House vacation rentals in Casamassella

Find and book unique houses on Airbnb

Top-rated house rentals in Casamassella

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

0 of 0 items showing

1 of 3 pages

Guest favorite

A panoramic view displays the expansive rooftops of Matino, with white-washed structures and lush green countryside in the distance. The open terrace features sun loungers and a small table, inviting relaxation under the clear blue sky.

Home in Matino

4.97 out of 5 average rating, 118 reviews

casa in corte 2 Ca 'mascã

The house, renovated in keeping with its authenticity, is in the heart of the historic center of Matino, in one of the oldest courtyards, close to the Marchesale Palace. It is ideal for spending your holidays in absolute tranquility while being just a few km from Gallipoli and the most beautiful beaches of Salento. It is a penthouse with three terraces, one of which is panoramic from which you can admire the white houses of the town, the Salento countryside and the sea of Gallipoli with the lighthouse.

Top guest favorite

A staircase leads down to a light-filled living space, featuring large glass doors that open to a sea view. The area is styled with comfortable seating and decorative pillows, while a small table and folding chairs are positioned outside on the terrace.

Home in Santa Cesarea Terme

4.96 out of 5 average rating, 28 reviews

Cas'almare 9.7 - Elegant house with sea access

Welcome to your oasis of tranquility in Santa Cesarea Terme! This two-story house is the ideal retreat for families or groups of friends. It features two bathrooms and two bedrooms, along with a wonderful outdoor space with lounge chairs and exclusive access to the sea, reserved only for the condominium residents. The house is just steps away from the famous natural thermal baths of Santa Cesarea and only a few minutes' drive from nearby Otranto and Castro, renowned for their Salentine cuisine.

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, 39 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 serene outdoor area features a private pool illuminated in soft blue under evening lights. A shaded dining space with a table and chairs is positioned nearby, with loungers on the grass inviting relaxation. Lush greenery adds to the tranquil ambiance.

Home in Lecce

4.99 out of 5 average rating, 159 reviews

Oasi Gorgoni Charming House & Pool

Lussuoso e confortevole appartamento, ideale per godersi il relax, la città e il mare del Salento. Dotato di ogni comfort (piscina privata, giardino, Wi-Fi, aria condizionata, smartTV, 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, Castro, Torre dell'Orso), che la costa ionica (Porto Cesareo, Gallipoli).

Guest favorite

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, 169 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.

Guest favorite

A private plunge pool is complemented by two large, cushioned lounge areas, providing a relaxed setting for sunbathing. The minimalist design is enhanced by a trellis featuring climbing plants, with sunlight casting gentle shadows across the water's surface, inviting tranquility.

Home in Depressa

5 out of 5 average rating, 9 reviews

Casa Micocci by Casa Camilla Journey

Welcome to Casa Micocci, a design focused retreat in the heart of Depressa, Tricase. Best for groups of 3 or 4 - a family of 4 with two small children, or 3 adults travelling together - the house features a king-size bed with linen sheets and a 3.5-meter-long custom sofa. The full kitchen, private plunge pool, and thoughtfully designed interiors make every detail a joy. Every element is locally made, celebrating Salento’s craftsmanship. Cleaning is included every other day.

Top guest favorite

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, 39 reviews

Vacation home in Salento/Otranto

Beautiful accommodation 6 km from Otranto. The house for exclusive use fully air-conditioned, includes the following rooms: - 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. Vast porch with fans, small pool and outdoor shower. Upstairs two bedrooms beds both with bathrooms. Swimming pool open from 05/01 to 10/30

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, 92 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 dining area is presented under a shaded canopy, featuring a round white table surrounded by several light chairs. Brightly colored flower pots with red blooms add a touch of color to the space, complemented by a stone wall and a glimpse of greenery in the background.

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

Guest favorite

A dining table is adorned with a green glass vase filled with dried grasses, complemented by four wine glasses filled with red wine. Fresh produce and a round loaf of bread are presented on a wooden board, with a softly lit bedroom visible in the background.

Home in Spongano

5 out of 5 average rating, 11 reviews

Small residence in Salento

Old house just renovated to open up to lovers of local Salento architecture, independent travelers and people who want to discover the area. The detached house is a stone's throw from Spongano square, with all the main amenities at your fingertips. We're new to Airbnb, but ready to welcome you. The alley where we are located is charming and we look forward to hosting you. We’ll see you shortly! Alessandro

Guest favorite

A small outdoor dining table is set for breakfast, featuring colorful dishes and drinks. Two folding chairs are positioned around the table, with a panoramic view of the clear blue sea and a bright sky in the background.

Home in Gallipoli

4.94 out of 5 average rating, 140 reviews

Casa Corte Manta Sunset & Seaview Terrace

Corte Manta è un palazzetto incastonato in un pittoresco vicolo del centro storico, a due passi dalla spiaggia della Purità. E' una dimora di charme con tre camere da letto , dotate di ogni confort. Tutte le camere sono dotate di climatizzazione e bagno privato con doccia . Corte Manta dispone di un soggiorno, un cucinotto , un quarto bagno con lavatrice e terrazze con angoli relax e zona pranzo all'aperto.

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

4.94 out of 5 average rating, 52 reviews

The "Return"

Just five minutes from Otranto, an evocative 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 other times. The house is equipped with washing machine, dishwasher, air conditioning, iron, wi-fi, safe, hair dryer, outdoor barbecue, second bathroom, outdoor shower with hot water