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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 $105 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, Wi-Fi 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

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

Indoor spacesKitchenLaundry

4.74 out of 5 average rating, 39 reviews
Top Guest favourite
Apartment in Uggiano la Chiesa

Mirto Apartment – Casa Papadia

Two-room apartment Mirto, 60sqm old house with typical exposed walls 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

ParkingOutdoor spacesLong stay

5.0 out of 5 average rating, 7 reviews
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

[ 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

Indoor spacesFamilyLocation

4.94 out of 5 average rating, 35 reviews
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

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.

Indoor spacesKitchenHeating

4.92 out of 5 average rating, 184 reviews
Superhost
Home in Uggiano la Chiesa

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.

KitchenFamilyQuiet

4.76 out of 5 average rating, 106 reviews
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

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

FamilyIndoor spacesBreakfast

5.0 out of 5 average rating, 54 reviews
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

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.

KitchenIndoor spacesCondition

4.93 out of 5 average rating, 410 reviews
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

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

Indoor spacesKitchenGetting around

4.94 out of 5 average rating, 51 reviews
Guest favourite
A view of the serene blue sea is framed by a palm tree, showcasing the vibrant coastal landscape. Small boats are visible in the water near a pier, while distant rocky outcroppings define the shoreline.
Condo in Otranto

Apartment by the sea+ panoramic view +parking

Spacious and comfortable 100 sqm apartment, just steps away from the beach, with panoramic views of the Otranto bay. Located on the top floor of a quiet two-story building, the apartment features an entrance, two bedrooms, a fully equipped modern bathroom, a kitchen, and a bright living room with large windows and a private balcony. You can enjoy fantastic views of the endless sea, an ancient 18th-century church, and the historic center of Otranto.

Indoor spacesKitchenAccess

4.96 out of 5 average rating, 102 reviews
Guest favourite
A relaxing spa area features a small pool with water gently flowing from a spout. Surrounding greenery includes tall plants and vibrant flowers. A decorative bowl filled with assorted fruits and a bottle of sparkling wine sits on a stone surface, enhancing the tranquil ambiance.
Villa in Uggiano la Chiesa

Dimora Santi Medici Green Apartment

Relax in this elegant villa surrounded by greenery and the Salento countryside. Located a few kilometers 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, a relaxation area with a spa ideal for cooling off after the sea, and an 8,000-square-meter garden that also includes a barbecue, a stone oven and a large patio.

Indoor spacesFamilyGetting around

4.95 out of 5 average rating, 101 reviews
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

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.

Indoor spacesFamilyBeach

4.9 out of 5 average rating, 201 reviews
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

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.

FamilyIndoor spacesCleanliness

4.92 out of 5 average rating, 62 reviews

Popular amenities for Casamassella family-friendly rentals

Family-friendly home rentals with a hot tub

Top Guest favourite
A serene pool area is shown, featuring a private heated pool with clear water. Sun loungers are arranged nearby, and a shaded cabana offers a comfortable retreat. Lush greenery surrounds the space, enhancing the tranquil outdoor setting.
Villa in Spongano

Villa Ada Independent villa - heated private pool

Indoor spacesFamilyLocation

4.95 out of 5 average rating, 158 reviews
Top Guest favourite
A spacious living area features a large chandelier hanging from an arched ceiling. A brown sofa is positioned near a mirror, while a dining table with an arrangement of chairs is centered within the room. Soft lighting enhances the neutral décor.
Apartment in Lecce

Corte dei Florio GOLD Luxury apartment Lecce

KitchenFamilyQuiet

4.96 out of 5 average rating, 162 reviews
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 Lecce

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

FamilyIndoor spacesLocation

5.0 out of 5 average rating, 127 reviews
Guest favourite
A stylish whirlpool bathtub is set against a backdrop of textured stone walls. Soft lighting highlights the smooth, curved edges of the tub, while gentle water jets create a soothing ambiance. A small planter with decorative grasses adds a touch of nature to the serene space.
Apartment in Otranto

La Beddha - The Residences of Thesia

KitchenIndoor spacesHot tub

4.84 out of 5 average rating, 103 reviews
Top Guest favourite
The interior space features two abstract sculptures positioned against stone walls, showcasing intricate designs in varying heights. A doorway with a simple mat offers access to another area, while the soft lighting highlights the textures of the sculptures and the surrounding architecture.
Apartment in Lecce

"ARCHETIPO-Domus Art Gallery-" Old Town Pass

KitchenIndoor spacesOutdoor spaces

5.0 out of 5 average rating, 139 reviews
Top Guest favourite
An outdoor terrace features comfortable seating under a large umbrella. A breakfast table is set with pastries and fruit, framed by greenery in planters. In the background, the campanile of the Duomo rises above the rooftops against a clear blue sky.
Loft in Lecce

Campanile Apartment - Arcadia Luxury Suites

KitchenFamilyDecor

4.96 out of 5 average rating, 174 reviews
Guest favourite
Villa in Santa Cesarea Terme

Typical Villa on east coast of Salento + Jacuzzi

FamilyKitchenOutdoor spaces

4.94 out of 5 average rating, 33 reviews
Guest favourite
Home in Uggiano la Chiesa

"Casa Giulia" Farmhouse in Uggiano la Chiesa

FamilyIndoor spacesGetting around

5.0 out of 5 average rating, 13 reviews