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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 $70 NZD per night before taxes and fees

  • Verified guest reviews

    Over 220 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, Wi-Fi 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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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

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.

FamilyIndoor spacesDecor

5.0 out of 5 average rating, 55 reviews
Guest favourite
A charming outdoor area features stone walls and a spacious patio, shaded by an umbrella. Wicker furniture and a table with decorative lanterns create a relaxing atmosphere. Potted plants add greenery, and an open doorway reveals the interior.
Home in Carpignano Salentino

Salento Guesthouse Suite Donna Tina-with courtyard

Big apartment with Courtyard and solarium area situated in a recently renovated 16th century Italian palazzo. The apartment includes two bedrooms, kitchen, bathroom and big outdoor patio (shared wiyh another apartment). Our residence is located in the old town of Carpignano Salentino, 10 km away from Otranto, few km from the best beaches of Salento, Puglia. We provide the ingredients for breakfast for self service. A free and safe public packing is only a few meters away from the house.

FamilyIndoor spacesCleanliness

4.93 out of 5 average rating, 80 reviews
Guest favourite
The villa is set against a backdrop of lush greenery, featuring a pathway of stone leading to its modern white façade. Flanking the pathway are mature olive trees and decorative plants, which enhance the tranquil atmosphere of the property.
Home in Melendugno

Villa "Tenuta Quattro Volpi"

La deliziosa villa "Tenuta quattro volpi" si trova a Melendugno ed è la sistemazione ideale per una fuga rilassante. Tenuta Quattro Volpi è immersa nel verde: uno splendido ettaro di ulivi secolari, curati biologicamente con passione dalla nostra famiglia, farà da sfondo al tuo tranquillo soggiorno. La villa può ospitare fino a 6 persone nei suoi 100 m2 interni. Rilassati nell'area esterna privata con patio aperto e coperto, attrezzata per zona pranzo estiva, barbecue e doccia esterna.

FamilyKitchenCleanliness

4.95 out of 5 average rating, 19 reviews
Guest favourite
A light-filled interior showcases a cozy white sofa with decorative cushions. Large glass doors open to a serene outdoor space featuring a table and chair set under a tree, offering a view of the sea and inviting natural light.
Holiday home in Nardò

SEA FRONT, Gioia Santa Maria al Bagno, Puglia Mare

Recently renovated seafront apartment with breathtaking sea views and romantic sunsets. Located between two charming coastal villages linked by a beautiful seaside walk, in one of the most sought-after areas of Salento. Cafés, restaurants, beach, local market, and a pharmacy are all within short walking distance. A scenic coastal road runs between the house and the sea, offering easy access to the waterfront. Perfect for guests who want to explore Salento while waking up to a sea view.

Indoor spacesFamilyHospitality

4.92 out of 5 average rating, 106 reviews
Superhost
The exterior of the fortified Masseria Mauriani is illuminated at dusk, highlighting its robust stone walls and traditional architectural features. Soft lighting accentuates the entrance areas, while the grassy surroundings are complemented by potted plants. Several windows are visible, showcasing the inviting ambiance of the building.
Home in Carpignano Salentino

Masseria Mauriani 1623 - The Tower - apartment

In the Salento, crossroads of ancient peoples and civilizations, the ancient Masseria Mauriani, a typical example of fortified Masseria, welcomes its guests with sobriety and elegance. In the seventeenth-century Tower an apartment was obtained, in the ground floor, paved with the typical "chianche" of Lecce stone and dominated by the large stone fireplace, there is a living room with open kitchen and bathroom; on the firsth floor, covered by a barrel vault of tufa, the master bedroom.

KitchenIndoor spacesSleep quality

4.93 out of 5 average rating, 15 reviews
Top Guest favourite
A panoramic view of Otranto's coastline is presented, showcasing clear blue waters lapping against sandy shores. The historical buildings line the shore, while palm trees provide a touch of greenery. The vibrant sky adds to the coastal charm, inviting exploration of the nearby area.
Holiday home in Otranto

The Cathedral Retreats - Pantaleone

Pantaleone is a 1-bedroom, 1-bathroom apartment in Otranto’s historical center, just 100m from the sea and next to the Otranto Cathedral. It features a fully stocked kitchen, a living room with a sofa bed, and a balcony with a sea view. The apartment is equipped with Wi-Fi, a dishwasher, a washing machine, and TVs in both the living room and bedroom. Explore Otranto’s sights, shops, and restaurants, perfect for couples or small families looking for a comfortable stay close to the sea.

KitchenIndoor spacesBathroom

5.0 out of 5 average rating, 36 reviews
Guest favourite
A charming terraced area is presented, featuring a slatted roof and green railings. Potted plants and flowers are arranged along the railing, adding vibrancy. Two doors lead into the interior, complemented by wooden shutters and a tiled floor.
Home in Otranto

Casa nel borgo

Casa adatta anche a lunghi soggiorni, dotata di ogni comfort per il lavoro a distanza: wifi, postazione di lavoro, caminetto, riscaldamento autonomo. Dal fascino antico e il comfort moderno, arredata con mobili di famiglia, in un angolo appartato del centro storico. Le stanze sono ampie e con soffitti particolari, detti "a stella", tipici dell'architettura antica. Le scale interne sono ripide. Non adatta a chi ha difficoltà motorie e, per le sue peculiarità, a gruppi di ragazzi.

FamilyIndoor spacesAmenities

4.92 out of 5 average rating, 184 reviews
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

La Salentina, sea, nature & relax

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.

Indoor spacesKitchenHot tub

4.93 out of 5 average rating, 410 reviews
Guest favourite
A serene pool area showcases a modern design with wooden decking and a crystal-clear swimming pool. Lush Mediterranean greenery surrounds the space, with comfortable seating under a parasol and expansive views of the sea, inviting relaxation and enjoyment of the outdoor setting.
Villa in Marina di Marittima

Wp Relais Villa Marittima

Villa Marittima, situata in una zona protetta, si affaccia a soli 10 metri dal mare lungo la costa del basso Salento. La villa immersa in una zona protetta, offre una vista mozzafiato che, nei giorni di grande nitidezza, permette di intravedere le montagne dell'Albania. Situata a 2 km da Castro, 7 km da Tricase Porto e a breve distanza dalla suggestiva cala dell'Acqua Viva, la villa offre un'esperienza unica tra natura e comfort.

Indoor spacesKitchenCondition

4.93 out of 5 average rating, 56 reviews
Superhost
A clear blue swimming pool is framed by a tiled patio, with two loungers positioned at the edge. Lush greenery and flowering plants are visible in the background, along with a stone wall providing privacy and a distant view of an arched gate.
Home in Carpignano Salentino

Masseria Cicale

The property is leased for tourist purposes directly by the owner and is a detached villa located in the heart of Salento. The villa is comfortable, fully furnished, and situated about a 10-minute drive from the beautiful coves of Torre Sant’Andrea and the beaches of Otranto (LE). The central patio features a private-use swimming pool. Initial and final cleaning included. Bed linen provided upon arrival.

FamilyIndoor spacesSleep quality

4.86 out of 5 average rating, 28 reviews
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

casa in corte Ca'mascìa

Un posto dove il tempo scorre lento, dove hai voglia di non fare niente! La casa è situata nel cuore del centro storico di Matino, a ridosso del Palazzo Marchesale, a pochi passi da Piazza S. Giorgio e dalla chiesa. E' ideale per trascorrere le vostre vacanze in assoluta tranquillità, godendo di un'atmosfera di altri tempi pur stando a pochi minuti da Gallipoli e dalle bellissime spiagge del Salento.

FamilyKitchenLaundry

4.96 out of 5 average rating, 118 reviews
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

alloggio indipendente in masseria

L'alloggio è in una Masseria nella campagna del Salento a pochi km dal mare di Otranto, situata in posizione ideale per raggiungere sia il mare Adriatico che lo Jonio. Si trova nel pieno centro della “Grecìa Salentina”, terra di antiche tradizioni.La struttura ha un ampio giardino e una piscina a disposizione per gli ospiti.

KitchenFamilyQuiet

4.89 out of 5 average rating, 156 reviews

Popular amenities for Cannole family-friendly rentals

Family-friendly home rentals with a hot tub

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

Villa Ada Independent villa - heated private pool

KitchenFamilyLocation

4.95 out of 5 average rating, 158 reviews
Top Guest favourite
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 Lecce

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

FamilyIndoor spacesView

5.0 out of 5 average rating, 127 reviews
Guest favourite
A relaxing spa area features a small pool with water gently flowing from a spout. Surrounding greenery includes tall plants and vibrant flowers. A decorative bowl filled with assorted fruits and a bottle of sparkling wine sits on a stone surface, enhancing the tranquil ambiance.
Villa in Uggiano la Chiesa

Dimora Santi Medici Green

Indoor spacesKitchenOutdoor spaces

4.95 out of 5 average rating, 101 reviews
Superhost
Home in Uggiano la Chiesa

Bellissima casa a due passi da Otranto

FamilyIndoor spacesGetting around

4.76 out of 5 average rating, 106 reviews
Top Guest favourite
A spacious living area features a large chandelier hanging from an arched ceiling. A brown sofa is positioned near a mirror, while a dining table with an arrangement of chairs is centered within the room. Soft lighting enhances the neutral décor.
Apartment in Lecce

Corte dei Florio ORO Luxury apartment Lecce

FamilyIndoor spacesAccess

4.96 out of 5 average rating, 162 reviews
Top Guest favourite
The interior space features two abstract sculptures positioned against stone walls, showcasing intricate designs in varying heights. A doorway with a simple mat offers access to another area, while the soft lighting highlights the textures of the sculptures and the surrounding architecture.
Apartment in Lecce

"ARCHETIPO-Domus Art Gallery-" Pass centro storico

KitchenIndoor spacesWi-Fi

5.0 out of 5 average rating, 140 reviews
Top Guest favourite
An outdoor terrace features comfortable seating under a large umbrella. A breakfast table is set with pastries and fruit, framed by greenery in planters. In the background, the campanile of the Duomo rises above the rooftops against a clear blue sky.
Loft in Lecce

Appartamento Campanile - Arcadia Luxury Suites

KitchenIndoor spacesAccuracy

4.96 out of 5 average rating, 174 reviews
Top Guest favourite
A spacious suite features rustic stone walls with arched ceilings. A king-size bed is positioned adjacent to an indoor jacuzzi, while two small wooden stools provide additional seating. Soft lighting creates a relaxing ambiance, highlighting the natural textures of the space.
Apartment in Lecce

[LECCE CENTER ★★★★★] - Exclusive loft with JACUZZI

Indoor spacesKitchenQuiet

4.94 out of 5 average rating, 114 reviews

Family-friendly home rentals with a pool