1. Italy
  2. Sicily
  3. Vacation Rentals with Pools

Sicily Vacation Rentals with Pools

Apartment
Map-icon
like-icon10.0
Exceptional
(166 Reviews)
2 Bedrooms 2 Baths 5 Guests 807 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $136/Night 7 Nights - US $954
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Bed & Breakfast
Map-icon
like-icon10.0
Exceptional
(108 Reviews)
4 Bedrooms 1 Bath 2 Guests 269.1 ft²
  • Private Beach
    Private Beach
  • Oceanfront
    Oceanfront
More amenities
US $278/Night 7 Nights - US $1,946
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House
Map-icon
like-icon10.0
Exceptional
(129 Reviews)
1 Bedroom 1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $315/Night 7 Nights - US $2,205
Villa
Map-icon
like-icon10.0
Exceptional
(129 Reviews)
3 Bedrooms 3 Baths 6 Guests 1292 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $611/Night 7 Nights - US $4,275
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Bed & Breakfast
Map-icon
like-icon10.0
Exceptional
(101 Reviews)
2 Bedrooms 2 Baths 6 Guests 592.01 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
US $133/Night 7 Nights - US $933
Villa
Map-icon
like-icon10.0
Exceptional
(89 Reviews)
4 Bedrooms 3 Baths 11 Guests 1938 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $716/Night 7 Nights - US $5,009
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Bed & Breakfast
Map-icon
like-icon10.0
Exceptional
(84 Reviews)
1 Bedroom 1 Bath 2 Guests 269.1 ft²
  • Oceanfront
    Oceanfront
  • Spa
    Spa
More amenities
US $130/Night 7 Nights - US $910
Apartment
Map-icon
like-icon10.0
Exceptional
(88 Reviews)
2 Bedrooms 2 Baths 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $680/Night 7 Nights - US $4,759
Resort
Map-icon
like-icon10.0
Exceptional
(51 Reviews)
3 Baths 15 Guests 717.6 ft²
  • Pool
    Pool
  • View
    View
More amenities
US $185/Night 7 Nights - US $1,296
House
Map-icon
like-icon10.0
Exceptional
(87 Reviews)
3 Bedrooms 2 Baths 8 Guests 1507 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $469/Night 7 Nights - US $3,283
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House
Map-icon
like-icon10.0
Exceptional
(33 Reviews)
3 Bedrooms 3 Baths 6 Guests 1399.31 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $1,130/Night 7 Nights - US $7,912
Villa
Map-icon
like-icon10.0
Exceptional
(87 Reviews)
2 Bedrooms 2 Baths 7 Guests 1066 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $449/Night 7 Nights - US $3,146

Why Choose Rent By Owner for your Sicily Vacation Rentals with Pools?

What makes our Vacation Rentals with Pools special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Sicily

When should you plan your Vacation Rentals with Pools stay?

By choosing the right time to visit here, you can enjoy ideal weather conditions and fewer crowds, making your stay in Sicily’s region with rentals with pools truly memorable throughout the warmer months from late spring to early fall.

Peak Season Highlights

spring
June to August

During the summer months, you can enjoy warm days and vibrant local events. This is the ideal time for sunbathing around your rentals with pools in Sicily, Italy.

Average Temperature Daytime: 30°C to 33°C - Nighttime: 20°C to 24°C
spring
September to October

Early fall offers pleasant weather and fewer crowds, making it perfect for exploring the region while relaxing at your rentals with pools.

Average Temperature Daytime: 26°C to 29°C - Nighttime: 18°C to 21°C

Off-Season Highlights

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November to February

During the cooler months, the area experiences milder temperatures and a quieter atmosphere, providing a peaceful retreat at your rentals with pools.

Average Temperature Daytime: 12°C to 16°C - Nighttime: 8°C to 11°C
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March to May

Spring begins to bring warmer weather and blooming landscapes, offering a comfortable climate for enjoying your stay at Sicily’s rentals with pools without the peak season crowds.

Average Temperature Daytime: 17°C to 22°C - Nighttime: 10°C to 14°C

Weekly Weather Forecast for Sicily

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy a private swimming pool to relax and unwind in the warm Mediterranean climate.
  • Take advantage of outdoor dining areas perfect for al fresco meals after a day exploring the region.
  • Make use of spacious patios or terraces ideal for sunbathing and enjoying scenic views.
  • Benefit from well-maintained gardens or landscaped yards that enhance your outdoor experience.
  • Find shaded seating options, such as pergolas or umbrellas, for comfort during hot days.
  • Discover outdoor BBQ facilities to prepare delicious meals with fresh local ingredients.
  • Utilize additional outdoor amenities like private courtyards or verandas for extended relaxation space.
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Family Activities

  • Visit the Valley of the Temples Explore this UNESCO World Heritage site to introduce your family to ancient Greek history amidst impressive archaeological ruins.
  • Enjoy a day at the beaches Relax and play on the stunning sandy shores with shallow waters, perfect for children in the area’s popular coastal spots.
  • Discover local markets and culinary delights Experience authentic regional flavors by shopping for fresh produce and sampling traditional Sicilian cuisine in nearby towns.
  • Take a boat trip along the coast Embark on a family-friendly cruise to explore hidden coves and scenic views along the Mediterranean coastline.
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Adult Activities

  • Historical Tours: Explore the region’s rich history by visiting ancient archaeological sites and museums, offering a deep dive into its storied past.
  • Gourmet Food Experiences: Indulge in authentic Sicilian cuisine at local markets, wineries, and fine restaurants, perfect for savoring regional flavors.
  • Cooking Classes: Learn traditional Sicilian recipes from local chefs, adding a delicious touch to your travel experience.
  • Wine Tasting Tours: Discover the region's renowned vineyards and enjoy tastings of exceptional local wines amid scenic landscapes.

Sicily Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local markets and authentic eateries: Dive into the region's culinary scene by visiting nearby markets and trying traditional dishes, enriching your stay with genuine flavors.
  • Take advantage of your rentals with pools: Relax and unwind at your accommodation’s private pool after a day of exploring the area's historic sites and scenic views.
  • Plan outdoor adventures wisely: Discover charming coastal towns and countryside routes to make the most of Sicily’s natural beauty while avoiding peak heat hours.
  • Embrace cultural experiences: Attend local festivals or events to gain deeper insight into the area's rich traditions and vibrant community life.

Transportation Options

  • Car Rental Services: Renting a car gives you the flexibility to explore the region at your own pace and access various attractions conveniently from your rental with pools.
  • Public Transportation: Buses and regional trains provide affordable transportation options, making it easy to travel between key destinations in this vibrant area.
  • Taxis and Ride-Sharing: Taxis and ride-sharing apps offer a convenient way to get around without the need for personal vehicle ownership, especially when visiting local hotspots.
  • Private Transfers and Shuttle Services: Pre-arranged private transfers ensure seamless transportation to and from airports or popular sites, enhancing your overall experience here.

Local Customs Options

  • Sicilian Hospitality: Locals in this region are known for their warm and welcoming attitude, making your stay feel like a genuine experience of local culture.
  • Traditional Food Etiquette: Respect for communal dining and the importance of family meals is a cherished custom that offers you an authentic taste of Sicilian life.
  • Religious Festivals: Participating or observing vibrant festivals rooted in Catholic traditions connects you deeply with the area's spiritual customs.
  • Respect for Local Artisans: Appreciating handmade crafts and local markets supports the community’s artisanal heritage, enriching your cultural understanding of this destination.

Frequently Asked Questions About Sicily Rentals with Pools

1. What are the top Rentals With Pools in Sicily?

There are a lot of options in Sicily. If you plan on staying in the Sicily area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Rentals With Pools in Sicily:

2. How many Rentals With Pools are available in Sicily?

Currently, the total number of properties listed by RBO in 2026 is over 14505 in the Sicily area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Rentals With Pools in Sicily. 

3. What is the cancellation policy for rentals with pools in Sicily?

The cancellation policy varies by listing. To ensure a smooth process, please review the specific terms outlined on the property’s listing or contact the owner directly before booking.

4. Are there any additional fees associated with renting a property with a pool in Sicily?

Additional fees such as cleaning, security deposits, or pool maintenance may apply. Details are provided in each listing, so be sure to review them carefully or reach out to the host with any questions.

5. How do I confirm the availability of a rental with a pool during my travel dates?

Availability is managed directly through the listing’s calendar. You can verify current availability and proceed with your booking online or contact the owner to confirm the dates you have in mind.

6. What amenities are typically included in rentals with pools in this destination?

Most rentals offer essential amenities such as Wi-Fi, air conditioning, and fully equipped kitchens. Specific features like outdoor seating, private gardens, or additional services will be detailed in the listing description-please review these to match your preferences.

7. Is it possible to find rentals with pools that accommodate large groups or families in this region?

Yes, many listings cater to larger groups or families, often featuring multiple bedrooms and expansive outdoor areas. For suitability, review the property details and contact the owner if you have specific requirements.

More Rentals You May Like Near Sicily

star-icons-3
Bed & Breakfast
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3 Bedrooms 3 Baths 8 Guests 1399.31 ft²
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US $350/Night 7 Nights - US $2,453
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US $415/Night 7 Nights - US $2,904
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US $96/Night 7 Nights - US $669
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Exceptional
(74 Reviews)
4 Bedrooms 4 Baths 8 Guests 2153 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $1,037/Night 7 Nights - US $7,259
Villa
Map-icon
like-icon10.0
Exceptional
(72 Reviews)
5 Bedrooms 4 Baths 14 Guests 3660 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $428/Night 7 Nights - US $2,996
Villa
Map-icon
like-icon10.0
Exceptional
(71 Reviews)
2 Bedrooms 2 Baths 4 Guests 1184 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $207/Night 7 Nights - US $1,452
Villa
Map-icon
like-icon10.0
Exceptional
(64 Reviews)
5 Bedrooms 4 Baths 14 Guests 3595 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $832/Night 7 Nights - US $5,823
House
Map-icon
like-icon10.0
Exceptional
(64 Reviews)
3 Bedrooms 2 Baths 7 Guests 1722 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $504/Night 7 Nights - US $3,530
Apartment
Map-icon
like-icon10.0
Exceptional
(62 Reviews)
3 Bedrooms 2 Baths 4 Guests 1292 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $460/Night 7 Nights - US $3,218
Villa
Map-icon
like-icon10.0
Exceptional
(57 Reviews)
5 Bedrooms 5 Baths 10 Guests 3767 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $470/Night 7 Nights - US $3,291