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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 £30 per night before taxes and fees

  • Verified guest reviews

    Over 380 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • 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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Top guest favourite
A small pool is nestled within a landscaped garden, surrounded by olive trees and Mediterranean plants. The azure sea can be seen in the background, framed by vibrant greenery under a clear sky. Sunlight creates playful reflections on the water's surface.
Villa
4.97 out of 5 average rating, 35 reviews

Villa Romanelli NEW, sea view, mini-pool, garden

Villa Romanelli IG: @villa_romanelli Fully Refurbished in 2022 - Sea fronting cliffside villa, pool (549x274x132cm), breathtaking view, modern and elegant. Located in Castro Marina, the so called “Pearl of Salento”, just above Grotta Romanelli and Grotta Zinzulusa (5 minutes walking distance), with an enchanting view of the sea of Porto Miggiano and Santa Cesarea Terme, immersed in a large garden with Mediterranean scrub, olive trees and sea pines. Perfect to enjoy the best of Salento.

Top guest favourite
Home
4.98 out of 5 average rating, 183 reviews

Oasi Gorgoni Charming House & Pool

Lussuoso e confortevole appartamento, a ridosso del centro della città, ideale per godersi il relax, la città e il mare. Dotato di ogni comfort (3 camere, 3 bagni, living, piscina privata, giardino, Wi-Fi, aria condizionata, lavatrice, biancheria, stoviglie, parcheggio privato), l’appartamento è situato in uno dei quartieri più tranquilli e sicuri di Lecce. A soli 10 min. dal mare, consente di raggiungere facilmente sia la costa costa adriatica (Otranto), che la costa ionica (Gallipoli).

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
4.94 out of 5 average rating, 31 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 sunlit terrace features two wooden lounge chairs, positioned to overlook the expansive ocean. The stone railing is adorned with several potted plants, complementing the serene coastal view under a clear blue sky.
Home
4.98 out of 5 average rating, 60 reviews

Tricase Porto, beautiful with access to the sea

Vintage Salento-style apartment, recently renovated with great taste and all comforts. An outdoor space that can be used and a priceless private descent to the sea that makes bathing in coves and natural pools dug into the rocks exclusive and solitary, even on the busiest days of the summer! The apartment is part of a complex overlooking the sea that has a large condominium garden, a reserved space where you can eat under the stars and overlooking the sea and use the barbecue

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
5 out of 5 average rating, 47 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
4.98 out of 5 average rating, 104 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.

Top 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
4.93 out of 5 average rating, 395 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.

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
4.93 out of 5 average rating, 41 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
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
4.94 out of 5 average rating, 88 reviews

Dimora Santi Medici Green Apartment

Have fun and relax in this elegant villa surrounded by greenery and 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, a relaxation area with a spa ideal for cooling off after the sea, and an 8,000 m² garden that also includes a barbecue, a stone oven and a large patio.

Superhost
An outdoor open space features a shaded gazebo supported by a wooden structure. Several black chairs surround a table, and two lounge chairs are positioned nearby. Lush green plants and a white wall offer privacy while enhancing the serene ambiance.
Tiny home
4.81 out of 5 average rating, 109 reviews

Vicolo 19

Bright studio located in an alley of a small village three km from Otranto, equipped with air conditioning, TV, mini fridge, iron, hairdryer, towels and soap. The kitchen is located outside, shared with another room; it is well-equipped with the essentials for cooking. Coffee and sugar are also available. Attached open space with gazebo, tables, chairs, and deck chairs. Located next door, another studio for those traveling with friends.

Guest favourite
The monolocale features a spacious bed with a textured white bedspread, complemented by soft beige pillows. Elegant lighting highlights the barrel vaulted ceiling, and a large mirror reflects the serene space. A small wooden desk and chair are positioned to one side, enhancing functionality.
Flat
4.85 out of 5 average rating, 139 reviews

Studio Dimora Borgo Monte Free Garage

Typical house in the historic center of Otranto, independent entrance; recently renovated, it is located in a quiet area close to the Castle and the renowned shops that display typical local products. A few meters away, equipped beaches, bars and restaurants by the sea. Free private garage, you just have to take a photo of your car's license plate before arrival to authorize access to the ZTL area

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
4.91 out of 5 average rating, 58 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

  1. Airbnb
  2. Italy
  3. Apulia
  4. Lecce
  5. Casamassella
  6. Family-friendly rentals