San Simone Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Tonight
Dec 11 - Dec 12
Tomorrow
Dec 12 - Dec 13
This weekend
Dec 12 - Dec 14
Next weekend
Dec 19 - Dec 21

Our top choices for San Simone vacation rentals

Balcony
Domus Dejana

Townhouse in Gallipoli Historic Center

Domus Dejana
10.0 out of 10, Exceptional, (16)
"Best breakfast and place to have it on the rooftop "
Sweden
Lars Goran
Domus Dejana
Frette Italian sheets, premium bedding, down comforters
Masseria Corte degli Aromi

Townhouse in Palmariggi

Masseria Corte degli Aromi
9.8 out of 10, Exceptional, (11)
"Fantastic Masseria with excellent food"
Sweden
Nathalie France
$292 nightly
The price is $321
Dec 17 - Dec 18
Total with taxes and fees
Masseria Corte degli Aromi
Luxury Suite, Patio, Pool View | Front of property
La Collina di Montegrappa - Suites with Heated Private Pool - Suites with Shared Pool

Residence in Tuglie

La Collina di Montegrappa - Suites with Heated Private Pool - Suites with Shared Pool
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
$283 nightly
The price is $311
Jan 11 - Jan 12, 2026
Total with taxes and fees
La Collina di Montegrappa - Suites with Heated Private Pool - Suites with Shared Pool
Interior
Borgoterra

Townhouse in Martano

Borgoterra
9.0 out of 10, Wonderful, (39)
"For a few days of relaxing this hotel and spa is a good place. "
United States
Johann
$84 nightly
The price is $93
Jan 9 - Jan 10, 2026
Total with taxes and fees
Borgoterra
Fridge, microwave, oven, stovetop
THOUGHT OF THE SEA

Apartment in Taurisano

THOUGHT OF THE SEA
8.0 out of 10, Very Good, (1)
"Ottimo punto di partenza per girare tutto il Salento, e punto strategico per tutte le esigenze, c'è tutto vicino, mercato compreso, non il parcheggio, dove comunque è possibile trovare spazio poco più avanti a due minuti dall appartamento. Unico neo, la sveglia delle campane alla mattina presto, la chiesa è dietro la casa, ma dopo due giorni non ci fai più caso. Cosa molto positiva, Nell appartamento non manca proprio nulla, c'è di tutto! Se dovessero fare qualche piccolo intervento alla...
Italy
Nicola D.
$77 nightly
The price is $77
Dec 12 - Dec 13
Total with taxes and fees
THOUGHT OF THE SEA
Private kitchen
Mono P/P Aphrodite 13D

Apartment in Torre Mozza

Mono P/P Aphrodite 13D
10.0 out of 10, Exceptional, (1)
"Sono stato in un appartamento molto confortevole, dotato di tutti i comfort e situato vicino al mare. Per me che vado in bici, la posizione è davvero strategica: perfetta per raggiungere Santa Maria di Leuca e percorrere la splendida litoranea che porta a Otranto. Che dire… tutto perfetto: cibo, mare, location. Grazie di tutto!"
Italy
rosario f.
$77 nightly
The price is $79
Dec 12 - Dec 13
Total with taxes and fees
Mono P/P Aphrodite 13D
Outdoor pool, pool umbrellas, sun loungers
Panacea Residence

Townhouse in Santa Cesarea Terme

Panacea Residence
10.0 out of 10, Exceptional, (3)
"Super lieve mensen, spreken wel nauwelijks engels. Bio produkten, lekkere maaltijden, prachtige home made taarten"
Belgium
Anonymous traveler
Panacea Residence
Property grounds
Garden Studio near Gallipoli - by Stefy

Vacation Home in Taviano

Garden Studio near Gallipoli - by Stefy
10.0 out of 10, Exceptional, (1)
"Il monolocale di Stefania e Rudy è esattamente come viene presentato: pulito, ordinato e tenuto in modo ottimo. In più è equipaggiato di qualsiasi cosa e Stefania è sempre disponibile a consigliarvi e aiutarvi. Assolutamente consigliato, speriamo di tornarci presto anche noi."
Italy
Giulia M.
$70 nightly
The price is $70
Dec 17 - Dec 18
Total with taxes and fees
Garden Studio near Gallipoli - by Stefy
Outdoor dining
HOLIDAY HOUSE VICTORY

Vacation Home in Vignacastrisi

HOLIDAY HOUSE VICTORY
10.0 out of 10, Exceptional, (2)
"Ottima ospitalita la propietaria una persona gentile e precisa,la casa pulita e curata in ogni dettaglio completa di tutto, sicuramente ci ritorneremo molto volentieri"
Italy
Cosima S.
$91 nightly
The price is $91
Jan 2 - Jan 3, 2026
Total with taxes and fees
HOLIDAY HOUSE VICTORY
TV, fireplace, books
Old renovated millstone with jacuzzi

Vacation Home in Lequile

Old renovated millstone with jacuzzi
10.0 out of 10, Exceptional, (1)
"Très bel hébergement, bien équipé, spacieux et atypique. Hôtes très accueillants et arrangeants concernant l'heure d'arrivée, la place de parking est très pratique aussi. Merci "
France
Magali G.
$72 nightly
The price is $72
Dec 14 - Dec 15
Total with taxes and fees
Old renovated millstone with jacuzzi
Suite | Minibar, in-room safe, desk, soundproofing
Suite Porta Terra

Townhouse in Gallipoli Historic Center

Suite Porta Terra
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
$69 nightly
The price is $76
Dec 17 - Dec 18
Total with taxes and fees
Suite Porta Terra
Single Room, 1 Twin Bed | Minibar, in-room safe, iron/ironing board, free WiFi
Hotel L'Uomo e il Mare

Townhouse in Gallipoli

Hotel L'Uomo e il Mare
9.0 out of 10, Wonderful, (18)
"Great staff easy to find the hotel too"
Canada
david
Hotel L'Uomo e il Mare
Exterior detail
APARTMENT NEAR THE MOST 'BEAUTIFUL BEACHES OF SALENTO

Vacation Home in Acquarica del Capo

APARTMENT NEAR THE MOST 'BEAUTIFUL BEACHES OF SALENTO
8.0 out of 10, Very Good, (1)
"Alles zu unserer Zufriedenheit. Übergabe des Schlüssels so wie Empfang lief reibungslos ab. Die Wohnung ist sehr schön und groß. Optimal für Familien mit 2 Kinder . Die Wohnung liegt im Umkreis von ca.10Km von den schönsten Strände Salento entfernt.Mit Auto überall sehr gut erreichbar. Die Ortschaft ist klein und ruhig und bietet trotzallem was das Herz begehrt, Bars, Ristorante , Bäckerei, Supermarkt und Konditorei. Kleines Mango die Wohnung bietet keine eigene Waschmaschine , es gibt aber in...
Germany
Andrea F.
$149 nightly
The price is $149
Dec 12 - Dec 13
Total with taxes and fees
APARTMENT NEAR THE MOST 'BEAUTIFUL BEACHES OF SALENTO
Interior
Casa Rosa is located in the heart of Salento

Vacation Home in Sogliano Cavour

Casa Rosa is located in the heart of Salento
8.0 out of 10, Very Good, (2)
"ottima casa, buona posizione , proprietario molto cordiale ; ci tornerò senz' altro"
Italy
alberto a.
$79 nightly
The price is $79
Dec 12 - Dec 13
Total with taxes and fees
Casa Rosa is located in the heart of Salento
Smart TV
BAROQUE HOUSE VERNOLE

Apartment in Vernole

BAROQUE HOUSE VERNOLE
10.0 out of 10, Exceptional, (2)
"Un logement atypique et conforme à la présentation sur le site Abritel. Petit village tranquille proche de tout. Merci pour l accueil très chaleureux de guilia et la la familia"
France
Laurent P.
$85 nightly
The price is $85
Dec 12 - Dec 13
Total with taxes and fees
BAROQUE HOUSE VERNOLE
Beach nearby
COMFORTABLE VILLA FOR A RELAXING HOLIDAY A FEW KM FROM GALLIPOLI

Vacation Home in Taviano

COMFORTABLE VILLA FOR A RELAXING HOLIDAY A FEW KM FROM GALLIPOLI
9.6 out of 10, Exceptional, (7)
"La casa ben tenuta climatizzata nelle stanze da letto e comoda per una famiglia di quattro persone, il proprietario Sig. Virgilio gentile e disponibile. Forniture della cucina molto essenziali, forse da incrementare. Posizione ottimale per raggiungere tutte le più belle spiagge del Salento, supermercati raggiungibili in macchina in pochi minuti. Ci siamo trovati molto bene"
Italy
Andrea C.
$114 nightly
The price is $114
Dec 31 - Jan 1, 2026
Total with taxes and fees
COMFORTABLE VILLA FOR A RELAXING HOLIDAY A FEW KM FROM GALLIPOLI
Exterior
Villa Ghetta Country House

Townhouse in Leverano

Villa Ghetta Country House
8.0 out of 10, Very Good, (7)
"Très cher pour ce que c est"
France
brigitte
Villa Ghetta Country House
Studio Suite, Multiple Beds (Right side) | In-room dining
Royal House

Townhouse in Copertino

Royal House
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
$62 nightly
The price is $68
Dec 12 - Dec 13
Total with taxes and fees
Royal House
In-room safe, desk, free WiFi
LE DUE DIMORE

Townhouse in Collepasso

LE DUE DIMORE
$64 nightly
The price is $71
Dec 30 - Dec 31
Total with taxes and fees
LE DUE DIMORE
Food court
Relais Il Mignano

Townhouse in Centro Storico

Relais Il Mignano
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
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

Victoria Palace Hotel & Zen Wellness

Victoria Palace Hotel & Zen Wellness

10/10 Excellent
"Very nice hotel and friendly staff. "
Veljko 1-night trip
Posted 12 days ago
Victoria Palace Hotel & Zen Wellness

Find out more about San Simone

Everything you need to know about San Simone vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the San Simone vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

San Simone vacation 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 low season months. For more hustle and bustle, you may prefer to visit San Simone in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $879 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on San Simone rentals

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

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.

Explore a world of travel with Expedia

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?

Kalinifta Rooms Apartment: You might want to consider this vacation home rental near San Simone, which is located on the waterfront and has a private balcony, a rooftop terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities like a fridge and kitchenware can make your vacation run smoothly. You and your friends and family can relax into your vacation with amenities like 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 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.