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Our top choices for San Simone holiday rentals

Hotel L'Uomo e il Mare

Hotel L'Uomo e il Mare
Gallipoli
9.0 out of 10, Wonderful, (18)
"Great staff easy to find the hotel too"
Canada
david
Hotel L'Uomo e il Mare

Royal House

Royal House
Copertino
9.4 out of 10, Exceptional, (11)
"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. "
Ireland
Paul
The price is ฿1,947
฿2,142 total
includes taxes & fees
6 Jan - 7 Jan 2026
Royal House

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 ฿1,618
฿9,835 total
includes taxes & fees
15 Jan - 16 Jan 2026
La Collina di Montegrappa - Suites with Heated Private Pool - Suites with Shared Pool

Relais Il Mignano

Relais Il Mignano
Centro Storico
8.4 out of 10, Very good, (28)
"È stato meraviglioso soggiornare da voi❣️ Tutto bellissimo, pulitissimo ed elegante 😍 la colazione ricca e deliziosa......le torte di Luana insuperabili💞"
Italy
Raffaella
Relais Il Mignano

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 ฿2,846
฿3,131 total
includes taxes & fees
28 Dec - 29 Dec
Borgoterra

Villa Ghetta Country House

Villa Ghetta Country House
Leverano
8.0 out of 10, Very good, (7)
"Très cher pour ce que c est"
France
brigitte
Villa Ghetta Country House

Domus Dejana

Domus Dejana
Gallipoli Historic Center
10.0 out of 10, Exceptional, (16)
"Best breakfast and place to have it on the rooftop "
Sweden
Lars Goran
Domus Dejana

Suite Porta Terra

Suite Porta Terra
Gallipoli Historic Center
6.8 out of 10, (8)
"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"
France
Florian
The price is ฿2,187
฿2,406 total
includes taxes & fees
27 Dec - 28 Dec
Suite Porta Terra

B&B CENTRALE

B&B CENTRALE
Gallipoli
6.0 out of 10, (1)
"Hôtel "
France
clement
The price is ฿1,664
฿1,831 total
includes taxes & fees
7 Jan - 8 Jan 2026
B&B CENTRALE

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 ฿9,677
฿10,644 total
includes taxes & fees
28 Dec - 29 Dec
Masseria Corte degli Aromi

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

2133 Maresidence - Camere Matrimoniali

2133 Maresidence - Camere Matrimoniali
Salve
The price is ฿2,999
฿4,031 total
includes taxes & fees
25 Dec - 26 Dec
2133 Maresidence - Camere Matrimoniali

Torre Vecchia Relais

Torre Vecchia Relais
Ugento
The price is ฿4,346
฿4,781 total
includes taxes & fees
24 Dec - 25 Dec
Torre Vecchia Relais
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 Simone Hotel Reviews

Find out more about San Simone

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

  • View our selection of featured holiday rentals in San Simone
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  • Enter your travel dates to view the best deals on holiday rentals in San Simone while they last

Look no further and take a look at our great range of rental properties in San Simone!

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.