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Holiday houses in Guardistallo

Find and book unique accommodation on Airbnb

Quick stats about holiday rentals in Guardistallo

  • Total holiday rentals

    Explore 290 holiday rentals in Guardistallo

  • Nightly prices starting at

    Guardistallo holiday rentals start at $51 NZD per night before taxes and fees

  • Verified guest reviews

    Over 3,220 verified reviews to help you choose

  • Family-friendly holiday rentals

    130 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 180 rentals that welcome pets

  • Holiday rentals with a pool

    130 properties feature pools

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wi-Fi availability

    230 of Guardistallo holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Guardistallo rentals

  • 4.7 Average rating

    Guardistallo stays receive an average rating of 4.7 out of 5 from guests

Top-rated holiday rentals in Guardistallo

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A rustic building is seen under a starry night sky, with a partial roof providing shelter. Soft light glows from the interior, illuminating the entrance. Lush greenery and trees surround the scene, adding depth to the serene nighttime landscape.
Farm stay in Simignano
4.93 out of 5 average rating, 281 reviews

Casa al Gianni - Hut

Hi, we're Cristina and Carmelo! We look forward to welcoming you to “Casa al Gianni,” our agritourism facility located in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: There is only the scent of the earth, the song of the birds, and the companionship of our animals. It is an invitation to rediscover the beauty of the little things, surrounded by the greenery of the most authentic Tuscany. It's not just a vacation; it's a return to our roots. This peaceful haven will stay with you in your heart. We look forward to welcoming you!

Guest favourite
Townhouse in Scandicci
4.88 out of 5 average rating, 336 reviews

Florence Sunset Hills • Giogoli

Escape to the peaceful hills of Giogoli where authentic Tuscan charm meets breathtaking views of Florence.Just 15 minutes from the city center and the Chianti countryside, this elegant home is the perfect base for exploring Tuscany while enjoying quiet mornings, unforgettable sunsets, and the beauty of the surrounding landscape. Surrounded by nature but close to the region's most iconic spots, it's the ideal retreat for anyone looking for comfort, tranquility, and a genuinely Tuscan experience

Guest favourite
Apartment in Casale Marittimo
4.91 out of 5 average rating, 45 reviews

Fienile di Casale Hills & Sea Tuscany

In the heart of the medieval village of Casale Marittimo Il Fienile di Casale is a beautifully restored old hayloft that keeps all the authentic Tuscan charm. With its brick vaulted ceilings, wooden beams and stone walls it offers a warm and welcoming atmosphere. From the living room you can enjoy a breathtaking view over the rolling hills, vineyards and olive groves of the Etruscan Coast stretching all the way to the sea. Perfect for those looking for relaxation wine tourism and nearby beaches.

Guest favourite
Home in Montescudaio
4.96 out of 5 average rating, 131 reviews

Open space surrounded by nature

Casa Namaste is a small stone cottage with well-kept interiors 1 km from the medieval village of Montescudaio. The house is completely surrounded by woods and centuries-old oaks. 150 meters away flows the Cecina river. In the 5000 square meter garden there is a natural spring with a large stone tub to cool off and an outdoor hot shower surrounded by greenery. We have a Vodafone adsl line with download 33 and upload 1.4. Smart TV and air conditioning are also available starting this spring

Top Guest favourite
An aerial view of the property reveals a charming red house surrounded by lush greenery. Tall cypress trees and vibrant bushes create a tranquil landscape, while an expansive lawn features relaxing loungers, inviting guests to enjoy the serene atmosphere of the Tuscan countryside.
Home in Gambassi Terme
5.0 out of 5 average rating, 226 reviews

Il Fienile, Luxury Apartment in the Tuscan Hills

‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breathtaking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, just a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods, where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.

Top Guest favourite
A spacious living area features exposed brick walls, wooden beams, and warm lighting. A comfortable sofa and a mid-century modern coffee table sit invitingly, while a dining table and chairs are positioned nearby. Large windows enhance the natural light, which complements the earthy tones of the room.
Condo in San Gimignano
5.0 out of 5 average rating, 61 reviews

AnticaVista, Luxury Apartment with Tower Views

A hidden gem nestled within the ancient walls of a 14th-century tower house, right in the heart of San Gimignano, a UNESCO World Heritage Site. This one-of-a-kind apartment is where history meets contemporary elegance. Look out the window and you’ll feel like you can almost touch the medieval towers. The view is breathtaking: unforgettable glimpses of the majestic Torre Grossa, framed by the iconic skyline that earned San Gimignano its nickname, the “Medieval Manhattan.”

Guest favourite
Apartment in Casale Marittimo
4.88 out of 5 average rating, 16 reviews

Casa Meri

A distinctive renovated apartment, starting from the historic foundation of the Casale hairdresser's, with particular details from the past, from the vaulted ceiling with beams, to the furnishings, whose centerpiece is a fully restored 18th-century wardrobe that dominates the apartment. We are near the central square, where you will find all the amenities the village has to offer. At the entrance to the town, there is ample parking just a few steps from the house

Guest favourite
Apartment in Montescudaio
4.93 out of 5 average rating, 27 reviews

L’Incanto Cozy Studio in Medieval Borgo with Patio

Step into the medieval charm of Montescudaio, inside the historic borgo right below the Abbey walls. This cozy renovated studio is perfect for couples or solo travelers. It features a bedroom, kitchenette, private bathroom and a private patio right in front of the entrance, with views over the hills and sea. Fast WiFi, Smart TV, air conditioning, mini-fridge and coffee machine. Just minutes from the beach, ideal base for Pisa, Volterra, Bolgheri, Siena and Florence.

Guest favourite
The eco-friendly swimming pool reflects the rustic cottage and surrounding greenery under a clear blue sky. Smooth pebbles line the shallow area of the pool, creating a natural aesthetic. Tall cypress trees and a vibrant umbrella are visible, integrating seamlessly with the tranquil landscape.
Apartment in Guardistallo
5.0 out of 5 average rating, 14 reviews

Ai Massi Annamaria Farmhouse (three-room apartment 57sqm)

Apartment (three-room apartment of 57 sqm, sleeps 4) with sea view, located on the SECOND FLOOR of the farmhouse, entrance on the west side. It has a kitchen (equipped with a fridge, dishwasher, induction stove, microwave, kettle, toaster, immersion blender and Moka coffee maker), a living room (TV and Wi-Fi), two bedrooms with double bed and bathroom. The property has an eco-friendly swimming pool and overlooks the Etruscan Coast countryside.

Guest favourite
A spacious freestanding bathtub is filled with water, adorned with floating flowers and candles. A small wooden table beside it holds a bucket of champagne and two glasses. Soft towels and a decorative rose are also visible, contributing to a relaxing ambiance.
Home in Fiesole
4.99 out of 5 average rating, 313 reviews

"La limonaia" - Romantic Suite

Romantic Suite immersed in the enchanting hills of Fiesole. It is the ideal place fot those looking for unique and exclusive experience of its kind characterized by suggestive views and unforgettable sunsets. The accommodation is part of an old 19th century Tuscan farmhouse surrounded by its own olive groves and woods. This is an ideal place for a relaxing holiday and privileged base for visiting the major centers of interest in Tuscany.

Superhost
A spacious bedroom features a canopy bed draped in rich red curtains, complemented by intricately designed wooden ceilings. Traditional furnishings include a vintage writing desk and a wooden wardrobe, while natural light enters through a small window adorned with a decorative grill.
Castle in Sassa
4.93 out of 5 average rating, 54 reviews

Medieval Tower in the Tuscan Countryside

On request, a delicious sweet and/or savory breakfast, a rich dinner with seasonal products and cooking class Have you ever lived like a King and Queen among armor, frescoed ceilings and four-poster beds? From the top of the wonderful panoramic terrace, Torre Sassa will show you all of Tuscany up to the sea. Discover the history of this small but wonderful village just a stone's throw from the most iconic areas of the region

Guest favourite
A white umbrella provides shade over a small round table, which holds a potted cactus. In the background, rolling hills and olive trees are visible, accompanied by a swimming pool reflecting the sky. Lush greenery surrounds the area, enhancing the peaceful countryside ambiance.
Guest suite in Casale Marittimo
4.83 out of 5 average rating, 114 reviews

The cypress

Dependance of 30 sqm new building located in the context of property with independent main house immersed in the beautiful Tuscan countryside 12 km from the sea and close to centers of cultural interest. The beautiful villages of Bolgheri and Castagneto Carducci are within easy reach. A half-hour drive from Volterra. The furnishings are completely new. Garden and swimming pool with sea view available for guests.

Popular amenities for Guardistallo holiday rentals

When is the best time to visit Guardistallo?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$269 NZD$233 NZD$202 NZD$199 NZD$199 NZD$206 NZD$211 NZD$233 NZD$191 NZD$211 NZD$216 NZD$259 NZD
Avg. temp7°C8°C10°C13°C17°C21°C24°C24°C21°C17°C12°C8°C

Frequently Asked Questions

  • Are there family-friendly vacation rentals in Guardistallo?

    Guardistallo has more than 130 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in serviced apartment rentals in Guardistallo?

    Experience the best of Guardistallo with our serviced apartment rentals, starting at about $170 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Guardistallo?

    Four-legged friends are welcome in Guardistallo. Choose from more than 180 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Guardistallo?

    Yes! Work meets play with ease at over 60 vacation rentals in Guardistallo featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Guardistallo vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 130 vacation homes with pools in Guardistallo, available on Airbnb. Make a splash and soak up the sun in style!

  • Do apartment rentals in Guardistallo have air conditioning?

    Absolutely! We offer over 70 apartment rentals with air conditioning in Guardistallo. Enjoy a tailored experience with all the comforts you desire.

  • Do serviced apartment rentals in Guardistallo have a kitchen?

    Absolutely! We offer over 10 serviced apartment rentals with a kitchen in Guardistallo. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Guardistallo have wifi?

    Absolutely! We offer over 110 apartment rentals with wifi in Guardistallo. Enjoy a tailored experience with all the comforts you desire.

  • Do villa rentals in Guardistallo have free parking?

    Absolutely! We offer over 10 villa rentals with free parking in Guardistallo. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Villa Rentals in Guardistallo?

    Enhance your stay in our Villa Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with wifi, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.