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Vacation rentals in Casamassella

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Top-rated vacation rentals in Casamassella

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Top guest favourite
A staircase leads down to a light-filled living space, featuring large glass doors that open to a sea view. The area is styled with comfortable seating and decorative pillows, while a small table and folding chairs are positioned outside on the terrace.
Home in Santa Cesarea Terme
4.97 out of 5 average rating, 32 reviews

Cas'almare 9.7 - Elegant house with sea access

Welcome to your oasis of tranquility in Santa Cesarea Terme! This two-story house is the ideal retreat for families or groups of friends. It features two bathrooms and two bedrooms, along with a wonderful outdoor space with lounge chairs and exclusive access to the sea, reserved only for the condominium residents. The house is just steps away from the famous natural thermal baths of Santa Cesarea and only a few minutes' drive from nearby Otranto and Castro, renowned for their Salentine cuisine.

Guest favourite
Townhouse in Santa Cesarea Terme
4.85 out of 5 average rating, 135 reviews

Balcony on the South East ITALY

Balcony view of the sea in Salento. The apartment is located 40 metres away from the gorgeous cliffs, overlooking the sea. Near to the house: the Municipal Spa of Santa Cesarea Terme (Lecce - Puglia), the Bus stop, ice cream and crêpes, Pizzeria and Restaurant, open air swimming pool and discover by yourself. Apartment for rent, with own entrance, dining/living area with kitchen, 2 bedrooms (double and twin) and 2 bathrooms with showers. NEW: Air conditioner and induction cooker. No television

Guest favourite
A round table is set on a terrace, featuring plates of fresh fruit, a bottle of wine, and two glasses filled with red wine. The view overlooks the sea, framed by trees under a clear sky, reflecting a tranquil atmosphere.
Apartment in Santa Cesarea Terme
4.88 out of 5 average rating, 113 reviews

VILLA ALDA Bilocali - Enchanting Sea View House

Beautiful villa overlooking the Adriatic coast up to the head of Leuca,visible to the mountain ranges of Albania and the Greek island of Fanos Breathtaking view assured! Garden immersed in the pine forest of Santa Cesarea, completely renovated, equipped with kitchen with oven,fridge with freezer,TV,air conditioning, private terrace with furniture for lunch. TOURIST TAX: €1.20 person/night, for a maximum of 5 nights, to be paid upon arrival (for more info read below) BREAKFAST NOT OFFERED.

Guest favourite
A modern kitchen area features light-colored cabinetry and a stainless-steel stove. A dining table is set with colorful mugs, surrounded by sleek white chairs. A small television sits on a dark cabinet, while a simple wall clock adds to the functional decor.
Home in Casamassella
4.95 out of 5 average rating, 58 reviews

NEW TRILO WITH AIR CONDITIONING 4KM FROM OTRANTO. Sleeps 5

My place is located in an independent building in Casamassella, a pretty village just 4km from Otranto! The apartment, on the 1st floor, consists of: outdoor veranda;hallway with air conditioning, bedroom with double bed; second bedroom with double bed and the possibility of adding 1 single bed; bathroom with shower and washing machine. Final and white bed cleaning are to be paid extra at check-in of 50. If you stay for 2notti, the above expenses are 30 Cod (CIN): IT075091C200043679

Guest favourite
A charming terraced area is presented, featuring a slatted roof and green railings. Potted plants and flowers are arranged along the railing, adding vibrancy. Two doors lead into the interior, complemented by wooden shutters and a tiled floor.
Home in Otranto
4.91 out of 5 average rating, 173 reviews

House in the village

House also suitable for long stays, equipped with every comfort for remote work: Wi-Fi, workstation, fireplace, independent heating. With ancient charm and modern comfort, furnished with family furniture, in a secluded corner of the historic center. The rooms are spacious and have unique ceilings, called "starry," typical of ancient architecture. The internal stairs are steep. Not suitable for those with mobility difficulties and, due to its peculiarities, for groups of children.

Top guest favourite
A well-lit living area is visible, featuring a light-colored sofa and a wall-mounted television. A modern staircase leads to the upper level, while a stylish fireplace is integrated into the wall. Two circular rugs add texture to the floor.
Home in Casamassella
5 out of 5 average rating, 43 reviews

Vacation home in Salento/Otranto

Beautiful accommodation 6 km from Otranto. The house for exclusive use fully air-conditioned, includes the following rooms: - Ground floor. living area with TV and fireplace. Kitchen with traditional oven, microwave, fridge-freezer, coffee maker, induction hob, wine cellar. Bathroom with shower. Laundry area with washer-dryer. Vast porch with fans, small pool and outdoor shower. Upstairs two bedrooms beds both with bathrooms. Swimming pool open from 05/01 to 10/30

Guest favourite
A relaxing spa area features a small pool with water gently flowing from a spout. Surrounding greenery includes tall plants and vibrant flowers. A decorative bowl filled with assorted fruits and a bottle of sparkling wine sits on a stone surface, enhancing the tranquil ambiance.
Villa in Uggiano La Chiesa
4.96 out of 5 average rating, 68 reviews

Dimora Santi Medici Green Apartment

Take it easy at this unique and tranquil getaway, villa immersed in the greenery of the Salento countryside Dimora Santi medici green and located in An 8000 sqm garden that includes a large barbecue, a stone oven and a spacious patio and spa. In addition, its location is strategic to visit the renowned city of Otranto with its enchanting beaches and close to Porto Badisco, the city of Castro Marina and Santa Caesarea Terme with the famous bay of 100 steps.

Top 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.
Vacation home in Tricase
4.93 out of 5 average rating, 375 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.

Guest favourite
An outdoor area features a large dining table surrounded by colorful chairs. Lush greenery is visible, complemented by potted plants and decorative items on the walls. The space offers ample natural light, perfect for dining or relaxing in a tranquil environment.
Home in Casamassella
4.91 out of 5 average rating, 33 reviews

beautiful three-room apartment with open space, every comfort

Casetta Manila is located in a small village, it is a three-room apartment with open space, every comfort, free wifi, air conditioning, 2 televisions, 2 double bedrooms, living room. 200 meters away you will find a square with bars, markets, pharmacy, pizzeria, restaurant, self-service laundry, and butcher. Otranto and the sea are just 4 km away. There are: fire extinguisher, smoke alarm, monoxide detector CIS LE0750919100005279 CIN IT075091C200039740

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 Provincia di Lecce
5 out of 5 average rating, 103 reviews

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

Splendida casa vacanza immersa nel verde del Salento, a soli 50 mt. dal mare e con accesso diretto per trascorrere la tua vacanza nel pieno relax nella natura salentina. La struttura è ubicata in una zona riservata, utile per chi amano fuggire dal caos cittadino e dallo stress quotidiano. La casa vacanza, arredata con lo stile salentino, si affaccia sulla bellissima scogliera di Torre Nasparo, sul versante Adriatico della Puglia.

Guest favourite
A modern dining area features a spacious table surrounded by sleek chairs. Large windows provide abundant natural light and a view of the sea, with a cozy seating arrangement nearby. The room has a neutral color palette and a bright, airy atmosphere.
Apartment in Otranto
4.88 out of 5 average rating, 182 reviews

Otranto Altomare

Beautiful apartment on the second floor of a two-story building. Central area. All windows and balcony overlook the sea. Bleached oak parquet floor. Modern and well-made furnishings. Very quiet apartment. Just go down a few steps to find yourself on the free or equipped beach. Nearby are supermarkets (Conad, Dok, Eurospin and others). There are also small restaurants, bars and pizzerias. Perfect for all times of the year.

Guest favourite
The monolocale features a spacious bed with a textured white bedspread, complemented by soft beige pillows. Elegant lighting highlights the barrel vaulted ceiling, and a large mirror reflects the serene space. A small wooden desk and chair are positioned to one side, enhancing functionality.
Apartment in Otranto
4.84 out of 5 average rating, 115 reviews

Studio Dimora Borgo Monte Free Garage

Typical house in the historic center of Otranto, independent entrance; recently renovated, it is located in a quiet area close to the Castle and the renowned shops that display typical local products. A few meters away, equipped beaches, bars and restaurants by the sea. Free private garage, you just have to take a photo of your car's license plate before arrival to authorize access to the ZTL area

Popular amenities for Casamassella vacation rentals

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Avg. price$100 CAD$100 CAD$91 CAD$92 CAD$117 CAD$128 CAD$141 CAD$139 CAD$123 CAD$86 CAD$86 CAD$85 CAD
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Quick stats about vacation rentals in Casamassella

  • Total vacation rentals

    Explore 60 vacation rentals in Casamassella

  • Nightly prices starting at

    Casamassella vacation rentals start at $56 CAD per night before taxes and fees

  • Verified guest reviews

    Over 790 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    40 of Casamassella vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Casamassella rentals

  • 4.8 Average rating

    Casamassella stays are highly rated by guests—averaging 4.8 out of 5!

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