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San Cassiano vacation rentals
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Best Vacation rentals and Airbnb offers in San Cassiano

Best family friendly San Cassiano vacation rentals

Among the 36 accommodations in San Cassiano, here are the 4 best family friendly rentals

The Grasshopper - San Cassiano
9.7 123 reviews

The Grasshopper

house, Spongano
La Cavalletta, a three-bedroom house rental near Spongano, Puglia, is situated in a secluded 5-mile by 1.9-mile private olive grove, approximately 200 feet from its near-identical sister property, Il Grillo.
This Spongano vacation home sleeps eight, features a fully equipped kitchen with a fridge and dishwasher, offers a garden and parking, and includes internet access; note that it lacks air conditioning and central heating.
Villa Marigiosa Salento - San Cassiano
9.6 38 reviews

Villa Marigiosa Salento

house, Diso
Villa Marigiosa Salento, a vacation rental in Marittima, offers direct beachfront access and is a short walk from Spiaggia di Bocca d’Inferno, with Castello di Otranto 16 miles away. This 860 sq ft house features 2 bedrooms, 1 bathroom, air conditioning, a kitchenette, a sun terrace, and a balcony, with WiFi and private parking provided.
Trullo En Pierre Avec Accès Mer Privé (Maison F) - San Cassiano
8.7 3 reviews

Trullo En Pierre Avec Accès Mer Privé (Maison F)

trullo, Castro
This one-bedroom trullo rental in the La Palombara estate near Castro, Italy, is a ten-minute walk from the historic Castro village and 3.1 miles from Porto Miggiano beach.
The 4-guest stone house features two bathrooms, a kitchen with a fridge, freezer, and dishwasher, a private terrace with sea views, a barbecue, an outdoor shower, and high-speed Wi-Fi, perfect for remote work; pets are allowed (fee applies).
Marinaia - Casa Petra - San Cassiano
9.8 57 reviews

Marinaia - Casa Petra

apartment
Casa della Marinaia, a two-bedroom house rental in Marina di Marittima, sits on the cliffs south of Castro, offering private sea access and proximity to Salento's major attractions.
This vacation home sleeps four, features a private pool, fully equipped kitchen, spacious terrace with pergola, and stunning sea views from its bedrooms and terrace; parking is also available.

Best San Cassiano vacation rentals with a fireplace

Dimora Salentina Con 2 Camere, Piscina E Uliveto - San Cassiano
10 4 reviews

Dimora Salentina Con 2 Camere, Piscina E Uliveto

apartment, Spongano
This apartment rental in Spongano offers an authentic Salento experience surrounded by centuries-old olive groves, providing a tranquil atmosphere with traditional barrel-vaulted ceilings and modern comforts. The property features 2 bedrooms, 1 bathroom, and can accommodate up to 6 guests, with amenities including air conditioning, internet, a kitchen with a fridge and freezer, a swimming pool, a garden, and parking.
La Casetta - San Cassiano
9.6 62 reviews

La Casetta

apartment, Diso
This independent villa in Diso offers a secluded stay within an elegant residential village, located a 10-minute walk from the town center and providing sea access via a scenic rock-carved staircase.
This 3-bedroom, 2-bathroom villa accommodates up to 5 guests and features a private garden with a barbecue, air conditioning, a fully equipped kitchen, and independent heating with a fireplace.
La Torretta By Salentoltremare - San Cassiano
No reviews

La Torretta By Salentoltremare

apartment, Montesano Salentino
This independent, two-level dwelling is situated in the historic center of Montesano Salentino on Vico Marra, offering direct views of the Chiesa Madre bell tower and a historic noble palace. This apartment accommodates up to 6 guests and features 2 bedrooms, 2 bathrooms, air conditioning, internet, and a kitchen, with a panoramic equipped terrace perfect for enjoying views over the village rooftops.
Beautifully Designed Villa In Olive Grove - San Cassiano
9.9 145 reviews

Beautifully Designed Villa In Olive Grove

house, Spongano
Il Grillo, an elegant modern villa, is situated within a private 360-foot by 330-foot olive grove in Salento, offering a secluded escape near Spongano with easy access to the region's beaches.
This spacious 2,475-square-foot single-story dwelling features 3 bedrooms, 2 bathrooms, and accommodates up to 9 guests, boasting an open-plan layout with a glass front for panoramic views, a large outdoor living area with a wood oven and BBQ, and an optional separate mini-home, "Il Cubetto," for larger groups.

Frequently Asked Questions about vacation 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 stunning Lago di Braies, a turquoise lake surrounded by mountains, or take a scenic drive to Cortina d'Ampezzo, a charming town known for its winter sports and luxury shopping. The Natural Park of Fanes-Sennes-Braies is a must-see for nature lovers, with its diverse flora and fauna.
  • 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 Alta Via 1 trail is a popular hiking route that passes through San Cassiano, offering breathtaking views of the Dolomites. For cycling, the Dolomiti Road Bike route is a challenging but rewarding ride, taking you through some of the most scenic passes in the region. The Val Badia Cycle Path is a more relaxed option, perfect for families.
  • 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, snowboard, and cross-country ski at the nearby Alta Badia ski area. In the summer, you can hike, mountain bike, rock climb, and go paragliding. There are also plenty of opportunities for fishing and swimming in the surrounding lakes and rivers.
  • What are the best vacation rentals with a pool in San Cassiano?

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

    From San Cassiano, you can easily reach other charming towns in the Dolomites, like Cortina d'Ampezzo, Bolzano, and Brunico. These towns offer a variety of attractions, including museums, art galleries, and historical landmarks.
  • 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, including Wi-Fi, a fully equipped kitchen, a washing machine, and a balcony or patio with mountain views. Many rentals also have a fireplace, a sauna, or a hot tub.
  • 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 looking for snow sports, winter is the ideal time. For hiking and biking, summer is the best season. Spring and fall offer pleasant weather and fewer crowds.
  • What are the local dishes in San Cassiano region?

    The local cuisine in San Cassiano is hearty and delicious. Try the traditional dishes like 'casunziei,' buckwheat dumplings filled with spinach and ricotta, or 'pizzoccheri,' a pasta dish made with buckwheat flour, potatoes, and cabbage. You can also find a variety of local cheeses and cured meats.

Popular destinations

Guest-Favorite Vacation Rentals with Jacuzzi in San Cassiano

These vacation rentals in San Cassiano feature private hot tubs and jacuzzis, perfect for a relaxing soak.

Dimora Libertà: Suite Con Vasca 15 Minuti Dal Mare - San Cassiano
10 2 reviews

Dimora Libertà: Suite Con Vasca 15 Minuti Dal Mare

apartment, Ruffano
This Private Suite Prestige apartment is located in the Ruffano village, a few miles from the sea, with views of Piazza Libertà.
This one-bedroom, one-bathroom unit accommodates up to four guests and features a kitchen, air conditioning, a jacuzzi, and parking.

Best San Cassiano vacation rentals with parking

Casa Di Elisa - San Cassiano
No reviews

Casa Di Elisa

house, Castro
Casa Di Elisa is located in Castro, offering convenient access to public transportation and the beach.
This 969 square foot apartment accommodates up to 5 guests with 2 bedrooms, 1 bathroom, a well-equipped kitchen, air conditioning, and Wi-Fi, with a baby cot available upon request.
La Torretta Dimora Storica - San Cassiano
10 5 reviews

La Torretta Dimora Storica

apartment, Montesano Salentino
This historic apartment rental in Montesano Salentino's historic district offers easy access to both the Adriatic and Ionian Sea coastlines, a short drive away.
The one-bedroom, one-bathroom unit sleeps four, features a full kitchen with dishwasher, air conditioning, Wi-Fi, and a private terrace with views of the historic center; a washing machine is also available.
Allevolte - San Cassiano
10 8 reviews

Allevolte

apartment, Spongano
This recently renovated one-bedroom flat in Spongano, Salento, is located a few miles from the Adriatic coast near Castro Marina, and between Otranto and Santa Maria di Leuca.
This family-friendly flat accommodates up to four guests with underfloor heating and cooling, internet, a kitchen, air conditioning, and free street parking, with baby amenities available upon request.
Corte Delle Stelle - San Cassiano
10 8 reviews

Corte Delle Stelle

house, Andrano
This Salento farmhouse rental in Andrano, Italy offers easy access to both Adriatic and Ionian coast beaches and inland villages.
The two-bedroom, one-bathroom house sleeps five, features a garden, parking, air conditioning, and a kitchen equipped with a refrigerator, freezer, and microwave; pet-friendly with dedicated indoor and outdoor spaces.

Our Favorite 5-Star Vacation Rentals in San Cassiano

Experience elite mountain living in a luxury vacation rental in San Cassiano, offering 5-star comfort from the moment you arrive.

Dimora Paolina | Boutique House & Private Pool - San Cassiano
10 7 reviews

Dimora Paolina | Boutique House & Private Pool

apartment, Montesano Salentino

Check Out Pet-Friendly Vacation Rentals in San Cassiano

Booking a dog-friendly vacation rental makes traveling with pets to San Cassiano completely seamless.

Casa A Giurdignano - San Cassiano
9.7 63 reviews

Casa A Giurdignano

house, Giurdignano
Casa Vista Mare Con Terrazza E Giardino - Salento - San Cassiano
10 2 reviews

Casa Vista Mare Con Terrazza E Giardino - Salento

house, Santa Cesarea Terme
Un Posto Dove Lascerai Il Tuo Cuore Salento️ - San Cassiano
9.3 11 reviews

Un Posto Dove Lascerai Il Tuo Cuore Salento️

apartment, Maglie
Casa Vacanza Castro Marina - San Cassiano
9.8 47 reviews

Casa Vacanza Castro Marina

house, Castro

Search Vacation Rentals with a Pool in San Cassiano

Book a San Cassiano vacation rental with a pool to enjoy a swim after a day on the slopes.

Villa Casa Giada - A Quiet Mediterranean Retreat - San Cassiano
No reviews

Villa Casa Giada - A Quiet Mediterranean Retreat

house, Spongano
Seaside Apartment With Swimming Pool In Salento - San Cassiano
No reviews

Seaside Apartment With Swimming Pool In Salento

apartment
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