Dive Into the Dream: Sicily’s Holiday Cottages with Pools

The holiday cottages with pools in Sicily are beautiful and a great way to relax. From there, you can see fields or the blue sea.

These cottages are unique because they combine authentic Sicilian style with modern comforts. Imagine walls made of stone and terracotta tiles. Cosy gardens are perfect spots to relax after a day of exploring. Cottages are lovely places for vacations for couples, families, and anyone else who wants peace.

Sicily offers cottage rentals for all types of travellers. It is the perfect location for your ideal holiday, whether you seek a holiday cottage with a private pool, family accommodation, a romantic retreat, or a pet-friendly place. Its cottages ensure that every traveller feels welcome and cared for.

Why Should You Pick a Cottage with a Pool?

A holiday is more than just a holiday when you stay in a house with a pool. It is sunny and warm in Sicily, a great relaxing place. This is why you’ll enjoy it:

  • Privacy: If you want to be alone, avoid groups and travel at your own pace. You can relax when you have your room.
  • This place is great for families because kids love to splash around, and adults like how safe and private it is.
  • Great for Couples: This is a cosy hideaway with quiet places to be romantic.
  • Great All Year: Sicily’s charm persists in winter, with many offering heated swimming pools or indoor options.

Different kinds of Holiday Cottages in Sicily

  • Luxury holiday cottages offer a delightful escape for those seeking relaxation fancy. They have modern and traditional Sicilian features, like hot and infinity pools, bathrooms that look like spas, and outdoor dining areas. Luxury Cottages are beautiful and easy to live in.
  • Family-Friendly Cottages. Are you taking a trip with your kids? Everybody can find something they like in a family home. They have safe places for kids to play, lots of space, and nice rooms.
  • Large holiday cottages with swimming pools provide the ideal combination of shared spaces for everyone to enjoy the holiday atmosphere and private areas throughout the property.
  • Secret Places for Love. Couples can find peace and charm in romantic cottages. With warm Mediterranean views, magical settings, cosy interiors, fragrant gardens, and pergolas covered in vines, create one-of-a-kind atmospheres. These places are great for honeymoons, birthdays, or relaxing for a quiet weekend.
  • Vacations that allow pets: Are you going to bring your pet friend? In Sicily, many cottages have secure gardens and walking tracks close by, so dogs are welcome. You don’t have to leave your pet behind to enjoy this lovely island.

 

Where to Stay in Sicily

Sicily comprises a variety of landscapes and towns, each possessing its unique charm. Here is a list of the most beautiful places on the island:

  • Northern Sicily is well known for its art, history, and beautiful scenery. The busy city of Palermo and the pretty beach town of Cefalù are both in this area. There are also busy shops, old buildings, and beautiful beaches. To explore the best holiday cottages in this region, visit the Cefalù and surroundings page and discover hand-picked properties perfect for your stay.
  • East of Sicily: You will love Eastern Sicily because it is home to Mount Etna, a mountain you can climb. Geysers, lush gardens, and beautiful sea views are close to Catania and Taormina. They give you a taste of both city life and peace in nature. To explore the charm of Taormina and its surroundings, discover hand-picked holiday cottages on the Taormina and Surroundings page, offering the perfect base for your Sicilian adventure.
  • The Baroque South: This area has beautiful buildings and a relaxed way of life. Some cities boast a rich history and stunning Baroque architecture: Noto, Modica, and Syracuse.

These breathtaking locations merit exploration. The area is excellent for people who like art and want to escape it culturally. Visit the Syracuse and Val di Noto page to explore the charm of Syracuse and Val di Noto and find the perfect cottage for your stay.

  • Western Sicily: Relax in peaceful places surrounded by wineries, beautiful beaches, and cultural sites. Marsala, Trapani, and Mazara del Vallo are all calm places to visit, where you can see salt pans, go to different islands, and learn about the traditional way of fishing. To find the perfect cottage for your stay in this region, visit the Palermo and Trapani Area page and explore their curated selection of holiday rentals.

Each place has its mix of history, culture, and natural beauty. Your vacation cottage rental is a great place to start exploring.

 

Cottages with self-catering for flexibility

Do you enjoy holiday cooking? Self-catering cottages with swimming pools available for separate rental are ideal for you.

You can purchase fresh local food at shops, cook anytime, and enjoy meals by the water. These cottages allow you to visit Sicily at your convenience.

Your escape to Sicily is waiting for you.

There are holiday cottages with pools in Sicily that are great for all kinds of trips. This is a nice place to go on vacation with your family or for a romantic break. Their mix of authentic charm, beautiful settings, and careful touches will make your trip memorable.

Scent of Sicily can help you find the right home. With hand-selected properties and local knowledge, they’ll make your holiday seamless.

 

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Casale dell’ulivo

Syracuse From: €3,500 to: €5,740 per week

Stylish villa with swimming pool and garden, located in the Sicilian countryside, close to the sea and nearby towns.

  • A beautiful property, with classic elegant furnishings
  • A private pool area, lovely manicured gardens
  • Within easy reach of Syracuse centre and the South Coast beaches
  • 8 Sleeps
  • 5 Bedrooms
  • 3 Bathrooms
  • Pool

Golf course 18km
Tennis 10km
Etna 120km-75miles
Taormina 120km-75miles
Modica 64km-41miles

EXCLUSIVE FLEX RATE
Tailored to your party size and bedroom requirements, with exclusive use of the villa.

20% OFF - Weekly stays 24–31 October
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Cottage Aquamarine

Menfi From: €3,675 to: €7,350 per week

A nature lover's haven in a Sicilian reserve. Private bio-pool, beach access, and proximity to stunning archaeological sites. Your dream escape.

  • Amazing cottage with bio pool in lake/pond style
  • Panoramic view from the interior and exterior
  • Pieces of furniture made from recycled material
  • 6 Sleeps
  • 3 Bedrooms
  • 2 Bathrooms
  • Pool

Sandy beach/sea 50mt-0,03miles
Porto Palo beaches 10Km-6miles
Selinunte 12Km-7,4miles
Menfi city 13Km-8miles
Sciacca 30Km-18miles

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Cottage Sea Sound

Marzamemi Area From: €1,540 to: €4,850 per week

Sea Sound is a charming cottage on the beach in Southern Sicily is the perfect pick if you want the shore to be right outside your door

  • Right on the beach
  • Private plunge pool in the courtyard
  • Private solarium on the sand
  • 4 Sleeps
  • 2 Bedrooms
  • 2 Bathrooms
  • Pool

Marzameni 12,5km-7,5miles
Natural Reserv of Vendicari 18km-11miles
Ispica 19Km-12miles
Noto 28Km-17miles
Modica 33Km-19miles

10% OFF

. for stay 5+ nights in October 2026

. for stay 7+ nights all 2027
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Villa Sciara

Ragalna - Mt Etna area From: €6,550 to: €8,250 per week

Contemporary villa with private pool in Sicily. Villa Sciara is elegantly furnished and has an amazing and relaxing view on the vineyards and the volcano Etna.

  • Amazing villa in the countryside with lovely swimmingpool
  • Breathless view on the vineyards and olive trees and Etna as backgroun
  • Elegant furnishings
  • 10 Sleeps
  • 5 Bedrooms
  • 5 Bathrooms
  • Pool

Nearest city center 1,5Km-0,9miles
Paternò 9Km-5,5miles
Etnapark waterpark 15km-9miles
Etna volcano 20Km-12miles
Catania 27Km-16miles

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Villa Tower

Selinunte - Castelvetrano From: €4,200 to: €8,500 per week

Villa Tower is a beautiful colonial house set in the heart of the countryside near Selinunte, lovingly restored by its owners...

  • Colonial house built around an old lookout tower
  • Swimming pool, terraces and pond with papyrus and bamboo plants
  • Holiday base, in a peaceful and private rural location, near the coast
  • 10+2 Sleeps
  • 5 Bedrooms
  • 5 Bathrooms
  • Pool

Marsala 41km-25miles
Trapani 84km-52miles
Erice 90km-55miles
Segesta 64km-39miles
Palermo 120km-74miles

EXCLUSIVE FLEX RATE
Tailored to your party size and bedroom requirements, with exclusive use of the villa.
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Blue Sea Cottage

Menfi From: €910 to: €2,870 per week

The cottage's name aptly sums up the location of this property, which is perfect for lovers of the sea and nature.

  • Cottage a few steps from the sandy beach
  • Large 5-seater jacuzzi with heated water
  • Delightful living room with large windows directly onto the patio
  • 4+1 Sleeps
  • 2 Bedrooms
  • 2 Bathrooms

Selinunte temples 17km-10miles
Sciacca 27km-16miles
Golf Course 35km-20miles
Scala Dei Turchi 74km-45miles
Agrigento city center 85km-52miles

Aerial view of a Sicilian villa with pool surrounded by Baroque colors. EXCLUSIVE FLEX RATE
Tailored to your party size and bedroom requirements, with exclusive use of the villa.
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Casale Limestone

Modica From: €3,290 to: €6,510 per week

An amazing old sicilian Casale with swimming pool, the perfect location where to enjoy of the siclian life, in the heart of baroque Sicily.

  • Old restored sicilian Casale
  • Perfect relax in the garden and the amazing pool
  • Divided in 3 houses for a complete privacy for a group of friends
  • 8+2 Sleeps
  • 4 Bedrooms
  • 4 Bathrooms
  • Pool

Modica city center 6Km-3miles
Ragusa 19Km-11miles
Scicli 20Km-12miles
Marina di Modica beaches 28Km-17miles
Noto 36Km-22miles

EXCLUSIVE FLEX RATE
Tailored to your party size and bedroom requirements, with exclusive use of the villa.

5% OFF for stay 7+ nights
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Sicilian Heritage

Ragusa From: €3,570 to: €8,470 per week

A wonderfully restored Sicilian villa with swimming pool, terraces, a large garden and splendid views of the surrounding countryside.

  • Old sicilian Baglio completely renoved
  • Pool with panoramic view on the countryside
  • Elegant sicilian furnishings
  • 16 Sleeps
  • 6 Bedrooms
  • 7 Bathrooms
  • Pool

Ragusa city center 15Km-9miles
Marina di Ragusa beaches 19Km-11miles
Modica 25Km-15miles
Montalbano's beach 21Km-13miles
Donnalucata 23Km-14miles

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Villa Shanti

Syracuse From: €3,500 to: €5,488 per week

Experience the allure of Baroque Sicily in a luxurious villa with a heated pool in Siracusa. Your ultimate retreat awaits!

  • Heated pool free of charge - with salt water
  • Elegant furniture
  • Relaxing mediterranean garden with lawn
  • 8 Sleeps
  • 4 Bedrooms
  • 5 Bathrooms
  • Pool

City center 7Km-4miles
Fontane Bianche beach 20Km-12miles
Noto 35Km-21miles
Catania 62Km-38miles
Modica 68Km-42miles

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Villa Bouganville

Castelvetrano From: €3,850 to: €6,600 per week

A wonderful villa in the Sicilian countryside, complete with relaxing garden, infinity pool, solarium, veranda, near the charming temple of Selinunte.

  • Elegant pool in the garden
  • Spacious and rustic rooms
  • Garden and old trees all around the villa
  • 8 Sleeps
  • 4 Bedrooms
  • 4 Bathrooms
  • Pool

Archaeological area of Selinunte 5km
Mazara del Vallo 22km-14miles
Marsala 42km-26miles
Segesta 45km-28miles
Trapani 65km-40miles

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Villa Cudiano

Marina di Ragusa/Scicli From: €1,860 to: €3,785 per week

Experience stunning Mediterranean Sea and Sicilian countryside views from the beautifully restored hillside property's large terraces and swimming pool.

  • The large villa offers a peaceful and picturesque setting.
  • Characteristic of the villa is a pleasant blend of style and comfort.
  • A spacious terrace and swimming pool provide views over the nature.
  • 6 Sleeps
  • 3 Bedrooms
  • 3 Bathrooms
  • Pool

Marina di Ragusa 8Km-4miles
Donnalucata 4Km-2miles
Scicli 8km-4miles
Punta Secca 15Km-9miles
Modica 17Km-10miles

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Villa Bio

Sampieri From: €3,970 to: €7,435 per week

Elegant eco-villa deep in green countryside with a pond, pool and nearby beaches

  • Villa with unmistakable architectural style
  • Artificial lake supplies purified water to the bio-pool
  • Refined and minimalist style in furnishings
  • 6 Sleeps
  • 3 Bedrooms
  • 4 Bathrooms
  • Pool

Sampieri downtown 1,5Km-0,9miles
Nearest beach 2Km-1,2miles
Marina di Modica 6Km-3,7miles
Donnalucata 10Km-6miles
Pozzallo beach 11Km-7miles

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