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San Simone Vacation Rentals

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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for San Simone vacation rentals

Front of property

1. La Collina di Montegrappa - Suites with Heated Private Pool - Suites with Shared Pool

La Collina di Montegrappa - Suites with Heated Private Pool - Suites with Shared Pool
Tuglie
10.0 out of 10, Exceptional, (3 reviews)
"Had a great stay!!"
United Kingdom
Sophie
$251 nightly
The price is $278
Sep 17 - Sep 18
Total with taxes and fees
La Collina di Montegrappa - Suites with Heated Private Pool - Suites with Shared Pool
Terrace/patio

2. Equinox house

Equinox house
Tuglie
10.0 out of 10, Exceptional, (1 review)
"Super séjour... très belle terrasse... logement calme et très jolie village... merci"
France
Nadège
$85 nightly
The price is $95
Sep 24 - Sep 25
Total with taxes and fees
Equinox house
Pool

3. Relais Regina Rosanna

Relais Regina Rosanna
Gallipoli
9.2 out of 10, Wonderful, (17 reviews)
"Insgesamt eine tolle moderne Unterkunft und freundliches Personal. Mit dem Auto sehr nah an der Stadt gelegen. Leider wurden bei unserem Aufenthalt von vier Tagen kein Mal die Handtücher gewechselt, außerdem gab es keine Handtücher für den Pool oder die Außendusche (lediglich 6 Stück für die gesamte Unterkunft) und die normalen durften für den Pool nicht genutzt werden. Das Frühstück war gut, es hätte aber etwas abwechslungsreicher sein können. Ich hätte mich außerdem gefreut, wenn das Personal...
Germany
Lilian
$100 nightly
The price is $112
Sep 19 - Sep 20
Total with taxes and fees
Relais Regina Rosanna
Suite

4. LE DUE DIMORE

LE DUE DIMORE
Collepasso
$53 nightly
The price is $59
Oct 17 - Oct 18
Total with taxes and fees
LE DUE DIMORE
Interior

5. The House of Nonna Annita

The House of Nonna Annita
Galatone
$136 nightly
The price is $138
Sep 20 - Sep 21
Total with taxes and fees
The House of Nonna Annita
Outdoor dining

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

Holiday Home 'Angel' with Private Terrace, Wi-Fi and Air Conditioning
Galatone
10.0 out of 10, Exceptional, (2 reviews)
"Pros: Posizione, dimensioni della casa"
Italy
Anonymous traveler
$712 nightly
The price is $712
Sep 17 - Sep 18
Total with taxes and fees
Holiday Home 'Angel' with Private Terrace, Wi-Fi and Air Conditioning
Room

7. Holiday Home L'Angolo di Giadia with Pool, Terrace & Wi-Fi

Holiday Home L'Angolo di Giadia with Pool, Terrace & Wi-Fi
Matino
10.0 out of 10, Exceptional, (2 reviews)
$485 nightly
The price is $485
Oct 2 - Oct 3
Total with taxes and fees
Holiday Home L'Angolo di Giadia with Pool, Terrace & Wi-Fi
Double Room, Patio, Sea View (Raffica camera 2)

8. Ventidimaregallipoli

Ventidimaregallipoli
Lido San Giovanni
10.0 out of 10, Exceptional, (3 reviews)
"Incrível....boa localização ...Apartamento ótimo....anfitrião excelente."
Brazil
Maria
$97 nightly
The price is $108
Sep 22 - Sep 23
Total with taxes and fees
Ventidimaregallipoli
Dining

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

Holiday Home 'Tenuta Lu Mimmu' with Private Terrace, Wi-Fi and Air Conditioning
Matino
9.0 out of 10, Wonderful, (2 reviews)
"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...
Netherlands
Anonymous traveler
$329 nightly
The price is $329
Sep 17 - Sep 18
Total with taxes and fees
Holiday Home 'Tenuta Lu Mimmu' with Private Terrace, Wi-Fi and Air Conditioning
Economy Room

10. Bòmera Rooms

Bòmera Rooms
Lido San Giovanni
8.8 out of 10, Excellent, (5 reviews)
"Great price for value "
United States
Marika
$53 nightly
The price is $60
Sep 30 - Oct 1
Total with taxes and fees
Bòmera Rooms
Exterior

11. Villa Dune Luxury Roof Top Pool Wellness

Villa Dune Luxury Roof Top Pool Wellness
Bai Verde
10.0 out of 10, Exceptional, (6 reviews)
"We had a fabulous stay! Such a lovely family run boutique hotel. Very clean and lovely roof top terrace. "
United Kingdom
cathy
$216 nightly
The price is $240
Sep 30 - Oct 1
Total with taxes and fees
Villa Dune Luxury Roof Top Pool Wellness
Beach

12. Apartment 'Suite Buena Vista' with Sea View, Balcony and Air Conditioning

Apartment 'Suite Buena Vista' with Sea View, Balcony and Air Conditioning
Lido San Giovanni
10.0 out of 10, Exceptional, (2 reviews)
"Pros: The location, the view and the very well furnished flat Cons: Nothing"
United States
Anonymous traveler
$450 nightly
The price is $453
Sep 30 - Oct 1
Total with taxes and fees
Apartment 'Suite Buena Vista' with Sea View, Balcony and Air Conditioning
Studio, Balcony

13. Hotiday Gallipoli Lungomare

Hotiday Gallipoli Lungomare
Lido San Giovanni
5.6 out of 10, (4 reviews)
"It’s on a construction site a bit of from everything else. In bad shape."
Sweden
Emma Sofia
$40 nightly
The price is $46
Oct 14 - Oct 15
Total with taxes and fees
Hotiday Gallipoli Lungomare
Restaurant

14. Masseria Li Foggi

Masseria Li Foggi
Gallipoli
9.8 out of 10, Exceptional, (20 reviews)
"Beautiful property Nice restaurant Good service Close to amazing beaches! "
United States
Tanya
$164 nightly
The price is $183
Oct 17 - Oct 18
Total with taxes and fees
Masseria Li Foggi
Front of property

15. B&B CENTRALE

B&B CENTRALE
Lido San Giovanni
8.0 out of 10, Very good, (3 reviews)
"The B&B was an easy walk from the station, and close to the historic centre, too. It was clean and had everything we needed. There is a small area and balcony shared with other apartments. It is accessed via the Cafe Bar Centrale below, and the lady was very pleasant. She gave us vouchers for a basic breakfast in the cafe."
United Kingdom
Anne
$50 nightly
The price is $58
Oct 2 - Oct 3
Total with taxes and fees
B&B CENTRALE
Economy Double Room (French bed )

16. Suite Porta Terra

Suite Porta Terra
Gallipoli Historic Center
7.0 out of 10, Good, (9 reviews)
"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 $74
Oct 15 - Oct 16
Total with taxes and fees
Suite Porta Terra
View from property

17. Palazzo Mosco

Palazzo Mosco
4.0 star property
Gallipoli Historic Center
9.0 out of 10, Wonderful, (175 reviews)
"I loved this property…they had to switch us to a neighbouring sister property which we loved. Clean, comfy beds, attentive staff, great dip pool, quiet and convenient location in the heart of Gallipoli. Antonio was fabulous and helpful. I absolutely would stay here if I return to Gallipoli and I am looking forward to staying any other property they have."
Canada
Deanna
$127 nightly
The price is $146
Oct 4 - Oct 5
Total with taxes and fees
Palazzo Mosco
Outdoor dining

18. Apartment 'Romantic Suite' with Wi-Fi and Air Conditioning

Apartment 'Romantic Suite' with Wi-Fi and Air Conditioning
Gallipoli Historic Center
$150 nightly
The price is $152
Oct 2 - Oct 3
Total with taxes and fees
Apartment 'Romantic Suite' with Wi-Fi and Air Conditioning
Pool

19. Villa Giusy: Pool and Relaxation in Salento

Villa Giusy: Pool and Relaxation in Salento
Galatina
$2,677 nightly
The price is $2,677
Sep 20 - Sep 21
Total with taxes and fees
Villa Giusy: Pool and Relaxation in Salento
Deluxe Apartment, 1 Bedroom, Kitchenette, City View (Rosso)

20. Salapolis Luxury Apartments

Salapolis Luxury Apartments
Gallipoli Historic Center
10.0 out of 10, Exceptional, (11 reviews)
"Utmärkt läge, fin lägenhet och mycket trevlig personal."
Sweden
Henriette
$448 nightly
The price is $496
Sep 23 - Sep 24
Total with taxes and fees
Salapolis Luxury Apartments
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

Torre Assunta Hotel

Torre Assunta Hotel

10/10 Excellent
"Nice hotel, good breakfast and dinner (paid separatelly), comfortable room and bed, nice staff."
Alessandro 2-night trip
Posted 7 days ago
Torre Assunta Hotel

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.

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?

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.