
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 $175 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, Wi-Fi 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.
FamilyLocationCleanliness
4.96 out of 5 average rating, 98 reviews
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 😉😉
LocationFamilyBeach
4.97 out of 5 average rating, 75 reviews
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.
LocationFamilyQuiet
5.0 out of 5 average rating, 4 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.
LocationValuePool
5.0 out of 5 average rating, 58 reviews
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.
FamilyLocationCheckout
5.0 out of 5 average rating, 8 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.
FamilyLocationView
4.91 out of 5 average rating, 32 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.
FamilyLocationIndoor spaces
5.0 out of 5 average rating, 6 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.
FamilyLocationBarbecue
4.98 out of 5 average rating, 47 reviews
Casale Biancopecora, Casa Cerqua
Apartment Casa Cerqua of 100 square meters finely furnished, we have recovered all the old materials of the house in the recent renovation adapting the old house to the latest seismic regulations. The furniture is a right mix of modern and antique, elegant but functional. Outside there is a large private area at guests' disposal, with a shaded dining area and a private barbecue. Complete the property with a 12x4.5 swimming pool with shaded porch available to guests.
FamilyLocationBreakfast
5.0 out of 5 average rating, 46 reviews
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.
ValueFamilyHeating
4.99 out of 5 average rating, 166 reviews
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.
FamilyLocationPool
4.7 out of 5 average rating, 10 reviews
Casa Antonio - Private Pool, Air conditioning
Casa Antonio is a private villa with pool in Le Marche region, in the small borgo of Mogliano. Surrounded by green hilly scenery, with a fine view over the Sibillini mountains, it is the perfect combination of peace and simplicity, the ideal place to savour the traditional flavours of Le Marche countryside, far from the frenetic rhythms of the city.
LocationKitchenOutdoor spaces
5.0 out of 5 average rating, 5 reviewsPopular amenities for Tolentino rentals with a pool
House rentals with a pool

Sunset Breath
FamilyLocationGetting around
4.92 out of 5 average rating, 13 reviews
Hidden Gem in the Heart of Umbria
LocationFamilyCleanliness
4.99 out of 5 average rating, 73 reviews
Casa Raggia
LocationFamilyBeach
5.0 out of 5 average rating, 17 reviews
Farm house with exclusive access to the pool
LocationComfortGetting around
4.84 out of 5 average rating, 19 reviews
The House in the Garden
LocationFamilyBeach
4.75 out of 5 average rating, 16 reviews
La Casetta - Entire house 5 minutes from the center.
LocationFamilyKitchen
4.74 out of 5 average rating, 221 reviews
Athena vacation home with garden near Spoleto.
LocationParkingOutdoor spaces
4.96 out of 5 average rating, 28 reviews
villa Strada
LocationValueHot tub
4.94 out of 5 average rating, 36 reviewsCondo rentals with a pool

Luxury Apartment with Pool - the Black Mulberry
LocationQuietView
5.0 out of 5 average rating, 36 reviews
Casa Leccino (house with a view)
LocationValueHospitality
4.99 out of 5 average rating, 72 reviews
Tranquil apartment with pool
FamilyLocationHospitality
4.88 out of 5 average rating, 40 reviews
Historic Residence 7
LocationFamilyBeach
5.0 out of 5 average rating, 11 reviews
Gli Ulivi apartment with pool
FamilyLocationCheckout
4.78 out of 5 average rating, 23 reviews
Charming one-bedroom apartment, in a resort with a pool
ValueFamilyWi-Fi
4.94 out of 5 average rating, 64 reviews
L'Artista - Apartment for 6 Colle Mura
LocationFamilyHospitality
5.0 out of 5 average rating, 11 reviews
Verde Conero Numana, Swimming pools, sea 400m
FamilyValueAccuracy
4.92 out of 5 average rating, 24 reviewsOther holiday rentals with a pool

VacanzeNelVerdeGenga 2/4guests Exclusive
FamilyLocationAmenities
4.98 out of 5 average rating, 56 reviews
D'In Su la Vetta apartment with pool
ValueLocationLaundry
5.0 out of 5 average rating, 41 reviews
Elisei Agritourism – Apartment with Pool, Sauna, and Spa
LocationFamilyComfort
5.0 out of 5 average rating, 12 reviews
CASA DEL MONTE in total relaxation
LocationFamilyView
5.0 out of 5 average rating, 34 reviews
La Ponderosa Couple
LocationFamilyDecor
4.97 out of 5 average rating, 34 reviews
L'Attico Sul Fiume center home
FamilyValueGetting around
4.92 out of 5 average rating, 203 reviews
Casa Moscatel - rural idyll, stunning panorama
FamilyLocationBathroom
5.0 out of 5 average rating, 16 reviews
Casa Pace e Gioia - private pool & amazing views
LocationFamilyParking
4.9 out of 5 average rating, 20 reviewsWhen is the best time to visit Tolentino?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $262 NZD | $246 NZD | $250 NZD | $372 NZD | $427 NZD | $418 NZD | $406 NZD | $381 NZD | $287 NZD | $253 NZD | $253 NZD | $276 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
- Senigallia Beach
- Basilica of St Francis
- Frasassi Caves
- Sibillini Mountains National Park
- Spiaggia Urbani
- Sibillini Mountains
- Furlo Gorge Nature Reserve
- Shrine of the Holy House
- Sirolo
- Mount Subasio
- Tennis Riviera Del Conero
- Gola del Furlo
- Rocca Roveresca
- Spiaggia della Torre
- Fonti Del Clitunno
- Rocca Maggiore
- Spoleto Cathedral
- Cattedrale di San Rufino
- Lame Rosse
- Eremo delle Carceri
- National Gallery
- Basilica di Santa Maria degli Angeli
- Etruscan Well





