
Family-friendly holiday rentals in Tolentino
Find and book unique family-friendly homes on Airbnb
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."

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.

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

Cosy apartment with swimming pool - Le Marche
Our agriturismo is beautifully located on a hill, surrounded by forests and nature, close to historic villages and towns and 45 minutes drive from the beach. From our swimming pool, you have a beautiful view of the valley. We are located in the Le Marche region where you can still experience the authentic Italy. In 2020, the Le Marche region was named one of the most beautiful regions in the world to visit! Our small-scale agriturismo contains 4 authentic apartments. Benvenuto!

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 ♥️

Villa La Capuccina - Private pool, beach 20 km
Villa La Capuccina is a wonderful private villa with pool in Le Marche region in Corinaldo, a small charming town which has been included among the most beautiful borgos of Italy. Surrounded by a large garden full of plants, this villa is the ideal place for a holiday in complete relaxation. It is at short distance from the Adriatic coast, near the most renowned seaside resorts of the area including Senigallia and the Conero Riviera.

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.

"Al Belvedere" Charme & View Tourist Lease
In a XII century building, the property, with a suggestive access, is valorized by a large, furnished terrace overlooking the wide valley facing Assisi, Spoleto, Bastia Umbra, Bevagna, Castel Ritaldi , Trevi, Montefalco and Perugia. My accommodation is suitable for couples, nature fans, families (max 2 children) and 'hairy' friends (pets). We are eco-friendly ... At Belvedere Electricity is 100% from renewable sources! :-)

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.

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.
Popular amenities for Tolentino family-friendly rentals
Family-friendly home rentals with a hot tub

AndreoliScipioniLoriana 4/8 Guests Exclusive pool

Hillside chalet in stone and wood.

Villa Ermelinda · Ville Carborello Weddings

House with mountain views

DREAM IN THE HEART OF ASSISI PERFETTA LETIZIA HOME

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

Vitali House Umbria, Villa with Garden

Ca Paravento - Cabin in the Forest

The Colored House

[Sibillini view and Relax] Villa Amici

La Casa dell'Olmo

Villa Surrounded by Serenity – Maria

Escape to Umbria, Mevania Villa

Emilia's House
Family-friendly home rentals with a pool

Casale Biancopecora, Casa Cerqua

Tower - Fonte Sala Agritourism

Casa Pilar 4+1, Emma Villas

Cà Panicale exclusive home relaxation and wellness

A country house in a natural setting – Villa in Assisi

Casa del Ponte - Holiday Cottage in Le Marche

An oasis in a historic monastery

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 | £156 | £151 | £147 | £97 | £105 | £149 | £174 | £174 | £123 | £123 | £129 | £167 |
| 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 £37 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
- Rentals with outdoor seating Tolentino
- House rentals Tolentino
- Pet-friendly rentals Tolentino
- Rentals with a fireplace Tolentino
- Rentals with a washing machine and dryer Tolentino
- Rentals with a patio Tolentino
- Flat rentals 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
- Tennis Riviera Del Conero
- Mount Subasio
- Sibillini Mountains
- Spiaggia di San Michele
- Sirolo
- Gola del Furlo
- Spiaggia Urbani
- Rocca Roveresca
- Spoleto Cathedral
- Rocca Maggiore
- Palazzo Ducale
- Cathedral of San Lorenzo
- Fonti Del Clitunno
- Eremo delle Carceri
- Cattedrale di San Rufino
- Spiaggia della Torre
- National Gallery





