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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
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
The outdoor area features a swimming pool set against a backdrop of rolling hills and distant mountains. Sun loungers surround the pool, while greenery and flowering plants create a natural frame. The scene reflects a serene atmosphere ideal for relaxation.
Villa in Grifoleto
4.67 out of 5 average rating, 6 reviews

Casale Lucy - Private Villa mit Pool

Casale Lucy is set in a commanding position in the Marche countryside, just a few kilometres from the town of Pergola. Here you will find peace and simplicity, perfect for a relaxing stay surrounded by nature. The interiors, practical and essential, leave room for the true highlight of the property: the surrounding landscape, with its gentle green hills, wide-open views and an atmosphere of total tranquillity. Making everything even more enjoyable is the swimming pool with Roman steps.

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
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
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.

Top guest favorite
A tranquil outdoor area is illuminated at night, featuring a curved salt-water pool with soft blue lighting. Cozy lounge chairs are arranged nearby, and a decorative lantern adds a warm glow to the scene. The rustic stone building stands quietly in the background.
Villa in Spello
5 out of 5 average rating, 69 reviews

VillaSubasioRelax, Umbria, Spello, Assisi, swimming pool

VillaSubasioRelax is located in Spello near Assisi, in the heart of Umbria and in the Regional Park of Mount Subasio, with a wonderful view of the Umbrian Valley. The villa is surrounded by a large fenced park where you can find: a panoramic saltwater pool, a heated hot tub, a barbecue, a large table for eating together in company and relaxation areas in nature. We look forward to welcoming you for a unique vacation in a unique place!

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.

Top guest favorite
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.

Guest favorite
A large swimming pool is framed by lush olive trees and sun loungers. A shaded seating area with a wooden roof offers a cozy retreat, while the surrounding hills provide a scenic backdrop of green and rolling landscapes.
Condo in Morano Madonnuccia
5 out of 5 average rating, 7 reviews

L'Artista - Apartment for 6 Colle Mura

L'Artista is a spacious 6 person apartment, made up of 3 double bedrooms, 2 bathrooms, a kitchen & living room plus balcony. Sitting on the 1st floor of a 2 story building, you will also have access to all the other amenities of Colle Mura, including a beautiful large swimming pool and traditional wood-fired sauna (extra)

Guest favorite
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.

Superhost
Apartment in Treia
5 out of 5 average rating, 3 reviews

Forestale Luti apartment Tiziana

60 sqm apartment located on the first floor of a 19th-century farmhouse surrounded by nature. In the same there is 1 bathroom with washing machine, a kitchen with dishwasher and 2 double bedrooms. The apartment is equipped with air conditioning.

Popular amenities for Tolentino rentals with a pool

When is the best time to visit Tolentino?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$21,548 GYDG$24,895 GYDG$25,941 GYDG$28,242 GYDG$34,518 GYDG$38,493 GYDG$48,535 GYDG$45,606 GYDG$34,309 GYDG$30,334 GYDG$30,334 GYDG$33,054 GYD
Avg. temp5°C5°C9°C12°C17°C21°C24°C24°C19°C14°C9°C6°C

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$18,828 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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