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Holiday 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, 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.

Guest favourite
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.
Holiday 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 favourite
A swimming pool is framed by lush greenery, providing a serene outdoor space. Comfortable seating is arranged under a large umbrella, with flower planters adorning the area. The clear blue sky reflects in the inviting water, creating a relaxing atmosphere for guests.
Apartment in Mogliano
5 out of 5 average rating, 9 reviews

Explore Le Marche from a Sunny, Comfortable Base

Located in the heart of Le Marche, which ranked 2nd, in Lonely Planet's 2020 list of "The Top 20 Regions in the World to Visit". This spacious apartment and gardens, provide the perfect base to relax, or explore. Within 40 mins drive of mountains, lakes and the sea, with many, ancient hilltop towns to explore. 5 mins' drive to Mogliano, where you can buy everything you need for your stay. Nature reserves, outdoor markets, health spas, hiking, biking and riding trails all within easy reach.

Superhost
A tranquil outdoor space is featured, showcasing a small private pool surrounded by greenery. A wooden dining table with black chairs occupies the foreground, while the house stands in the background, adorned with green shutters and balconies. Colorful flowers and trees enhance the serene atmosphere.
Home in Castelfidardo
4.78 out of 5 average rating, 74 reviews

Cottage Dei Castagni 7 km. from Riviera Conero

A delightful cottage with a garden and swimming pool for the exclusive use of guests in a quiet, green setting, a 10-minute drive from the Conero Riviera. You can relax and cool off in the small outdoor pool (5 meters long, 3 meters wide, 1.20 meters high), open from early May to early October. Garden with umbrella, loungers, and barbecue. 3 bedrooms, 2 bathrooms, attic with gym and games/reading corner. 16 sq m terrace with swing overlooking the Sibillini Mountains. Private parking

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

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.

Superhost
A clear swimming pool is framed by lush greenery and offers expansive views of the surrounding hills and valleys. White umbrellas are positioned nearby on a deck with several lounge chairs, providing shaded seating areas for relaxation.
Apartment in Treia
5 out of 5 average rating, 3 reviews

Cozy apartment (2-4 p) with swimming pool Le Marche

Our small-scale Agriturismo Case Leonori is beautifully located on a hill, surrounded by forests and nature, close to 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 near the picturesque town of Treia where you can still experience authentic Italy. In 2020, the Le Marche region was named one of the most beautiful regions in the world to visit!

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 favourite
A standalone house features a stone exterior with a terracotta-red accent wall. Surrounding greenery and a gravel pathway lead to the entrance. Soft sunlight highlights the distant trees, contributing to a serene outdoor environment.
Apartment in Recanati
5 out of 5 average rating, 25 reviews

Appartamento D'In Su la Vetta: la casetta fiabesca

35 sqm apartment: - kitchen with induction cooktop, fridge, oven, dishwasher, coffee maker, milk frother; air conditioning, heating; we let our guests choose if they prefer the air fryer or microwave or neither - a bedroom with a double bed equipped with a TOPPER, Smart TV, romantic design colored LED lighting in the headboard and a sofa bed; washing machine - bathroom with hydromassage shower, music, LED lights

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, 40 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.

Guest favourite
A private villa is set amidst lush greenery, showcasing a panoramic saltwater pool nestled in the garden. Surrounding olive trees and vibrant shrubs enhance the serene landscape, while the charming stone farmhouse stands invitingly behind, offering a harmonious blend of nature and architecture.
Villa in Mogliano
5 out of 5 average rating, 5 reviews

Casa Antonio - Private Pool, Air conditioning

Casa Antonio is a private villa with pool in Le Marche region, in the small borgo of Mogliano. Surrounded by green hilly scenery, with a fine view over the Sibillini mountains, it is the perfect combination of peace and simplicity, the ideal place to savour the traditional flavours of Le Marche countryside, far from the frenetic rhythms of the city.

Popular amenities for Tolentino rentals with a pool

When is the best time to visit Tolentino?

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Avg. price$145 AUD$167 AUD$174 AUD$190 AUD$232 AUD$259 AUD$326 AUD$306 AUD$230 AUD$204 AUD$204 AUD$222 AUD
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Quick stats about holiday rentals with a pool in Tolentino

  • Total holiday rentals

    Explore 50 holiday rentals in Tolentino

  • Nightly prices starting at

    Tolentino holiday rentals start at $126 AUD per night before taxes and fees

  • Verified guest reviews

    Over 350 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Tolentino holiday 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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