
Family-friendly holiday rentals in Casamassella
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Top-rated family-friendly rentals in Casamassella
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Relais l'Oliveto - "Il Nespolo" with pool and wifi
L'oliveto is a young and fresh Apulian farmhouse with a swimming pool and Wi-Fi, equipped with 5 apartments with kitchenette, private bathroom and air conditioning. The apartment "Il Nespolo" is beautiful, fresh and well furnished; it has 4 beds in the bedroom on the mezzanine, and a fifth bed in the living room. Equipped with a relaxation area, it is ideal for families or groups of friends and accommodates up to 4 people. At the center of the Adriatic coast, and a few km from Castro, it is an ideal location for those who want to visit the coast.

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.

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).

Beautiful Villa with pool a few kilometers from the sea
Serra Fanny is a beautiful 500 sqm two-story villa with swimming pool in Specchia, suitable for a family or a group of friends. The garden measures 7,000 sqm; it is located on a hill in a very quiet and reserved area just 10 minutes from the sea. The villa extends over two floors. 5 double bedrooms and a study with a double sofa bed €350.00 cleaning fee for check-out to be paid in cash upon arrival. During Fall and Winter, heating costs will be extra. Check-in/Check-out Saturday.

[ 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

La Dimora – Historic residence with private terrace and sea view
“May all who enter as guests, leave as friends ” Historic villa ON the sea IN A PRIVATE PARK WITH panoramic private TERRACE. The Villa has a double room, a nice room with a second double bed accessible by a small staircase, a bathroom and a living room with a well-equipped kitchen, a large and magnificent sea view terrace with large porch and tastefully furnished. The house has a private parking lot and is located inside a large villa with a park that goes all the way to the sea.

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.

Ulivi al tramonto: country home with private pool
‘Ulivi al tramonto’ is located just a few minutes from Gallipoli. Surrounded by greenery and the scents of Salento, this detached house has a large garden, private parking, Wi-Fi and exclusive use of the swimming pool. An ideal starting point for visiting Salento. Nestled on the hill behind the Gulf of Gallipoli, it allows you to relax after a day at the beach or spent visiting the beautiful towns of Salento. Perfectly furnished apartment with exclusive pieces.

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.

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.

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

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
Popular amenities for Casamassella family-friendly rentals
Family-friendly home rentals with a hot tub

Suite Casa De Vita - (amazing view on the coast)

[LECCE CENTER ★★★★★] - Exclusive loft with JACUZZI

Boutique hotel in Lecce's historic center

Corte dei Florio GOLD Luxury apartment Lecce

Wp Relais Tangerine Mint

Villa La Sita, an oasis of peace in the heart of Salento

Villa Ada Independent villa - heated private pool

"ARCHETIPO-Domus Art Gallery-" Old Town Pass
Family- and pet-friendly home rentals

Monolocale Casanonnapina

Villa Nichil with exclusive pool near the sea

Designer Villa with Pool 10 minutes from Otranto

Charming home with pool and spa near Otranto

house in Ca'mascìa courtyard

Masseria Luci - a few kilometers from Otranto and Gallipoli

House in Giurdignano

Villa with private access to the sea
Family-friendly home rentals with a pool

Villa Mery private pool in a beautiful location

Villa Sofia - Tradition and modernity in Salento

Villa Elenoire Piscina Esclusiva, Leuca-Salento

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

"Li Saccuddi - Belvedere Villa"

Old Villas Greco 1888 luxury swimming pool

Private pool in Lecce, steps from old town

Villa CREA Infinity pool sea view
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!
Destinations to explore
- Rentals with a washing machine and dryer Casamassella
- House rentals Casamassella
- Rentals with a patio Casamassella
- Smoking-friendly rentals Casamassella
- Flat rentals Casamassella
- Rentals with outdoor seating Casamassella
- Pet-friendly rentals Casamassella
- Family-friendly rentals Lecce
- Family-friendly rentals Apulia
- Family-friendly rentals Italy
- Salento
- Spiaggia Di Pescoluse
- Punta della suina
- Togo bay la Spiaggia
- Baia Dei Turchi
- Torre San Giovanni Beach
- Spiaggia Le Dune
- Punta Prosciutto Beach
- Porto Selvaggio Beach
- Porta Napoli
- Gate Of Saint Blaise
- Faraglioni Di Torre Sant' Andrea
- Torre di Porto Miggiano
- Dune Di Campomarino
- Cala dell'Acquaviva
- Cattedrale di Santa Maria Annunziata
- Spiaggia Sant'Isidoro
- Splash Parco Acquatico
- Lido San Giovanni
- Roman Amphitheatre
- Sant'Andrea and Litorale di Punta Pizzo Regional Nature Park
- Giardini Pubblici Giuseppe Garibaldi
- Museo Faggiano
- Parco Naturale Regionale Porto Selvaggio E Palude Del Capitano





