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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 £44 per night before taxes and fees

  • Verified guest reviews

    Over 390 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Wifi availability

    10 of Casamassella holiday rentals include wifi 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

Superhost
Flat in Uggiano la Chiesa
4.83 out of 5 average rating, 6 reviews

Oleandro Apartment – Casa Papadia

Oleandro Two-Room Apartment, Historic Residence, 60 m² with Traditional 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 flat is situated within a large, historic Mediterranean garden, which is rich in typical centuries-old plants. Dulcis in fundo Pool with relaxation area and barbecue area

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.
Flat 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

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
4.92 out of 5 average rating, 184 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 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

Guest favourite
A serene outdoor space is highlighted, featuring a rectangular swimming pool bordered by well-maintained grass. Lounge chairs are positioned along the poolside, and the structure's rustic architecture is complemented by greenery. Bright blue skies provide a vibrant backdrop to the scene.
Villa in Specchia Gallone
5.0 out of 5 average rating, 19 reviews

Villa Sofia - Tradition and modernity in Salento

Thanks to the careful renovation work, the ancient Palmento, an authentic place in the agricultural tradition of Salento, has been transformed into a welcoming and relaxing place where the original elements such as the pools, the ancient fireplaces, and the star vaults dialogue perfectly with contemporary design and oriental furnishings. The large rooms overlooking the garden and swimming pool, all independent, guarantee privacy and absolute tranquillity for all guests.

Superhost
An outdoor space features a table and chairs under a large orange umbrella. Potted flowers in various colors enhance the area, while a small grill is positioned nearby. The patio floor is tiled, providing a clean and functional setting for outdoor dining and relaxation.
Home in Casamassella
4.92 out of 5 average rating, 39 reviews

BILO with air-conditioning and garden, 4 km from Otranto. Sleeps 5

Tired of spending your holidays in crowded places?My accommodation is located in Casamassella, a charming village 4 km from Otranto! The village is located in a central area to easily reach the seaside resorts of the Adriatic coast. It consists of: Entrance; Kitchen with sofa bed; Room with 3 beds; Garden. Linens and final cleaning are to be paid extra at check-in: €50 for a stay of at least 3 nights. €30 for a 2-night stay. Towel set, upon request, €5 per person.

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.

Guest favourite
A small, crystal-clear pool is surrounded by a stone patio, set against a backdrop of lush greenery and olive trees. Potted plants are placed at the pool's edge, adding touches of nature to the serene outdoor space.
Villa in Uggiano la Chiesa
4.96 out of 5 average rating, 101 reviews

RESIDENCE OF MEDICAL SAINTS

Have fun and relax in this elegant villa immersed in greenery and surrounded by the Salento countryside. Located a few kilometres from the renowned Otranto and its magnificent beaches, the town of Castro da Porto Badisco and the bay of Porto Miggiano, the villa offers large spaces surrounded by greenery and a relaxation area with a spa, ideal for cooling off after a swim in the sea. The 8,000 m² garden also includes a barbecue, a stone oven and a large patio.

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 with a convenient location 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 property.

Guest favourite
An outdoor area features a large dining table surrounded by colorful chairs. Lush greenery is visible, complemented by potted plants and decorative items on the walls. The space offers ample natural light, perfect for dining or relaxing in a tranquil environment.
Home in Casamassella
4.93 out of 5 average rating, 46 reviews

beautiful three-room apartment with open space, every comfort

Casetta Manila is located in a small village, it is a three-room apartment with open space, every comfort, free wifi, air conditioning, 2 televisions, 2 double bedrooms, living room. 200 meters away you will find a square with bars, markets, pharmacy, pizzeria, restaurant, self-service laundry, and butcher. Otranto and the sea are just 4 km away. There are: fire extinguisher, smoke alarm, monoxide detector CIS LE0750919100005279 CIN IT075091C200039740

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