Holiday Rentals in San Cassiano

29 available vacation rental offers

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San Cassiano holiday rentals
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Best Holiday rentals and Airbnb offers in San Cassiano

Best family friendly San Cassiano holiday rentals

Among the 29 accommodations in San Cassiano, here are the 4 best family friendly rentals

Masseria San Nicola Dei Baroni Di Castiglione - San Cassiano
10 1 review
San Cassiano
14/07 – 25/07
SG$187/nighttotal: SG$2057 (11 )

Masseria San Nicola Dei Baroni Di Castiglione

1 2
house , Diso
This family-friendly villa in Vignacastrisi, near Diso, is located 5km from the Grotta Zinzulusa cave and within 42-47km of Roca, Piazza Mazzini, and Piazza Sant'Oronzo.
The 92 square metre property boasts one bedroom, one bathroom, sleeps seven, and includes a fully equipped kitchen, private parking, a garden with outdoor play equipment, and offers various activities arranged by the host.
The Cottage In Salento-historical Home - San Cassiano
9.7 88 reviews
San Cassiano
14/07 – 25/07
SG$135/nighttotal: SG$1485 (11 )

The Cottage In Salento-historical Home

2 2
apartment , Maglie
This two-bedroom apartment in Maglie's historic centre is conveniently located near the railway station, making it ideal for exploring the region, with Lecce, Otranto, and Gallipoli all within a 30-kilometre radius.
The 45 square metre property features a kitchen, dining room, a bedroom, and a bathroom, and has a garden and parking, perfect for a family or group of four.
Azienda Agrituristica B&b La Torre - San Cassiano
9.6 225 reviews
San Cassiano
14/07 – 25/07
SG$104/nighttotal: SG$1144 (11 )

Azienda Agrituristica B&b La Torre

1 2
farm , Ortelle
Azienda Agrituristica B&B La Torre is situated in the Salento region, just 1.5km from the village of Vignacastrisi di Ortelle and a short 1.5km drive from the beach in Castro Marina. The farm enjoys excellent ratings for its location, cleanliness, and overall guest experience.
The property offers a charming and authentic stay with two guest rooms. Guests can enjoy a genuine farm experience, surrounded by olive groves and fields, with the option of purchasing the family's own olive oil. The farm also boasts a terrace for breakfast, BBQ facilities for outdoor dining, and mosquito nets for a comfortable sleep.
Salentotraterramare - San Cassiano
San Cassiano
14/07 – 25/07
SG$169/nighttotal: SG$1859 (11 )

Salentotraterramare

1 2
house , Diso
SalentoTraTerraMare, a detached house in Diso, is situated 5.8 kilometres from the Grotta Zinzulusa and 20.9 kilometres from the Castello di Otranto and Otranto Porto.
This one-bedroom property offers accommodation for up to six guests, featuring air conditioning, a kitchen with an oven, a private balcony with garden views, and a spacious terrace for outdoor dining.

Best San Cassiano holiday rentals with a fireplace

La Tavernetta Del Salento - San Cassiano
9.4 9 reviews
San Cassiano
14/07 – 25/07
SG$144/nighttotal: SG$1584 (11 )

La Tavernetta Del Salento

1 2
house , Poggiardo
La Tavernetta del Salento is a detached holiday home situated in Poggiardo, 35.4 kilometres from Roca and 10.8 kilometres from Grotta Zinzulusa.
This air-conditioned, 90 square metre holiday home accommodates up to 7 guests with 1 bedroom and 1 bathroom, featuring a fully equipped kitchen, a seating area with a fireplace, and outdoor spaces including a patio and garden, with towels and bed linen provided.
Villa Domus Olea By Just Houses Srl - San Cassiano
San Cassiano
14/07 – 25/07
SG$265/nighttotal: SG$2915 (11 )

Villa Domus Olea By Just Houses Srl

2 2
house , Muro Leccese
Villa Domus Olea, a spacious holiday villa in Muro Leccese, is situated 30.5 kilometres from Roca and 33.8 kilometres from Piazza Mazzini.
This 2-bedroom villa, accommodating up to 10 guests, offers 2000 square metres of floor area, a well-equipped kitchen with a dishwasher and fridge, air conditioning, a terrace, garden, outdoor fireplace, barbecue, and play equipment.
Portaterra Antica Dimora - San Cassiano
8.7 2 reviews
San Cassiano
14/07 – 25/07
SG$218/nighttotal: SG$2398 (11 )

Portaterra Antica Dimora

2 2
house , Scorrano
PORTATERRA Antica Dimora, a 2-bedroom house in Scorrano, Puglia, is located approximately 19 kilometres from Grotta Zinzulusa and 35 kilometres from Lecce's Piazza Mazzini and Piazza Sant'Oronzo.
This 140-square-metre property features two bathrooms, a terrace, garden, parking, air conditioning, Wi-Fi, and a fully equipped kitchen; it comfortably accommodates families or small groups and offers airport transfers and bicycle rentals.
Casa Di Rosa - Ionio By Barbarhouse - San Cassiano
San Cassiano
14/07 – 25/07
SG$122/nighttotal: SG$1342 (11 )

Casa Di Rosa - Ionio By Barbarhouse

1 2
apartment , Maglie
This Maglie apartment is situated a 10-minute walk from the Madonna Addolorata Church and Palazzo Baronale Capece, and 1 kilometre from Maglie Duomo, offering easy access to Maglie railway station.
The 80-square-metre self-catering flat features one bedroom, one bathroom, sleeps four guests, and includes amenities such as Wi-Fi, air conditioning, a washing machine, and a fully equipped kitchen.

Frequently asked questions about holiday rentals in San Cassiano

  • What are some interesting places to visit in or near San Cassiano?

    San Cassiano is a great base for exploring the Dolomites. You can visit the famous Lago di Braies, a stunning turquoise lake surrounded by mountains. There’s also the charming village of Cortina d’Ampezzo, known for its luxury shops and restaurants. For a taste of local history, head to the Museum Ladin Ćiastel de Tor in San Cassiano, showcasing the history and culture of the Ladin people.
  • What are the best Airbnb and vacation rentals in San Cassiano?

    Winery 1700 Historic Maison With Private Pool And Big Garden, La Casa Dell’ecoturista and Oikia Vacanze Giuggianello Le Bey are the most popular Airbnb and vacation rentals in San Cassiano among travelers.

  • Which walking or cycling routes are the best in San Cassiano?

    The Dolomites offer some incredible walking and cycling routes. For a scenic hike, try the Fanes-Sennes-Braies Natural Park, with its breathtaking views. The Alta Via 1 trail is a challenging but rewarding multi-day hike. If you prefer cycling, the road from San Cassiano to Cortina d’Ampezzo is a classic route, offering stunning views of the mountains.
  • What are the most popular Airbnbs in San Cassiano?

  • What sports or outdoor activites can visitors enjoy in and around San Cassiano?

    San Cassiano is a paradise for outdoor enthusiasts. In the winter, you can ski at the renowned Alta Badia ski area, with slopes for all levels. In the summer, there are plenty of opportunities for hiking, mountain biking, and rock climbing. You can also go paragliding, kayaking, or fishing in the nearby lakes.
  • What are the best vacation rentals with a pool in San Cassiano?

  • What other towns or cities can be easily accessed from San Cassiano?

    San Cassiano is well-connected to other towns and cities in the Dolomites. You can easily reach Cortina d’Ampezzo, Bolzano, and even Venice by car or public transport. There are also regular bus services to nearby villages like La Villa and Corvara.
  • What are the best rentals for families and kids in San Cassiano?

  • What amenities are commonly available in vacation rentals in San Cassiano?

    Vacation rentals in San Cassiano typically offer a range of amenities. Most have a kitchen, bathroom, and comfortable living space. Many also have balconies or patios with mountain views. Some rentals even have saunas, swimming pools, or private parking.
  • What are the best rentals or Airbnbs with a jacuzzi in San Cassiano?

    The best vacation rentals or Airbnb with a jacuzzi in San Cassiano are Winery 1700 Historic Maison With Private Pool And Big Garden, Oikia Vacanze Giuggianello Le Bey and Relais L'oliveto.

  • What time of year is best to rent a vacation rental San Cassiano?

    The best time to visit San Cassiano depends on your interests. If you're a skier, winter is ideal. For hiking and cycling, summer is best. Spring and autumn offer pleasant weather and fewer crowds. You can find good deals on rentals outside of peak season.
  • What are the local dishes in San Cassiano region?

    The local cuisine in San Cassiano is hearty and delicious. Try the ‘casunziei’, a type of ravioli filled with spinach and ricotta. ‘Spätzle’, a type of German-style pasta, is also popular. For a sweet treat, sample the ‘strudel’, a flaky pastry filled with fruit. Don’t forget to try the local wines, particularly the Pinot Grigio and Merlot.

Destinations nearby

Best San Cassiano holiday rentals with jacuzzi

L'antico Palazzo - San Cassiano
9.8 4 reviews
San Cassiano
14/07 – 25/07
SG$132/nighttotal: SG$1452 (11 )

L'antico Palazzo

1 2
house , Andrano
L'antico palazzo is located in Andrano, just 2.9 kilometres from the beaches of Spiaggia di Chianca Liscia and Spiaggia di Bocca d’Inferno. The property has consistently received excellent ratings for user experience, location, and cleanliness.
This one-bedroom holiday home spans 30 square metres and can comfortably accommodate two guests. It features a fully equipped kitchen, air conditioning, a private garden, a hot tub, and free Wi-Fi and parking.
Masseria Terra D'otranto - San Cassiano
San Cassiano
14/07 – 25/07
SG$743/nighttotal: SG$8173 (11 )

Masseria Terra D'otranto

1 2
resort , Palmariggi
Masseria Terra d'Otranto, in Palmariggi, Puglia, offers a peaceful countryside escape, situated 12 kilometres from Castello di Otranto and 35 kilometres from Piazza Mazzini in Otranto.
This one-bedroom, one-bathroom property sleeps up to three guests and boasts a swimming pool, jacuzzi, sauna, spa, restaurant, bar, and fitness centre, plus room service and free parking.
Villetta In Centro Storico - Chalet In Old Town - San Cassiano
8.0 2 reviews
San Cassiano
14/07 – 25/07
SG$245/nighttotal: SG$2695 (11 )

Villetta In Centro Storico - Chalet In Old Town

2 2
house , Maglie
This Maglie villa, situated in the historic centre, is 19km from Otranto Castle and 27km from Roca Vecchia.
The 110 square metre property boasts two bedrooms, two bathrooms, sleeps 15 guests, and includes a private pool, hot tub (closed 18 April 2025 - 2 October 2024), tennis court, and concierge service.
Botte Mansion - San Cassiano
8.0 1 review
San Cassiano
14/07 – 25/07
SG$151/nighttotal: SG$1661 (11 )

Botte Mansion

2 2
apartment , Montesano Salentino
This apartment in Montesano Salentino is located 57.93 kilometres from Pescoluse Beach and 13 minutes on foot from Maria Ausiliatrice Church, with Miggiano-Montesano-Specchia train station a 14-minute walk away.
This 150 square metre flat offers accommodation for up to 4 guests, featuring 2 bedrooms, 2 bathrooms, a kitchen with a fridge and microwave, air conditioning, a Jacuzzi, a garden, and on-site parking, with complimentary Wi-Fi and cable/satellite TV.

Best San Cassiano holiday rentals with parking

Antica Dimora - San Cassiano
San Cassiano
14/07 – 25/07
SG$212/nighttotal: SG$2332 (11 )

Antica Dimora

1 2
house , Andrano
This detached house in Andrano is located 2.9 kilometres from Spiaggia di Chianca Liscia, 7.1 kilometres from Grotta Zinzulusa, and 24.1 kilometres from Otranto Castle.
This holiday home offers air conditioning, free WiFi, and a kitchen, with 1 bedroom and 1 bathroom to accommodate up to 7 guests, and parking is available.
B&b Di Angela Scotellaro - San Cassiano
9.5 139 reviews
San Cassiano
14/07 – 25/07
SG$106/nighttotal: SG$1166 (11 )

B&b Di Angela Scotellaro

1 2
apartment , Palmariggi
B&B Lu Palummaru, a self-catering apartment in Palmariggi, is situated 12km from Otranto's Castello, offering easy access to other attractions in the region.
This 30-square-metre property sleeps two in one bedroom with one bathroom, and features a garden, terrace, air conditioning, Wi-Fi, private parking, and an Italian breakfast is included.
La Terra Di Mezzo - San Cassiano
San Cassiano
14/07 – 25/07
SG$110/nighttotal: SG$1210 (11 )

La Terra Di Mezzo

1 2
apartment , Palmariggi
La Terra di Mezzo apartment in Palmariggi is conveniently located approximately 11.7km from Otranto Castle and Otranto harbour, offering easy access to Salento's historical sites.
This 50 square metre self-catering flat features one bedroom, one bathroom, and can comfortably accommodate eight guests, boasting a fully equipped kitchen, air conditioning, a balcony, free Wi-Fi, and parking.
The Lemon House In Salento - San Cassiano
San Cassiano
14/07 – 25/07
SG$192/nighttotal: SG$2112 (11 )

The Lemon House In Salento

2 2
cottage , Diso
This waterfront cottage is situated near Diso, within 3 km of the beaches of Cala dell'Acquaviva, Spiaggia di Botte, and Castro Marina.
The two-bedroom cottage sleeps four and has a private garden, a balcony, and a kitchen with a stovetop and coffee maker.
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