
Vacation rentals with a pool in Trecastelli
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Trecastelli
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Trecastelli rentals with a pool
House rentals with a pool

Casal del Sole
A dream week in the Marche region with the whole tribe: cousins, sisters, parents, dog, and mother-in-law (yes, even her). The villa? A paradise. Top pool, therapeutic hot tub (also for the nerves), BBQ for serial grillers. Stefano and Alessandro: 10 out of 10, always present but never intrusive. Postcard views, comfort everywhere. We relaxed, had fun and... gained weight. We'd go back tomorrow. In fact, we'd move in.

Casa Maestra, Umbrian hills, AC, large heated pool
We stayed in the house for just over two weeks and had a fantastic stay The house is well thought out and has everything you want The surroundings are magical and the views are stunning The pool is large, new and cleaned several times a week Valerio & Susan were great hosts and arranged brand new children's accessories to make our stay even better (we traveled with children 1 year & 5 years) Restaurant tips and tips for excursions nearby were very good, made our whole stay special We would be glad to come back

Il Monte
Great stay in beautiful house in beautiful house.

Villa Oleandra Umbrian Retreat
Beautiful house, scenic and comfortable. Well equipped kitchen and laundry. Lots of games and things to do as a family. Maybe the best part was having pizza night with Ana and Franco which was arranged by Alberto. Just loved this spot!

B&B "Alle cime"
Pictures don’t do the property and spectacular view justice. We had an amazing family holiday, our host couldn’t have been more accommodating, even leaving us kind gifts. Location was perfect (close enough to town and the airport but feeling secluded), having a bathroom each was great, and again that view was stunning. It all made for a perfect family trip :)

3Villa in front of the beach with parking and bikes
Had a great holiday at Villa Mariella! The villas are located in a very nice, private environment, there is a beautiful well maintained garden and a nice, clean swimming pool. The villas are very close to the beach. The beach is for a fee but you get a fixed place with an umbrella and two sunbeds. The beach is also clean and tidy. It is also very nice that you can use the bikes for the holes. The city center is easily accessible by bike but also on foot. The hosts are very nice and polite. Had very nice contact.

Casa dei 5 Sensi - Trasimeno view
What a beautiful place! Great view of the lake. Sergio was incredibly friendly and responsive. He gave us local recommendations and even made us a fruit salad. I will definitely be booking with Sergio again the next time we are in Umbria.

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!
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!

The Teodorano ruins, in the countryside.
Our stay in Teodorano was simply fantastic! The accommodation is super nice, cozy and furnished with a lot of love for detail – you immediately feel comfortable. Antonella, our hostess, was totally warm and made us feel right at home with her open manner. Her husband was also super helpful and supported us in everything – both are just wonderful people. And the best part: Antonella is a fantastic cook! As a surprise, she even gave us something delicious for the onward journey – what a lovely gesture! We really enjoyed the time there and would definitely come back. Absolutely recommended!

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

In a farmhouse in the hills, with a garden and swimming pool
Beautiful place. Very clean and great location.

"Beatrice Apartment"
Sara was simply perfect! Kind, helpful, and even left us a cake to offer to guests.

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.

"Every window is a painting 2- Pomegranate" apartment
Great apartment in the middle of the Marche. Sea, mountains, beautiful towns and castles, all in the nearby area. The house is a little outside, there are other units in the building, but we didn't notice it. Everything is available in the apartment, good modern kitchen with dishwasher. The beds were quite hard but ok. The only thing that bothered us were the nesting birds under the roof - the freshly hatched chicks were continuously supplied with excited tattering. But somehow also quite cute and that's how it is on an old farm.

Oasi La Perla - Apartment and Swimming Pool
We chose Saverio's apartment to rest after a long trip, the apartment is very well maintained as well as the kitchen equipped with all amenities. We will definitely be back for a longer vacation, it's really an oasis of relaxation as described. See you soon
Home rentals with a private pool

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

Ancient Stone Farmhouse by Interhome
What can I say. This place is amazing. Host was amazing and extremely friendly The drive up to the house is just great. Being British u don’t experience things like this. The view from the gardens is out of this world. The swimming pool is fantastic. Local shop has what you need. There is a hotel in walking distance for lovely meals also a sports bar as well. I would definitely recommend this house to everyone. 12 of us there plenty of room and a huge table to eat from. Thanks for one amazing stay. What a memory. 🥰🥰

Olindia by Interhome
I stayed at the adorable place with my family for a week. Upon arrival, the host gave us the key and showed us everything. We especially liked the large pool and the breathtaking view of Lake Trasimeno from the upper floor of the house. We had a very nice week in Umbria and explored the surroundings in day trips. If you have any questions or problems, the host has always been kindly helped. We will be happy to come back.

Montebello by Interhome
We spent Easter here with our family and had a wonderful time! The house is very spacious - 5 bedrooms, 3 bathrooms, an extra toilet, and plenty of common areas. Everything was very clean and well prepared for our stay. The location is perfect as a base for exploring the surrounding area. We had a small issue with the hot water, but the house owner responded very quickly and solved everything within a few hours. I highly recommend this place - not only is it beautiful, but the support and communication with the host were excellent!

Mariani by Interhome
Our vacation was absolutely perfect. The house, the nature around. Michele was absolutely amazing, helpful and friendly. The pictures on site are not good enough to describe how beautiful the hose and the place are. Amazing stay, amazing host, amazing everything. Highly recommended. We will certainly come again for more.

Trasimeno link by Interhome
Lovely place to stay at. Big space, lots of cats and a playground that the kids really enjoyed, nice garden with a private pool and well equipped kitchen. The view over the lake was amazing. Close to supermarkets and sightseeing. Well visited restaurant with great food. You should account for living in the same house as a restaurant will mean some noises and smell from the cooking as well as people talking into midnight. The rooms don’t have air condition. However, the private feeling and fantastic location made us really enjoying the stay and would highly recommend it!

La Dama by Interhome
A beautiful house surrounded by wonderful scenery. We spent a lot of time in the garden and by the pool. The landlords are easily accessible and always helpful and warm. Thanks for a great stay!

Oleandra south Lake by Interhome
One of the most amazing views from the terrace. Beautiful house with everything you could think of provided. The owner - Maurizio is a great host and cares about guests. He also runs a great restaurant.
Quick stats about vacation rentals with a pool in Trecastelli
Total rentals
20 properties
Nightly prices starting at
ﺩ.ﺇ110 before taxes and fees
Total number of reviews
210 reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Destinations to explore
- Pet-friendly rentals Trecastelli
- Rentals with a patio Trecastelli
- Rentals with outdoor seating Trecastelli
- Rentals with a fireplace Trecastelli
- Family-friendly rentals Trecastelli
- Smoking-friendly rentals Trecastelli
- Rentals with a washer and dryer Trecastelli
- Kid-friendly rentals Trecastelli
- Rentals with pools Province of Ancona
- Rentals with pools Marche
- Rentals with pools Italy
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Tennis Riviera Del Conero
- Mezzavalle
- Fiera Di Rimini
- Malatestiano Temple
- Misano World Circuit
- Two Sisters
- Frasassi Caves
- Miramare Beach
- Shrine of the Holy House
- Italia in Miniatura
- Palacongressi Della Riviera Di Rimini
- Riminiterme
- Spiaggia Urbani
- Oltremare
- Spiaggia di San Michele
- Basilica of St Francis
- Portoverde
- Villa delle Rose
- Fiabilandia
- Chiesa San Giuliano Martire
- Bagno Egisto
- Mount Subasio
- Conero Golf Club
- Spiaggia Della Rosa