
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.

Villa degli Olivi
Nestled among the ancient olive trees, Villa degli Olivi offers a haven of serenity and sophistication and is a short stroll into the cobblestoned paths of Spello along a flat, tree lined lane. This recently renovated Villa offers modern luxury while maintaining its Italian roots. Offering 4 bedrooms, 3 full baths and the possibility for 2 additional guests with a sleeper sofa. A cozy studio apartment with full kitchen, bathroom, laundry and sleeper sofa is also available for an additional cost.

Junior Suite Sole | Pool + Hill View
Independent Junior Suite in the hills of Le Marche, designed for guests seeking privacy, nature, and a slower pace, without giving up comfort and attention to detail A studio apartment with private entrance, kitchen, bathroom, and private garden. French-size canopy bed for an intimate and cosy stay Shared panoramic swimming pool (max 8 guests) and organic breakfast prepared fresh every morning included. Ideal for couples, friends or solo travellers looking for a peaceful countryside stay

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.

"La Quercia di Mamie" House and Private Pool
House with private pool for exclusive use among woods and hills, 8 km from Spoleto Relax in complete privacy in a detached house surrounded by nature, at 630 meters above sea level, in the small village of Borgiano. Here you will find peace, nature, and a private pool just for you, far from the crowds and perfect for recharging. Ideal for families, couples, or groups of friends looking for tranquility and exclusive spaces, close to the famous former Spoleto–Norcia railway path.

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 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

VacanzeNelVerdeGenga2 /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.

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.

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!

Spoleto - Hazelnut Apartment

Sant 'Agelicahouse

Corner of paradise - Alpaca village nature and relaxation

Apartment 1 Panoramic Terrace 2-3 Pax

Villa Surrounded by Serenity – Maria

Apartment for 4 pers. with pool, min stay 5 nights

Colle Pertecone – Exclusive Villa in Spoleto
Condo 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

Spacious 6-person apartment with pool Le Marche

Casa del Melograno in Pianciano

Apartment in Costa di Trex - Assisi

Charming one-bedroom apartment, in a resort with a pool
Other holiday rentals with a pool

Charming Casa Capriola - Panoramic views

Casa Di Cristo - A Rustic Charm Oasis

L'Attico Sul Fiume center home

Villa Margherita

The house on the Adriatic

NEW! Charming farmhouse retreat with private pool

Villa Parruccia with a pool and panoramic views

Amaranto Apartment at Il Castello di Perchia
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 | $230 NZD | $281 NZD | $313 NZD | $395 NZD | $371 NZD | $279 NZD | $247 NZD | $247 NZD | $269 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 |
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 $153 NZD 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 and kid-friendly amenities

Pet-friendly accommodation
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
50 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!
Destinations to explore
- Rentals with a washing machine and dryer Tolentino
- Rentals with a fireplace Tolentino
- Rentals with outdoor seating Tolentino
- Rentals with a patio Tolentino
- Family-friendly rentals Tolentino
- Pet-friendly rentals Tolentino
- Apartment rentals Tolentino
- House rentals Tolentino
- Rentals with pools Marche
- Rentals with pools Italy
- Riviera del Conero
- Senigallia Beach
- Frasassi Caves
- Basilica of St Francis
- Sibillini Mountains National Park
- Furlo Gorge Nature Reserve
- Shrine of the Holy House
- Tennis Riviera Del Conero
- Mount Subasio
- Sibillini Mountains
- Due Sorelle
- Spiaggia Urbani
- Teatro delle Muse
- Rocca Maggiore
- Lame Rosse
- Sirolo
- Cathedral of San Lorenzo
- Spoleto Cathedral
- Gola del Furlo
- Cattedrale di San Rufino
- Rocca Roveresca
- Fonti Del Clitunno
- Eremo delle Carceri
- Rocca Paolina





