San Cassiano Holiday Rentals

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Our top choices for San Cassiano holiday rentals

Palazzo Mosco

Palazzo Mosco
4.0 star property
Gallipoli Historic Center
9.0 out of 10, Wonderful, (166)
"Fantastic, very service minded and professional staff. Great breakfast and fantastic rooms."
Sweden
Maria
Palazzo Mosco

Villa Raffaella

Villa Raffaella
4.0 star property
Santa Cesarea Terme
9.2 out of 10, Wonderful, (38)
"This is a very comfortable, beautiful place with a great breakfast. It’s located near the sea and thermal baths. I really enjoyed my stay!"
United States
Maurice
The price is AU$164
includes taxes & fees
21 Dec - 22 Dec
Villa Raffaella

Villa Giardino Segreto - Carpign...

Villa Giardino Segreto - Carpign...
Carpignano salentino
8.6 out of 10, Excellent, (7)
"Lovely stay in a beautiful property exactly as pictured. Easy communication with the host and any needs attended to quickly. "
United Kingdom
Elayna R.
Villa Giardino Segreto - Carpign...

Family Village T2 Pool And Sea

Family Village T2 Pool And Sea
Otranto
8.0 out of 10, Very good, (1)
"."
Switzerland
Chiara Di
Family Village T2 Pool And Sea

MAREBLU, trullo with splendid veranda facing the sea inside the Franchina

MAREBLU, trullo with splendid veranda facing the sea inside the Franchina
Marina di Corsano
9.4 out of 10, Exceptional, (55)
"Nice place for relaxing vacation."
Sweden
Pia P.
MAREBLU, trullo with splendid veranda facing the sea inside the Franchina

Breathtaking whirlpool villa&office w/ sea access

Breathtaking whirlpool villa&office w/ sea access
Castro
8.8 out of 10, Excellent, (19)
"Wonderful location, fully equiped house, air conditioning. The view was great. Wowhomes could install a better water heating system such as heat pump and improve the electrical instalation to support all the electric devices pluged."
United States
Alessio
Breathtaking whirlpool villa&office w/ sea access

Villa with pool, park and private pine forest, 100 meters from the sea.

Villa with pool, park and private pine forest, 100 meters from the sea.
MARINA DI MANCAVERSA- GALLIPOLI
9.4 out of 10, Exceptional, (30)
"Initially we were disappointed as there were only 3 bedrooms in the villa. The 4th bedroom is in the garden 50 metres from the nearest entrance to the villa with no toilet.We had a very good holiday as we visited nearby towns and villages, walked along the coast and relaxed in the beautiful garden."
United Kingdom
Dorothy W.
Villa with pool, park and private pine forest, 100 meters from the sea.

Peaceful Old Mill Villa in village near sea. Pool gardens A/C, WiFi, Solar P

Peaceful Old Mill Villa in village near sea. Pool gardens A/C, WiFi, Solar P
Surano (Lecce)
10.0 out of 10, Exceptional, (37)
"The property is full of character, vaulted ceilings on the inside and a pretty garden with various seating areas. Patrizia is a marvel, her knowledge of the local area and desire to share it meant we filled our holiday time with great restaurants, swimming spots and town visits."
United Kingdom
Adam B.
Peaceful Old Mill Villa in village near sea. Pool gardens A/C, WiFi, Solar P

Agriturismo La Natura

Agriturismo La Natura
Alessano
3.4 out of 10, (6)
"Negativa ho prenotato e pagato poi mi hanno detto che non avevano niente disponibili "
Italy
Carlos Yovanni
Agriturismo La Natura

Discover "Locanda Fiori di Zagara", an 18th-century historical residence in Diso

Discover "Locanda Fiori di Zagara", an 18th-century historical residence in Diso
Diso
10.0 out of 10, Exceptional, (29)
"Diso is a great home base from which to explore other sites in the southern most part of the boot. The house was really lovely, the owner did her best to make sure we were comfortable,"
United States
Leslie D.
Discover "Locanda Fiori di Zagara", an 18th-century historical residence in Diso

Gallipoli - Lido Pizzo - Seafront Villa - Up to 6-8 people

Gallipoli - Lido Pizzo - Seafront Villa - Up to 6-8 people
Gallipoli Lido Pizzo
9.4 out of 10, Exceptional, (53)
"Perfect location beside the sea. Ideal for travelling around Puglia. Efficient and helpful villa manager. Stayed for five weeks and loved our Italian adventure."
United Kingdom
Jillian T.
Gallipoli - Lido Pizzo - Seafront Villa - Up to 6-8 people

DETACHED VILLA WITH POOL AND DIRECT ACCESS TO THE SEA IN SALENTO

DETACHED VILLA WITH POOL AND DIRECT ACCESS TO THE SEA IN SALENTO
Marina di Marittima
10.0 out of 10, Exceptional, (8)
"I think all you can do is drop your jaw when getting out of the car. The view, the house, the decor... EVERYTHING is so beautiful. We had our wedding here and we couldn't of chosen a better place. This will definitely be a place we will remember forever. They also helped us coordinate a private chef for our wedding and they went ABOVE AND BEYOND!!! The food and service was some of the best we experienced in all of ITALY! I honestly can't speak high enough of this place. Planning the wedding from...
Italy
Rebekah D.
DETACHED VILLA WITH POOL AND DIRECT ACCESS TO THE SEA IN SALENTO

Charming house w/ private sea access & jacuzzi

Charming house w/ private sea access & jacuzzi
Marittima
9.4 out of 10, Exceptional, (9)
"The house was in a lovely location but was very tired. Worn paint in the kitchen and a broken glass cook top. It is very small, no living area and only one air conditioning unit in the hallway to service the whole house. This means you have to sleep with all bedroom doors wide open in order to keep cool at night. We had a problem where the very bright outdoor lights were on an auto timer until at least 3am every night and without shutters or adequate curtains made it very difficult to sleep in...
United Kingdom
Catriona P.
Charming house w/ private sea access & jacuzzi

loft Salento Style

loft Salento Style
Alessano
10.0 out of 10, Exceptional, (1)
"Maison et logement atypique comme Paolo , meilleur Airbnb sur les 5 réservés, recommande "
France
Sab K.
loft Salento Style

Country villa with pool close to the sandy beach, max comfort & relaxing!

Country villa with pool close to the sandy beach, max comfort & relaxing!
Ugento
10.0 out of 10, Exceptional, (13)
"Villa Rosalore is the perfect choice for a group of friends going on holiday together. I celebrated my birthday there with 9 friends - the villa offered the perfect setting for us to relax and enjoy each other’s company. We loved how modern the villa was. Would definitely stay here again!"
United Kingdom
Gabriele M.
Country villa with pool close to the sandy beach, max comfort & relaxing!

Sea access & hot outdoor whirlpool at stone villa

Sea access & hot outdoor whirlpool at stone villa
Corsano
9.4 out of 10, Exceptional, (6)
"Just remote enough, with terrace overlooking rocky coast and the Adriatic within a 3 minute walk. "
United Kingdom
Anthony H.
Sea access & hot outdoor whirlpool at stone villa

La Collina di Montegrappa - Suites with Heated Private Pool - Suites with Shared Pool

La Collina di Montegrappa - Suites with Heated Private Pool - Suites with Shared Pool
Tuglie
10.0 out of 10, Exceptional, (2)
"Sehr gepflegte Anlage. Die Hausdame spricht sehr gut Englisch, ist unglaublich hilfsbereit, herzlich und ganz reizend. Das Deluxe Studio ist fantastisch, die Terasse ist riesig. Da es eine Spülmaschine gibt, wäre etwas mehr Besteck wünschenswert. Wir hatten nur 3 Sets. Hinter der Anlage liegt eine Firma mit LKWs die sehr früh mit den Arbeiten beginnt, was durchaus nervig sein kann. Da wir tagsüber unterwegs waren, war uns das egal, wer den Tag auf der sehr schönen Terrassen verbringen will,...
Germany
Nirwana
The price is AU$472
includes taxes & fees
11 Jan - 12 Jan 2026
La Collina di Montegrappa - Suites with Heated Private Pool - Suites with Shared Pool

Vacation home in the immediate vicinity of Otranto

Vacation home in the immediate vicinity of Otranto
Otranto
9.2 out of 10, Wonderful, (19)
"We had a great stay "
France
myriam m.
The price is AU$276
includes taxes & fees
28 Dec - 29 Dec
Vacation home in the immediate vicinity of Otranto

Blue House

Blue House
Castro
10.0 out of 10, Exceptional, (30)
"Wonderful apartment with stunning seaview and the cosiest outdoor areas, for cooking and relaxing. Walking distance to the sea and the city. The host Tommaso was the best - and super helpful with everything. We are definitely coming back!"
Denmark
Oscar L.
Blue House

Casa Stella Marina

Casa Stella Marina
Castro
9.8 out of 10, Exceptional, (59)
"Hab the most relaxing time. Host were very much trying to explain everything to us and let us check in and out very flexible. "
Germany
Maike S.
Casa Stella Marina
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top San Cassiano Hotel Reviews

Find out more about San Cassiano

Everything you need to know about San Cassiano holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the San Cassiano holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect San Cassiano holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

San Cassiano holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in San Cassiano. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A San Cassiano holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of San Cassiano holiday rentals we have selected for you start as low as AU$164 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on San Cassiano rentals

At Expedia, we put the best San Cassiano holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top San Cassiano rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream San Cassiano holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around San Cassiano. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in San Cassiano?

Yes, there are holiday rentals close to the most popular sights in San Cassiano, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that San Cassiano has to offer?

Agriturismo La Natura: This holiday home rental outside of San Cassiano offers a furnished patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities such as a full-sized fridge and a stovetop can make your holiday run smoothly.

How many holiday rentals are there in San Cassiano?

With 4 Expedia holiday rentals, you're guaranteed to find just the right place for your San Cassiano stay.

What can I see and do in San Cassiano?

While exploring the area, visit family-friendly sights like Giardini del Sole, or get outside and enjoy nature at Zinzulusa Cave. Castro Marina and Cala dell'Acquaviva are a couple of places you'll find in the wider area.

What are holiday rentals like in San Cassiano?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in San Cassiano. Holiday rentals feature extras such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about cleanliness, a holiday rental can provide a sense of security away from public hotel lifts and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for small groups.