
Family-friendly holiday rentals in Tolentino
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Tolentino
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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.

Casale nella Natura
Casale di campagna che propone attimi di tranquillità in un'atmosfera serena, produciamo vino DOC e Olio EVO. Le Marche sono piene di meraviglie regalate da Madre Natura, il mare, le montagne, le vallate costellate di fiumi, le gole e i passi naturali dell’Appennino, o costruite dalla sapienza di artisti di fama. Ma le opere create dalla semplice mano del contadino non sfigurano certo nel panorama che si apre al tuo sguardo. "..che la passeggiata ti sia lieve, viaggiatore, e il cuore leggero.”

Sfeervol appartement met zwembad - Le Marche
Onze agriturismo is prachtig gelegen op een heuvel, midden tussen bossen en natuur, in de buurt van historische dorpjes en steden en op 45 minuten rijden van het strand. Vanaf ons zwembad heeft u een prachtig uitzicht op de vallei. Wij bevinden ons in de streek Le Marche waar u het authentieke Italië nog kunt beleven. In 2020 is de regio Le Marche uitgeroepen tot een van de mooiste regio's ter wereld om te bezoeken! Ons kleinschalig agriturismo bevat 4 authentieke appartementen. Benvenuto!

Opera & Nature Lovers Loft Suite 30 mins 2 Opera
Located in the heart of Le Marche—ranked 2nd in Lonely Planet's 2020 list of "The Top 20 Regions in the World to Visit"—this sunny apartment offers the perfect base to relax or explore. Just 30 minutes from the world-renowned open-air opera venue, the Sferisterio in Macerata, and within an hour to mountains, lakes, and the sea. Discover ancient hilltop towns, nature reserves, outdoor markets, health spas, and scenic hiking, biking, and riding trails. 5 mins’ drive to the village of Mogliano.

GrazieSole Agriturismo casa intera in esclusiva
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.

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.

Dimora nel Borgo - Relaxing Home
La “Dimora nel Borgo” è una accogliente abitazione nel centro storico medioevale di Maiolati Spontini, in essa si respira una atmosfera rilassata e confortevole, data dalla recente e accurata ristrutturazione, e dall'ambiente circostante tranquillo e silenzioso, all'interno di un cortile di altri tempi. A pochi metri dall'abitazione ci sono sempre parcheggi disponibili e gratuiti, non ci sono restrizioni ZTL riguardanti il centro storico. La casa è completa di tutti i servizi.

La casa nell'antico granaio
Il podere di campagna, circondato da ulivi, querce secolari sarà tutto per voi a soli 25 minuti dal mare e a un' ora dalle pista da sci di Sassotetto. Ideale per coppie o famiglie in cerca di relax, la nostra casa è immersa in un silenzio d’altri tempi. Siete a 10 minuti di macchina da Macerata e a mezzora dalle spiagge. Lo spazio sarà a vostra esclusiva disposizione. Disponiamo di Home Theatre con impianto HiFi. Possibilità di usufruire del forno a legna previo accordo.

Country Barn Retreat | Nature & Digital Detox
Former 19th-century hay barn immersed in the rolling hills of Le Marche. True silence, no phone signal, fast Wi-Fi and nature all around. Only 10 minutes from Macerata — yet a world away! Casa Galli is a restored late-1800s hay barn, attached to our family home and surrounded by open countryside. This is not a polished countryside resort: it is real rural life — light, birdsong, changing seasons, animals, earth. If that resonates with you, you’ll feel at home here ♥️

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 hot tub, 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.

Agriturismo Elisei appartamento piscina sauna spa
Sei alla ricerca di un luogo tranquillo, rilassante, immerso nella natura e lontano dal caos? Vuoi scoprire il fascino del Parco Nazionale dei Monti Sibillini e suoi borghi? Scegli l’Agriturismo Elisei, piccolo e per poche persone, permette ad ognuno degli ospiti di avere tanto spazio all’aperto. L’Agriturismo dispone di un ampio giardino con piscina, oltre ad un area benessere con sauna e spa. CIN: IT043021B5CETGSYCI

The Guest House of the Tavignano Estate
The Tavignano estate is located in the heart of the Marche region, within the famous DOC of Verdicchio dei Castelli di Jesi, between the valleys of the river Esino and the Musone on one side, and between the Apennines and the sea on the other side. From the highest promontory of the Estate dominates the manor house, which houses the barrique, the family house, and an elegant Guest House.
Popular amenities for Tolentino family-friendly rentals
Family-friendly home rentals with a hot tub

Chalet di collina in pietra e legno.

Casa con vista sulle montagne

DREAM IN THE HEART OF ASSISI PERFETTA LETIZIA HOME

A JUMP IN THE ANCIENT ASSISI PERFETTA LETIZIA HOME

Wellness Grotto & Panoramic View | Casa di Lucy

Elegante villa con piscina immersa nel verde

Casa - Il Gioiello - con Jacuzzi e Sauna

Dimora VistaMare 2.0
Family- and pet-friendly home rentals

Casale con giardino e piscina uso esclusivo wifi

Dimora Storica Santa Cassella 7

Agriturismo la Palazzetta di Assisi - Mandorlo

[Sibillini view] Villa Amici

Casa Flavia

APPARTAMENTO SFERISTERIO

Magico chalet

Casa Pilar 4+1,Emma Villas
Family-friendly home rentals with a pool

Charming cottage in the Assisi countryside

Ca Paravento - Cabin in the Forest

Casa Di Cristo - A Rustic Charm Oasis

La dolce Visciola

Il Casale nella natura - Villa in Assisi

Casal La Ponderosa

M'illumino d'immenso

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 | $268 SGD | $259 SGD | $253 SGD | $167 SGD | $181 SGD | $255 SGD | $297 SGD | $297 SGD | $210 SGD | $212 SGD | $222 SGD | $286 SGD |
| 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 |
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 $64 SGD per night before taxes and fees

Verified guest reviews
Over 440 verified reviews to help you choose

Pet-friendly holiday rentals
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

Wifi availability
40 of Tolentino holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Tolentino rentals

4.8 Average rating
Tolentino stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- Rentals with a washing machine and dryer Tolentino
- Rentals with a fireplace Tolentino
- Rentals with outdoor seating Tolentino
- Pet-friendly rentals Tolentino
- House rentals Tolentino
- Rentals with pools Tolentino
- Flat rentals Tolentino
- Rentals with a patio Tolentino
- 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
- Furlo Gorge Nature Reserve
- Sibillini Mountains
- Tennis Riviera Del Conero
- Mount Subasio
- Spiaggia Urbani
- Sirolo
- Gola del Furlo
- Rocca Roveresca
- Spoleto Cathedral
- Spiaggia di San Michele
- Fonti Del Clitunno
- Rocca Maggiore
- Palazzo Ducale
- Spiaggia della Torre
- Cathedral of San Lorenzo
- Cattedrale di San Rufino
- Basilica Santa Rita da Cascia
- Eremo delle Carceri





