
Family-friendly holiday rentals in Casamassella
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Top-rated family-friendly rentals in Casamassella
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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

Cottage Donna Pina, Otranto center
In the heart of Otranto's historic center, between the Cathedral and the Aragonese Castle, we recommend this romantic and elegant place for a slow, special, and authentic vacation. During the 2026 renovation, only natural elements were used: the bathroom features hard, waterproof Soleto stone; the floors are made of Lecce stone, known as "chianca," a tuff stone with warm hues; the roof and window frames are made of wood; and the walls are whitewashed with natural lime, in true Salento tradition.

Villa Ada Independent villa - heated private pool
Rural house, pajara, just renovated in the countryside, inside a 10thousand mq olive tree grove with abreath-taking panorama. Nicely furnished,full equipped with air condition, a big outside private pool with hydromassage ( 3.5x11 m) and kitchen area with accessories. The pool is independent, heated all day and night ( 24-28 degrees) and just for the house, the only structure situated in the villa. The wifi is very good also for working inside the house. Only 5km far from famous turist sea-side

Villa Ada, swimming pool and breathtaking view, Salento
Stone villa, with a breathtaking view of the sea, characterized by large terraces and a swimming pool facing the sea where you can admire the Salento coast; surrounded by a large and well-kept garden, it is connected with the ancient salt roads (paths used to transport salt from the sea to the hinterland), excellent for lovers of trekking and to discover the Mediterranean scrub. The interior decor is new, comfortable and all windows have sea views and are equipped with mosquito nets, WiFi

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

House in the village
House also suitable for long stays, equipped with every comfort for remote work: Wi-Fi, workstation, fireplace, independent heating. With ancient charm and modern comfort, furnished with family furniture, in a secluded corner of the historic center. The rooms are spacious and have unique ceilings, called "starry," typical of ancient architecture. The internal stairs are steep. Not suitable for those with mobility difficulties and, due to its peculiarities, for groups of children.

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

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

Terrace with sea view
The apartment enjoys tranquility and privacy and an enchanting panoramic view of the sea and the coast of Salento, accessible from a large terrace. Its location is ideal for walking to the sea and the ancient city. The apartment, finely renovated, has a spacious covered terrace, with attention to every detail, to enjoy outdoors, both during the day and during the evening hours, the beautiful scenery of the city's cove and the Salento coast.

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.

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

Typical Villa on east coast of Salento + Jacuzzi

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

La Salentina, sea, nature & relax

Boutique hotel in Lecce's historic center

Corte dei Florio GOLD Luxury apartment Lecce

Holiday home 'Della mia felicità'

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

Charming home with pool and spa near Otranto
Family- and pet-friendly home rentals

"Li Saccuddi - Belvedere Villa"

house in Ca'mascìa courtyard

Il Gelso - Countryside, nature and relaxation

Balcony overlooking the East South ITALY

Villa Napolitano

Villa Malea Luxury near Otranto.

Villetta Claudia

Casa Corte Manta Sunset & Seaview Terrace
Family-friendly home rentals with a pool

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

Old Villas Greco 1888 luxury swimming pool

Designer Villa with Pool 10 minutes from Otranto
Wp Relais Locanda Fiore di Zagara (Flower of Zagara)

Villa CREA Infinity pool sea view

Masseria Luci - a few kilometers from Otranto and Gallipoli

Pajara Marinaia - "Old Salento Liama"

Exclusive apartment in casa colonica Li Carlucci
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
- Pet-friendly rentals Casamassella
- House rentals Casamassella
- Rentals with a patio Casamassella
- Flat rentals Casamassella
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- Family-friendly rentals Italy
- Salento
- Spiaggia Di Pescoluse
- Punta della suina
- Togo bay la Spiaggia
- Frassanito
- Alimini Beach
- Baia Dei Turchi
- Torre San Giovanni Beach
- Porto Selvaggio Beach
- Punta Prosciutto Beach
- Porta Napoli
- Torre di Porto Miggiano
- Dune Di Campomarino
- Cala dell'Acquaviva
- Splash Parco Acquatico
- Spiaggia Le Dune
- Sant'Andrea and Litorale di Punta Pizzo Regional Nature Park
- Porto Cesareo
- Gate Of Saint Blaise
- Chidro River Mouth Nature Reserve
- Museo Faggiano
- Lido San Giovanni
- Cattedrale di Santa Maria Annunziata
- Spiaggia Sant'Isidoro




