San Simone Vacation Rentals

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Dec 9 - Dec 10
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Dec 19 - Dec 21

Vacation Rentals in San Simone

Terrace/patio
Palazzo Mosco

Palazzo Mosco

4.0 star property
Gallipoli Historic Center
9.0 out of 10, Wonderful, (166)
"Fantastic, very service minded and professional staff. Great breakfast and fantastic rooms."
Sweden
Maria
Palazzo Mosco
On the beach, sun loungers
Directly on the beach. 6 beds in villa with private access to the sea

Directly on the beach. 6 beds in villa with private access to the sea

Scala di Furno
9.8 out of 10, Exceptional, (49)
"The location of this apartment is so perfect! The beach beyond the back garden is stunning and perfect for children. We had a lovely week here. Thanks Fabrizio!"
United Kingdom
Kate R.
Directly on the beach. 6 beds in villa with private access to the sea
Beach nearby
LAST MINUTE DEAL - SEA FRONT PENTHOUSE GALLIPOLI SALENTO WITH 250SQM TERRACE

LAST MINUTE DEAL - SEA FRONT PENTHOUSE GALLIPOLI SALENTO WITH 250SQM TERRACE

Gallipoli
9.8 out of 10, Exceptional, (76)
"Location and view from rooftop terras was beautifull."
Netherlands
Harry G.
LAST MINUTE DEAL - SEA FRONT PENTHOUSE GALLIPOLI SALENTO WITH 250SQM TERRACE
Beach/ocean view
Hotiday Apartments Torre Lapillo

Hotiday Apartments Torre Lapillo

4.0 star property
Porto Cesareo
9.4 out of 10, Exceptional, (3)
"Mycket begränsat urval på frukosten. Fantastiskt läge vid stranden."
Sweden
Brita
$800 nightly
The price is $880
Dec 14 - Dec 15
Total with taxes and fees
Hotiday Apartments Torre Lapillo
Terrace/patio
Blue House

Blue House

Castro
10.0 out of 10, Exceptional, (30)
"Wonderful apartment with stunning seaview and the cosiest outdoor areas, for cooking and relaxing. Walking distance to the sea and the city. The host Tommaso was the best - and super helpful with everything. We are definitely coming back!"
Denmark
Oscar L.
Blue House
Peaceful Old Mill Villa in village near sea. Pool gardens A/C, WiFi, Solar P

Peaceful Old Mill Villa in village near sea. Pool gardens A/C, WiFi, Solar P

Surano (Lecce)
10.0 out of 10, Exceptional, (37)
"The property is full of character, vaulted ceilings on the inside and a pretty garden with various seating areas. Patrizia is a marvel, her knowledge of the local area and desire to share it meant we filled our holiday time with great restaurants, swimming spots and town visits."
United Kingdom
Adam B.
Peaceful Old Mill Villa in village near sea. Pool gardens A/C, WiFi, Solar P
Outdoor dining
Discover "Locanda Fiori di Zagara", an 18th-century historical residence in Diso

Discover "Locanda Fiori di Zagara", an 18th-century historical residence in Diso

Diso
10.0 out of 10, Exceptional, (29)
"Diso is a great home base from which to explore other sites in the southern most part of the boot. The house was really lovely, the owner did her best to make sure we were comfortable,"
United States
Leslie D.
Discover "Locanda Fiori di Zagara", an 18th-century historical residence in Diso
Terrace/patio
DETACHED VILLA WITH POOL AND DIRECT ACCESS TO THE SEA IN SALENTO

DETACHED VILLA WITH POOL AND DIRECT ACCESS TO THE SEA IN SALENTO

Marina di Marittima
10.0 out of 10, Exceptional, (8)
"I think all you can do is drop your jaw when getting out of the car. The view, the house, the decor... EVERYTHING is so beautiful. We had our wedding here and we couldn't of chosen a better place. This will definitely be a place we will remember forever. They also helped us coordinate a private chef for our wedding and they went ABOVE AND BEYOND!!! The food and service was some of the best we experienced in all of ITALY! I honestly can't speak high enough of this place. Planning the wedding from...
Italy
Rebekah D.
DETACHED VILLA WITH POOL AND DIRECT ACCESS TO THE SEA IN SALENTO
Standard Apartment, 2 Bedrooms (Trilo 7 - 1439) | Private kitchen | Full-size fridge, cookware/dishes/utensils
Residence Kalura

Residence Kalura

Porto Cesareo
10.0 out of 10, Exceptional, (1)
Residence Kalura
Interior
loft Salento Style

loft Salento Style

Alessano
10.0 out of 10, Exceptional, (1)
"Maison et logement atypique comme Paolo , meilleur Airbnb sur les 5 réservés, recommande "
France
Sab K.
loft Salento Style
Outdoor dining
Country villa with pool close to the sandy beach, max comfort & relaxing!

Country villa with pool close to the sandy beach, max comfort & relaxing!

Ugento
10.0 out of 10, Exceptional, (13)
"Villa Rosalore is the perfect choice for a group of friends going on holiday together. I celebrated my birthday there with 9 friends - the villa offered the perfect setting for us to relax and enjoy each other’s company. We loved how modern the villa was. Would definitely stay here again!"
United Kingdom
Gabriele M.
Country villa with pool close to the sandy beach, max comfort & relaxing!
Beach
Independent rooms in house with common spaces near Otranto Porto Badisco Castro

Independent rooms in house with common spaces near Otranto Porto Badisco Castro

Minervino di Lecce
8.8 out of 10, Excellent, (8)
"Casa molto bella a Minervino di Lecce, soprattutto il giardino. Il proprietario è molto gentile e disponibile."
United States
Alessandro S.
Independent rooms in house with common spaces near Otranto Porto Badisco Castro
Beach nearby, white sand, beach bar
Kalinifta Rooms Apartment

Kalinifta Rooms Apartment

Porto Cesareo
10.0 out of 10, Exceptional, (7)
"Chloe ist eine äußerst nette und tolle Gastgeberin, für uns war alles perfekt. "
Germany
Andreas
Kalinifta Rooms Apartment
Outdoor dining
Villa Giardino Segreto - Carpign...

Villa Giardino Segreto - Carpign...

Carpignano salentino
8.6 out of 10, Excellent, (7)
"Lovely stay in a beautiful property exactly as pictured. Easy communication with the host and any needs attended to quickly. "
United Kingdom
Elayna R.
Villa Giardino Segreto - Carpign...
Outdoor pool
Villa with pool, park and private pine forest, 100 meters from the sea.

Villa with pool, park and private pine forest, 100 meters from the sea.

MARINA DI MANCAVERSA- GALLIPOLI
9.4 out of 10, Exceptional, (30)
"Initially we were disappointed as there were only 3 bedrooms in the villa. The 4th bedroom is in the garden 50 metres from the nearest entrance to the villa with no toilet.We had a very good holiday as we visited nearby towns and villages, walked along the coast and relaxed in the beautiful garden."
United Kingdom
Dorothy W.
Villa with pool, park and private pine forest, 100 meters from the sea.
On the beach, sun loungers
Single villa Maldives of Salento - Puglia

Single villa Maldives of Salento - Puglia

Salve
10.0 out of 10, Exceptional, (1)
"Cortesia disponibilità gentilezza"
Italy
Giancarlo M.
Single villa Maldives of Salento - Puglia
Outdoor dining
Gallipoli - Lido Pizzo - Seafront Villa - Up to 6-8 people

Gallipoli - Lido Pizzo - Seafront Villa - Up to 6-8 people

Gallipoli Lido Pizzo
9.4 out of 10, Exceptional, (53)
"This property was an amazing base for our time in Salento. It is close to many fabulous places to enjoy the beautiful sea. It had good outdoor space and bbq facilities - though it would have been nice to have had some ‘lounging’ chairs outdoors. The property was very clean, I felt the bed linen could have been a little newer but that’s very minor. Desiree the property manager was very welcoming and helpful and always had suggestions for where to visit, restaurants to try etc. Overall a great...
United States
Aoife S.
Gallipoli - Lido Pizzo - Seafront Villa - Up to 6-8 people
Indoor spa tub
Charming house w/ private sea access & jacuzzi

Charming house w/ private sea access & jacuzzi

Marittima
9.4 out of 10, Exceptional, (9)
"The house was in a lovely location but was very tired. Worn paint in the kitchen and a broken glass cook top. It is very small, no living area and only one air conditioning unit in the hallway to service the whole house. This means you have to sleep with all bedroom doors wide open in order to keep cool at night. We had a problem where the very bright outdoor lights were on an auto timer until at least 3am every night and without shutters or adequate curtains made it very difficult to sleep in...
United Kingdom
Catriona P.
Charming house w/ private sea access & jacuzzi
Outdoor pool
Pink Cottage. Finely furnished studio apartment with garden, patio and pool.

Pink Cottage. Finely furnished studio apartment with garden, patio and pool.

Porto Cesareo
9.4 out of 10, Exceptional, (11)
"We liked it alot since it matched our needs. Good combination to visit restaurants and cook you orwn food. We bought local meet and vegetable's and used the grill thats included. The pool was nice to cool down in during the hot hours, and it was cleaned once a week, the water feelt fresh to swim in. Host was easy to reach and very service minded, but we didnt have any issusses during our stay."
Sweden
Håkan S.
Pink Cottage. Finely furnished studio apartment with garden, patio and pool.
On the beach, sun loungers, beach towels
Ocean Villa - Masseria sea view -sea access - POOL LIDO Beachfront

Ocean Villa - Masseria sea view -sea access - POOL LIDO Beachfront

Marina di Andrano
10.0 out of 10, Exceptional, (11)
"Lovely house in a really special area. Maria was a wonderful host who was always quick to help with any issues and give wonderful recommendations of places to visit and restaurants. Marina di Andrano is a lovely town with two excellent restaurants and the Malibu cafe at the end of the drive did excellent cappuccinos with a spectacular ocean view. "
United Kingdom
Andrew G.
Ocean Villa - Masseria sea view -sea access - POOL LIDO Beachfront
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

Victoria Palace Hotel & Zen Wellness

Victoria Palace Hotel & Zen Wellness

10/10 Excellent
"Very nice hotel and friendly staff. "
Veljko 1-night trip
Posted 10 days ago
Victoria Palace Hotel & Zen Wellness

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 $880 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

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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.

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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?

Kalinifta Rooms Apartment: You might want to consider this vacation home rental near San Simone, which is located on the waterfront and has a private balcony, a rooftop terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities like a fridge and kitchenware can make your vacation run smoothly. 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.