Vacation rentals in Guardistallo

5 out of 5 average rating, 279 reviews

An aerial view captures Podere Vergianoni nestled in the Chianti hills, surrounded by lush vineyards. The property features a clear blue pool, shaded terraces, and carefully landscaped gardens. Rolling hills and rows of grapevines create a serene backdrop, highlighting the natural beauty of the Tuscan countryside.

Condo in Noce

Podere Vergianoni immerso nelChianti con piscina

Podere Vergianoni is an ancient and authentic farmhouse dating back to the 17th century located in the beautiful hills of Chianti in Tuscany. The apartment is impeccably furnished in the traditional local style of old Tuscany: ancient wooden beams, terracotta floors, and unique furniture. In the large outdoor courtyard, you'll find a large swimming pool on a panoramic terrace at your disposal, overlooking the valley with breathtaking views of vineyards and olive groves, where you can enjoy spectacular sunsets.

Cottage in Casale Marittimo

The exterior of the elegant open space is showcased, featuring a well-maintained garden and a stone wall. Two lounge chairs are positioned on the terrace, inviting relaxation. Large glass doors provide access to the interior, surrounded by lush greenery and Mediterranean trees.

4.93 out of 5 average rating, 15 reviews

L'Ondiana, centenary olive trees and seaview

Near Casale Marittimo village, framed by typical Tuscan hills, elegant open space on a villa's lower floor immersed in an enchanting terraced olive grove (the upper floor is private but empty during summer). Living room with dining area and kitchenette, sleeping area with double bed and bathroom with shower. Under the shade of centuries-old olive trees or on the swing with a spectacular view of the sea, the timeless and magical environment of L’Ondiana is ideal for silence and nature lovers.

4.99 out of 5 average rating, 132 reviews

A spacious terrace is surrounded by lush greenery, featuring terracotta pots filled with plants. Comfortable wooden chairs are positioned to invite relaxation, overlooking scenic hills in the distance. A soft canopy provides shade, enhancing the tranquil atmosphere of this outdoor space.

Home in Peccioli

House with a breathless view in Tuscany

Halfway between Pisa and Florence this house comes with a large panoramic terrace, equipped with sunchairs and a large table for outdoor dining. Below, an hanging garden on the property overlooks one of the most striking views in Tuscany. The location is strategic, in the beating heart of an ancient medieval village, now home to an open-air contemporary art museum. Peccioli is a great starting point for those who want to visit the art cities of Tuscany, or immerse yourself in local life,

4.96 out of 5 average rating, 120 reviews

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 in Montescudaio

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

5 out of 5 average rating, 29 reviews

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 in Casale Marittimo

Countryside-panoramic sea Casale Marittimo, Tuscany

Small apartment immersed in the tranquility of the Tuscan countryside. Ten minutes from the Etruscan Coast. Sea view. To spend a stay full of privacy and relaxation, but with all the attractions of the area just a short walk from here. Your furry friends are welcome ONLY if they are small. From here, many hiking trails and bike paths start to discover the evocative landscapes. Excellent typical restaurants and wineries!!! Have a great stay! Accommodation tax to be paid on site

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.

4.93 out of 5 average rating, 160 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!

4.93 out of 5 average rating, 238 reviews

An outdoor dining area is highlighted by a wooden table surrounded by four white chairs. A parasol provides shade above the table, while a lemon tree adds greenery to the space, creating an inviting spot for al fresco meals.

Apartment in Cecina

Cozy apartment in Cecina

45 sqm apartment arranged on a single floor with small garden that can be used for lunches and dinners outdoors. It includes: a living room with a sofa bed and kitchen, a bathroom and a bedroom. In the residential area of Cecina, 10 minute drive to sea. Parking is free throughout the apartment's street. The apartment is 15 minutes walk from Cecina train station. Bus stop 2 minutes on foot.

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.

4.92 out of 5 average rating, 75 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

4.91 out of 5 average rating, 227 reviews

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

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!

4.99 out of 5 average rating, 307 reviews

Farm stay in Pisa

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.

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.

5 out of 5 average rating, 26 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

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Popular amenities for Guardistallo vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Guardistallo

Vacation home in Bandello

The exterior of a house is framed by lush greenery and various plants in terracotta pots. Sunlight bathes the orange facade, highlighting the roof and windows. A pathway leads to the entrance, partially shaded by tall trees in the background.

4.94 out of 5 average rating, 17 reviews

House with a sea view

5 out of 5 average rating, 55 reviews

A two-story stone house is surrounded by lush greenery. Tall cypress trees frame the property, while a spacious lawn gently slopes towards the building. Multiple outdoor chairs are positioned on the patio, offering a peaceful setting to enjoy the natural landscape.

Home in Bibbona

Debbio di Chicco

4.92 out of 5 average rating, 12 reviews

A three-story building is depicted, featuring a combination of window shutters in green and decorative flower boxes. The entrance is framed by lush plants, while the exterior walls are painted in a soft, light color, enhancing the building's traditional character.

Condo in Castello

Delightful two-room apartment with sea view

Villa in Provincia di Pisa

A single-story villa is showcased, featuring a welcoming exterior with wooden shutters. A lawn area with two loungers is visible, accompanied by flower bushes. The entrance opens to the interior, while a pathway leads through a green landscape, enhancing the outdoor appeal.

5 out of 5 average rating, 7 reviews

Villetta Elena

An outdoor patio area features a large umbrella providing shade over a table surrounded by folding chairs. A seating area with a cozy lounge chair is visible, and a well-maintained garden with greenery surrounds the space, creating a serene atmosphere.