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Holiday rentals with a pool in Trecastelli

Find and book unique homes with a pool on Airbnb

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Popular amenities for Trecastelli rentals with a pool

House rentals with a pool

Superhost
Home in Umbertide
4.81 out of 5 average rating, 37 reviews

Private villa with pool and breathtaking views

SophieRating, 5 stars10 months ago
Anna’s house is stunning and tucked away in such a beautiful quiet location. The people who take care of the house were kind and our two year old loved him. Would highly recommend anyone who wants a quiet get away from the hustle and bustle of life to stay here.
Superhost
Home in Pietralunga
5 out of 5 average rating, 11 reviews

Il Monte

ConstanzeRating, 5 stars11 months ago
Great stay in beautiful house in beautiful house.
Guest favourite
Home in Mondaino
4.95 out of 5 average rating, 42 reviews

Sant'Apollinare Estate

DanielRating, 5 stars2 months ago
We were a group of 13 people – with and without disruption, a facility from Switzerland - and were allowed to spend our Easter holiday in your house this year. Both the house itself and the surrounding area have delighted us, but in particular we would like to emphasize the warm and open contact with you. We take a trip together every year around this time and have experienced many beautiful accommodations – but rarely has a house been as perfect for us as a group. We would like to sincerely thank you for the wonderful time we were able to spend at your place. It was a completely successful stay, and we agree: We would love to come back!
Superhost
Home in Montebagnolo II
4.92 out of 5 average rating, 107 reviews

B&B "Alle cime"

RaviRating, 5 stars9 months ago
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 :)
Guest favourite
Home in Umbertide
5 out of 5 average rating, 7 reviews

Il Posto Umbria - downstairs - apartment for 8

TamaraRating, 5 stars7 months ago
Our stay at Il Posto was something out of a dream. Truly the best Airbnb stay we’ve ever had. Rachel and Delfo are the kindest and most thoughtful hosts and are available for any questions and recommendations. The rooms are very spacious and the beds are so comfortable. We felt at home immediately and hope to visit again and again! Delfo is an incredible chef and Rachel pairs the perfect wines. We recommend the truffle hunt with their neighbor Luca, if you visit during the season. The rectory is very cozy but has a lot of space for a big group, including our almost 2 year old son. It’s really the perfect place to visit with friends and family. There’s a lot of hiking nearby and the town is super close. Rachel has excellent recommendations. Il Posto is also a working farm. The eggs, olive oil, and honey are soo fresh! We are already talking about our next trip!
Superhost
Home in Pesaro
4.82 out of 5 average rating, 122 reviews

3Villa in front of the beach with parking and bikes

LarisaRating, 5 stars11 months ago
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.
Superhost
Home in Molino Vitelli
5 out of 5 average rating, 3 reviews

2 / 8px house on Tuscan Borders

ElizabethRating, 5 stars2 months ago
Andrea's place was perfect for our short two night stay in the Niccone Valley, or fav area in Umbria. We were there in cooler weather and the floor heating took a bit to come on but once it did we were comfortable. I think it would be a great place in the warmer weather as the pool looked wonderful. The Niccone Valley is somewhat remote but with the location of this property you had the best of both worlds quick access to Umbertide and yet embedded in the valley. Would love to return in the warmer weather. Thank you Andrea!
Superhost
Home in San Liberio
5 out of 5 average rating, 4 reviews

Hare Garden, Pimpinella

MarionRating, 5 stars9 months ago
The property was well-equipped and very clean. The location on a small hill is a dream, sunset included. Martina is a very thoughtful host!

Condo rentals with a pool

Guest favourite
Condo in Perugia
4.95 out of 5 average rating, 56 reviews

Apartment for 2 with pool, privacy and dream views

DagmarRating, 5 stars2 weeks ago
Great view of the valley, great swimming pool and Christian and his family are very nice!
Guest favourite
Condo in Gubbio
4.91 out of 5 average rating, 11 reviews

Querceto farmhouse with pool in Umbria

HosseinRating, 5 stars1 month ago
Giuseppe and family are WONDERFUL hosts. made us feel right at home. beautiful property and beautiful location. can't wait to be back!
Guest favourite
Condo in Bargni
4.88 out of 5 average rating, 42 reviews

Marche beauty, with endless views

AnnaRating, 5 stars9 months ago
we had a wonderful and relaxing time surrounded by magnificent landscape in Davids home. the cities close by were worth a trip to see the cultural influences of the region. The apartment was perfect for our family of four and we alll enjoyed some calm hours there and at the pool area. We will definately come again!
Superhost
Condo in Ancona
4.88 out of 5 average rating, 32 reviews

House Fuà

PaulaRating, 5 stars3 weeks ago
Danielle was super friendly and responsive and if you like to cook the kitchen is very well equiped.
Superhost
Condo in Montone
5 out of 5 average rating, 3 reviews

Apartment in Cardaneto Castle

AnnaRating, 5 stars2 days ago
Absolutely beautiful place to stay. The apartment was spacious and had everything we needed, and the pool and terraces are stunning, with incredible views - even better than the pictures.
Superhost
Condo in Colli al Metauro
4.9 out of 5 average rating, 10 reviews

Serafini Home 20 20km from the sea by Yohome

PeterRating, 5 stars10 months ago
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.
Top Guest favourite
Condo in Isola del Piano
4.87 out of 5 average rating, 30 reviews

"Every window is a painting 2- Pomegranate" apartment

DennisRating, 5 stars2 months ago
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.
Guest favourite
Condo in Genga
4.95 out of 5 average rating, 22 reviews

Al Borgo delle Rondini

SimonRating, 5 stars9 months ago
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.

Home rentals with a private pool

Home in Auditore
4.55 out of 5 average rating, 11 reviews

Green Wellness House by Interhome

GrzegorzRating, 5 stars12 months ago
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
Home in Rancolfo

Paradiso by Interhome

YossiRating, 5 stars21 months ago
The owners of the house were very sweet and helpful. Beautiful house with tasteful art and furniture. Huge grounds with friendly cats, chickens, greenhouse full of tomatoes and other vegetables and herbs. Kids had a blast. Also note: the house did contain a crib (pack n play) despite the agency telling us there was not one.
Home in Zollara
4.75 out of 5 average rating, 16 reviews

Ancient Stone Farmhouse by Interhome

AgnieszkaRating, 5 stars1 month ago
We had a great time with our kids, family and friends ♥️ A perfect place to spend holiday. Very peaceful and charming surrounding. Mountain view, birds singing, what else can we need? I would certainly recommend this place for my friends.
Home in Gubbio
4.78 out of 5 average rating, 9 reviews

Il Giardino Dei Semplici by Interhome

RenanRating, 5 stars1 month ago
Hugo’s house is a piece of history. Very beautiful home with lots of room for our group and a professional kitchen. Spending the days indoors with fireplace on was a treat. Hugo always very responsive and willing to go the extra mile to make our stay more pleasurable. His co-worker Mustafa was a gentle soul and always helping with a smile on his face. Hugo’s house is the perfect spot if you are looking to spend quality time with friends and family in a secluded and private location. Highly recommend it and looking forward to staying there again. Cheers

Quick stats about holiday rentals with a pool in Trecastelli

  • Total rentals

    20 properties

  • Nightly prices starting at

    $50 NZD 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

  1. Airbnb
  2. Italy
  3. Marche
  4. Province of Ancona
  5. Trecastelli
  6. Rentals with pools