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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
Villa in Tricase
5 out of 5 average rating, 60 reviews

La Dimora – Historic residence with private terrace and sea view

«May all who enter as guests, leave as friends » Storica villa sul mare IN UN PARCO PRIVATO CON TERRAZZA privata panoramica. La Villa ha una stanza matrimoniale, una graziosa stanza con un secondo letto matrimoniale raggiungibile da una piccola scala, un bagno e un salotto con cucina ben equipaggiata, un grande e magnifico terrazzo vista mare con ampio porticato ed arredato con gusto. La casa ha un parcheggio privato e si trova all interno di una grande villa con parco che arriva fino al mare.

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.

Top 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, 28 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 dining table is set with white plates and glassware, positioned on a terrace overlooking the sea. Colorful flowers in pots add a vibrant touch, while lush greenery and a clear blue sky enhance the coastal view in the background.
Townhouse in Otranto
4.94 out of 5 average rating, 143 reviews

Beach house - a few steps from the sea

Comfortable beachfront apartment with 180 degree sea view from rooftop terrace and free parking right outside the front door. Aircondition, satellite TV and wifi. The apartment is one of two units in our house in the beach area of Otranto, about 50 meters from the water. Historic center on foot in just 10 minutes. Please note that there is an additional city tax to be payd on arrival, currently 1 euro per person (over 12) per night, in july and august 1,50 euro per person per night.

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
4.92 out of 5 average rating, 178 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 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
4.99 out of 5 average rating, 97 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
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, 387 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.

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, 109 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.

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, 250 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

Top guest favourite
Home in Matino
4.95 out of 5 average rating, 102 reviews

house in Ca'mascìa courtyard

A place where time passes slowly, where you feel like doing nothing! The house is located in the heart of Matino's historic center, close to Palazzo Marchesale and just a short walk from Piazza S. Giorgio and the church. It is the perfect place to spend your vacation in complete tranquility, enjoying an old-world atmosphere while still being just a few minutes from Gallipoli and the beautiful beaches of Salento.

Top guest favourite
A private infinity pool is featured, with clear blue water seamlessly blending into the horizon. The surrounding stone terrace offers unobstructed sea views, while a railing provides safety and access from the pool to the adjoining areas.
Trullo in Marina di Marittima
5 out of 5 average rating, 32 reviews

Pajara Marinaia - "Old Salento Liama"

''Pajara Marinaia'' is located on the cliff south of Castro near Cala dell'Acquaviva. The ancient Salento liama, facing the sea, consists of a double bedroom, a kitchen equipped with all amenities, a large bathroom, a large terrace with pergola and private infinity pool, with sea view. The house also has private access to the sea, the descent of which is easy thanks to stone stairs

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$92 SGD$92 SGD$83 SGD$84 SGD$107 SGD$117 SGD$119 SGD$134 SGD$114 SGD$87 SGD$117 SGD$103 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 House Rentals in Casamassella?

    Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with a kitchen, over 10 homes with free parking, over 10 homes with air conditioning, over 10 homes with wifi, 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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