San Simone Vacation Rentals

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Check prices for these dates

In two weeks
Jan 16 - Jan 18
In two months
Feb 27 - Mar 1
In three months
Mar 27 - Mar 29
In four months
Apr 24 - Apr 26

Our top choices for San Simone vacation rentals

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
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
$85 nightly
The price is $94
Jan 5 - Jan 6
Total with taxes and fees
Borgoterra
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
$284 nightly
The price is $312
Jan 11 - Jan 12
Total with taxes and fees
La Collina di Montegrappa - Suites with Heated Private Pool - Suites with Shared Pool
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
$294 nightly
The price is $324
Jan 12 - Jan 13
Total with taxes and fees
Masseria Corte degli Aromi
Food court
Relais Il Mignano

Townhouse in Centro Storico

Relais Il Mignano
8.4 out of 10, Very Good, (29)
"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
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
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
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
$64 nightly
The price is $71
Jan 17 - Jan 18
Total with taxes and fees
Suite Porta Terra
Triple Room, Sea View | Free WiFi
B&B CENTRALE

Townhouse in Gallipoli

B&B CENTRALE
6.0 out of 10, (1)
"Hôtel "
France
clement
$53 nightly
The price is $59
Jan 7 - Jan 8
Total with taxes and fees
B&B CENTRALE
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 $69
Jan 10 - Jan 11
Total with taxes and fees
Royal House
On the beach, white sand, beach umbrellas, beach towels
Villa Sea Front

Villa in Torre Pali

Villa Sea Front
$307 nightly
The price is $338
Jan 22 - Jan 23
Total with taxes and fees
Villa Sea Front
In-room safe, desk, free WiFi
LE DUE DIMORE

Townhouse in Collepasso

LE DUE DIMORE
$65 nightly
The price is $72
Jan 6 - Jan 7
Total with taxes and fees
LE DUE DIMORE
Seasonal outdoor pool, pool umbrellas
Villa dei Bruno

Condo in San Donato di Lecce

Villa dei Bruno
$70 nightly
The price is $78
Jan 6 - Jan 7
Total with taxes and fees
Villa dei Bruno
Front of property
Residence Borgo Antico

Aparthotel in Diso

Residence Borgo Antico
7.2 out of 10, Good, (5)
"Il nostro soggiorno è stato eccezionale, la posizione è perfetta per esplorare il Salento.L'appartamento era spazioso, arieggiato e super confortevole. Il letto comodissimo e la connessione wi-fi in camere veloce e affidabile. Il relax all'interno del Borgo è assicurato. Inoltre abbiamo usufruito gratuitamente delle biciclette e abbiamo fatto passeggiate immersi tra ulivi secolari e muretti a secco. Bellissimo e rilassante. Ci torneremo e lo consigliamo vivamente."
Italy
Anonymous traveler
$192 nightly
The price is $211
Jan 4 - Jan 5
Total with taxes and fees
Residence Borgo Antico
Apartment, 4 Bedrooms, Smoking, Balcony | Balcony
Casa Vacanze Nonno Gino Home

Apartment in Nardò

Casa Vacanze Nonno Gino Home
$105 nightly
The price is $117
Jan 9 - Jan 10
Total with taxes and fees
Casa Vacanze Nonno Gino Home
Deluxe Triple Room, Garden View | Soundproofing, free cribs/infant beds, free WiFi, bed sheets
La Pineta

Villa in Lecce

La Pineta
$58 nightly
The price is $66
Jan 14 - Jan 15
Total with taxes and fees
La Pineta
Balcony
B&B Soleluna

Townhouse in Veglie

B&B Soleluna
B&B Soleluna
Reception
Lùmia Lecce - Urban Residence

Residence in Lecce

Lùmia Lecce - Urban Residence
$136 nightly
The price is $154
Jan 16 - Jan 17
Total with taxes and fees
Lùmia Lecce - Urban Residence
Terrace/patio
Dimore Arcudi

Condo in Galatina Historic Centre

Dimore Arcudi
$109 nightly
The price is $120
Jan 5 - Jan 6
Total with taxes and fees
Dimore Arcudi
Exterior
Appartamento a 2 passi dal mare

Vacation Home in Ugento

Appartamento a 2 passi dal mare
$134 nightly
The price is $148
Feb 1 - Feb 2
Total with taxes and fees
Appartamento a 2 passi dal mare
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

Best Western Plus Leone di Messapia Hotel & Conference

Best Western Plus Leone di Messapia Hotel & Conference

10/10 Excellent
"Clean room and quiet location. Property was very well maintained. Very helpful staff. "
Von Mark Vicente 6-night trip
Posted 1 month ago
Best Western Plus Leone di Messapia Hotel & Conference

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 $868 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 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.