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Vacation rentals with a pool in Tolentino

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Tolentino

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favourite
A spacious living area is highlighted by exposed wooden beams and a stone accent wall. A white sofa is positioned around a brick fireplace, with a cozy nook containing cushions. A television sits on a wooden stand, enhancing the room's relaxed atmosphere.
Farm stay in Cingoli
4.95 out of 5 average rating, 87 reviews

The sweet Visciola

La Dolce Visciola is located among the green hills of the Marche region and overlooks a splendid panorama that stretches from the countryside to the sea. Ideal place for those who love to relax surrounded by nature. For those who want to recharge their batteries while staying at the farmhouse, you will find a large garden with swimming pool, bocce ball court and barbecue. In addition, for those who wish, you can taste some local delicacies from our farm, to fully experience your stay in the Marche through all the senses.

Top guest favourite
The Villa is set among olive trees, featuring a tranquil saltwater pool surrounded by lounge chairs. A stone terrace offers shaded seating, and the rustic building showcases large windows and natural materials. The expansive grounds create an inviting space for relaxation and leisure.
Home in Spello
5 out of 5 average rating, 11 reviews

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.

Top guest favourite
A wooden pool is set within a landscaped area, featuring clear water and steps for entry. Relaxing lounge chairs are positioned nearby on the sun-drenched outdoor space, with greenery framing the scene. An umbrella offers shade, enhancing the tranquil outdoor environment.
Home in Cingoli
5 out of 5 average rating, 34 reviews

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.

Guest favourite
The image shows a panoramic view of the surrounding valley from an elevated terrace. Stone buildings with rustic roofs are visible, surrounded by green foliage. Seating areas with colorful chairs and umbrellas provide inviting spots to relax while enjoying the picturesque landscape.
Earth homes in Ferentillo
4.91 out of 5 average rating, 107 reviews

Casa Ametista Borgo al Castello Piscina Giardino

The green heart of our Residence, a combination of wood and stone makes the Ametista house unique and fascinating. A double bedroom, a large living room with two sofas (one bed), air-conditioned, full bathroom. It has a perfect terrace for an open-air aperitif with breathtaking views (maybe after a swim in the pool or a sauna!). The common areas allow you to enjoy the peace of the place and to satisfy the view with a suggestive landscape that will brighten the days of your stay.

Guest favourite
A swimming pool is nestled within a well-maintained garden, surrounded by lush greenery. Sun loungers and umbrellas are positioned nearby, providing a serene space for relaxation. The panoramic view of rolling hills and valleys stretches into the distance, under a clear blue sky.
Vacation home in Treia
5 out of 5 average rating, 21 reviews

Charming apartment with workspace - Le Marche

Our agriturismo is beautifully located on a hill, surrounded by forests and nature, near historic villages and towns and a 45-minute drive from the beach. From our swimming pool, you have a beautiful view of the valley. We are located in the Le Marche region where you can still experience the authentic Italy. In 2020, the Le Marche region was named one of the most beautiful regions in the world to visit! Our small-scale agriturismo contains 4 authentic apartments. Benvenuto!

Guest favourite
Vibrant sunflowers bloom in the foreground, creating a lively scene against the rolling hills of Le Marche. A rustic stone building is positioned amidst lush greenery, while the expansive landscape showcases fields and distant towns under a clear blue sky.
Apartment in Mogliano
4.97 out of 5 average rating, 35 reviews

Experience Authentic Italian Village Life

Located in the heart of Le Marche, ranked 2nd in Lonely Planet’s 2020 list of “Top 20 Regions in the World to Visit.” This spacious apartment and garden offer the perfect base to relax or explore. Within 40 mins’ drive of mountains, lakes, and the sea, with many ancient hilltop towns nearby. Just 5 mins from Mogliano, where you’ll find everything you need for your stay. Nature reserves, outdoor markets, health spas, hiking, biking, and riding trails are all within easy reach.

Guest favourite
A serene pool area is featured, with crystal-clear water reflecting the surrounding greenery. The rustic stone buildings in the background are framed by lush trees, while comfortable seating arrangements invite relaxation under the sun.
Casa particular in Matelica
4.89 out of 5 average rating, 18 reviews

Iilluminate immensely

Enjoy a different vacation and regenerate body and mind. Bring books to read under ice cream. Walk in the middle of nature breathing healthy air and along kilometers of countryside with organic crops while observing the landscape where nature has been able to create paintings. Relax with the whole family by living days with another spirit and other attention to those close to you, in a place where serenity, atmosphere and nature make everything wonderfully unique.

Superhost
An indoor wellness area features a heated hydromassage minipool for six, surrounded by wide glass panels that provide views of the lush outdoor landscape and an inviting blue swimming pool beyond. Natural wood beams enhance the room's warm aesthetic.
Apartment in Gualdo
5 out of 5 average rating, 3 reviews

Agriturismo - attic, pool, sauna and spa

Are you looking for a quiet, relaxing place, surrounded by nature and away from the hustle and bustle? Do you want to discover the charm of the Monti Sibillini National Park and its villages? Choose the Elisei Farmhouse, small and for a few people, allowing each of the guests to have plenty of outdoor space. The farmhouse has a large garden with swimming pool, as well as a wellness area with sauna and spa. CIN (National Identification Code): IT043021B5CETGSYCI

Top guest favourite
A stone house framed by lush greenery is seen in the background, complemented by a clear blue swimming pool in the foreground. Sunlight reflects off the pool's surface, creating a serene atmosphere. The home features multiple windows and a charming roof, adding to its appeal.
Apartment in Torricella
5 out of 5 average rating, 18 reviews

CASA DEL MONTE in total relaxation

La Casa del Monte is the place to spend a break in complete relaxation. The location adjacent to the Furlo National Park is strategic for visiting the province of Pesaro-Urbino. Comfortable and cozy, the mountain house is a charming location with a history of 800 years, where the combination of modern comfort and ancient customs is perfectly realized. You can enjoy independent solutions and maximum privacy. Your pets are welcome.

Top guest favourite
An infinity pool is set against a scenic landscape, featuring rolling hills and a clear blue sky with scattered clouds. The pool's smooth, light-colored stone deck complements the serene atmosphere, creating a peaceful area for relaxation while enjoying nature.
Vacation home in Genga
4.98 out of 5 average rating, 47 reviews

VacanzeNelVerdeGenga2 /4guests Exclusive

Our house, renovated using original materials, is a mix of old and new that transmits warmth, desire for relaxation. The call of the surrounding nature is strong, especially in the veranda, where, the large windows look towards a beautiful view, which on clear days discovers the sea. During the summer, the exclusive swimming pool, infinity, also towards this beautiful landscape becomes the protagonist.

Top guest favourite
A kitchen area with rustic wooden cabinets and a white refrigerator is depicted. A dining table made of wood, surrounded by white chairs, occupies the center. Natural light enters through large windows, illuminating the stone walls and creating a warm, welcoming environment.
Home in Sant'Elpidio Morico
5 out of 5 average rating, 39 reviews

Casale Biancopecora, Casa Ghianda

Independent house in Country House, Casa Ghianda, 60 sqm finely furnished. We recovered all the old house materials in the recent renovation. One of the rooms overlooks a small terrace. Outside there is a large private area available to guests, shaded pergola and private barbecue. Complete the property with a 12x4.5 pool with shaded porch available for guests to enjoy.

Top guest favourite
An aerial view reveals the Casa del Sole nestled in a countryside landscape, surrounded by rolling hills and fields. The property showcases a mix of greenery and open land, with a path leading to the house. A swimming pool is seen within the garden area.
Home in Loro Piceno
4.91 out of 5 average rating, 74 reviews

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 Tolentino rentals with a pool

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Avg. price$144 CAD$167 CAD$174 CAD$189 CAD$231 CAD$258 CAD$253 CAD$217 CAD$179 CAD$175 CAD$174 CAD$183 CAD
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Quick stats about vacation rentals with a pool in Tolentino

  • Total vacation rentals

    Explore 50 vacation rentals in Tolentino

  • Nightly prices starting at

    Tolentino vacation rentals start at $126 CAD per night before taxes and fees

  • Verified guest reviews

    Over 350 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    50 of Tolentino vacation 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!

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