Family-friendly vacation rentals in Cannole

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Top-rated family-friendly rentals in Cannole

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Guest favorite

A lush garden area features a well-maintained pool surrounded by natural stone pathways. A large tree provides shade, while various colorful plants and flowers enhance the outdoor space. The atmosphere blends tranquility with the beauty of the surrounding landscape.

Trullo in Carpignano Salentino

4.92 out of 5 average rating, 13 reviews

Trullo, Carpignano Salentino

Kick back and relax in this calm, stylish space. In the middle of the Salento countryside, Fatamorgana is the ideal place to rest in the shade of olive trees or by the pool, and to explore the beauty of this land and its great cultural offerings. We are located 12 km from the sea, 10 km from Otranto, 20 km from Lecce, and we also offer many additional services that you will discover once you arrive. Children up to 12 years old stay free. Pets are welcome. We look forward to seeing you!

Top guest favorite

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, 7 reviews

Casa Micocci by Casa Camilla Journey

Welcome to Casa Micocci, a stylish artisan-crafted retreat in the heart of Depressa, Tricase. Best for groups of 3 or 4 - a family of 4 with two small children, or 3 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. Cleaning is included every other day.

Guest favorite

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

4.92 out of 5 average rating, 169 reviews

House in the village

House also suitable for long stays, equipped with every comfort for remote work: Wi-Fi, workstation, fireplace, independent heating. With ancient charm and modern comfort, furnished with family furniture, in a secluded corner of the historic center. The rooms are spacious and have unique ceilings, called "starry," typical of ancient architecture. The internal stairs are steep. Not suitable for those with mobility difficulties and, due to its peculiarities, for groups of children.

Guest favorite

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

5 out of 5 average rating, 10 reviews

Masseria Cicale

Our villa in Salento is a super-equipped, comfortable accommodation, just 10 minutes by car from the splendid coves of Torre Sant'Andrea and the beaches of Otranto (LECCE). The house is surrounded by two hectares of land with high enclosure walls which make the central courtyard with swimming pool a very private space. Our property is located in the countryside, an ideal place for walks or bike rides, while all services are located in the nearby village of Carpignano Salentino.

Superhost

A bright living area features a red sofa next to a dining table with a yellow tablecloth. The space is illuminated by natural light filtering through a large window, and a staircase leads to an upper loft area. Artwork adorns the walls, contributing to the welcoming ambiance.

Vacation home in Cannole

4.89 out of 5 average rating, 9 reviews

EQUIPPED ONE-BEDROOM APARTMENT WITH A LARGE TERRACE

TWO-ROOM apartment near beautiful beaches ALIMINI OTRANTO Apartment 60 m^ (4 beds) plus a large terrace (for common use) equipped with a gazebo and barbecue in CANNOLE, 10 minutes from the beautiful beaches and crystal-clear sea of the ALIMINI – OTRANTO as you can see in the photos. The property has air conditioning, mosquito nets, an equipped kitchen, and the linen service is included. Towels are not provided. It is 10 km from Otranto, 30 from Lecce, and 50 from Gallipoli.

Guest favorite

A serene sleeping area features a spacious bed complemented by soft linens. Adjacent, a mini pool with tranquil water adds an inviting touch. The softly illuminated walls and minimalist décor create a calming environment.

Apartment in Lecce

5 out of 5 average rating, 14 reviews

Il Suq Lecce luxury apartment

Situato a Lecce, Il Suq Lecce Luxury Apartment offre una vasca con idromassaggio. Offre il WiFi gratuito e una reception attiva 24 ore su 24. Il Suq si trova a 100 metri dal Piazza Santo Oronzo e l'Anfiteatro,50 metri dalla stupenda Chiesa di San Matteo e a soli 30 metri dal Museo Faggiano nel cuore del centro storico di Lecce. .Grazie alla sua posizione "centrale e strategica" questo esclusivo appartamento è il punto di partenza ideale per esplorare la città barocca.

Guest favorite

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.

Vacation home in Tricase

4.93 out of 5 average rating, 362 reviews

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.

Top guest favorite

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, 49 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

Top guest favorite

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

5 out of 5 average rating, 33 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.

Guest favorite

An outdoor dining area features a long wooden table set with colorful plates, surrounded by wooden chairs. A vibrant floral tablecloth adds a bright touch. The background includes a glimpse of a private pool and whitewashed walls, with a clear blue sky overhead.

Home in Castiglione

5 out of 5 average rating, 29 reviews

Manara House (swimming pool in the heart of Salento)

Typical Salento house with private pool. In the heart of an authentic village, 8 minutes from the coves of the Adriatic Sea. A haven of peace, perfect for discovering Salento. Pizzeria, restaurants, cafes, grocery, pharmacy, children's park on foot. More than a rental: we share an exclusive guide, the result of 6 years of local discoveries (beaches, restaurants, bars, walks, etc.). Airports: Brindisi or Bari.

Top guest favorite

The suite features a stone archway leading to a spacious area with vaulted ceilings. A large bed is complemented by a dark leather armchair and a yellow dresser. Soft lighting highlights the stone walls, creating a serene atmosphere. A cozy blanket is draped over the armchair.

Guest suite in Lecce

4.95 out of 5 average rating, 233 reviews

Romantic and charming suite in the heart of the city

Newly renovated suite, completely in Lecce stone, with star and barrel vaults, very pretty and romantic, equipped with every comfort. Suite The suite overlooks a quiet and peaceful square in the heart of Lecce, just minutes from the city's main streets. Public parking is available a few meters from the Suite. 24/7 check-in.

Guest favorite

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, 135 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.