
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.

Cottage Casa Janna | 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.
FamilyLocationPool
5.0 out of 5 average rating, 4 reviews
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.
LocationFamilyWi-Fi
4.96 out of 5 average rating, 98 reviews
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.
FamilyLocationIndoor spaces
4.91 out of 5 average rating, 32 reviews
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.
FamilyLocationKitchen
5.0 out of 5 average rating, 8 reviews
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 😉😉
FamilyLocationBreakfast
4.97 out of 5 average rating, 75 reviews
Casale con giardino e piscina uso esclusivo wifi
Casale Nonno Dario è la tipica casa di campagna marchigiana immersa tra le colline del Balcone delle Marche e posizione strategica per godere delle bellezze limitrofe dal mare ai monti Si trova nella frazione di Castelletta e comprende una zona giorno con salone, cucina e camino. Bagno con doccia. Zona notte con 3 stanze matrimoniali e possibilità di aggiungere una culla e un lettino. Ampio giardino esterno con piscina, ombrellone, barbecue Parcheggio gratuito all'interno della proprietà.
ValueLocationPets
5.0 out of 5 average rating, 58 reviews
Casale Biancopecora, Casa Cerqua
Appartamento Casa Cerqua di 100 mq finemente arredato, abbiamo recuperato tutto i vecchi materiali della casa nella recente ristrutturazione adeguando il vecchio casale alle più recenti norme anti sismiche. L'arredamento è un giusto mix tra moderno e antico, elegante ma funzionale. All'esterno un'ampia zona privata a disposizione degli ospiti, con zona pranzo ombreggiata e barbecue privato. Completa la proprietà una piscina 12x4,5 con portico ombreggiato a disposizione degli ospiti.
FamilyLocationIndoor spaces
5.0 out of 5 average rating, 46 reviews
Villa Adele · Ville Carborello
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.
FamilyLocationKitchen
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.
LocationFamilyBarbecue
4.98 out of 5 average rating, 47 reviews
Chalet di collina in pietra e legno.
Ai piedi del monte San Vicino, su una splendida collina a 420 metri sul livello del mare, in piena tranquillità e facilmente raggiungibile si può godere di una splendida vista a 360 gradi, dai monti Sibillini alla Gola della Rossa. Facilmente raggiungibile in 15 minuti Fabriano, in 20 minuti le splendide grotte di Frasassi, in 30 minuti Gubbio e in 60 minuti Senigallia o la Baia del Conero, in 20 minuti la città ducale di Camerino.
FamilyValueHospitality
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.
FamilyLocationIndoor spaces
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.
LocationViewHiking
5.0 out of 5 average rating, 5 reviewsPopular amenities for Tolentino rentals with a pool
House rentals with a pool

Respiro di Tramonto
LocationFamilyHot tub
4.92 out of 5 average rating, 13 reviews
Hidden Gem in the Heart of Umbria
LocationFamilyKitchen
4.99 out of 5 average rating, 73 reviews
Casa Raggia
LocationFamilyTV
5.0 out of 5 average rating, 17 reviews
Farm house with exclusive access to the pool
LocationDecorBathroom
4.84 out of 5 average rating, 19 reviews
La Casa nell’Orto
FamilyLocationAmenities
4.75 out of 5 average rating, 16 reviews
La Casetta - Intera casa a 5 minuti dal centro.
FamilyLocationDecor
4.74 out of 5 average rating, 221 reviews
Athena casa vacanze con giardino vicino Spoleto.
LocationNearbyCheckout
4.96 out of 5 average rating, 28 reviews
villa Strada
FamilyLocationBreakfast
4.94 out of 5 average rating, 36 reviewsCondo rentals with a pool

Luxury Apartment with Pool - the Black Mulberry
LocationIndoor spacesDecor
5.0 out of 5 average rating, 36 reviews
Casa Leccino (casa con vista)
ValueLocationDecor
4.99 out of 5 average rating, 72 reviews
Tranquil apartment with pool
LocationFamilyCondition
4.88 out of 5 average rating, 40 reviews
Dimora Storica 7
LocationFamilyIndoor spaces
5.0 out of 5 average rating, 11 reviews
Appartamento Gli Ulivi con piscina
LocationFamilyLaundry
4.78 out of 5 average rating, 23 reviews
Bilocale incantevole, in resort con piscina
LocationFamilyDecor
4.94 out of 5 average rating, 64 reviews
L'Artista - Apartment for 6 Colle Mura
FamilyLocationBreakfast
5.0 out of 5 average rating, 11 reviews
Verde Conero Numana, Swimming pools, sea 400m
ValueLocationWalkability
4.92 out of 5 average rating, 24 reviewsOther holiday rentals with a pool

VacanzeNelVerdeGenga 2/4guests Exclusive
FamilyLocationPool
4.98 out of 5 average rating, 56 reviews
Appartamento D'In Su la Vetta con piscina
LocationValueHospitality
5.0 out of 5 average rating, 41 reviews
Agriturismo Elisei appartamento piscina sauna spa
LocationFamilyGetting around
5.0 out of 5 average rating, 12 reviews
CASA DEL MONTE in pieno relax
FamilyLocationIndoor spaces
5.0 out of 5 average rating, 34 reviews
Casal La Ponderosa
LocationFamilyCondition
4.97 out of 5 average rating, 34 reviews
L’Attico Sul Fiume center home
LocationValueHeating
4.92 out of 5 average rating, 203 reviews
Casa Moscatel - rural idyll, stunning panorama
FamilyLocationParking
5.0 out of 5 average rating, 16 reviews
Casa Pace e Gioia - private pool & amazing views
LocationFamilyCondition
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





