Discover Your Perfect Sassetta Vacation Homes

Best Vacation Homes in Sassetta

Apartment
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like-icon10.0
Exceptional
(2 Reviews)
1 Bedroom 1 Bath 4 Guests 484 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
£160/Night 7 Nights - £1,121
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Apartment
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
5 Bedrooms 4 Baths 12 Guests 699.66 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£92/Night 7 Nights - £643
RV Rental
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1 Bedroom 1 Bath
  • Hot Tub
    Hot Tub
  • Pool
    Pool
More amenities
£118/Night 7 Nights - £824
House
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like-icon10.0
Exceptional
(2 Reviews)
5 Bedrooms 2 Baths 9 Guests 1292 ft²
  • Pet Friendly
    Pet Friendly
  • Kitchen
    Kitchen
More amenities
£149/Night 7 Nights - £1,041
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Apartment
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like-icon10.0
Exceptional
(1 Review)
7 Bedrooms 4 Baths 11 Guests 2045.14 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£217/Night 7 Nights - £1,522
Apartment
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
1 Bedroom 1 Bath 4 Guests 484 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
£102/Night 7 Nights - £711
Apartment
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
1 Bedroom 1 Bath 5 Guests 538 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£84/Night 7 Nights - £588
Apartment
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like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 1 Bath 5 Guests 1076 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
£190/Night 7 Nights - £1,330

Sassetta Luxury Rentals

House
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6 Bedrooms 4 Baths 15 Guests 4306 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£1,196/Night 7 Nights - £8,371
Villa
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11 Bedrooms 6 Baths 24 Guests 9688 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
£1,004/Night 7 Nights - £7,030
Villa
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8 Bedrooms 8 Baths 22 Guests 3552 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
£841/Night 7 Nights - £5,889
Villa
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6 Bedrooms 4 Baths 15 Guests 4306 ft²
  • Private Pool
    Private Pool
  • Pool
    Pool
More amenities
£717/Night 7 Nights - £5,016
Other
Map-icon
8 Bedrooms 8 Baths 24 Guests 3552 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£618/Night 7 Nights - £4,328
Villa
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6 Bedrooms 2 Baths 17 Guests 4306 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£606/Night 7 Nights - £4,243
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House
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6 Bedrooms 1 Bath 17 Guests 947.22 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
£596/Night 7 Nights - £4,170
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House
Map-icon
like-icon10.0
Exceptional
(1 Review)
7 Bedrooms 6 Baths 14 Guests 4305.56 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
£522/Night 7 Nights - £3,656

Sassetta Pet Friendly Vacation Rentals

House
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 3 Baths 11 Guests 1722 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
£155/Night 7 Nights - £1,086
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House
Map-icon
like-icon9.8
Exceptional
(6 Reviews)
1 Bedroom 2 Baths 6 Guests 1291.67 ft²
  • Balcony/Terrace
    Balcony/Terrace
  • View
    View
More amenities
£67/Night 7 Nights - £473
Apartment
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 4 Guests 538 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
£110/Night 7 Nights - £772
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Apartment
Map-icon
like-icon9.7
Exceptional
(21 Reviews)
1 Bedroom 1 Bath 3 Guests 635.07 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
£53/Night 7 Nights - £368
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£82/Night 7 Nights - £573
Apartment
Map-icon
like-icon9.4
Exceptional
(3 Reviews)
2 Bedrooms 1 Bath 6 Guests 861 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£58/Night 7 Nights - £409
Villa
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like-icon8.0
Excellent
(1 Review)
2 Bedrooms 2 Baths 4 Guests 807 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£213/Night 7 Nights - £1,491
Apartment
Map-icon
like-icon8.0
Excellent
(1 Review)
1 Bedroom 1 Bath 5 Guests 538 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£44/Night 7 Nights - £308

Sassetta Large Vacation Homes

Villa
Map-icon
like-icon8.8
Fabulous
(3 Reviews)
3 Bedrooms 4 Baths 8 Guests 1722 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
£207/Night 7 Nights - £1,446
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House
Map-icon
like-icon9.7
Exceptional
(120 Reviews)
6 Bedrooms 6 Baths 16 Guests 524.74 ft²
  • Balcony/Terrace
    Balcony/Terrace
  • Kitchen
    Kitchen
More amenities
£75/Night 7 Nights - £523
Villa
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6 Bedrooms 4 Baths 15 Guests 4306 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
£509/Night 7 Nights - £3,561
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House
Map-icon
like-icon9.5
Exceptional
(244 Reviews)
8 Bedrooms 3 Baths 9 Guests 315.74 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£208/Night 7 Nights - £1,454
House
Map-icon
7 Bedrooms 6 Baths 14 Guests 4306 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
£407/Night 7 Nights - £2,847
House
Map-icon
7 Bedrooms 6 Baths 14 Guests 4306 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£292/Night 7 Nights - £2,045
Villa
Map-icon
3 Bedrooms 4 Baths 11 Guests 1722 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£164/Night 7 Nights - £1,148
Villa
Map-icon
2 Bedrooms 2 Baths 10 Guests 538 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£131/Night 7 Nights - £917

Why Choose Rent By Owner for your Sassetta Vacation Rental Homes?

What makes our Vacation Rentals 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 Sassetta

When should you plan your Vacation Rentals stay?

Choosing the ideal time to visit here ensures you enjoy the region’s best weather and local events, making your stay in Tuscany even more memorable.

Peak Season Highlights

summer
late spring to early summer (May to June)

During these months, the area experiences warm temperatures and vibrant landscapes, making it an ideal time for outdoor activities and sightseeing.

Average Temperature Daytime: 20-25°C - Nighttime: 12-15°C
autumn
early autumn (September to October)

This period offers pleasant weather and fewer crowds, perfect for exploring the scenic countryside and enjoying local events.

Average Temperature Daytime: 22-24°C - Nighttime: 13-16°C

Off-Season Highlights

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winter (December to February)

The cooler season features quieter surroundings and lower accommodation rates, suitable for travelers seeking tranquility and cozy ambiance.

Average Temperature Daytime: 8-12°C - Nighttime: 2-5°C
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early spring (March to April)

Before the peak season begins, you’ll find fewer visitors and mild weather, offering a peaceful experience to enjoy this picturesque part of Tuscany.

Average Temperature Daytime: 13-17°C - Nighttime: 5-8°C

Weekly Weather Forecast for Sassetta

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 private outdoor dining areas perfect for savoring Tuscan cuisine under the sun.
  • Relax in spacious gardens or landscaped yards that offer a peaceful retreat amid nature.
  • Take advantage of outdoor pools, ideal for refreshing dips during warm summer days.
  • Experience breathtaking views from terraces or balconies overlooking the rolling hills of Tuscany.
  • Make use of outdoor fireplaces or BBQ grills to enhance your al fresco gatherings.
  • Access extensive patios or verandas suited for entertaining friends and family in the fresh air.
  • Explore nearby walking trails and scenic paths directly accessible from the property’s outdoor spaces.
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Family Activities

  • Exploring Sassetta’s Historic Center: You can wander through the charming streets of this Tuscan town and discover its centuries-old architecture, perfect for family photo opportunities and cultural immersion.
  • Outdoor Adventures in the Regional Parks: Enjoy a day of nature by visiting nearby parks where you can hike, picnic, and observe local flora and fauna together as a family.
  • Visiting Local Artisans and Workshops: Engaging with traditional crafts in the area offers a hands-on experience that educates and entertains children of all ages during your stay.
  • Relaxing at Family-Friendly Beaches: Spend quality time on the scenic coastlines close to here, where shallow waters and soft sands make for ideal beach outings with young kids.
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Adult Activities

  • Exploring the Tuscan Countryside: You can enjoy scenic drives through rolling hills and lush vineyards that surround this charming region, perfect for a peaceful day out.
  • Wine Tasting Tours: Indulge in wine tasting experiences at local wineries where you can sample exquisite regional wines right here in the heart of Tuscany.
  • Hiking and Nature Walks: Discover the area's natural beauty by taking guided or self-guided hikes along designated trails that showcase Tuscany's rich landscapes.
  • Local Culinary Experiences: Savor authentic Tuscan cuisine at nearby farm-to-table restaurants, immersing yourself in the region’s culinary traditions and flavors.

Sassetta Travel Tips

How Can You Make the Most of Your Stay?

  • Embrace local flavors: Savor authentic Tuscan cuisine by exploring nearby markets and enjoying meals at traditional trattorias.
  • Discover scenic trails: Take advantage of the region’s beautiful landscapes with walking or biking routes that showcase the area's natural beauty.
  • Visit cultural sites: Immerse yourself in the local history by exploring historic landmarks and museums within easy reach of your accommodations.
  • Engage with the community: Participate in local events or festivals to experience the genuine hospitality and vibrant culture here.

Transportation Options

  • Car Rentals: Renting a car provides the flexibility to explore this part of Tuscany at your own pace, with options available near key transport hubs in the area.
  • Bus Services: Local bus routes connect Sassetta to surrounding towns and attractions, offering an affordable way to travel without the need for private transportation.
  • Taxi and Ride-Sharing: Taxis and ride-sharing services are readily accessible here, providing convenient door-to-door transportation within the region.
  • Train Access: The nearest train stations offer a reliable connection to major cities across Tuscany, making it easier to plan day trips or longer excursions from your rental here.

Local Customs Options

  • Traditional Festivals: You can partake in local festivals, which celebrate the area's rich history and community spirit during your stay in this charming destination.
  • Religious Processions: Observing the region’s religious processions offers an authentic glimpse into the spiritual traditions cherished by residents here.
  • Local Cuisine Customs: Engaging with customary culinary practices allows you to taste genuine flavors that define the area's gastronomic identity.
  • Handicraft Arts: Exploring traditional crafts provides insight into the skilled artistry passed down through generations in this historic locale.

Frequently Asked Questions About Sassetta?

1. What are the top vacation rentals in Sassetta?

2. How many vacation rentals have private pools in Sassetta?

3. Which vacation homes in Sassetta are best for families?

If you are looking for a family-friendly vacation home in Sassetta, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Sassetta:

4. How many Rentbyowner vacation rentals are available in Sassetta?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 164 in the Sassetta area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Sassetta. 

5. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary depending on the specific property listing. You should review the cancellation terms outlined in the listing details or contact the property owner directly to understand the options available for your stay.

6. Are there any additional fees I should be aware of when booking a vacation rental here?

Additional fees such as cleaning charges, security deposits, or service fees are specified in each listing. It's recommended to read the detailed property description or reach out to the host for clarification before completing your reservation.

7. How do I secure my booking and what is the deposit requirement?

Booking procedures and deposit requirements are listed within each property's details. Typically, a reservation fee or deposit is requested to confirm your stay, with the remaining amount payable according to the host's specified terms. Confirm these details during the booking process or by contacting the owner.

8. Is it possible to make special requests or customize my stay at the vacation rental?

Many hosts in this destination are open to accommodating special requests such as early check-in or additional amenities. To ensure your needs are met, communicate your preferences directly with the property owner prior to confirming your booking.

9. What amenities are typically included in vacation rentals in this region?

Most properties offer essential amenities like Wi-Fi, private kitchens, and parking. Specific features can vary, so it’s best to review each listing carefully or contact the owner if you have particular requirements for your stay.

Sassetta Top Rated Vacation Rentals

Other
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 1 Bath 4 Guests 969 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
£131/Night 7 Nights - £918
Other
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 2 Guests 538 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
£104/Night 7 Nights - £729
star-icons-3
House
Map-icon
like-icon9.7
Exceptional
(6 Reviews)
1 Bedroom 1 Bath 2 Guests 430.56 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£66/Night 7 Nights - £463
House
Map-icon
like-icon9.6
Exceptional
(5 Reviews)
1 Bedroom 1 Bath
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£66/Night 7 Nights - £463
Other
Map-icon
like-icon9.3
Exceptional
(194 Reviews)
7 Bedrooms 7 Baths 14 Guests 199.9 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
£133/Night 7 Nights - £934
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Apartment
Map-icon
like-icon9.3
Exceptional
(19 Reviews)
12 Bedrooms 8 Baths 30 Guests 1463.89 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£270/Night 7 Nights - £1,890
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House
Map-icon
like-icon9.1
Exceptional
(185 Reviews)
29 Bedrooms 4 Baths 8 Guests 285.25 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
£105/Night 7 Nights - £734
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House
Map-icon
like-icon9.1
Exceptional
(73 Reviews)
13 Bedrooms 13 Baths 37 Guests 497.1 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£129/Night 7 Nights - £903