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Vacation rentals with a pool in Italy

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Italy

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite
Farm stay in Lerma
4.9 out of 5 average rating, 283 reviews

Cascina Burroni "La casetta"

Discover the charm of an 18th-century farmhouse in the upper Monferrato region: exclusive accommodation surrounded by nature, with a panoramic pool and views of the hills. The accommodation "La Casetta" is ideal for couples, small families, close friends, and perfect for a romantic and comfortable vacation. Time slows down to the rhythms of the countryside. Relaxation, nature, and charm await you for an unforgettable experience!!! All enriched by good wine, typical Piedmontese dishes, breakfasts in the sun... and our fresh eggs.

Top guest favorite
The exterior of a traditional trulli structure is showcased, featuring conical roofs made of local stone. The surrounding area is landscaped with greenery and gravel pathways, while blue skies with scattered clouds create a serene backdrop.
Trullo in Cisternino
4.98 out of 5 average rating, 59 reviews

Trulli TERRA DI MEZZO Oasis in Valle d'Itria

Trulli Terra di Mezzo is an oasis nestled between centuries-old olive trees and dry stone walls. Inside, all rooms are air-conditioned, with free WiFi and TV with Netflix service. The large master bedroom, the small double bedroom and the alcove bed with French mattress are built in the trulli. In the large garden, there is a swimming pool, for the exclusive use of guests, with an adjoining solarium and numerous relaxation areas. A barbecue area, vegetable garden and bikes are available for guests.

Guest favorite
A tranquil swimming pool is surrounded by a sun-soaked stone patio, featuring comfortable lounge chairs. Olive trees and a shaded pergola enhance the outdoor space, with traditional trulli structures visible in the background against clear blue skies.
Trullo in Martina Franca
4.96 out of 5 average rating, 121 reviews

Trullo Ciliegio - "Il Colle del Noce" with pool

Our trulli are close to Martina Franca, Locorotondo and Alberobello (8 km). The whole guest house called "il Colle del noce" is composed of two houses: "Ulivo" and "Ciliegio", which can be rent individually as from this announcement. You can also rent them both from "trulli il Colle del noce+piscina" announcement. The sea is 30 km from our place. The rental is fantastic for families and groups. You'll love my trulli for the beautiful pool and garden, where you'll relax between the olives trees.

Top guest favorite
A charming cottage is shown with a terracotta facade and a tiled roof. A small table with two chairs is set on a patio, surrounded by potted plants. Lush greenery and trees can be seen in the background under a clear blue sky.
Guesthouse in Macciano
4.97 out of 5 average rating, 207 reviews

Tuscan cottage with an heavenly view

Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.

Top guest favorite
Tiny home in Rossana
4.94 out of 5 average rating, 31 reviews

Peaceful Cottage: Private Pool & Large Garden

In the UNESCO territory of the Alps and near the Langhe, a charming small wooden house, located in a tiny 7-house hamlet, immersed in the woods. Intimate and cozy, it overlooks your fantastic private pool and is surrounded by a large, flowering garden, all exclusively for you. Sit on the cool grass in the early morning. Listen to the birdsong and soak in the peace and nature. Your holiday will be unforgettable: discover the most authentic side of Piedmont and embrace total relaxation.

Top guest favorite
A serene outdoor area features a salt-water pool surrounded by lounge seating. The landscape is complemented by traditional trullo structures in the background, set against a clear blue sky. Natural elements, such as olive trees and greenery, enhance the tranquil atmosphere.
Trullo in Alberobello
4.95 out of 5 average rating, 129 reviews

Trulli Ad Maiora, charming trulli with SPA

Local trullari masters have revived this magical place using local techniques and materials. The result is a private property where you can spend a real experience. From the zero-km fruit and vegetables of our organic garden to the jogging path in the countryside where there are 1950 native plants and 45 olive trees. From the intimate SPA usable in both summer and winter to the majestic gazebo allocated on the farmyard where once the wheat was beaten. Alberobello is only 1.5 km away.

Top guest favorite
A spacious outdoor pool surrounded by deck chairs offers a serene view of the countryside. Thatched umbrellas provide shade, while the warm hues of sunset illuminate the rustic buildings in the background, emphasizing the tranquility of the setting.
Apartment in Santa Luce
4.93 out of 5 average rating, 45 reviews

Michelangelo apt ~ wild Tuscany Hills ~ Le Fraine

Take a break in the wild Tuscan hills, just 15 km from the sea. Agriturismo Le Fraine offers its guests 4 apartments and a large park with a pool overlooking the vineyards. The Michelangelo apartment is the perfect solution for a holiday to enjoy with your loved ones. It features two bedrooms (1 double bed - 2 single beds), a bathroom with a shower, a living room with a kitchen, and a sofa bed. From the private veranda, let your gaze wander over the hills and vineyards.

Guest favorite
An aerial view of a charming Trulli complex is presented, featuring a private swimming pool surrounded by illuminated gardens. The pool area is bordered by loungers under soft lighting, with olive trees and plant life enhancing the serene outdoor setting.
Trullo in Polignano a Mare
4.95 out of 5 average rating, 111 reviews

Trulli PugliaTales - Private Pool!

Piera and Luciano are happy to welcome you in 'Trulli Puglia Tales'! They have just been renovated and offer the possibility of enjoying an unforgettable experience: living in contact with nature in a typical and ancient Apulian construction (three hundred years old!) without renouncing modern comforts. We have just built a swimming pool with hydromassage in the garden for our guests' EXCLUSIVE USE. For 2025 you can enjoy the pool from 15th April to 15th October!

Top guest favorite
The pool area features a sparkling blue water surface, framed by vibrant red flowers and green foliage. A sun umbrella and lounge chairs are positioned along the poolside, providing a place for relaxation while enjoying the scenic views in the background.
Place to stay in Borgetto
5 out of 5 average rating, 209 reviews

Holiday house Sicily Romitello

“Tutto in una stanza” is a cozy rustic retreat, surrounded by the greenery of Romitello Hill and offering breathtaking views of Castellammare del Golfo. It is the ideal place for a relaxing holiday, far from city noise, where you can enjoy a serene and rejuvenating atmosphere. Thanks to its strategic location, the main tourist destinations in the provinces of Palermo and Trapani are easily reachable, between sea and culture. 🚗 Car rental is recommended.

Top guest favorite
An illuminated private pool stands against a backdrop of a dusky sky, with ambient lighting from nearby lamps creating a serene atmosphere. The pool is complemented by sleek wooden decking and greenery, providing an inviting outdoor space for relaxation.
Home in Diano d'Alba
5 out of 5 average rating, 63 reviews

House in the Langhe - Private Pool, Sauna & Jacuzzi

Casa sulle Langhe, renovated in 2024, is a new and exclusive luxury retreat! With a private pool, jacuzzi, and sauna and a 180° panoramic view of villages, castles, and UNESCO hills (Alba’s white Truffle region) every detail is designed to offer privacy, relax and an unforgettable experience. Just a 6 kilometers from Alba and 12 km from Barolo and La Morra, you can enjoy fine wines like Barolo, Barbaresco, and Alta Langa from the region's best wineries.

Top guest favorite
A sunlit terrace features a spacious infinity pool with serene water reflecting the surrounding mountains. Four lounge chairs are positioned under a large umbrella, offering shade and a view of the tranquil lake and picturesque landscape.
Villa in Lierna
5 out of 5 average rating, 91 reviews

Villa Maria Laura•Infinity Pool & Lake View

Villa Maria Laura è una villa privata sul Lago di Como, pensata per chi cerca bellezza, privacy e una vista che incanta. La piscina a sfioro dialoga con il lago in un equilibrio naturale di acqua, luce e silenzio, mentre gli spazi esterni invitano a vivere ogni momento con lentezza e discrezione. Un luogo curato in ogni dettaglio, dove il tempo sembra sospendersi e il Lago di Como si rivela nella sua forma più autentica ed elegante.

Top guest favorite
A rooftop terrace offers a serene evening view of the sea, framed by planters with cacti. A rustic barrel and a round table with soft lighting create a peaceful setting. The space features comfortable seating, inviting relaxation while enjoying the coastal landscape.
Cottage in Provincia di Lecce
5 out of 5 average rating, 107 reviews

Suite Casa De Vita - (amazing view on the coast)

Splendida casa vacanza immersa nel verde del Salento, a soli 50 mt. dal mare e con accesso diretto per trascorrere la tua vacanza nel pieno relax nella natura salentina. La struttura è ubicata in una zona riservata, utile per chi amano fuggire dal caos cittadino e dallo stress quotidiano. La casa vacanza, arredata con lo stile salentino, si affaccia sulla bellissima scogliera di Torre Nasparo, sul versante Adriatico della Puglia.

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