
Family-friendly vacation rentals in Tolentino
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Top-rated family-friendly rentals in Tolentino
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Popular amenities for Tolentino family-friendly rentals
Family-friendly home rentals with a hot tub

Jacuzzi, relax, free parking, 100m from city gate
Had an amazing stay here - Angela was a perfect host and the spot was gorgeous! The sunset from the olive grove was so magical - Would reccomend this place to everyone!!! Thank you so much!

La piazzetta in the medieval castle of Saragano
We had a wonderful stay; they were there to greet us. The place was clean quiet and comfortable. The view was wonderful.

VacanzeNelVerdeGenga2 /4guests Exclusive
Claudia’s home was absolutely wonderful and so was she! We stayed for 4 days— too short a time—and ended up spending much of our time at the house. Claudia had excellent recommendations for local food and activities (including homemade pasta at the local market, which we loved cooking in the beautiful kitchen) and was always available to answer questions. The location is well situated— less than an hour from a variety of sights, from the frassasi caves to beaches and hillside towns scattered around Umbria and Marche. Wineries, olive groves, biking, hiking, etc. Plenty of activities to keep you busy, but our favorite thing was to enjoy the home, listen to the birds, and watch the sunset from the pool or hot tub. We also loved being here in early/mid May, when temps can be a bit cool but tourist crowds are still small. Highly recommend.

Palazzo Scagliae Castle Gubbio Huge
Our stay at this medieval castle was truly unforgettable. The hosts were exceptionally welcoming and went above and beyond to help us when our car had mechanical issues. The back terrace offered breathtaking views, and the serenity of the location made it the perfect retreat, far from any hustle and bustle. The beds were super comfortable, ensuring a great night's sleep. Living in a medieval castle was an incomparable experience, and we loved the friendly visits from Pepita, the dog. The only minor inconvenience was the limited hot water supply for six people, but it didn't overshadow our wonderful stay. Highly recommended!

In the hills ten minutes from the sea by car
The house had everything that could be needed. It was a 10 minute drive to the sea. It was cooler at night because of its high location. The view and terrace were lovely. We would definitely prefer it again on our next trip to this area. Thanks Franca Arrivederci

home holidays - b&b
Everything about our stay was perfect. Elisabetta is an incredibly warm and hospitable woman. Our breakfast each morning prepared by her wonderful son was a beautiful was to start each day. Her B&B is the perfect respite! We will return!

A breathtaking retreat in the Montefeltro hills
Amazing place. Highly recommended. Thank you so much 😊beautiful location. Really lovely hosts. We will be back

Abruzzo * Wonderful flat close to the beach *
We stayed here to escape the British winter and we couldn’t have stayed in a better place to both work from and to discover this wonderful part of Italy. Luciano was on hand via messaging, he gave us gifts, cooked for us, dropped a meal in when I was poorly and was all in all the perfect host…without being intrusive. The apartment is a fabulous size, the beds are comfy and there is plenty of room for two people to work…and also good wifi. There are handy supermarkets within a 5 minute walk and larger ones within a 2 minute drive. We’d recommend you have a car to explore the area fully, but there are also plenty of villages close enough to walk/cycle to. For cycling the area is particularly excellent. We loved our time here. Returning is our priority!
Family- and pet-friendly home rentals

Il Selvaggio Apartment
We stayed at the “Il Selvaggio” apartment for the entire month of August and it was a wonderful experience. The apartment, inside a renovated villa in an enchanting and very evocative setting, is equipped with everything you need for a perfect stay. The house is beautiful, very clean, quiet and with a terrace and a magnificent view. Appliances, mattresses, pillows, bathroom, and furniture are chosen with great taste and functionality. The location also allows you to visit both the south of the Marche and the north of Abruzzo with ease. Supermarkets, ice cream parlors, restaurants are easily accessible. Teresa, her husband and children were very kind: they were very discreet people, but at the same time attentive to our needs and gave us a lot of useful advice. The garden produce was superb: tomatoes and salad with unique flavors. We hope to be able to return in the fall/winter!

La Palazzetta di Assisi - Mandorlo Farmhouse
We rented an apartment for 5 people in this house. The house and the surroundings are beautiful, it was very clean inside and everything smelled like lavender (you could tell the host wanted to make us feel very welcome :) ). Beautiful and well-maintained interior – everything looked just like in the photos.

La Casa dell'Olmo
very nice place. would recommend it to anyone visiting Assisi.

House near the sea, Campofilone
Our stay was simply perfect, the two of them were extraordinarily helpful and the house was so clean and tidy that we have never felt as comfortable in other places as we did here. They were really friendly hosts and in addition they took care of our furry friend when we were not at home... an unforgettable experience, in fact, we will soon be more than happy to go back! thank you.

Loggia of the Comacine Masters
This is the second time we have stayed at Ferdinando's apartment in Assisi and we would go back again. It is a beautiful apartment, well-located in Assisi.

Borgo Canapegna - "La Quercia d'oro" - private pool
It was an amazing stay at Stefanias apartment, we really enjoyed the surrounding of the mountains. It was perfect to relax and chill at the pool with a great view and also to explore Fabriano and Frasassi area. There was nothing we missed, the multiple bathrooms were really great for staying with friends. We would really recommend to stay there.

Terrazze sul borgo
The house is nestled in a village rich in history, and you can walk to both the sea and the surrounding woods, taking beautiful walks. We were greeted by co-host Antonella who did her best to help us with our luggage (our car was too big and we were unable to enter the square in front of the house). The ground floor has undergone a conservative renovation that respected the original materials but ensured significant efficiency, new bathrooms, new kitchen, excellent heating considering the many rooms. The house is cozy, bright, spacious (three bedrooms and two bathrooms) and there are two beautiful terraces with an unparalleled sea view. We had a great time and really enjoyed life in the village.

Historic farmhouse in the woods
Sara and her family were great hosts, very kind and just great people! Their place was better that we could even imagine. Every morning we could spot deer walking across the valley, pheasants with fluttering sounds...Everything was serene and breathtaking. The place was very clean and had everything we needed. Sara's family was beyond hospitable and very responsive to any questions. I am already writing this review with sadness at how much we miss this one-of-a-kind experience.
Family-friendly home rentals with a pool

Nest on the Hills , Country House, Trecastelli
Silke was WONDERFUL! She was extremely responsive and helped with incredible recommendations and even made reservations for our group. She was friendly and was around to assist to however not intrusive. Our time there would not have been the same without her there! The views were stunning, even with the rain we had plenty to do and places to spend time. We spent many nights with great memories made on the veranda! Her house was magical and she was a joy! Thank you Silke! - Your Minnesota friends!

Charming cottage in the Assisi countryside
It is such a glorious place. We were stunned, and so happy and calm for the three days we had there. The landscape around the house, and the waterfall, was breathtaking. Thank you Ella and all the family!

Apartment Oliva in Italian countryside
We had a realy nice time at Casa Aurora. It is wonderfull place with a beautiful surrounding. Thank You to Wim and Alma for your worm welcome and your tips throughout the week.

Hidden Gem in the Heart of Umbria
We had a wonderful holiday and are very grateful to Flavia for being responsive and accommodating. And massive thanks to Giuseppe who helped us so much throughout the week, from greeting us on arrival and providing advice and suggestions, and saying farewell when we left. The house was beautifully presented with great attention to detail: comfortable, equipped with what we needed, tidy and clean. The gardens were gorgeous, lots of flowers when we visited in late May, and the trees around the perimeter create a sense of seclusion and tranquility, and yet you can see Trevi up on the hill and are in a great location for getting to shops, train station, roads etc. I've never seen so many different species of bird in one garden, it was wonderful! I would be delighted to have the chance to go back and would happily recommend this lovely house to my friends and family. We really felt able to relax and didn't want to leave! Grazie mille, again.

Tower - Fonte Sala Agritourism
Wow! What an incredible property. We loved our time staying at ‘the tower’. It is a beautiful setting among the olives and vines on a hilltop. The surrounding area is beautiful and it’s an easy walk to local vineyards and restaurants. Only one caveat: the WiFi is very weak and not suitable for video calls.

Heart of Umbria House.
Such a wonderful stay at Silvias beautiful property. We stayed for two weeks and it was the best holiday we’ve ever had! The perfect base from which to explore Umbria while also being a great place for rest and relaxation around the pool. The views are incredible. Silvia and her partner Simone are happy to help with anything you need and very responsive. I highly recommend staying here if you are looking for a second home for your stay in Umbria.

Casa del Cipresso in Pianciano
I can't recommend it enough! From the moment I arrived, I was struck by how clean and well-maintained the place was. The interior was beautifully preserved, with every detail reflecting the character and charm and coziness of the region, while the exterior was equally delightful, surrounded by scenic views of the olive farm. The highlight of my stay, however is the animals.The three dogs were the perfect companions; they were so friendly and loving that it felt like they were my own. The resident cat added an extra layer of warmth to the experience, making the entire stay feel truly special. The surroundings of the olive farm provided a peaceful atmosphere that was perfect for relaxation. I spent my days soaking in the beauty of the landscape.

Torre Villa Belvedere Luxury & Relax with pool
We’ve traveled frequently using sites like AirBNB. This was by far our favorite First the grounds-wow. Gorgeous, peaceful, beautifully maintained. Multiple places to lounge in sun or shade at the pool and on the covered veranda. Lots of great outdoor game sets available-bocci ball & badminton. The house was spotless. Large rooms, beautifully furnished. Loved the massive eat in kitchen. Had every amenity you could imagine-even power adapters. Beds were firm & comfortable. Bathrooms were modern, clean & had plenty of hot water. The pool table was fun to use on a rainy afternoon. Location was quiet and serene, and perfectly positioned for visiting many of the hill towns. We tried 2 local restaurants recommended by Lavinia and both were very good. Lavinia was warm & welcoming and always very responsive. She and her son met us, gave us the tour, and offered many suggestions. She was wonderfully kind to our parents and made us feel at home. Would stay again in a heartbeat
Quick stats about vacation rentals that are family-friendly in Tolentino
Total rentals
30 properties
Nightly prices starting at
ﺩ.ﺇ147 before taxes and fees
Total number of reviews
380 reviews
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
30 properties have a pool
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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- Tennis Riviera Del Conero
- Mezzavalle
- Monti Sibillini national park
- Two Sisters
- Frasassi Caves
- Shrine of the Holy House
- Spiaggia Urbani
- Spiaggia di San Michele
- Monte Prata Ski Area
- Basilica of St Francis
- Spiaggia Marina Palmense
- Cantina Colle Ciocco
- Mount Subasio
- Conero Golf Club
- Furlo Gorge Nature Reserve
- Casa Del Cioccolato Perugina