
House holiday rentals in Tolentino
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Top-rated house rentals in Tolentino
Guests agree: these houses are highly rated for location, cleanliness and more.

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.

Casa di Lucy | Wellness Cave & Panoramic View
• A Charming Retreat in the Heart of Spello • Relax in your private courtyard with a heated tub while taking in the breathtaking views. The warmth of the fireplace and modern comforts await, but the true gem is the direct access to your private and exclusive wellness cave. This secret sanctuary features a sauna and a second hot-tub with chromotherapy, perfect for a romantic getaway or deep relaxation. 🫧 BY BOOKING THE HOUSE, YOU ENJOY EXCLUSIVE AND UNLIMITED ACCESS TO THE WELLNESS CAVE 🫧

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.

Exclusive apartment just a short walk from the sea
Sky-land apartment with fine finishes in the exclusive "Il Coppo" district of Sirolo, a few minutes from the most beautiful beaches of Conero and the historic center of the village. The apartment is equipped with a super-equipped kitchen, with dishwasher and wine cellar. Air conditioning, smart TV, Wi-Fi, sofa bed. Two bedrooms, two bathrooms, washing machine. Private garden and parking space. 18-hole golf course, tennis courts, supermarket, hairdresser and beautician in the neighborhood.

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.

"The breath of the Conero"
"Il Soffio Del Conero" is a refined design apartment surrounded by nature, with free parking, where you can breathe tranquility a stone's throw from the most beautiful beaches of the Conero Riviera and the historic center of Sirolo. Nearby there is a supermarket, a tennis club, the splendid Conero Golf Club and for those who love to ride horses, a charming riding school. In front of the house is the free shuttle stop to reach the beaches of Sirolo, Numana and Portonovo.

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.

La Casetta - tranquility between the sea and the mountains
Immersed in the greenery, among the hills of Val Menocchia, stands 'La Casetta', a small and charming independent house, recently renovated. Perfect for those who want to spend a relaxing holiday and enjoy the landscape that surrounds it. However, it adapts to all needs: it is located a few kilometers from the sea and at short distance from wonderful villages, it also allows mountain lovers to reach the Sibillini Mountains in just over an hour.

Casale Biancopecora, Casa Acorn
Detached house in Country House, House Acorn, 60 sqm finely furnished. We recovered all the old materials from the house in the recent renovation. One of the rooms overlooks a small terrace. Outside there is a large private area available for guests, shaded pergola and private barbecue. The property is completed by a 12x4,5 swimming pool with shaded porch available for guests.

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.

For those who love tranquility!
Detached farmhouse, located on the Marche hills, a few km from Senigallia's velvet beach. Ideal place for those who love to relax and immerse themselves in nature. Suitable for families and couples, with large courtyard, swimming pool and garden. A short walk from the historic center and well connected to the main roads.
Popular amenities for house rentals in Tolentino
House rentals with a pool

Cottage Dei Castagni 7 km from Riviera Conero

Sant 'Agelicahouse

Corner of paradise - Alpaca village nature and relaxation

Cottage in Paradise

Villa Surrounded by Serenity – Maria

Seaside tavern

Getaway to Umbria, Villa Claudia

Apartment for 4 pers. with pool, min stay 5 nights
Weekly house rentals

The Colored House

CASA DE NONNA PEPPA farmhouse all to yourself

Casa Flavia

the shards of the castle vacation home

Spello Sant'Onofrio

The Abbot's Garden close to Spello / Assisi

My way

Villa Schinoppi - Rustic in the historical center.
Private house rentals

XII Century House in the centre of Assisi

Studio in Medieval townhouse

Casa Moscatel - rural idyll, stunning panorama

Susanna's Lean-To Shed

"Alessandra" house in the center with free parking

La Casa di Artemide

Lavanda del Conero - Vacation Home

Casa Clorofilla – Private Garden
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 $77 SGD per night before taxes and fees

Verified guest reviews
Over 260 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
- Flat rentals Tolentino
- Pet-friendly rentals Tolentino
- Rentals with pools Tolentino
- Rentals with a washing machine and dryer Tolentino
- Rentals with a fireplace Tolentino
- Family-friendly rentals Tolentino
- Rentals with a patio Tolentino
- Rentals with outdoor seating Tolentino
- House rentals Macerata
- House rentals Marche
- House rentals Italy
- Frasassi Caves
- Spiaggia Urbani
- Basilica of St Francis
- Shrine of the Holy House
- Furlo Gorge Nature Reserve
- Mount Subasio
- Tennis Riviera Del Conero
- Sibillini Mountains National Park
- Conero Golf Club
- Rocca Maggiore
- Teatro delle Muse
- Spoleto Cathedral
- Riviera del Conero
- Giardini del Frontone
- Cathedral of San Lorenzo
- Monte Cucco Regional Park
- Bolognola Ski
- Cattedrale di San Rufino
- Fonti Del Clitunno
- Due Sorelle
- Rocca Roveresca
- Sibillini Mountains
- Rocca Paolina
- Etruscan Well




