Default HTG hotel image

San Simone Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for San Simone vacation rentals

Corte dei Fiori Acquaviva Apartments

Corte dei Fiori Acquaviva Apartments
Marittima
The price is CA $142
CA $156 total
includes taxes & fees
Jul 15 - Jul 16
Corte dei Fiori Acquaviva Apartments

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 CA $204
CA $230 total
includes taxes & fees
Jul 16 - Jul 17
Masseria Carignani

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 CA $554
CA $609 total
includes taxes & fees
Jul 22 - Jul 23
Masseria Corte degli Aromi

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 $120
CA $132 total
includes taxes & fees
Jul 15 - Jul 16
Casa Cardignan

Palazzo Mosco

Palazzo Mosco
4.0 star property
Gallipoli Historic Center
9.0 out of 10, Wonderful, (167 reviews)
"Fantastic, very service minded and professional staff. Great breakfast and fantastic rooms."
Sweden
Maria
The price is CA $178
CA $204 total
includes taxes & fees
Jul 19 - Jul 20
Palazzo Mosco

Hotiday Apartments Torre Lapillo

Hotiday Apartments Torre Lapillo
4.0 star property
Porto Cesareo
9.4 out of 10, Exceptional, (6 reviews)
"The place was clean, and the ocean view from the balcony was beautiful. It’s a calm town, and the restaurant is just a five-minute walk away. Everyone is friendly, and the food is amazing. It’s way better than other places nearby, and the price is great. The amazing view makes it a must-visit. I’ll definitely go back and strongly recommend it."
Canada
Christian
The price is CA $321
CA $363 total
includes taxes & fees
Jul 30 - Jul 31
Hotiday Apartments Torre Lapillo

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 $79
CA $448 total
includes taxes & fees
Jul 31 - Aug 1
La Collina di Montegrappa - Suites with Heated Private Pool - Suites with Shared Pool

Trullo 'La Luz' with Private Terrace, Wi-Fi and Air Conditioning

Trullo 'La Luz' with Private Terrace, Wi-Fi and Air Conditioning
Racale
The price is CA $464
CA $514 total
includes taxes & fees
Jul 19 - Jul 20
Trullo 'La Luz' with Private Terrace, Wi-Fi and Air Conditioning

L'Arcav Dimora Storica San Domenico

L'Arcav Dimora Storica San Domenico
Cavallino
10.0 out of 10, Exceptional, (1 review)
"Ficamos nesta casa hospedados por 5 noites. Passamos dias e noites muito tranquilos e agradáveis. A localização é estratégica para quem deseja visitar as praias tanto do mar Adriatico como do Jônico. A cidade é pequena, muito tranquila e segura. Muito perto de Lecce. Cama e roupas de cama confortáveis, boa cozinha para preparar suas refeições, linda decoração. Estacionamento sem pagar na porta da casa. O destaque fica para Anna, nossa anfitriã. Anna foi muito mais do que imaginamos....
Brazil
Miriam
The price is CA $194
CA $213 total
includes taxes & fees
Jul 19 - Jul 20
L'Arcav Dimora Storica San Domenico

Masseria Li Foggi

Masseria Li Foggi
Gallipoli
9.6 out of 10, Exceptional, (15 reviews)
"Beautiful property Nice restaurant Good service Close to amazing beaches! "
United States
Tanya
The price is CA $360
CA $399 total
includes taxes & fees
Jul 19 - Jul 20
Masseria Li Foggi

Torre Vecchia Relais

Torre Vecchia Relais
Ugento
The price is CA $183
CA $204 total
includes taxes & fees
Jul 19 - Jul 20
Torre Vecchia Relais

Room 'Residenze Uliveto - Residenza 8' with Shared Pool, Private Terrace and Air Conditioning

Room 'Residenze Uliveto - Residenza 8' with Shared Pool, Private Terrace and Air Conditioning
Nardò
The price is CA $232
CA $316 total
includes taxes & fees
Jul 15 - Jul 16
Room 'Residenze Uliveto - Residenza 8' with Shared Pool, Private Terrace and Air Conditioning

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 $94
CA $111 total
includes taxes & fees
Jul 17 - Jul 18
La Pineta

Emblem apartment with terrace near the sea Gallipoli Mancaversa in Salento

Emblem apartment with terrace near the sea Gallipoli Mancaversa in Salento
Marina di Mancaversa-giannelli
9.4 out of 10, Exceptional, (34 reviews)
"We arrived at the house and Massimo showed us the apartment that we were to stay in. At first it looked big enough but after a day we realised that it only had a bedroom and ensuite bathroom with a kitchen leading out onto a yard that had table and chairs, washing machine and a shower area. We realised we had no windows, only the light coming in from the glass windows on the doors. Apart from that the fixtures and fittings were ok. What we didn't know and did not find out until we arrived was...
United Kingdom
harry w.
The price is CA $127
CA $271 total
includes taxes & fees
Jul 15 - Jul 16
Emblem apartment with terrace near the sea Gallipoli Mancaversa in Salento

Villa il Panorama sullo Ionio

Villa il Panorama sullo Ionio
Tuglie
The price is CA $445
CA $494 total
includes taxes & fees
Jul 15 - Jul 16
Villa il Panorama sullo Ionio

Equinox house

Equinox house
Tuglie
The price is CA $38
CA $140 total
includes taxes & fees
Jul 28 - Jul 29
Equinox house

Coral Room – Double Bed

Coral Room – Double Bed
Leverano
The price is CA $203
CA $208 total
includes taxes & fees
Jul 27 - Jul 28
Coral Room – Double Bed

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 CA $435
CA $494 total
includes taxes & fees
Jul 19 - Jul 20
Lanime _ Bed in Spa _

Apartment 'Residenze Uliveto - Residenza 10' Private Terrace and Air Conditioning

Apartment 'Residenze Uliveto - Residenza 10' Private Terrace and Air Conditioning
Nardò
The price is CA $290
CA $374 total
includes taxes & fees
Jul 15 - Jul 16
Apartment 'Residenze Uliveto - Residenza 10' Private Terrace and Air Conditioning

Tenuta Cesarina

Tenuta Cesarina
Alessano
The price is CA $235
CA $259 total
includes taxes & fees
Jul 20 - Jul 21
Tenuta Cesarina
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.
Save an average of 15% on thousands of hotels when you're signed in

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: You might want to consider this vacation home rental near San Simone, which 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 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 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.