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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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Top guest favorite
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 favorite
A sunlit room features large double doors that open to a balcony, inviting natural light. A decorative mirror hangs on the wall, reflecting the space, while a stylish chair sits adjacent. The floor showcases a smooth finish, enhancing the room's airy atmosphere.
Apartment in Lecce
5 out of 5 average rating, 73 reviews

Luxurious 2 bedroom apartment - Damarosa

Casa Rosa is a boutique hotel located in the baroque city of Lecce. A mid-century palazzo, lovingly restored with considered modern design, attention to every detail and absolute comfort in mind. Featuring 3 independent and self-contained apartments, meticulously curated with carefully preserved details to complement the elegant and often whimsical ‘Salento Moderno’ aesthetic. Just a 10 minute walk from the historic centre, Casa Rosa is the perfect haven for short escapes or longer stays.

Top guest favorite
Home in Lecce
4.98 out of 5 average rating, 178 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 favorite
Vacation home in Otranto
5 out of 5 average rating, 6 reviews

The Cathedral Retreats - Porta Terra

Porta Terra 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.

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

Historic residence with private terrace overlooking the sea

“May all who enter as guests, leave as friends ” Historic waterfront villa IN A PRIVATE PARK WITH A private panoramic 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 favorite
A serene poolside area features several lounge chairs arranged neatly around the water, complemented by large umbrellas for shade. The pool's clear water reflects the blue sky, while olive trees add a natural touch to the tranquil setting.
Villa in Specchia
5 out of 5 average rating, 27 reviews

Beautiful Villa with pool a few kilometers from the sea

Serra Fanny is a beautiful 500 sqm two-story villa with swimming pool in Specchia, suitable for a family or a group of friends. The garden measures 7,000 sqm; it is located on a hill in a very quiet and reserved area just 10 minutes from the sea. The villa extends over two floors. 5 double bedrooms and a study with a double sofa bed €350.00 cleaning fee for check-out to be paid in cash upon arrival. During Fall and Winter, heating costs will be extra. Check-in/Check-out Saturday.

Guest favorite
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
4.93 out of 5 average rating, 30 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 favorite
Home in Marina di Marittima
4.99 out of 5 average rating, 98 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 favorite
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, 389 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 favorite
A spacious outdoor terrace is surrounded by greenery and flowering plants. A stone bench and a built-in fireplace are present on one side, while orange umbrellas provide shade over lounge chairs. The area features tiled flooring and is bathed in natural light under a clear blue sky.
Home in Giurdignano
4.89 out of 5 average rating, 66 reviews

Vacation home in the historic center

The apartment is located in the historic center of Giurdignano and consists of a living room - kitchen and a large bathroom. In perfect condition, in modern style. Included in the rent is the possibility of using the garden attached to the property, where you can spend moments of relaxation and privacy. Giurdignano is strategically located to easily reach many of the most beautiful beaches in Salento. CIN: IT075033C200039577

Top guest favorite
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, 253 reviews

Romantic and charming suite in the heart of the city

Discover the authentic charm of Lecce by staying in a newly renovated suite, built entirely of Lecce stone, which preserves the character and elegance of Salento architecture. The striking star-shaped and barrel-vaulted ceilings create an intimate and romantic atmosphere, perfect for those who want to enjoy a unique experience in the heart of the city. Public parking is available a few meters away. 24-hour check-in

Top guest favorite
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, 52 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 vacation rentals

When is the best time to visit Casamassella?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$21,966 GYDG$19,665 GYDG$19,246 GYDG$13,807 GYDG$17,573 GYDG$19,246 GYDG$19,456 GYDG$21,966 GYDG$18,619 GYDG$14,226 GYDG$19,246 GYDG$16,945 GYD
Avg. temp8°C9°C11°C14°C18°C23°C26°C26°C22°C18°C14°C10°C

Frequently Asked Questions

  • Are there family-friendly house rentals in Casamassella?

    Casamassella has more than 10 family-friendly house rentals. 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 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 wifi, over 10 homes with free parking, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Casamassella

  • Total vacation rentals

    Explore 50 vacation rentals in Casamassella

  • Nightly prices starting at

    Casamassella vacation rentals start at G$8,368 GYD per night before taxes and fees

  • Verified guest reviews

    Over 740 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & 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

  • Wi-Fi availability

    30 of Casamassella vacation 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!

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