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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 $51 SGD 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

  • Wifi availability

    10 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 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
A spacious swimming pool reflects the sky, surrounded by well-maintained olive trees. Comfortable lounge chairs are arranged near the pool, while a shaded pergola offers a seating area for relaxation. The clean, inviting water emphasizes the tranquil outdoor setting.
Loft in Surano
4.95 out of 5 average rating, 22 reviews

Relais l'Oliveto - "Il Nespolo" with pool and wifi

L'oliveto is a young and fresh Apulian farmhouse with a swimming pool and Wi-Fi, equipped with 5 apartments with kitchenette, private bathroom and air conditioning. The apartment "Il Nespolo" is beautiful, fresh and well furnished; it has 4 beds in the bedroom on the mezzanine, and a fifth bed in the living room. Equipped with a relaxation area, it is ideal for families or groups of friends and accommodates up to 4 people. At the center of the Adriatic coast, and a few km from Castro, it is an ideal location for those who want to visit the coast.

Top guest favourite
A spacious living area features a comfortable couch facing a wall-mounted Smart TV. Two modern green stools are positioned nearby, while an open doorway leads to the dining area and kitchen. Light filters through sheer curtains, contributing to the room's bright ambiance.
Flat in Lecce
4.99 out of 5 average rating, 183 reviews

Elce Suite Apartment Residence

A large living area with living room, TV, Wi-Fi, dining room, kitchenette, laundry room. The small terrace on the floor, which is equipped, provides additional outdoor living space. Restored interior doors. The sleeping area consists of a master bathroom and three air-conditioned bedrooms: two single rooms, one of which has an en suite bathroom, and a double room. The upper terrace is equipped with an outdoor shower, 4 sun loungers, 2 armchairs and a bench, for relaxing breaks and open views.

Top guest favourite
A spacious bedroom features a large window with views of the outside. Light-colored walls and wooden beams enrich the room's character. A patterned bedspread covers the bed, complemented by a decorative lamp and an ornate dresser that add functional elegance to the space.
Home in Otranto
5 out of 5 average rating, 43 reviews

Historical Home - Historical Home in Otranto

Goditi una vacanza all'insegna dello stile in questo spazio in centro. Il Palazzo era sede del Consolato Veneziano sulla Via della Seta. Venezia, per ordine del Consiglio dei Dogi, mandò a Otranto una loro nobile famiglia che diventò il punto referente, a livello burocratico e amministrativo, per tutto il traffico delle navi che da Venezia andavano in Oriente e viceversa. Il Palazzo è stato recentemente oggetto di un restauro conservativo che lo ha riportato fedelmente al suo stato originario.

Top guest favourite
Home in Lecce
4.98 out of 5 average rating, 178 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).

Guest favourite
A spacious room features a white sofa adorned with decorative cushions, alongside a large wooden wardrobe. A cozy bed is positioned against a stone wall, with natural light illuminating the area. A decorative mirror enhances the open atmosphere, adding to the room's rustic charm.
Holiday home in Carpignano Salentino
4.96 out of 5 average rating, 99 reviews

Salento guesthouse Suite Donna Irene Courtyard

Unique Suite with courtyard . Located in the 16th century italian Palazzo in the heart of ancient borgo Carpignano salentino, Apulia, Italy. You will find the house in the center of old town close to local shops and all the amenities. The best beaches of Apulia and the City of Otranto are only 10 minutes drive from the house. Perfect location to explore south Italy. Ideal for a romantic getaway in Puglia. We provide all the necessary for breakfast and it's self service

Guest favourite
A serene poolside area features several lounge chairs arranged neatly around the water, complemented by large umbrellas for shade. The pool's clear water reflects the blue sky, while olive trees add a natural touch to the tranquil setting.
Villa in Specchia
5 out of 5 average rating, 27 reviews

Beautiful Villa with pool a few kilometers from the sea

Serra Fanny is a beautiful 500 sqm two-story villa with swimming pool in Specchia, suitable for a family or a group of friends. The garden measures 7,000 sqm; it is located on a hill in a very quiet and reserved area just 10 minutes from the sea. The villa extends over two floors. 5 double bedrooms and a study with a double sofa bed €350.00 cleaning fee for check-out to be paid in cash upon arrival. During Fall and Winter, heating costs will be extra. Check-in/Check-out Saturday.

Top guest favourite
Villa in Tricase
5 out of 5 average rating, 64 reviews

La Dimora – Historic residence with private terrace and sea view

“May all who enter as guests, leave as friends ” Historic villa ON the sea IN A PRIVATE PARK WITH panoramic private 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
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
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, 389 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.

Top guest favourite
A rustic structure made from local stone is set in a sunlit outdoor area. A shaded terrace features a wooden table and chairs, while sun loungers are positioned nearby. Lush greenery surrounds the space, contributing to a serene countryside environment.
Trullo in Carpignano Salentino
4.96 out of 5 average rating, 49 reviews

Beautiful Pajara in Masseria Profico Piccolo

Beautiful little "Pajara" located in the heart of Grecìa Salentina. In this area, you can enjoy the beauty and relaxation of the Salento hinterland just a few miles from the sea. The "Pajara" is a rural building made with the dry wall technique typical of Salento. In the past, they were used for the most diverse purposes, as well as a home for farmers in the summer during the tobacco harvest. Staying in the Pajara will give you a unique experience.

Top guest favourite
An outdoor space is depicted, featuring whitewashed walls and terracotta accents. A wooden door, framed by potted plants, leads to a passageway. A tall palm tree and rooftops of nearby buildings create a quaint backdrop, characteristic of the local architectural style.
Home in Matino
4.95 out of 5 average rating, 106 reviews

house in Ca'mascìa courtyard

A place where time passes slowly, where you feel like doing nothing! The house is located in the heart of Matino's historic center, close to Palazzo Marchesale and just a short walk from Piazza S. Giorgio and the church. It is the perfect place to spend your vacation in complete tranquility, enjoying an old-world atmosphere while still being just a few minutes from Gallipoli and the beautiful beaches of Salento.

Superhost
A tranquil swimming pool is featured, surrounded by sun loungers, with tall palm trees in the background. The pool deck, made of light-colored stone, extends towards a shaded seating area, offering a peaceful space for relaxation under the clear blue sky.
Holiday home in Cursi
4.82 out of 5 average rating, 33 reviews

Tenuta Donna Giulia" Il Leccio"

Beautiful two-room apartment with dining room, double bedroom + extra bed and en-suite bathroom. All tastefully furnished and part. A large patio available to guests with sitting areas, armchairs and deck chairs where you can enjoy the relaxation of the countryside

Popular amenities for Cannole family-friendly rentals

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