Best Vacation Homes in Rupoli
Villa
10.0(23 Reviews)
5 Bedrooms
4 Baths
11 Guests
1292 ft²
Private Pool
Oceanfront
Hot Tub
Spa
R17,954/Night
7 Nights - R125,675
Villa
10.0(2 Reviews)
4 Bedrooms
4 Baths
11 Guests
1291.67 ft²
- Hot Tub
Pool
Balcony/Terrace
View
R4,891/Night
7 Nights - R34,228
Hotel
8.8(95 Reviews)
1 Bath
Skiing
Fireplace/Heating- Balcony/Terrace
Breakfast
R1,989/Night
7 Nights - R13,925
House
10.0(14 Reviews)
3 Bedrooms
1 Bath
6 Guests
1292 ft²
- Private Pool
- Fireplace/Heating
- Pool
Ocean View
R5,730/Night
7 Nights - R40,112
Apartment
10.0(2 Reviews)
1 Bedroom
1 Bath
2 Guests
538.2 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
R2,213/Night
7 Nights - R15,491
Villa
10.0(5 Reviews)
4 Bedrooms
3 Baths
8 Guests
2476 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
R9,003/Night
7 Nights - R63,019
House
10.0(2 Reviews)
4 Bedrooms
3 Baths
10 Guests
2153 ft²
- Private Pool
- Fireplace/Heating
- Pool
Pet Friendly
R5,245/Night
7 Nights - R36,717
Villa
10.0(1 Review)
14 Bedrooms
15 Baths
40 Guests
10764 ft²
- Pet Friendly
Kitchen
Parking
Air Conditioner
R25,813/Night
7 Nights - R180,684
Rupoli Luxury Rentals
Villa
14 Bedrooms
12 Baths
40 Guests
- Private Pool
- Pool
- Pet Friendly
- Kitchen
R30,896/Night
7 Nights - R216,264
New
Villa
4 Bedrooms
4 Baths
13 Guests
3229 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
R17,791/Night
7 Nights - R124,538
Villa
10.0(1 Review)
10 Bedrooms
10 Baths
26 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
R17,656/Night
7 Nights - R123,598
Villa
10 Bedrooms
10 Baths
26 Guests
5382 ft²
- Pet Friendly
- Kitchen
- Parking
- Air Conditioner
R15,988/Night
7 Nights - R111,914
House
4 Bedrooms
6 Baths
12 Guests
2690.98 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
R15,414/Night
7 Nights - R107,893
House
9 Bedrooms
5 Baths
21 Guests
8073 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
R15,413/Night
7 Nights - R107,893
Villa
4 Bedrooms
4 Baths
15 Guests
5382 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
R13,899/Night
7 Nights - R97,297
Villa
10.0(1 Review)
10 Bedrooms
11 Baths
20 Guests
10.76 ft²
- Pool
- Pet Friendly
- Kitchen
- Parking
R13,516/Night
7 Nights - R94,610
Rupoli Pet Friendly Vacation Rentals
Villa
10.0(1 Review)
4 Bedrooms
4 Baths
14 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
R11,230/Night
7 Nights - R78,608
House
10.0(1 Review)
4 Bedrooms
3 Baths
10 Guests
2152.78 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Pet Friendly
R3,796/Night
7 Nights - R26,582
Villa
10.0(1 Review)
2 Bedrooms
2 Baths
4 Guests
646 ft²
- Private Pool
- Pool
- Balcony/Terrace
- Pet Friendly
R5,302/Night
7 Nights - R37,112
Apartment
10.0(1 Review)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R1,734/Night
7 Nights - R12,129
Villa
9.6(4 Reviews)
3 Bedrooms
2 Baths
8 Guests
1755 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
R5,912/Night
7 Nights - R41,381
Villa
Villa Lucia with pool in the Marche region, elegant and spacious, a few kilometers from the Adriatic
9.4(6 Reviews)
5 Bedrooms
5 Baths
14 Guests
3229 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
R5,004/Night
7 Nights - R35,020
Villa
9.4(3 Reviews)
4 Bedrooms
2 Baths
8 Guests
3122 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Pet Friendly
R8,778/Night
7 Nights - R61,453
Rupoli Large Vacation Homes
Villa
Charming villa with pool nestled in a medieval village in the Marche region, 30 minutes from the sea
6 Bedrooms
7 Baths
13 Guests
3229 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
R12,492/Night
7 Nights - R87,442
Bed & Breakfast
9.8(82 Reviews)
6 Bedrooms
4 Baths
12 Guests
228.73 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
R1,257/Night
7 Nights - R8,800
Villa
4 Bedrooms
5 Baths
14 Guests
5382 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
R11,497/Night
7 Nights - R80,471
House
9.8(8 Reviews)
8 Bedrooms
7 Baths
21 Guests
459.77 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
R1,001/Night
7 Nights - R7,004
Villa
6 Bedrooms
5 Baths
12 Guests
4306 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
R10,809/Night
7 Nights - R75,659
Villa
6 Bedrooms
5 Baths
12 Guests
3229 ft²
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
R8,999/Night
7 Nights - R62,986
Villa
6 Bedrooms
4 Baths
12 Guests
2045 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
R7,729/Night
7 Nights - R54,103
Villa
5 Bedrooms
8 Baths
14 Guests
3423 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
R6,013/Night
7 Nights - R42,089
Why Choose Rent By Owner for your Rupoli Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Rupoli
When should you plan your Vacation Rentals stay?
Choosing the optimal time to visit this destination ensures you can fully enjoy its serene beauty and local charm, making your stay in the region a memorable experience through carefully selected vacation rentals.
Peak Season Highlights
June to August
During the summer months, you can enjoy warm daytime temperatures and vibrant local activities, making it an ideal time for exploring the area’s scenic landscapes.
Average Temperature Daytime: around 25-30°C - Nighttime: 16-20°C
September to October
Early fall offers pleasant weather with fewer crowds, perfect for immersive experiences and enjoying the region's natural beauty.
Average Temperature Daytime: around 20-25°C - Nighttime: 12-15°C
Off-Season Highlights
November to March
The cooler months bring quieter surroundings and lower prices, providing a peaceful retreat amid the region’s scenic charm.
Average Temperature Daytime: around 8-14°C - Nighttime: 3-7°C
April to May
Springtime offers mild weather and blossoming landscapes, making it a relaxing period to explore without the summer crowds.
Average Temperature Daytime: around 15-20°C - Nighttime: 7-11°C
Weekly Weather Forecast for Rupoli
How to Book Your Rupoli Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
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.
Explore and book the perfect rental in Rupoli
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
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 outdoor pool to relax and unwind amidst the scenic surroundings.
- Take advantage of a spacious patio or terrace for al fresco dining and gatherings.
- Benefit from well-maintained gardens that offer serene spots for reading or leisure.
- Make use of outdoor barbecue facilities to enhance your dining experience here.
- Discover ample parking space, making it convenient to explore the region by car.
- Find outdoor seating areas designed for enjoying the fresh air and beautiful views.
- Utilize outdoor recreational spaces such as lawn areas or sports courts for active relaxation.
Top Attractions Around Rupoli
What attractions are nearby?
In this charming area, you can explore scenic hiking trails, discover local culinary delights, and enjoy tranquil outdoor activities that showcase the natural beauty of the Marche region.
Family Activities
- Exploring the Tranquil Countryside: Discover peaceful walking trails and scenic spots perfect for family picnics within this charming area’s lush natural surroundings.
- Visiting Local Farms: Engage with traditional farming life at nearby farms that offer hands-on experiences, making it an educational outing for children and adults alike.
- Discovering Cultural Heritage: Take a family-friendly tour of historic sites and quaint villages that showcase the region’s rich history and authentic architecture.
- Enjoying Outdoor Activities: Participate in outdoor pursuits such as hiking or cycling along dedicated paths, providing fun adventures for the entire family here.
Adult Activities
- Wine Tasting Tours: Discover the rich flavors of local Marche wines through guided tastings at nearby vineyards, offering an authentic taste of this region's renowned wine craftsmanship.
- Hiking in the Regional Parks: Explore scenic trails and enjoy panoramic views of the surrounding countryside in the area's protected natural parks, perfect for outdoor enthusiasts seeking tranquility.
- Cultural Heritage Visits: Immerse yourself in the region’s history by touring historic churches and local museums that showcase the area's artistic and cultural legacy.
- Cooking Classes: Participate in authentic Italian cooking experiences hosted locally, where you can learn to prepare traditional Marche dishes using fresh regional ingredients.
Rupoli Travel Tips
How Can You Make the Most of Your Stay?
- Explore local culinary delights: Savor authentic Marche cuisine by visiting nearby eateries and markets to truly experience the region's flavors during your stay.
- Engage with the community: Take advantage of local events or festivals to connect with residents and immerse yourself in the area's vibrant culture.
- Discover scenic outdoor spots: Make time for relaxing strolls or hikes around picturesque landscapes, enhancing your appreciation of this destination's natural beauty.
- Plan excursions thoughtfully: Arrange day trips to nearby towns and attractions to maximize your time and enjoy the diverse experiences of the region.
Transportation Options
- Marche Railway Station: Located conveniently nearby, this station offers direct train services connecting you to major Italian cities and exploring the region with ease.
- Local Bus Services: Regular bus routes operate throughout the area, providing an affordable and flexible way to reach various attractions and neighboring towns.
- Car Rental Services: Renting a car gives you the freedom to explore the scenic countryside and hidden gems of this destination at your own pace.
- Private Transportation Options: Taxis and private shuttles are available for comfortable and direct transfers, ideal for arriving at your vacation rentals in the region.
Local Customs Options
- Local Festivals: During traditional festivals, you can observe the vibrant celebrations that showcase the region’s rich cultural heritage.
- Religious Processions: Respect for religious traditions is evident through the community’s participation in solemn processions held throughout the year.
- Traditional Cuisine: The area is known for its authentic Marche cuisine, which emphasizes local ingredients and time-honored recipes.
- Handicraft Markets: Visiting local markets offers a glimpse into the craftsmanship and artisanal skills that are cherished here.
Frequently Asked Questions About Rupoli?
1. What are the top vacation rentals in Rupoli?
There are a lot of options in Rupoli. If you plan on staying in the Rupoli area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Rupoli:
- Scenic villa with heated pool
- Complete refurbished old farmhouse with pool and garden
- Authentic detached villa with pool about 20 km drive from the sea
- Gorgeous home in Barchi PU with private swimming pool, can be inside or outside
- Scenic villa with heated pool
- Villa Estro -15 minuti da Fano e Urbino
- VILLA DEL TOMBOLO - VILLA DEL TOMBOLO VILLA + CASOLARE
- Casolare Tombolina in Colli al Metauro , Marche
- Villa Astreo
- Villa Montemaggiore in Colli al Metauro , Marche
2. How many vacation rentals have private pools in Rupoli?
There are 28 vacation rentals with private pools near Rupoli. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Rupoli are best for families?
If you are looking for a family-friendly vacation home in Rupoli, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Rupoli:
4. How many Rentbyowner vacation rentals are available in Rupoli?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 108 in the Rupoli 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 Rupoli.
5. What is the cancellation policy for vacation rentals in this area?
Cancellation policies vary by property and owner, so it’s important to review the specific listing details or contact the host directly to understand the terms applicable to your reservation.
6. Are there any additional fees I should be aware of when booking a vacation rental here?
Additional fees such as cleaning charges, service fees, or local taxes may apply. These details are typically outlined in the listing, but you can also reach out to the property owner for clarification before booking.
7. How do I ensure my booking in this destination is secure?
Bookings are secured through the platform’s verified systems, but you should also check for any reviews or ratings of the property and communicate with the owner through official channels to confirm all details before finalizing your reservation.
8. What amenities are usually included in the vacation rentals around here?
Most properties offer essential amenities like Wi-Fi, kitchen facilities, and parking, but specific features vary. To confirm the amenities available, review the listing information or contact the owner directly.
9. What steps should I take if I need to modify or cancel my reservation?
Modifications or cancellations depend on the property’s policies. It’s recommended to review the terms in the listing or contact the owner directly to discuss your options and ensure a smooth process.
Rupoli Top Rated Vacation Rentals
Apartment
10.0(1 Review)
3 Bedrooms
1 Bath
6 Guests
807 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
R4,238/Night
7 Nights - R29,664
Apartment
10.0(1 Review)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
R3,660/Night
7 Nights - R25,626
Apartment
9.8(54 Reviews)
1 Bedroom
1 Bath
4 Guests
538 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
R2,898/Night
7 Nights - R20,287
Villa
9.6(32 Reviews)
2 Bedrooms
1 Bath
6 Guests
914.93 ft²
- Oceanfront
- Hot Tub
- Spa
- Fireplace/Heating
R3,757/Night
7 Nights - R26,302
Apartment
9.5(39 Reviews)
8 Bedrooms
5 Baths
9 Guests
398.27 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
R1,769/Night
7 Nights - R12,376
Apartment
9.4(9 Reviews)
2 Bedrooms
1 Bath
8 Guests
914.93 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
R1,756/Night
7 Nights - R12,294
House
9.3(28 Reviews)
3 Bedrooms
2 Baths
7 Guests
592.01 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
R2,063/Night
7 Nights - R14,436
Bed & Breakfast
9.2(67 Reviews)
14 Bedrooms
12 Baths
56 Guests
502.32 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
R2,516/Night
7 Nights - R17,617
