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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
Home in Uggiano La Chiesa
4.76 out of 5 average rating, 103 reviews

Beautiful house a stone's throw from Otranto

Appartamento open space di 75 mq completamente ristrutturato, ubicato a Uggiano la Chiesa, graziosa cittadina dell'entroterra salentina con una posizione strategica per potete raggiungere facilmente le spiagge più belle del Salento, 5 minuti da Otranto Il punto di forza? Una vasca idromassaggio privata nel giardino esclusivo, con sdraio, doccia esterna e area relax coperta da vela ombreggiante. Dopo una giornata al mare, il relax totale vi aspetta a casa. Wi-Fi_Parcheggio gratuito fuori casa.

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

Agenzia turistica con sito web "Simonegreco" offre una grande struttura su due livelli (320 mq) con arredi di lusso e tantissimi confort A soli 3km da Otranto, vicinissima al mare e a molteplici servizi Stupendo giardino colorato con piscina, barbecue e zona relax Spaziose suites patronali ( climatizzate ) con comodi letti king size e balconi privati Cucine super accessoriate con TV Ampi bagni luminosi dotati di mega cabina e welcome kit Posti auto nella proprietà e garage per le moto

Guest favourite
Four white lounge chairs are arranged on a terrace overlooking the sea, accompanied by an umbrella for shade. The clear blue water stretches to the horizon, providing a serene setting for relaxation and enjoyment.
Apartment in Santa Cesarea Terme
4.95 out of 5 average rating, 95 reviews

Luci D'Oriente : Mediterranean sunshine sea view.

BREATHLESS SEAVIEW - Recently renewed apartment, just on the cliff with a wonderful Seaview on the Adriatic. A stair will drive you at sea level where you will enjoy the access to sea, shower and sunbathing areas that are reserved to the building guests. Large living room with 4 moresco's arch windows, sleeping room with one double bed, second room with double or 2 single beds, kitchen with fireplace and two bathrooms. Fresh & windy also on hot season, perfect start for Salento area tours.

Guest favourite
Apartment in Uggiano La Chiesa
5 out of 5 average rating, 8 reviews

Le Marciane - Scirocco Apartment

Scopri il fascino autentico del Salento in un ambiente accogliente e rilassante, pensato per farti sentire subito in vacanza. Tra mare cristallino, borghi caratteristici e tramonti indimenticabili, questo è il luogo ideale per vivere il territorio con calma e comfort. Perfetto per coppie, famiglie o amici che desiderano esplorare le meraviglie della costa adriatica e ritrovare il piacere di sentirsi come a casa dopo una giornata di scoperte, tra spiagge da sogno e sapori autentici.

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

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.

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.

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.

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.

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

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

Un posto dove il tempo scorre lento, dove hai voglia di non fare niente! La casa è situata nel cuore del centro storico di Matino, a ridosso del Palazzo Marchesale, a pochi passi da Piazza S. Giorgio e dalla chiesa. E' ideale per trascorrere le vostre vacanze in assoluta tranquillità, godendo di un'atmosfera di altri tempi pur stando a pochi minuti da Gallipoli e dalle bellissime spiagge del Salento.

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.

Popular amenities for Casamassella family-friendly rentals