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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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

15 Nov - 16 Nov

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

2. Equinox house

Tuglie

Nadège

includes taxes & fees

9 Nov - 10 Nov

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

3. LE DUE DIMORE

Collepasso

includes taxes & fees

30 Nov - 1 Dec

A gated entrance with a metal gate, a potted plant, and a bench.

4. Casa Rosa is located in the heart of Salento.

Sogliano Cavour

alberto a.

includes taxes & fees

9 Nov - 10 Nov

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

5. Domus Dejana

Gallipoli Historic Center

Alberto

includes taxes & fees

21 Nov - 22 Nov

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

6. Dimore Arcudi

Galatina Historic Centre

includes taxes & fees

9 Nov - 10 Nov

A corridor with pink walls, tiled flooring, and wall-mounted light fixtures.

7. MarGaMik Vacation Rental, cozy, with all the amenities, 15 minutes from the ocean

Aradeo

includes taxes & fees

15 Nov - 16 Nov

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

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

Sogliano Cavour

includes taxes & fees

9 Nov - 10 Nov

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

9. 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

9 Nov - 10 Nov

A beach with clear water and gentle waves.

10. 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

9 Nov - 10 Nov

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

11. 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

9 Nov - 10 Nov

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

12. 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

8 Dec - 9 Dec

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

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

Galatone

additional charges may apply

10 Nov - 11 Nov

An aerial view of a coastal beach with a long stretch of sand, a few buildings, and a clear blue sea.

14. Dimora Collina 2 holiday home near Gallipoli and Salento beaches

Sannicola

Dominique D.

includes taxes & fees

9 Nov - 10 Nov

A paved courtyard with palm trees, a covered seating area, and a building entrance.

15. Studio with garden near Gallipoli

Taviano

Giulia M.

includes taxes & fees

9 Nov - 10 Nov

A neatly arranged bedroom with a bed, a small bedside table, a chair, and a patterned rug.

16. Ophelia's Dream: The Caribbean Sea at a vacation home just a stone's throw from Gallipoli

Tuglie

includes taxes & fees

15 Nov - 16 Nov

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

17. Residence Rossini Suites & Poll

Alliste

includes taxes & fees

9 Nov - 10 Nov

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

18. Gessica House - In Salento, near Gallipoli

Melissano

includes taxes & fees

9 Nov - 10 Nov

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

19. Nonna Annita's House

Galatone

includes taxes & fees

9 Nov - 10 Nov

20. Villa Ghetta Country House

Leverano

Stefania

includes taxes & fees

15 Nov - 16 Nov

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Find holiday rentals that suit your style

Top San Simone Hotel Reviews

A pool with a reflection of a building and palm trees.

Sangiorgio Resort & Spa

Cutrofiano

10/10 Excellent

This is a lovely hotel for relaxing & enjoying peace & tranquility of Salento The rooms are spacious lovely & super comfy beds & well cleaned every day The restaurant has a daily menu & food is great quality, my wife is Vegan and the staff & Chef made dinners for her every night!! The staff are absolutely awesome! Nothing is too much trouble for them they really are fantastic & worked hard to make our stay perfect for us Valentina Daisy Maria Marianna & Ricardo Thank you all so much!!

wayne

A restaurant with green upholstered seating, wooden tables, and pendant lighting.

Hotel Ghalà

Galatone

10/10 Excellent

Giuseppina

A bedroom with a canopy bed, a massage table, and a sofa.

Palazzo Castriota

Alezio

10/10 Excellent

My husband and I stayed at the Palazzo for 7 nights and had a wonderful experience throughout. Before we even arrived Salvatore was responsive with messages and arranging our late check in. He greeted us as soon as we arrived in the car and showed us to a parking space directly outside the property. The masseria is stunning and the rooms are very unique! My first thought was, is this a museum or a hotel!? It was marvellous. The 200 year old family artifacts throughout the room and the rest...

Vanessa

A modern indoor garden with wooden tree structures, wicker seating, and a pebble pathway.

Victoria Palace Hotel & Zen Wellness

Lido San Giovanni

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...

Simon Guy

A stone building with a brick wall and a metal fence.

Masseria Stali, The Originals Relais

Caprarica di Lecce

10/10 Excellent

Richard

A person in a bikini sitting on a reflective surface with a decorative lamp and a wall with a textured pattern.

Barone Liberty & Luxury SPA-Boutique Hotel

Lido San Giovanni

10/10 Excellent

Mark

An interior with stone arches, potted plants, and a staircase.

Dimora Assuntina Fine Rooms

Martano

10/10 Excellent

Jane Marie

Domus Dejana

Gallipoli Historic Center

10/10 Excellent

Laura

A clear pool with a stone wall and greenery in the background.

Willaria country house

Cursi

10/10 Excellent

From the moment we booked, this hotel was fab. The manager resoonded straight away when our plane was delayed, and reassured us our room would be held for us and someone would be available to let us in however late it was. The room was spacious, light and clean. They cleaned our room every day, and left clean towels when needed. Plenty of space to park, for free. The continental buffet style breakfast was always kept filled with fresh fruit, cereals, yogurt, pastries, fresh bread, cooked meats,...

Lesley Anne

A pool with a large vase, a white building with columns, and a clear sky.

Palazzo Muci

Centro Storico

10/10 Excellent

Christine

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.

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. Villa Giovanna

2. Equinox house

3. LE DUE DIMORE

4. Casa Rosa is located in the heart of Salento.

5. Domus Dejana

6. Dimore Arcudi

7. MarGaMik Vacation Rental, cozy, with all the amenities, 15 minutes from the ocean

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

9. Trullo Raeda

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

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

12. Royal House

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

14. Dimora Collina 2 holiday home near Gallipoli and Salento beaches

15. Studio with garden near Gallipoli

16. Ophelia's Dream: The Caribbean Sea at a vacation home just a stone's throw from Gallipoli

17. Residence Rossini Suites & Poll

18. Gessica House - In Salento, near Gallipoli

19. Nonna Annita's House

20. Villa Ghetta Country House

Find holiday rentals that suit your style

Top San Simone Hotel Reviews

Sangiorgio Resort & Spa

10/10 Excellent

Find out more about San Simone

San Simone holiday rentals: An excellent choice for every season

How to find incredible deals on San Simone rentals

Frequently Asked Questions

Can I find holiday rentals in San Simone?

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

What can I see and do in San Simone?

What are holiday rentals like in San Simone?