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Holiday rentals in Castellana Grotte

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Top-rated holiday rentals in Castellana Grotte

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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 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, 167 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.

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, 134 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
Trullo in Castellana Grotte
5 out of 5 average rating, 6 reviews

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.

Guest favourite
A charming trullo is nestled in the lush greenery, framed by vibrant plants. The building features traditional conical roofs and a wooden door. Sunlight brightens the rustic stone facade, with a serene courtyard area visible in the background.
Trullo in Castellana Grotte
4.94 out of 5 average rating, 89 reviews

The Feudo di Genna

Il Feudo di Genna is a rustic 17th-century structure with a restored trullo and surrounded by greenery in the countryside, about 1.5 km from the town of Castellana Grotte. Ideal for those who want to savor the air of Castellana Grotte and its surroundings, such as Alberobello (12 km), Polignano a mare and Monopoli (18 km) and Fasano zoo safari (22 km). At check-in, a tourist tax of €2 per person per night will be required for a maximum of 5 consecutive nights.

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
5 out of 5 average rating, 23 reviews

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.

Top guest favourite
A serene terrace is shown, featuring two modern chairs and a small glass table. Vibrant bougainvillea and a potted flowering plant enhance the space, while sunlight filters through, creating patterns on the tiled floor.
Home in Castellana Grotte
5 out of 5 average rating, 47 reviews

La Nicchia, apartment with exclusive terrace

Welcome to my charming apartment in Castellana Grotte. Located in the heart of the historic center, it is designed to provide you with maximum comfort during your stay. The accommodation consists of three rooms: kitchen, bedroom and terrace. The latter, a real gem, will be the ideal place to relax and enjoy a breakfast in the sun or a romantic dinner under the stars. I look forward to offering you warm hospitality and a memorable stay.

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
4.94 out of 5 average rating, 51 reviews

Trullo Rinaldi - Private Pool and Sauna

Trullo Rinaldi is a complex of 2 trulli with private swimming pool for short leases a few minutes from the center of Castellana Grotte, Grotte di Castellana, Dinosaur Park and about 20/25 minutes from Alberobello, Polignano a Mare and Monopoli. Trullo Rinaldi born thanks to the Rinaldi family, now in the tourism sector for more than 30 years, is the ideal solution for those seeking comfort and tranquility in a precious and unique land.

Superhost
Two charming trulli structures are set against a bright blue sky, featuring traditional conical roofs. A rustic stone wall surrounds the buildings, while olive trees and greenery provide a natural backdrop, enhancing the serene rural landscape.
Home in Putignano
4.85 out of 5 average rating, 13 reviews

TRULLI DI TORRE CAPPA exclusive garden & pool

Torre Cappa is the name of an ancient farmhouse located in the heart of the “Murgia dei Trulli”, the area of the Region where Trulli punctuate the landscape with their conical drystone roofs and white painted pinnacles. Torre Cappa is not far from Bari, from the old town of Alberobello, UNESCO world heritage site, from Matera, European Capital of Culture, from the mysterious Castellana caves and from the white beaches of Monopoli

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
5 out of 5 average rating, 88 reviews

Quattroperle Trulli - Relax - Puglia Private Pool

Charming complex consisting of four stone trulli for exclusive use, with private pool, garden with lawn and in the shade of olive trees, completely renovated in 2021 immersed in the Apulian countryside. The complex is equipped with all amenities. Our trulli consist of a kitchen/ living room, a double bedroom, a twin room with the possibility to turn it into a double bed, a single bedroom and two bathrooms with shower.

Top guest favourite
A spacious terrace overlooking the sea features a dining table shaded by a large umbrella. Two seating chairs are arranged beside vibrant green plants. The tile floor is accented with alternating patterns, providing a visually striking backdrop to the ocean view.
Home in Polignano a Mare
4.99 out of 5 average rating, 313 reviews

Casa Ileana (National Identification Code: IT072035C200034605)

A unique house in the heart of the old town of Polignano: a large terrace overlooking the sea, two large and comfortable bedrooms, common areas, modern and comfortable kitchen and bathroom. The house is on the first floor and, unfortunately, is not accessible to people with mobility difficulties. CIN: IT072035C200034605 CIR: 072035C200034605 CIS: BA07203591000000654

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
5 out of 5 average rating, 8 reviews

Casa Caroseno by Boutique | Puglia Design Stay

Casa Caroseno is a private, design-led villa with swimming pool in rural southern Italy, created for guests seeking privacy, simplicity, and a slower pace of life. Originally a 1950s family retreat, the home was redesigned by Opus Atelier and is set within a tranquil garden by Studio Paz, celebrating a refined farm-to-table lifestyle rooted in its surroundings.

Popular amenities for Castellana Grotte holiday rentals

When is the best time to visit Castellana Grotte?

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Frequently Asked Questions

  • What are the best places to stay in Castellana Grotte?

    Castellana Grotte has inviting stays near the historic center, family homes with courtyard gardens, and welcoming apartments around the countryside. Many listings blend traditional Apulian features, such as stone arches or terraces, with modern comforts.

  • What are the best things to do in Castellana Grotte with kids?

    Families often explore the Grotte di Castellana caves with guided tours designed for children, or enjoy local parks and community squares around town. Look for summertime puppet shows or local fairs that engage younger visitors.

  • What are some of the best things to do in Castellana Grotte?

    Tour the Grotte di Castellana caves, stroll the historic town center, and sample Apulian specialties at local trattorias. Artisan shops, cultural festivals, and small museums round out the experience for many visitors.

  • How is the weather in Castellana Grotte?

    Castellana Grotte has mild winters around 37–51°F (3–11°C) and warm, dry summers reaching 88°F (31°C). Spring and early autumn often bring pleasant temperatures, while rain tends to be more frequent in autumn and winter.

  • When is the best time to visit Castellana Grotte?

    Late spring and early autumn are often recommended for mild temperatures and open-air events, with afternoons usually around 70–78°F (21–26°C). Summers bring sunnier, warmer days and are popular among travelers exploring the region’s natural wonders.

  • What are the best places to visit in Castellana Grotte?

    The Grotte di Castellana cave system is one of the most popular attractions, drawing visitors to its impressive stalactites and underground chambers. Around town, explore the historic center, Piazza Nicola e Costa, and traditional churches for a glimpse of local culture.

  • What are some hiking trails in Castellana Grotte?

    Explore walking paths around rural landscapes dotted with olive trees, or join guided nature walks that introduce you to local flora and karst terrain. Some trails loop near the entrance of the cave system and through quiet countryside lanes.

  • What are some family activities we can do in Castellana Grotte?

    Family groups often explore the Grotte di Castellana with child-friendly tours, visit gelato shops, or spend time in public parks around the center. Look for hands-on events, like workshops during local festivals, that invite kids to learn and play.

  • What are some of the best day trip ideas from Castellana Grotte?

    You might explore the historic trulli houses in nearby towns, wander coastal villages known for fresh seafood, or visit local markets and olive groves in the surrounding countryside. Regional cities often host art galleries, open squares, and unique architecture.

  • Are there any pet friendly accommodations available in Castellana Grotte?

    There are many pet friendly accommodations in Castellana Grotte, including countryside homes and apartments that welcome pets. Some rentals feature outdoor spaces or gardens where your companion can relax nearby.

  • What are some local tips for visiting Castellana Grotte?

    Locals suggest booking guided tours for the cave system early, especially in summer. Stop for a morning espresso at a neighborhood bar, and try regional pastries from small bakeries; evenings are often relaxed but lively in town squares.

  • What is Castellana Grotte known for?

    Castellana Grotte is widely known for its extensive limestone caves, the Grotte di Castellana, which feature dramatic rock formations and guided underground tours. The town also has a historic center and deep-rooted traditions in Apulian cuisine and hospitality.

  • What are the best hidden gems to explore in Castellana Grotte?

    Wander quiet alleys lined with historic limestone houses, tuck into courtyards where locals gather, or explore artisan workshops crafting ceramics. Local churches, less frequented than bigger landmarks, often reveal intricate details and centuries-old art.

  • What are the best foods to try in Castellana Grotte?

    Locally made orecchiette pasta, focaccia barese, and grilled meats are frequently suggested, along with cheeses like caciocavallo. Seasonal produce, olive oil, and specialties such as almond-based desserts round out meals in the area.

  • What should I bring for a trip to Castellana Grotte?

    Bring comfortable walking shoes for exploring caves and cobbled lanes, a light jacket for cool evenings, and sun protection for summer months. A reusable water bottle is handy, and layers are useful as temperatures can shift between day and night.

  • What is the nightlife in Castellana Grotte like?

    Nightlife in Castellana Grotte centers around local wine bars, small cafes, and gelaterias that stay lively after sunset. In the summer, outdoor terraces often feature conversations and music, creating a social, relaxed vibe.

  • What are the most popular events or festivals in Castellana Grotte?

    Summer brings local festivals featuring music, food, and processions that celebrate town traditions. Events around the caves, like underground concerts or guided walks by candlelight, are frequently suggested for visitors interested in unique experiences.

  • Are there family friendly vacation rentals in Castellana Grotte?

    Many vacation rentals in Castellana Grotte are family friendly, featuring spacious living areas, extra bedrooms, and often outdoor spaces or gardens. Some homes include child-focused amenities and are close to local parks or family activities.

Quick stats about holiday rentals in Castellana Grotte

  • Total holiday rentals

    Explore 130 holiday rentals in Castellana Grotte

  • Nightly prices starting at

    Castellana Grotte holiday rentals start at $38 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,580 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    110 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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