Default HTG hotel image

San Simone Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for San Simone holiday rentals

Front of property

1. 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, (3 reviews)
"Had a great stay!!"
United Kingdom
Sophie
The price is AU$392
includes taxes & fees
16 Sept - 17 Sept
La Collina di Montegrappa - Suites with Heated Private Pool - Suites with Shared Pool
Terrace/patio

2. Equinox house

Equinox house
Tuglie
10.0 out of 10, Exceptional, (1 review)
"Super séjour... très belle terrasse... logement calme et très jolie village... merci"
France
Nadège
The price is AU$135
includes taxes & fees
13 Sept - 14 Sept
Equinox house
Restaurant

3. Masseria Li Foggi

Masseria Li Foggi
Gallipoli
9.8 out of 10, Exceptional, (18 reviews)
"Beautiful property Nice restaurant Good service Close to amazing beaches! "
United States
Tanya
The price is AU$273
includes taxes & fees
7 Oct - 8 Oct
Masseria Li Foggi
Pool

4. Relais Regina Rosanna

Relais Regina Rosanna
Gallipoli
9.2 out of 10, Wonderful, (16 reviews)
"Insgesamt eine tolle moderne Unterkunft und freundliches Personal. Mit dem Auto sehr nah an der Stadt gelegen. Leider wurden bei unserem Aufenthalt von vier Tagen kein Mal die Handtücher gewechselt, außerdem gab es keine Handtücher für den Pool oder die Außendusche (lediglich 6 Stück für die gesamte Unterkunft) und die normalen durften für den Pool nicht genutzt werden. Das Frühstück war gut, es hätte aber etwas abwechslungsreicher sein können. Ich hätte mich außerdem gefreut, wenn das Personal...
Germany
Lilian
The price is AU$172
includes taxes & fees
27 Sept - 28 Sept
Relais Regina Rosanna
Double Room, Patio, Sea View (Raffica camera 2)

5. Ventidimaregallipoli

Ventidimaregallipoli
Lido San Giovanni
10.0 out of 10, Exceptional, (3 reviews)
"Incrível....boa localização ...Apartamento ótimo....anfitrião excelente."
Brazil
Maria
The price is AU$147
includes taxes & fees
14 Sept - 15 Sept
Ventidimaregallipoli
Suite

6. LE DUE DIMORE

LE DUE DIMORE
Collepasso
The price is AU$97
includes taxes & fees
4 Oct - 5 Oct
LE DUE DIMORE
Terrace/patio

7. Domus Dejana

Domus Dejana
Gallipoli Historic Center
9.8 out of 10, Exceptional, (20 reviews)
"Wordeful location and experience"
United States
Alberto
The price is AU$109
includes taxes & fees
2 Oct - 3 Oct
Domus Dejana
Economy Room

8. Bòmera Rooms

Bòmera Rooms
Lido San Giovanni
8.8 out of 10, Excellent, (5 reviews)
"Great price for value "
United States
Marika
The price is AU$89
includes taxes & fees
28 Sept - 29 Sept
Bòmera Rooms
Front of property

9. B&B CENTRALE

B&B CENTRALE
Lido San Giovanni
8.0 out of 10, Very good, (2 reviews)
"Bien situé a 2 pas du centre historique, très propre et personnel sur place dans le bar d à côté. Le petit déjeuner au choix au bar"
Belgium
Felice
The price is AU$84
includes taxes & fees
1 Oct - 2 Oct
B&B CENTRALE
View from property

10. Palazzo Mosco

Palazzo Mosco
4.0 star property
Gallipoli Historic Center
9.0 out of 10, Wonderful, (175 reviews)
"I loved this property…they had to switch us to a neighbouring sister property which we loved. Clean, comfy beds, attentive staff, great dip pool, quiet and convenient location in the heart of Gallipoli. Antonio was fabulous and helpful. I absolutely would stay here if I return to Gallipoli and I am looking forward to staying any other property they have."
Canada
Deanna
The price is AU$221
includes taxes & fees
13 Sept - 14 Sept
Palazzo Mosco
Terrace/patio

11. Villa Giovanna

Villa Giovanna
Racale
9.8 out of 10, Exceptional, (8 reviews)
"Personnel super sympathique. Bon acceuil. Vu la basse saison et la faible occupation nous avons été upgradé dans une chambre avec terrasse et au calme. Petit dejeuner copieux et varié. Fruits, sucré et salé au choix et en quantité. Top petit séjour de 2 nuits en couple. Petit bémol, les chambres sont vraiment pas grandes...."
Belgium
DOMINIQUE
The price is AU$51
includes taxes & fees
20 Sept - 21 Sept
Villa Giovanna
Interior

12. Trullo Raeda

Trullo Raeda
Nardò
8.8 out of 10, Excellent, (3 reviews)
"Zu Zweit hatten wir hier eine sehr schöne Zeit. Wir haben viel genutzt (Whirlpool, Pool, Karmin, Küche). Die Küche ist sehr gut ausgestattet und für einen Trullo groß, was uns wichtig war. Insgesamt würden wir das Objekt jedoch auch nur für 2 Personen empfehlen, da das Bad nur vom Schlafzimmer aus, erreichbar ist und die Tür sehr laut ist. Auch ist der Geruch im Badezimmer durchaus ein Problem. Wenn weitere Personen hinzukämen, würden diese auf Klappsofas in der Küche oder im Anbau schlafen,...
Germany
Ralf B.
Trullo Raeda
Studio, Balcony

13. Hotiday Gallipoli Lungomare

Hotiday Gallipoli Lungomare
Lido San Giovanni
5.6 out of 10, (4 reviews)
"It’s on a construction site a bit of from everything else. In bad shape."
Sweden
Emma Sofia
The price is AU$65
includes taxes & fees
13 Sept - 14 Sept
Hotiday Gallipoli Lungomare
Interior entrance

14. B&B Dimora San Vincenzo

B&B Dimora San Vincenzo
Gallipoli Historic Center
8.8 out of 10, Excellent, (54 reviews)
"This B&B is located in the very heart of historical center of Gallipoli and within a walking distance to everything important. It has no lift but a lot of stairs. The breakfast was served on the roof terrace. The property is not reachable by car (you will need to walk with your luggage at least 150 metres) and has NO parking, even though the property info on hotels.com says that "it is available". We ended up parking 1km away from this place. "
United Kingdom
Erich
The price is AU$109
includes taxes & fees
25 Sept - 26 Sept
B&B Dimora San Vincenzo
Exterior

15. Villa Dune Luxury Roof Top Pool Wellness

Villa Dune Luxury Roof Top Pool Wellness
Bai Verde
10.0 out of 10, Exceptional, (6 reviews)
"We had a fabulous stay! Such a lovely family run boutique hotel. Very clean and lovely roof top terrace. "
United Kingdom
cathy
The price is AU$335
includes taxes & fees
28 Sept - 29 Sept
Villa Dune Luxury Roof Top Pool Wellness
Property amenity

16. Tramonti Residence

Tramonti Residence
Nardò
6.8 out of 10, (3 reviews)
"The view and the swimming pool are spectacular. The room and hotel is dated. They have older appliances and fixtures in the room. There was scaffolding around the hotel and the landscaping was in need of attention. No wifi other than at the lobby which also has limited hours."
Ireland
Katrina
The price is AU$61
includes taxes & fees
26 Sept - 27 Sept
Tramonti Residence
Exterior

17. DIMORA LE SITE

DIMORA LE SITE
Racale
10.0 out of 10, Exceptional, (4 reviews)
"This place is amazing the best place we have stayed on this European trip. Luana was amazing and so were the other staff. They even had fresh biscotti for us. The attention to detail in relation to the lighting, linen, bedding was luxurious. Highly recommend and we will be back"
Australia
Mick
The price is AU$157
includes taxes & fees
12 Sept - 13 Sept
DIMORA LE SITE
Restaurant

18. Relais Il Mignano

Relais Il Mignano
Centro Storico
8.4 out of 10, Very good, (31 reviews)
"Ottima location, personale qualificato "
United States
Pasquale
The price is AU$163
includes taxes & fees
12 Sept - 13 Sept
Relais Il Mignano
Exterior

19. Elite Luxury Residence

Elite Luxury Residence
Racale
10.0 out of 10, Exceptional, (5 reviews)
"Ho alloggiato su questo appartamento una settimana devo dire che è la prima volta che vado in vacanza e non devo mettermi a pulire , trovato tutto in ordine pulito cucina dotato di tutto il necessario compreso di detersivo disinfettante tutte piccole cose che fanno la differenza.Posto tranquillo vicino a supermercati distanza dal mare circa 400 m non c’è sabbia ma scogliera vicino anche a spiagge molte belle . Piscina in comune agli altri appartamenti bella e comoda se non si vuole stare tutto...
Italy
florina
The price is AU$190
includes taxes & fees
1 Oct - 2 Oct
Elite Luxury Residence
Pool

20. TENUTA TERENZANO

TENUTA TERENZANO
Torre San Giovanni
The price is AU$233
includes taxes & fees
20 Sept - 21 Sept
TENUTA TERENZANO
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top San Simone Hotel Reviews

Torre Assunta Hotel

Torre Assunta Hotel

10/10 Excellent
"Nice hotel, good breakfast and dinner (paid separatelly), comfortable room and bed, nice staff."
Alessandro 2-night trip
Posted 2 days ago
Torre Assunta Hotel

Find out more about San Simone

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

San Simone holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in San Simone. 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 Simone 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 Simone holiday rentals we have selected for you start as low as AU$51 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on San Simone rentals

At Expedia, we put the best San Simone 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 Simone 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 Simone 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 Simone. 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

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 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.