San Simone Vacation Rentals

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Our top choices for San Simone vacation rentals

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 CA $45
CA $409 total
includes taxes & fees
Jun 23 - Jun 24
La Collina di Montegrappa - Suites with Heated Private Pool - Suites with Shared Pool

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 CA $321
CA $356 total
includes taxes & fees
Jun 6 - Jun 7
Masseria Li Foggi

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 CA $118
CA $130 total
includes taxes & fees
Jun 2 - Jun 3
Casa Cardignan

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 CA $165
CA $187 total
includes taxes & fees
Jun 4 - Jun 5
Perla Saracena Luxury Suites

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 CA $50
CA $56 total
includes taxes & fees
Jun 8 - Jun 9
Villa Giovanna

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 CA $137
CA $154 total
includes taxes & fees
Jun 3 - Jun 4
Relais Regina Rosanna

Hotiday Gallipoli Lungomare

Hotiday Gallipoli Lungomare
Gallipoli
The price is CA $73
CA $83 total
includes taxes & fees
Jun 2 - Jun 3
Hotiday Gallipoli Lungomare

La Pineta

La Pineta
Lecce
10.0 out of 10, Exceptional, (1 review)
"L’hôte était très accueillant, l’expérience exceptionnelle. Sans doute la meilleure expérience de location que j’ai connue ! L’endroit est magnifique !"
France
Lydie
The price is CA $91
CA $108 total
includes taxes & fees
Jun 7 - Jun 8
La Pineta

Torre Vecchia Relais

Torre Vecchia Relais
Ugento
The price is CA $166
CA $186 total
includes taxes & fees
Jun 2 - Jun 3
Torre Vecchia Relais

Ventidimaregallipoli

Ventidimaregallipoli
Gallipoli
10.0 out of 10, Exceptional, (2 reviews)
"Magnifique chambre, grand patio et commodités, près du centre et des plages. Notre hôte Bruno était vraiment sympathique et facilement rejoignable. Nous avons eu un merveilleux séjour, je recommande cet endroit. "
Canada
Guylaine
The price is CA $117
CA $132 total
includes taxes & fees
Jun 3 - Jun 4
Ventidimaregallipoli

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 CA $92
CA $101 total
includes taxes & fees
Jun 8 - Jun 9
Royal House

La Lanterna

La Lanterna
Martano
10.0 out of 10, Exceptional, (2 reviews)
"Hotel in zona ottimale per il raggiungimento di tutte le località salentine sia dalla parte ionica che Adriatica. Molto pulito, camere spaziose e ben attrezzate, personale estremamente gentile ed accogliente."
Italy
PEDRINAZZI
The price is CA $89
CA $98 total
includes taxes & fees
Jun 2 - Jun 3
La Lanterna

PALAZZO GARZIA - Dimora Storica

PALAZZO GARZIA - Dimora Storica
Centro Storico
The price is CA $195
CA $214 total
includes taxes & fees
Jun 13 - Jun 14
PALAZZO GARZIA - Dimora Storica

Kalinifta Rooms Apartment

Kalinifta Rooms Apartment
Porto Cesareo
10.0 out of 10, Exceptional, (8 reviews)
"Amazing place and Kloe is the best…. everything was great including the breakfast in the AM they everything anyone could want!!"
United States
Filippa
The price is CA $189
CA $211 total
includes taxes & fees
Jun 16 - Jun 17
Kalinifta Rooms Apartment

Masseria Caliani

Masseria Caliani
Melendugno
9.4 out of 10, Exceptional, (3 reviews)
"An elegant villa in a beautiful mediterran garden. The owner is most kind host I recently met. The breakfast cost 8 eur per person for us. But what a treat! Definitely worth the money. "
United States
moodpedro
The price is CA $118
CA $135 total
includes taxes & fees
Jun 25 - Jun 26
Masseria Caliani

La Giara Resort

La Giara Resort
Ugento
10.0 out of 10, Exceptional, (4 reviews)
"Nice place to stay, great atmosphere, very friendly and helpful hosts"
United Kingdom
Mariia
The price is CA $107
CA $121 total
includes taxes & fees
Jun 2 - Jun 3
La Giara Resort

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 CA $128
CA $189 total
includes taxes & fees
Jun 8 - Jun 9
Elite Luxury Residence

Villa Ghetta Country House

Villa Ghetta Country House
Leverano
8.0 out of 10, Very good, (8 reviews)
"Très cher pour ce que c est"
France
brigitte
The price is CA $99
CA $109 total
includes taxes & fees
Jun 3 - Jun 4
Villa Ghetta Country House

Tenuta Cesarina

Tenuta Cesarina
Alessano
The price is CA $241
CA $265 total
includes taxes & fees
Jun 14 - Jun 15
Tenuta Cesarina

Domus Dejana

Domus Dejana
Gallipoli Historic Center
9.8 out of 10, Exceptional, (18 reviews)
"Best breakfast and place to have it on the rooftop "
Sweden
Lars Goran
The price is CA $97
CA $110 total
includes taxes & fees
Jun 4 - Jun 5
Domus Dejana
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with San Simone. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find vacation rentals in San Simone?

Yes, we have vacation rentals close to top local attractions in San Simone, or you can choose a more remote option if you'd like a relaxing place to stay.

What are some of the best vacation rentals that San Simone has to offer?

Casa Stella Marina: Visitors like this San Simone vacation home rental. It is located by the ocean and has a balcony, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a coffee maker.

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 larger area, you’ll find Rivabella Beach and Lido Conchiglie Beach.

What are vacation rentals like in San Simone?

Vacation rentals are privately owned properties you can reserve for a couple days or more in San Simone. Vacation rentals feature extras such as laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a sanitized environment, a vacation rental can provide a sense of seclusion away from shared hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for family trips.