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Vacation rentals in Casamassella

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Casamassella

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

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Superhost
A serene swimming pool is framed by vibrant greenery, featuring clear blue water that reflects the sky. A stone wall and a door are visible in the background, adding structure to the tranquil setting.
Villa in Giurdignano
4.85 out of 5 average rating, 55 reviews

Designer Villa with Pool 10 minutes from Otranto

It's a beautiful villa in the center of Giurdignano just a 10-minute drive from Otranto. The house is a 5-minute walk from the main square and restaurants, supermarkets and shops. The courtyard has a beautiful designer pool (1.20 and 2.10 m prof)and the house is modern furnished with design pieces and works of art and is spreads over two floors. The two floors, the 5 rooms are large and comfortable and new bathrooms. A large table inside and an outside will allow guests to choose where to eat.

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, 33 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
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, 175 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.

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

Top guest favourite
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
5 out of 5 average rating, 35 reviews

Tricase Porto, gorgeous with access to the sea

Vintage Salento apartment, recently renovated with great taste and all the comforts. Usable outdoor space and priceless descent to the private sea that makes the bathroom in coves and natural baths carved into the rocks exclusive and solitary, even on the hottest days of 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 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, 378 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, 107 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 small, crystal-clear pool is surrounded by a stone patio, set against a backdrop of lush greenery and olive trees. Potted plants are placed at the pool's edge, adding touches of nature to the serene outdoor space.
Villa in Uggiano La Chiesa
4.99 out of 5 average rating, 74 reviews

RESIDENCE OF MEDICAL SAINTS

Have fun and relax with the whole family in this elegant villa immersed in the Salento countryside. Located a few kilometres from the renowned Otranto and its magnificent beaches, the town of Castro da Porto Badisco and the bay of Porto Miggiano, the villa offers ample space surrounded by greenery, a relaxation area with a spa, the 8000 sqm garden includes a barbecue, a stone oven and a large patio.

Top guest favourite
A bright sleeping area contains a cozy bed with a light-colored quilt. Two bedside tables are positioned beside the bed, one featuring a lantern and the other a decorative item. A serene artwork of crashing waves is displayed above the headboard, complementing the bright white walls.
Home in Casamassella
4.92 out of 5 average rating, 51 reviews

Modern ★ 5min to Seaside ★ Strategic location ★ AC

An holiday house for family and friends, in the inland of Otranto's beautiful coast; Salento, Puglia, Italia in a pleasant and peaceful medieval village, surrounded by olive trees at only 5 minutes drive (3.5 km) from the most beautiful beaches and the hystorical city of Otranto. CIS Puglia Region: LE07509191000008741 CIN (National): IT075091C200043456

Superhost
A serene outdoor area features stairs adorned with potted plants, leading up to a shaded space. A small white table is positioned nearby under the shade of trees, surrounded by lush greenery and soft curtains that provide a sense of privacy.
Home in Giurdignano
4.81 out of 5 average rating, 52 reviews

House in Giurdignano

The villa is placed right at the centre of the village of Giurdignano, in the Otranto area.The villa can accommodate up to 6 people (with 3 bedrooms). There are 3 bedrooms located on two floors with 2 bathrooms. In the dining room there is also a sofa bed for 2 people.There is also a fully equipped kitchen.

Guest favourite
A dining area is shown with a wooden table surrounded by light-colored chairs. A green accent wall complements the space, while a television is positioned on the opposing wall. Natural light enters through a nearby window, enhancing the openness of the area.
Apartment in Casamassella
4.97 out of 5 average rating, 33 reviews

Salento a catinelle

Equipped apartment 5 minutes from Otranto,two bedrooms, 2/5pl,large living room,relaxing green space,parking, AC, washing machine,WF, barbecue,in the beautiful and suggestive Casamassella, surrounded by the Salento countryside. The garden is adjacent to a completely organic garden available to our guests

Popular amenities for Casamassella vacation rentals

When is the best time to visit Casamassella?

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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Casamassella?

    Casamassella has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for House Rentals in Casamassella?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with free parking, over 20 homes with a kitchen, over 10 homes with wifi, over 20 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there vacation rentals with a dedicated workspace in Casamassella?

    Yes! Work meets play with ease at over 10 vacation rentals in Casamassella featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Casamassella have wifi?

    Absolutely! We offer over 10 house rentals with wifi in Casamassella. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly vacation rentals in Casamassella?

    Four-legged friends are welcome in Casamassella. Choose from more than 20 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in apartment rentals in Casamassella?

    Experience the best of Casamassella with our apartment rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do apartment rentals in Casamassella have air conditioning?

    Absolutely! We offer over 10 apartment rentals with air conditioning in Casamassella. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Casamassella have free parking?

    Absolutely! We offer over 10 house rentals with free parking in Casamassella. Enjoy a tailored experience with all the comforts you desire.

  • Are there Casamassella vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Casamassella, available on Airbnb. Make a splash and soak up the sun in style!

  • Do apartment rentals in Casamassella have a kitchen?

    Absolutely! We offer over 10 apartment rentals with a kitchen in Casamassella. Enjoy a tailored experience with all the comforts you desire.

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 $55 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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