
Holiday rentals with a pool in Tolentino
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Top-rated rentals with a pool in Tolentino
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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.

La dolce Visciola
La dolce Visciola si trova tra le verdi colline marchigiane e si affaccia su uno splendido panorama che va dalle campagne fino al mare. Luogo ideale per chi ama rilassarsi immerso nella natura. Per chi vuole ricaricare le energie rimanendo in Agriturismo troverete un ampio giardino con piscina, bocciodromo e barbecue. Inoltre, per chi lo desidera, potrete degustare alcune delizie locali della nostra azienda agricola, per vivere appieno il vostro soggiorno nelle Marche attraverso tutti i sensi.

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.

M'illumino d'immenso
Goditi una vacanza diversa e. rigenera corpo e mente. Portati dei libri da leggere sotto i gelsi . Percorri cammini in mezzo alla natura respirando aria sana e percorrendo kilometri di campagna con coltivazioni bio mentre osservi il paesaggio dove la natura ha saputo creare dei quadri. Rilassati con tutta la famiglia vivendo giornate con altro spirito ed altra attenzione a chi ti è vicino, in un alloggio dove la serenità l'atmosfera e la natura rendono tutto meravigliosamente unico.

Elegante villa con piscina immersa nel verde
Villa Regno offre una vacanza di relax in un'atmosfera elegante. Immersa in un parco panoramico di 5000m con ulivi, noci, vigna, piscina e area BBQ. Gli interni spaziosi, accoglienti e luminosi sono ricercati in ogni dettaglio: ampio salone, 1 cucina attrezzata, 4 camere matrimoniali, 1 doppia e 2 bagni, uno con vasca idromassaggio. La sua posizione vicino al mare e ai Monti Sibillini offre svago, avventura e cultura. Vi accoglieremo nella vostra lingua: inglese, arabo, francese e spagnolo!

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 casa intera in esclusiva
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.

Il Casale di Laura
Il casale in mattoni antichi sorge in prossimità del centro storico. Si sviluppa su due piani. Il primo piano composto da ampio salone, cucina e un bagno e il secondo piano composto da 3 stanze da letto arredate e confortevoli , 2 bagni, il tutto ad uso esclusivo degli ospiti. Vi è il giardino e un uliveto di 70 ulivi. Il casale si trova inoltre a 10 km dal mare. È presente una bella piscina per rilassarsi 😍 Questo e’ l’annuncio ufficiale in cui chiedere info. Struttura Dog-friendly 😉😉

Scappo in 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.

Agriturismo Elisei appartamento piscina sauna spa
Sei alla ricerca di un luogo tranquillo, rilassante, immerso nella natura e lontano dal caos? Vuoi scoprire il fascino del Parco Nazionale dei Monti Sibillini e suoi borghi? Scegli l’Agriturismo Elisei, piccolo e per poche persone, permette ad ognuno degli ospiti di avere tanto spazio all’aperto. L’Agriturismo dispone di un ampio giardino con piscina, oltre ad un area benessere con sauna e spa. CIN: IT043021B5CETGSYCI

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

Per chi ama la tranquillità!

The Barbagatto stunning Tower with pool

Hidden Gem in the Heart of Umbria

Angolo di paradiso - Alpaca village natura e relax

Villa Surrounded by Serenity – Maria

Mini appartamento con piscina Villa Cerqueto

Colle Pertecone - exclusive villa in Spoleto

La Casetta - Intera casa a 5 minuti dal centro.
Apartment rentals with a pool

Lavanda - Relax tra le vigne d'Abruzzo

Verde Conero Numana, Swimming pools, sea 400m

Marche beauty, with endless views

Casa Leccino (casa con vista)

Casa Beatrice

Casa del Cipresso in Pianciano

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

Appartamento "Ogni finestra é un quadro 2- Melograno "
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Villa Margherita

Casa Moscatel - rural idyll, stunning panorama

Villa Parruccia con piscina e vista panoramica
When is the best time to visit Tolentino?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £112 | £105 | £107 | £101 | £123 | £137 | £173 | £163 | £122 | £108 | £108 | £118 |
| 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 £67 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 & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
50 of Tolentino holiday rentals include wifi 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
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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





