
House holiday rentals in Tolentino
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Top-rated house rentals in Tolentino
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Farmhouse in the hills 10 minutes from the sea of Senigallia
Our farmhouse was completely renovated in 2017 in the original Marche style. The house is bright and modern and equipped with all comforts. An outdoor garden offers sweeping views of the hills. The quiet and peaceful place will make you spend days of full relaxation! In the garden you will find Wendy, a friendly playful Labrador who will be adopted by you for the duration of your vacation, and some cats. NB Tourist tax: the municipality of Senigallia applies a tourist tax of 1 euro per day per person for those over 14 years of age, up to a maximum of 7 days of stay

Laura's Country House
The old brick farmhouse is located near the historic center. It is spread across two floors. The first floor consists of a large living room, kitchen and a bathroom and the second floor consists of 3 furnished and comfortable bedrooms, 2 bathrooms, all for the exclusive use of guests. There is a garden and an olive grove with 70 olive trees. The farmhouse is also 10 km away from the sea. There is a beautiful pool to relax in 😍 This is the official listing to ask for info. Dog-friendly facility 😉😉

Villa degli Olivi
Nestled among the ancient olive trees, Villa degli Olivi offers a haven of serenity and sophistication and is a short stroll into the cobblestoned paths of Spello along a flat, tree lined lane. This recently renovated Villa offers modern luxury while maintaining its Italian roots. Offering 4 bedrooms, 3 full baths and the possibility for 2 additional guests with a sleeper sofa. A cozy studio apartment with full kitchen, bathroom, laundry and sleeper sofa is also available for an additional cost.

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.

Views from the roof of Le Marche
Welcome to real Italy. This is a unique home, named locally as Casa Matita (The Pencil House). It has an awesome view awaiting you from the loggia (roofed terrace). Relax, read, drink prosecco or dine while watching amazing sunsets in the peaceful medieval village of Santa Vittoria. At the top of the hill-top village, the house enjoys a 180-degree panorama of the sea and the mountains (both 45 mins). Recently restored, with three double bedrooms, parking 50m and shops/bakery/taverna 200m.

Wellness Grotto & Panoramic View | Casa di Lucy
• A unique retreat in the heart of Spello • Unwind in the private panoramic courtyard with hot tub, outdoor fireplace, and the silent Umbrian valley stretching out before you. Step inside, light the fireplace, and descend into your private wellness grotto: infrared sauna and chromotherapy hydromassage tub, for your exclusive use throughout your entire stay. No timetables, no other guests. Just you. 🫧 Full exclusive access to the wellness grotto is included with every booking 🫧

Getaway to Umbria, Villa Claudia
🌿 Villa Claudia — Elegant villa with private pool near Foligno Villa Claudia is a beautiful residence surrounded by greenery, offering a private swimming pool and a large, wonderful fully fenced garden, ideal for those who wish to enjoy a stay focused on peace, relaxation, and privacy. The refined and elegant interiors reflect the style of traditional Umbrian luxury villas, with carefully designed and welcoming spaces created to provide guests with the highest level of comfort.

Montana House in Stone-Garden-Panorama-Jacuzzi
House on two levels connected by an internal staircase, with independent entrances. On the ground floor there is a fully equipped kitchen, a living area, and a bathroom with a whirlpool bathtub. Upstairs you’ll find two bedrooms, including one with a double bed, a versatile room that can be used as a living room or bedroom, and a second bathroom. Three satellite TVs. Spacious, well-kept and comfortable interiors, ideal for couples, families or small groups looking to relax.

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.

villa Strada
NOVITA' 2026: Struttura Equi-Friendly: disponiamo di box e paddock attrezzati per ospitare i vostri cavalli. ESTATE 26: possibilità di fare passeggiate in carrozza per le strade bianche di Montefortino. Nel cuore dei Monti Sibillini, Villa Strada offre un panorama mozzafiato sul Monte Vettore e la Sibilla. Elegante dimora anni ’90, unisce fascino antico e comfort moderno, con ambienti accoglienti e armoniosi immersi nella natura.

The flowered loggia - "Apartment "Le Violette"
Benvenuti a Spello! La nostra casa vacanze si trova in un affascinante vicolo medievale, tra mura in pietra e scorci pittoreschi. Qui potrete godere di tranquillità, fiori colorati e una splendida vista sulla valle umbra. Ideale per chi cerca relax, storia e autenticità, a pochi passi da ristoranti tipici, botteghe artigiane e sentieri panoramici. Un angolo perfetto per scoprire la vera Umbria!

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 house rentals in Tolentino
House rentals with a pool

Assisi Countryside Retreat: The Nest among the Oaks

For those who love tranquility!

Spoleto - Hazelnut Apartment

Sant 'Agelicahouse

Apartment 1 Panoramic Terrace 2-3 Pax

Cottage in Paradise

Corner of paradise - Alpaca village nature and relaxation

Villa Surrounded by Serenity – Maria
Weekly house rentals

Farmhouse in the Marche hills

Charming Casa Capriola - Panoramic views

The Colored House

Nido Visone Apartment

Casa Moscatel - rural idyll, stunning panorama

The Abbot's Garden close to Spello / Assisi

Terraces overlooking the village

A stone's throw from the square
Private house rentals

La Terrazza dei Monti Azzurri

Luxury Villa with spectacular views

Castello Cielo

Casa Santo Stefano, panoramic view, swimmingpool

Sunset Breath

the shards of the castle vacation home

Il Casale Dorato

Villa with outdoor kitchen and amazing views
Quick stats about house rentals in Tolentino

Total holiday rentals
Explore 30 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 270 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Tolentino holiday rentals include wifi 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!
Destinations to explore
- Pet-friendly rentals Tolentino
- Rentals with a washing machine and dryer Tolentino
- Rentals with pools Tolentino
- Flat rentals Tolentino
- Rentals with a fireplace Tolentino
- Family-friendly rentals Tolentino
- Rentals with a patio Tolentino
- Rentals with outdoor seating Tolentino
- House rentals Marche
- House 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
- Mount Subasio
- Tennis Riviera Del Conero
- Spiaggia di San Michele
- Sibillini Mountains
- Sirolo
- Spiaggia Urbani
- Spoleto Cathedral
- Gola del Furlo
- Rocca Roveresca
- Rocca Maggiore
- Cathedral of San Lorenzo
- Palazzo Ducale
- Fonti Del Clitunno
- Cattedrale di San Rufino
- Eremo delle Carceri
- Spiaggia della Torre
- Basilica Santa Rita da Cascia





