Family-friendly vacation rentals in Casamassella

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Top-rated family-friendly rentals in Casamassella

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Guest favorite

A calm outdoor terrace is depicted, featuring a table set for two with tableware and a variety of jars. Four chairs are arranged around the table, and potted plants are placed on the wall above the table, with a clear blue sky in the background.

Vacation home in Casamassella

4.93 out of 5 average rating, 14 reviews

Beautiful cottage 4 km from Otranto and the sea

Beautiful house on the outskirts of a small village, well furnished with open space, 4 km from Otranto and the beautiful Adriatic coast. At 300 meters you will find the square where there is a market, delicatessen, newsstand, tobacconist, self-service laundry, pizzeria, pharmacy, church, and a bar where you can have breakfast in front of the medieval castle. There are 3 restaurant-pizzerias in the village. There are: fire extinguisher, monoxide detector, smoke alarm. CIS LE07509191000047495 CIN IT075091C200092336

Guest favorite

Rocky coastal formations are visible along the shoreline, with arches carved into the cliffside. The clear blue water laps against the rocks, and a stone wall is seen in the background, under a partly cloudy sky.

Townhouse in Santa Cesarea Terme

4.85 out of 5 average rating, 131 reviews

Balcony on the South East ITALY

Balcony view of the sea in Salento. The apartment is located 40 metres away from the gorgeous cliffs, overlooking the sea. Near to the house: the Municipal Spa of Santa Cesarea Terme (Lecce - Puglia), the Bus stop, ice cream and crêpes, Pizzeria and Restaurant, open air swimming pool and discover by yourself. Apartment for rent, with own entrance, dining/living area with kitchen, 2 bedrooms (double and twin) and 2 bathrooms with showers. NEW: Air conditioner and induction cooker. No television

Guest favorite

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.

Vacation home in Otranto

5 out of 5 average rating, 13 reviews

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.

Guest favorite

A dining table is set with neatly arranged tableware, including clear wine glasses and white plates. A small vase with a red flower adds a pop of color. The view of the azure sea and rocky coastline can be seen in the background under clear blue skies.

Apartment in Otranto

4.9 out of 5 average rating, 125 reviews

Beach house - just a few steps from the sea

Comfortable beachfront apartment with 180 degree sea view from rooftop terrace and free parking right outside the front door. Aircondition, satellite TV and wifi. The apartment is one of two units in our house in the beach area of Otranto, about 50 meters from the water. Historic center on foot in just 10 minutes. Please note that there is an additional city tax to be payd on arrival, currently 1 euro per person (over 12) per night, in july and august 1,50 euro per person per night.

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.

Top guest favorite

A well-lit living area is visible, featuring a light-colored sofa and a wall-mounted television. A modern staircase leads to the upper level, while a stylish fireplace is integrated into the wall. Two circular rugs add texture to the floor.

Home in Casamassella

5 out of 5 average rating, 39 reviews

Vacation home in Salento/Otranto

Beautiful accommodation 6 km from Otranto. The house for exclusive use fully air-conditioned, includes the following rooms: - Ground floor. living area with TV and fireplace. Kitchen with traditional oven, microwave, fridge-freezer, coffee maker, induction hob, wine cellar. Bathroom with shower. Laundry area with washer-dryer. Vast porch with fans, small pool and outdoor shower. Upstairs two bedrooms beds both with bathrooms. Swimming pool open from 05/01 to 10/30

Superhost

A private pool is nestled among lush greenery and various palm trees. Comfortable sun loungers are positioned nearby, inviting relaxation. Purple bougainvillea adds a splash of color against the serene backdrop of natural stone and tranquil water.

Home in Acquarica

5 out of 5 average rating, 4 reviews

Masseria Limetta – Luxury Retreat

In the heart of Salento, Masseria Limetta is more than just a place to stay: it is an experience that tells the story of love for the land and its roots. It takes its name from an ancient lime tree, a symbol of freshness and authenticity. The result of the vision and creativity of the owners who have transformed an old house into a unique refuge, where nothing is left to chance; every detail has been carefully designed to offer harmony, beauty, and functionality.

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.

Guest favorite

An outdoor open space features a shaded gazebo supported by a wooden structure. Several black chairs surround a table, and two lounge chairs are positioned nearby. Lush green plants and a white wall offer privacy while enhancing the serene ambiance.

Tiny home in Casamassella

4.81 out of 5 average rating, 106 reviews

Vicolo 19

Bright studio located in an alley of a small village three km from Otranto, equipped with air conditioning, TV, mini fridge, iron, hairdryer, towels and soap. The kitchen is located outside, shared with another room; it is well-equipped with the essentials for cooking. Coffee and sugar are also available. Attached open space with gazebo, tables, chairs, and deck chairs. Located next door, another studio for those traveling with friends.

Guest favorite

An outdoor dining area is presented under a shaded canopy, featuring a round white table surrounded by several light chairs. Brightly colored flower pots with red blooms add a touch of color to the space, complemented by a stone wall and a glimpse of greenery in the background.

Home in Giurdignano

4.89 out of 5 average rating, 65 reviews

Vacation home in the historic center

The apartment is located in the historic center of Giurdignano and consists of a living room - kitchen and a large bathroom. In perfect condition, in modern style. Included in the rent is the possibility of using the garden attached to the property, where you can spend moments of relaxation and privacy. Giurdignano is strategically located to easily reach many of the most beautiful beaches in Salento. CIN: IT075033C200039577

Top guest favorite

A bright sleeping area contains a cozy bed with a light-colored quilt. Two bedside tables are positioned beside the bed, one featuring a lantern and the other a decorative item. A serene artwork of crashing waves is displayed above the headboard, complementing the bright white walls.

Home in Casamassella

4.92 out of 5 average rating, 48 reviews

Modern ★ 5min to Seaside ★ Strategic location ★ AC

An holiday house for family and friends, in the inland of Otranto's beautiful coast; Salento, Puglia, Italia in a pleasant and peaceful medieval village, surrounded by olive trees at only 5 minutes drive (3.5 km) from the most beautiful beaches and the hystorical city of Otranto. CIS Puglia Region: LE07509191000008741 CIN (National): IT075091C200043456

Guest favorite

A narrow cobblestone alleyway leads to a rustic building with green shutters and a double-arched door. Lush foliage casts dappled sunlight on the walls, while stone steps rise towards a gate at the end of the path.

Cottage in Otranto

4.83 out of 5 average rating, 193 reviews

Cottage Donna Pina, Otranto center

Cosy cottage in quiet, leafy cul-de-sac in the heart of Otranto. Bedroom, bathroom (with shower), living room/kitchenette, tiny private terrace. Air conditioned. Very close to the Cathedral, the Castle, the sea and the beaches. At the beginning of 2024 the walls were repainted with natural lime, USB sockets and a new refrigerator were installed.