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Family-friendly holiday rentals in Casamassella

Find and book unique family-friendly homes on Airbnb

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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Guest favourite
Home in Casamassella
4.95 out of 5 average rating, 58 reviews

NEW TRILO WITH AIR CONDITIONING 4KM FROM OTRANTO. Sleeps 5

My place is located in an independent building in Casamassella, a pretty village just 4 km from Otranto! The apartment, on the 1st floor, consists of: an external veranda; a corridor with air conditioning, a bedroom with a double bed; a second bedroom with a double bed and the possibility of adding a single bed; a bathroom with a shower and a washing machine. Final cleaning and bed linen are to be paid extra at check-in of 50. If you stay 2 nights, the above expenses are 30 Code (CIN): IT075091C200043679

Superhost
A spacious garden features a well-maintained lawn, surrounded by greenery. A small pool is visible beside two lounge chairs, providing an area for relaxation. The serene ocean view stretches toward the horizon, framed by palm trees in the background.
Home in Torre Vado
5 out of 5 average rating, 4 reviews

Holiday Cottage, great sea view

Benvenuti in Casa Melograno, un'abitazione ampia e speriamo accogliente, ma certamente con una bellissima vista mare ed un grande giardino per ospitare fino ad un massimo di 4 persone. Poco distante ci sono bar, market, trattorie ed il porto turistico. A soli 2 km vi sono bellissime spiagge sabbiose, ma anche straordinarie calette di roccia bassa ed insenature con grotte marine. La casa è semplice e spaziosa, il giardino ben curato e con area relax, piccola piscina, BBQ, zona pranzo coperta.

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, 179 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
The living area features a vaulted stone ceiling, lending a rustic charm. A comfortable sofa with decorative cushions sits beneath warm lighting from two lamps. An antique wooden cabinet is positioned against the wall, complemented by two wooden chairs.
Home in Tricase Porto
5 out of 5 average rating, 17 reviews

Il Mandorlo - Rural luxury in the middle of nature

Upon arrival, you will find a house away from everything but in contact with the most precious thing we have: the nature of Salento. Il Mandorlo is one of the five houses available at Agricola Le Cupole and is the most suitable for couples of friends or families who want to immerse themselves in an experience in contact with the authenticity of the territory. The comfortable size of the house and the typical atmosphere of the pajare, contribute to creating an intimate and inspiring place.

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, 390 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
A spacious pool area is highlighted by a large pink flamingo float. The property features a white-walled house under a clear blue sky, with shaded outdoor seating nearby. Lush greenery surrounds the pool, enhancing the tranquil outdoor setting.
Villa in Specchia
4.94 out of 5 average rating, 54 reviews

Casa La Porticina

In the heart Salento, Casa La Porticina is located short drives from the rocky Adriatic coast, sandy Ionian beaches, and near so many discoveries in between. 1.5 miles from the historic center of Specchia, with choices of restaurants, bars and evening festivals throughout the year. Specchia continues to land on travel sites’ must see villages of Salento. https://magazine.dooid.it/en/uncategorized/visit-specchia-salento/ INSTAGRAM: @casalaporticina

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 in Casamassella
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
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.

Popular amenities for Casamassella family-friendly rentals

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 $52 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!

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