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Holiday rentals in Casamassella

Find and book unique accommodation on Airbnb

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 spacious living area features a comfortable couch facing a wall-mounted Smart TV. Two modern green stools are positioned nearby, while an open doorway leads to the dining area and kitchen. Light filters through sheer curtains, contributing to the room's bright ambiance.
Flat in Lecce
4.99 out of 5 average rating, 184 reviews

Elce Suite Apartment Residence

A large living area with living room, TV, Wi-Fi, dining room, kitchenette, laundry room. The small terrace on the floor, which is equipped, provides additional outdoor living space. Restored interior doors. The sleeping area consists of a master bathroom and three air-conditioned bedrooms: two single rooms, one of which has an en suite bathroom, and a double room. The upper terrace is equipped with an outdoor shower, 4 sun loungers, 2 armchairs and a bench, for relaxing breaks and open views.

Top guest favourite
Home in Lecce
4.98 out of 5 average rating, 181 reviews

Oasi Gorgoni Charming House & Pool

Lussuoso e confortevole appartamento, a ridosso del centro della città, ideale per godersi il relax, la città e il mare. Dotato di ogni comfort (3 camere, 3 bagni, living, piscina privata, giardino, Wi-Fi, aria condizionata, lavatrice, biancheria, stoviglie, parcheggio privato), l’appartamento è situato in uno dei quartieri più tranquilli e sicuri di Lecce. A soli 10 min. dal mare, consente di raggiungere facilmente sia la costa costa adriatica (Otranto), che la costa ionica (Gallipoli).

Guest favourite
An outdoor dining area features a large table surrounded by colorful chairs under a bamboo pergola. Spacious glass doors invite natural light from the modern kitchen inside, while lush greenery forms the backdrop, enhancing the tranquil setting for al fresco dining.
Flat in Uggiano La Chiesa
4.94 out of 5 average rating, 31 reviews

[ Cima Apartment ] - Masseria La Lazzara

MODERN ideal location for RELAXING stays created by the famous architect Umberto Riva surrounded by GREEN a few steps from OTRANTO LARGE and BRIGHT OPEN SPACE living room and RELAXATION area MODERN equipped kitchen TWO SPACIOUS bedrooms with direct access to a well-kept GARDEN Flowered PERGOLA with OUTDOOR table to spend pleasant moments of conviviality STRATEGIC POSITION just a few minutes from OTRANTO offers FREE COVERED PARKING ON SITE Free WIFI AIR CONDITIONED apartment

Top guest favourite
Villa in Tricase
5 out of 5 average rating, 64 reviews

La Dimora – Historic residence with private terrace and sea view

“May all who enter as guests, leave as friends ” Historic villa ON the sea IN A PRIVATE PARK WITH panoramic private TERRACE. The Villa has a double room, a nice room with a second double bed accessible by a small staircase, a bathroom and a living room with a well-equipped kitchen, a large and magnificent sea view terrace with large porch and tastefully furnished. The house has a private parking lot and is located inside a large villa with a park that goes all the way to the sea.

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
4.98 out of 5 average rating, 54 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

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, 47 reviews

Vacation home in Salento/Otranto

Beautiful accommodation 6 km from Otranto. The fully air-conditioned house for exclusive use includes the following areas: - 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. Large porch with fans, small swimming pool and outdoor shower. Upstairs two bedrooms, both with bathrooms. Swimming pool open from 5/1 to 10/30

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, 99 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 favourite
A spacious living area features a high arched ceiling and a comfortable brown sofa adorned with decorative cushions. Colorful artwork decorates the walls, while a glass coffee table sits in the center, showcasing a bottle of wine. A television is visible against the opposite wall.
Home in Giurdignano
4.92 out of 5 average rating, 48 reviews

Ancient dwelling with stone vaults

5 km from Otranto, beautiful typical Salento court house, located in the historic center of Giurdignano, a small town rich in ancient historical testimonies. Composed on the ground floor of a bedroom, large living room with adjoining fireplace, kitchen and bathroom; on the first floor bedroom with bathroom. The apartment has a large courtyard, a pergola relaxation area, a solarium space equipped with an outdoor shower and a green area. CIN: IT075033C200039579

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, 391 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.

Top guest favourite
The suite features a stone archway leading to a spacious area with vaulted ceilings. A large bed is complemented by a dark leather armchair and a yellow dresser. Soft lighting highlights the stone walls, creating a serene atmosphere. A cozy blanket is draped over the armchair.
Guest suite in Lecce
4.95 out of 5 average rating, 256 reviews

Romantic and charming suite in the heart of the city

Scopri il fascino autentico di Lecce soggiornando in una suite appena ristrutturata, realizzata interamente in pietra leccese, che conserva il carattere e l’eleganza dell’architettura salentina. Le suggestive volte a stella e a botte creano un’atmosfera intima e romantica, perfetta per chi desidera vivere un’esperienza unica nel cuore della città. Parcheggio pubblico disponibile a pochi metri. Check-in 24 ore su 24

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.
Flat in Otranto
4.85 out of 5 average rating, 137 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

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
4.93 out of 5 average rating, 56 reviews

The "Back"

Just five minutes from Otranto, a charming 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 yesteryear. The house is equipped with a washing machine, dishwasher, air conditioning, iron, wifi, safe, hairdryer, outdoor barbecue, second bathroom, and outdoor shower with hot water.

Popular amenities for Casamassella holiday rentals

When is the best time to visit Casamassella?

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Avg. price$135 SGD$121 SGD$118 SGD$85 SGD$108 SGD$118 SGD$119 SGD$135 SGD$114 SGD$87 SGD$118 SGD$104 SGD
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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Casamassella?

    Casamassella has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

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

    Experience the best of Casamassella with our house 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.

  • 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.

  • 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.

  • 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 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 a kitchen?

    Absolutely! We offer over 20 house rentals with a kitchen in Casamassella. Enjoy a tailored experience with all the comforts you desire.

  • 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.

  • 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.

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

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

Quick stats about holiday rentals in Casamassella

  • Total holiday rentals

    Explore 50 holiday rentals in Casamassella

  • Nightly prices starting at

    Casamassella holiday rentals start at $51 SGD per night before taxes and fees

  • Verified guest reviews

    Over 740 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 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

    30 of Casamassella holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Casamassella rentals

  • 4.9 Average rating

    Casamassella stays are highly rated by guests – averaging 4.9 out of 5!

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