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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 $102 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.

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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, 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

FamilyKitchenPool

Top Guest favourite
A modern living area features a comfortable sectional sofa and a flat-screen TV mounted on a dark wall. Floor-to-ceiling windows provide natural light and showcase a view of architectural details outside. A potted plant adds a touch of greenery to the space.
Condo in Lecce
5.0 out of 5 average rating, 104 reviews

Nabolux panoramic view apartment in Lecce

Welcome to our luxurious modern apartment in Lecce! Located in a new eco-friendly building, this stylish space offers comfort and elegance. Enjoy a large living room, a fully-equipped kitchen, two beautifully furnished bedrooms, and two modern bathrooms. The spacious balcony provides a stunning view. Private on-premise parking is available. One minute’s walk from Lecce’s historical city center, and strategic location to reach Adriatic/Ionic coast. All rooms have air conditioning and Wi-Fi.

FamilyIndoor spacesDecor

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

FamilyKitchenParking

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

KitchenFamilyParking

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.

KitchenFamilyParking

Guest favourite
A dining table is set with white plates and glassware, positioned on a terrace overlooking the sea. Colorful flowers in pots add a vibrant touch, while lush greenery and a clear blue sky enhance the coastal view in the background.
Townhouse in Otranto
4.94 out of 5 average rating, 150 reviews

Beach house - 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 and wifi. The appartment 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.

KitchenFamilyNearby

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, 37 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.

KitchenFamilyWi-Fi

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.

FamilyKitchenWi-Fi

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.

FamilyKitchenSolo travel

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

KitchenIndoor spacesCheck-in

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.

FamilyIndoor spacesAir conditioning

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.

Indoor spacesFamilyQuiet

Popular amenities for Casamassella family-friendly rentals