
Family-friendly vacation rentals in Tolentino
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Tolentino

Total vacation rentals
Explore 40 vacation rentals in Tolentino

Nightly prices starting at
Tolentino vacation rentals start at ﺩ.ﺇ 184 per night before taxes and fees

Verified guest reviews
Over 450 verified reviews to help you choose

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Vacation rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
40 of Tolentino vacation 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.

Stay in nature: Casa Kikenda Relais
An oasis of peace and tranquility in the heart of the Marche hills, a stone's throw from one of the most beautiful villages in Italy: Treia (MC). Our farmhouse is located in the silence of the countryside, immersed in the unspoiled nature of the Kikenda organic farm (from the Latin "small light"), surrounded by a large garden, the orchard of ancient varieties and the olive grove. We happily welcome your furry friends as long as they are small (max 10 kg) and with 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.

Historic Residence Santa Cassella 7
PLEASE NOTE: MORE HOUSING SOLUTIONS ARE AVAILABLE Immersed in the Marche countryside, in a natural oasis, surrounded by vineyards and fruit trees, you can find the Santa Cassella Historic Residence. Beautiful 1600s villa finely renovated, wrapped in an atmosphere of peace and relaxation. The proximity to the Sea, the Conero Riviera, the Sanctuary of the Madonna di Loreto, and the house of the poet Leopardi, make the Santa Cassella Historic Residence the ideal choice for your holidays.

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.

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.

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.

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.

Chalet Monte Alago – The only cabin in the park
The only mountain lodge immersed directly in the meadows of Monte Alago, between Umbria and Marche. Full house for up to 6 people, ideal for those looking for nature, silence, privacy, and natural fresh air. Surrounded only by meadows, woods and trails: perfect for relaxation, hiking, walks, barbecues and days outdoors. A short walk from the Pian delle Stelle and Cinicchia restaurants. By night, a starry sky with no lights around.

"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! :-)

Breath of Nature
Respiro di Natura is a retreat nestled among the gentle hills of the Marche region, where time slows down and silence embraces you. A bright home immersed in the countryside, featuring a panoramic swimming pool where you can dive into peace and the colors of the sunset. Here you wake up to the scents of the earth, breathe in freedom, and listen to the wind. The perfect place to reconnect with nature — and with yourself.

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

SUNSET SUITE SPA

Agriturismo Elisei – apartment, pool, sauna, spa

Hillside chalet in stone and wood.

Deluxe apartment

Chalet Fiastra

Terrazza Numana - 50 meters from the sea

House - Il Gioiello - with Jacuzzi and Sauna

Dimora VistaMare 2.0
Family- and pet-friendly home rentals

Casale Biancopecora, Casa Cerqua

Farmhouse with garden and pool for exclusive use of wifi

The House in the Castle

Magical chalet

Traditional 3-bedroom cottage with large garden

Villa Margherita

The Guest House of the Tavignano Estate

House with pool, 1st floor, Villa Cerqueto
Family-friendly home rentals with a pool

Casa Leccino (house with a view)

Eremo wonderful villa with pool

The sweet Visciola

VacanzeNelVerdeGenga 2/4guests Exclusive

House with mountain views

VillaSubasioRelax, Umbria, Spello, Assisi, swimming pool

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 | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 768 | ﺩ.ﺇ 742 | ﺩ.ﺇ 723 | ﺩ.ﺇ 477 | ﺩ.ﺇ 518 | ﺩ.ﺇ 731 | ﺩ.ﺇ 852 | ﺩ.ﺇ 852 | ﺩ.ﺇ 602 | ﺩ.ﺇ 606 | ﺩ.ﺇ 635 | ﺩ.ﺇ 819 |
| 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
- Pet-friendly rentals Tolentino
- Rentals with a patio Tolentino
- Rentals with a fireplace Tolentino
- House rentals Tolentino
- Rentals with outdoor seating Tolentino
- Apartment rentals Tolentino
- Rentals with pools Tolentino
- Rentals with a washer and dryer 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





