
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 $140 AUD 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 and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
40 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!
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.

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.

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.

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.

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, 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

Casa del Melograno in Pianciano
Casa del Melograno is a self-catering guest house that belongs to a medieval stone hamlet named "Borgo di Pianciano" recently renovated and composed by other 3 guest houses. It is located in a secluded and peaceful valley with breath-taking views right in the middle of Umbria's best attractions. Every house has its own private garden and a terrace where it is possible to eat outdoors. Panoramic shared pool and steam bath.

VacanzeNelVerdeGenga 2/4guests Exclusive
Our house, renovated using original materials, is a mix of old and new that transmits warmth, desire for relaxation. The call of the surrounding nature is strong, especially in the veranda, where, the large windows look towards a beautiful view, which on clear days discovers the sea. During the summer, the exclusive swimming pool, infinity, also towards this beautiful landscape becomes the protagonist.

La Ponderosa Couple
Exclusive apartment in a typical Marche farmhouse, completely renovated with swimming pool. A perfect location surrounded by nature where you can enjoy relaxation just 12 km from the nightlife of Civitanova Marche and 8 km from the sea of Porto Sant'Elpidio. The apartment consists of a living room with kitchen, 2 double bedrooms and 1 twin bedroom that can be converted into a double bedroom.

Villa in the Sibillini Mountains, Pool & Privacy
Private pool villa in Sant’Angelo in Pontano, among the rolling hills of Marche at the foot of the Sibillini Mountains. Sleeps up to 8 with 4 double bedrooms, all with en-suite bathrooms (3 upstairs + 1 in a separate annex), Wi-Fi and air conditioning. Large shaded porch for outdoor dining, lounge corners, and an outdoor BBQ/oven area. Great base for the Sibillini Park and Lake Fiastra.
Popular amenities for Tolentino rentals with a pool
House rentals with a pool

For those who love tranquility!

Casa Raggia

Farm house with exclusive access to the pool

Breath of Nature

Getaway to Umbria, Villa Claudia

Hidden Gem in the Heart of Umbria

Stay in nature: Casa Kikenda Relais

villa Strada
Condo rentals with a pool

Gli Ulivi apartment with pool

Tranquil apartment with pool

Historic Residence Santa Cassella 7

Casa Leccino (house with a view)

L'Artista - Apartment for 6 Colle Mura

Charming one-bedroom apartment, in a resort with a pool

Dependance Alla Luna with pool

"Casa dei Sogni d'Oro" with big shared Pool
Other holiday rentals with a pool

Casa Janna Cottage | Pool + 2 Suites

Villa Margherita

Panoramic country villa with pool

Jacuzzi and Private Pool in the Marche Hills

The house on the Adriatic

Casa Antonio - Private Pool, Air conditioning

L'Attico Sul Fiume center home

Casa Pace e Gioia - private pool & amazing views
When is the best time to visit Tolentino?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $210 AUD | $197 AUD | $200 AUD | $298 AUD | $341 AUD | $334 AUD | $324 AUD | $305 AUD | $229 AUD | $203 AUD | $203 AUD | $221 AUD |
| 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
- Riviera del Conero
- Senigallia Beach
- Basilica of St Francis
- Frasassi Caves
- Spiaggia Urbani
- Sibillini Mountains National Park
- Sibillini Mountains
- Furlo Gorge Nature Reserve
- Shrine of the Holy House
- Sirolo
- Mount Subasio
- Tennis Riviera Del Conero
- Rocca Roveresca
- Gola del Furlo
- Spiaggia della Torre
- Rocca Maggiore
- Spoleto Cathedral
- Fonti Del Clitunno
- Palazzo Ducale
- Basilica Santa Rita da Cascia
- Cathedral of San Lorenzo
- Lame Rosse
- Eremo delle Carceri
- Cattedrale di San Rufino





