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Vacation rentals with a pool in Montopoli in Val d'Arno

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Top-rated rentals with a pool in Montopoli in Val d'Arno

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Top guest favorite
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
5 out of 5 average rating, 307 reviews

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.

Top guest favorite
A large swimming pool is surrounded by lush greenery and stone pathways. Olive trees and well-maintained shrubs are visible around the pool area. Steps lead from the pool to a higher terrace, where additional outdoor spaces and the holiday house are positioned.
Home in Marti
4.97 out of 5 average rating, 72 reviews

Iris vacation home with pool

IRIS HOLIDAY HOUSE WHIT SWIMMING POOL Iris holiday house is located on a hill near Pisa. The strategic position will allow its guests to visit easily all the Tuscany province. The house: on the ground floor we have a living area with equipped kitchen and a bedroom with double bed (possibility of inserting another cot on request) and bathroom ; on the first floor we find a bedroom with two single bed and a bathroom. Guests will have the opportunity to use a 10m x 5m swimming pool and relax area.

Top guest favorite
A rustic dining area is highlighted by a long wooden table surrounded by several chairs. A vase of sunflowers sits at the center. The stone wall adds warmth to the space, while a clock and decorative items provide an inviting touch.
Home in Bagno A Ripoli
4.96 out of 5 average rating, 160 reviews

Casetta Melograno – Cozy farmhouse in Chianti

This house is part of an old building recently refurbished and in the past was a convent which used to be a part of the castle estate located in front of us. The interior design reflects the typical Tuscan style of furniture and materials. The kitchen is equipped with a fridge, induction hob, microwave, coffee machine, sink and utensils. Available daily, for breakfast you will find coffee/tea, milk, biscuits and cakes. it's recomended to have a car to reach the accomodation and to move.

Top guest favorite
An outdoor space features a large swimming pool surrounded by lush greenery and olive trees. Sun loungers are arranged around the pool, and striped umbrellas provide shade. The view includes gently rolling hills, contributing to a serene environment.
Farm stay in Castelfiorentino
4.91 out of 5 average rating, 136 reviews

Apartment in Agriturismo with pool and great view

L'appartamento, facente parte di un agriturismo è arredato in stile tipico , tutto interamente rinnovato , composto da camera matrimoniale, cucina , bagno e divano letto doppio nella cucina; situato nel centro della Toscana è un ottimo punto di partenza per poter visitare la regione; a 20 minuti da San Gimignano e 35 da Firenze. E' adatto ad una coppia o ad una famiglia con figli piccoli avendo come soluzione per la terza e la quarta persona un unico divano letto matrimoniale.

Top guest favorite
An aerial view depicts the medieval village of Palaia, characterized by its charming terracotta rooftops and lush greenery. The surrounding Tuscan hills create a scenic backdrop, with a glimpse of the communal garden featuring a swimming pool. The landscape reflects the authenticity of the area.
Home in Palaia
4.98 out of 5 average rating, 61 reviews

Casa Conte Martini

Casa Conte Martini is a unique house which convinces with a large terrace and a breathtaking view of the Tuscan hills. You can relax in the hot tub and take in the view or go for a swim in the swimming pool which is located in the communal garden below. The house gives a lot of privacy and yet is part of a historical palazzo, which is located in the centre of Palaia, a lively medieval Tuscan village with a bar, a pub, 5 restaurants and 3 grocery shops all in walking distance.

Guest favorite
Home in Montopoli
4.93 out of 5 average rating, 54 reviews

Villa Due Pini Marti with private pool

Villa with pool between Pisa and Florence set in an enchanting panoramic setting, enjoys a superb 360-degree view of the unspoilt Tuscan countryside. Furnished with care, it consists of 2 double bedrooms, one on the upper loft floor, 1 double bedroom on the ground floor, bathroom, living room, kitchen and dining room, large veranda with a large garden and olive grove with a pool of 12 meters away from prying eyes. The swimming pool is open from 01 May to 30 September

Top guest favorite
A charming stone building surrounded by lush greenery features a wooden terrace with a parasol and flower pots. Two loungers are placed on the well-maintained lawn, providing a relaxing outdoor space.
Farm stay in Greve in Chianti
4.99 out of 5 average rating, 446 reviews

Old hayloft on the Chianti hills

Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, overlooking the Chianti valleys and enjoying splendid views of the surrounding hills and the city of Florence. The apartment is completely independent, on two internally connected floors, and features a private garden lined with centuries-old oaks and Tuscan cypresses. The restoration maintained the original Tuscan architectural style of rural barns.

Top guest favorite
A restored stone mill stands surrounded by trees in a tranquil setting. The building features multi-level architecture with red window accents. A gravel pathway leads to the structure, while a vibrant green lawn and rustic stone borders enhance the natural landscape.
Apartment in Barberino Val d'Elsa
4.99 out of 5 average rating, 139 reviews

Apartment in Chianti at Mulino dell'Argenna

The apartment of the Roses is located inside the Mulino dell'Argenna guest house. The property was completely restored in 2015. It is an ancient stone mill dating back to 1400, built along the course of the Borro dell'Argenna. The Mill is an enchanting place, surrounded by the greenery of the forest, with a beautiful one-hectare park and a large swimming pool. An ideal place to spend your days in Tuscany in maximum privacy, in full contact with nature.

Top guest favorite
A charming house is framed by a well-kept garden, featuring large glass panels that offer views of the surrounding landscape. A seating area with two loungers is positioned on the grass, along with a small table. The entrance leads to a welcoming interior space.
Tiny home in Capraia e limite
4.99 out of 5 average rating, 111 reviews

Historic charm with modern comfort, Tuscany

Charming Retreat for Two, 15 Minutes from Vinci Escape to a cozy hideaway perfect for couples seeking relaxation and comfort. Enjoy a private garden and a shared travertine pool with stunning views of the Tuscan countryside—especially magical at sunset. Ideal for romantic, slow-paced weekly stays. We live on the property with discretion and are happy to assist if needed. A car is required to reach the house.

Guest favorite
An open living space features a large pool table in the foreground, accompanied by a sofa and a colorful bean bag. High ceilings showcase wooden beams, while a skylight and windows allow natural light to illuminate the area. A dining table can be seen in the background.
Loft in Marti
4.92 out of 5 average rating, 99 reviews

Rural Loft with magical Tuscan Views

The Loft apartment has been created from the renovation of the old warehouse of our 14 Century Tuscan manor, the architecture of the place is very striking and we have tried to maintain it's shape in tack by creating only 3 walls which are the confines of the bathroom, hence creating a large 140 meter square open space with amazing beams ceiling features (which are still the originals).

Top guest favorite
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 in Pisa
4.99 out of 5 average rating, 316 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.

Top guest favorite
An infinity pool reflects the sky, surrounded by olive trees and well-manicured gardens. Comfortable lounge chairs are placed neatly along the pool deck under shaded umbrellas. A gradual elevation creates a seamless transition between the pool area and scenic countryside views.
Farm stay in Palaia
4.98 out of 5 average rating, 179 reviews

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.

Popular amenities for Montopoli in Val d'Arno rentals with a pool

Quick stats about vacation rentals with a pool in Montopoli in Val d'Arno

  • Total vacation rentals

    Explore 40 vacation rentals in Montopoli in Val d'Arno

  • Nightly prices starting at

    Montopoli in Val d'Arno vacation rentals start at G$10,458 GYD per night before taxes and fees

  • Verified guest reviews

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  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Wi-Fi availability

    40 of Montopoli in Val d'Arno vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Montopoli in Val d'Arno rentals

  • 4.7 Average rating

    Montopoli in Val d'Arno stays receive an average rating of 4.7 out of 5 from guests

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