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Holiday rentals with a pool in Cannole

Find and book unique homes with a pool on Airbnb

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

Villa di Design con piscina a 10' da Otranto

E' una bellissima villa nel centro di Giurdignano a soli 10 minuti di macchina da Otranto. La casa è a 5 minuti a piedi dalla piazza principale e da ristoranti, supermarket e negozi. Il cortile ha una bellissima piscina di design (1,20 e 2,10m prof)e la casa è moderna arredata con pezzi di design e opere d'arte e si sviluppa su due piani. I due piani, le 5 stanze sono grandi e comodi e bagni nuovi. Un tavolo grande all'interno e un all'esterno permetterà agli ospiti di scegliere dove mangiare.

Guest favourite
A room with warm-toned walls features a large wooden table surrounded by vibrant, patterned rugs. An intricately designed cabinet stands against the wall, showcasing decorative glassware. Soft lighting is provided by wall sconces, and historical wooden doors create an inviting atmosphere.
Villa in Vitigliano
4.98 out of 5 average rating, 47 reviews

Relais Porta D'Oriente

You will love the Casa del Tabacco because it is a charming and full of comfort Historical Residence placed in a strategic area of the Salento. One of the most beatiful Italian coasts is less than 5 km away, in 22 minutes you can join Otranto, in 36 minutes Lecce. Your stay will be beatiful and special because, as experienced travellers, the owners will propose you authentic restaurants, wine and food tasting, cultural and naturalistic tours, scuba diving, massages, experiences for the youth.

Top Guest favourite
An open living space is highlighted by high arched ceilings and simple modern furnishings. A round dining table sits at the center, surrounded by chairs. A cozy sofa is positioned nearby, and greenery is present, adding a touch of nature to the environment.
Home in Ruffano
5 out of 5 average rating, 31 reviews

​Casa Shirocco Private Pool & Salento Charm

Casa accogliente nel cuore del Salento con piscina riscaldata su richiesta, progettata per far sentire i nostri ospiti a casa propria. La tipica struttura SALENTINA delle volte a stella abbraccia il design moderno, rendendo la struttura affascinante. La posizione della casa nel centro del Salento permette di raggiungere posti meravigliosi e MARI favolosi a pochi chilometri di distanza! Situata vicino al centro si possono raggiungere facilmente supermercati, bar, ristoranti, farmacia, ecc.

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, 148 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

Superhost
A spacious garden features a well-maintained lawn, surrounded by greenery. A small pool is visible beside two lounge chairs, providing an area for relaxation. The serene ocean view stretches toward the horizon, framed by palm trees in the background.
Home in Torre Vado
5 out of 5 average rating, 4 reviews

Holiday Cottage, great sea view

Benvenuti in Casa Melograno, un'abitazione ampia e speriamo accogliente, ma certamente con una bellissima vista mare ed un grande giardino per ospitare fino ad un massimo di 4 persone. Poco distante ci sono bar, market, trattorie ed il porto turistico. A soli 2 km vi sono bellissime spiagge sabbiose, ma anche straordinarie calette di roccia bassa ed insenature con grotte marine. La casa è semplice e spaziosa, il giardino ben curato e con area relax, piccola piscina, BBQ, zona pranzo coperta.

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, 33 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, 179 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
A tranquil pool area is framed by natural stone walls, surrounded by potted plants and trees. A spacious lounge cushion rests on the water's surface, inviting relaxation under the sun. Red chairs and tables are visible in the background, enhancing the outdoor ambiance.
Guest suite in Zollino
4.88 out of 5 average rating, 8 reviews

Suite&Spa privata con piscina a Palazzo Mandurino

Sarete accolti in una delle spaziose suite di Palazzo Mandurino, la soluzione ideale per vivere una vacanza con lussuosi comfort, in piena autonomia e all'insegna dello charme e del lusso. Ogni suite, che vi verrà assegnata all'arrivo, dispone di sauna o bagno turco e vasca idromassaggio per due. Sarete immersi in un palazzo storico, dotato di spazi e servizi a misura di coppia, organizzato per accogliere famiglie e gruppi di amici. Su richiesta potrà essere fornito un angolo cottura.

Guest favourite
The living area features a vaulted stone ceiling, lending a rustic charm. A comfortable sofa with decorative cushions sits beneath warm lighting from two lamps. An antique wooden cabinet is positioned against the wall, complemented by two wooden chairs.
Home in Tricase Porto
5 out of 5 average rating, 17 reviews

Il Mandorlo - Lusso rurale nel mezzo della natura

Al tuo arrivo troverai una casa lontano da tutto ma a contatto con la cosa più preziosa che abbiamo: la natura del Salento. Il Mandorlo è una delle cinque case disponibili all’Agricola Le Cupole ed è quella più adatta alle coppie di amici o le famiglie che hanno voglia di immergersi in un’esperienza a contatto con l’autenticità del territorio. Le comode dimensioni della casa e l’atmosfera tipica delle pajare, contribuiscono a creare un luogo intimo e ispirazionale.

Guest favourite
A serene pool area is surrounded by lush greenery and flowering plants. A sunshade covers a seating area next to the inviting turquoise water, with lounge chairs available for relaxation. Olive trees and other Mediterranean flora enhance the tranquil garden setting.
Home in Parabita
4.93 out of 5 average rating, 116 reviews

Ulivi al tramonto: country home with private pool

‘Ulivi al tramonto’ is located just a few minutes from Gallipoli. Surrounded by greenery and the scents of Salento, this detached house has a large garden, private parking, Wi-Fi and exclusive use of the swimming pool. An ideal starting point for visiting Salento. Nestled on the hill behind the Gulf of Gallipoli, it allows you to relax after a day at the beach or spent visiting the beautiful towns of Salento. Perfectly furnished apartment with exclusive pieces.

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
4.94 out of 5 average rating, 54 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
A private plunge pool is complemented by two large, cushioned lounge areas, providing a relaxed setting for sunbathing. The minimalist design is enhanced by a trellis featuring climbing plants, with sunlight casting gentle shadows across the water's surface, inviting tranquility.
Home in Depressa
5 out of 5 average rating, 18 reviews

Casa Micocci di Casa Camilla Journey

Welcome to Casa Micocci, a design focused retreat in the heart of Depressa, Tricase. Best for groups of three or four - a family of four with two small children, or three adults travelling together - the house features a king-size bed with linen sheets and a 3.5-meter-long custom sofa. The full kitchen, private plunge pool, and thoughtfully designed interiors make every detail a joy. Every element is locally made, celebrating Salento’s craftsmanship.

Popular amenities for Cannole rentals with a pool

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 $138 NZD 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 and kid-friendly amenities

  • Wi-Fi availability

    20 of Cannole holiday rentals include Wi-Fi 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!

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