Best Vacation Homes in Montegrimano
Villa
10.0(15 Reviews)
4 Bedrooms
3 Baths
11 Guests
2476 ft²
Private Pool
Oceanfront
Fireplace/Heating
Pool
R5,652/Night
7 Nights - R39,573
House
10.0(53 Reviews)
4 Bedrooms
4 Baths
9 Guests
251.16 ft²
- Fireplace/Heating
Balcony/Terrace
View
Kitchen
R2,066/Night
7 Nights - R14,468
R12,370/Night
7 Nights - R86,593
House
10.0(2 Reviews)
5 Bedrooms
5 Baths
13 Guests
3875 ft²
- Private Pool
Hot Tub- Fireplace/Heating
- Pool
R13,379/Night
7 Nights - R93,646
House
10.0(4 Reviews)
10 Bedrooms
11 Baths
26 Guests
1024.72 ft²
- Oceanfront
- Hot Tub
Spa- Fireplace/Heating
R14,402/Night
7 Nights - R100,814
House
10.0(1 Review)
2 Bedrooms
2 Baths
7 Guests
1636 ft²
- Fireplace/Heating
Pet Friendly- Kitchen
Parking
R2,480/Night
7 Nights - R17,361
House
10.0(1 Review)
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R2,456/Night
7 Nights - R17,197
House
9.8(8 Reviews)
3 Bedrooms
1 Bath
6 Guests
1700 ft²
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Parking
R5,378/Night
7 Nights - R37,649
Montegrimano Luxury Rentals
Villa
7 Bedrooms
3 Baths
20 Guests
2152.78 ft²
- Pool
- Balcony/Terrace
- Pet Friendly
- Kitchen
R44,242/Night
7 Nights - R309,691
Villa
5 Bedrooms
5 Baths
8 Guests
3660 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
R13,108/Night
7 Nights - R91,755
House
4 Bedrooms
2 Baths
4 Guests
2691 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
R12,247/Night
7 Nights - R85,738
Other
10.0(2 Reviews)
6 Bedrooms
3 Baths
16 Guests
1938 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R6,068/Night
7 Nights - R42,482
Hotel
8.8(10 Reviews)
4 Baths
274.48 ft²
- Private Pool
- Hot Tub
- Spa
Skiing
R5,476/Night
7 Nights - R38,323
House
1 Bedroom
1 Bath
4 Guests
753.47 ft²
- View
- Pet Friendly
- Parking
Internet
R4,698/Night
7 Nights - R32,881
House
9.4(6 Reviews)
6 Bedrooms
3 Baths
15 Guests
1937.5 ft²
- View
- Pet Friendly
- Parking
Air Conditioner
R4,570/Night
7 Nights - R31,993
Ski Chalet
9.0(3 Reviews)
3 Bedrooms
1 Bath
5 Guests
1022.57 ft²
- Oceanfront
- Spa
- Fireplace/Heating
Ocean View
R4,277/Night
7 Nights - R29,938
Montegrimano Pet Friendly Vacation Rentals
House
2.0(1 Review)
2 Bedrooms
1 Bath
6 Guests
1076 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R2,887/Night
7 Nights - R20,205
Villa
9.8(4 Reviews)
1 Bedroom
9 Baths
17 Guests
2152.78 ft²
- Fireplace/Heating
- Pool
- View
- Pet Friendly
R1,056/Night
7 Nights - R7,398
House
2 Bedrooms
1 Bath
4 Guests
754 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R4,228/Night
7 Nights - R29,593
Apartment
9.7(26 Reviews)
1 Bedroom
1 Bath
3 Guests
484.38 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Parking
R1,527/Night
7 Nights - R10,686
Apartment
1 Bedroom
1 Bath
3 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R1,845/Night
7 Nights - R12,922
New
House
1 Bedroom
1 Bath
3 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Internet
R1,768/Night
7 Nights - R12,380
Apartment
1 Bedroom
1 Bath
2 Guests
301 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
R1,766/Night
7 Nights - R12,363
Apartment
1 Bedroom
1 Bath
2 Guests
301 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
R1,766/Night
7 Nights - R12,363
Montegrimano Large Vacation Homes
Villa
10.0(3 Reviews)
1 Bedroom
1 Bath
17 Guests
Child Friendly
Security/Safety
Unlock the Best Price
Bed & Breakfast
9.6(85 Reviews)
4 Bedrooms
4 Baths
15 Guests
309.47 ft²
- Oceanfront
- Hot Tub
- Spa
- Fireplace/Heating
R4,200/Night
7 Nights - R29,396
Villa
10.0(1 Review)
4 Bedrooms
5 Baths
12 Guests
4844 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
R12,829/Night
7 Nights - R89,799
Apartment
9.5(2 Reviews)
4 Bedrooms
2 Baths
13 Guests
1399.31 ft²
- View
- Pet Friendly
- Parking
- Air Conditioner
R2,933/Night
7 Nights - R20,534
Villa
9.4(3 Reviews)
4 Bedrooms
4 Baths
3767 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
R5,033/Night
7 Nights - R35,232
Villa
9.5(2 Reviews)
4 Bedrooms
2 Baths
11 Guests
2475.7 ft²
- Skiing
- Pool
- View
- Pet Friendly
R3,471/Night
7 Nights - R24,299
R2,683/Night
7 Nights - R18,775
New
Bed & Breakfast
9.5(2 Reviews)
5 Bedrooms
5 Baths
10 Guests
185.14 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- View
R1,394/Night
7 Nights - R9,749
Why Choose Rent By Owner for your Montegrimano 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 Montegrimano
When should you plan your Vacation Rentals stay?
Choosing the optimal time to visit ensures you experience the region's authentic charm and tranquil beauty, making it easier to find the perfect vacation rentals here that suit your preferences year-round.
Peak Season Highlights
Late Spring to Early Summer (May - June)
During this period, the weather in this area of Italy is warm and inviting, making it perfect for outdoor activities and exploring scenic landscapes while staying comfortably in your vacation rentals.
Average Temperature Daytime: 20-25°C - Nighttime: 12-15°C
Early Fall (September - October)
This time of year offers pleasant temperatures and fewer crowds, ideal for enjoying serene surroundings and authentic local experiences in your chosen accommodation here.
Average Temperature Daytime: 20-23°C - Nighttime: 10-13°C
Off-Season Highlights
Winter (December - February)
The cooler months bring a quiet ambiance to the region, providing a peaceful retreat where you can enjoy cozy stays in your vacation rentals away from the busy season.
Average Temperature Daytime: 5-8°C - Nighttime: 0-3°C
Early Spring (March - April)
As nature begins to awaken, this is a tranquil time to visit with mild weather and less tourist traffic, allowing you to fully appreciate the area's natural beauty from your rental accommodations.
Average Temperature Daytime: 10-15°C - Nighttime: 4-8°C
Weekly Weather Forecast for Montegrimano
How to Book Your Montegrimano 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 Montegrimano
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
- Comfortable outdoor seating areas to enjoy the scenic views
- Private gardens or landscaped yards for relaxation and leisure
- Barbecue facilities for al fresco dining in the fresh air
- Swimming pools to cool off during warm days in the region
- Patios or terraces with outdoor dining setups
- Outdoor tennis courts or sports amenities for active pursuits
- Ample space for outdoor games and family activities in the area’s open landscape
Top Attractions Around Montegrimano
What attractions are nearby?
Explore the charming surroundings of this destination, where you can enjoy scenic hikes, discover historic sites, and indulge in local culinary delights just moments from your vacation rental.
Family Activities
- Exploring San Leo Fortress: Discover the historic fortress that offers panoramic views and an engaging glimpse into the area's rich past, perfect for family adventures in this scenic region.
- Guided Nature Walks: Participate in guided walks through the surrounding countryside, where your family can enjoy the natural beauty and learn about local flora and fauna.
- Visiting Local Artisan Markets: Experience the vibrant markets showcasing regional crafts and foods, providing a fun and cultural outing suitable for all ages.
- Interactive Museum Experiences: Engage with interactive exhibits designed to educate and entertain, making them ideal for families seeking an enriching activity here.
Adult Activities
- Wine Tasting Tours: Experience the region's renowned wines through guided tastings that showcase local vineyards nestled near Montegrimano.
- Hiking and Nature Walks: Explore scenic trails offering breathtaking views of the surrounding hills and countryside, perfect for outdoor enthusiasts staying nearby.
- Historical Site Visits: Discover the area's rich history by exploring ancient castles and landmarks that tell the story of this charming destination.
- Gourmet Dining Experiences: Indulge in authentic regional cuisine at the area’s top restaurants, a must-do for food lovers seeking local flavors during their stay.
Other Places to Stay in Montegrimano
Sassofeltrio
Monte Grimano Terme
Monte Grimano Terme Park
Montelicciano
Monte Grimano Terme Tower
Osservatorio Astronomico
Montetassi
Montegrimano Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Cuisine: Take time to savor authentic regional dishes at local eateries, enhancing your experience of this destination's rich culinary heritage.
- Visit Scenic Overlooks: Make the most of your stay by discovering panoramic viewpoints that showcase the breathtaking landscape surrounding the area.
- Engage with the Community: Participate in nearby events or markets to gain a deeper understanding of the local culture and traditions here.
- Plan Flexible Excursions: Keep your itinerary adaptable to enjoy spontaneous adventures and hidden gems that make your visit truly memorable.
Transportation Options
- Local Bus Services: Regular bus routes connect Montegrimano to nearby towns and cities, offering an affordable way to explore the region without a car.
- Car Rentals: Renting a car provides the flexibility to discover hidden gems across this scenic area at your own pace.
- Taxi Services: Licensed taxi providers in the region offer convenient and direct transportation for quick trips or airport transfers.
- Private Transfers: Customized private transfer options are available for a comfortable journey from the nearest airports directly to your vacation rental.
Local Customs Options
- Traditional Festivals: Celebrating historical and religious events, these festivals are a vibrant expression of the local culture that you can experience during your stay here.
- Local Cuisine Customs: Emphasizing hearty, regional dishes, the area’s culinary traditions often involve communal meals and specific preparation methods worth exploring.
- Respect for Heritage Sites: Visitors are encouraged to observe local etiquette when visiting historic landmarks, reflecting the community’s pride in its centuries-old architecture and history.
- Community Gatherings: Participating in neighborhood events or markets allows you to immerse yourself in the genuine social customs of this charming region.
Frequently Asked Questions About Montegrimano?
1. What are the top vacation rentals in Montegrimano?
There are a lot of options in Montegrimano. If you plan on staying in the Montegrimano area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Montegrimano:
- Fattoria Bio L'A Ceccoli
- Villa in Tavoleto with pool
- Casa Giogano
- Casa Giogano
- Newly renovated Italian villa with external hot tub and heated swimming pool
- Farmhouse in the valleys of Montefeltro 5 miles from San Leo
- Gorgeous home in V. di Montecopiolo
- House "Joy" within walking distance of San Marino
- Casa Gioia - tra San Marino e il mare
- Your entire private home in the beautiful peaceful hills of historic Montefeltro
2. Which vacation homes in Montegrimano are best for families?
If you are looking for a family-friendly vacation home in Montegrimano, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Montegrimano:
3. How many Rentbyowner vacation rentals are available in Montegrimano?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 78 in the Montegrimano 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 Montegrimano.
4. What is the cancellation policy for booking a vacation rental here?
The cancellation policy varies depending on the specific property you choose. You should review the cancellation terms listed in the property details or contact the host directly to understand the options and any applicable fees.
5. How do I find out if the vacation rental has specific amenities or facilities I need?
Details about amenities and facilities are included in the property listing. For additional questions or clarifications, reaching out to the host will ensure you get accurate information before confirming your reservation.
6. Are there any house rules or restrictions I should be aware of before booking?
Yes, each property has its own set of house rules which are outlined in the listing. It’s recommended to review these rules carefully and contact the owner if you have any specific concerns or requirements.
7. What is the process for checking in and checking out of the vacation rental?
Check-in and check-out procedures are specified by the property owner and detailed in the listing. Contacting the host beforehand can help you confirm timings and any special instructions for a smooth arrival and departure.
8. Is there a secure way to pay for my booking and what payment methods are accepted?
Payment options are managed through the booking platform and vary by property. Typically, secure online payments are accepted, but it’s best to review the payment details in the listing or contact the host directly for confirmation.
Montegrimano Top Rated Vacation Rentals
House
9.7(26 Reviews)
3 Bedrooms
3 Baths
7 Guests
344.45 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
R2,517/Night
7 Nights - R17,624
Other
9.6(5 Reviews)
9 Bedrooms
5 Baths
19 Guests
226.04 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
R2,342/Night
7 Nights - R16,391
House
9.2(93 Reviews)
1 Bedroom
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
Breakfast
R1,015/Night
7 Nights - R7,102
R2,336/Night
7 Nights - R16,342
House
9.0(124 Reviews)
7 Bedrooms
5 Baths
19 Guests
484.38 ft²
- Oceanfront
- Spa
- Fireplace/Heating
- Pool
R1,710/Night
7 Nights - R11,969
Resort
8.8(641 Reviews)
3 Baths
10 Guests
258.33 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
R1,728/Night
7 Nights - R12,100
Bed & Breakfast
8.4(31 Reviews)
13 Bedrooms
9 Baths
36 Guests
825.23 ft²
- Oceanfront
- Hot Tub
- Spa
- Fireplace/Heating
R1,660/Night
7 Nights - R11,623
