
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.

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.

House with swimming pool, ground floor, Villa Cerqueto
Apartment in a house with a swimming pool in the hills 20 km from the sea. Equipped with all the comforts to spend a peaceful vacation in contact with nature and the beauty of the landscape among typical villages, the Adriatic Sea and the Sibillini Mountains. The apartment has 2 large air-conditioned bedrooms, 1 bathroom and 1 kitchen with a terrace where you can eat. The garden and swimming pool, shared with other guests, enjoy a privileged position from which you can enjoy a beautiful view.

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.

Cozy 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!

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.

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.

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

Junior Suite Luna | Pool + Hill View
The Junior Suite Luna, located in the picturesque hills of the Marche region, offers a unique and authentic experience of luxury, comfort, and relaxation. The Junior Suite features a French canopy bed, kitchen, full bathroom, and private relaxation area. The Junior Suite is equipped with parking, a swimming pool, a large garden, two solarium areas, a meditation area, and various additional services available to our guests. Welcome to the Junior Suite Luna!

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.

Villa Adele · Pool & View · 4 Bedrooms 8 Guests
Villa Adele is an elegant country home nestled among the gentle hills of Le Marche, perfect for families and groups of friends seeking peace, nature, and comfort. Each sunset paints the sky with new colors to admire from the panoramic terrace or by the pool, in a relaxed and authentic atmosphere. The spacious interiors, cozy fireplace, and professional kitchen make this villa the ideal place to share moments of pure well-being.

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.

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
House rentals with a pool

Charming Casa Capriola - Panoramic views

Cottage Dei Castagni 7 km from Conero Riviera

Lovely home in Tolentino with kitchen

Sant 'Agelicahouse

Lolìa Farmhouse - olive grove and hot tub

CasaRuraleBotonto

Corner of paradise - Alpaca village nature and relaxation

Casa Moscatel - rural idyll, stunning panorama
Apartment rentals with a pool

Relax among the vineyards of Abruzzo - Lavender

3room apartm new, swimming p. seaside 400 mt.

House Fuà

Historic Residence Santa Cassella 7

Casa Leccino (house with a view)

L'Alloro apartment with pool

Luxury Apartment with Pool - the Black Mulberry

Casa del Melograno in Pianciano
Other holiday rentals with a pool

Lemonvilla - Panoramic position - Pool - 240sqm

Charming Italian Country House With Pool

Monte Pino | Morati 34 m² (Adults only)

Cantina Le Canà - Doravera Apartment

Stunning views & pool at this gorgeous farmhouse

Beautiful villa with pool and magnificent views

NEW! Charming farmhouse retreat with private pool

Countryhouse with panoramic swimming pool
When is the best time to visit Tolentino?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $134 SGD | $155 SGD | $161 SGD | $176 SGD | $215 SGD | $239 SGD | $302 SGD | $284 SGD | $213 SGD | $163 SGD | $161 SGD | $170 SGD |
| Avg. temp | 5°C | 5°C | 9°C | 12°C | 17°C | 21°C | 24°C | 24°C | 19°C | 14°C | 9°C | 6°C |
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 $117 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!
Destinations to explore
- Flat rentals Tolentino
- Rentals with a patio Tolentino
- House rentals Tolentino
- Rentals with outdoor seating Tolentino
- Rentals with a washing machine and dryer Tolentino
- Family-friendly rentals Tolentino
- Pet-friendly rentals Tolentino
- Rentals with a fireplace Tolentino
- Rentals with pools Marche
- Rentals with pools Italy
- Tennis Riviera Del Conero
- Frasassi Caves
- Two Sisters
- Spiaggia di San Michele
- Spiaggia Urbani
- Spiaggia Marina Palmense
- Basilica of St Francis
- Cantina Colle Ciocco
- Furlo Gorge Nature Reserve
- Shrine of the Holy House
- Mount Subasio
- Conero Golf Club
- Monte Prata Ski Area
- Monti Sibillini national park
- Antonelli San Marco
- Sibillini Mountains
- Casa Del Cioccolato Perugina




