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Apartment holiday rentals in Guardistallo

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Top-rated apartment rentals in Guardistallo

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Top guest favourite
Flat
4.91 out of 5 average rating, 186 reviews

Pieve di Caminino Historic Farm

Solo per amanti della natura. L'antica fattoria Pieve di Caminino, biologica, è un importante sito storico: ex pieve medievale sorta all'incrocio di due strade romane, ospitò due santi (la chiesa del XII secolo è oggi un museo privato, visitabile dagli ospiti, su appuntamento). Oggi copre 200 ettari di proprietà privata recintata, posta su una collina panoramica. Sette alloggi condividono una tenuta con piscina (stagionale), due laghetti, un uliveto centenario, vigneto e una foresta di sughere.

Top guest favourite
Flat
4.98 out of 5 average rating, 117 reviews

Case nell'aia Arco, apartment in Chianti and pool

L'appartamento Arco si trova in un tipico borgo toscano tra vigneti e oliveti. Appartamento arredato in stile rustico toscano, accogliente per farvi rilassare e visitare la zona. L'appartamento si affaccia sulla grande terrazza dove potete fare pranzi e cene all'aperto o aperitivi. Cucina, divano e punto TV, wifi, due camere matrimoniali, bagno, terrazza, piscina. Parcheggio auto nella proprietà . Ideale come punto di partenza per visitare Siena, Firenze, San Gimignano, sia in auto che in bici.

Top guest favourite
A rustic dining area features a long wooden table set with linens and decorative items. The space is illuminated by a chandelier and has large windows offering views of the surrounding landscape, with a stone fireplace and traditional frescoes adorning the walls.
Flat
4.97 out of 5 average rating, 260 reviews

Giglio Blu Charming Loft

The accommodation is a portion of a historical noble residence dating back to the 14th century, adorned with frescoes and tastefully restored. It is located on the ground floor of a quiet and safe street, with a private and independent entrance and self check-in. The space is cozy, comfortable, and elegant, perfect for guests seeking an authentic Tuscan experience with modern comfort and technology. It is situated just a few kilometers away from Florence, Pisa, Lucca, Vinci, San Gimignano...

Top guest favourite
A terrace showcases a small table set with glasses and a bottle, complemented by two chairs. A scenic view of the Tuscan countryside can be seen in the background, revealing rolling hills and traditional rooftops under a bright sky.
Flat
4.99 out of 5 average rating, 162 reviews

San Miniato - Panoramic terrace in the historic center

Brand new apartment in the historic center of San Miniato. Recently renovated, it is ideal for those seeking tranquility in the heart of the city, with a beautiful view of the Tuscan countryside thanks to the panoramic terrace perfect for a breakfast in the sun or a special aperitif. Immersed in the historic part of the city, typical restaurants, shops and all the beauties of San Miniato can be easily reached on foot. Thanks to its central location, it is ideal for visiting all of Tuscany.

Guest favourite
Flat
4.91 out of 5 average rating, 34 reviews

The Casale Hills & Sea Tuscany Barn

Fienile di Casale is a restored old barn with Tuscan charm in the heart of Casale Marittimo, Costa degli Etruschi. On a hill it offers a view over hills, vineyards, olive groves towards Bibbona and Bolgheri, with sea and islands on the horizon. 12 km from beaches, great sunsets. 5 min walk from village, close to Sassicaia and Ornellaia. Perfect for DOC wine, nearby beach and real relaxation. House with soul: brick barrel vaults, modern kitchen, arched window. Welcome to true Tuscany.

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!

Guest favourite
A pergola provides shade over a dining area furnished with chairs and a table. Surrounding greenery and flowering plants enhance the outdoor space, while a gravel pathway leads to the entrance of the house. The bright blue sky is visible above.
Flat
4.83 out of 5 average rating, 106 reviews

Casa Luna with view over Tuscany Hills and Sea

Casa Luna is a cozy Tuscan home with equipped garden, at the foot of Montescudaio village, Costa degli Etruschi, just steps from the countryside. View over green hills, vineyards, olive groves and sea in the valley. Super-fast Wi-Fi (great for smart working), free parking + EV charging station. Garden with barbecue. Few km from the sea, on the Wine Route: near Volterra and San Gimignano, perfect for relaxation, wine tours and DOC tastings. Welcome to our Tuscany!

Top guest favourite
A tranquil landscape is captured at sunrise, with the sun rising above a misty valley. Soft golden light filters through layered clouds, illuminating the distant hills. The scene conveys a sense of peace and natural beauty, set against a backdrop of serene fog.
Flat
4.93 out of 5 average rating, 121 reviews

Apartment with panoramic garden in San Gimignano

Located close to the walls of San Gimignano, the apartment is surrounded by nature with every desirable comfort and an amazing panoramic view. The apartment consists of 1 kitchen, 1 double bedroom, 1 living-dining room, panoramic garden and reserved parking next to the house. - 2 minutes' walk from the city center, surrounded by nature - panoramic view - every desirable comfort -private parking - 1 kitchen, 1 bedroom, 1 bathroom, 2 living rooms

Top guest favourite
The lounge features elegant walls adorned with intricate frescoes and moldings. A large mirror reflects the refined decor. Two white armchairs and a colorful sofa provide seating, while a coffee table rests on a patterned rug before a decorative fireplace.
Flat
4.98 out of 5 average rating, 104 reviews

Luxury frescoed apartment in the historical center

The Palazzo Pannilini Superior apartment is composed of a bright entrance enriched by an elegant coffered ceiling, a large fully frescoed lounge, a large foyer, a kitchen equipped with a terrace, a dining room topped with a frescoed vault, four bedrooms, three bathrooms, a wardrobe room, and a panoramic terrace where you can sunbathe and relax. The apartment is located at the second floor with no elevator. The apartment has air conditioning.

Top guest favourite
A welcoming living area features a light-colored sofa set arranged around a small coffee table. Natural light enters through a doorway, illuminating the space. A potted plant adds a touch of greenery, and a staircase leads to the upper floor.
Flat
4.98 out of 5 average rating, 130 reviews

Casa Gianguia apartment 100 meters from the sea

Villa such as "viareggina", called "Gianguia", located in an excellent location with respect to the center of Castiglioncello and Rosignano, a short walk from the sea, and the main services. Recently renovated, with practical and modern furnishings but tasteful ; equipped with all the comforts to ensure guests a pleasant and relaxing stay. Great for couples and families who love the sea and relaxation.

Guest favourite
A spacious bedroom features a wooden headboard with soft bedding. Two bedside tables are placed on either side, each with wall sconces providing gentle lighting. Natural light enters through two small windows, enhancing the calming green wall color.
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

Guest favourite
Aerial view of a countryside villa surrounded by lush green hills and vineyards. The outdoor swimming pool is visible alongside a well-kept garden. Olive trees and various plants create a natural landscape, reflecting the serene environment of the property.
Flat
4.83 out of 5 average rating, 115 reviews

Beautiful medieval tower in Chianti

This is a lovely flat in an ancient farm, restored, in the heart of Chianti Classico , with an amazing panoramic view on the hills, surrounded by our vineyards as well as olive trees, where you will have an unforgettable holiday discovering Tuscany. CINIT048021B5LTBDVFE3

Popular amenities for Guardistallo apartment rentals

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Avg. price£117£93£115£84£94£84£97£105£85£98£105£146
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Quick stats about flat rentals in Guardistallo

  • Total holiday rentals

    Explore 130 holiday rentals in Guardistallo

  • Nightly prices starting at

    Guardistallo holiday rentals start at £23 per night before taxes and fees

  • Verified guest reviews

    Over 1,410 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 60 rentals that welcome pets

  • Holiday rentals with a pool

    70 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    90 of Guardistallo holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Guardistallo rentals

  • 4.6 Average rating

    Guardistallo stays receive an average rating of 4.6 out of 5 from guests

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