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Holiday rentals in Guardistallo

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Top-rated holiday rentals in Guardistallo

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

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Guest favourite
A charming stone cottage is surrounded by lush greenery and tall trees. Two white lounge chairs are positioned on the manicured lawn, accompanied by a small round table. A sun umbrella offers shade, while large windows reflect natural light, showcasing the inviting interior.
Home
4.96 out of 5 average rating, 123 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
A single-story villa is set against a clear blue sky, featuring a manicured lawn in the foreground. A spacious covered porch with wooden beams hosts seating arrangements, and vibrant plants add color to the exterior, enhancing the serene countryside atmosphere.
Home
5 out of 5 average rating, 18 reviews

Villetta Rio surrounded by greenery

Staying in Villetta Rio means enjoying the total tranquility and privacy that the private garden of about 400 sqm completely fenced and well maintained offers. Immersed in the Tuscan countryside, but close to all services (supermarket 2.3 km/downtown 3.2 km), just 6 km from the beach, and in a strategic position to reach the most beautiful villages (Casale 5 km/Bibbona 4.5 km/Bolgheri 14 km), it will be your oasis of peace after a day at the beach or spent outside discovering Tuscany.

Guest favourite
A spacious glass-enclosed veranda provides views of the garden and surrounding countryside. The wooden ceiling features exposed beams, complemented by black seating and a glass table. Potted plants add a natural touch, enhancing the tranquil atmosphere of the space.
Farm stay
4.72 out of 5 average rating, 90 reviews

Countryside apartment in villa close to the beach

Montescudaio, one of the most beautiful villages in Italy and located in the Val di Cecina, is the setting for the Agriturismo Il Polveraio, located in the open countryside and in the middle of an olive grove, with a view of the nearby Tyrrhenian Sea and the Tuscan Archipelago. The agriturismo offers various accommodations located in the main house, dating back to the 11th century AD, and in two outbuildings and will allow you to experience a stay in total peace and tranquillity.

Top guest favourite
An outdoor seating area is showcased on a sunlit terrace, featuring a small wooden table surrounded by colorful chairs. A terracotta pot filled with vibrant red flowers adds a touch of color against the rustic stone wall of the structure.
Home
5 out of 5 average rating, 43 reviews

Sightseeing Countryside CasaleMarittimo Tuscany

Small apartment immersed in the tranquility of the Tuscan countryside. Ten minutes from the Etruscan Coast. Sea view. For a stay full of privacy and relaxation, but with all the attractions of the area just a stone's throw away. Your furry friend is welcome, ONLY ONE and SMALL. From here, many hiking trails and bike paths start, allowing you to discover the evocative landscapes. Excellent typical restaurants and wineries!!! Have a good stay! Tourist tax to be paid on site

Top guest favourite
A modern kitchen and dining area feature sleek cabinetry and a spacious dining table. White chairs surround the table, complemented by a vase of flowers. Large windows enhance the room's brightness, while neutral-colored tiles create a clean and inviting atmosphere.
Flat
4.93 out of 5 average rating, 165 reviews

Elegant and bright apartment in Montescudaio

The apartment has been recently renovated, very bright and welcoming, the furnishings are modern and practically new. Located in the residential area of Montescudaio, quiet and peaceful from where you can easily reach the most characteristic places of Tuscany: medieval villages, enchanting hills and all the splendid historic cities (Pisa, Florence, Siena...) that make Tuscany such a popular destination. Just 20 minutes to the sea. Your vacation will be unforgettable!

Top guest favourite
A sunlit terrace features a wooden dining table with chairs, surrounded by vibrant red flowers in pots. An awning provides shade, and a view of nearby buildings is visible. The tiled flooring adds to the rustic charm of this outdoor space.
Home
4.94 out of 5 average rating, 36 reviews

From 7 Cervelli

The XIXth century house is in a small village in Tuscany, 10 km to the Tyrrhenian Sea, 25km to Volterra, 20 km to Bolgheri, 80 km to Siena and 100 km to Florence. The train station (Cecina) it's 9km away. Slow life, excellent wine and food, historical heritage, this part of Tuscany it's a great choice for your holidays. For your stay you can find a private parking and a beautyful country garden.

Guest favourite
Flat
4.92 out of 5 average rating, 79 reviews

The Borgo Suite

Comfortable and charming two-room apartment, newly renovated, located in the heart of the historic center of Montescudaio. The Suite has the use of a large terrace that offers a breathtaking view from the hills to the sea overlooking the islands of the Tuscan archipelago. Strategically located both for enjoying a beach vacation and for relaxing in the tranquility of a medieval village

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
4.91 out of 5 average rating, 241 reviews

Casa al Gianni - Capanna

Hi, we're Cristina & Carmelo! We invite you to live an authentic experience in our farmhouse “Casa al Gianni” located 20 minutes from Siena. Our hallmark is simple life in close contact with nature and the animals of our farm. Immersed in the woods and the beautiful Tuscan countryside, you will spend an unforgettable vacation. This slice of paradise will remain in your heart!

Top guest favourite
The image features a serene infinity pool reflecting the surrounding trees and villa during sunset. Sun loungers are positioned beside the pool, and the well-maintained outdoor area offers a tranquil ambiance enhanced by the natural landscape.
Farm stay
4.99 out of 5 average rating, 314 reviews

Tenuta Chiudendone in Tuscany

Great place in the middle of Tuscan Hills, you will be sorrounded by nature but close to all the beautiful cities of Tuscany! We rent two apartments, one on the upper floor called Balla and one on the ground floor called Modigliani. Tell us which one you prefer. PLEASE NOTE YOU WILL NEED A CAR DURING YOUR STAY.

Guest favourite
The spacious kitchen and living area feature a comfortable sectional sofa, a dining table surrounded by five chairs, and modern appliances. Bright pendant lights hang from the ceiling, and textured tile flooring adds warmth to the space. An open staircase is visible in the background.
Flat
5 out of 5 average rating, 27 reviews

Residenza Le Mura

Recently restored apartment of medieval origin in the town's historic village. Large kitchen with 55" TV and elegant sofa, 1 double bedroom, 1 bathroom with shower and washing machine. Balcony overlooking the village square. Air conditioning in all rooms. Free internet access with fiber optics

Superhost
A rustic villa constructed of stone stands among lush greenery. Potted white flowers adorn the front area, with steps leading up to the entrance. Tall cypress trees frame the scene, while the building features various windows and a mix of architectural elements.
Flat
4.71 out of 5 average rating, 49 reviews

Il Moreto - entire house 18 p.l.

You are a group of friends, you want to spend an unforgettable vacation, 10 minutes from the sea, in the hill with a park of one hectare and a villa of 400 square meters, we give you all the possible solutions, the structure can be divided into 4 connecting apartments.

Top guest favourite
Flat
4.82 out of 5 average rating, 125 reviews

Casetta Sole with view over Tuscany Hills and Sea

A cozy apartment made by a careful renovation of an old family winery, that's why it is so cool in the summer and warm in the winter. Simply furnished respecting the taste of a Tuscan mansion. Close to Pisa Volterra Bolgheri Lucca Siena SanGimignano

Popular amenities for Guardistallo holiday rentals

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Avg. price£105£85£93£87£87£90£92£102£83£70£87£86
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Frequently Asked Questions

  • 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 villa rentals in Guardistallo have a kitchen?

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

  • Are there family-friendly vacation rentals in Guardistallo?

    Guardistallo has more than 120 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

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

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

  • Do house rentals in Guardistallo have air conditioning?

    Absolutely! We offer over 30 house rentals with air conditioning in Guardistallo. Enjoy a tailored experience with all the comforts you desire.

  • Do villa rentals in Guardistallo have wifi?

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

  • 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 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 pet-friendly vacation rentals in Guardistallo?

    Four-legged friends are welcome in Guardistallo. Choose from more than 140 vacation rentals for guests traveling with pets.

  • Do serviced apartment rentals in Guardistallo have free parking?

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

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 £15 per night before taxes and fees

  • Verified guest reviews

    Over 3,160 verified reviews to help you choose

  • Family-friendly holiday rentals

    120 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 140 rentals that welcome pets

  • Holiday rentals with a pool

    130 properties feature pools

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wifi availability

    210 of Guardistallo holiday rentals include wifi 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

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