
Vacation 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.

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.

Torre Villa Belvedere Luxury & Relax with pool
"TORRE VILLA BELVEDERE" Meraviglioso appartamento di 260 metri quadrati , in Villa del XII sec., appena ristrutturato .La piscina privata ( lunga 15 metri e larga 5 metri ) ,biliardo, biliardino, freccette,ampio giardino , portico 80 mq, barbecue,palestra e area relax all'interno della Torre. Situato in posizione strategica ,12 Km da Perugia, 4km dalla superstrada,può ospitare comodamente fino a 8 ospiti (6 adulti e 2 bambini) . ( 3 camere matrimoniali con bagno privato, Tv, cassaforte )

Cozy apartment with workspace - Le Marche
Our agriturismo is beautifully located on a hill, surrounded by forests and nature, near historic villages and towns and a 45-minute drive from the beach. From our swimming pool, you have a beautiful view of the valley. We are located in the Le Marche region where you can still experience the authentic Italy. In 2020, the Le Marche region was named one of the most beautiful regions in the world to visit! Our small-scale agriturismo contains 4 authentic apartments. Benvenuto!

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.

I am immensely illuminated
Enjoy a different vacation and regenerate body and mind. Bring books to read under ice cream. Walk in the middle of nature breathing healthy air and along kilometers of countryside with organic crops while observing the landscape where nature has been able to create paintings. Relax with the whole family by living days with another spirit and other attention to those close to you, in a place where serenity, atmosphere and nature make everything wonderfully unique.

Gorgeous Villa, pool, stunning view near Todi
This Villa has tremendous views, a secluded swimming pool surrounded by lavender bushes, and is only few kilometers from bars and restaurants. It is a spacious and well equipped place for up to 6 people to stay, somewhere gorgeous and serene yet still within 45 minutes of all of Umbria's tourist attractions. Gas heating, Air conditioning, WiFi, SMART TV, free firewood and a BBQ. Recent new wooden deck, pool patio tiles and an extensive kitchen refresh.

La Poderina
Villa Poderina is a typical pink stone cottage furnished in a beautiful country chic style, gently nestled on the bank of the Candigliano river located in the Marche hinterland with a wonderful panoramic view. Set in the garden, spacious and very well cared for, the beautiful pool is located, while a few meters inside the property you can access the charming unspoiled river beach with private access where you can take relaxing baths or walk paths.

Country Escape - Pool & Hot Tub
Escape to our charming retreat in the heart of Abruzzo, ideal for couples seeking romance or a small family getaway. Perfectly positioned between the sea and the mountains, our home offers stunning natural surrounds. Enjoy exclusive outdoor amenities: a refreshing pool, relaxing hot tub, cozy firepit, and al fresco dining area. Engage with nature and meet our friendly farm animals—goats, chickens, ducks, cats, and our lovable dog.

CASA DEL MONTE in total relaxation
La Casa del Monte is the place to spend a break in complete relaxation. The location adjacent to the Furlo National Park is strategic for visiting the province of Pesaro-Urbino. Comfortable and cozy, the mountain house is a charming location with a history of 800 years, where the combination of modern comfort and ancient customs is perfectly realized. You can enjoy independent solutions and maximum privacy. Your pets are welcome.

Casale Biancopecora, Casa Acorn
Independent house in Country House, Casa Ghianda, 60 sqm finely furnished. We recovered all the old house materials in the recent renovation. One of the rooms overlooks a small terrace. Outside there is a large private area available to guests, shaded pergola and private barbecue. Complete the property with a 12x4.5 pool with shaded porch available for guests to enjoy.
Popular amenities for Tolentino rentals with a pool
House rentals with a pool

La piazzetta in the medieval castle of Saragano

Cottage Dei Castagni 7 km from Conero Riviera

The Barbagatto stunning Tower with pool

Tower - Fonte Sala Agritourism

Cottage in Paradise

VILLA MORAIOLO- EXCLUSIVE SPA

Florantica 4 San Gemini

Magical Umbrian Villa with pool!
Condo rentals with a pool

Relax in the vineyards of Abruzzo - Lavender

Querceto farmhouse with pool in Umbria

Marche beauty, with endless views

Il Cortile Large apt 10km from Assisi's airport

Historic Residence Santa Cassella 7

Casa Leccino (house with a view)

Casa del Cipresso in Pianciano

Apartment for 4 with pool near Perugia in Umbria
Home rentals with a private pool

The Dance by Interhome

Green Wellness House by Interhome

La Mora by Interhome

La Casetta di Chiara Farmhouse by Interhome

Fonte del Ceppo 1 by Interhome

Paolotti by Interhome

Fonte del Ceppo 2 by Interhome

Centuries-old olive tree by Interhome
When is the best time to visit Tolentino?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$21,551 GYD | G$24,899 GYD | G$25,945 GYD | G$28,246 GYD | G$34,523 GYD | G$38,499 GYD | G$48,542 GYD | G$45,613 GYD | G$34,314 GYD | G$26,154 GYD | G$25,945 GYD | G$27,409 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 |
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$18,831 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!
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- Tennis Riviera Del Conero
- Frasassi Caves
- Two Sisters
- Spiaggia di San Michele
- Spiaggia Urbani
- Spiaggia Marina Palmense
- Basilica of St Francis
- Cantina Colle Ciocco
- Shrine of the Holy House
- Furlo Gorge Nature Reserve
- Mount Subasio
- Conero Golf Club
- Monte Prata Ski Area
- Monti Sibillini national park
- Antonelli San Marco
- Sibillini Mountains
- Casa Del Cioccolato Perugina




