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Family-friendly holiday rentals in Castellana Grotte

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Castellana Grotte

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Top guest favourite
A shimmering private pool reflects the clear sky, surrounded by a spacious garden with mature olive trees. The rustic stone building features a white wall and chimney, set against a backdrop of scattered clouds, enhancing the serene outdoor environment.
Trullo in Ceglie Messapica
4.95 out of 5 average rating, 132 reviews

Historic Villa and Trullo With a Private Pool

This villa and trullo from 1780, named trullo Fedele Bonotto, have been fully restored but still sit among the centuries-old olive trees of the area. Admire the historic stone walls, lounge in the private pool and solarium, and enjoy the beautiful garden area, all exclusive to guests and their privacy- The staff who takes care of the cleaning of the external and internal spaces of the property strictly follow the sanitary rules foreseen for Covid-19, before the arrival of each guest, full sanitation is carried out, the size of the house and the large garden absolutely guarantee the social security distances and contactless The villa, with centuries-old olive trees, has a dining area and fully equipped kitchen with utensils and crockery, dishwasher, fridge, oven. Thanks to a corridor you get to the two double bedrooms, each with its own bathroom. Detached from the villa, with separate entrance, you access the trullo, about 50 m2 large, where there is a double bed, a sofa / double bed and a private bathroom. In the outdoor area there is a large table with 10 chairs, several seats, a barbeque and the swimming pool for the exclusive use of guests. Also attached to the villa is the boiler room with laundry, complete with washing machine. The entire structure is for the exclusive use of guests who can live in this unforgettable moments of rest and tranquility! Guests have the exclusive use of the whole villa and of the attached trullo, and the entire outdoor area, which includes the living room, the swimming pool and the laundry. Immersed in the breathtaking countryside, the home is located close to the center of Ceglie Messapica. Dine at exceptional family-owned restaurants, browse through the local markets, and go for a hike or bike ride through the valleys. you have a park for your car, in 20 mintes you arrive on the Adriatic sea beaches, in 30 minutes you can arrive on the Ionico sea beaches.

Top guest favourite
The exterior of the villa showcases a multi-level design with a spacious balcony overlooking the serene garden. A large umbrella provides shade over a lounging area near the stone pool, surrounded by greenery and mature trees.
Villa in Polignano a Mare
4.9 out of 5 average rating, 163 reviews

"La Fortezza" villa with sea view

La Fortezza is a villa surrounded by greenery and the absolute quiet of its private park, among centuries-old olive trees, a grove of oaks and an orchard. It is located on a hill, just 6 km from the crystal clear sea of Polignano a Mare (BLUE FLAG SINCE 2008 and 5 LEGAMBIENTE SAILS) with its wonderful sea caves to discover by boat. The villa is made exclusively of stone, wood and glass, on two levels, and is characterized by the presence of one hectare of park, a large panoramic terrace overlooking the sea, and a solarium. Inside the park, to stay in perfect shape during your vacation at La Fortezza, a fully equipped gym is available to guests (free of charge) with an elliptical, bench and dumbbells, punching bag and gloves, and total body workout equipment. The wood-burning oven and barbecue are available for guests to prepare and enjoy pizzas, focaccias and outdoor grills. The panoramic terrace, from which you can enjoy a beautiful view of the expanse of olive trees, white farms, sky and sea, is about 40 square meters and is furnished with a large dining table in the shade of three holm oaks that "emerge" from the garden below: the wooden floor was built respecting the presence of the trees through the creation of the slots in correspondence with the trunks. Inside the park of La Fortezza you will find flowers and scents and many corners of paradise: rock seats where you can sit to read a book or listen to music, wooden sunbeds to sunbathe and enjoy the sunset breeze. You can pick seasonal fruits directly from the trees to enjoy their fantastic flavor. In the orchard, two rows of lavender to perfume your wardrobes in the city! The park is completely fenced with an electric gate, alarm system and private security service.

Top guest favourite
The exterior of the trullo showcases its characteristic conical roofs, surrounded by a landscaped area featuring stone walls and a gravel pathway. A large tree and patio furniture add to the outdoor space, offering opportunities for relaxation amid greenery.
Trullo in Martina Franca
4.99 out of 5 average rating, 239 reviews

Trulli Chiafele

The property is a fully renovated 19th-century trullo, equipped with heating, air conditioning, a smart TV, and Wi-Fi. The bedroom features a queen-size bed with nightstands, reading lamps, and a closet. In the living room, which is equipped with a refrigerator, microwave oven, toaster, and espresso coffee machine, there is a sofa bed; guests can cook and dine at a table that seats four people. From the living room, you can access the bathroom, which is equipped with a washing machine, hot water, and all the necessary sanitary fixtures: a toilet, a sink, a bidet, and a walk-in shower.

Guest favourite
The kitchen area features modern cabinetry and a wooden countertop, accompanied by a small dining table. Decorative wall tiles add character, while a potted plant provides a touch of greenery. Natural light floods the space through a glass door leading to a balcony.
Flat in Castellana Grotte
4.9 out of 5 average rating, 170 reviews

Erasmina's little house - Typical Apulian house.

The charm of an ancient home revisited in a modern way. House entirely in local stone furnished with restored antique furniture. It has three beds, one double and one single. Fully equipped kitchen with everything you need and private bathroom. Located in the city's historic center, convenient for those who want to visit the caves of Castellana and the beauty of neighboring municipalities such as Polignano a Mare, Monopoli, Alberobello, Locorotondo, Cisternino, Savelletri, Torre Canne, Fasano Zoo and Ostuni.

Top guest favourite
Home in Castellana Grotte
4.99 out of 5 average rating, 101 reviews

Oasi tra ulivi e mare con parcheggio

Immersa nella campagna pugliese, Dependance Villanita è una romantica oasi per due persone, tra ulivi, alberi da frutto e fiori. Gli ospiti possono rilassarsi nel giardino e nel gazebo privato, fare colazione sul balcone fiorito e, in stagione, raccogliere prodotti freschi dall’orto. L’appartamento, ristrutturato e con cucina nuova, si trova nella nostra villa di famiglia, in posizione strategica per visitare i luoghi più belli di Puglia. Parcheggio gratuito e ricarica auto elettriche inclusi.

Top guest favourite
A charming trullo with a unique conical roof is set in a lush garden. A small round table is neatly arranged with drinks, surrounded by green chairs. Vibrant flowers and greenery frame the entrance, offering a serene outdoor space for relaxation.
Trullo in Alberobello
4.99 out of 5 average rating, 315 reviews

Trullo with Flower Garden

Located in a beautiful Italian garden and lying on a soft English lawn, the Trullo Giardino Fiorito, built at the end of the 1700s, is ideal for those who want to spend a relaxing stay in beautiful Alberobello 300 meters from the city center, but away from the most crowded and chaotic streets of the town. In the immediate vicinity, you can admire the "Trullo Sovrano" and the Basilica of the Saints Doctors. About 500 meters from the train station, 100 meters from a laundry and supermarket

Guest favourite
A serene outdoor area features a salt-water pool surrounded by lounge seating. The landscape is complemented by traditional trullo structures in the background, set against a clear blue sky. Natural elements, such as olive trees and greenery, enhance the tranquil atmosphere.
Trullo in Alberobello
4.96 out of 5 average rating, 137 reviews

Trulli Ad Maiora, charming trulli with SPA

Local trullari masters have revived this magical place using local techniques and materials. The result is a private property where you can spend a real experience. From the zero-km fruit and vegetables of our organic garden to the jogging path in the countryside where there are 1950 native plants and 45 olive trees. From the intimate SPA usable in both summer and winter to the majestic gazebo allocated on the farmyard where once the wheat was beaten. Alberobello is only 1.5 km away.

Guest favourite
An aerial view of a charming Trulli complex is presented, featuring a private swimming pool surrounded by illuminated gardens. The pool area is bordered by loungers under soft lighting, with olive trees and plant life enhancing the serene outdoor setting.
Trullo in Polignano a Mare
4.95 out of 5 average rating, 114 reviews

Trulli PugliaTales - Private Pool!

Piera and Luciano are happy to welcome you in 'Trulli Puglia Tales'! They have just been renovated and offer the possibility of enjoying an unforgettable experience: living in contact with nature in a typical and ancient Apulian construction (three hundred years old!) without renouncing modern comforts. We have just built a swimming pool with hydromassage in the garden for our guests' EXCLUSIVE USE. For 2025 you can enjoy the pool from 15th April to 15th October!

Top guest favourite
Home in Locorotondo
4.99 out of 5 average rating, 143 reviews

SILVESTRO'S HOUSE - Private house

La Casa di Silvestro is an elegant stone residence, ideal for immersing yourself in the tranquility of the Itria Valley. Two bright and comfortable double bedrooms, a large kitchen, and two private atriums offer an oasis of absolute peace. The host enriches the stay with tastings of typical products, traditional dishes, extra virgin olive oil produced from the property's olive trees, and local wine, for an authentic Apulian gastronomic experience.

Top guest favourite
A living area features a comfortable sofa adorned with patterned cushions. A wooden dining table is surrounded by chairs, complementing the stone walls with decorative niches. Warm lighting creates a relaxed ambiance, enhancing the historical charm of the space.
Trullo in Alberobello
4.96 out of 5 average rating, 298 reviews

Il TrulloTuo - with garden

IL TRULLO TUO with garden, located in the historic Aia Piccola district, renovated in 2013, can accommodate up to 4 people. An unforgettable stay, an exclusive experience that takes you back in time between tradition and attention to detail. You can arrive by car in front of the trullo for a few minutes to leave your luggage. Parking in Via Indipendenza for 6 euros per day, or 2 euros per hour in front of the trullo or near the train station.

Guest favourite
Two characteristic trulli structures are illuminated under a twilight sky, displaying a private hot tub in the foreground. The rustic stone walls and conical roofs reflect traditional architecture. Surrounding greenery and light pathways enhance the serene outdoor space.
Trullo in Locorotondo
4.9 out of 5 average rating, 249 reviews

Trullo Trenino with private Jacuzzi

Spend an unforgettable holiday in the enchanting surroundings of the little town of Locorotondo (60 km from Bari and Brindisi airports). The accommodation consists of 4 ancient "trulli" dating back to the 16th century and recently renovated with all comforts (equipped kitchen, air conditioning, private courtyard and parking). Choose Trullo Trenino to live the unique experience of staying in a trullo.

Top guest favourite
An arched stone balcony overlooks the serene sea, with a cozy hammock suspended for relaxation. The smooth stone walls complement the sweeping view of the water and the cloudy sky, creating a tranquil retreat by the coast.
Casa particular in Polignano a Mare
4.95 out of 5 average rating, 136 reviews

At the Balcony - Polignano a Mare

A cozy romantic hideaway 24 meters above the sea, with a balcony that feels like the front of a boat. Wake up to the waves through the bedroom window and relax in the jacuzzi while watching the blue horizon. In the heart of Polignano’s old town, this little nest offers sea views, calm vibes, and the perfect place to slow down and enjoy the magic of the coast.

Popular amenities for Castellana Grotte family-friendly rentals

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Avg. price$150 SGD$152 SGD$152 SGD$139 SGD$188 SGD$150 SGD$179 SGD$193 SGD$152 SGD$164 SGD$238 SGD$279 SGD
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Quick stats about holiday rentals that are family-friendly in Castellana Grotte

  • Total holiday rentals

    Explore 30 holiday rentals in Castellana Grotte

  • Nightly prices starting at

    Castellana Grotte holiday rentals start at $64 SGD per night before taxes and fees

  • Verified guest reviews

    Over 710 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 of Castellana Grotte holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Castellana Grotte rentals

  • 4.9 Average rating

    Castellana Grotte stays are highly rated by guests – averaging 4.9 out of 5!

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