San Simone Holiday Rentals from NZ$62: Search Short-Term Rentals

Q: What are some of the best holiday rentals that San Simone has to offer?

Tenuta Marrocco House : This holiday home rental outside of San Simone offers a terrace and WiFi to help you feel comfortable in your new surroundings.

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In two weeks

In two months

In three months

In four months

Our top choices for San Simone holiday rentals

1. Villa Giovanna

Racale

"The rooms and hotel is spotless immaculately clean. The beds are comfortable with a safe for storage of valuables. There was an extra single bed to put luggage and clothes on because there are no drawers for storing clothes. And the closet had mix match of clothes hangers not suitable for hanging pants. There are exterior stairs at entrance without handrails posing a tripping hazard. I gripped on a decor plant by the stairs for stability. The breakfast was toast bread and cold cut meats every...

Costa

includes taxes & fees

14 Oct - 15 Oct

A dining area with tables set for two, a wicker hanging light fixture, and a view of a lush garden.

2. Masseria Li Foggi

Gallipoli

Jaime

includes taxes & fees

24 Oct - 25 Oct

A rooftop pool area with wooden loungers and a hot tub.

3. Equinox house

Tuglie

Nadège

includes taxes & fees

11 Oct - 12 Oct

A hotel room with a bed, two bedside tables, a sofa, and an air conditioning unit.

4. LE DUE DIMORE

Collepasso

includes taxes & fees

7 Nov - 8 Nov

An outdoor dining area with tables and chairs, surrounded by stone walls and greenery.

5. Relais Il Mignano

Centro Storico

Pasquale

includes taxes & fees

21 Oct - 22 Oct

6. Villa Ghetta Country House

Leverano

Stefania

includes taxes & fees

6 Nov - 7 Nov

A bedroom with a bed, pillows, a bedside table, a lamp, and a window with curtains.

7. Accogliente e Ampia Casa per Vacanze nel Cuore del Salento

Sogliano Cavour

includes taxes & fees

28 Oct - 29 Oct

A sunlit outdoor seating area with wicker furniture, a cactus plant, and a tray with bread and flowers.

8. Domus Dejana

Gallipoli Historic Center

Alberto

includes taxes & fees

11 Oct - 12 Oct

A neatly arranged bedroom with a bed, bedside tables, and a chandelier.

9. Royal House

Copertino

"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. "

Paul

includes taxes & fees

14 Oct - 15 Oct

A rooftop terrace with lounge chairs, a table, and an umbrella.

10. Dimore Arcudi

Galatina Historic Centre

includes taxes & fees

19 Oct - 20 Oct

A hotel room with a bed, bedside table, lamp, and a painting on the wall.

11. Suite Porta Terra

Gallipoli Historic Center

"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"

Florian

includes taxes & fees

11 Oct - 12 Oct

A swimming pool with lounge chairs and planters, surrounded by a stone wall and palm trees.

12. Residence Rossini Suites & Poll

Alliste

includes taxes & fees

16 Oct - 17 Oct

A coastal area with clear blue water, rocky shore, and buildings in the background.

13. Emblem 02 Comfortable apartment near the sea Gallipoli Mancaversa Salento

MARINA DI MANCAVERSA

"L'appartamento molto luminoso e spazioso era perfettamente pulito e in buono stato!Il servizio fornito da Massimo è stato di ottima qualità. Consiglierei a chiunque questa struttura, vicinissima alle spiagge sabbiose della movida Salentina e altrettanto vicina alle altre spiagge più tranquille. Massimo è una persona splendida,sempre disponibile . Grazie per averci fatto trascorrere una vacanza indimenticabile. Ci rivedremo presto ! Saluti "

rosalia v.

includes taxes & fees

16 Oct - 17 Oct

A sunset view from a poolside area with lounge chairs and a glass of wine.

14. Villa Dune Luxury Roof Top Pool Wellness

Bai Verde

cathy

includes taxes & fees

24 Oct - 25 Oct

A narrow courtyard with stone flooring, metal furniture, and potted plants.

15. Borgoterra

Martano

Johann

includes taxes & fees

2 Nov - 3 Nov

A coastal town with clear waters, a sandy beach, and buildings along the shore.

16. Holiday Home 'Rosso Pepe' with Private Terrace, Private Garden and Air Conditioning

Galatone

includes taxes & fees

15 Oct - 16 Oct

A spacious interior with a high arched ceiling, a bar area with stools, and a seating area with two chairs.

17. Palazzo Circolone

Poggiardo

Peter

includes taxes & fees

11 Oct - 12 Oct

A room with a fireplace, a television mounted above it, and a hot tub in the foreground.

18. Trullo Raeda

Nardò

"Zu Zweit hatten wir hier eine sehr schöne Zeit. Wir haben viel genutzt (Whirlpool, Pool, Karmin, Küche). Die Küche ist sehr gut ausgestattet und für einen Trullo groß, was uns wichtig war. Insgesamt würden wir das Objekt jedoch auch nur für 2 Personen empfehlen, da das Bad nur vom Schlafzimmer aus, erreichbar ist und die Tür sehr laut ist. Auch ist der Geruch im Badezimmer durchaus ein Problem. Wenn weitere Personen hinzukämen, würden diese auf Klappsofas in der Küche oder im Anbau schlafen,...

Ralf B.

includes taxes & fees

16 Oct - 17 Oct

A large ornate mirror with intricate designs on a beige wall.

19. The House of Nonna Annita

Galatone

includes taxes & fees

11 Oct - 12 Oct

A dining area with a table set for two, a vase of flowers, and a kitchen in the background.

20. Gessica House - In Salento near Gallipoli

Melissano

includes taxes & fees

18 Oct - 19 Oct

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Top San Simone Hotel Reviews

Le Dune Suite Hotel

10/10 Excellent

"A bit out of the way and surrounding area isnt the nicest but one of the nicest beaches in Italy so far. Hotel is nice, well maintained, great staff. Excellent breakfast, easy parking and the sunsets from the beach bar are outstanding!"

Victoria Palace Hotel & Zen Wellness

10/10 Excellent

"We arrived early and were offered use of the pool, changing room and lunch. Our room was ideal, and well fitted (although no kettle, available on request). It was nice and quiet, both by the pool and in the room, and an easy 5 minute walk to the beachfront with cafes, bars and shops. We had a car and parking was easy, so it made this hotel an ideal base to explore the Salento area and Gallipoli. All the staff were friendly, both on the desk and at breakfast which was a buffet style with some hot options. On departure we were again offered an room extension, use of the pool all day and the Spa to freshen up. All in all could not be faulted."

Corte dei Francesi

10/10 Excellent

"★★★★★ Un magnifique hôtel où l’histoire rencontre le confort moderne. Le Corte dei Francesi, ancienne tannerie située au cœur de Maglie, a été restauré avec beaucoup de goût tout en préservant son caractère historique et ses éléments architecturaux d’origine. Le résultat est un lieu unique, chargé d’histoire, mais offrant tout le confort moderne. Le service est impeccable et les chambres sont spacieuses, confortables, très bien équipées et climatisées. Un merci particulier à Paola pour le délicieux petit déjeuner servi chaque matin avec soin et attention. Merci également à M. Luigi pour son service attentionné au quotidien, sa disponibilité et la bouteille de vin gentiment offerte au moment de notre départ, une très belle attention. L’hôtel est également très bien situé pour découvrir Maglie et le Salento. Nous avons beaucoup apprécié notre séjour et recommandons sans hésitation cette adresse pleine de caractère."

Relais Corte Palmieri

10/10 Excellent

"Our rooms were wonderful. The hotel is very unique, every room is different and well appointed. Breakfast was delicious as was the afternoon/ evening bar service with Martina. The pool area is great in the afternoon, shady and relaxing. But best of all - the young ladies at the front desk. So helpful and pleasant. The shuttle service from the harbour parking lot is greatly appreciated. I can’t recommend this hotel enough."

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 favorite 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 depends 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 NZ$62 per night. Entering your travel dates in the search wizard you might find 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?

Tenuta Marrocco House: This holiday home rental outside of San Simone offers a terrace and WiFi to help you feel comfortable in your new surroundings.

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.

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Check prices for these dates

Our top choices for San Simone holiday rentals

1. Villa Giovanna

2. Masseria Li Foggi

3. Equinox house

4. LE DUE DIMORE

5. Relais Il Mignano

6. Villa Ghetta Country House

7. Accogliente e Ampia Casa per Vacanze nel Cuore del Salento

8. Domus Dejana

9. Royal House

10. Dimore Arcudi

11. Suite Porta Terra

12. Residence Rossini Suites & Poll

13. Emblem 02 Comfortable apartment near the sea Gallipoli Mancaversa Salento

14. Villa Dune Luxury Roof Top Pool Wellness

15. Borgoterra

16. Holiday Home 'Rosso Pepe' with Private Terrace, Private Garden and Air Conditioning

17. Palazzo Circolone

18. Trullo Raeda

19. The House of Nonna Annita

20. Gessica House - In Salento near Gallipoli

Find holiday rentals that suit your style

Top San Simone Hotel Reviews

Le Dune Suite Hotel

Grand Hotel di Lecce

Victoria Palace Hotel & Zen Wellness

Torre Assunta Hotel

Masseria Corsano

Corte dei Francesi

Lùmia Lecce - Urban Residence

Directly on the beach. 6 beds in villa with private access to the sea

Relais Corte Palmieri

Find out more about San Simone

Frequently asked questions

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