Vacation rentals in Tolentino

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Top-rated vacation rentals in Tolentino

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favourite

Loft in Polino

4.98 out of 5 average rating, 107 reviews

La Sentinella. Stunning Position. Cool inside.

La Sentinella. Old vaulted barn converted into 60m2 studio. Maximum authentic atmosphere, ... Maximium of Comfort. De sentinella. Oude gewelfde schuur omgebouwd tot 60m2 studio. Maximale authentieke sfeer, ... Maximium van comfort. La Sentinella. Un antico fienile ristrutturato e convertito in un loft . Un mix ideale. Massima autenticità, con un Massimo di "Comfort". La sentinella. Vieille grange Voûtée transformée en studio de 60m2. Maximum d'atmosphère authentique,... Maximum de Confort.

Jan. 17 – 24

$144 CAD per night

Guest favourite

Condo in Tolentino

4.8 out of 5 average rating, 15 reviews

Entire Tolentino apartment in Tolentino

A short walk, 5 min. walk, from the central square of Tolentino, in a quiet place, with private parking, is this delightful apartment, completely renovated, everything is new, and airy. An outdoor space for relaxing dinners in the summer. A few miles from the heart of the most famous outlets ( Tod's; Hogan; Fay; Loriblu; Etc. Etc.) and from the most evocative places such as Loreto and the various cathedrals. Monte Conero with the charming Sirolo and Numana are 40 minutes away. By car.

Jan. 31 – Feb. 7

$142 CAD per night

Guest favourite

Cottage in Macerata

4.92 out of 5 average rating, 53 reviews

The house in the old barn

The countryside farm, surrounded by olive trees, centuries-old oaks will be all for you just 25 minutes from the sea and one hour from the ski run of Sassotetto. Ideal for couples or families looking for relaxation, our house is immersed in a silence from other times. You are a 10-minute drive from Macerata and half an hour from the beaches. The space will be at your complete disposal We have Home Theatre with HiFi system. Possibility to use the wood-burning oven by arrangement.

Dec. 3 – 10

$175 CAD per night

Guest favourite

Home in Assisi

4.88 out of 5 average rating, 808 reviews

DREAM IN THE HEART OF ASSISI PERFETTA LETIZIA HOME

In the heart of the ancient Roman city of Asisium, between the splendid theater and the suggestive forum, where narrow streets with enchanting gaps run between arches, flowered vases, intertwining staircases, gardens, stone walls, and a luxurious villa still stands. Inhabited since the dawn of time by a noble family, it is still today embellished by a marvelous and large garden with a breathtaking view of the imposing Rocca and the entire deep valley: this is our structure.

Feb. 25 – Mar. 4

$123 CAD per night

Guest favourite

Cottage in Loro Piceno

4.88 out of 5 average rating, 88 reviews

Hideaway Cottage, amazing views, hot tub, AC

A cosy renovated traditional stone cottage with breathtaking views.and wood~fired hot tub. Secluded and peaceful yet is only a 5 min drive to the local village and its amenities. In 35 minutes by car you can find yourself in the Sibillini Mountains 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.

Nov. 17 – 24

$153 CAD per night

Guest favourite

Apartment in Macerata

4.94 out of 5 average rating, 53 reviews

Lo Spettacolo

Relax in this elegant and modern newly built apartment, central location, convenient to walk around the entire old town, it has a large panoramic glass window that allows you to admire the Marchigiane hills to the sea with the backdrop of Monte Conero. The structure is equipped with every comfort suitable for even long stays, a private parking space with direct access to the apartment. 20 km from Casa Museo Leopardi, 30 km from Civitanova, 26 km from Loreto Shrine

Feb. 4 – 11

$101 CAD per night

Guest favourite

Apartment in Ripe San Ginesio

4.97 out of 5 average rating, 37 reviews

Oasi di pace: perfect place for a relaxing holiday

The studio is situated in the countryside between San Ginesio (12 km) and Urbisaglia (7 km). The area is perfect for nature and culture lovers as there are many parks and cultural sites to see as medioeval borghi. In the appartment above the studio live my sister with my mother and they have a small farm, I live in Urbisaglia and work near Recanati. I am very proud of my Province and I am looking forward to assist you in discovering it!

Nov. 9 – 16

$86 CAD per night

Guest favourite

Villa in Sant'Angelo in Pontano

4.95 out of 5 average rating, 19 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!

Jun. 25 – Jul. 2

$193 CAD per night

Guest favourite

Home in Pollenza

4.83 out of 5 average rating, 35 reviews

Relaxing panoramic villa

Comfort, nature and greenery, breathtaking views and sunsets, absolute relaxation, are from home to the cottage. Ideal starting point for visiting the beauties of the province of Macerata, from its beaches to the peaks of the Sibillini Mountains, through abbeys, villages and medieval cities. You can enjoy the typical local cuisine and enjoy shopping at the outlets of famous fashion brands.

Sep. 26 – Oct. 3

$99 CAD per night

Guest favourite

Home in Loro Piceno

4.84 out of 5 average rating, 43 reviews

Countryside house with pool and garden

House in the countryside with pool and garden. The farmhouse with pool is located in the countryside with well-kept and completely renovated decor, for a relaxing vacation 5 km from the Natural Reserve of the Abbey of Fiastra, 30 km from the entrance of the Sibillini Mountains Park, 30 km from the Adriatic Sea and 60 km from the Conero Riviera.

Mar. 18 – 25

$175 CAD per night

Guest favourite

Apartment in Spello

4.97 out of 5 average rating, 133 reviews

Spello Nunnery Apartment

This beautiful 2bedroom- accomodation is located in the upper part of the historical centre of Spello in the second Nunnery dedicated in times to Saint Claire. Offering all comforts, services and a breathtaking outside space, it is perfect for who is searching for a reenergizing romantic base from which to explore the umbrian valley.

Dec. 28 – Jan. 4

$161 CAD per night

Guest favourite

Townhouse in Macerata

4.95 out of 5 average rating, 44 reviews

Entire Apartment - Macerata

Luca's house is located in the heart of Macerata, in a strategic position between the Sferisterio car park and the Cairoli street. You will have ample space, you will be welcomed by terracotta and wood finishes, you can enjoy an ancient structure completely renovated. The site with photos and details: lacasadiluca . eu

May 27 – Jun. 3

$90 CAD per night