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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 favorite
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 favorite
The living area features a blend of comfortable seating with a brown leather sofa and wooden dining furniture. A round table with green chairs is positioned near large glass doors, allowing natural light to enter the space. Bookshelves line one wall, adding a functional touch.
Home in Montecosaro
4.97 out of 5 average rating, 72 reviews

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 😉😉

Top guest favorite
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, 35 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.

Superhost
A tranquil swimming pool is surrounded by lush greenery and olive trees, with light reflecting off the crystal-clear water. Surrounding the pool, a stone patio provides space for lounging, fostering a serene outdoor environment.
Apartment in Volturelle
4.92 out of 5 average rating, 38 reviews

Romantic loft apartment with pool

This one bedroom apartment is high above the olive trees, looking out onto the hills around the farmhouse, surrounded by birds. It is open plan, with windows on three walls, with early morning sunshine in the bedroom, and evening sunshine in the kitchen and eating area. The apartment is accessed through its own front door and up a flight of stairs and outside it has a private terrace with table and chairs and views down to the swimming pool. There is also a two bed apartment on the property.

Guest favorite
An aerial view of the luxurious pool area showcases a sparkling turquoise pool surrounded by comfortable loungers and umbrellas. Lush greenery complements the elegant setting, providing a serene and inviting outdoor space for relaxation.
Vacation home in Casagatti
5 out of 5 average rating, 6 reviews

Junior Suite Sole | Pool + Hill View

Independent Junior Suite in the hills of Le Marche, designed for guests seeking privacy, nature, and a slower pace, without giving up comfort and attention to detail A studio apartment with private entrance, kitchen, bathroom, and private garden. French-size canopy bed for an intimate and cosy stay Shared panoramic swimming pool (max 8 guests) and organic breakfast prepared fresh every morning included. Ideal for couples, friends or solo travellers looking for a peaceful countryside stay

Guest favorite
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

I light up with immense

Enjoy a different vacation and regenerate your body and mind. Bring books to read under the mulberry trees. Walk through nature, breathing healthy air and traveling kilometers of countryside with organic crops while observing the landscape where nature has been able to create paintings. Relax with the whole family, living days with a different spirit and more attention to those close to you, in accommodation where serenity, atmosphere and nature make everything wonderfully unique.

Guest favorite
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

Cozy apartment with workplace - Le Marche

Our agriturismo is beautifully located on a hill, surrounded by forests and nature, close to historic villages and towns and 45 minutes 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 favorite
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.

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

Agritourism - attic, swimming 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 favorite
A woven outdoor sofa with a floral cushion is positioned on a grassy area. Surrounding greenery includes trees and shrubs, creating a serene outdoor setting. A hammock is visible in the background, enhancing the space's relaxation potential.
Vacation home in Numana
5 out of 5 average rating, 80 reviews

Casa degli Olmi

Studio apartment with private garden. Free access to the swimming pool, washing machine, dishwasher, coffee pods, linen, dishes, car parking, smart TV, wifi, air conditioning, heating. Pets welcome (dog friendly) - fenced garden - at a cost of €10 per day for each animal. Portable deckchairs with umbrella for those who choose the free beach. Charging column for electric cars. Tourist tax € 1 per day per person.

Superhost
A modern swimming pool is illuminated with soft turquoise lighting, creating a serene atmosphere at night. The pool is bordered by a stone wall and features a sleek deck lined with subtle outdoor lighting, enhancing the landscape of surrounding greenery.
Apartment in Civitanova Marche
4.82 out of 5 average rating, 34 reviews

[Luxury & Relaxation] Private Pool with View

Property managed by Host Hero Marche Welcome to this modern newly built apartment, an oasis of comfort and relaxation with breathtaking views of the sea and hills; perfect for both couples and families, offering a combination of contemporary elegance and natural beauty. Private Stunning Swimming Pool. WiFi, Smart Tv and Air Conditioning present. Bed linen provided. Private parking available.

Top guest favorite
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, 40 reviews

Casale Biancopecora, Casa Acorn

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.

Popular amenities for Tolentino rentals with a pool

When is the best time to visit Tolentino?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$21,534 GYDG$24,879 GYDG$25,925 GYDG$28,224 GYDG$34,497 GYDG$38,469 GYDG$48,504 GYDG$45,577 GYDG$34,287 GYDG$26,134 GYDG$25,925 GYDG$27,388 GYD
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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 G$18,816 GYD 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 & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Tolentino vacation rentals include wi-fi 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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