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

Total vacation rentals
Explore 50 vacation rentals in Tolentino

Nightly prices starting at
Tolentino vacation rentals start at G$18,827 GYD per night before taxes and fees

Verified guest reviews
Over 350 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
50 of Tolentino vacation 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.

Villa Ermelinda · Ville Carborello Weddings
Villa Ermelinda is a private 16th-century villa set among the rolling hills of Le Marche, ideal for intimate weddings, destination weddings and exclusive stays. It offers exclusive use, a panoramic pool, gardens, a big terrace and beautiful spaces for symbolic ceremonies, poolside aperitifs and dinners under the stars. Hosting up to 18 guests, it also works perfectly with nearby Villa Nasca & Villa Adele, just a few minutes away, for larger wedding groups and unforgettable wedding weekends.

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.

Opera & Nature Lovers Loft Suite 30 mins 2 Opera
Located in the heart of Le Marche—ranked 2nd in Lonely Planet's 2020 list of "The Top 20 Regions in the World to Visit"—this sunny apartment offers the perfect base to relax or explore. Just 30 minutes from the world-renowned open-air opera venue, the Sferisterio in Macerata, and within an hour to mountains, lakes, and the sea. Discover ancient hilltop towns, nature reserves, outdoor markets, health spas, and scenic hiking, biking, and riding trails. 5 mins’ drive to the village of Mogliano.

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

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.

Escape to Umbria, Mevania Villa
The villa is surrounded by the Sagrantino hills, a few steps from the medieval village of Bevagna, located in the center of Umbria, few miles away to Assisi. The strategic location allows you to easily reach the most enchanting locations such as Perugia, Spoleto, Montefalco, Foligno, Gubbio, Spello, Trevi, Campello Sul Clitunno, Rasiglia, Norcia, Todi, Rome, Florence and many others. You will find yourself in a unique place, immersed in an enchanting paradise of peace and tranquility.

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.

Agriturismo Elisei – apartment, 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

"La Quercia di Mamie" House and Private Pool
🏡 Independent house with private pool for exclusive use among woods and hills, 8 km from Spoleto (630m asl), in the village of Borgiano. Ideal for families or couples seeking silence and relaxation near the Ex-ferrovia Spoleto-Norcia trail. The house and the pool are entirely at your disposal and not shared with anyone. Note on the property: the estate is surrounded by nature and the house is not fenced; the only fully fenced area is the pool zone.

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.

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

For those who love tranquility!

Farmhouse with garden and pool for exclusive use of wifi

The Barbagatto stunning Tower with pool

Hidden Gem in the Heart of Umbria

Corner of paradise - Alpaca village nature and relaxation

Villa Surrounded by Serenity – Maria

Mini apartment with pool Villa Cerqueto

Colle Pertecone – Exclusive Villa in Spoleto
Condo rentals with a pool

Verde Conero Numana, Swimming pools, sea 400m

Casa Leccino (house with a view)

Casa Beatrice

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

Gino's House Relaxing just 5 min. da Gubbio

Casa del Melograno in Pianciano

"Every window is a painting 2- Pomegranate" apartment

Apartment in Costa di Trex - Assisi
Other vacation rentals with a pool

Casa Di Cristo - A Rustic Charm Oasis

The residence in the farmhouse in Assisi

Cà Panicale exclusive home relaxation and wellness

L'Attico Sul Fiume center home

Villa Margherita

Casa Moscatel - rural idyll, stunning panorama

Luxury Villa {private SPA, Jacuzzi, Infinity Pool}

Villa Parruccia with a pool and panoramic views
When is the best time to visit Tolentino?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$31,379 GYD | G$29,496 GYD | G$29,915 GYD | G$28,241 GYD | G$34,517 GYD | G$38,492 GYD | G$48,533 GYD | G$45,604 GYD | G$34,308 GYD | G$30,333 GYD | G$30,333 GYD | G$33,053 GYD |
| 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 |
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- 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
- Furlo Gorge Nature Reserve
- Tennis Riviera Del Conero
- Mount Subasio
- Sibillini Mountains
- Spiaggia di San Michele
- Sirolo
- Gola del Furlo
- Spiaggia Urbani
- Rocca Roveresca
- Spoleto Cathedral
- Rocca Maggiore
- Palazzo Ducale
- Cathedral of San Lorenzo
- Fonti Del Clitunno
- Eremo delle Carceri
- Cattedrale di San Rufino
- Spiaggia della Torre
- National Gallery





