San Simone Vacation Rentals from $34: Search Short-Term Rentals

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

Tenuta Marrocco House : You might want to consider this vacation home rental near San Simone, which offers a terrace and WiFi to help you feel comfortable in your new surroundings.

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Our top choices for San Simone vacation 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

$129 nightly

Oct 24 - Oct 25

Total with taxes and fees

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

$30 nightly

Nov 2 - Nov 3

Total with taxes and fees

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

3. Equinox house

Tuglie

Nadège

$58 nightly

Oct 21 - Oct 22

Total with taxes and fees

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

$203 nightly

Oct 24 - Oct 25

Total with taxes and fees

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

$51 nightly

Oct 18 - Oct 19

Total with taxes and fees

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

6. Relais Il Mignano

Centro Storico

Pasquale

$111 nightly

Oct 21 - Oct 22

Total with taxes and fees

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

7. Palazzo Mosco

Gallipoli Historic Center

Deanna

$134 nightly

Oct 14 - Oct 15

Total with taxes and fees

A bathroom with a black sink, a toilet, a towel rack, and a mirror.

8. LE DUE DIMORE

Collepasso

$62 nightly

Nov 2 - Nov 3

Total with taxes and fees

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

9. Ventidimaregallipoli

Lido San Giovanni

Maria

$979 nightly

Oct 18 - Oct 19

Total with taxes and fees

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

$46 nightly

Oct 16 - Oct 17

Total with taxes and fees

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

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

Galatone

Anonymous traveler

$385 nightly

Oct 15 - Oct 16

Total with taxes and fees

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 traveler

$928 nightly

Oct 31 - Nov 1

Total with taxes and fees

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

13. 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

$62 nightly

Oct 18 - Oct 19

Total with taxes and fees

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

14. Residence Rossini Suites & Poll

Alliste

$159 nightly

Oct 15 - Oct 16

Total with taxes and fees

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

15. 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.

$168 nightly

Oct 16 - Oct 17

Total with taxes and fees

16. Villa Ghetta Country House

Leverano

Stefania

$49 nightly

Oct 23 - Oct 24

Total with taxes and fees

A hotel room with a bed, two bedside tables, a nightstand, a painting of a castle, and towels with flowers.

17. Luxury 12 - Room 'Sophia' with Shared Terrace, Wi-Fi and Air Conditioning

Tuglie

$71 nightly

Oct 14 - Oct 15

Total with taxes and fees

A beach with clear water and gentle waves.

18. 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.

$191 nightly

Oct 15 - Oct 16

Total with taxes and fees

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

19. 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 traveler

$244 nightly

Oct 16 - Oct 17

Total with taxes and fees

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

20. 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.

$166 nightly

Oct 15 - Oct 16

Total with taxes and fees

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Top San Simone Hotel Reviews

Le Dune Suite Hotel

10/10 Excellent

"Great staff, room and breakfast"

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!"

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."

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 $34 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.

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Things to do in Gallipoli

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?

Tenuta Marrocco House: You might want to consider this vacation home rental near San Simone, which 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 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.

San Simone Vacation Rentals

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Check prices for these dates

Our top choices for San Simone vacation rentals

1. Masseria Li Foggi

2. Villa Giovanna

3. Equinox house

4. Villa Dune Luxury Roof Top Pool Wellness

5. Domus Dejana

6. Relais Il Mignano

7. Palazzo Mosco

8. LE DUE DIMORE

9. Ventidimaregallipoli

10. B&B CENTRALE

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

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

13. Suite Porta Terra

14. Residence Rossini Suites & Poll

15. Trullo Raeda

16. Villa Ghetta Country House

17. Luxury 12 - Room 'Sophia' with Shared Terrace, Wi-Fi and Air Conditioning

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

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

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

Find vacation rentals that suit your style

Top San Simone Hotel Reviews

Le Dune Suite Hotel

Find out more about San Simone

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