
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.

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."
4.96 out of 5 average rating, 82 reviews
Villa Ermelinda · Ville Carborello Weddings
Villa Ermelinda is a private 16th-century villa set among the rolling hills of Le Marche, ideal for intimate weddings, destination weddings and exclusive stays. It offers exclusive use, a panoramic pool, gardens, a big terrace and beautiful spaces for symbolic ceremonies, poolside aperitifs and dinners under the stars. Hosting up to 18 guests, it also works perfectly with nearby Villa Nasca & Villa Adele, just a few minutes away, for larger wedding groups and unforgettable wedding weekends.
4.82 out of 5 average rating, 11 reviews
Cottage Casa Janna | Pool + 2 Suites
A two-storey countryside house in the Marche hills, hosted by locals and shaped by food, nature, and a slow rhythm. A boutique stay with seasonal organic breakfast included. The house sleeps up to 4 guests and is fully independent, with living area, kitchen and 2 bedrooms. Private garden with dining and a premium two-person hammock. Shared pool for a small number of guests only (max 8 in tot) surrounded by rolling hills. Ideal for couples, friends or families seeking calm and a refined stay.
5.0 out of 5 average rating, 4 reviews
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.
5.0 out of 5 average rating, 57 reviews
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
4.95 out of 5 average rating, 151 reviews
GrazieSole Agriturismo exclusive whole house
The GrazieSole farmhouse is a newly renovated 1900s farmhouse, in a characteristic style with original stone walls, exposed bricks and ceilings with wooden beams, it has a 12-metre swimming pool with breathtaking views and a wide panorama that extends from the Sibillini Mountains to the adjacent hillside villages. It is located in open countryside one kilometer from the center of the village of Penna S. Giovanni, in a sunny and quiet position, surrounded by a garden and large green spaces.
5.0 out of 5 average rating, 8 reviews
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.
4.88 out of 5 average rating, 116 reviews
Experience Authentic Italian Village Life
Located in the heart of Le Marche, ranked 2nd in Lonely Planet’s 2020 list of “Top 20 Regions in the World to Visit.” This spacious apartment and garden offer the perfect base to relax or explore. Within 40 mins’ drive of mountains, lakes, and the sea, with many ancient hilltop towns nearby. Just 5 mins from Mogliano, where you’ll find everything you need for your stay. Nature reserves, outdoor markets, health spas, hiking, biking, and riding trails are all within easy reach.
4.98 out of 5 average rating, 47 reviews
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.
4.91 out of 5 average rating, 91 reviews
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.
4.98 out of 5 average rating, 128 reviews
The Sibyl
The La Sibilla penthouse is located in the historic center of Macerata, a stone's throw from the Sferisterio. It enjoys an extraordinary view that sweeps from the Sibillini Mountains to the Adriatic Sea, while from the second terrace in the sleeping area you can overlook the rooftops of Macerata. You will be immersed in a corner of tranquility, while having all the services of the city center. The building has only 4 apartments and an elevator.
4.99 out of 5 average rating, 106 reviews
Traditional 3-bedroom cottage with large garden
Forget your worries in this spacious and serene space. Absolutely tranquil, but less than a five minute drive from the bustling village of Sant’Angelo, which has three restaurants, three bars, and a theatre, as well as all local services. Relax and enjoy the views in the garden, or drive half an hour to the beach or a lake in the mountains, or explore the many beautiful hilltop towns in the area. Something for all tastes!
4.98 out of 5 average rating, 44 reviewsPopular amenities for Tolentino family-friendly rentals
Family-friendly home rentals with a hot tub

Hillside chalet in stone and wood.
4.99 out of 5 average rating, 165 reviews
SUNSET SUITE SPA
4.91 out of 5 average rating, 115 reviews
Terrazza Numana - 50 meters from the sea
4.99 out of 5 average rating, 105 reviews
Agriturismo Elisei – apartment, pool, sauna, spa
5.0 out of 5 average rating, 11 reviews
D'In Su la Vetta apartment with pool
5.0 out of 5 average rating, 41 reviews
Casale del Menotre | Countryside Umbrian Retreat
5.0 out of 5 average rating, 9 reviews
Breath of Nature
4.92 out of 5 average rating, 12 reviews
Laura's Country House
4.97 out of 5 average rating, 75 reviewsFamily- and pet-friendly home rentals

"Al Belvedere" Charme & View Tourist Lease
4.96 out of 5 average rating, 276 reviews
The River House: Relaxation in the Nature of the Marche region
4.94 out of 5 average rating, 100 reviews
SPELLO HOUSE Altana bright suite
4.99 out of 5 average rating, 107 reviews
Villa Margherita by Anita Villas
5.0 out of 5 average rating, 8 reviews
Casale Biancopecora, Casa Cerqua
5.0 out of 5 average rating, 46 reviews
Villa Malu- Private villa, pool, Le Marche
4.68 out of 5 average rating, 19 reviews
Casa Torre - Frantoio Apartment
4.73 out of 5 average rating, 30 reviews
Chalet Monte Alago – The only cabin in the park
4.97 out of 5 average rating, 33 reviewsFamily-friendly home rentals with a pool

Villa in the Sibillini Mountains, Pool & Privacy
5.0 out of 5 average rating, 7 reviews
I light up with immense
4.9 out of 5 average rating, 31 reviews
The sweet Visciola
4.96 out of 5 average rating, 98 reviews
La Ponderosa Couple
4.97 out of 5 average rating, 34 reviews
Casa Leccino (house with a view)
4.99 out of 5 average rating, 72 reviews
Casa Pace e Gioia - private pool & amazing views
4.9 out of 5 average rating, 20 reviews
Casa Moscatel - rural idyll, stunning panorama
5.0 out of 5 average rating, 16 reviews
Villa Parruccia with a pool and panoramic views
4.94 out of 5 average rating, 16 reviewsWhen 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 782 | ﺩ.ﺇ 896 | ﺩ.ﺇ 841 | 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
- Riviera del Conero
- Senigallia Beach
- Basilica of St Francis
- Frasassi Caves
- Sibillini Mountains National Park
- Spiaggia Urbani
- Sibillini Mountains
- Furlo Gorge Nature Reserve
- Shrine of the Holy House
- Sirolo
- Mount Subasio
- Tennis Riviera Del Conero
- Gola del Furlo
- Rocca Roveresca
- Spiaggia della Torre
- Fonti Del Clitunno
- Rocca Maggiore
- Spoleto Cathedral
- Cattedrale di San Rufino
- Lame Rosse
- Eremo delle Carceri
- National Gallery
- Basilica di Santa Maria degli Angeli
- Etruscan Well





