Discover Your Perfect Santissima Annunziata Vacation Homes

Best Vacation Homes in Santissima Annunziata

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10.0 (31 Reviews)
Apartment
  • Air Conditioner
  • Security/Safety
  • Child Friendly
10.0 (52 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
10.0 (9 Reviews)
Apartment
  • Air Conditioner
  • Balcony/Terrace
  • Accessibility

Santissima Annunziata Luxury Rentals

Santissima Annunziata Pet Friendly Vacation Rentals

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10.0 (3 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
10.0 (1 Review)
House
  • Pet Friendly
  • Wheelchair Accessible
  • Kitchen

Santissima Annunziata Large Vacation Homes

Why Choose Rent By Owner for your Santissima Annunziata 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 Santissima Annunziata

When should you plan your Vacation Rentals stay?

To make the most of your stay in this charming region, consider planning your vacation during the shoulder seasons when the weather is pleasant and tourist crowds are lighter, allowing you to fully enjoy the authentic experience here in Florence's Santissima Annunziata area.

Peak Season Highlights

spring
Spring (March to May)

During this period, the region experiences mild temperatures and blossoming landscapes, making it an ideal time to enjoy the area's cultural and outdoor activities in a peaceful setting.

Average Temperature Daytime: around 15-20°C - Nighttime: 10-12°C
summer
Summer (June to August)

The warmest months bring lively local events and longer daylight hours, perfect for exploring the region's attractions and enjoying outdoor dining at your vacation rental.

Average Temperature Daytime: 25-30°C - Nighttime: 15-18°C

Off-Season Highlights

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Late Fall (November)

As the area transitions into cooler weather, you can experience fewer crowds and a more relaxed atmosphere while still appreciating the region’s charm.

Average Temperature Daytime: around 10-15°C - Nighttime: 5-8°C
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Winter (December to February)

The quiet winter months offer a peaceful escape with cooler temperatures, providing a cozy ambiance for those seeking a tranquil retreat in the region.

Average Temperature Daytime: 8-12°C - Nighttime: 0-4°C

Weekly Weather Forecast for Santissima Annunziata

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 a private outdoor terrace or patio to unwind after exploring the region’s historic sites.
  • Take advantage of lush garden spaces perfect for relaxing in the fresh Florentine air.
  • Make use of an outdoor dining area ideal for savoring authentic Tuscan cuisine under the sun or stars.
  • Revel in scenic views from a balcony overlooking the charming streets or rolling countryside.
  • Benefit from a communal courtyard that fosters a social atmosphere within the neighborhood.
  • Relax by a shared outdoor swimming pool set amidst the picturesque Tuscan landscape.
  • Utilize outdoor grilling facilities to host memorable gatherings and enjoy local flavors.
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Family Activities

  • Visit the Florence Botanical Gardens: Enjoy a family-friendly stroll through this peaceful green space, perfect for discovering local plant species and relaxing amidst nature.
  • Explore the local artisan markets: Engage with local vendors and find unique handcrafted souvenirs that capture the essence of this area’s rich artistic heritage.
  • Discover historical churches and sites: Tour the beautiful religious landmarks nearby, offering insight into the region's cultural and architectural history suitable for all ages.
  • Participate in family cooking classes: Learn authentic Tuscan recipes together, making your stay here both fun and delicious for every member of your family.
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Adult Activities

  • Visit the Basilica of Santissima Annunziata: Immerse yourself in the spiritual and architectural beauty of this historic church, a highlight of the area’s cultural heritage.
  • Explore local art galleries: Discover contemporary and traditional Tuscan artworks housed in galleries near your vacation rental, offering a perfect blend of culture and creativity.
  • Taste authentic Tuscan cuisine at nearby trattorias: Savor regional flavors and handmade specialties that provide an authentic taste of Tuscany just moments from your accommodation.
  • Stroll through lush green parks and gardens: Enjoy relaxing walks in serene outdoor spaces around the area, ideal for unwinding after sightseeing and making the most of your stay here.

Other Places to Stay in Santissima Annunziata

Santissima Annunziata Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Cuisine: Take the opportunity to indulge in authentic Tuscan dishes at nearby eateries to truly experience the region's culinary heritage.
  • Visit Hidden Gems: Discover lesser-known spots within the area to enjoy a more authentic and peaceful atmosphere away from tourist crowds.
  • Use Public Transportation: Make the most of local buses or bike rentals to easily access Florence’s main attractions while immersing yourself in the local lifestyle.
  • Plan for Day Trips: Consider taking excursions to surrounding Tuscan towns and countryside to enrich your stay with diverse scenic experiences.

Transportation Options

  • Florence Santa Maria Novella Train Station: This major transportation hub offers convenient train connections to explore Tuscany and beyond, making it easy to reach your vacation rental in the area.
  • Local Bus Services: Reliable bus routes operate throughout Florence, providing direct access to Santissima Annunziata and surrounding neighborhoods for seamless travel within the city.
  • Taxi and Ride-Sharing Services: Taxis and ride-sharing options are readily available for quick, door-to-door transportation, offering comfort and flexibility during your stay in this region.
  • Walking and Biking: The compact streets and scenic pathways make walking or renting a bike a charming way to explore Santissima Annunziata and enjoy its local ambiance.

Local Customs Options

  • Religious Processions: During Holy Week, you'll witness traditional processions showcasing the area's deep-rooted Catholic traditions and community spirit.
  • Local Hospitality: People here take pride in welcoming visitors with genuine warmth, reflecting the region's renowned Tuscan hospitality.
  • Traditional Cuisine: Savor authentic Tuscan dishes that emphasize seasonal, locally sourced ingredients, often shared during family gatherings or festivals.
  • Artisan Craftsmanship: The area is known for its handcrafted religious artifacts and local artworks, highlighting centuries-old artisanal skills passed down through generations.

Frequently Asked Questions About Santissima Annunziata?

2. Which vacation homes in Santissima Annunziata are best for families?

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

3. How many Rentbyowner vacation rentals are available in Santissima Annunziata?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 1289 in the Santissima Annunziata 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 Santissima Annunziata. 

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

The cancellation policy varies depending on the property listing. You should review the specific cancellation terms listed on the rental's page or contact the owner directly for detailed information before confirming your booking.

5. Are there any specific check-in and check-out times I should be aware of?

Check-in and check-out times are set by each property owner. To ensure a smooth arrival and departure, please refer to the details provided in the listing or communicate directly with the host for any special arrangements.

6. How do I find out about available amenities and facilities?

All available amenities and facilities are listed within each property description. For any additional questions or specific requests, reaching out to the host can help clarify what is included during your stay.

7. Is there a secure payment process when booking through this platform?

Yes, the platform offers a secure payment process to protect your personal and financial information. Specific payment methods and policies are outlined during the booking process, and contacting the owner can also provide clarity if needed.

8. What should I do if I need to modify my reservation?

Modifications to your reservation depend on the property's policies. It is recommended to review the terms specified in your booking confirmation or contact the property owner directly to discuss any changes.