
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 $170 NZD 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.
LocationFamilyBeach

Casa Janna Cottage | Pool + 2 Suites
A two-storey countryside house in the Marche hills, hosted by locals and shaped by food, nature, and a slow rhythm. A boutique stay with seasonal organic breakfast included. The house sleeps up to 4 guests and is fully independent, with living area, kitchen and 2 bedrooms. Private garden with dining and a premium two-person hammock. Shared pool for a small number of guests only (max 8 in tot) surrounded by rolling hills. Ideal for couples, friends or families seeking calm and a refined stay.
LocationFamilyView

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.
ValueFamilyAir conditioning

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.
LocationHospitalityBeach

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.
LocationFamilyBarbecue

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.
LocationFamilyBathroom

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.
LocationFamilyDecor

Elisei Agritourism – Apartment with 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
FamilyLocationView

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.
FamilyLocationBarbecue

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.
LocationFamilyPool

[Luxury & Relaxation] Private Pool with View
Property managed by Host Hero Marche Welcome to this modern newly built apartment, an oasis of comfort and relaxation with breathtaking views of the sea and hills; perfect for both couples and families, offering a combination of contemporary elegance and natural beauty. Private Stunning Swimming Pool. WiFi, Smart Tv and Air Conditioning present. Bed linen provided. Private parking available.
ValueLocationAmenities

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.
LocationValueGetting around
Popular amenities for Tolentino rentals with a pool
House rentals with a pool

For those who love tranquility!
FamilyLocationOutdoor spaces

Laura's Country House
FamilyLocationAir conditioning

Breath of Nature
LocationFamilyCondition

Casa Raggia
LocationFamilyDecor

Farm house with exclusive access to the pool
LocationOutdoor spacesNearby

Casale Biancopecora, Casa Acorn
LocationFamilyBathroom

villa Strada
LocationFamilyAccuracy

Hidden Gem in the Heart of Umbria
LocationFamilyNearby
Condo rentals with a pool

Luxury Apartment with Pool - the Black Mulberry
LocationViewNearby

Gli Ulivi apartment with pool
FamilyLocationCondition

Casa Leccino (house with a view)
ValueFamilyCondition

Historic Residence Santa Cassella 7
LocationIndoor spacesNearby

Tranquil apartment with pool
FamilyLocationGetting around

L'Artista - Apartment for 6 Colle Mura
LocationFamilyWalkability

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

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

Villa Giulia, a stunning farmhouse in the Marche.
LocationFamilyGetting around

Villa Gelso: Relaxation with a Pool, Sauna, and Nature
FamilyLocationWi-Fi

VILLA SASSOVIVO, PANORAMIC VIEWS IN UMBRIA
FamilyLocationNearby

Borgo Seghetti Panichi, Apartment 'Sibilla'
LocationConditionIndoor spaces

L'Attico Sul Fiume center home
ValueFamilyBathroom

Casa Pace e Gioia - private pool & amazing views
FamilyLocationAmenities

Villa Parruccia with a pool and panoramic views
FamilyLocationView

Casa Di Cristo - A Rustic Charm Oasis
FamilyLocationDecor
When is the best time to visit Tolentino?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $255 NZD | $240 NZD | $243 NZD | $362 NZD | $414 NZD | $406 NZD | $394 NZD | $370 NZD | $279 NZD | $246 NZD | $246 NZD | $268 NZD |
| 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
- Basilica of St Francis
- Frasassi Caves
- Sibillini Mountains National Park
- Spiaggia Urbani
- Shrine of the Holy House
- Furlo Gorge Nature Reserve
- Sibillini Mountains
- Sirolo
- Mount Subasio
- Tennis Riviera Del Conero
- Gola del Furlo
- Rocca Roveresca
- Spiaggia della Torre
- Rocca Maggiore
- Spoleto Cathedral
- Fonti Del Clitunno
- Lame Rosse
- Eremo delle Carceri
- Cattedrale di San Rufino
- National Gallery
- Etruscan Well
- Basilica di Santa Maria degli Angeli
- Parco Naturale Regionale Della Gola Della Rossa E Di Frasassi





