Some info has been automatically translated. Show original language

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 $103 NZD 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.

1 of 1 pages1 / 1
Guest favourite
Apartment in Uggiano la Chiesa
5.0 out of 5 average rating, 7 reviews

Basilico Apartment - Casa Papadia

Basilico Three-Bedroom Apartment, Historic 120-square-meter Residence 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 apartment is located within a large, historic Mediterranean garden filled with typical centuries-old plants. Dulcis in fundo Pool with relaxation area and barbecue area

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, 35 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, 8 reviews

Le Marciane - Scirocco Apartment

Discover the authentic charm of Salento in a cozy and relaxing environment, designed to make you feel like you're on vacation right away. With its crystal-clear sea, charming villages, and unforgettable sunsets, this is the ideal place to experience the area in peace and comfort. Perfect for couples, families, or friends who want to explore the wonders of the Adriatic coast and rediscover the pleasure of feeling at home after a day of discovery, among dream beaches and authentic flavors.

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, 34 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 and enchanting views of centuries-old olive trees, it is just a 10-minute drive to the famous Maldives beach of Salento, also visible from the raised 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 coast. The interiors are furnished with style, combining sophistication and functionality.

Top Guest favourite
A panoramic view showcases a serene coastline with crystal-clear turquoise waters. Rocky cliffs outline the shore, while a small sandy beach and a few parked vehicles are visible. Lush greenery rises in the background, providing a tranquil natural setting.
Villa in Santa Cesarea Terme
4.78 out of 5 average rating, 102 reviews

L'Antico Ulivo - The Garden-Villa between sea and pine forest

The Antico Ulivo is a villa immersed in the greenery of a centuries-old pine forest, a few minutes walk from the town centre. The sea can be reached in three minutes by car or with a few minutes' walk. It is located in a central area of Salento from which you can easily reach the Maldives of Salento, Otranto, Castro, Gallipoli and Lecce, rocky coasts or very long beaches. The Antico Ulivo will make you fall in love!!! (CIN): IT075072C200063802 Tourist Tax: €1 per person per day

Superhost
Home in Uggiano la Chiesa
4.76 out of 5 average rating, 103 reviews

Beautiful house a stone's throw from Otranto

A completely renovated 75-square-meter open-plan apartment, located in Uggiano la Chiesa, a charming town in the Salento hinterland with a strategic location for easily reaching the most beautiful beaches of Salento, 5 minutes from Otranto The highlight? 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.

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, 109 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
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, 403 reviews

La Salentina, sea, nature & relaxation

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
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, 113 reviews

house in Ca'mascìa courtyard

A place where time passes slowly, where you don't want to do anything! The house is located in the heart of the historic center of Matino, close to Palazzo Marchesale, a short walk from Piazza S. Giorgio and the church. It is ideal for spending your holidays in absolute tranquility, enjoying an atmosphere of yesteryear while being just 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