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

Stay in nature: Casa Kikenda Relais
A haven of peace and tranquillity in the heart of the Marche hills, a stone's throw from one of Italy's most beautiful villages: Treia (MC). Our farmhouse is nestled in the peaceful countryside, surrounded by the unspoilt natural setting of the Kikenda (from the Latin for ‘little light’) organic farm, with a large garden, an orchard of heritage varieties and an olive grove. We are happy to welcome your furry friends, provided they are small (max. 10 kg) and subject to a daily supplement of €15.

Explore Le Marche from a Sunny, Comfortable Base
Located in the heart of Le Marche, which ranked 2nd, in Lonely Planet's 2020 list of "The Top 20 Regions in the World to Visit". This spacious apartment and gardens, provide the perfect base to relax, or explore. Within 40 mins drive of mountains, lakes and the sea, with many, ancient hilltop towns to explore. 5 mins' drive to Mogliano, where you can buy everything you need for your stay. Nature reserves, outdoor markets, health spas, hiking, biking and riding trails all within easy reach.

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

Mondomini-Large apartment with panoramic terrace
Our charming house is on a top of a hill very close (5 mins drive) to the beach of Campofilone and Pedaso, arts and culture of Fermo, restaurants and dining in Campofilone, Grottammare, Cupra, Porto San Giorgio. You’ll love our place for the light, the coziness, the beautiful views of the sea, the hills and countryside, the mountains, its true peacefulness. Our place is good for couples, artists and writers, bikers and solo adventurers. We speak fluently English, French, Italian.

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 ♥️

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.

Villa Flavia in the Fermo hills
We would be delighted to host you in our flat of about 70 square metres, completely autonomous, 100% electric and independent adjacent to our home. The property, with a large garden, is located 30 minutes from the mountains and 15 minutes from the sea, immersed in the fermano hills. The flat consists of: 1 large living room with sofa bed 1 kitchen with table and appliances 1 bathroom 2 bedrooms, one with a double bed and one with bunk beds An outdoor table

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.

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

SUNSET SUITE SPA

D'In Su la Vetta Apartment: with swimming pool

Elisei Farmhouse – Attic, Swimming Pool, Sauna, Spa

Villa Ermelinda · Ville Carborello Weddings

Deluxe apartment

Breath of Nature

Wellness Cave & Panoramic Views | Lucy's House

Luxury Apartment with Pool - the Olive Tree
Family- and pet-friendly home rentals

Casale Biancopecora, Casa Cerqua

Farmhouse with garden and pool for exclusive use of wifi

[Sibillini view] Villa Amici

Chalet Monte Alago – The only mountain 'baita' in the park

The Guest House of the Tavignano Estate

Perla two-room apartment with valley view

Borgobo' Agritourism independent orange house

Elegant Casa Tosca with balcony [Sferisterio]
Family-friendly home rentals with a pool

Historic Residence Santa Cassella 7

Cosy apartment with swimming pool - Le Marche

Eremo wonderful villa with pool

The sweet Visciola

VillaSubasioRelax, Umbria, Spello, Assisi, swimming pool

Villa Margherita

I light up with immense

Private Umbrian Villa w Mineral Salt Pool
When is the best time to visit Tolentino?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £157 | £151 | £148 | £97 | £106 | £149 | £174 | £174 | £123 | £124 | £130 | £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 |
Destinations to explore
- Rentals with a washing machine and dryer Tolentino
- Pet-friendly rentals Tolentino
- Rentals with a patio Tolentino
- Rentals with a fireplace Tolentino
- House rentals Tolentino
- Rentals with outdoor seating Tolentino
- Flat rentals Tolentino
- Rentals with pools Tolentino
- Family-friendly rentals Macerata
- 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
- Spiaggia Urbani
- Furlo Gorge Nature Reserve
- Sibillini Mountains
- Tennis Riviera Del Conero
- Mount Subasio
- Sirolo
- Gola del Furlo
- Rocca Roveresca
- Spoleto Cathedral
- Rocca Maggiore
- Spiaggia della Torre
- Fonti Del Clitunno
- Palazzo Ducale
- Cathedral of San Lorenzo
- Mezzavalle
- Basilica Santa Rita da Cascia
- Lame Rosse
- Eremo delle Carceri





