
Holiday rentals with a pool in Tolentino
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Tolentino

Total holiday rentals
Explore 40 holiday rentals in Tolentino

Nightly prices starting at
Tolentino holiday rentals start at £74 per night before taxes and fees

Verified guest reviews
Over 290 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
40 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!
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.

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 😉😉

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.

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.

GrazieSole Agriturismo exclusive whole house
The GrazieSole farmhouse is a newly renovated 1900s farmhouse, in a characteristic style with original stone walls, exposed bricks and ceilings with wooden beams, it has a 12-metre swimming pool with breathtaking views and a wide panorama that extends from the Sibillini Mountains to the adjacent hillside villages. It is located in open countryside one kilometer from the center of the village of Penna S. Giovanni, in a sunny and quiet position, surrounded by a garden and large green spaces.

Historic Residence Santa Cassella 7
PLEASE NOTE: MORE HOUSING SOLUTIONS ARE AVAILABLE Immersed in the Marche countryside, in a natural oasis, surrounded by vineyards and fruit trees, you can find the Santa Cassella Historic Residence. Beautiful 1600s villa finely renovated, wrapped in an atmosphere of peace and relaxation. The proximity to the Sea, the Conero Riviera, the Sanctuary of the Madonna di Loreto, and the house of the poet Leopardi, make the Santa Cassella Historic Residence the ideal choice for your holidays.

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.

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.

Elisei Farmhouse – Attic, Swimming Pool, Sauna, 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

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!

Hillside chalet in stone and wood.
At the foot of Mount San Vicino, on a beautiful hill 420 meters above sea level, in complete tranquility and easily accessible, you can enjoy a beautiful 360-degree view, from the Sibillini Mountains to the Gola della Rossa. Easily reachable in 15 minutes Fabriano, in 20 minutes the beautiful caves of Frasassi, in 30 minutes Gubbio and in 60 minutes Senigallia or the Bay of Conero, in 20 minutes the ducal city of Camerino.

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

For those who love tranquility!

Hidden Gem in the Heart of Umbria

Casale Biancopecora, Casa Ghianda

Casa Raggia

Corner of paradise - Alpaca village nature and relaxation

Breath of Nature

Getaway to Umbria, Villa Claudia

Mini apartment with pool Villa Cerqueto
Apartment rentals with a pool

Lavender - Relax in the vineyards of Abruzzo

Verde Conero Numana, Swimming pools, sea 400m

Casa Leccino (house with a view)

"Casa dei Sogni d'Oro" with big shared Pool

AllaLuna annexe with pool

Magnificent three-room apartment with pool

Luxury Apartment with Pool - the Olive Tree

Borgo Belvederi – La Casa Dei Colli
Other holiday rentals with a pool

D'In Su la Vetta apartment with saltwater pool

VacanzeNelVerdeGenga 2/4guests Exclusive

L'Attico Sul Fiume center home

Rooms for rent in the Marche region - Treia Dreamland

Casa Moscatel - rural idyll, stunning panorama

La Ponderosa Couple

Junior Suite Sole | Pool + Hill View

Luxury Villa {private SPA, Jacuzzi, Infinity Pool}
When is the best time to visit Tolentino?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £111 | £104 | £106 | £100 | £122 | £136 | £171 | £161 | £121 | £107 | £107 | £117 |
| 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 |
Destinations to explore
- Family-friendly rentals Tolentino
- Rentals with a patio Tolentino
- Rentals with a fireplace Tolentino
- Flat rentals Tolentino
- Rentals with outdoor seating Tolentino
- Pet-friendly rentals Tolentino
- House rentals Tolentino
- Rentals with a washing machine and dryer Tolentino
- Rentals with pools Macerata
- Rentals with pools Marche
- Rentals with pools Italy
- Riviera del Conero
- Senigallia Beach
- Frasassi Caves
- Basilica of St Francis
- Sibillini Mountains National Park
- Shrine of the Holy House
- Spiaggia Urbani
- Furlo Gorge Nature Reserve
- Sibillini Mountains
- Tennis Riviera Del Conero
- Mount Subasio
- Sirolo
- Gola del Furlo
- Rocca Roveresca
- Spoleto Cathedral
- Spiaggia della Torre
- Rocca Maggiore
- Fonti Del Clitunno
- Palazzo Ducale
- Cathedral of San Lorenzo
- Basilica Santa Rita da Cascia
- Lame Rosse
- Eremo delle Carceri
- Cattedrale di San Rufino





