Holiday Rentals San Simone from Rp7.490.484: Find Short-Term Rentals & Holiday Accommodations

Q: What are some of the best holiday rentals that San Simone has to offer?

Kalinifta Rooms Apartment : This holiday home rental outside of San Simone is located on the waterfront, and has a private balcony, a rooftop terrace and a BBQ to put you at ease in your new surroundings. Kitchen amenities such as a fridge and kitchenware can make your holiday run smoothly. You and your friends and family can relax into your holiday with amenities such as a garden.

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Our top choices for San Simone holiday rentals

Townhouse in Gallipoli Historic Center

Lars Goran

Luxury Apartment, 2 Bedrooms, Terrace (Trifoglio) | Terrace/patio

Residence in Sannicola

Luca

Rp4.657.851 total

includes taxes & fees

30 Dec - 31 Dec

Outdoor pool, pool umbrellas, pool loungers

Townhouse in Santa Cesarea Terme

Anonymous traveller

Suite | Minibar, in-room safe, desk, soundproofing

Townhouse in Gallipoli Historic Center

"La réception se trouve à 10min a pied de l hôtel Nous avons pas été prévenu à l’avance. Le logement est sombre, donne sur une mini cour intérieure/terrasse partagée avec un autre logement et où sont entreposés un ancien meuble de salle de bain et une échelle. Il y avait même une vielle assiette en plastique. Pour finir, la montée de escalier est très penture et étroite, pas du tout pratique avec des valises Autrement la chambre est correcte"

Florian

Rp1.295.052 total

includes taxes & fees

30 Dec - 31 Dec

Townhouse in Martano

Johann

Rp1.685.342 total

includes taxes & fees

2 Jan - 3 Jan 2026

Comfort House, 2 Bedrooms | Cots/infant beds, free WiFi, bed sheets

Apartment in Lecce

Rp3.637.113 total

includes taxes & fees

30 Dec - 31 Dec

Residence in Porto Cesareo

Brita

Rp14.901.966 total

includes taxes & fees

30 Dec - 31 Dec

Frette Italian sheets, premium bedding, down duvets, memory-foam beds

Townhouse in Palmariggi

Nathalie France

Rp5.730.161 total

includes taxes & fees

3 Jan - 4 Jan 2026

Townhouse in Centro Storico

Raffaella

Luxury Suite, Patio, Pool View | Front of property

Residence in Tuglie

"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,...

Nirwana

Rp5.294.534 total

includes taxes & fees

11 Jan - 12 Jan 2026

Townhouse in Ugento

Rp2.562.507 total

includes taxes & fees

30 Dec - 31 Dec

Apartment in Alessano

Rp3.252.413 total

includes taxes & fees

3 Jan - 4 Jan 2026

Aparthotel in Diso

"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."

Anonymous traveller

Rp3.548.087 total

includes taxes & fees

30 Dec - 31 Dec

Apartment in Salve

Rp2.169.852 total

includes taxes & fees

30 Dec - 31 Dec

Townhouse in Leverano

brigitte

Apartment in Lizzanello

Rp2.727.099 total

includes taxes & fees

12 Jan - 13 Jan 2026

Studio Suite, Multiple Beds (Right side) | In-room dining

Townhouse in Copertino

"the apartment was very clean, spacious, modern and comfortable. A kitchenette forms part of the apartment. Massimo the owner, was very friendly and helpful. The apartment is only a few minutes walk from the historical centre. The only downside that we were at the second floor and there is no lift. A big plus Massimo's father runs the shop next door to the apartments and he is there from very early in the morning till late in the evening. "

Paul

Rp1.153.128 total

includes taxes & fees

4 Jan - 5 Jan 2026

Condo in San Donato di Lecce

Rp1.360.159 total

includes taxes & fees

30 Dec - 31 Dec

Townhouse in Veglie

Apartment, 4 Bedrooms, Smoking, Balcony | Balcony

Apartment in Nardò

Rp1.975.476 total

includes taxes & fees

2 Jan - 3 Jan 2026

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Top San Simone Hotel Reviews

Best Western Plus Leone di Messapia Hotel & Conference

10/10 Excellent

"Clean room and quiet location. Property was very well maintained. Very helpful staff. "

Sangiorgio Resort & Spa

10/10 Excellent

"This is a lovely hotel for relaxing & enjoying peace & tranquility of Salento The rooms are spacious lovely & super comfy beds & well cleaned every day The restaurant has a daily menu & food is great quality, my wife is Vegan and the staff & Chef made dinners for her every night!! The staff are absolutely awesome! Nothing is too much trouble for them they really are fantastic & worked hard to make our stay perfect for us Valentina Daisy Maria Marianna & Ricardo Thank you all so much!! "

Le Dune Suite Hotel

10/10 Excellent

"Perfect location for an excellent beach - with great amenities. Excellent half board package delivered a great dining experience. Within a reasonable walking distance to the town centre and the restaurants/bars/shopping/sights there. The whole hotel team went to great lengths to look after us and no ask was too much. Highly recommended."

Masseria Corda di Lana

10/10 Excellent

"Masseria Corda Di Lana is an amazing holiday location, 15 minutes drive from Porto Cesareo and Torre Lipado both house great restaurants Lidos and beaches. The room itself was well furnished with lovely bathroom, the grounds and pool area are superb. The only two negatives are 1) WIFI is non existent in your rooom and around the pool, this makes it all the more pertinent as you hardly get 3G. Did complain about this daily but always told engineers working on it. I would also give the restaurant in the evening a miss, food and service was poor, my comments were passed on. The staff make this accommodation. From Gorgina (sorry for spelling) her breakfast duties. For Paola and Miriam for their receptionist skills and excellent knowledge and recommendations during our stay and lastly for Samuel for his knowledge enthusiasm and motivation. The staff here are the jewel. Please get WI-FI sorted for our return. Rm 113 Mr Ellis"

Find out more about San Simone

Search for holiday rentals in San Simone on Expedia.co.id! You can easily find your home rentals, villas, holiday apartments in San Simone using one of the methods below:

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Frequently asked questions

Can I find holiday rentals in San Simone?

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

Kalinifta Rooms Apartment: This holiday home rental outside of San Simone is located on the waterfront, and has a private balcony, a rooftop terrace and a BBQ to put you at ease in your new surroundings. Kitchen amenities such as a fridge and kitchenware can make your holiday run smoothly. You and your friends and family can relax into your holiday with amenities such as a garden.

What can I see and do in San Simone?

While exploring the area, visit family-friendly sights like Parco Acquatico Splash, or get outside and enjoy nature at Padula Bianca Beach. In the wider area, you’ll find Rivabella Beach and Lido Conchiglie Beach.

What are holiday rentals like in San Simone?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in San Simone. Holiday rentals offer amenities like WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about cleanliness, holiday rentals can offer a sense of privacy away from shared hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for a family trip or a small group gathering.

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Check prices for these dates

Our top choices for San Simone holiday rentals

Townhouse in Gallipoli Historic Center

Residence in Sannicola

Townhouse in Santa Cesarea Terme

Townhouse in Gallipoli Historic Center

Townhouse in Martano

Apartment in Lecce

Residence in Porto Cesareo

Townhouse in Palmariggi

Townhouse in Centro Storico

Residence in Tuglie

Townhouse in Ugento

Apartment in Alessano

Aparthotel in Diso

Apartment in Salve

Townhouse in Leverano

Apartment in Lizzanello

Townhouse in Copertino

Condo in San Donato di Lecce

Townhouse in Veglie

Apartment in Nardò

Top San Simone Hotel Reviews

Best Western Plus Leone di Messapia Hotel & Conference

Chiostro dei Domenicani

Sangiorgio Resort & Spa

Le Dune Suite Hotel

Masseria Corda di Lana

Masseria Corsano

Palazzo Presta

Masseria Stali, The Originals Relais

Dolmen Sport Resort

Find out more about San Simone

Frequently asked questions

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