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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.

FamilyIndoor spacesValue

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, 50 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.

FamilyKitchenCondition

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, 36 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

Indoor spacesFamilyBathroom

Guest favourite
Apartment in Uggiano La Chiesa
5 out of 5 average rating, 7 reviews

Basilico Apartment - Casa Papadia

Trilocale Basilico , Antica dimora Di 120mq con tipiche volte a stella A pochi passi dal centro del paese e a pochi minuti da Otranto e dalle spiagge più belle del Salento! Mare sublime, cibo squisito, spiagge sabbiose, persone accoglienti, natura mozzafiato e serenità accompagneranno il vostro soggiorno in Puglia! L'appartamento è collocato all'interno di un grande giardino mediterraneo storico e ricco di piante secolari tipiche Dulcis in fundo Piscina con area relax e area barbecue

Indoor spacesFamilyAmenities

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

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Top Guest favourite
A panoramic view showcases a serene coastline with crystal-clear turquoise waters. Rocky cliffs outline the shore, while a small sandy beach and a few parked vehicles are visible. Lush greenery rises in the background, providing a tranquil natural setting.
Villa in Santa Cesarea Terme
4.78 out of 5 average rating, 102 reviews

L'Antico Ulivo - The Garden-Villa between sea and pine forest

The Antico Ulivo is a villa immersed in the greenery of a centuries-old pine forest, a few minutes walk from the town centre. The sea can be reached in three minutes by car or with a few minutes' walk. It is located in a central area of Salento from which you can easily reach the Maldives of Salento, Otranto, Castro, Gallipoli and Lecce, rocky coasts or very long beaches. The Antico Ulivo will make you fall in love!!! (CIN): IT075072C200063802 Tourist Tax: €1 per person per day

KitchenFamilyGetting around

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
5 out of 5 average rating, 52 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

Indoor spacesFamilyQuiet

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, 110 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.

KitchenIndoor spacesBathroom

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.

KitchenFamilyWalkability

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

Indoor spacesKitchenCleanliness

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.

Indoor spacesFamilyAmenities

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.

Indoor spacesFamilyAmenities

Popular amenities for Casamassella family-friendly rentals