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Family-friendly holiday rentals in Casamassella

Find and book unique family-friendly homes on Airbnb

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

  • Total holiday rentals

    Explore 20 holiday rentals in Casamassella

  • Nightly prices starting at

    Casamassella holiday rentals start at $84 AUD per night before taxes and fees

  • Verified guest reviews

    Over 390 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Wi-Fi availability

    10 of Casamassella holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Casamassella rentals

  • 4.8 Average rating

    Casamassella stays are highly rated by guests—averaging 4.8 out of 5!

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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Superhost
A circular swimming pool is surrounded by lush greenery and warm lighting. The water is sparkling under the soft glow of overhead string lights. A ladder leads into the inviting pool, enhancing the tranquil outdoor setting.
Home in Casamassella
4.83 out of 5 average rating, 36 reviews

Blue Tulip - Big House with Garden & Pool, Otranto

Tourist agency with website "Simonegreco" offers a large two-level property (320 square meters) with luxury furnishings and many comforts Just 3km from Otranto, very close to the sea and many services Beautiful colorful garden with swimming pool, barbecue and relaxation area Spacious master suites (air-conditioned) with comfortable king-size beds and private balconies Super-equipped kitchens with TV Large bright bathrooms with mega cabin and welcome kit Parking spaces on the property and garage for motorcycles

Guest favourite
Apartment in Uggiano la Chiesa
5.0 out of 5 average rating, 7 reviews

Basilico Apartment – Casa Papadia

Basilico three-room apartment, a 120 m² historic residence with typical star-vaulted ceilings A few steps from the center of the village and a few minutes from Otranto and the most beautiful beaches of Salento! Sublime sea, exquisite food, sandy beaches, welcoming people, breathtaking nature and serenity will accompany your stay in Puglia! The apartment is located within a large, historic Mediterranean garden full of typical centuries-old plants Dulcis in fundo Pool with relaxation area and barbecue area

Superhost
Trullo in Corsano
5.0 out of 5 average rating, 11 reviews

Beautiful Pagliara Cicadas

The traditional Salento 'Cicale' pagliara (thatched-roof house) faces the sea and comprises a double bedroom, a bedroom with two single beds, a bathroom, and a living room with a kitchenette. Large outdoor patio with a big garden on the estate and a wonderful swimming pool shared with the other four cottages on the Scalamasciu property. Each house has its own privacy and a terrace with sea view! You can reach the descents of rocks on the sea a two-minute walk away from the property. Heaven on earth!

Guest favourite
An outdoor dining area features a large table surrounded by colorful chairs under a bamboo pergola. Spacious glass doors invite natural light from the modern kitchen inside, while lush greenery forms the backdrop, enhancing the tranquil setting for al fresco dining.
Apartment in Uggiano la Chiesa
4.94 out of 5 average rating, 35 reviews

[ Cima Apartment ] - Masseria La Lazzara

MODERN ideal location for RELAXING stays created by the famous architect Umberto Riva surrounded by GREEN a few steps from OTRANTO LARGE and BRIGHT OPEN SPACE living room and RELAXATION area MODERN equipped kitchen TWO SPACIOUS bedrooms with direct access to a well-kept GARDEN Flowered PERGOLA with OUTDOOR table to spend pleasant moments of conviviality STRATEGIC POSITION just a few minutes from OTRANTO offers FREE COVERED PARKING ON SITE Free WIFI AIR CONDITIONED apartment

Top Guest favourite
A crystal-clear swimming pool reflects the surrounding garden, which is filled with colorful flowers and greenery. The house features stone walls and a covered patio area adorned with curtains, offering shaded outdoor seating amidst a tranquil landscape.
Villa in Salve
4.97 out of 5 average rating, 63 reviews

Leukos, charming villa in Salento.

Independent villa and brand new in the Salento countryside. Surrounded by greenery in an enchanting view of centuries-old olive trees, it is just a 10-minute drive from the famous Maldives beach of Salento, also visible from the elevated terrace. Its strategic location allows you to visit the most famous Salento towns such as Gallipoli, Otranto, Leuca and choose a beach on the Ionian or Adriatic. The interiors are stylishly furnished, combining refinement and functionality.

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
5.0 out of 5 average rating, 52 reviews

Vacation home in Salento/Otranto

Beautiful accommodation 6 km from Otranto. The fully air-conditioned house for exclusive use includes the following areas: - 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. Large porch with fans, small swimming pool and outdoor shower. Upstairs two bedrooms, both with bathrooms. Swimming pool open from 5/1 to 10/30

Top Guest favourite
A charming outdoor space is framed by tall trees, featuring a stone pathway and seating area with dark wicker chairs. Colorful flower pots accent the scene, while the tranquil blue of the sea is glimpsed in the background, enhancing the serene environment.
Home in Marina di Marittima
4.98 out of 5 average rating, 111 reviews

On Caletta dell'Acquaviva, 20 meters from the sea.

The house "Perla dell 'Acquaviva" , in the middle of the Otranto-Leuca natural park , offers an enviable private access to the sea and the privilege of entering the waters of the cove through a comfortable rocky staircase different from the other bathers. The property consists of bathroom, bedroom, kitchen-living room, porch overlooking the sea. You will be welcomed by large outdoor spaces with a relaxation area among tall trees and the relaxing roar of the waves.

Superhost
Home in Uggiano la Chiesa
4.76 out of 5 average rating, 105 reviews

Beautiful house a stone's throw from Otranto

Fully renovated 75 m² open-plan apartment located in Uggiano la Chiesa, a charming inland town in Salento, strategically located for easy access to the most beautiful beaches in Salento, 5 minutes from Otranto The strength? A private hot tub in the exclusive garden, with deckchairs, an outdoor shower and a relaxation area covered by a shade sail. After a day at the beach, total relaxation awaits you at home. Wi-Fi_Free parking outside the house.

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
5.0 out of 5 average rating, 52 reviews

Historical Home - Historical Home in Otranto

Enjoy a stylish vacation in this downtown space. The Palace was the seat of the Venetian Consulate on the Silk Road. By order of the Council of Doges, Venice sent a noble family to Otranto, who became the bureaucratic and administrative point of reference for all the ship traffic that went from Venice to the East and vice versa. The Palace has recently undergone a conservative restoration that has faithfully restored it to its original state.

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
4.93 out of 5 average rating, 55 reviews

Wp Relais Villa Marittima

Villa Marittima, located in a protected area, overlooks the sea just 10 meters away along the coast of lower Salento. The villa, nestled in a protected area, offers a breathtaking view that, on days of great clarity, allows you to glimpse the mountains of Albania. Located 2 km from Castro, 7 km from Tricase Porto and a short distance from the picturesque Acqua Viva cove, the villa offers a unique experience between nature and comfort.

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
4.96 out of 5 average rating, 114 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 centre, close to Palazzo Marchesale and just a short walk from Piazza S. Giorgio and the church. It is the perfect place to spend your holidays in complete tranquillity, enjoying an old-world atmosphere while still being just a few minutes from Gallipoli and the beautiful beaches of Salento.

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
4.92 out of 5 average rating, 61 reviews

The "Back"

Just five minutes from Otranto, a charming 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 yesteryear. The house is equipped with a washing machine, dishwasher, air conditioning, iron, wifi, safe, hairdryer, outdoor barbecue, second bathroom, and outdoor shower with hot water.

Popular amenities for Casamassella family-friendly rentals