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Holiday rentals in Casamassella

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Top-rated holiday rentals in Casamassella

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

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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, 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.

Top guest favourite
A spacious bedroom features a large window with views of the outside. Light-colored walls and wooden beams enrich the room's character. A patterned bedspread covers the bed, complemented by a decorative lamp and an ornate dresser that add functional elegance to the space.
Home in Otranto
5 out of 5 average rating, 43 reviews

Historical Home - Historical Home in Otranto

Goditi una vacanza all'insegna dello stile in questo spazio in centro. Il Palazzo era sede del Consolato Veneziano sulla Via della Seta. Venezia, per ordine del Consiglio dei Dogi, mandò a Otranto una loro nobile famiglia che diventò il punto referente, a livello burocratico e amministrativo, per tutto il traffico delle navi che da Venezia andavano in Oriente e viceversa. Il Palazzo è stato recentemente oggetto di un restauro conservativo che lo ha riportato fedelmente al suo stato originario.

Guest favourite
A panoramic view of Otranto's coastline is presented, showcasing clear blue waters lapping against sandy shores. The historical buildings line the shore, while palm trees provide a touch of greenery. The vibrant sky adds to the coastal charm, inviting exploration of the nearby area.
Holiday home in Otranto
5 out of 5 average rating, 26 reviews

The Cathedral Retreats - Pantaleone

Pantaleone is a 1-bedroom, 1-bathroom apartment in Otranto’s historical center, just 100m from the sea and next to the Otranto Cathedral. It features a fully stocked kitchen, a living room with a sofa bed, and a balcony with a sea view. The apartment is equipped with Wi-Fi, a dishwasher, a washing machine, and TVs in both the living room and bedroom. Explore Otranto’s sights, shops, and restaurants, perfect for couples or small families looking for a comfortable stay close to the sea.

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, 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.

Top guest favourite
A serene outdoor space is highlighted, featuring a rectangular swimming pool bordered by well-maintained grass. Lounge chairs are positioned along the poolside, and the structure's rustic architecture is complemented by greenery. Bright blue skies provide a vibrant backdrop to the scene.
Villa in Specchia Gallone
5 out of 5 average rating, 18 reviews

Villa Sofia - Tradition and modernity in Salento

Thanks to the careful renovation work, the ancient Palmento, an authentic place in the agricultural tradition of Salento, has been transformed into a welcoming and relaxing place where the original elements such as the pools, the ancient fireplaces, and the star vaults dialogue perfectly with contemporary design and oriental furnishings. The large rooms overlooking the garden and swimming pool, all independent, guarantee privacy and absolute tranquillity for all guests.

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

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.
Holiday 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
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, 73 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 kilometers from the renowned Otranto and its magnificent beaches and 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 square meter garden includes a barbecue, a stone oven and a large patio.

Top guest favourite
The kitchen features a combination of light cabinetry and wood accents, equipped with modern appliances. A spacious dining table with six white chairs is positioned in the center. Decorative dishware and potted plants add a touch of charm to the functional design.
Home in Casamassella
4.94 out of 5 average rating, 54 reviews

The "Return"

Just five minutes from Otranto, an evocative newly restored house in which an atmosphere like that of the old houses of Salento has been recreated, combining modern comforts with a style of other times. The house is equipped with washing machine, dishwasher, air conditioning, iron, wi-fi, safe, hair dryer, outdoor barbecue, second bathroom, outdoor shower with hot water

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

Popular amenities for Casamassella holiday rentals

When is the best time to visit Casamassella?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$93 SGD$93 SGD$84 SGD$86 SGD$109 SGD$119 SGD$121 SGD$136 SGD$115 SGD$80 SGD$80 SGD$79 SGD
Avg. temp8°C9°C11°C14°C18°C23°C26°C26°C22°C18°C14°C10°C

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 holiday rentals in Casamassella

  • Total holiday rentals

    Explore 60 holiday rentals in Casamassella

  • Nightly prices starting at

    Casamassella holiday rentals start at $52 SGD per night before taxes and fees

  • Verified guest reviews

    Over 790 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    40 of Casamassella holiday 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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