
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.

The River House: Relaxation in the Nature of the Marche region
Wake up to the sound of the river. The River House is a recently renovated farmhouse immersed in the Marche countryside, where time slows down and silence is the true luxury. A large open space with a fully equipped kitchen and living area accommodates up to 8 people. The three double bedrooms guarantee privacy and comfort, with air conditioning and a Smart TV in each room. The two spacious bathrooms complete the picture. Outside, there is a barbecue, a garden, just nature, the open air, and the river.
Indoor spacesFamilyWifi
4.94 out of 5 average rating, 100 reviews
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."
KitchenIndoor spacesNearby
4.96 out of 5 average rating, 82 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.
Indoor spacesKitchenOutdoor spaces
5.0 out of 5 average rating, 58 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
FamilyKitchenGetting around
4.95 out of 5 average rating, 152 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.
FamilyIndoor spacesCheckout
5.0 out of 5 average rating, 8 reviews
Former carpentry shop with garden 100 meters from the Sferisterio
Recently renovated former carpenter's tavern with a beamed ceiling, new bathroom with large shower, an armchair, a large double bed measuring 190x165, a sofa that becomes a bed measuring 120x200, a queen-size bed, TV, refrigerator, coffee machine and microwave. Outdoor garden with table and basketball court Very close to the Sferisterio, 100 meters away (Corso Cairoli). There are several grocery stores, bakeries, and a pastry shop nearby, 20 meters away. Hospital 200 meters away.
Indoor spacesFamilyCheckout
4.74 out of 5 average rating, 155 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.
Indoor spacesKitchenLayout
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.
Indoor spacesKitchenComfort
4.98 out of 5 average rating, 47 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.
FamilyIndoor spacesQuiet
4.98 out of 5 average rating, 130 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.
Indoor spacesFamilyCheck-in
4.99 out of 5 average rating, 106 reviews
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.
FamilyKitchenCheck-in
4.99 out of 5 average rating, 166 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!
KitchenFamilyCondition
4.98 out of 5 average rating, 44 reviewsPopular amenities for Tolentino family-friendly rentals
Family-friendly home rentals with a hot tub

Terrazza Numana - 50 meters from the sea
FamilyKitchenLocation
4.99 out of 5 average rating, 105 reviews
D'In Su la Vetta apartment with pool
Indoor spacesKitchenComfort
5.0 out of 5 average rating, 41 reviews
Villa Ermelinda · Ville Carborello Weddings
KitchenFamilyQuiet
4.82 out of 5 average rating, 11 reviews
Agriturismo Elisei – apartment, pool, sauna, spa
FamilyIndoor spacesBathroom
5.0 out of 5 average rating, 12 reviews
[Luxury Seafront Penthouse] Parking & Beach
Indoor spacesCleanlinessAir conditioning
4.91 out of 5 average rating, 22 reviews
Laura's Country House
Indoor spacesKitchenAir conditioning
4.97 out of 5 average rating, 75 reviews
Sunset Breath
Indoor spacesFamilyAccuracy
4.92 out of 5 average rating, 13 reviews
Casale del Menotre | Countryside Umbrian Retreat
Indoor spacesFamilyComfort
5.0 out of 5 average rating, 10 reviewsFamily- and pet-friendly home rentals

"Al Belvedere" Charme & View Tourist Lease
KitchenFamilyAccuracy
4.96 out of 5 average rating, 277 reviews
For those who love tranquility!
KitchenFamilyWalkability
4.97 out of 5 average rating, 190 reviews
SPELLO HOUSE Altana bright suite
FamilyKitchenLayout
4.99 out of 5 average rating, 107 reviews
Entire Apartment - Macerata
FamilyIndoor spacesSleep quality
4.96 out of 5 average rating, 104 reviews
The Guest House of the Tavignano Estate
Indoor spacesFamilyParks
4.98 out of 5 average rating, 88 reviews
Villa Petra by Anita Villas
Indoor spacesDecorCheck-in
5.0 out of 5 average rating, 6 reviews
The house in the old granary
KitchenFamilyPets
4.91 out of 5 average rating, 91 reviews
CASA DEL MONTE in total relaxation
Indoor spacesKitchenAmenities
5.0 out of 5 average rating, 34 reviewsFamily-friendly home rentals with a pool

Cottage Casa Janna | Pool + 2 Suites
FamilyNearbyPool
5.0 out of 5 average rating, 4 reviews
I light up with immense
Indoor spacesFamilySleep quality
4.91 out of 5 average rating, 32 reviews
The sweet Visciola
FamilyIndoor spacesAccuracy
4.96 out of 5 average rating, 98 reviews
Private Umbrian Villa w Mineral Salt Pool
Indoor spacesKitchenLocation
4.98 out of 5 average rating, 44 reviews
Hidden Gem in the Heart of Umbria
FamilyIndoor spacesQuiet
4.99 out of 5 average rating, 73 reviews
La Ponderosa Couple
FamilyIndoor spacesOutdoor spaces
4.97 out of 5 average rating, 34 reviews
Casa Raggia
KitchenFamilyBathroom
5.0 out of 5 average rating, 17 reviews
Casa Pace e Gioia - private pool & amazing views
FamilyIndoor spacesDecor
4.9 out of 5 average rating, 20 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





