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Holiday rentals with a pool in Cannole

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in Cannole

  • Total holiday rentals

    Explore 20 holiday rentals in Cannole

  • Nightly prices starting at

    Cannole holiday rentals start at $104 SGD per night before taxes and fees

  • Verified guest reviews

    Over 160 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Wifi availability

    20 of Cannole holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Cannole rentals

  • 4.9 Average rating

    Cannole stays are highly rated by guests – averaging 4.9 out of 5!

Top-rated rentals with a pool in Cannole

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

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Superhost
A serene swimming pool is framed by vibrant greenery, featuring clear blue water that reflects the sky. A stone wall and a door are visible in the background, adding structure to the tranquil setting.
Villa in Giurdignano
4.85 out of 5 average rating, 55 reviews

Designer Villa with Pool 10 minutes from Otranto

It is a beautiful villa in the center of Giurdignano, just a 10-minute drive from Otranto. The house is a 5-minute walk from the main square and restaurants, supermarkets and shops. The courtyard has a beautiful designer pool (1.20 and 2.10m deep) and the house is modern, furnished with designer pieces and works of art and is spread across two floors. The two floors, the 5 rooms are large and comfortable and new bathrooms. A large table inside and one outside will allow guests to choose where to eat.

Guest favourite
Farm stay in Cutrofiano
4.96 out of 5 average rating, 25 reviews

Old Villas Greco 1888 luxury swimming pool

La Tenuta il Greco nel 1888 nacque per volonta' del mio antenato Giuseppe Greco, oggi io rappresento la 4" generazione, e' da allora che la casa ospita la mia famiglia per il periodo primaverile ed estivo. La tenuta e' ubicata a pochi minuti da Gallipoli, Otranto, Santa Maria di Leuca e Lecce, ed proprio la sua centralita', cosi' strategica, a favorire la conoscenza del Salento. Vi invito a scoprirle, con il mio aiuto e la mia ospitalita', Vi aspetto quindi con grande piacere , vostro Cristiano.

Top guest favourite
A stone trullo is set against a bright sky, surrounded by lush greenery. The inviting pool, framed by wooden decking, reflects the serene atmosphere. A sun umbrella and lounge chairs are positioned near the pool, while a decorative clay pot adds a touch of charm.
Trullo in Galatina
4.97 out of 5 average rating, 38 reviews

Trullo Pinuccio - A stone's throw from the Salento sea

A Salento dream! If you are looking for a relaxing holiday, nature and the sea, Trullo Pinuccio is the ideal solution. It is a typical stone construction that offers a cozy and comfortable environment, tastefully furnished and equipped with air-conditioning. The trullo can accommodate up to 4 people in 2 separate bedrooms, one double and one sofa bed. If you have four-legged friends, you can bring them with you, as long as you keep them outside the trullo, where they will find a special space.

Top guest favourite
A serene pool area is shown, featuring a private heated pool with clear water. Sun loungers are arranged nearby, and a shaded cabana offers a comfortable retreat. Lush greenery surrounds the space, enhancing the tranquil outdoor setting.
Villa in Spongano
4.95 out of 5 average rating, 149 reviews

Villa Ada Independent villa - heated private pool

Rural house, pajara, just renovated in the countryside, inside a 10thousand mq olive tree grove with abreath-taking panorama. Nicely furnished,full equipped with air condition, a big outside private pool with hydromassage ( 3.5x11 m) and kitchen area with accessories. The pool is independent, heated all day and night ( 24-28 degrees) and just for the house, the only structure situated in the villa. The wifi is very good also for working inside the house. Only 5km far from famous turist sea-side

Top guest favourite
A small pool is nestled within a landscaped garden, surrounded by olive trees and Mediterranean plants. The azure sea can be seen in the background, framed by vibrant greenery under a clear sky. Sunlight creates playful reflections on the water's surface.
Villa in Castro
4.97 out of 5 average rating, 35 reviews

Villa Romanelli NEW, sea view, mini-pool, garden

Villa Romanelli IG: @villa_romanelli Fully Refurbished in 2022 - Sea fronting cliffside villa, pool (549x274x132cm), breathtaking view, modern and elegant. Located in Castro Marina, the so called “Pearl of Salento”, just above Grotta Romanelli and Grotta Zinzulusa (5 minutes walking distance), with an enchanting view of the sea of Porto Miggiano and Santa Cesarea Terme, immersed in a large garden with Mediterranean scrub, olive trees and sea pines. Perfect to enjoy the best of Salento.

Top guest favourite
Home in Lecce
4.98 out of 5 average rating, 182 reviews

Oasi Gorgoni Charming House & Pool

Lussuoso e confortevole appartamento, a ridosso del centro della città, ideale per godersi il relax, la città e il mare. Dotato di ogni comfort (3 camere, 3 bagni, living, piscina privata, giardino, Wi-Fi, aria condizionata, lavatrice, biancheria, stoviglie, parcheggio privato), l’appartamento è situato in uno dei quartieri più tranquilli e sicuri di Lecce. A soli 10 min. dal mare, consente di raggiungere facilmente sia la costa costa adriatica (Otranto), che la costa ionica (Gallipoli).

Superhost
Home in Tricase Porto
5 out of 5 average rating, 3 reviews

Petrammare by Casa Camilla Journey

Petrammare is an exclusive residence sheer over the sea in Tricase Porto, set on two levels. The ground floor offers a spacious living area with a large sofa, dining table, fully equipped kitchen with fridge, oven, microwave, dishwasher, and a third bathroom with a shower and washing machine. The first floor features two double bedrooms with AC, TV, and private en-suite bathrooms with a bidet. The property is completed by a huge outdoor space with a swimming pool and sea view furniture.

Guest favourite
A private SPA area is displayed, featuring a relaxing hot tub surrounded by soft lighting. A smooth-textured wall adds a calming backdrop, while a comfortable seating area with plush cushions creates an inviting space for relaxation.
Flat in Lecce
4.9 out of 5 average rating, 191 reviews

Corte dei Florio PIETRA Luxury apartment

In the heart of baroque Lecce near the Church of Santa Croce, a finished accommodation with double access, a loft bedroom, bathroom, private SPA and a terrace (shared) with mini-pool, solarium and a beautiful view of the city. In the heart of baroque Lecce, near the church of Santa Croce, a refined accommodation with double entrance, bedroom on mezzanine, bathroom, private SPA and a terrace (in common with other guests) with mini pool, solarium and a wonderful view of the city.

Guest favourite
A well-lit living area is visible, featuring a light-colored sofa and a wall-mounted television. A modern staircase leads to the upper level, while a stylish fireplace is integrated into the wall. Two circular rugs add texture to the floor.
Home in Casamassella
5 out of 5 average rating, 47 reviews

Vacation home in Salento/Otranto

Beautiful accommodation 6 km from Otranto. The fully air-conditioned house for exclusive use includes the following areas: - Ground floor. living area with TV and fireplace. Kitchen with traditional oven, microwave, fridge-freezer, coffee maker, induction hob, wine cellar. Bathroom with shower. Laundry area with washer-dryer. Large porch with fans, small swimming pool and outdoor shower. Upstairs two bedrooms, both with bathrooms. Swimming pool open from 5/1 to 10/30

Guest favourite
A spacious pool area is highlighted by a large pink flamingo float. The property features a white-walled house under a clear blue sky, with shaded outdoor seating nearby. Lush greenery surrounds the pool, enhancing the tranquil outdoor setting.
Villa in Specchia
4.95 out of 5 average rating, 55 reviews

Casa La Porticina

In the heart Salento, Casa La Porticina is located short drives from the rocky Adriatic coast, sandy Ionian beaches, and near so many discoveries in between. 1.5 miles from the historic center of Specchia, with choices of restaurants, bars and evening festivals throughout the year. Specchia continues to land on travel sites’ must see villages of Salento. https://magazine.dooid.it/en/uncategorized/visit-specchia-salento/ INSTAGRAM: @casalaporticina

Guest favourite
Villa in Lequile
5 out of 5 average rating, 12 reviews

Palazzo San Vito

Palazzo San Vito, an 1800s building, is reborn thanks to a meticulous renovation that brought it to its ancient splendor, adding all the modern comforts and a garden with a pool. It offers large indoor and outdoor spaces, making it ideal for sharing holidays with family or groups of friends. Ideal in summer thanks to the outdoor pool and the large 700m2 garden, but also excellent out of season to spend weekends enjoying the mild Apulian climate.

Top guest favourite
An overhead view showcases a small pool illuminated in soft azure light, surrounded by neutral-toned furnishings. The setting highlights a cozy nook with cushions and a coffee table. Additional images reveal a stylish staircase leading to decorative shelves and a tranquil bedroom with an arched window allowing natural light.
Home in Lecce
5 out of 5 average rating, 29 reviews

Poolside Paradise in Puglia - The Sweetness of Lecce

Welcome to your perfect retreat in Lecce, the baroque gem of Salento! This charming apartment, centrally located yet quiet, offers modern comfort, a cozy bedroom, a full kitchen, a small pool, and a rooftop terrace with outdoor shower, kitchen, and lounge. Steps from stunning architecture, shops, and restaurants, it’s ideal for relaxing after exploring town or the nearby beaches. Book now and enjoy the magic of Lecce!

Popular amenities for Cannole rentals with a pool

  1. Airbnb
  2. Italy
  3. Apulia
  4. Lecce
  5. Cannole
  6. Rentals with pools