
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.

Designer Villa with Pool 10 minutes from Otranto
It is a beautiful villa in the center of Giurdignano, just a 10-minute drive from Otranto. The house is a 5-minute walk from the main square and restaurants, supermarkets and shops. The courtyard has a beautiful designer pool (1.20 and 2.10m deep) and the house is modern, furnished with designer pieces and works of art and is spread across two floors. The two floors, the 5 rooms are large and comfortable and new bathrooms. A large table inside and one outside will allow guests to choose where to eat.

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).

[ 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.

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.

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.

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

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.

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.

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
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

Old Villas Greco 1888 luxury swimming pool

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

Charming home with pool and spa near Otranto
Wp Relais Locanda Fiore di Zagara (Flower of Zagara)
Family- and pet-friendly home rentals

TRULLO Exclusive - Pearl of the Ionian Sea

Dimore Del Cisto

Villa Mery private pool in a beautiful location

"Li Saccuddi - Belvedere Villa"

Il Mandorlo - Rural luxury in the middle of nature

Villa Da Lorenza – Private Pool

Villa with private access to the sea

AcquaViva Home SalentoSeaLovers
Family-friendly home rentals with a pool

Ginestra Sea View by Galatea Vacation Home

Villa Elenoire Piscina Esclusiva, Leuca-Salento

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

Villa Sofia - Tradition and modernity in Salento

Villa Adria – Pool and Terrace Overlooking the Sea

Villa CREA Infinity pool sea view

Casa il Fico in Relais L'Oliveto with pool and wifi

Beautiful Villa with pool a few kilometers from the sea
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
- Rentals with outdoor seating Casamassella
- Smoking-friendly rentals Casamassella
- Flat rentals Casamassella
- Pet-friendly rentals Casamassella
- House rentals Casamassella
- Rentals with a patio 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





