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Holiday houses in Casamassella

Find and book unique accommodation on Airbnb

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 $58 AUD 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 and kid-friendly amenities

  • Pet-friendly accommodation

    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

  • Wi-Fi availability

    30 of Casamassella holiday rentals include Wi-Fi 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!

Top-rated holiday rentals in Casamassella

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

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Superhost
Home in Uggiano La Chiesa
4.75 out of 5 average rating, 102 reviews

Beautiful house a stone's throw from Otranto

Appartamento open space di 75 mq completamente ristrutturato, ubicato a Uggiano la Chiesa, graziosa cittadina dell'entroterra salentina con una posizione strategica per potete raggiungere facilmente le spiagge più belle del Salento, 5 minuti da Otranto Il punto di forza? Una vasca idromassaggio privata nel giardino esclusivo, con sdraio, doccia esterna e area relax coperta da vela ombreggiante. Dopo una giornata al mare, il relax totale vi aspetta a casa. Wi-Fi_Parcheggio gratuito fuori casa.

Superhost
A circular swimming pool is surrounded by lush greenery and warm lighting. The water is sparkling under the soft glow of overhead string lights. A ladder leads into the inviting pool, enhancing the tranquil outdoor setting.
Home in Casamassella
4.82 out of 5 average rating, 33 reviews

Blue Tulip - Big House with Garden & Pool, Otranto

Agenzia turistica con sito web "Simonegreco" offre una grande struttura su due livelli (320 mq) con arredi di lusso e tantissimi confort A soli 3km da Otranto, vicinissima al mare e a molteplici servizi Stupendo giardino colorato con piscina, barbecue e zona relax Spaziose suites patronali ( climatizzate ) con comodi letti king size e balconi privati Cucine super accessoriate con TV Ampi bagni luminosi dotati di mega cabina e welcome kit Posti auto nella proprietà e garage per le moto

Top Guest favourite
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, 35 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.

Superhost
Home in Tricase Porto
5 out of 5 average rating, 4 reviews

Petrammare by Casa Camilla Journey

Petrammare is an exclusive residence sheer over the sea in Tricase Porto, set on two levels. The ground floor offers a spacious living area with a large sofa, dining table, fully equipped kitchen with fridge, oven, microwave, dishwasher, and a third bathroom with a shower and washing machine. The first floor features two double bedrooms with AC, TV, and private en-suite bathrooms with a bidet. The property is completed by a huge outdoor space with a swimming pool and sea view furniture.

Top Guest favourite
Home in Lecce
5 out of 5 average rating, 15 reviews

Hélène Luxury Home Suite

Very central Luxury Home Suite! 100-square-meter Lecce stone residence in the historic center of LECCE. Suite HÉLÈNE is beautiful under starry vaults, minimal elements and modern touches. Lights and shadows in a dreamlike dimension! Services for a high-level stay: Relax in the small patio, comfort in its spaces and fabrics, regenerating bath in the majestic stone tub, heated floor, fully immersed in the sound diffused by a "full-sound" system: Style, Art, Love, Relaxation, Luxury...

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.
Apartment 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
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, 61 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, 104 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.

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, 395 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 favourite
A vibrant red flower stands prominently in the foreground, surrounded by lush green leaves. The background reveals a shaded outdoor area with a black table and chairs, providing an inviting space for relaxation, accented by low shrubs that enhance the natural ambiance.
Tiny home in Casamassella
4.85 out of 5 average rating, 74 reviews

The alleyway

Bright studio located in a small alley of a small village three km from Otranto, equipped with air conditioning, TV, mini fridge,iron, iron,hairdryer, towels, sheets and soap. The kitchen is located outside shared with another room; it is well equipped with the essentials for cooking. Coffee and sugar are also available. Open space with gazebo,tables, chairs and lounge chairs. Located next door, another studio for those traveling with friends.

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
4.91 out of 5 average rating, 58 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$151 AUD$136 AUD$133 AUD$95 AUD$121 AUD$133 AUD$134 AUD$151 AUD$128 AUD$98 AUD$133 AUD$117 AUD
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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 apartment rentals in Casamassella?

    Experience the best of Casamassella with our apartment rentals, starting at about $60 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 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.

  • 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 air conditioning, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

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