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San Simone Vacation Rentals

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for San Simone vacation rentals

Interior

1. Masseria Carignani

Masseria Carignani
3.0 star property
Tuglie
9.6 out of 10, Exceptional, (8 reviews)
"The team, the breakfast, the setting and the room were all absolutely wonderful Highly recommend "
United Kingdom
giles
$106 nightly
The price is $120
Aug 30 - Aug 31
Total with taxes and fees
Masseria Carignani
Restaurant

2. Masseria Li Foggi

Masseria Li Foggi
Gallipoli
9.8 out of 10, Exceptional, (16 reviews)
"Beautiful property Nice restaurant Good service Close to amazing beaches! "
United States
Tanya
$219 nightly
The price is $243
Sep 29 - Sep 30
Total with taxes and fees
Masseria Li Foggi
Exterior

3. Villa il Panorama sullo Ionio

Villa il Panorama sullo Ionio
Tuglie
Villa il Panorama sullo Ionio
Front of property

4. 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
$262 nightly
The price is $291
Sep 12 - Sep 13
Total with taxes and fees
La Collina di Montegrappa - Suites with Heated Private Pool - Suites with Shared Pool
Terrace/patio

5. 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
$87 nightly
The price is $98
Sep 12 - Sep 13
Total with taxes and fees
Equinox house
Exterior

6. 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
$260 nightly
The price is $288
Sep 6 - Sep 7
Total with taxes and fees
Villa Dune Luxury Roof Top Pool Wellness
Seasonal outdoor pool

7. Relais Regina Rosanna

Relais Regina Rosanna
Gallipoli
9.2 out of 10, Wonderful, (15 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
$105 nightly
The price is $117
Sep 28 - Sep 29
Total with taxes and fees
Relais Regina Rosanna
View from property

8. 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
$139 nightly
The price is $159
Sep 28 - Sep 29
Total with taxes and fees
Palazzo Mosco
Double Room, Patio, Sea View (Raffica camera 2) | Memory foam beds, minibar, in-room safe, desk

9. Ventidimaregallipoli

Ventidimaregallipoli
Lido San Giovanni
10.0 out of 10, Exceptional, (2 reviews)
"Magnifique chambre, grand patio et commodités, près du centre et des plages. Notre hôte Bruno était vraiment sympathique et facilement rejoignable. Nous avons eu un merveilleux séjour, je recommande cet endroit. "
Canada
Guylaine
$87 nightly
The price is $98
Sep 15 - Sep 16
Total with taxes and fees
Ventidimaregallipoli
1 bedroom, WiFi (free), bed sheets

10. 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)
"Pros: The house had a wonderful pool and terrace. Gianfranco and his wife Claudia made us feel very welcomed. Thank you so much. Cons: Nothing"
United States
Anonymous traveler
$544 nightly
The price is $544
Sep 9 - Sep 10
Total with taxes and fees
Holiday Home L'Angolo di Giadia with Pool, Terrace & Wi-Fi
Front of property

11. B&B CENTRALE

B&B CENTRALE
Lido San Giovanni
8.0 out of 10, Very Good, (2 reviews)
"Bien situé a 2 pas du centre historique, très propre et personnel sur place dans le bar d à côté. Le petit déjeuner au choix au bar"
Belgium
Felice
$62 nightly
The price is $71
Sep 12 - Sep 13
Total with taxes and fees
B&B CENTRALE
Deluxe Apartment, 1 Bedroom, Kitchenette, City View (Rosso) | 1 bedroom, premium bedding, WiFi (free), individually decorated

12. 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
$450 nightly
The price is $498
Sep 18 - Sep 19
Total with taxes and fees
Salapolis Luxury Apartments
Economy Room | WiFi (free), bed sheets

13. Bòmera Rooms

Bòmera Rooms
Lido San Giovanni
8.8 out of 10, Excellent, (3 reviews)
"Great price for value "
United States
Marika
$56 nightly
The price is $64
Sep 14 - Sep 15
Total with taxes and fees
Bòmera Rooms
Terrace/patio

14. Domus Dejana

Domus Dejana
Gallipoli Historic Center
9.8 out of 10, Exceptional, (20 reviews)
"Best breakfast and place to have it on the rooftop "
Sweden
Lars Goran
$105 nightly
The price is $118
Aug 30 - Aug 31
Total with taxes and fees
Domus Dejana
Suite | In-room safe, desk, soundproofing, WiFi (free)

15. LE DUE DIMORE

LE DUE DIMORE
Collepasso
$65 nightly
The price is $72
Sep 20 - Sep 21
Total with taxes and fees
LE DUE DIMORE
Dining

16. 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
$332 nightly
The price is $332
Sep 2 - Sep 3
Total with taxes and fees
Holiday Home 'Tenuta Lu Mimmu' with Private Terrace, Wi-Fi and Air Conditioning
Terrace/patio

17. Villa Giovanna

Villa Giovanna
Racale
9.8 out of 10, Exceptional, (8 reviews)
"Personnel super sympathique. Bon acceuil. Vu la basse saison et la faible occupation nous avons été upgradé dans une chambre avec terrasse et au calme. Petit dejeuner copieux et varié. Fruits, sucré et salé au choix et en quantité. Top petit séjour de 2 nuits en couple. Petit bémol, les chambres sont vraiment pas grandes...."
Belgium
DOMINIQUE
$31 nightly
The price is $34
Sep 21 - Sep 22
Total with taxes and fees
Villa Giovanna
Beach

18. 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
Apartment 'Suite Buena Vista' with Sea View, Balcony and Air Conditioning
Exterior

19. Donna Grazia

Donna Grazia
Gallipoli Historic Center
9.0 out of 10, Wonderful, (7 reviews)
"Nice staff, great location, very artistic and very comfortable "
Canada
Esmaeil
$214 nightly
The price is $237
Sep 6 - Sep 7
Total with taxes and fees
Donna Grazia
Exterior

20. PALAZZO GARZIA - Dimora Storica

PALAZZO GARZIA - Dimora Storica
Centro Storico
10.0 out of 10, Exceptional, (2 reviews)
"Sublime palais en plein centre de maglie avec une piscine superbe et des propriétaires très gentils"
France
Yves-Marie
$144 nightly
The price is $159
Sep 22 - Sep 23
Total with taxes and fees
PALAZZO GARZIA - Dimora Storica
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

Palazzo del Corso

Palazzo del Corso

10/10 Excellent
"Room was very comfortable and staff were attentive. The food was very good and the terrace with the plunge pool were very nice. It’s a good location for exploring the old town. Great base for exploring."
jonathan 5-night trip
Posted 3 hours ago
Palazzo del Corso

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?

Masseria Relais Santa Teresa: Visitors like this San Simone vacation home rental. It is located in a rural location and has a rooftop pool, a terrace, and air-conditioning to put you at ease in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind. You and your friends and family can relax into your vacation with amenities like a garden.

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.