Discover Your Perfect Montesecco Vacation Homes

Best Vacation Homes in Montesecco

House
Map-icon
like-icon10.0
Exceptional
(14 Reviews)
3 Bedrooms 2 Baths 7 Guests 1507 ft²
  • Private Pool
    Private Pool
  • Pool
    Pool
More amenities
£224/Night 7 Nights - £1,565
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Apartment
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
1 Bedroom 1 Bath 5 Guests 699.65 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
£114/Night 7 Nights - £801
House
Map-icon
like-icon9.0
Exceptional
(2 Reviews)
1 Bedroom 1 Bath
  • Balcony/Terrace
    Balcony/Terrace
  • View
    View
More amenities
£96/Night 7 Nights - £670
Villa
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
6 Bedrooms 4 Baths 14 Guests 2153 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
£221/Night 7 Nights - £1,550
star-icons-3
House
Map-icon
like-icon9.9
Exceptional
(17 Reviews)
8 Bedrooms 8 Baths 20 Guests 932.87 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£136/Night 7 Nights - £952
Apartment
Map-icon
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 1 Bath 4 Guests 538 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£82/Night 7 Nights - £574
House
Map-icon
like-icon9.4
Exceptional
(17 Reviews)
2 Bedrooms 2 Baths 5 Guests 1561 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
£124/Night 7 Nights - £870
Apartment
Map-icon
like-icon9.2
Exceptional
(5 Reviews)
1 Bedroom 1 Bath 3 Guests 441 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£58/Night 7 Nights - £405

Montesecco Luxury Rentals

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Villa
Map-icon
6 Bedrooms 7 Baths 25 Guests 4520.84 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
£953/Night 7 Nights - £6,672
Villa
Map-icon
6 Bedrooms 7 Baths 25 Guests 4521 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
£885/Night 7 Nights - £6,195
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Villa
Map-icon
1 Bedroom 6 Baths 20 Guests 4520.84 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
£824/Night 7 Nights - £5,766
New
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House
Map-icon
8 Bedrooms 5 Baths 24 Guests 5381.95 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
£542/Night 7 Nights - £3,794
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House
Map-icon
6 Bedrooms 6 Baths 14 Guests 4305.56 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
£505/Night 7 Nights - £3,537
New
Villa
Map-icon
8 Bedrooms 5 Baths 24 Guests 5382 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£481/Night 7 Nights - £3,364
New
Other
Map-icon
8 Bedrooms 5 Baths 24 Guests 5382 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£477/Night 7 Nights - £3,339
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House
Map-icon
8 Bedrooms 9 Baths 16 Guests 2152.78 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£387/Night 7 Nights - £2,711

Montesecco Pet Friendly Vacation Rentals

Apartment
Map-icon
like-icon6.0
Good
(1 Review)
3 Bedrooms 2 Baths 6 Guests 1130 ft²
  • Pet Friendly
    Pet Friendly
  • Kitchen
    Kitchen
More amenities
£46/Night 7 Nights - £319
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House
Map-icon
like-icon9.8
Exceptional
(15 Reviews)
4 Bedrooms 3 Baths 7 Guests 412.62 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£70/Night 7 Nights - £493
House
Map-icon
1 Bedroom 1 Bath
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£107/Night 7 Nights - £746
House
Map-icon
8 Bedrooms 9 Baths 16 Guests 2153 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£266/Night 7 Nights - £1,863
House
Map-icon
like-icon9.8
Exceptional
(4 Reviews)
3 Bedrooms 2 Baths 6 Guests 1022.57 ft²
  • Hot Tub
    Hot Tub
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£77/Night 7 Nights - £539
Apartment
Map-icon
1 Bedroom 1 Bath 3 Guests 441 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
£69/Night 7 Nights - £482
Apartment
Map-icon
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 1 Bath 5 Guests 592 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£91/Night 7 Nights - £641
Apartment
Map-icon
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 1 Bath 4 Guests 538 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£81/Night 7 Nights - £568

Montesecco Large Vacation Homes

Villa
Map-icon
5 Bedrooms 3 Baths 10 Guests
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£311/Night 7 Nights - £2,175
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Apartment
Map-icon
like-icon9.8
Exceptional
(14 Reviews)
7 Bedrooms 4 Baths 16 Guests 495.14 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£62/Night 7 Nights - £437
Apartment
Map-icon
9 Bedrooms 1 Bath 5 Guests 797 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Breakfast
    Breakfast
More amenities
£185/Night 7 Nights - £1,292
star-icons-4
House
Map-icon
like-icon9.6
Exceptional
(34 Reviews)
5 Bedrooms 5 Baths 17 Guests 357.36 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
£97/Night 7 Nights - £679
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 2 Baths 10 Guests 2045 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£110/Night 7 Nights - £769
Villa
Map-icon
like-icon9.0
Exceptional
(2 Reviews)
6 Bedrooms 6 Baths 20 Guests 3229 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£299/Night 7 Nights - £2,091
Villa
Map-icon
6 Bedrooms 3 Baths 1 Guest 3229 ft²
  • Private Pool
    Private Pool
  • Pool
    Pool
More amenities
£605/Night 7 Nights - £4,237
Villa
Map-icon
6 Bedrooms 12 Baths 14 Guests 3229 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£462/Night 7 Nights - £3,232

Why Choose Rent By Owner for your Montesecco 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 Montesecco

When should you plan your Vacation Rentals stay?

Choosing the right time to visit this scenic region ensures you experience its charm at its best, whether you're seeking tranquil off-peak tranquility or lively seasonal festivities in the area.

Peak Season Highlights

summer
late spring to early summer (May to June)

During this period, you can enjoy warm daytime temperatures and the region's scenic landscapes at their best, ideal for exploring local sights and outdoor activities.

Average Temperature Daytime: 22°C to 28°C - Nighttime: 12°C to 16°C
autumn
early autumn (September to October)

This time of year offers pleasant weather with fewer crowds, perfect for experiencing the area's cultural events and natural beauty in comfort.

Average Temperature Daytime: 20°C to 26°C - Nighttime: 10°C to 14°C

Off-Season Highlights

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winter (December to February)

The cooler months bring a quieter atmosphere, making it an excellent choice for those seeking tranquility while enjoying mild winter days in the region.

Average Temperature Daytime: 8°C to 12°C - Nighttime: 2°C to 6°C
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late fall to early winter (November to December)

As the region transitions into winter, you’ll find fewer visitors and serene surroundings, ideal for peaceful retreats and exploring local culture at a relaxed pace.

Average Temperature Daytime: 10°C to 15°C - Nighttime: 3°C to 7°C

Weekly Weather Forecast for Montesecco

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 an outdoor swimming pool to relax and unwind in the scenic surroundings.
  • Take advantage of a well-maintained garden or patio area for outdoor dining or lounging.
  • Make the most of private terraces or balconies offering picturesque views of the region's countryside.
  • Utilize shared or private barbecue facilities for outdoor cooking experiences with family and friends.
  • Explore nearby walking trails or hiking paths that start right from your rental’s doorstep.
  • Benefit from convenient parking spaces, often included with the property for easy access to explore the area.
  • Relax in outdoor lounge areas designed for social gatherings amid the natural beauty of this destination.
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Family Activities

  • Exploring Pergola's Historic Center: Stroll through the charming streets of this destination’s historic center to discover medieval architecture and local artisanal shops.
  • Visiting Pergola's Botanical Gardens: Enjoy a peaceful afternoon wandering through lush plant collections that highlight the region’s rich natural beauty and biodiversity.
  • Participating in Family-Friendly Cooking Classes: Join culinary sessions where you and your family can learn to prepare traditional Marche dishes using fresh, local ingredients.
  • Discovering Local Farms and Olive Groves: Experience hands-on farm visits and olive picking activities that provide insight into the area's agricultural traditions and produce.
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Adult Activities

  • Wine Tasting Tours: Explore the local vineyards and enjoy guided wine tastings that highlight the region's renowned Marche wines, perfect for wine enthusiasts staying nearby.
  • Cultural Museum Visits: Dive into the area's rich history and art by visiting the regional museums, offering a fascinating glimpse into local heritage from your comfortable rental base.
  • Gourmet Food Experiences: Indulge in culinary adventures at local delicatessens and restaurants, where you can savor authentic Marche cuisine crafted with fresh regional ingredients.
  • Nature and Hiking Trails: Discover scenic walking paths and hiking routes nestled within the natural landscape around Pergola, ideal for outdoor lovers seeking active leisure moments.

Montesecco Travel Tips

How Can You Make the Most of Your Stay?

  • Explore the Local Cuisine: Take time to enjoy the authentic flavors of Marche by dining at local eateries and trying regional specialties to truly immerse yourself in the area's culinary traditions.
  • Visit Hidden Gems: Discover lesser-known spots nearby that showcase the natural beauty and charm of the region, offering a unique perspective away from typical tourist attractions.
  • Engage with the Community: Interact with local residents during your stay to gain insights into the area's culture and history, enriching your overall experience here.
  • Plan Outdoor Activities: Make the most of the scenic landscape by arranging outdoor pursuits such as walking or cycling excursions around the countryside that surrounds your vacation rental.

Transportation Options

  • Car Rental Services: Renting a car here gives you the flexibility to explore the region at your own pace and discover its scenic beauty with ease.
  • Local Bus Services: The area is well-connected by bus routes that provide convenient transportation for exploring nearby towns and attractions in Marche.
  • Taxi and Rideshare Options: Taxis and rideshare services are readily available, offering a comfortable and quick way to navigate around this destination.
  • Private Transfers: Pre-arranged private transfer services ensure seamless travel from local airports directly to your accommodation in this part of Italy.

Local Customs Options

  • Traditional Festivals: During local festivals, you can observe authentic community celebrations that showcase the area's rich cultural heritage and customs.
  • Gastronomic Traditions: The region places strong emphasis on traditional cuisine, where sharing meals with neighbors highlights the importance of regional dishes and hospitality.
  • Religious Processions: Respectful participation or observation of religious processions reflects the deep-rooted spiritual customs of this destination's community.
  • Handicraft Practices: Locally crafted goods, such as pottery and textiles, reveal the artisans' dedication to preserving age-old techniques specific to this area’s cultural identity.

Frequently Asked Questions About Montesecco?

1. What are the top vacation rentals in Montesecco?

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

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

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

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

Currently, the total number of properties listed by Rent By Owner in 2026 is over 98 in the Montesecco 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 Montesecco. 

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

Cancellation policies for properties in Montesecco, Pergola, and the surrounding Marche region vary by listing. You should review the specific cancellation terms outlined in the property details before booking or contact the property owner directly for clarification.

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

Additional fees such as cleaning charges, service fees, or security deposits are typically specified in each listing. It's recommended to carefully read the fee section of the property listing or reach out to the host for detailed information.

7. How do I find specific amenities available at vacation rentals in the Marche region?

Amenities are listed on each property’s page, including features like Wi-Fi, parking, pools, and more. If you need further details, contacting the property owner directly can ensure your requirements are met.

8. Is it possible to modify my reservation after booking in Montesecco or nearby areas?

Modification options depend on the property's policy and availability. To change your reservation dates or details, refer to the booking confirmation or contact the host directly for assistance.

9. What should I do if I encounter issues during my stay in a vacation rental in the region?

For any problems during your stay, first contact the property owner through the communication platform provided. If needed, support services are available through the booking platform to assist with unresolved issues.

Montesecco Top Rated Vacation Rentals

star-icons-4
Apartment
Map-icon
like-icon9.8
Exceptional
(10 Reviews)
4 Bedrooms 4 Baths 9 Guests 479 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£85/Night 7 Nights - £594
Bed & Breakfast
Map-icon
like-icon9.6
Exceptional
(9 Reviews)
5 Bedrooms 6 Baths 11 Guests 101.18 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£48/Night 7 Nights - £339
star-icons-3
Hotel
Map-icon
like-icon9.2
Exceptional
(37 Reviews)
1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
£54/Night 7 Nights - £375
House
Map-icon
like-icon9.2
Exceptional
(21 Reviews)
24 Bedrooms 14 Baths 39 Guests 747.49 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
£79/Night 7 Nights - £554
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Apartment
Map-icon
like-icon9.2
Exceptional
(5 Reviews)
3 Bedrooms 3 Baths 8 Guests 457.46 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
£55/Night 7 Nights - £385
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House
Map-icon
like-icon9.1
Exceptional
(76 Reviews)
6 Bedrooms 5 Baths 16 Guests 478.99 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£119/Night 7 Nights - £832
star-icons-3
House
Map-icon
like-icon9.1
Exceptional
(30 Reviews)
4 Bedrooms 4 Baths 15 Guests 336.38 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
£84/Night 7 Nights - £588
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Apartment
Map-icon
like-icon9.1
Exceptional
(18 Reviews)
3 Bedrooms 2 Baths 7 Guests 489.76 ft²
  • Oceanfront
    Oceanfront
  • Skiing
    Skiing
More amenities
£71/Night 7 Nights - £498