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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
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
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 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.
Flat 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
Villa in Crispiero
5 out of 5 average rating, 4 reviews

Villa Adele · Carborello Town

VILLA ADELE is an elegant residence nestled among the rolling hills of the Marche region, perfect for families and groups seeking nature, tranquility, and comfort. From the panoramic terrace and the pool, you can enjoy beautiful sunsets. The spacious interiors, fireplace, and professional kitchen make it ideal for moments of pure relaxation and well-being. PRIVACY AND EXCLUSIVE USE the villa is entirely for your exclusive use: you will not share any spaces with other guests.

Guest favourite
A spacious outdoor terrace features sun loungers arranged for relaxation. A shaded pergola provides shelter, with greenery surrounding the area, including a palm plant. Light filters through a clear blue sky, enhancing the inviting atmosphere of the space.
Villa in Corinaldo
4.9 out of 5 average rating, 31 reviews

Villa Sant'Isidoro Corinaldo with pool

Relax with the whole family at this peaceful villa. Single-story villa with 8x4 m pool, waterfront terrace, deckchairs, water mattress for the pool and children's paddling pool. The house is bordered by fields, is located in a very quiet and relaxing area and has an electric car charging station. The villa is 20 km from the beautiful seaside resort of Senigallia. A little further, you will find Mount Conero with its beautiful cliffs and wild nature.

Guest favourite
A private pool is framed by a wooden deck, surrounded by green trees and shrubs. The villa is visible in the background, featuring a rustic stone facade and outdoor seating. Lounge chairs are arranged beside the pool, inviting relaxation in the serene garden setting.
Villa in Ostra
4.88 out of 5 average rating, 25 reviews

Large historic villa nestled in the hills with a swimming pool

Large historic private villa with 4 bedrooms, 6 bathrooms, kitchen, living room, dining room, veranda, private garden and swimming pool. Air conditioning, pellet heating and wi-fi The villa has an independent entrance and is immersed in the typical Marche nature, surrounded by plants of all kinds. It is the ideal accommodation for those looking for privacy, space, relaxation and contact with nature without giving up any kind of comfort

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 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.

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.

Top guest favourite
A refreshing salt-water pool is surrounded by lush greenery and neatly trimmed shrubs. Poolside, comfortable lounge chairs are arranged for relaxation. In the backdrop, a rustic building blends harmoniously with the rolling hills under a dramatic sky.
Home in Loro Piceno
4.91 out of 5 average rating, 76 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.

Top guest favourite
A two-story independent house is depicted, surrounded by trees and flowering plants. A gravel pathway leads to the entrance, with outdoor seating visible on the side. The property is situated against a backdrop of rolling hills, enhancing its natural setting.
Home in Corinaldo
4.97 out of 5 average rating, 171 reviews

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.

Guest favourite
The image captures a modern living space with large openings framing a stunning sunset view. The horizon is painted in shades of pink and purple, while a serene infinity pool glimmers in the foreground. Cozy bathrobes are hung nearby, enhancing the relaxation setting.
Villa in Coste
4.94 out of 5 average rating, 101 reviews

SUNSET SUITE SPA

Rilassati e ricaricati in quest'oasi di quiete ed eleganza. Piscina termale interna piscina panoramica esterna docce emozionali sauna finlandese bagno turco chaise longue relax living con tv internet e servizi cucina moderna a disposizione letto extra large.

Popular amenities for Tolentino rentals with a pool

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Avg. price$132 SGD$153 SGD$159 SGD$173 SGD$212 SGD$236 SGD$298 SGD$280 SGD$210 SGD$186 SGD$186 SGD$203 SGD
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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 $115 SGD 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    50 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!

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