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Family-friendly holiday rentals in Cutrofiano

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Cutrofiano

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

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Superhost
Holiday home in Contrada Spina

- Typical country house. - "At Dante's house."

Traditional country house🌳, WITH A SWIMMING POOL💦 AND PRIVATE FACILITIES, in the heart of Salento. From here, you can easily get to any seaside destination 🏖️. The property is well connected and close to amenities such as supermarkets, pizzerias and a hospital. It also features a large veranda, three bathrooms, a BBQ and a wood-fired oven. Possibility to taste excellent Salento wines. The property has an agreement with a SHUTTLE SERVICE from Brindisi Airport, and car rental is available upon request.

4.87 out of 5 average rating, 38 reviews
Top Guest favourite
An open living area features large glass doors leading to a scenic outdoor patio. A round dining table is set with a floral centerpiece, complemented by neutral-toned chairs. Soft natural light fills the space, with a view of the sea visible through the glass doors.
Holiday home in Nardò

SEA FRONT, Casa Allegria Santa Maria al Bagno Sea

Recently renovated seafront apartment with breathtaking sea views and romantic sunsets. Located between two charming coastal villages linked by a beautiful seaside walk, in one of the most sought-after areas of Salento. Cafés, restaurants, beach, local market are all within short walking distance. A scenic coastal road runs between the house and the sea, offering easy access to the waterfront. Perfect for guests who want to explore Salento while waking up to a sea view. Free private parking.

4.98 out of 5 average rating, 105 reviews
Top Guest favourite
A spacious terrace overlooks the sea, furnished with a dining table for six and a comfortable lounge area. A soft natural light bathes the setting, enhanced by minimalistic decor. The ocean can be seen in the background, creating a serene outdoor dining experience.
Home in Gallipoli

Fabulous historic Palazzetto breathtaking seaview

"Palazzetto Indigo" is a wonderful 18th-century boutique house with 3 large terraces and a stunning 360-degree-seaview-rooftop, in the heart of the historical center of Gallipoli. Our family summer home is exclusively dedicated to caring guests for restful stays. Enjoy its good vibes and the authentic Apulian architecture, mixed with contemporary furniture and masterpieces. We've made no compromise on quality, comfort and beauty... For a unique holiday experience ! CIN: IT075031C200086967

4.96 out of 5 average rating, 56 reviews
Superhost
A villa's outdoor area is highlighted by a spacious pool surrounded by sun loungers. White curtains drape from a wooden pergola, adding shade and elegance. Vibrant flower arrangements in the foreground complement the lush greenery in the background, creating a serene and inviting atmosphere.
Villa in Galatina

Salento Villa Edda with heated pool and tennis

In the heart of Salento, between Gallipoli and Otranto, Lecce, and Leuca, relax by the year-round heated pool and enjoy the tennis court, basketball court, ping pong table, table football, sauna, gym area, and fitness trail in the pine forest, all exclusively for you. The villa features a spacious living room/kitchen with a sofa bed, three bedrooms, two of which have private bathrooms, a living area with three sofa beds, an indoor and outdoor stove, a fireplace, and a barbecue.

5.0 out of 5 average rating, 21 reviews
Top Guest favourite
A crystal-clear swimming pool reflects the surrounding garden, which is filled with colorful flowers and greenery. The house features stone walls and a covered patio area adorned with curtains, offering shaded outdoor seating amidst a tranquil landscape.
Villa in Salve

Leukos, charming villa in Salento.

Independent villa and brand new in the Salento countryside. Surrounded by greenery in an enchanting view of centuries-old olive trees, it is just a 10-minute drive from the famous Maldives beach of Salento, also visible from the elevated terrace. Its strategic location allows you to visit the most famous Salento towns such as Gallipoli, Otranto, Leuca and choose a beach on the Ionian or Adriatic. The interiors are stylishly furnished, combining refinement and functionality.

4.97 out of 5 average rating, 63 reviews
Superhost
An aerial view captures a well-maintained swimming pool surrounded by lush greenery and neatly arranged stone pathways. A lounge chair is positioned nearby, offering a peaceful spot to relax. The landscape extends into open fields, enhancing the serene atmosphere.
Farm stay in Cutrofiano

Old Villas Greco 1888 luxury swimming pool

Tenuta il Greco was founded in 1888 by my ancestor Giuseppe Greco. Today, I represent the 4th generation, and since then, the house has hosted my family for the spring and summer periods. The estate is located a few minutes from Gallipoli, Otranto, Santa Maria di Leuca and Lecce, and it is precisely its centrality, so strategic, that favors the knowledge of Salento. I invite you to discover them, with my help and hospitality, I look forward to seeing you, yours, Cristiano.

4.9 out of 5 average rating, 29 reviews
Guest favourite
An outdoor area features a hot tub with bubbling water and soft lighting. A wooden deck showcases an elegant seating area with white furniture and blue cushions. Steps lead up to the main house, where dining space is visible under a pergola, surrounded by greenery and tall trees.
Holiday home in Tricase

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.

4.93 out of 5 average rating, 407 reviews
Top Guest favourite
Home in Galatone

Villa Le Ozze

A magical place featuring a large swimming pool and three fully independent accommodation options around it, providing a total of 11/12 beds. The swimming pool has a sand filter system and a robot for more thorough cleaning. Nearby, under the tiled roof, you can enjoy your BBQs in comfort at the barbecue area, which has a table for 12 people. And that’s not all – there’s also a sound system that you can connect to your mobile phone via Bluetooth.

5.0 out of 5 average rating, 13 reviews
Guest favourite
A charming stone cottage is visible, featuring a shaded patio area with a table and chairs. Vivid flowers are planted nearby, adding natural color to the scene. Sunlight filters through the structure, enhancing the peaceful outdoor setting surrounded by greenery.
Villa in Aradeo

Casetta Noce

Detached house with exposed tuff typical of the Salento hinterland located halfway between the Ionian and Adriatic in the right position to reach the seaside resorts of Gallipoli (13 km) Otranto (20 km) Lecce (24 km) the capital of Baroque and other wonders. The house has air conditioning, TV, WiFi, linens and breakfast included. Parking, soccer field and garden to make the most of your vacation. If not available, book "Casetta il Salice"

4.92 out of 5 average rating, 237 reviews
Top Guest favourite
An outdoor space is depicted, featuring whitewashed walls and terracotta accents. A wooden door, framed by potted plants, leads to a passageway. A tall palm tree and rooftops of nearby buildings create a quaint backdrop, characteristic of the local architectural style.
Home in Matino

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 centre, close to Palazzo Marchesale and just a short walk from Piazza S. Giorgio and the church. It is the perfect place to spend your holidays in complete tranquillity, enjoying an old-world atmosphere while still being just a few minutes from Gallipoli and the beautiful beaches of Salento.

4.96 out of 5 average rating, 114 reviews
Top Guest favourite
Holiday home in Lizzanello

SPA & Magic • The Unexpected Salento

🪄 It's not your usual Airbnb. It's a place to discover. Domus Antiqua offers one of the most original accommodation experiences in Salento: a suite inspired by the world of cinema and magic, with a private spa for exclusive use, a games room and surprising settings. A retreat designed for couples, families and small groups looking for something that goes beyond a simple holiday.

4.95 out of 5 average rating, 41 reviews
Top Guest favourite
A spacious living area is highlighted by a large, light-colored sofa facing a sleek television mounted on the stone wall. A dining table is set with dishware, and a modern lamp provides soft lighting. A potted plant adds a touch of greenery, and glass doors open to outdoor space.
Home in Galatina

24 May Apartment

24 maggio Apartment is located in the center of Galatina (Le), in a 20th-century building. Star vaults, modern handcrafted furnishings, equipped with a large garden equipped with all the necessary amenities. 24 Maggio Apartment is an ideal place for a vacation in total relaxation and privacy. CIS: LE07502991000037760 CIN (National Identification Code): IT075029C200079571

5.0 out of 5 average rating, 32 reviews

Popular amenities for Cutrofiano family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Top Guest favourite
A serene pool area is shown, featuring a private heated pool with clear water. Sun loungers are arranged nearby, and a shaded cabana offers a comfortable retreat. Lush greenery surrounds the space, enhancing the tranquil outdoor setting.
Villa in Spongano

Villa Ada Independent villa - heated private pool

4.95 out of 5 average rating, 158 reviews
Top Guest favourite
A spacious living area features a large chandelier hanging from an arched ceiling. A brown sofa is positioned near a mirror, while a dining table with an arrangement of chairs is centered within the room. Soft lighting enhances the neutral décor.
Apartment in Lecce

Corte dei Florio GOLD Luxury apartment Lecce

4.96 out of 5 average rating, 158 reviews
Superhost
Home in Uggiano la Chiesa

Beautiful house a stone's throw from Otranto

4.76 out of 5 average rating, 105 reviews
Top Guest favourite
A rooftop terrace offers a serene evening view of the sea, framed by planters with cacti. A rustic barrel and a round table with soft lighting create a peaceful setting. The space features comfortable seating, inviting relaxation while enjoying the coastal landscape.
Cottage in Lecce

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

5.0 out of 5 average rating, 126 reviews
Guest favourite
Home in Lecce

Oasi Gorgoni Charming House & Pool

4.97 out of 5 average rating, 193 reviews
Top Guest favourite
The interior space features two abstract sculptures positioned against stone walls, showcasing intricate designs in varying heights. A doorway with a simple mat offers access to another area, while the soft lighting highlights the textures of the sculptures and the surrounding architecture.
Apartment in Lecce

"ARCHETIPO-Domus Art Gallery-" Old Town Pass

5.0 out of 5 average rating, 138 reviews
Top Guest favourite
An outdoor terrace features comfortable seating under a large umbrella. A breakfast table is set with pastries and fruit, framed by greenery in planters. In the background, the campanile of the Duomo rises above the rooftops against a clear blue sky.
Loft in Lecce

Campanile Apartment - Arcadia Luxury Suites

4.96 out of 5 average rating, 170 reviews
Top Guest favourite
A spacious suite features rustic stone walls with arched ceilings. A king-size bed is positioned adjacent to an indoor jacuzzi, while two small wooden stools provide additional seating. Soft lighting creates a relaxing ambiance, highlighting the natural textures of the space.
Apartment in Lecce

[LECCE CENTER ★★★★★] - Exclusive loft with JACUZZI

4.95 out of 5 average rating, 111 reviews

Family- and pet-friendly home rentals

Guest favourite
A small outdoor dining table is set for breakfast, featuring colorful dishes and drinks. Two folding chairs are positioned around the table, with a panoramic view of the clear blue sea and a bright sky in the background.
Home in Gallipoli

Casa Corte Manta Sunset & Seaview Terrace

4.94 out of 5 average rating, 160 reviews
Superhost
A villa sits gracefully on a hillside, overlooking the expansive sea. The structure features a circular design, surrounded by greenery and shaded areas. A pool is visible in the backyard, enhancing the outdoor space. The landscape showcases a mix of natural terrain and manicured gardens.
Villa in Andrano

"Li Saccuddi - Belvedere Villa"

4.8 out of 5 average rating, 71 reviews
Guest favourite
A tranquil courtyard features a small pool surrounded by lounge chairs, complemented by potted plants and a decorative fish. Tall trees provide shade, and green shutters adorn the white walls, adding to the serene ambiance of the space.
Villa in Nardò

salento villa immersed in the sea view park

4.85 out of 5 average rating, 34 reviews
Guest favourite
A private swimming pool is surrounded by a well-maintained garden, featuring lush greenery and trees. Several sun loungers are positioned around the pool, providing ample space for relaxation. A patio umbrella offers shade near the edge of the pool, enhancing the outdoor setting.
Villa in Galugnano

"La Chiesura" three apartments in a villa with swimming pool

4.91 out of 5 average rating, 43 reviews
Guest favourite
Two white loungers are positioned on a private terrace, overlooking the turquoise sea. A lantern and a small table with books rest between them, while a light blanket drapes casually over one of the loungers. Lush greenery is visible in the background.
Apartment in Rivabella

Aquarius Beachfront Suite★Amazing Sea View★ Puglia

4.87 out of 5 average rating, 83 reviews
Top Guest favourite
Home in Matino

Historic Palazzo with courtyard and plunge pool

5.0 out of 5 average rating, 8 reviews
Guest favourite
A vintage key hangs from a rustic wooden door, accompanied by a circular tag featuring an illustration. The textured stone wall adds character to the setting, creating a blend of natural materials.
Trullo in Galatone

Dimore Del Cisto

5.0 out of 5 average rating, 25 reviews
Guest favourite
Villa in Torre Suda

VILLA with Trullo, Sea View and Exclusive Pool

4.95 out of 5 average rating, 42 reviews

Family-friendly home rentals with a pool

Guest favourite
A sunlit garden is adorned with tall palm trees and vibrant greenery, providing a serene setting. The well-maintained lawn stretches towards a inviting swimming pool, while the charming structure of the house is visible in the background, blending seamlessly with the surrounding landscape.
Apartment in Cannole

Exclusive apartment in casa colonica Li Carlucci

4.94 out of 5 average rating, 145 reviews
Guest favourite
A serene outdoor space is highlighted, featuring a rectangular swimming pool bordered by well-maintained grass. Lounge chairs are positioned along the poolside, and the structure's rustic architecture is complemented by greenery. Bright blue skies provide a vibrant backdrop to the scene.
Villa in Specchia Gallone

Villa Sofia - Tradition and modernity in Salento

5.0 out of 5 average rating, 19 reviews
Guest favourite
A sunlit path is lined with lush vines leading to a clear swimming pool. Potted plants and greenery are visible along the walkway, enhancing the outdoor setting. The area offers views of olive trees and a spacious patio for relaxation.
Guest suite in Carpignano Salentino

Studio apartment in a farmhouse from Viola

4.95 out of 5 average rating, 37 reviews
Top Guest favourite
An outdoor area features a swimming pool surrounded by lounge chairs and umbrellas for shade. A stone wall provides privacy, and a pergola with outdoor seating can be seen in the background under clear blue skies.
Home in Poggiardo

M&G Suite Home

5.0 out of 5 average rating, 35 reviews
Guest favourite
Villa in Specchia

Super last-minute large villa with swimming pool

5.0 out of 5 average rating, 32 reviews
Guest favourite
A private pool is bordered by wooden decking, showcasing inviting turquoise water. Three sun loungers with white cushions are positioned beside the pool, while lush greenery is present in the background, adding a touch of nature to the relaxing space.
Home in Lecce

Private pool in Lecce, steps from old town

4.96 out of 5 average rating, 51 reviews
Guest favourite
A serene terrace features a small pool, illuminated in soft light. Two folding chairs are positioned nearby, accompanied by a small table with decorative blue bowls. Surrounding plants add a touch of greenery to the tranquil outdoor space.
Home in Parabita

Casadom, a house in Salento LE07505991000043492

4.94 out of 5 average rating, 18 reviews
Guest favourite
A shaded seating area is situated beside a serene pool, featuring four white lounge chairs and a small table. Elegant sheer curtains flow gently in the breeze, offering a relaxing space among the surrounding olive trees.
Loft in Surano

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

4.94 out of 5 average rating, 18 reviews

Destinations to explore