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Casamassella Holiday Rentals

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Casamassella holiday rentals

A modern two-story house with a covered patio, large windows, and a well-maintained lawn.

1. ARIA D'ORIENTE

ARIA D'ORIENTE
Casamassella
The price is AU$117
includes taxes & fees
28 Oct - 29 Oct
ARIA D'ORIENTE
A room with a bed, two wicker chairs, and a balcony with a view of the sea.

2. Villa Raffaella

Villa Raffaella
4.0 star property
Santa Cesarea Terme
9.2 out of 10, Wonderful, (45 reviews)
"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$130
includes taxes & fees
6 Nov - 7 Nov
Villa Raffaella
A terrace with outdoor seating and a view of the sea.

3. Palazzo De Mori

Palazzo De Mori
Otranto Historic Centre
9.2 out of 10, Wonderful, (109 reviews)
"Fantastic stay! Clean rooms, beautiful views, and magnificent breakfast in a beautiful city! Would 100% stay again!"
Canada
Jaye
The price is AU$291
includes taxes & fees
24 Oct - 25 Oct
Palazzo De Mori
A swimming pool with a unique curved design and a tiled deck surrounding it.

4. Casa Cardignan

Casa Cardignan
Diso
9.6 out of 10, Exceptional, (20 reviews)
"Super stay !! We really enjoy our stay !!"
Canada
Brian
The price is AU$114
includes taxes & fees
25 Oct - 26 Oct
Casa Cardignan
A beach with clear water and a sandy shore.

5. Residence Altair-Serra Alimini 3

Residence Altair-Serra Alimini 3
Otranto
7.4 out of 10, Good, (3 reviews)
"Very clean room. Pool area great."
United Kingdom
Catherine Elizabeth
The price is AU$113
includes taxes & fees
30 Oct - 31 Oct
Residence Altair-Serra Alimini 3
A spacious bedroom with a large bed, a bathtub, and a high arched ceiling.

6. Masseria Corte degli Aromi

Masseria Corte degli Aromi
Palmariggi
9.2 out of 10, Wonderful, (15 reviews)
"This place is simply stunning, probable the best near Maglie, ultra comfortable, and the food is absolutely spectacular. "
United States
Maximilian
The price is AU$453
includes taxes & fees
8 Nov - 9 Nov
Masseria Corte degli Aromi
A narrow alleyway with a view of the sky through a small window, surrounded by old buildings with a rustic appearance.

7. PALAZZO VIGILARIUM - Boutique Rooms

PALAZZO VIGILARIUM - Boutique Rooms
Uggiano la Chiesa
9.6 out of 10, Exceptional, (5 reviews)
"This place is incredible, quiet and workers are amazing! Breakfast was very good! Room was so pretty so much space, modern! I highly recommend"
Canada
Karol-Ann
The price is AU$228
includes taxes & fees
28 Oct - 29 Oct
PALAZZO VIGILARIUM - Boutique Rooms
A coastal view with clear turquoise waters, rocky shoreline, and distant buildings.

8. Appartamenti Craulo

Appartamenti Craulo
Otranto
9.0 out of 10, Wonderful, (2 reviews)
"Was a fantastic apartment with very cold AC! Shower was nice and hot. Very close to town center and beach. "
United States
Vanessa
The price is AU$314
includes taxes & fees
24 Oct - 25 Oct
Appartamenti Craulo
A coastal view with a clear blue sea, a boat in the distance, and buildings on the shore.

9. Vacation home right next to Otranto

Vacation home right next to Otranto
Otranto
9.2 out of 10, Wonderful, (19 reviews)
"We had a great stay "
France
myriam m.
The price is AU$257
includes taxes & fees
24 Oct - 25 Oct
Vacation home right next to Otranto
A rooftop pool area with lounge chairs and umbrellas, surrounded by stone walls and greenery.

10. I Tre Bacili

I Tre Bacili
Spongano
8.0 out of 10, Very good, (3 reviews)
"This small boutique property is beautiful, well built and impeccably designed. It is so close to being the perfect high-end micro hotel it wants to be, that it is such a shame that it misses the mark. The hotel has no staff from noon to 4:30. You cannot arrive between those times and to make matters worse they will charge you if you arrive earlier and want to check in. This means that if you arrive anytime before 4:30pm you are screwed even if your room is ready. This is a problem because there...
Canada
Peter
The price is AU$229
includes taxes & fees
29 Oct - 30 Oct
I Tre Bacili
A bedroom with a bed, pillows, a nightstand, a hanging light fixture, and a window with curtains.

11. Villa Letizia Giulia

Villa Letizia Giulia
Otranto
The price is AU$246
includes taxes & fees
24 Oct - 25 Oct
Villa Letizia Giulia
A narrow courtyard with stone flooring, metal furniture, and potted plants.

12. Borgoterra

Borgoterra
Martano
9.2 out of 10, Wonderful, (43 reviews)
"For a few days of relaxing this hotel and spa is a good place. "
United States
Johann
The price is AU$96
includes taxes & fees
5 Nov - 6 Nov
Borgoterra
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a sunset sky.

13. HOLIDAY HOUSE AUGUSTO - MONOLOCALE STELLA MARINA

HOLIDAY HOUSE AUGUSTO - MONOLOCALE STELLA MARINA
Uggiano La Chiesa
9.4 out of 10, Exceptional, (3 reviews)
"De studio was klein, maar fijn. Voor 2 personen goed te doen, maar voor 4 zou ik niet aanraden. De buitenruimte was prachtig met een mooi zwembad en veel verschillende zitplekjes. De eigenaresse was heel erg behulpzaam en reageerde snel. "
Netherlands
Jorine v.
The price is AU$217
includes taxes & fees
1 Nov - 2 Nov
HOLIDAY HOUSE AUGUSTO - MONOLOCALE STELLA MARINA
A coastal landscape with a wooden boardwalk leading to a beach, clear skies, and distant buildings.

14. Holiday Apartment "Gaia" with Air Conditioning and Balcony

Holiday Apartment "Gaia" with Air Conditioning and Balcony
Otranto
10.0 out of 10, Exceptional, (1 review)
"Pros: Cordialita' del padrone di casa. Pulizia, ordine della casa. Spazi adeguati, posizione ottima Cons: Nulla"
Italy
Anonymous traveller
The price is AU$224
includes taxes & fees
30 Oct - 31 Oct
Holiday Apartment "Gaia" with Air Conditioning and Balcony
A coastal town with a marina, a historic fort, and a clear view of the sea.

15. Olimpia's Home in Otranto – Sea View, Wi-Fi & Air Conditioning

Olimpia's Home in Otranto – Sea View, Wi-Fi & Air Conditioning
Otranto
10.0 out of 10, Exceptional, (1 review)
"Pros: La vista al mar y fácil para estacionar auto en la puerta"
Spain
Anonymous traveller
The price is AU$344
includes taxes & fees
24 Oct - 25 Oct
Olimpia's Home in Otranto – Sea View, Wi-Fi & Air Conditioning
A building with outdoor seating, a stone wall, and a clear sky.

16. Apartment 'Stella' with Sea View, Wi-Fi and Air Conditioning

Apartment 'Stella' with Sea View, Wi-Fi and Air Conditioning
Otranto Historic Centre
10.0 out of 10, Exceptional, (1 review)
"We loved the host and the location and how spacious the apartment was! Giuseppe was very kind and helpful. "
United States
Olga G.
The price is AU$11,957
includes taxes & fees
20 Nov - 21 Nov
Apartment 'Stella' with Sea View, Wi-Fi and Air Conditioning
An ancient stone archway leading to a grassy area with a stone wall in the background.

17. Masseria Costarella

Masseria Costarella
Melendugno
10.0 out of 10, Exceptional, (1 review)
"The masseria is beautiful, peaceful, comfortable, clean, and safe but it's Antonio and Alessandra who make it absolutely special and memorable. Their hospitality, helpful suggestions on what to do and where to go, and delicious, private, and Salentina breakfast home made with fresh ingredients from their farm was truly unforgettable. I cannot recommend them enough."
United States
Roger
The price is AU$190
includes taxes & fees
1 Nov - 2 Nov
Masseria Costarella
An open door leading to a balcony with a table and chairs, a television on a stand, and a clock on the wall.

18. Casa Rossana Holiday Home in Otranto near the Beach with Garden and Open Terrace

Casa Rossana Holiday Home in Otranto near the Beach with Garden and Open Terrace
otranto
The price is AU$268
includes taxes & fees
24 Oct - 25 Oct
Casa Rossana Holiday Home in Otranto near the Beach with Garden and Open Terrace
A courtyard with stone flooring, a building with a stone facade, and a tree in the background.

19. Masseria Torre Sant'Andrea

Masseria Torre Sant'Andrea
Borgagne
The price is AU$117
includes taxes & fees
3 Nov - 4 Nov
Masseria Torre Sant'Andrea
A coastal town with a marina, a historic fort, and a clear view of the sea.

20. Bilo Galene: Ancient Soul & Modern Design 5min from the Sea

Bilo Galene: Ancient Soul & Modern Design 5min from the Sea
Otranto
The price is AU$282
includes taxes & fees
24 Oct - 25 Oct
Bilo Galene: Ancient Soul & Modern Design 5min from the Sea
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 Casamassella Hotel Reviews

Palazzo De Mori

Palazzo De Mori

10/10 Excellent
"Quaint small property with only 10 rooms. Very friendly staff that can help with requests. Cars cannot access the historic center streets, so plan accordingly with your luggage. Beautiful terrace to enjoy any time & nice breakfast offering."
Nazanin 2-night trip
Posted 2 days ago
Palazzo De Mori

Find out more about Casamassella

Everything you need to know about Casamassella 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 Casamassella 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 Casamassella holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Casamassella holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Casamassella. 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 Casamassella 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 Casamassella holiday rentals we have selected for you start as low as AU$113 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Casamassella rentals

At Expedia, we put the best Casamassella 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 Casamassella 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 Casamassella 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 Casamassella. 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 Casamassella?

Yes, there are holiday rentals close to the most popular sights in Casamassella, 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 Casamassella has to offer?

Tenuta Marrocco House: This holiday home rental outside of Casamassella offers a terrace and WiFi to help you feel comfortable in your new surroundings.

What’s there to see and do in Casamassella?

While exploring the area, visit family-friendly sights like Giardini del Sole, or get outside and enjoy nature at Porto Badisco Beach. Otranto Castle and Otranto Cathedral are a couple of places you'll find in the wider area.

What’s a holiday rental in Casamassella like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Casamassella. Holiday rentals feature amenities such as hot tubs, fire pits and patios so you'll have all the comforts of home. If you're concerned about cleanliness, holiday rentals can offer a sense of privacy away from public hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for families.