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San Simone Holiday Rentals

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Check prices for these dates

In two weeks
26 June - 28 June
In two months
7 Aug - 9 Aug
In three months
4 Sept - 6 Sept
In four months
2 Oct - 4 Oct

Our top choices for San Simone holiday rentals

Restaurant

Masseria Li Foggi

Masseria Li Foggi
Gallipoli
9.6 out of 10, Exceptional, (14 reviews)
"Beautiful property Nice restaurant Good service Close to amazing beaches! "
United States
Tanya
The price is AU$381
includes taxes & fees
14 June - 15 June
Masseria Li Foggi
Seasonal outdoor pool, pool umbrellas, pool loungers

Casa Cardignan

Casa Cardignan
Diso
9.6 out of 10, Exceptional, (18 reviews)
"The host was very nice and helpful "
Canada
Susan
The price is AU$127
includes taxes & fees
29 June - 30 June
Casa Cardignan
Bar (on property)

Palazzo Circolone

Palazzo Circolone
Poggiardo
9.8 out of 10, Exceptional, (53 reviews)
"Great stay! Especiall thanks to Frencesca for all suggestions and support during our stay! "
United Kingdom
Alan
The price is AU$209
includes taxes & fees
29 June - 30 June
Palazzo Circolone
Interior

Masseria Carignani

Masseria Carignani
3.0 star property
Tuglie
9.4 out of 10, Exceptional, (6 reviews)
"The team, the breakfast, the setting and the room were all absolutely wonderful Highly recommend "
United Kingdom
giles
The price is AU$219
includes taxes & fees
29 June - 30 June
Masseria Carignani
Exterior

Villa Dune Luxury Roof Top Pool Wellness

Villa Dune Luxury Roof Top Pool Wellness
Gallipoli
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$439
includes taxes & fees
5 July - 6 July
Villa Dune Luxury Roof Top Pool Wellness
Terrace/patio

Villa Giovanna

Villa Giovanna
Racale
9.8 out of 10, Exceptional, (6 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$65
includes taxes & fees
14 June - 15 June
Villa Giovanna
Restaurant

Perla Saracena Luxury Suites

Perla Saracena Luxury Suites
Salve
10.0 out of 10, Exceptional, (1 review)
"Fantastic. Quiet, clean, modern."
Switzerland
PAUL
The price is AU$182
includes taxes & fees
23 June - 24 June
Perla Saracena Luxury Suites
Frette Italian sheets, premium bedding, down duvets, memory-foam beds

Masseria Corte degli Aromi

Masseria Corte degli Aromi
Palmariggi
9.8 out of 10, Exceptional, (12 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$530
includes taxes & fees
14 June - 15 June
Masseria Corte degli Aromi
Front of property

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 reviews)
"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 AU$527
includes taxes & fees
19 June - 20 June
La Collina di Montegrappa - Suites with Heated Private Pool - Suites with Shared Pool
View from property

Palazzo Mosco

Palazzo Mosco
4.0 star property
Gallipoli Historic Center
9.0 out of 10, Wonderful, (166 reviews)
"Fantastic, very service minded and professional staff. Great breakfast and fantastic rooms."
Sweden
Maria
The price is AU$291
includes taxes & fees
14 July - 15 July
Palazzo Mosco
Beach

Corte dei Fiori Acquaviva Apartments

Corte dei Fiori Acquaviva Apartments
Marittima
The price is AU$192
includes taxes & fees
9 July - 10 July
Corte dei Fiori Acquaviva Apartments
Exterior

DIMORA LE SITE

DIMORA LE SITE
Racale
10.0 out of 10, Exceptional, (3 reviews)
"Sehr schöne Unterkunft, toller persönlicher Empfang."
Germany
Jens
The price is AU$260
includes taxes & fees
14 June - 15 June
DIMORA LE SITE
Interior

LeVolte luxury apartment and pool

LeVolte luxury apartment and pool
Sternatia
10.0 out of 10, Exceptional, (1 review)
"It was just perfect holiday. Amazing villa with a private swimingpool. The breakfast with by the owner cooked cakes where amazing. "
Netherlands
Muhammed K.
The price is AU$416
includes taxes & fees
15 June - 16 June
LeVolte luxury apartment and pool
Seasonal outdoor pool

Relais Regina Rosanna

Relais Regina Rosanna
Gallipoli
9.0 out of 10, Wonderful, (9 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$181
includes taxes & fees
17 June - 18 June
Relais Regina Rosanna
Spa

Lanime _ Bed in Spa _

Lanime _ Bed in Spa _
Sogliano Cavour
10.0 out of 10, Exceptional, (2 reviews)
"Ci siamo trovati molto molto bene in questa location... Lanime è diventato uno dei ns luoghi del cuore, davvero... Gli host Luca e Fernando sono stati sempre gentili e disponibili per tutte le ns piccole richieste A presto"
Italy
Francesco G.
The price is AU$506
includes taxes & fees
15 June - 16 June
Lanime _ Bed in Spa _
Exterior

PALAZZO GARZIA - Dimora Storica

PALAZZO GARZIA - Dimora Storica
Centro Storico
The price is AU$215
includes taxes & fees
1 July - 2 July
PALAZZO GARZIA - Dimora Storica
Free daily buffet breakfast

Torre Vecchia Relais

Torre Vecchia Relais
Ugento
The price is AU$190
includes taxes & fees
25 June - 26 June
Torre Vecchia Relais
Deluxe Apartment, Patio | Terrace/patio

Villani Lubelli Apartments

Villani Lubelli Apartments
Cannole
The price is AU$412
includes taxes & fees
15 June - 16 June
Villani Lubelli Apartments
1 bedroom, minibar, in-room safe, desk

Hotiday Apartments Torre Lapillo

Hotiday Apartments Torre Lapillo
4.0 star property
Porto Cesareo
9.6 out of 10, Exceptional, (4 reviews)
"Camera moderna, pulita con vista meravigliosa sulla spiaggia. Host gentilissimo e colazione discreta ( mancanza salato). Rapporto qualità prezzo eccezionale. Consiglio. "
Italy
RAFFAELE
The price is AU$169
includes taxes & fees
14 June - 15 June
Hotiday Apartments Torre Lapillo
Double Room, Balcony, City View (Left side)

Royal House

Royal House
Copertino
9.2 out of 10, Wonderful, (12 reviews)
"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 AU$103
includes taxes & fees
20 June - 21 June
Royal House
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

Le Dune Suite Hotel

Le Dune Suite Hotel

10/10 Excellent
"Lovely quiet pool. Great access to the beach (28 euros for 2 beds and parasol) We booked the suite which was very spacious and comfortable although it’s a bit like room Austin Powers would like. Decorated in very dark colours and the huge round bed swallows you. Nice staff. Free bikes which are great as you are 30 minute walk from the centre and there’s not much around the hotel in the evening."
Gillian 5-night trip
Posted 14 hours ago
Le Dune Suite 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$65 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?

Casa Stella Marina: This holiday home rental outside of San Simone is located by the ocean, and has a balcony, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and kitchenware.

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.