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Family-friendly holiday rentals in Castellana Grotte

Find and book unique family-friendly homes on Airbnb

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 $87 NZD per night before taxes and fees

  • Verified guest reviews

    Over 780 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Castellana Grotte holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Castellana Grotte rentals

  • 4.9 Average rating

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

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
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

"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.

Indoor spacesKitchenCheckout

4.9 out of 5 average rating, 178 reviews
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.
Apartment in Castellana Grotte

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.

KitchenFamilyAccess

4.9 out of 5 average rating, 183 reviews
Top Guest favourite
Home in Castellana Grotte

Authentic Puglia: An oasis among olive trees and the sea-EV charger

Wake up among the olive trees, have breakfast on a flower-filled balcony, and experience the real Puglia. Dependance Villanita is a romantic oasis for two people immersed in the Apulian countryside. The apartment, completely independent and reserved for guests, guarantees privacy and tranquility. Relax in the garden and in the gazebo, harvest the produce from our garden in season, and easily reach Polignano, Monopoli, Alberobello, and the Castellana Caves. Parking and electric car charging included.

KitchenFamilyDecor

4.99 out of 5 average rating, 113 reviews
Top Guest favourite
Home in Locorotondo

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 provide an oasis of absolute peace. A single sofa bed is available upon request. The host enhances the stay with tastings of typical products, traditional dishes, extra-virgin olive oil produced from the property's own olive trees, and local wine, for an authentic Apulian culinary experience.

Indoor spacesFamilyComfort

4.99 out of 5 average rating, 158 reviews
Top 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

Trulli Ad Maiora, charming trulli with private 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.

Indoor spacesKitchenAccess

4.96 out of 5 average rating, 147 reviews
Top Guest favourite
A sunlit living area features large windows with sheer curtains, providing natural light and views of the surrounding greenery. A rustic wooden table is surrounded by white chairs, while a cozy seating area with cushions invites relaxation.
Townhouse in Castellana Grotte

Olivera Vacation Home

Our rental is a large newly renovated home, with stunning views of the Apulian countryside. We live right next door and can help as much or as little as you need. It's a great home base for your stay here in Puglia; only 5 minutes to the center of Alberobello,15 minutes to the beautiful seaside town of Monopoli, 10 minutes to the famous cliffs and beaches in Polignano a Mare,45 minutes to Ostuni, the 'white city',and and hour to the stunning and historically significant Matera.

FamilyKitchenAir conditioning

4.95 out of 5 average rating, 118 reviews
Top Guest favourite
Trullo in Castellana Grotte

Trulli-Saltwater Pool, Private Mediterranean Field

The Trulli Lamabuonasera are in Castellana Grotte, a charming little town -- the perfect location to reach the beach, historical towns and sites nearby. The Trulli complex is rented as a complete unit and it feature three independent suites with bathrooms, living areas and patio/dining area. Hectares of Mediterranean plants and a pool completes the external areas. Outside of town but minutes away – the perfect location for a relaxing and yet connected holiday.

KitchenFamilyValue

5.0 out of 5 average rating, 14 reviews
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

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. You can enjoy the pool from 15th April to 15th October!

KitchenIndoor spacesAir conditioning

4.95 out of 5 average rating, 120 reviews
Top Guest favourite
The illuminated pool reflects the soft glow of outdoor lights, surrounded by modern loungers. In the background, traditional trulli are visible, blending beautifully with the lush garden. A covered outdoor dining area is seen, perfect for gatherings under the evening sky.
Trullo in Castellana Grotte

Venus Trulli: your private oasis with a pool

Trulli di Venere offers a bespoke Mediterranean escape with three ensuite bedrooms, a bright living area, and a gourmet kitchen. Experience year-round indulgence with both an outdoor and indoor pool, set within a lush park of ancient olive trees and aromatic flora. A sleek outdoor bathroom lets you enjoy the garden’s vibrant scents in total comfort. This is a true sanctuary of peace, where timeless Apulian tradition meets the pinnacle of modern luxury.

KitchenFamilyGetting around

5.0 out of 5 average rating, 25 reviews
Top Guest favourite
A welcoming living area is highlighted by a comfortable gray sofa adorned with patterned cushions. A wooden coffee table and a light wicker chair complement the space, while decorative mirrors and wall art enhance the ambiance. Soft, natural light fills the room.
Home in Castellana Grotte

Dimora Sonnante

In the center of Castellana Grotte, "Dimora Sonnante" is the perfect combination of elegance and refinement. A two-story property with a terrace with heated hot tub, private parking, Wi-Fi Internet and air conditioning. Completely renovated, with walls made of marble and ancient stone, located directly on the way to the beautiful Caves of Castellana and at the same time in a central area, a stone's throw from every service and the main attractions.

Indoor spacesFamilyHospitality

5.0 out of 5 average rating, 34 reviews
Top Guest favourite
A trullo featuring traditional conical roofs is situated beside a rectangular swimming pool, surrounded by a manicured lawn. Olive trees create a natural border, while sun loungers are positioned around the pool area, inviting relaxation under a clear blue sky.
Trullo in Alberobello

Trulli Salamida, relax in Alberobello

In a bucolic atmosphere, framed by centuries-old olive trees, are the Trulli Salamida. Experience staying in the typical home of Alberobello, renovated respecting the historic architecture, with exposed stone rooms and equipped with every comfort for a unique and unforgettable vacation. You will be welcomed by the Salamida family, who have always been the guardians of the olive trees and producers of the inimitable Extra Virgin Olive Oil.

FamilyKitchenBreakfast

4.98 out of 5 average rating, 107 reviews
Guest favourite
The entrance to the trullo is framed by illuminated stone walls, guiding visitors toward the main structure. The warm light highlights the unique conical roofs and the inviting front door, creating a welcoming ambiance against the night sky.
Trullo in Coreggia

Trulli with Whiskers "Trullo Francesca"

Trulli inherited from three generations. This is how our Trulli with Baffi (Whiskers) were born. The Trullo is located in Coreggia, a small hamlet of Alberobello 4 km from the center and immersed in the countryside. In addition to a finely renovated property just under 1 year ago, respecting all the historical and architectural characteristics of the property, you can enjoy the use of the pool.

Indoor spacesFamilyWi-Fi

4.91 out of 5 average rating, 205 reviews

Popular amenities for Castellana Grotte family-friendly rentals

Family-friendly home rentals with a hot tub

Family-friendly home rentals with a pool

Luxe
A dining area with a large wooden table is illuminated by soft light from overhead fixtures. Floor-to-ceiling glass walls offer views of the surrounding landscape, while potted plants add a touch of greenery. A cozy atmosphere is enhanced by decorative candles scattered across the table.
Villa in Polignano a Mare

Seaview Villa with Large Pool and Great View

KitchenIndoor spacesGetting around

4.97 out of 5 average rating, 173 reviews
Top Guest favourite
An aerial view reveals a serene nighttime scene featuring a well-lit private pool surrounded by lounge chairs. The traditional stone trulli are illuminated softly, set against the dark landscape. A tree enhances the garden's tranquility, with subtle lighting accents highlighting the outdoor dining area.
Trullo in Castellana Grotte

Quattroperle Trulli - Relax - Puglia Private Pool

Indoor spacesKitchenCheck-in

5.0 out of 5 average rating, 101 reviews
Guest favourite
Villa in Monopoli

Villa Favorita Luxury Monopoly Trullo

Indoor spacesKitchenAir conditioning

5.0 out of 5 average rating, 27 reviews
Guest favourite
The image shows a refreshing outdoor pool surrounded by landscaped gardens and palm trees. A traditional trullo with conical roofs is visible alongside a two-story structure. Sun loungers are positioned near the pool, offering a serene setting under a clear blue sky.
Trullo in Castellana Grotte

Trulli with Private Pool in Puglia for 8 people

FamilyIndoor spacesLaundry

4.88 out of 5 average rating, 93 reviews
Guest favourite
The serene outdoor area is illuminated by soft lighting, featuring a sparkling private pool surrounded by well-maintained greenery. Two trulli are visible in the background, with stone walls and conical roofs, creating a harmonious blend with the tranquil setting.
Trullo in Castellana Grotte

Trullo Rinaldi - Private Pool and Sauna

KitchenIndoor spacesNearby

4.95 out of 5 average rating, 56 reviews
Top Guest favourite
A tranquil exterior view of the villa is framed by a tall palm tree. The softly lit swimming pool reflects the surrounding landscape, while arched porticos and colorful flowers enhance the serene setting. The atmosphere is calming, with muted evening light filtering through the clouds.
Home in Conversano

Casa Caroseno by Boutique Puglia Design Stay

KitchenFamilyLong stay

5.0 out of 5 average rating, 14 reviews
Guest favourite
A swimming pool is surrounded by a spacious lawn area, featuring lounge chairs positioned for relaxation. A shaded seating area can be seen nearby, providing comfort under trees. The villa in the background is painted in a neutral tone, complemented by greenery.
Home in Alcanterini

Exclusive Villa Agata with pool in Puglia

KitchenIndoor spacesParking

4.87 out of 5 average rating, 54 reviews
Top Guest favourite
A pathway of stone slabs leads to a charming trullo-style home, surrounded by lush greenery. Soft lighting illuminates the exterior, highlighting the unique architecture against a colorful sunset sky. Trees provide shade, creating a serene atmosphere for outdoor gatherings.
Trullo in Castellana Grotte

Trulli Doro | authentic trulli, Private Pool

Indoor spacesKitchenCondition

4.98 out of 5 average rating, 49 reviews

When is the best time to visit Castellana Grotte?

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Avg. price$204 NZD$206 NZD$206 NZD$203 NZD$203 NZD$229 NZD$243 NZD$262 NZD$206 NZD$223 NZD$323 NZD$379 NZD
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