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Family-friendly holiday rentals in Cannole

Find and book unique family-friendly homes on Airbnb

Quick stats about holiday rentals that are family-friendly in Cannole

  • Total holiday rentals

    Explore 20 holiday rentals in Cannole

  • Nightly prices starting at

    Cannole holiday rentals start at $58 AUD per night before taxes and fees

  • Verified guest reviews

    Over 210 verified reviews to help you choose

  • Holiday rentals with a pool

    10 properties feature pools

  • Wi-Fi availability

    10 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!

Top-rated family-friendly rentals in Cannole

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite
Home in Matino
4.98 out of 5 average rating, 127 reviews

house in courtyard 2 Ca'mascìa

The house, renovated in keeping with its authenticity, is in the heart of the historic center of Matino, in one of the oldest courtyards, close to the Marchesale Palace. It is ideal for spending your holidays in absolute tranquility while being just a few km from Gallipoli and the most beautiful beaches of Salento. It is a penthouse with three terraces, one of which is panoramic from which you can admire the white houses of the town, the Salento countryside and the sea of Gallipoli with the lighthouse.

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, 150 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).

Top Guest favourite
Villa in Tricase
5 out of 5 average rating, 66 reviews

Historic residence with private terrace and sea view

“May all who enter as guests, leave as friends ” Historic seaside villa IN A PRIVATE GROUNDS WITH a private panoramic terrace. The Villa has a double room, a nice room with a second double bed accessible by a small staircase, a bathroom and a living room with a well-equipped kitchen, a large and magnificent sea view terrace with large porch and tastefully furnished. The house has a private parking lot and is located inside a large villa with a park that goes all the way to the sea.

Guest favourite
An outdoor dining area features a large table surrounded by colorful chairs under a bamboo pergola. Spacious glass doors invite natural light from the modern kitchen inside, while lush greenery forms the backdrop, enhancing the tranquil setting for al fresco dining.
Apartment in Uggiano La Chiesa
4.94 out of 5 average rating, 31 reviews

[ Cima Apartment ] - Masseria La Lazzara

MODERN ideal location for RELAXING stays created by the famous architect Umberto Riva surrounded by GREEN a few steps from OTRANTO LARGE and BRIGHT OPEN SPACE living room and RELAXATION area MODERN equipped kitchen TWO SPACIOUS bedrooms with direct access to a well-kept GARDEN Flowered PERGOLA with OUTDOOR table to spend pleasant moments of conviviality STRATEGIC POSITION just a few minutes from OTRANTO offers FREE COVERED PARKING ON SITE Free WIFI AIR CONDITIONED apartment

Top Guest favourite
A sunlit terrace features two wooden lounge chairs, positioned to overlook the expansive ocean. The stone railing is adorned with several potted plants, complementing the serene coastal view under a clear blue sky.
Home in Tricase Porto
4.98 out of 5 average rating, 60 reviews

Tricase Porto, beautiful with access to the sea

Vintage Salento-style apartment, recently renovated with great taste and all comforts. An outdoor space that can be used and a priceless private descent to the sea that makes bathing in coves and natural pools dug into the rocks exclusive and solitary, even on the busiest days of the summer! The apartment is part of a complex overlooking the sea that has a large condominium garden, a reserved space where you can eat under the stars and overlooking the sea and use the barbecue

Top Guest favourite
A charming outdoor space is framed by tall trees, featuring a stone pathway and seating area with dark wicker chairs. Colorful flower pots accent the scene, while the tranquil blue of the sea is glimpsed in the background, enhancing the serene environment.
Home in Marina di Marittima
4.98 out of 5 average rating, 104 reviews

On Caletta dell'Acquaviva, 20 meters from the sea.

The house "Perla dell 'Acquaviva" , in the middle of the Otranto-Leuca natural park , offers an enviable private access to the sea and the privilege of entering the waters of the cove through a comfortable rocky staircase different from the other bathers. The property consists of bathroom, bedroom, kitchen-living room, porch overlooking the sea. You will be welcomed by large outdoor spaces with a relaxation area among tall trees and the relaxing roar of the waves.

Guest favourite
A spacious living area features a red sectional sofa adorned with floral cushions. A light blanket is draped casually over the arm. A white, sculptural coffee table sits in front of the sofa, with a simple decorative bowl on top. Natural light flows in through nearby windows.
Cottage in Marina Serra
4.96 out of 5 average rating, 50 reviews

A paradise 322 steps from the sea: pure relaxation

2 bedrooms, a living room and 180° terrace overlooking the sea You who love nature, privacy and tranquility close to the sea, have finally found your dream home! Have breakfast on the balcony, listen to the sound of the sea and wind, admire the colors of a sunrise or sunset. I'm in M. Serra, a 3-minute walk from the sea I welcome families, groups or romantic couples who live here unforgettable moments This is the perfect place to amaze and be amazed...

Top Guest favourite
An outdoor area features a hot tub with bubbling water and soft lighting. A wooden deck showcases an elegant seating area with white furniture and blue cushions. Steps lead up to the main house, where dining space is visible under a pergola, surrounded by greenery and tall trees.
Holiday home in Tricase
4.93 out of 5 average rating, 395 reviews

La Salentina, sea, nature & relaxation

Nestled in Mediterranean nature and overlooking a spectacular crystal-clear sea, La Salentina is a welcoming home in the deep south of Puglia, along the scenic Otranto–Santa Maria di Leuca coastal road. With two sea-view terraces, thoughtfully designed interiors and a hydromassage tub with chromotherapy, it’s the perfect retreat for those seeking relaxation, authenticity and beauty a place where each day begins with the magic of the sunrise over the sea.

Guest favourite
A stone wall encloses a lush garden, featuring cacti and vibrant potted plants. The archway reveals a tastefully designed outdoor seating area, surrounded by greenery, leading to the main building. Soft natural light highlights the tranquil surroundings of the property.
Guest suite in Carpignano Salentino
4.88 out of 5 average rating, 147 reviews

independent accommodation in a farmhouse

The accommodation is in a Masseria in the Salento countryside a few km from the sea of Otranto, ideally located to reach both the Adriatic and Ionian seas. It is located in the heart of the "Grecìa Salentina", a land of ancient traditions. The property has a large garden and a swimming pool available for guests.

Guest favourite
An outdoor area is framed by elegant arches, revealing a lush garden with various plants, including cactus and leafy shrubs. A tiled floor extends beneath the arches, providing a spacious feel, while bright blue skies are visible above.
Holiday home in Cannole
4.79 out of 5 average rating, 42 reviews

Villa Aria Apartment in Salento

Large apartment for rent, sleeps up to 6, in a small town a few km from Otranto, Laghi Alimini, Torre dell'Orso, in a villa with garden and large porch, outdoor barbecue available, fenced parking space inside the property (with gate for which the key is provided).

Popular amenities for Cannole family-friendly rentals

  1. Airbnb
  2. Italy
  3. Apulia
  4. Lecce
  5. Cannole
  6. Family-friendly rentals