
Vacation rentals with a pool in Tolentino
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Top-rated rentals with a pool in Tolentino
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House rentals with a pool

For those who love tranquility!
Massimo and his father Giordano are great hosts. Giordano reminds me of my father. Full of life and love of good wine. we have stayed at the villa before and as always we had a great time. the view of the surrounding hills, full of trees and farmland is stunning. everything is calm and beautiful. Corinaldo is close and walkable, with great places to eat and a pleasure to walk around. the new garden area with the swimming pool is great to relax. I had my first swimming of 2025 and the sunbathed in complete tranquility. the house itself is large and furnished with the old style (when furniture was an art). The villa is situated at a great spot and can be used as a base to discover the surrounding villages. only one hour from Ancona and the beautiful old town with all the places to visit. We plan to be back every year during our European trip.

Pool house, relax in the olive trees garden
Maria Teresa and her son were great tips for catering, as for visits to villages (but there are also plenty of museums to visit), the sublime hikes to do in this area... in short, great tips. Unfortunately over a week we couldn't visit everything but we caught our eyes already:) it would have taken us more than a week on site. The welcome, just like our departure will have been very warm with Maria Teresa who we thank very much for allowing us to discover this beautiful region! The house is secluded and at night there is a masterful calm, this house is ideal for relaxing and refreshing. The house complies with the photos of the site, the olive grove is sublime. No light pollution at night either, a real joy. In short, only beautiful images printed in our retinas. We had a great stay. Thanks again and maybe see you next time:)

Casolare Famiglia Grande Assisi. Families and friends
Fantastic place, very nice house we stayed comfortably in 7 with 3 bathrooms among other things there are no problems… clean tidy and very spacious house. The playroom was very much liked, especially by my 4-year-old daughter, who would have stayed there all the time instead of coming around with us. Beautiful outdoor garden, with lots of games much loved by children and everything you need to eat and grill and in fact we took advantage of it. The hosts are extremely kind and helpful both with regard to the house and the advice they gave us about the surroundings to visit. If I had to go back there, we'd definitely like to go back to this house. Amazing!

Tower - Fonte Sala Agritourism
Wow! What an incredible property. We loved our time staying at ‘the tower’. It is a beautiful setting among the olives and vines on a hilltop. The surrounding area is beautiful and it’s an easy walk to local vineyards and restaurants. Only one caveat: the WiFi is very weak and not suitable for video calls.

House with garden and private pool
Daiana’s place is clean and spacious and in a lovely location. The beds and sofa were very comfortable and Daiana was very responsive and helpful. And flexible with check out. The house could do with a few more basic items which Daiana provided when requested. We were attending an event at the nearby castle so it was as an ideal location. The pool however was still closed for the winter so worth checking in advance.

Magical Umbrian Villa with pool!
We had a wonderful time at Christiane's location! What a beautiful place! Thank you so much!

Calbertone family and bike holidays Urbino
We stayed in 13 at Angelo's house, for the weekend of June 2. The house is very beautiful, in a quiet area, it is very spacious both inside and outside, with a patio and a garden that offer a beautiful view. The pool, being above ground, is not very large but absolutely functional for cooling off while enjoying the garden, and it was very much used by the 5 girls of the group who had a great time! Angelo was always available and kind to us, a great host!

Mini apartment with pool Villa Cerqueto
We received a very warm welcome from the family. The apartment was well-equipped with everything we needed, and the outdoor area was perfect for relaxation. Our host, Pia, surprised us several times with freshly baked cakes, eggs from their own chickens, and even an aperitivo by the pool. The garage features a 6–7 kW charger for electric cars, which is a major plus for this area and accommodation. I’d totally recommend staying at the accommodation in this area.
Condo rentals with a pool

Querceto farmhouse with pool in Umbria
Giuseppe and family are WONDERFUL hosts. made us feel right at home. beautiful property and beautiful location. can't wait to be back!

House Fuà
Danielle was super friendly and responsive and if you like to cook the kitchen is very well equiped.

Casa Beatrice
Michele’s apartments are one of the best i’ve ever been to! It was super-clean and cosy where you can feel yourself like home, a lot of space and we fell in love with balcony! You feel it is not just a flat to rent, but really somebody’s home, and it is fantastic! All what you can need is provided and even more! Washing and dishwashing machines, ironboard and iron, air conditioner etc. Location is just perfect - close to the sea and old city, but not in the touristic area, rather residential, but you can reach center in 20 minutes on foot. Parking slots always were available next to the building or 2-3 mins walk (in September). Michele and Beatrice are very communicative and reply to all the questions promptly. We loved staying at Casa Beatrice and if we come again - we will stay there! I highly recommend Casa Beatrice to everyone coming to Senigallia!

"La Collina di Pilonico" Farmhouse -Magnolia-
very nice location... reachable in terms of the tourist towns Assisi, Perugia,Spello, Gubbio,Orvieto. we highly recommend it for those who want to spend a weekend in absolute tranquility not to mention the pool at your complete disposal. highly recommend for those who want to have a wonderful weekend Thank you again we will consider in case we want to come back.

On the waterfront, climate, parking, WiFi, bikes
Angela and her husband were very kind, the house is close to the beach, pleasant even out of season

Serafini Home 20 20km from the sea by Yohome
We had a great stay. Fantastic location, Katia was proactive and helpful throughout. Arrival instructions were clear, but I missed a step - response was speedy sending me photos to show me what to do. House bigger than we expected. Very quiet, good facilities and as described. Shared swimming pool, but it was big, well maintained and never crowded. Would thoroughly recommend.

Al Borgo delle Rondini
Laura and Alessandro are great hosts, very kind, warm and helpful. The apartment is just like the photos and description. Absolutely quiet, with great views. My kids especially loved the pool.

Casa Bertina
Short but intense stay, a real shame not to have stayed longer than the three days we had available. The place is lovely, beautiful view, cottage in great condition, top swimming pool. We were not well, very well, even more. The apartment matches the host's description, clean and with everything available. Super pool, practically at our exclusive disposal. Mr. Lino and his wife are reserved, discreet but always ready and helpful. We left a piece of our heart. Congratulations, we hope to return. Thank you Mr. Lino and wife, you have allowed our vacation to end with a memory that we will always carry with us. Lucia & Family
Home rentals with a private pool

The Dance by Interhome
Wow. Just wow. This is paradise on earth, and I wish I would never go home. The house and surroundings are just more stunning than any picture can show. Kids friendly, family friendly, stunning surroundings, near great restaurants, and supermarkets. The hosts are very responsive, and they have a maintenance person fixing everything you need. I will definitely come back with my family. Very, very, very recommendable.

Serrani by Interhome
Great location, new and clean house, one person stays to sleep in an area next door during the accommodation. Comfortable for sea and the center of the country.

Green Wellness House by Interhome
Super home with many amenities Very good location, in the city of Casinina there is everything you need (shops, restaurants , cafes) It takes 35 minutes to get to the beaches, Forli airport just over an hour around beautiful mountains and walking areas

La Mora by Interhome
great stay

La Letizia by Interhome
Location with a wonderful view of Assisi and the region, especially Mount Subasio. The host was very attentive and always willing to answer our questions. The property was very organized and equipped, so it met all our needs. i recommend it.

Fonte del Ceppo 1 by Interhome
A house completely surrounded by greenery, totally available and with a pool included, which has made our stay really special. Privacy is total. Lovely veranda dinners. Excellent communication with the owner, who takes care of the daily maintenance of the pool in a very discreet way. The beaches of Tortoreto, great for children, are about an 8-minute drive on an easily accessible road. Highly recommended.

Fonte del Ceppo 2 by Interhome
Very nice apartment! A lot of space, peaceful and well equipped kitchen.

Centuries-old olive tree by Interhome
Great home to relax with family and/or friends
Quick stats about vacation rentals with a pool in Tolentino
Total rentals
50 properties
Nightly prices starting at
ﺩ.ﺇ220 before taxes and fees
Total number of reviews
290 reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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- Tennis Riviera Del Conero
- Mezzavalle
- Monti Sibillini national park
- Two Sisters
- Frasassi Caves
- Shrine of the Holy House
- Spiaggia Urbani
- Spiaggia di San Michele
- Monte Prata Ski Area
- Basilica of St Francis
- Spiaggia Marina Palmense
- Cantina Colle Ciocco
- Conero Golf Club
- Mount Subasio
- Furlo Gorge Nature Reserve
- Casa Del Cioccolato Perugina
- Dublin House