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Holiday houses in Montesano Salentino

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Top-rated holiday rentals in Montesano Salentino

Guests agree: these stays are highly rated for location, cleanliness and more.

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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
4.81 out of 5 average rating, 72 reviews

"Li Saccuddi - Villetta Belvedere"

This villa offers a breathtaking panorama. The house is located in an exceptionally picturesque location on a small plateau about a kilometre from the sea in Marina di Andrano. The accommodation was decorated with careful attention to detail and is very neat and tidy. Stone tubs, the restored antique bed, woven straw baskets, evoke the rural, rustic life and craftsmanship of the Salento region. The old wrought-iron bell for calling the family to the table is also a particularly charming feature.

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Top Guest favourite
Home in Gemini
5.0 out of 5 average rating, 12 reviews

Masseria Gemini, a XVIII century luxury retreat

Elegant Masseria with Pool, Private Cinema, Panoramic Terrace & Wellness beside the Maldives of Salento Summer stays are precious, July and August weeks are often reserved long in advance. Set between the historic town of Ugento and Salento’s breathtaking beaches, Masseria Gemini is an 18th-century estate exquisitely restored to blend contemporary luxury with timeless Apulian charm. Every space invites serenity, privacy, and indulgence, offering an unforgettable escape of wellbeing and elegance.

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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
4.95 out of 5 average rating, 158 reviews

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

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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
4.97 out of 5 average rating, 63 reviews

Leukos, villa di charme in Salento.

Villetta indipendente e nuovissima nella campagna salentina. Immersa nel verde in un incantevole panorama di ulivi secolari, si trova a soli 10 minuti di auto dalla famosissima spiaggia delle Maldive del Salento, visibile anche dal terrazzo sopraelevato. La sua posizione strategica permette di visitare le più famose località salentine quali Gallipoli, Otranto, Leuca e di scegliere una spiaggia sullo Ionio o Adriatico. Gli interni sono arredati con stile, coniugando ricercatezza e funzionalità.

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Guest favourite
Villa in Specchia
5.0 out of 5 average rating, 32 reviews

Super last Minute Grande Villa con piscina

Serra Fanny é una bella Villa con piscina a Specchia di 500 mq su due livelli adatta ad una famiglia o a un gruppo di amici. Il giardino misura 7000 mq; è situata in collina in una zona molto tranquilla e riservata a soli 10 minuti dal mare. La villa si estende su due piani. 5 camere da letto doppie e uno studio con un divano letto doppio Spese di pulizia di 350,00€ per il check-out da pagare cash all’arrivo. Durante Autunno e Inverno le spese di riscaldamento saranno extra. In-Out Sabato.

ValueFamilyHospitality

Top Guest favourite
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.
Home in Marina di Marittima
4.98 out of 5 average rating, 111 reviews

Sulla Caletta dell'Acquaviva a 20 metri dal mare.

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.

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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
4.93 out of 5 average rating, 408 reviews

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.

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Top Guest favourite
A spacious pool area is highlighted by a large pink flamingo float. The property features a white-walled house under a clear blue sky, with shaded outdoor seating nearby. Lush greenery surrounds the pool, enhancing the tranquil outdoor setting.
Villa in Specchia
4.95 out of 5 average rating, 61 reviews

Casa La Porticina

In the heart Salento, Casa La Porticina is located short drives from the rocky Adriatic coast, sandy Ionian beaches, and near so many discoveries in between. 1.5 miles from the historic center of Specchia, with choices of restaurants, bars and evening festivals throughout the year. Specchia continues to land on travel sites’ must see villages of Salento. https://magazine.dooid.it/en/uncategorized/visit-specchia-salento/ INSTAGRAM: @casalaporticina

LocationFamilyWalkability

Top Guest favourite
A private infinity pool is featured, with clear blue water seamlessly blending into the horizon. The surrounding stone terrace offers unobstructed sea views, while a railing provides safety and access from the pool to the adjoining areas.
Trullo in Marina di Marittima
5.0 out of 5 average rating, 46 reviews

Pajara Marinaia - "Antica Liama salentina"

‘‘Pajara Marinaia’’ sorge sulla scogliera a sud di Castro in prossimità della Cala dell'Acquaviva. L'antica liama salentina, fronte mare, si compone di una camera da letto matrimoniale, una cucina attrezzata con tutti i comfort, un grande bagno, una ampia terrazza con pergolato e piscina privata, a sfioro, vista mare. La casa dispone inoltre di un accesso privato al mare, la cui discesa risulta agevole grazie a scalette in pietra

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Guest favourite
A serene pool area showcases a modern design with wooden decking and a crystal-clear swimming pool. Lush Mediterranean greenery surrounds the space, with comfortable seating under a parasol and expansive views of the sea, inviting relaxation and enjoyment of the outdoor setting.
Villa in Marina di Marittima
4.93 out of 5 average rating, 56 reviews

Wp Relais Villa Marittima

Villa Marittima, situata in una zona protetta, si affaccia a soli 10 metri dal mare lungo la costa del basso Salento. La villa immersa in una zona protetta, offre una vista mozzafiato che, nei giorni di grande nitidezza, permette di intravedere le montagne dell'Albania. Situata a 2 km da Castro, 7 km da Tricase Porto e a breve distanza dalla suggestiva cala dell'Acqua Viva, la villa offre un'esperienza unica tra natura e comfort.

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Guest favourite
A spacious terrace overlooks a serene beach and distant hills, framed by lush greenery. Potted plants add a touch of color, while the soft evening light casts a gentle glow over the scene, inviting relaxation and a connection with nature.
Cottage in Marina Serra
4.96 out of 5 average rating, 53 reviews

Paradiso / 180° Vista Mare

3 minuti a piedi dal mare di Marina Serra. Terrazza panoramica 180° con albe, tramonti e vista sulle montagne dell'Albania. Colazione nel patio ascoltando le onde del mare, il cinguettio degli uccelli e il suono delle cicale. Gazebo, barbecue, aria condizionata, wi-fi. Natura, privacy e tranquillità. Accolgo famiglie, gruppi e coppie per momenti indimenticabili. 💡 Più resti, più risparmi:

LocationFamilyParking

Superhost
A private swimming pool is framed by a lush green tree and a sunlit terrace. Wooden lounge chairs surround the pool, providing a relaxing space. The surrounding white walls create a serene environment, enhancing the sense of tranquility in the courtyard.
Home in Castiglione
4.95 out of 5 average rating, 39 reviews

Maison Manara (piscine en plein cœur du Salento)

Maison typique du Salento avec piscine privée. Au cœur d’un village authentique, à 8 min des criques de la mer Adriatique. Havre de paix idéal pour découvrir le Salento. Pizzeria, restos, cafés, épicerie, pharmacie, parc enfants à pied. Plus qu’une location : nous partageons un guide exclusif, fruit de 6 ans de découvertes locales (plages, restos, bars, balades…). Aéroports : Brindisi ou Bari.

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Popular amenities for Montesano Salentino holiday rentals