
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 $86 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.

Panoramic Porta Fontevecchia house.
Surrounded by greenery and tranquility, it is the ideal vacation home for those seeking peace, silence and relaxation. Large, spacious, bright, with a breathtaking view and different environments to take advantage of. Dating back to 1600, finely renovated, it is located in Umbria, in the historic center of Spello, in a privileged position close to numerous art sites. It enjoys a unique view that sweeps from Mount Subasio to Assisi and from the Foligno valley to Spoleto. Reachable by car, it is 200 meters from the parking lots.

The sweet Visciola
La Dolce Visciola is located among the green hills of the Marche region and overlooks a splendid panorama that stretches from the countryside to the sea. Ideal place for those who love to relax surrounded by nature. For those who want to recharge their batteries while staying at the farmhouse, you will find a large garden with swimming pool, bocce ball court and barbecue. In addition, for those who wish, you can taste some local delicacies from our farm, to fully experience your stay in the Marche through all the senses.

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.

Stay in nature: Casa Kikenda Relais
Oasi di pace e tranquillità nel cuore delle colline marchigiane, a due passi da uno dei borghi più belli d'Italia: Treia (MC). Il nostro casale sorge nel silenzio della campagna, immerso nella natura incontaminata dell'azienda agricola biologica Kikenda (dal latino "piccola luce"), circondati da un ampio giardino, dal frutteto di varietà antiche e dall'oliveto. Accogliamo felicemente i vostri amici pelosi purché di piccola taglia (max 10 kg) e con un supplemento giornaliero di € 15.

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.

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.

Elisei Agritourism – Apartment with Pool, Sauna, and 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

The House in the Castle
A fully-equipped independent house in a medieval stone hamlet perched on the Umbrian mountains and surrounded by Nature. A private garden to relax and unwind from the heat while enjoying the stunning view on the sunset, and a central point to reach the Valnerina and the hilltop towns of Spoleto, Trevi, Montefalco and Assisi. Enjoy Umbria at its best: luxurious nature, great excursions, good food and thousands of years of art and history to explore!

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

Hillside chalet in stone and wood.

VacanzeNelVerdeGenga 2/4guests Exclusive

House with mountain views

Breath of Nature

Wellness Cave & Panoramic Views | Casa di Lucy

Terrazza Numana - 50 meters from the sea

House - Il Gioiello - with Jacuzzi and Sauna
Family- and pet-friendly home rentals

Charming cottage in the Assisi countryside

Casale Biancopecora, Casa Cerqua

Historic Residence Santa Cassella 7

Magical chalet

Chalet Monte Alago - The only chalet in the Park

AC|Private Garden|Experiences|Pool|Assisi 20 km

Traditional 3-bedroom cottage with large garden

The Guest House of the Tavignano Estate
Family-friendly home rentals with a pool

Casa Di Cristo - A Rustic Charm Oasis

Quiet Organic vineyard & farmhouse, Central Italy.

Villa Torre Anna: Historic Tower, Swimming Pool, and Jacuzzi

Villa degli Olivi

Casa Moscatel - rural idyll, stunning panorama

La Ponderosa Couple

Farmhouse and Pool amid olive grooves| Assisi 20km

Junior Suite Sole | Pool + Hill View
When is the best time to visit Tolentino?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $359 NZD | $347 NZD | $338 NZD | $223 NZD | $242 NZD | $342 NZD | $398 NZD | $398 NZD | $282 NZD | $283 NZD | $297 NZD | $383 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
- Pet-friendly rentals Tolentino
- Rentals with a patio Tolentino
- Rentals with a fireplace Tolentino
- House rentals Tolentino
- Rentals with outdoor seating Tolentino
- Rentals with pools Tolentino
- Apartment rentals Tolentino
- Rentals with a washing machine and dryer Tolentino
- Family-friendly rentals Macerata
- Family-friendly rentals Marche
- Family-friendly rentals Italy
- Riviera del Conero
- Senigallia Beach
- Basilica of St Francis
- Frasassi Caves
- 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
- Spiaggia della Torre
- Rocca Maggiore
- Fonti Del Clitunno
- Palazzo Ducale
- Cathedral of San Lorenzo
- Basilica Santa Rita da Cascia
- Lame Rosse
- Eremo delle Carceri
- Cattedrale di San Rufino





