre





