Vacation rentals in Montopoli

5 out of 5 average rating, 252 reviews

Aerial view showcases the rustic property nestled among the lush vineyards. Sunlight casts a warm glow over the hills, while a sparkling pool is situated near the residences, surrounded by greenery. The tranquil landscape includes gently rolling hills and rows of grapevines.

Condo in Noce

Podere Vergianoni nestled in Chianti with a pool

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.

4.97 out of 5 average rating, 75 reviews

A tall, historic stone tower displays intricate brickwork and narrow openings. The entrance is gated, and the surrounding area is paved with bricks. A bench is visible nearby, offering a scenic view of the landscape beyond. The sky is partly cloudy, enhancing the tranquil ambiance.

Condo in Montopoli

La Rocca Tourist Rental

In the beautiful medieval village, immersed in the heart of Tuscany, room, bathroom and living room with table in typical Tuscan style. Featuring a terrace with panoramic views. It is located in the town center and close to bars/restaurants and other shops. Free parking. The train station is 5 km away. A few kilometers from the FI-PI-LI. Located in a favorable position to visit all of Tuscany, the distances are: Florence at 51 km, Pisa at 37 km, Lucca at 45 km, San Gimignano at 45 km and Livorno at 46 km.

Villa in Canneto, San Miniato

4.94 out of 5 average rating, 114 reviews

Tuscany Country House Villa Claudia

La Nostra Country House è incastonata in un bellissimo Casale antico, finemente ristrutturato, panoramicissimo, costruito a margine dell'antico Borgo di Canneto, insediamento rurale nel territorio di San Miniato, risalente al 785 d.c. Il Casale, immerso nella Natura ma dotato di ogni comfort moderno, vi regalerà momenti indimenticabili, potendo scegliere tra vacanze in assoluto Relax, attività culturali (vicinissime le città d'Arte della Toscana), gustosi tour enogastronomici e tanto altro!

4.99 out of 5 average rating, 139 reviews

A scenic view captures a historic tower atop a building, surrounded by rolling hills and lush greenery. Soft light from the setting sun illuminates the landscape, showcasing a serene countryside scene with a vibrant sky filled with clouds.

Apartment in San Miniato

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.

4.99 out of 5 average rating, 177 reviews

A spacious lawn gently slopes up towards a beautifully restored two-level house, featuring warm yellow and red hues. Tall cypress trees line the property, complementing the lush greenery of the surrounding gardens. Soft clouds drift above, enhancing the serene countryside setting.

Home in Gambassi Terme

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.

Vacation home in San Romano

A dining area features a light wooden table surrounded by four white chairs. A gray sofa with light cushions is positioned against the wall. Natural light fills the space through the floor-to-ceiling windows, enhancing the simplicity of the decor.

4.94 out of 5 average rating, 62 reviews

La Petite Maison – Montopoli

Newly built accommodation in the heart of Tuscany, with attention to detail. Less than 300 meters from the station, to comfortably reach cities like Florence and Pisa without the need for a car. Surrounded by the greenery of the municipal park of San Romano. By car, less than an hour away, you can reach cities such as Lucca, Siena, San Gimignano, Volterra. Towels and bed linens will be provided for bookings from the seventh night onwards. Pets are not allowed

4.95 out of 5 average rating, 203 reviews

Home in Palaia

AT THE CASTELLO DELLA MONTACCHITA WHOLE APARTMENT

REGISTRATION No. 50024LTN0077 Entire small private house overlooking the valley, with 1250 sqm of garden for the exclusive use of guests, renovated in rustic style inside an ancient medieval fortress. Unique place, great starting point for visiting Pisa, Lucca, Florence, San Gimignano and just 40 minutes from the sea and located in the truffle area. Remember before booking: those who are not named in the reservation will not be able to enter the property.

Superhost

A charming street scene captures two individuals interacting near a rustic well, set against a simple stone wall. A potted plant adds greenery, while hay bales are gently arranged nearby, contributing to the rural atmosphere. The setting reflects a peaceful moment in a small town.

4.54 out of 5 average rating, 37 reviews

IN 4e you will feel at home....

"AL 4e" is a nice newly built apartment, on the first floor, consisting of a large living area, a double bedroom and a single bed room with the possibility of adding 1 bed,all the furniture is new,parking space in private courtyard and located in Capanne in the municipality of Montopoli in Val d 'Arno, a small town,but where nothing is missing. It is one minute from the road of great connection FI.PI.LI to reach the most beautiful places in Tuscany.

4.93 out of 5 average rating, 119 reviews

A scenic view of rolling hills and lush greenery is visible from a window. Terracotta roofs and a winding path can be seen below, enhancing the historic charm of the medieval surroundings.

Condo in San Gimignano

Luxury Medieval Tower - Penthouse

Step into the past... San Gimignano Luxury Medieval Tower is right in the heart of the UNESCO town. You will be caught by the sight of San Gimignano's beautiful landscapes and at the same time you will be able to enjoy the luxury amenities of in-town living: walk downstairs to the cafes, bread shop, butcher, restaurants and local shops. Hear the church bells directly from your windows. Walking distance to all of San Gimignano main attractions.

4.86 out of 5 average rating, 117 reviews

A spacious sleeping area features soft pink walls and exposed wooden beams. A large bed with a quilted cover is centered in the room, accompanied by bedside tables and lamps. Natural light enters through a window, enhancing the serene ambiance.

Condo in Pontedera

Lovely apartment in the center of Pontedera

Enjoy easy access to everything from this perfectly located home base. The apartment is furnished with care, with exposed beams and bricks, equipped with a kitchen equipped with a microwave oven and coffee maker. Bathroom with shower. Downtown and train station within walking distance. Pontedera is in a strategic location just minutes from the Tuscan hills, 20 minutes from the sea and Pisa, 20 minutes from Lucca and 40 minutes from Florence

4.99 out of 5 average rating, 298 reviews

An inviting living area features elegant brick arches and wide glass doors offering views of the Tuscan landscape. A comfortable seating arrangement is complemented by a dining table, creating a harmonious space for relaxation and dining.

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.

4.98 out of 5 average rating, 169 reviews

A spacious living area features elegant brick arches overhead, creating a unique architectural element. Large glass doors open to a scenic view of the surrounding greenery. A cozy seating arrangement and a wooden dining table provide ample space for relaxation and dining.

Farm stay in Palaia

Countryside Dream farm in Tuscany

Great place in the middle of Tuscan Hills, you will be surrounded 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.

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Popular amenities for Montopoli vacation rentals

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Other great vacation rentals in Montopoli

Vacation home in Vico Pancellorum

A rustic stone pathway leads to a weathered wooden frame hanging against the rocks, reflecting the blue sky above. Surrounding greenery enhances the natural setting, while a metal watering can rests nearby, adding to the quaint charm of this secluded outdoor space.

5 out of 5 average rating, 53 reviews

The Blue Door House

PleunRating, 5 stars2 weeks ago

This was my first experience with an airbnb and wow…. It was amazing. Monica is a beautiful person! Very helpful, kind and just a super host overall. I would recommend everyone to check this place out! It was such a beautiful experience, and i felt so at peace while being there. Her style and taste is incredible!! I will definitely come back !!!

A gentle slope leads down to a private pool, surrounded by a well-maintained garden. A sun lounger is positioned on the grass, while trees provide shade. The pool area is enclosed, ensuring a secure environment for relaxation and enjoyment.

Cottage in Montopoli

4.72 out of 5 average rating, 148 reviews

cottage in the countryside

BélaRating, 5 stars3 weeks ago

We almost only returned to bargain after the daily sightseeing. All the major Tuscan cities are within 1 hour, except for the southern part, but Siena is also included in one day, together with Monteriggiano and San Gimiano. The F.P.L. four-lane highway is 2-3 minutes.

5 out of 5 average rating, 5 reviews

A serene outdoor space features a refreshing salt-water pool surrounded by lush greenery. Wisteria blooms gracefully drape from nearby branches, framing the view of the pool, which reflects the clear blue sky. The area emphasizes tranquility and the beauty of nature.

Vacation home in Marti

Authentic country house: patio, pool and relaxation

LiesbethRating, 5 stars1 month ago

Lovely and relaxing place to stay to combine city trips with relax moments in an amazing garden with swimming pool and bbq place. House in lovely ‘cottage style’ that had everything you need. Good start (with coffee) and end (with a glass of Chianti) on the veranda in a green and friendly surrounding. Would really recommend this place!

5 out of 5 average rating, 12 reviews

Windows with green shutters are opened wide, revealing a panoramic view of rolling hills and greenery. A winding road can be seen extending into the distance, framed by trees and foliage under a clear blue sky.

Apartment in Palaia

Casa Billi

MiaRating, 5 stars3 weeks ago

Stefania and Ralph are not only the best hosts, but the friendliest and most caring people we have ever met. They truly do everything possible to make you feel like this beautiful place is your home. Stefania seems to truly love being a host and goes out of her way to do whatever she can for you. Honestly, the pictures don't do justice for how amazing the view really is. My friend and I spent the entire weekend on the balcony reading, drinking wine, eating pasta, taking pictures, and especially enjoying the complete peace and quiet. The village of Palaia is also the cutest and safest location for a perfect Tuscan countryside weekend. Can't thank you enough Stefania!

4.89 out of 5 average rating, 36 reviews

Holidays House Il Gallo - Pisa

EviRating, 5 stars11 months ago

The holiday home is quietly located and a good base to visit several Tuscan cities. The pool was perfect for us and the kids. The view from the pool is unique. Laura and her family are very friendly and likeable people who welcomed us warmly!

A view from the balcony captures expansive greenery and trees, set against a clear blue sky. The scene highlights natural surroundings, providing a sense of tranquility. The structures in the foreground are complemented by soft sunlight, enhancing the overall peaceful atmosphere.

4.81 out of 5 average rating, 31 reviews

two-room apartment in the heart of Tuscany

AlessandroRating, 5 stars3 days ago

House with all the comforts, quiet and relaxing area in a town where you can visit very nice villages nearby. Alessandro is a friendly and very helpful Host and recommended locations where we could have excellent lunches and dinners in evocative environments. Highly recommended!

Apartment in Chiesina Uzzanese

A well-arranged bedroom features a wooden bed with a blue bedspread, complemented by a bedside table and a vibrant landscape painting. A bookshelf holds various books, enhancing the room's functionality. Natural light filters through a window, illuminating the interior.

4.84 out of 5 average rating, 25 reviews

Discover Tuscany a Chiesina

LucileRating, 5 stars1 week ago

We made a one-night stopover at Silvia's during our trip. It went very well. The accommodation matches the listing in every way and is very well maintained. Despite our late arrival, we found a restaurant a few steps from the accommodation. Silvia is available and her information is very clear.

The kitchen features wooden cabinetry with a mix of light and blue-green finishes, and a tiled backsplash with alternating patterns. A stove, oven, and sink are included, along with a small refrigerator. Natural light filters through a nearby window, illuminating the space.