Holiday Rentals San Simone from £25: Find Short-Term Rentals & Holiday Accommodations

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

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

1. Masseria Li Foggi

Gallipoli

Jaime

includes taxes & fees

24 Oct - 25 Oct

2. 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

21 Oct - 22 Oct

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

3. Equinox house

Tuglie

Nadège

includes taxes & fees

19 Oct - 20 Oct

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

4. Villa Dune Luxury Roof Top Pool Wellness

Bai Verde

cathy

includes taxes & fees

31 Oct - 1 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

27 Oct - 28 Oct

A rooftop terrace with white wicker furniture, potted plants, and a view of the sea.

6. Palazzo Mosco

Gallipoli Historic Center

Peter

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

7. Domus Dejana

Gallipoli Historic Center

Alberto

includes taxes & fees

22 Oct - 23 Oct

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

8. LE DUE DIMORE

Collepasso

includes taxes & fees

1 Nov - 2 Nov

A bedroom with a bed, bedside tables, a chair, and a view of an outdoor balcony.

9. Ventidimaregallipoli

Lido San Giovanni

Maria

includes taxes & fees

21 Oct - 22 Oct

A room with a sliding glass door leading to a balcony with a view of the sea. There are two trash bins and a window with blinds.

10. B&B CENTRALE

Lido San Giovanni

Anne

includes taxes & fees

19 Oct - 20 Oct

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

11. 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

19 Oct - 20 Oct

An outdoor dining area with a white table, chairs, and a red flower vase.

12. Holiday Home 'Angel' with Private Terrace, Wi-Fi and Air Conditioning

Galatone

Anonymous traveller

includes taxes & fees

31 Oct - 1 Nov

A dining area with a wooden table set for four, surrounded by white chairs, with a view of greenery outside.

13. Holiday Home 'Tenuta Lu Mimmu' with Private Terrace, Wi-Fi and Air Conditioning

Matino

"Pros: Het huis heeft charme! De woonkamer is heel gezellig. De buitenkeuken en de tuin zijn heel fijn om te gebruiken. Er zijn geen buren dus het is heel rustig, ook ‘s nachts hoor je niets. De airco in elke kamer was heel fijn. Er is een zwerfkat die heel lief is. Dat vonden we een hele leuke toevoeging aan het huis. De keuken is erg goed ingericht en heeft veel handige producten. Er is super mooi/leuk cactus servies in de mooie kast. Het huis is erg ruim! Cons: De douche is aan...

Anonymous traveller

14. Villa Ghetta Country House

Leverano

Stefania

includes taxes & fees

25 Oct - 26 Oct

A beach with clear water and gentle waves.

15. Emblem apartment with terrace near the sea Gallipoli Mancaversa in Salento

Marina di Mancaversa-giannelli

"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...

harry w.

includes taxes & fees

19 Oct - 20 Oct

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

16. Residence Rossini Suites & Poll

Alliste

includes taxes & fees

21 Oct - 22 Oct

A swimming pool with lounge chairs, a pergola, and a house in the background.

17. Holiday Home 'Villa Relax' with Shared Pool & Wi-Fi

Galatone

Anonymous traveller

includes taxes & fees

20 Oct - 21 Oct

A terrace with two sun loungers, a small table, and potted plants.

18. Villa Nauna - Villa house with panoramic terrace facing the sea

Nardò

Mackenzie

includes taxes & fees

19 Oct - 20 Oct

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

19. 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

19 Oct - 20 Oct

A stone-walled room with a pool, candles, and a woven basket.

20. Lanime _ Bed in Spa _

Sogliano Cavour

Francesco G.

includes taxes & fees

20 Oct - 21 Oct

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Top San Simone Hotel Reviews

Lùmia Lecce - Urban Residence

8/10 Good

"Good location. Good space for sharing, roomy, good sofa bed"

Le Dune Suite Hotel

10/10 Excellent

"Location, location , location, the Dune suite hotel is perfectly located in Porto Cesareo, about 3-4 km from the historical center with many good restaurants. Most importantly this hotel has a beautiful beach across the street, on the Ionian sea, 24 Celsius and calm 10/10 for the first week of October. At this period 2 transats and a parasol are complimentary. There is a nice bar and an evening restaurant plus takeout counters for lunch that you can eat at the beach. The rooftop pool setup of the hotel is very nice with lounge furniture and a perfect view of the sunset! Breakfast is absolutely complete and delicious. Would recommend without any doubt."

Masseria Stali, The Originals Relais

10/10 Excellent

"It is an excellent place to stay. Comfortable room, great staff and most of all amazing breakfast! During our trip to Puglia we stayed in 4 hotels and this Masseria had one of the two best breakfasts (but the other hotel cost 3.5 times more, so it is even better for Masseria Stali). Lots of space outdoors for our kid and dog. Easy parking and easy to drive to."

Masseria Donna Menga

10/10 Excellent

"We absolutely loved our stay at Masseria Donna Menga. It’s such a beautiful, peaceful and relaxing place. The gardens and pool area are stunning, the rooms are lovely and the service was excellent. The staff were all so friendly and welcoming! Everything was just perfect, and we would happily come back!"

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."

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, apart-hotels, 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 £25 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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Treat yourself

Be picky

Check prices for these dates

Our top choices for San Simone holiday rentals

1. Masseria Li Foggi

2. Villa Giovanna

3. Equinox house

4. Villa Dune Luxury Roof Top Pool Wellness

5. Relais Il Mignano

6. Palazzo Mosco

7. Domus Dejana

8. LE DUE DIMORE

9. Ventidimaregallipoli

10. B&B CENTRALE

11. Trullo Raeda

12. Holiday Home 'Angel' with Private Terrace, Wi-Fi and Air Conditioning

13. Holiday Home 'Tenuta Lu Mimmu' with Private Terrace, Wi-Fi and Air Conditioning

14. Villa Ghetta Country House

15. Emblem apartment with terrace near the sea Gallipoli Mancaversa in Salento

16. Residence Rossini Suites & Poll

17. Holiday Home 'Villa Relax' with Shared Pool & Wi-Fi

18. Villa Nauna - Villa house with panoramic terrace facing the sea

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

20. Lanime _ Bed in Spa _

Find holiday rentals that suit your style

Top San Simone Hotel Reviews

Lùmia Lecce - Urban Residence

Relais Corte Palmieri

Le Dune Suite Hotel

Masseria Stali, The Originals Relais

Eos Hotel

Masseria Donna Menga

Grand Hotel di Lecce

Torre Assunta Hotel

Corte dei Francesi

Find out more about San Simone

Frequently asked questions

Go further with the Expedia app

Search Holiday Rentals in San Simone

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for San Simone holiday rentals

1. Masseria Li Foggi

2. Villa Giovanna

3. Equinox house

4. Villa Dune Luxury Roof Top Pool Wellness

5. Relais Il Mignano

6. Palazzo Mosco

7. Domus Dejana

8. LE DUE DIMORE

9. Ventidimaregallipoli

10. B&B CENTRALE

11. Trullo Raeda

12. Holiday Home 'Angel' with Private Terrace, Wi-Fi and Air Conditioning

13. Holiday Home 'Tenuta Lu Mimmu' with Private Terrace, Wi-Fi and Air Conditioning

14. Villa Ghetta Country House

15. Emblem apartment with terrace near the sea Gallipoli Mancaversa in Salento

16. Residence Rossini Suites & Poll

17. Holiday Home 'Villa Relax' with Shared Pool & Wi-Fi

18. Villa Nauna - Villa house with panoramic terrace facing the sea

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

20. Lanime _ Bed in Spa _

Find holiday rentals that suit your style

Top San Simone Hotel Reviews

Lùmia Lecce - Urban Residence

Find out more about San Simone

Frequently asked questions

Go further with the Expedia app