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Family-friendly holiday rentals in Casamassella

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Casamassella

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

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Guest favourite
Townhouse in Santa Cesarea Terme
4.85 out of 5 average rating, 135 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 favourite
A modern kitchen area features light-colored cabinetry and a stainless-steel stove. A dining table is set with colorful mugs, surrounded by sleek white chairs. A small television sits on a dark cabinet, while a simple wall clock adds to the functional decor.
Home in Casamassella
4.95 out of 5 average rating, 58 reviews

NEW TRILO WITH AIR CONDITIONING 4KM FROM OTRANTO. Sleeps 5

My place is located in an independent building in Casamassella, a pretty village just 4km from Otranto! The apartment, on the 1st floor, consists of: outdoor veranda;hallway with air conditioning, bedroom with double bed; second bedroom with double bed and the possibility of adding 1 single bed; bathroom with shower and washing machine. Final and white bed cleaning are to be paid extra at check-in of 50. If you stay for 2notti, the above expenses are 30 Cod (CIN): IT075091C200043679

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
4.91 out of 5 average rating, 175 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 favourite
A long pathway, lined with palm trees, leads towards a villa hidden among lush greenery. Sunlight shines brightly against the clear blue sky, illuminating the well-maintained garden that surrounds the entrance to the home.
Apartment in Maglie
4.9 out of 5 average rating, 107 reviews

Entire apartment surrounded by greenery

In a villa surrounded by the colors of the Salento countryside and in the heart of Salento, the entire floor is offered slightly underground with large windows of 100 square meters, cared for in every detail combined with a warm and cordial welcome, typical of the area. Ideal especially for families with children for the large fenced garden, a grove with hammocks made available where children can play without any danger as well as visit the hens, cats and play with a dog.

Top Guest favourite
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, 43 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

Guest favourite
Home in Parabita
4.93 out of 5 average rating, 114 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
A clear turquoise bay is framed by rocky shores and dotted with small boats. The coastline showcases a mix of natural greenery and human-made structures, with sunlit hills in the background leading to a charming coastal village.
Apartment in Castro
4.89 out of 5 average rating, 133 reviews

Casa vacanze Gecobed CIN IT075096C200039719

The house is located on Via Litoramea for Santa Cesarea, 7/9 on the first floor. Next door is a Fersini workshop and the Selenia hotel. It consists of a large living room with kitchenette, balcony and a sofa bed, a large bathroom equipped with washing machine, a double bedroom with en-suite bathroom, a bedroom with access to the master bedroom with a bunk bed. The house has 1 double bed, 1 sofa bed and 1 bunk bed. My place is good for couples even with kids

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, 377 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 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 Provincia di Lecce
5 out of 5 average rating, 106 reviews

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

Splendida casa vacanza immersa nel verde del Salento, a soli 50 mt. dal mare e con accesso diretto per trascorrere la tua vacanza nel pieno relax nella natura salentina. La struttura è ubicata in una zona riservata, utile per chi amano fuggire dal caos cittadino e dallo stress quotidiano. La casa vacanza, arredata con lo stile salentino, si affaccia sulla bellissima scogliera di Torre Nasparo, sul versante Adriatico della Puglia.

Guest favourite
A modern dining area features a spacious table surrounded by sleek chairs. Large windows provide abundant natural light and a view of the sea, with a cozy seating arrangement nearby. The room has a neutral color palette and a bright, airy atmosphere.
Apartment in Otranto
4.89 out of 5 average rating, 185 reviews

Otranto Altomare

Beautiful apartment on the second floor of a two-story building. Central area. All windows and balcony overlook the sea. Bleached oak parquet floor. Modern and well-made furnishings. Very quiet apartment. Just go down a few steps to find yourself on the free or equipped beach. Nearby are supermarkets (Conad, Dok, Eurospin and others). There are also small restaurants, bars and pizzerias. Perfect for all times of the year.

Top Guest favourite
The kitchen features a combination of light cabinetry and wood accents, equipped with modern appliances. A spacious dining table with six white chairs is positioned in the center. Decorative dishware and potted plants add a touch of charm to the functional design.
Home in Casamassella
4.94 out of 5 average rating, 54 reviews

The "Return"

Just five minutes from Otranto, an evocative newly restored house in which an atmosphere like that of the old houses of Salento has been recreated, combining modern comforts with a style of other times. The house is equipped with washing machine, dishwasher, air conditioning, iron, wi-fi, safe, hair dryer, outdoor barbecue, second bathroom, outdoor shower with hot water

Top Guest favourite
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, 51 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

Popular amenities for Casamassella family-friendly rentals

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

  • Total holiday rentals

    Explore 30 holiday rentals in Casamassella

  • Nightly prices starting at

    Casamassella holiday rentals start at $71 NZD per night before taxes and fees

  • Verified guest reviews

    Over 410 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    10 of Casamassella holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Casamassella rentals

  • 4.7 Average rating

    Casamassella stays receive an average rating of 4.7 out of 5 from guests

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