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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.

Guest favorite
Condo in Giurdignano
5 out of 5 average rating, 8 reviews

DB Apartment Mimosa

Appartamento con completa privacy e immerso nel verde, a solo 10 minuti dalle coste di otranto, a 15 da posto badisco e i suoi meravigliosi scogli scolpiti dalle onde, anche molto vicino a Santa Cesarea terme paesino sulla litoranea molto suggestivo, come anche Castro e tutte le località balnearee, collocato a 3 min dall'uscita SS 16 per Lecce centro dove ammirare Lecce e tutta l'arte barocca, dal rosone di Santa Croce a Piazza del Duomo e tutta la sua bellezza. #stayInSalento #DBA ☀️🌊🌬️

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
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
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, 52 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

Top guest favorite
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, 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 pool area is highlighted by a large pink flamingo float. The property features a white-walled house under a clear blue sky, with shaded outdoor seating nearby. Lush greenery surrounds the pool, enhancing the tranquil outdoor setting.
Villa in Specchia
4.94 out of 5 average rating, 53 reviews

Casa La Porticina

In the heart Salento, Casa La Porticina is located short drives from the rocky Adriatic coast, sandy Ionian beaches, and near so many discoveries in between. 1.5 miles from the historic center of Specchia, with choices of restaurants, bars and evening festivals throughout the year. Specchia continues to land on travel sites’ must see villages of Salento. https://magazine.dooid.it/en/uncategorized/visit-specchia-salento/ INSTAGRAM: @casalaporticina

Guest favorite
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 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 vacation rentals

When is the best time to visit Casamassella?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$21,963 GYDG$19,662 GYDG$19,243 GYDG$13,805 GYDG$17,570 GYDG$19,243 GYDG$19,453 GYDG$21,963 GYDG$18,616 GYDG$14,223 GYDG$19,243 GYDG$16,943 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 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 wifi, over 10 homes with air conditioning, over 10 homes with free parking, 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$8,367 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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