Discover Your Ideal Val d'Elsa, Tuscany Vacation Rentals for an Authentic Italian Getaway
Discover Your Perfect Val d'Elsa Vacation Homes
Best Vacation Homes in Val d'Elsa
- Parking
- Pet Friendly
- TV
- Parking
- Pet Friendly
- Balcony/Terrace
- Parking
- Pool
- TV
- Parking
- Pet Friendly
- TV
- Parking
- Balcony/Terrace
- Child Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Parking
- Pet Friendly
- Pool
- Air Conditioner
- Parking
- Pet Friendly
Val d'Elsa Luxury Rentals
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- TV
- Balcony/Terrace
- Air Conditioner
- Parking
- Pool
- Parking
- Pet Friendly
- Pool
- TV
- Security/Safety
- Bedding/Linens
- Pet Friendly
- Security/Safety
- Bedding/Linens
Val d'Elsa Pet Friendly Vacation Rentals
- Parking
- Pet Friendly
- Pool
- Parking
- Pet Friendly
- Wheelchair Accessible
- Air Conditioner
- Parking
- Pet Friendly
- Parking
- Pet Friendly
- Pool
- Parking
- Pet Friendly
- Pool
- Parking
- Pet Friendly
- Pool
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
Val d'Elsa Large Vacation Homes
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- View
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
Why Choose Rent By Owner for your Val d'Elsa Vacation Rental Homes?
What makes our Vacation Rentals special?
Popular Areas for Val d'Elsa Vacation Rentals
Where are the best neighborhoods to stay in Val d'Elsa?
When exploring Val d'Elsa in Tuscany, choosing the right neighborhood can greatly enhance your stay. Whether you prefer the charming village atmosphere of its historic centers or the serene countryside surroundings, each area offers a unique experience for your visit. Staying in the heart of this picturesque region allows you to enjoy authentic local culture and easy access to the beautiful landscapes that define Tuscany. With thoughtfully selected vacation rentals in different neighborhoods, you can find a comfortable and reliable home base that suits your travel desires. Discover the perfect place to stay in Val d'Elsa and make your Italian getaway truly memorable.
San Gimignano City Centre
Stay in the heart of this historic town's center to enjoy charming streets and authentic Tuscan scenery, perfect for immersing yourself in the region's rich culture. Here, convenient access to local attractions makes it an ideal choice for exploring everything this destination offers.
View 1067+ Rentals in San Gimignano City CentreMontarioso
Located just outside the bustling areas, Montarioso provides a peaceful setting with scenic views and easy connectivity to nearby towns. It’s an excellent option for those seeking tranquility while remaining close enough to experience the region’s renowned Tuscan charm.
View 1667+ Rentals in MontariosoBest Times to Visit Val d'Elsa
When should you plan your Vacation Rentals stay?
Choosing the ideal time to visit this destination ensures you enjoy its authentic charm and pleasant weather, allowing you to make the most of your stay in the region's unique setting.
Peak Season Highlights
May to September
During these months, the region experiences warm and inviting weather, making it perfect for exploring local culture and scenic landscapes. This is the busiest time for visitors, so booking your vacation rentals early is recommended.
April to October
Spring through early fall offers lush scenery and pleasant temperatures, ideal for enjoying outdoor activities and sightseeing. Accommodation options tend to fill up quickly during this period, so secure your stay well in advance.
Off-Season Highlights
November to March
The cooler months bring fewer tourists, providing a peaceful atmosphere for those looking to enjoy this destination without the crowds. You can often find more affordable rates on vacation rentals during this quieter season.
Late January to February
This time of year sees the least visitors, making it an ideal period for a relaxed getaway when you prefer a tranquil experience. Off-peak bookings often offer better deals on accommodations here.
Weekly Weather Forecast for Val d'Elsa
How to Book Your Val d'Elsa Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Val d'Elsa
Common Vacation Rentals Amenities
What amenities can you expect?
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 swimming pool to relax amidst the scenic surroundings.
- Make use of spacious garden areas perfect for outdoor dining or leisurely strolls.
- Benefit from shaded patios or verandas ideal for enjoying the region’s mild climate.
- Take advantage of BBQ facilities to host outdoor meals with breathtaking views.
- Relax on comfortable loungers while soaking up the sun in the open-air spaces.
- Utilize outdoor seating areas designed for gatherings and socializing under the stars.
- Explore well-maintained walking paths or landscaped grounds surrounding the property.
Top Attractions Around Val d'Elsa
What attractions are nearby?
In this charming area, you can enjoy exploring scenic countryside drives, discovering local wineries, and experiencing authentic Tuscan cuisine just a short distance from your vacation rental.

Family Activities
- Exploring the Local Villages: Discover charming villages in the area where you can stroll through historic streets and enjoy authentic Tuscan cuisine with your family.
- Visiting the Regional Museums: Engage your family with visits to museums that showcase the region's rich history and traditional crafts, perfect for educational outings.
- Participating in Outdoor Activities: Enjoy family-friendly outdoor adventures such as scenic hikes or leisurely picnics in the countryside surrounding this destination.
- Taking Cooking Classes: Experience hands-on cooking lessons where your family can learn to prepare classic Tuscan dishes, creating lasting memories together.
Adult Activities
- Explore local vineyards and wineries: You can enjoy guided tastings and learn about the region's famous wine-making traditions right here in the heart of Tuscany.
- Take a scenic hot air balloon ride: Experience breathtaking views of the rolling hills and picturesque countryside that define this destination from an unforgettable perspective.
- Participate in cooking classes: Dive into Tuscan cuisine by joining expert-led cooking experiences that teach you how to prepare authentic regional dishes.
- Visit historical wine cellars: Discover the ancient cellars and gain insights into the region’s rich history of wine production during guided tours.
Other Places to Stay in Val d'Elsa
Val d'Elsa Travel Tips
How Can You Make the Most of Your Stay?
- Explore local flavors: Take the time to visit nearby markets and dine at traditional eateries to truly experience the authentic cuisine of this region.
- Plan outdoor activities: Make the most of your stay by engaging in scenic walks or cycling through the picturesque countryside that surrounds here.
- Discover historical sites: Allocate some time for exploring the area's rich history and cultural heritage, which offers a deeper connection to this destination.
- Choose strategic accommodations: Select a well-located vacation rental that allows easy access to local attractions and offers comfort during your stay in the region.
Transportation Options
- Car Rental Services: You can easily rent a car in the area to explore the scenic countryside and charming towns at your own pace.
- Regional Trains: The train network offers convenient connections to major Tuscan cities, making day trips and travel across the region straightforward.
- Local Bus Transportation: Regular bus services provide an affordable way to reach nearby villages and attractions without the hassle of driving.
- Private Transfers and Taxis: For a comfortable and direct option, private transfer services and taxis are available for door-to-door travel within this destination.
Local Customs Options
- Traditional Tuscan Greetings: In this region, it’s customary to greet locals with warm handshakes or cheek kisses, reflecting the area's friendly and welcoming atmosphere.
- Local Festivities and Celebrations: Participating in the area's seasonal festivals offers a unique insight into its cultural heritage and communal spirit.
- Food and Dining Etiquette: When enjoying meals here, expect to share traditional dishes family-style, emphasizing the importance of community and tradition in everyday life.
- Craftsmanship and Artisan Markets: Visiting local markets allows you to experience the region’s dedication to artisanal crafts, showcasing the area's creative soul.
Frequently Asked Questions About Val d'Elsa?
1. What are the top vacation rentals in Val d'Elsa?
There are a lot of options in Val d'Elsa. If you plan on staying in the Val d'Elsa area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Val d'Elsa:
- Typical Tuscan Farmhouse, Superb View on Lucca, private garden/parking.WIFI.
- Typical Tuscan house.Great view on Lucca.Private parking/garden.WIFI
- B&B Clara's Garden
- Typical Tuscan Country House
- Charming Tuscan villa with private pool, wide garden and breathtaking view
- ALL PROPERTY 7BR- Charming Tuscan Villa with pool, hot tub, A/C,Siena 15 km
- VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN SUITE ROOMS, SWIMMING POOL, SPA, SAUNA.
- Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano
- - Top Location - Villa in San Gimignano, Top View, 4 DBL En-Suite, Pool, A. C, WiFi
- Monsagrati: Country Cottage/Gite - Monsagrati
2. How many vacation rentals have private pools in Val d'Elsa?
There are 1403 vacation rentals with private pools near Val d'Elsa. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Val d'Elsa are best for families?
If you are looking for a family-friendly vacation home in Val d'Elsa, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Val d'Elsa:
4. How many Rentbyowner vacation rentals are available in Val d'Elsa?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 6419 in the Val d'Elsa 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 Val d'Elsa.
5. What is the cancellation policy for vacation rentals in this region?
6. How do I find the most suitable vacation rental in the area?
7. What should I know about check-in and check-out times in this destination?
8. Are there any specific house rules I should be aware of during my stay?
9. How secure is my payment when booking a vacation rental in this region?
Val d'Elsa Top Rated Vacation Rentals
- Air Conditioner
- Parking
- Pool
- Parking
- Pool
- Private Pool
- Air Conditioner
- Parking
- Pool
- Parking
- Pet Friendly
- Pool
- Parking
- Pet Friendly
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pet Friendly
- Parking
- Pool
- TV