Family-friendly vacation rentals in Casarano

4.96 out of 5 average rating, 51 reviews

A spacious living area features a red sectional sofa adorned with floral cushions. A light blanket is draped casually over the arm. A white, sculptural coffee table sits in front of the sofa, with a simple decorative bowl on top. Natural light flows in through nearby windows.

Cottage in Marina Serra

A paradise 322 steps from the sea: pure relaxation

2 bedrooms, a living room, and a terrace with a 180° sea view If you love nature, privacy, and tranquility a stone's throw from the sea, you have finally found the home of your dreams! Have breakfast on the balcony, listen to the sound of the sea and the wind, and admire the colors of a sunrise or sunset. I am in M. Serra, a 3-minute walk from the sea I welcome families, groups or romantic couples who experience unforgettable moments here This is the perfect place to amaze and be amazed...

KitchenFamilyLocation

4.95 out of 5 average rating, 154 reviews

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

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

KitchenFamilyPets

4.87 out of 5 average rating, 23 reviews

A private jacuzzi sits on a wooden deck, surrounded by lush greenery. The villa's white exterior is complemented by climbing plants. The scene features an umbrella providing shade, with a panoramic view of the landscape under a partly cloudy sky.

Villa in Taviano

Relax in Salento - Panoramic Villa with pool

Welcome to your relaxing oasis in the heart of Salento. This Mediterranean-style villa is set in a peaceful panoramic area, surrounded by nature and just a short drive from the region’s most beautiful beaches. The nearest airport is in Brindisi. ⸻ 🌿 Highlights: • Private panoramic jacuzzi • Quiet and peaceful location • Sea just minutes away by car • Outdoor barbecue area • Ideal for families and couples • Wi-Fi, air conditioning, all comforts ⸻ Your relaxing Salento getaway awaits.

Indoor spacesCleanlinessDecor

5.0 out of 5 average rating, 6 reviews

Home in Tricase Porto

Petrammare of Casa Camilla Journey

Petrammare is an exclusive residence sheer over the sea in Tricase Porto, set on two levels. The ground floor offers a spacious living area with a large sofa, dining table, fully equipped kitchen with fridge, oven, microwave, dishwasher, and a third bathroom with a shower and washing machine. The first floor features two double bedrooms with AC, TV, and private en-suite bathrooms with a bidet. The property is completed by a huge outdoor space with a swimming pool and sea view furniture.

FamilyKitchenOutdoor spaces

5.0 out of 5 average rating, 16 reviews

Home in Lecce

Hélène Luxury Home Suite

Very central Luxury Home Suite! 100-square-meter Lecce stone residence in the historic center of LECCE. Suite HÉLÈNE is beautiful under starry vaults, minimal elements and modern touches. Lights and shadows in a dreamlike dimension! Services for a high-level stay: Relax in the small patio, comfort in its spaces and fabrics, regenerating bath in the majestic stone tub, heated floor, fully immersed in the sound diffused by a "full-sound" system: Style, Art, Love, Relaxation, Luxury...

KitchenIndoor spacesQuiet

4.97 out of 5 average rating, 63 reviews

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 resorts such as Gallipoli, Otranto, Leuca and choose a beach on the Ionian or Adriatic. The interiors are stylishly furnished, combining refinement and functionality.

KitchenIndoor spacesComfort

5.0 out of 5 average rating, 53 reviews

Home in Lecce

Historic residence in the center of Lecce, panoramic terrace

LA BORBONICA is a meticulously restored 19th-century residence transformed into an exclusive vacation home, where baroque dialogues with contemporary design. We are located in the heart of the historic center, among the most evocative streets of the city. This 110-square-meter apartment offers an immersive Salento experience, combining historical authenticity and modern comfort through handcrafted details and premium amenities. We are on the 1st floor, so it is very bright.

FamilyKitchenSleep quality

Home in Marina di Marittima

A charming outdoor space is framed by tall trees, featuring a stone pathway and seating area with dark wicker chairs. Colorful flower pots accent the scene, while the tranquil blue of the sea is glimpsed in the background, enhancing the serene environment.

4.98 out of 5 average rating, 108 reviews

On Caletta dell'Acquaviva, 20 meters from the sea.

The house "Perla dell 'Acquaviva" , in the middle of the Otranto-Leuca natural park , offers an enviable private access to the sea and the privilege of entering the waters of the cove through a comfortable rocky staircase different from the other bathers. The property consists of bathroom, bedroom, kitchen-living room, porch overlooking the sea. You will be welcomed by large outdoor spaces with a relaxation area among tall trees and the relaxing roar of the waves.

Indoor spacesFamilyOutdoor spaces

4.93 out of 5 average rating, 120 reviews

A serene pool area is surrounded by lush greenery and flowering plants. A sunshade covers a seating area next to the inviting turquoise water, with lounge chairs available for relaxation. Olive trees and other Mediterranean flora enhance the tranquil garden setting.

Home in Parabita

Ulivi al tramonto: country home with private pool

‘Ulivi al tramonto’ is located just a few minutes from Gallipoli. Surrounded by greenery and the scents of Salento, this detached house has a large garden, private parking, Wi-Fi and exclusive use of the swimming pool. An ideal starting point for visiting Salento. Nestled on the hill behind the Gulf of Gallipoli, it allows you to relax after a day at the beach or spent visiting the beautiful towns of Salento. Perfectly furnished apartment with exclusive pieces.

Indoor spacesFamilyWalkability

4.93 out of 5 average rating, 402 reviews

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.

Vacation home in Tricase

La Salentina, sea, nature & relax

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.

Indoor spacesFamilyLocation

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.

4.96 out of 5 average rating, 112 reviews

house in Ca'mascìa courtyard

A place where time passes slowly, where you don't want to do anything! The house is located in the heart of the historic center of Matino, close to Palazzo Marchesale, a short walk from Piazza S. Giorgio and the church. It is ideal for spending your holidays in absolute tranquility, enjoying an atmosphere of yesteryear while being just minutes from Gallipoli and the beautiful beaches of Salento.

FamilyIndoor spacesCheck-in

4.92 out of 5 average rating, 26 reviews

A shaded outdoor area features a wooden dining table surrounded by chairs, complemented by a blue lounge chair. Lush greenery and potted plants create a serene environment, while a decorative lantern is placed at the center of the table.

Home in Casarano

The little olive trees

A small apartment in the countryside at the gates of Casarano, surrounded by flowering plants and nestled in a quiet olive grove. 15 km from Gallipoli and 20 from the Maldives of Salento, it is a convenient base for exploring beaches, cliffs and villages in South Salento, but it is also the ideal place to stay to relax and enjoy the tranquility of the countryside in the shadow of a thick jasmine.

KitchenIndoor spacesOutdoor spaces

Popular amenities for Casarano family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.96 out of 5 average rating, 156 reviews

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

Indoor spacesKitchenBeach

5.0 out of 5 average rating, 136 reviews

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

KitchenIndoor spacesAccuracy

4.97 out of 5 average rating, 188 reviews

Home in Lecce

Oasi Gorgoni Charming House & Pool

Indoor spacesKitchenAccess

4.94 out of 5 average rating, 108 reviews

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

Indoor spacesKitchenHospitality

Apartment in Lido Conchiglie

A spacious terrace is highlighted, featuring a private jacuzzi surrounded by sun loungers and an outdoor dining set. A large canopy offers shade, while expansive views of the sea and coast are visible in the background under a bright sky.

4.88 out of 5 average rating, 167 reviews

Le Conchiglie 9 Apartment, Private Jacuzzi

FamilyIndoor spacesAccess

5.0 out of 5 average rating, 121 reviews

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)

KitchenFamilyGetting around

5.0 out of 5 average rating, 19 reviews

The inviting living space features modern décor with soft lighting from recessed fixtures. A staircase with a wooden handrail leads to the upper level. A television is mounted on the wall, while a glass coffee table sits in the center, complementing the open layout and connecting to the dining area.

Home in Felline

Holiday home 'Della mia felicità'

Indoor spacesFamilyAmenities

Superhost

Apartment in Racale

5.0 out of 5 average rating, 4 reviews

Le Cimbe - House in Corte Dimora - 5

Indoor spacesDecorGetting around

Family- and pet-friendly home rentals

5.0 out of 5 average rating, 6 reviews

Historic Palazzo with courtyard and plunge pool

Indoor spacesCleanlinessNearby

4.97 out of 5 average rating, 69 reviews

A sunlit terrace features two wooden lounge chairs, positioned to overlook the expansive ocean. The stone railing is adorned with several potted plants, complementing the serene coastal view under a clear blue sky.

Home in Tricase Porto

Tricase Porto, beautiful with access to the sea

KitchenIndoor spacesView

4.93 out of 5 average rating, 15 reviews

A sunlit outdoor seating area features a cushioned lounge against a backdrop of the sea. A bottle of champagne sits next to two glasses, with olive trees framing the view of the calm waters.

Trullo in Corsano

Cricket and Firefly

FamilyKitchenView

4.95 out of 5 average rating, 21 reviews

The living area features a vaulted stone ceiling, lending a rustic charm. A comfortable sofa with decorative cushions sits beneath warm lighting from two lamps. An antique wooden cabinet is positioned against the wall, complemented by two wooden chairs.

Home in Tricase Porto

Il Mandorlo - Rural luxury in the middle of nature

FamilyIndoor spacesLayout

4.92 out of 5 average rating, 36 reviews

The outdoor area features a private pool set against a panoramic view of the sea. Sun loungers are arranged along the poolside, surrounded by olive trees and Mediterranean vegetation, creating a peaceful atmosphere. The sky above displays a mix of clouds and blue, enhancing the scenic backdrop.

Villa in Marina Serra

SalentoSeaLovers Dream Trulli Villa Sea View

FamilyIndoor spacesPool

Superhost

A refreshing outdoor area features a glistening swimming pool surrounded by loungers. A table displays two glasses filled with sparkling wine, accompanied by a platter of watermelon and melon slices. Shade is provided by a large umbrella, enhancing the inviting space.

Apartment in Racale

4.9 out of 5 average rating, 10 reviews

Elegant retreat with swimming pool near Gallipoli

Indoor spacesFamilyBreakfast

A bright scene is captured, featuring a white spiral staircase leading upward. A palm tree is visible above, with shadows playfully cast against textured walls. The rustic structure encloses an open courtyard, showcasing natural materials and architectural details.

4.91 out of 5 average rating, 32 reviews

Casa Palamita close to Gallipoli

KitchenIndoor spacesComfort

4.88 out of 5 average rating, 16 reviews

Apartment in Matino

Romantic Suite in an ancient Salento court house

Indoor spacesFamilyHospitality

Family-friendly home rentals with a pool

4.97 out of 5 average rating, 38 reviews

A small pool is nestled within a landscaped garden, surrounded by olive trees and Mediterranean plants. The azure sea can be seen in the background, framed by vibrant greenery under a clear sky. Sunlight creates playful reflections on the water's surface.

Villa in Castro

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

FamilyIndoor spacesValue

5.0 out of 5 average rating, 10 reviews

Home in Gemini

Masseria Gemini, a XVIII century luxury retreat

FamilyKitchenLayout

4.96 out of 5 average rating, 46 reviews

An expansive swimming pool is set against a backdrop of the sea, framed by olive trees. Sun loungers are arranged neatly near the pool area, offering a serene environment. The clear blue sky reflects on the water, enhancing the tranquil scenery.

Villa in Corsano

VILLA AROMA

Indoor spacesFamilyNearby

Villa in Marina di Pescoluse

5.0 out of 5 average rating, 10 reviews

Casina Le Muse

KitchenIndoor spacesNearby

5.0 out of 5 average rating, 21 reviews

The exterior of the historic masseria is shown at twilight, featuring warm lights illuminating the stone structure. The surrounding landscape includes trees and fields, offering a peaceful rural setting with a fading sunset in the background.

Villa in Scorrano

Masseria Luci - a few kilometers from Otranto and Gallipoli

KitchenIndoor spacesLocation

4.95 out of 5 average rating, 22 reviews

A tranquil swimming pool reflects the surrounding palm trees and lush greenery. Comfortable lounge chairs are positioned nearby, creating a relaxing outdoor space. The bright blue sky complements the inviting ambiance of the private garden area.

Villa in Taviano

Villa with swimming pool 5 km from Gallipoli.

FamilyKitchenAir conditioning

Villa in Santa Maria di Leuca

An aerial view captures the villa surrounded by lush greenery and terraced gardens. A spacious pool reflects the blue sky, while stone structures and outdoor seating areas enhance the landscape. The coastline and distant town are visible, showcasing a serene Mediterranean setting.

5.0 out of 5 average rating, 28 reviews

Luxury Villa Leucade, between sky and sea, SM Leuca

Indoor spacesKitchenView

A sunlit terrace features a plunge pool surrounded by white walls. A small round table with decorative metalwork is seen near the pool, complemented by several potted plants. The horizon showcases a tranquil sky with the sun casting a warm glow.