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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 $51 SGD 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 spacious living area features a comfortable couch facing a wall-mounted Smart TV. Two modern green stools are positioned nearby, while an open doorway leads to the dining area and kitchen. Light filters through sheer curtains, contributing to the room's bright ambiance.
Flat in Lecce
4.99 out of 5 average rating, 183 reviews

Elce Suite Apartment Residence

A large living area with living room, TV, Wi-Fi, dining room, kitchenette, laundry room. The small terrace on the floor, which is equipped, provides additional outdoor living space. Restored interior doors. The sleeping area consists of a master bathroom and three air-conditioned bedrooms: two single rooms, one of which has an en suite bathroom, and a double room. The upper terrace is equipped with an outdoor shower, 4 sun loungers, 2 armchairs and a bench, for relaxing breaks and open views.

Top guest favourite
A spacious bedroom features a large window with views of the outside. Light-colored walls and wooden beams enrich the room's character. A patterned bedspread covers the bed, complemented by a decorative lamp and an ornate dresser that add functional elegance to the space.
Home in Otranto
5 out of 5 average rating, 43 reviews

Historical Home - Historical Home in Otranto

Goditi una vacanza all'insegna dello stile in questo spazio in centro. Il Palazzo era sede del Consolato Veneziano sulla Via della Seta. Venezia, per ordine del Consiglio dei Dogi, mandò a Otranto una loro nobile famiglia che diventò il punto referente, a livello burocratico e amministrativo, per tutto il traffico delle navi che da Venezia andavano in Oriente e viceversa. Il Palazzo è stato recentemente oggetto di un restauro conservativo che lo ha riportato fedelmente al suo stato originario.

Guest favourite
Apartment in Giurdignano
5 out of 5 average rating, 8 reviews

DB Apartment Mimosa

Appartamento con completa privacy e immerso nel verde, a solo 10 minuti dalle coste di otranto, a 15 da posto badisco e i suoi meravigliosi scogli scolpiti dalle onde, anche molto vicino a Santa Cesarea terme paesino sulla litoranea molto suggestivo, come anche Castro e tutte le località balnearee, collocato a 3 min dall'uscita SS 16 per Lecce centro dove ammirare Lecce e tutta l'arte barocca, dal rosone di Santa Croce a Piazza del Duomo e tutta la sua bellezza. #stayInSalento #DBA ☀️🌊🌬️

Top guest favourite
Home in Lecce
4.98 out of 5 average rating, 178 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 in Uggiano La Chiesa
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

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, 389 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
Home in Giurdignano
4.89 out of 5 average rating, 66 reviews

Vacation home in the historic center

The apartment is located in the historic center of Giurdignano and consists of a living room - kitchen and a large bathroom. In perfect condition, in modern style. Included in the rent is the possibility of using the garden attached to the property, where you can spend moments of relaxation and privacy. Giurdignano is strategically located to easily reach many of the most beautiful beaches in Salento. CIN: IT075033C200039577

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
4.95 out of 5 average rating, 107 reviews

house in Ca'mascìa courtyard

A place where time passes slowly, where you feel like doing nothing! The house is located in the heart of Matino's historic center, close to Palazzo Marchesale and just a short walk from Piazza S. Giorgio and the church. It is the perfect place to spend your vacation in complete tranquility, enjoying an old-world atmosphere while still being just a few minutes from Gallipoli and the beautiful beaches of Salento.

Top 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
4.93 out of 5 average rating, 56 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.

Top guest favourite
A bright sleeping area contains a cozy bed with a light-colored quilt. Two bedside tables are positioned beside the bed, one featuring a lantern and the other a decorative item. A serene artwork of crashing waves is displayed above the headboard, complementing the bright white walls.
Home in Casamassella
4.92 out of 5 average rating, 52 reviews

Modern ★ 5min to Seaside ★ Strategic location ★ AC

An holiday house for family and friends, in the inland of Otranto's beautiful coast; Salento, Puglia, Italia in a pleasant and peaceful medieval village, surrounded by olive trees at only 5 minutes drive (3.5 km) from the most beautiful beaches and the hystorical city of Otranto. CIS Puglia Region: LE07509191000008741 CIN (National): IT075091C200043456

Top guest favourite
A bright living area features large glass doors that open onto a balcony with a view of the sea. Fresh curtains frame the doors, allowing natural light to fill the space. The nearby coastal scenery showcases the vibrant blue water and the charming town of Otranto.
Holiday home in Otranto
4.97 out of 5 average rating, 72 reviews

beachfront apartment

The "Sunset" apartment - Terrace overlooking the blue Otranto, is located in an exclusive position, 10 meters from the sea. From the veranda and terrace of the apartment, you can admire the sea and the city of Otranto in all their beauty, and your vacation will be like living a dream, with your eyes open.

Guest favourite
The exterior of a two-story villa is displayed, featuring a covered patio with tables and chairs, surrounded by a well-maintained lawn. Sun loungers and tropical plants enhance the outdoor space, while large windows on the upper floor offer natural light indoors.
Villa in Uggiano La Chiesa
4.84 out of 5 average rating, 44 reviews

Villa Napolitano

Typical "Salento style" villa situated in a middle of an olive grove, 3km from the sea and 5km from the city of Otranto. The guest can benefit of a vegetable garden, an orchard, a covered car park and some bicycles. The ideal way to enjoy this area.

Popular amenities for Casamassella family-friendly rentals

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