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Vacation rentals with a pool in Italy

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Popular amenities for Italy rentals with a pool

House rentals with a pool

Guest favorite
A large swimming pool is featured, reflecting the clear blue sky above. Olive trees line the surrounding area, creating a serene outdoor environment. The water's surface appears serene and inviting, emphasizing relaxation amidst the natural landscape.
Home in Castellina in Chianti
4.98 out of 5 average rating, 109 reviews

StageROOM03 -Chianti Idillic Country living

ElizaRating, 5 stars2 weeks ago
Breathtaking location with views that are exactly what you want in the Chianti region. It was a beautiful place and was very nicely setup. Extremely responsive and helpful host. He provided recommendations and was quick to respond to questions. The house is centered nicely within the region and allows access to many different villages, wineries, and restaurants. An amazing experience and I highly recommend!
Guest favorite
A spacious outdoor pool is surrounded by lush greenery, featuring olive trees and vibrant plants. The pool's crystal-clear water reflects the sky, while a sun terrace with lounge chairs is available for relaxation. The serene landscape enhances the tranquil atmosphere of the setting.
Home in Montaione
4.94 out of 5 average rating, 103 reviews

Cercis - La Palmierina

TobiasRating, 5 stars1 day ago
We really enjoyed our stay. The location is stunning with a super nice view. The flat is super well equipped and Daniela was a great host
Guest favorite
Home in Orvieto
4.99 out of 5 average rating, 211 reviews

Vineyards Paradise

KristineRating, 5 stars1 week ago
Our stay at Piero’s home was the highlight of our family’s three week Italy trip! It is one of the most beautiful homes we have stayed at and the spectacular vineyards, gardens, and pool really added something special. We plan to definitely return/stay again! Thank you Piero for sharing your special home!
Guest favorite
The outdoor area features a serene swimming pool surrounded by well-maintained grass. Several sun loungers are arranged nearby under large umbrellas, offering shaded seating. An olive tree adds to the lush landscape, while expansive views of rolling hills are visible in the background.
Home in San Martino
4.94 out of 5 average rating, 210 reviews

Casa Bada - Barn

MariskaRating, 5 stars2 weeks ago
We had a wonderful time, thank you!
Top guest favorite
A private pool area is surrounded by a stone wall, with greenery providing a natural backdrop. Wooden decking encircles the pool, and two lounge chairs are positioned on the edge. Sunlight reflects off the clear water, creating a serene outdoor space.
Home in Lecce
4.99 out of 5 average rating, 149 reviews

Oasi Gorgoni Charming House & Pool

AndreaRating, 5 stars2 days ago
Loved, loved Stafanias place- especially the pool ! The apartment was spotless and had everything you would need for a 10 out of 10 stay! Stefano was always quick to respond and was ultra helpful.
Guest favorite
The exterior of a traditional trullo displays its distinctive conical roofs and natural stone walls. Potted plants adorn the entrance, and sunlight highlights the rustic architecture, creating a warm ambiance. A sunshade extends to provide shade to the outdoor area.
Home in Ostuni
4.93 out of 5 average rating, 272 reviews

THE SEVEN CONES - TRULLO EDERA

EmilyRating, 5 stars4 days ago
Anna’s place is truly special. A great location to see everything on your list in Puglia. You will be blown away at how photos don’t do the property and rooms justice.
Top guest favorite
Aerial view of a rustic stone house surrounded by greenery and olive trees. A rectangular pool is visible, with turquoise water and purple umbrellas shading lounge chairs. The expansive garden features lush grass and landscaped foliage, providing a serene and spacious outdoor environment.
Home in Volterra
4.93 out of 5 average rating, 179 reviews

Collina Power

DeanRating, 5 stars1 week ago
Amazing location and responsive host. Incredible pool with an outstanding view. House, especially the Kitchen, was well well stocked with amenities needed. Highly recommended!
Superhost
An underground heated pool is surrounded by rustic brick walls, featuring soothing green water and a gentle current. The ceiling has exposed brick, creating an inviting, natural atmosphere. The space offers privacy, ideal for relaxation and rejuvenation.
Home in Florence
4.84 out of 5 average rating, 112 reviews

Country House w/ heated Pool near the City Centre

SandraRating, 5 stars1 month ago
We thoroughly enjoyed our stay at this wonderful place. The quiet surroundings were perfect for a break from the hustle and bustle of Florence. And it's still easily accessible by tram. Giacomo was a wonderful host and was always available. We truly enjoyed every day there.

Condo rentals with a pool

Guest favorite
A spacious pool is situated within a well-maintained garden, surrounded by green hedges and cypress trees. Sunlight reflects off the clear water, inviting relaxation. Lounge chairs are placed near the edge of the pool, offering a comfortable space to enjoy the serene landscape.
Condo in Asciano
4.91 out of 5 average rating, 151 reviews

Loggiato 3 apartment in Tuscany near Siena

TamarRating, 5 stars2 weeks ago
We had a great stay in Francesca's agriturismo. beautiful place with breath taking views. the place was very clean and tidy and it had all we needed and much more. it was a good base for traveling the area. take a ride on the SP146 - you won't regret it! all in all this place is highly recommended! wish i would visit here again. Toscany is soo beautiful.
Guest favorite
A light and airy living room is depicted, featuring a comfortable sofa dressed with decorative cushions and a textured throw. Framed artwork adorns the wall above, while a shelf with greenery adds a touch of nature. Natural light enhances the warm wooden floor.
Condo in Rome
4.98 out of 5 average rating, 119 reviews

[Colosseum Luxury] Private Rooftop, Hot Tub & View

MarkRating, 5 stars2 weeks ago
We had an amazing time and in no small part to our hosts, they provided some great restaurant recommendations for us and those didn't disappoint. Excellent communication and very quick to come back with any questions we had. It was a short walk to the Colloseum and to the restaurants locally. We would highly recommend this apartment for a stay.
Guest favorite
A modern jacuzzi shares a panoramic view of Lake Como, surrounded by scenic mountains. Sunlight reflects off the water, creating a serene atmosphere. The jacuzzi is positioned on a wooden deck, with glass railings offering unobstructed vistas of the lush landscape.
Condo in Perledo
4.94 out of 5 average rating, 384 reviews

Resort Style Apartment with Lake Views

VictoriaRating, 5 stars2 weeks ago
We absolutely loved our stay at Andrea’s place! It exceeded our expectations. Andrea was very responsive, helping us to navigate the area and European appliances :-)! We would love to stay again as our family had an amazing time!
Guest favorite
An outdoor heated swimming pool is situated on a stone patio, offering expansive views of lush mountains and a serene lake. The pool features a light blue water surface and steps leading in, framed by a modern metal railing.
Condo in Menaggio
4.93 out of 5 average rating, 141 reviews

Sant'Andrea Penthouse

SueRating, 5 stars2 weeks ago
The best breathtaking view. A little tricky to find however Adele was duper helpful guiding us to the condo. Felt very private and was very modern. Menaggio is cute small village. recommend visitor center in town for I n formation on ferry schedule. Lots of public parking and super market "Conad" has their own parking too. Check open hours as everything closes in the afternoon and reopens later. I would stay here again.
Guest favorite
A private terrace features a heated jacuzzi, surrounded by greenery and sunlight. Two sun loungers are positioned nearby on the smooth tiled floor, creating a serene outdoor space for relaxation.
Condo in Velletri
4.89 out of 5 average rating, 102 reviews

Penthouse near Rome [ Jacuzzi ] 2 parking, Vatican

SonataRating, 5 stars2 weeks ago
I can't recommend this apartment enough! From the moment I arrived, it felt like home—warm, welcoming, and incredibly comfortable. The location was perfect, making everything easily accessible, and the space was thoughtfully designed with all the amenities you need. The two huge terraces were a dream, offering stunning views and the perfect spot to relax. And the jacuzzi made the stay feel like a true retreat. Communication with the host was seamless—they were responsive, helpful, and made the entire experience effortless. Can’t wait to return!
Guest favorite
An exclusive outdoor area features a small wooden pool surrounded by a sun deck. Two colorful lounge chairs in red and blue are positioned nearby, complemented by lush greenery and olive trees, creating a serene natural setting.
Condo in Figline e Incisa Valdarno
4.93 out of 5 average rating, 467 reviews

Casa Rebecca with a small private pool

AndrewRating, 5 stars2 weeks ago
Great place to stay for the small town Italian vibe. My wife and I stayed here for a few days as part of our honeymoon and we were welcomed and helped in very well. Benedetta help set us up with a cooking class which was a great time and some horse back riding the next day. Great place!
Guest favorite
Condo in Florence
4.92 out of 5 average rating, 165 reviews

VILLA LE PERGOLE - Florence

KarolRating, 5 stars7 months ago
We had a wonderful time at Anna’s villa. The place is beautifully located within an easy walk to the tram station. The villa is absolutely stunning and full of history which Anna was more than happy to talk about. Anna is a wonderful host, always ready to share tips and recommendations. She made us feel right at home. We wouldn’t hesitate to come back at any time! :)
Superhost
A serene outdoor area features a swimming pool with clear blue water, bordered by wooden decking. Four lounge chairs face a vibrant garden of yellow flowers, offering expansive views of the surrounding hills and sky filled with fluffy clouds.
Condo in Castelfranco di Sopra
4.83 out of 5 average rating, 249 reviews

House between Firenze, Arezzo, chianti e Siena

DebbieRating, 5 stars1 week ago
My husband and I adored the tranquility of this stay. Our host Oscar was so proactive, responsive, and helpful. We are so grateful for the kind acts of service Oscar and his team extended towards us. I have Celiac and they took into serious consideration ways to prevent cross contamination and made sure that there were options available for me. Their restaurant was likely the best food that we’ve tasted throughout our stay in Italy! The lobby is filled with its aroma of fresh herbs being cooked. We also adored the little furry friends that would hand around our porch! He had a team of people who would take us to and from the nearest train station and were extremely flexible! The stay is up a mountain so we were so thankful there was someone skilled enough to drive us up and down! Oscar, thank you for everything! We definitely plan to visit again and strongly recommend that anyone stay at your accommodation for peace, tranquility, and amazing food!

Home rentals with a private pool

Guest favorite
A spacious living area features arched entryways and original wood ceilings. A cozy white sofa is positioned adjacent to a rustic wooden coffee table. Bright natural light pours in through multiple windows, illuminating the charming décor and the large stone fireplace adorned with seasonal flowers.
Home in San Casciano In Val di Pesa
4.84 out of 5 average rating, 92 reviews

Tuscan Villa Featured Conde Nast Best Villas Italy

JanetRating, 5 stars1 month ago
This 500 year old house is ideally situated in Tuscany and the Chianti region. It is a perfect place for day trips to other towns, for wine, tasting excursions, and for visiting Florence. The idyllic setting gives you a sense of country life in Italy, and the views from the patio and house are stunning. There are spectacular wineries within 5 to 10 minutes of the house. We found the house very comfortable and enjoyed our stay very very much. Rose and Pier couldn’t have been more helpful in planning our stay and excursions. We found through them fabulous restaurants, and wineries that we would not have discovered on our own. They were also incredibly responsive when we had questions. Our only confusion about the house was that the listing showed three bathrooms, but one was in the laundry room in a separate building . Just something to know. Thank you to Rose for a lovely vacation ! It was the perfect place to explore Tuscany from!
Guest favorite
The stone house features a welcoming entrance with large arched windows. A vibrant flower box filled with geraniums complements the lush green lawn. A shaded area with wooden seating offers a place to relax, while the infinity pool and surrounding vineyards are visible in the background.
Cottage in Barberino Tavarnelle
4.98 out of 5 average rating, 191 reviews

Stone House with Exclusive Pool Codilungo in Chianti

ShoshiRating, 5 stars3 weeks ago
What a wonderful place! It’s hard to say whether the interior or exterior is more beautiful, both are absolutely stunning. The house is perfectly decorated and spotlessly clean. We enjoyed postcard-worthy views of Tuscany from the garden and loved the romantic design of the rooms. Our vacation was both fun and relaxing, thanks in large part to Giovanni, Emanuela’s son, who warmly welcomed us and assisted with everything we needed, including reserving a dinner table for us each night. Upon arrival, we were greeted with a thoughtful selection of treats such as milk, eggs, juice, beer, bread, local olive oil, Chianty Reserve wine, coffee, water etc. We even received homemade Italian cookies for Mother’s Day, a kind gesture from Giovanni that made us feel truly welcome. Usually, we stop at a market before check-in, but here we didn’t need a thing. They truly thought of everything. This place sets the bar high! Don’t miss dinner at Tricco, just a 3-minute drive away in the historic center.
Guest favorite
An elegant stone cottage is surrounded by lush greenery, featuring multiple levels and outdoor steps leading to a private swimming pool. The structure showcases rustic architecture with clay tile roofs, large windows, and a tranquil setting in the countryside.
Home in Pescia
4.86 out of 5 average rating, 21 reviews

Aurora by Interhome

NatalieRating, 5 stars6 days ago
We had a lovely week at this place. In particular, the outdoor area was fantastic! Thank you and happy to come back!
Guest favorite
A tranquil swimming pool measuring 10x5m is surrounded by a spacious patio area. Colorful chairs and loungers are positioned around the pool, providing seating options. Lush greenery borders the space, and the coastline view is visible in the background, adding to the serene atmosphere.
Apartment in Cefalù
4.96 out of 5 average rating, 186 reviews

Mediterranean Apartment with Breathtaking Views

BartRating, 5 stars1 month ago
We had a great stay at Villa Settefrati. A great holiday house with all that you need. Pino and Rita have been very welcoming hosts. Nothing beats the view. The house has a spacious terrace and large, well maintained pool. We can highly recommend staying at Villa Settefrati for your trip to Cefalu.
Guest favorite
A rectangular swimming pool is surrounded by lounge chairs on a tiled patio. A wooden serving board is displayed in the foreground, featuring fresh tomatoes, bread, basil, and a bottle of sparkling wine in an ice bucket. Sunlight brightens the area, enhancing the inviting atmosphere.
Loft in Olgiate Molgora
4.94 out of 5 average rating, 199 reviews

New open space pool & sauna

VeronikaRating, 5 stars1 week ago
one of the most wonderful stays we've ever had. The pool and garden was really private just for us, huge garden between space in the shade. No tourists in the area, all just residents, very pleasant. The hostess Cinzia and her family were extremely kind. We will definitely come back, thank you ❤️
Guest favorite
A modern villa exterior features a serene pool with clear water, surrounded by lounge chairs. Large sliding glass doors connect the outdoor space to the living area, with colorful cushions adding a touch of comfort. Lush greenery is visible in the background.
Villa in Porto Cesareo
5 out of 5 average rating, 45 reviews

Contemporary Beach Villa with Pool and Gardens

MartinRating, 5 stars7 months ago
A beautiful place to explore wider Puglia from. Great host. Would return. Situated just north of Porto Cesareo. Car essential with parking space inside secure perimeter walls. Most sights were 45-90 minute drive. Modern, clean with comfortable furnishings and beds. Well equipped kitchen. Self-catered: 20 mins to nearest Lidl. Short drive to reach restaurants (10 minutes). End of October still warm and sunny in daytime (shorts, t-shirt and slides). Able to swim in small pool (very refreshing though ☺️) and in the sea at nearby beach (5 mins walk: sandy and shallow). Arrived after a severe rain so suffered more with mosquitoes outside which stopped us sitting out in the evenings sadly. Solar-powered hot water very limited (max 2 very short showers). No hot water from kitchen tap. Immersion heater did not seem to get temperature past tepid even after a couple of hours. Would be less of an issue in high summer. Out of season largely was silent around (beach club noise one evening).
Superhost
Trullo in Ostuni
4.94 out of 5 average rating, 97 reviews

Villa Agave Ostuni with Pool

AllisterRating, 5 stars9 months ago
Elodies villa was exactly as described and perfect for a family holiday. The seperate buildings enabled everyone some privacy and outdoor living area by the pool both functional and flexible. The hosts were very responsive and responded almost instantly to any question. We took the recommendation to bring in Massimo Mancarella as our personal chef for our final farewell dinner and he is an amazing chef, preparing our best meal of our trip. Such a nice way to end our Puglia holiday dining outdoors together being treated with an amazing meal and service.
Guest favorite
Villa in Torrenova
4.95 out of 5 average rating, 85 reviews

Sicily Authentic Vibration Eighteenth-Century Farm with Panoramic Sea Views

Anthony Rating, 5 stars2 weeks ago
We had a wonderful stay - the villa is beautiful, in a lovely location, and we were made very welcome. We were given a delicious breakfast each day with freshly made cake and omelettes. The swimming pool is lovely and we had sessions of Pilates and yoga. I can’t think of anything about our stay that could have been improved. Thank you so much Corrado and your team for looking after us so well.

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