Holiday Rentals in Casamassella

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Our top choices for Casamassella holiday rentals

Borgoterra

Borgoterra
Martano
9.0 out of 10, Wonderful, (39)
"For a few days of relaxing this hotel and spa is a good place. "
United States
Johann
The price is €86
includes taxes & fees
28 Dec - 29 Dec
Borgoterra

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 €269
includes taxes & fees
11 Jan - 12 Jan 2026
La Collina di Montegrappa - Suites with Heated Private Pool - Suites with Shared Pool

Masseria Corte degli Aromi

Masseria Corte degli Aromi
Palmariggi
9.8 out of 10, Exceptional, (11)
"Fantastic Masseria with excellent food"
Sweden
Nathalie France
The price is €291
includes taxes & fees
1 Jan - 2 Jan 2026
Masseria Corte degli Aromi

Residence Borgo Antico

Residence Borgo Antico
Diso
7.2 out of 10, Good, (5)
"Il nostro soggiorno è stato eccezionale, la posizione è perfetta per esplorare il Salento.L'appartamento era spazioso, arieggiato e super confortevole. Il letto comodissimo e la connessione wi-fi in camere veloce e affidabile. Il relax all'interno del Borgo è assicurato. Inoltre abbiamo usufruito gratuitamente delle biciclette e abbiamo fatto passeggiate immersi tra ulivi secolari e muretti a secco. Bellissimo e rilassante. Ci torneremo e lo consigliamo vivamente."
Italy
Anonymous traveller
The price is €180
includes taxes & fees
9 Jan - 10 Jan 2026
Residence Borgo Antico

PALAZZO VIGILARIUM - Boutique Rooms

PALAZZO VIGILARIUM - Boutique Rooms
Uggiano la Chiesa
10.0 out of 10, Exceptional, (2)
"Una chicca nel cuore di Uggiano! A pochi minuti di distanza da Otranto e la spiaggia di Porto Badisco. La struttura è stata ristrutturata con gusto e con un’attenzione particolare al suo valore storico. Colazione super! Personale attento, gentile e disponibile. Consigliatissimo "
Italy
Veronica
The price is €150
includes taxes & fees
28 Dec - 29 Dec
PALAZZO VIGILARIUM - Boutique Rooms

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 €105
includes taxes & fees
6 Jan - 7 Jan 2026
Villa Raffaella

Appartamenti Craulo

Appartamenti Craulo
Otranto
10.0 out of 10, Exceptional, (1)
"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 €256
includes taxes & fees
10 Jan - 11 Jan 2026
Appartamenti Craulo

Apartment in old Building

Apartment in old Building
Santa Cesarea Terme
10.0 out of 10, Exceptional, (1)
"Accueil attentionné. Excellent petit déjeuner. L'appartement était parfait et le personnel était très attentionné."
Canada
Mireille
The price is €163
includes taxes & fees
28 Dec - 29 Dec
Apartment in old Building

Panacea Residence

Panacea Residence
Santa Cesarea Terme
10.0 out of 10, Exceptional, (3)
"Super lieve mensen, spreken wel nauwelijks engels. Bio produkten, lekkere maaltijden, prachtige home made taarten"
Belgium
Anonymous traveller
Panacea Residence

Le Terrazze

Le Terrazze
Otranto
7.4 out of 10, Good, (3)
"One word describes Le Terrazze......AMAZING Felt like home. So beautiful "
United Kingdom
Deb
The price is €168
includes taxes & fees
4 Jan - 5 Jan 2026
Le Terrazze

Tenuta Cesarina

Tenuta Cesarina
Alessano
The price is €165
includes taxes & fees
30 Dec - 31 Dec
Tenuta Cesarina

Villa dei Bruno

Villa dei Bruno
San Donato di Lecce
The price is €69
includes taxes & fees
7 Jan - 8 Jan 2026
Villa dei Bruno

Villa Augusta

Villa Augusta
Melendugno
The price is €330
includes taxes & fees
3 Jan - 4 Jan 2026
Villa Augusta

Villa Valletta 1 & 2

Villa Valletta 1 & 2
Santa Cesarea Terme
The price is €206
includes taxes & fees
8 Jan - 9 Jan 2026
Villa Valletta 1 & 2

LE DUE DIMORE

LE DUE DIMORE
Collepasso
The price is €68
includes taxes & fees
3 Jan - 4 Jan 2026
LE DUE DIMORE

AgriCampeggio Darwin

AgriCampeggio Darwin
Otranto
The price is €54
includes taxes & fees
10 Jan - 11 Jan 2026
AgriCampeggio Darwin

Dimore Arcudi

Dimore Arcudi
Galatina Historic Centre
The price is €93
includes taxes & fees
29 Dec - 30 Dec
Dimore Arcudi

Kefera's House Otranto

Kefera's House Otranto
Otranto
The price is €716
includes taxes & fees
28 Dec - 29 Dec
Kefera's House Otranto

Welcomely - Celi Blu Apartments

Welcomely - Celi Blu Apartments
Lizzanello
The price is €138
includes taxes & fees
27 Jan - 28 Jan 2026
Welcomely - Celi Blu Apartments

Residence Luxora

Residence Luxora
Melendugno
6.0 out of 10, (1)
The price is €80
includes taxes & fees
28 Dec - 29 Dec
Residence Luxora
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

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, apart-hotels, 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 favorite 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 depends 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 €105 per night. Entering your travel dates in the search wizard you might find 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?

Agriturismo La Natura: This holiday home rental outside of Casamassella 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.

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.