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Vacation rentals in San Cassiano

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Top-rated vacation rentals in San Cassiano

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

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Guest favorite
A covered terrace by the pool features four white loungers and a small side table. Light, flowing curtains gently sway in the breeze, while olive trees are visible in the background, enhancing the serene outdoor space.
Loft in Surano
4.97 out of 5 average rating, 35 reviews

Relais l'Oliveto - "Il Noce" App - Pool and Wi-Fi

L'Oliveto is a young and fresh Apulian farmhouse with swimming pool and wifi, equipped with 6 apartments with kitchenette, private bathroom and air conditioning. The "Il Noce" apartment has a relaxation area and is ideal for young families or couples. Each apartment can accommodate up to 4 people. In the center of the Adriatic coast, and a few kilometers from Castro, it is an ideal location for those who want to visit the entire coast. Destinations such as Otranto, Santa Cesarea or Leuca are also easily accessible.

Top guest favorite
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
4.97 out of 5 average rating, 34 reviews

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

Villa Romanelli IG: @villa_romanelli Fully Refurbished in 2022 - Sea fronting cliffside villa, pool (549x274x132cm), breathtaking view, modern and elegant. Located in Castro Marina, the so called “Pearl of Salento”, just above Grotta Romanelli and Grotta Zinzulusa (5 minutes walking distance), with an enchanting view of the sea of Porto Miggiano and Santa Cesarea Terme, immersed in a large garden with Mediterranean scrub, olive trees and sea pines. Perfect to enjoy the best of Salento.

Guest favorite
Two lounge chairs with white cushions are positioned on a spacious terrace, overlooking a scenic view of the coastline. A small white table sits between the chairs, offering space for refreshments. Lush greenery surrounds the area, contributing to a peaceful atmosphere.
Home in Marittima
4.92 out of 5 average rating, 13 reviews

Villa with private access to the sea

Relax with the whole family in this elegant villa in unspoiled nature, with direct access to the sea in 5 minutes on foot through the property's pine forest; functionally furnished for travelers from around the world. Located in a private but central location, a few minutes from Marittima di Diso where you can find supermarkets, shops, restaurants, bars and activities. Well connected to Castro, Tricase and Andrano. A strategic location to enjoy your holidays in total relaxation.

Guest favorite
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
4.98 out of 5 average rating, 56 reviews

Tricase Porto, beautiful with access to the sea

Vintage Salento-style apartment, recently renovated with great taste and all comforts. An outdoor space that can be used and a priceless private descent to the sea that makes bathing in coves and natural pools dug into the rocks exclusive and solitary, even on the busiest days of the summer! The apartment is part of a complex overlooking the sea that has a large condominium garden, a reserved space where you can eat under the stars and overlooking the sea and use the barbecue

Top guest favorite
Home in Lecce
5 out of 5 average rating, 45 reviews

Charming residence, panoramic rooftop, historic center

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.

Top guest favorite
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, 101 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.

Guest favorite
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
4.93 out of 5 average rating, 392 reviews

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.

Guest favorite
A wooden table is set for breakfast, featuring a white cup, a glass carafe, and jars of jam. A red teapot sits beside a woven basket filled with bread. The backdrop showcases a sparkling sea under a clear sky, enhancing the serene ambiance.
Vacation home in Marina di Marittima
4.96 out of 5 average rating, 46 reviews

AcquaViva Home SalentoSeaLovers

Fantastica casa panoramica con accesso diretto a piedi al mare, alla spiaggia di scogli con acqua cristallina. Ampio e luminoso soggiorno con vetrata e terrazza vista mare, cucina all'americana super attrezzata, tavola da pranzo con divano letto. Camera da letto matrimoniale con soffitti a volta e bagno completo con doccia. La casa Acqua Viva si affaccia sul mare adriatico, a due passi da Castro, dai Lidi attrezzati e dai ristoranti di pesce deliziosi.

Guest favorite
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
4.94 out of 5 average rating, 54 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

Guest favorite
A private plunge pool is complemented by two large, cushioned lounge areas, providing a relaxed setting for sunbathing. The minimalist design is enhanced by a trellis featuring climbing plants, with sunlight casting gentle shadows across the water's surface, inviting tranquility.
Home in Depressa
5 out of 5 average rating, 18 reviews

Casa Micocci by Casa Camilla Journey

Welcome to Casa Micocci, a design focused retreat in the heart of Depressa, Tricase. Best for groups of three or four - a family of four with two small children, or three adults travelling together - the house features a king-size bed with linen sheets and a 3.5-meter-long custom sofa. The full kitchen, private plunge pool, and thoughtfully designed interiors make every detail a joy. Every element is locally made, celebrating Salento’s craftsmanship.

Guest favorite
Villa in Diso
4.95 out of 5 average rating, 39 reviews

Wp Relais Locanda Fiore di Zagara (Flower of Zagara)

La Locanda Fiori di Zagara è una dimora storica del 1700 situata nel cuore di Diso, un incantevole paese del Salento a soli 3 km dal mare. La residenza WP Relais è stata sottoposta a un attento restauro conservativo, preservando i colori, i materiali e il design originali.Questo intervento ha permesso di riportare in vita il fascino del passato, integrandolo con un alto livello di comfort.

Guest favorite
Apartment in Muro Leccese
4.94 out of 5 average rating, 17 reviews

Casina in a XVII century Palazzo

Entire house (two floors) in one of the finest XVII c. building in Muro Leccese. The house is very charming, has beautiful views and a terrace with outside kitchen. Great for four friends, two couples or a couple with grown up kids.The house is located in the center of Muro Leccese, just a 4 minute walk from the main square and restaurants and bars.

Popular amenities for San Cassiano vacation rentals

  1. Airbnb
  2. Italy
  3. Apulia
  4. Lecce
  5. San Cassiano