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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, 306 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.

Guest favorite
Condo in Morrona
4.96 out of 5 average rating, 142 reviews

Casa Luna-Splendida overlooking the pool and Tuscan nature

My husband and I fell in love at first sight with this beautiful place. So we have moved here our whole life. Ideally located on the hill of Morrona,this landscape affords unique views over the hills near Pisa,put us in direct contact with a calm nature and gives us a wonderful spectacle of the fascinating and surprising course of seasons. The location is enhanced by the swimming pool with hydromassage,for those seeking a moment that will remain on their skin and in their hearts for a long time

Guest favorite
Home in Barberino Tavarnelle
4.9 out of 5 average rating, 177 reviews

La Casa di Nada - Suite

From every window of the house, beautiful views open onto the rolling Tuscan hills, a constant delight throughout the stay. The home is bright and welcoming, with comfortable bedrooms each featuring a private bathroom, a living room with a fireplace, and a fully equipped kitchen, the true heart of the home. For those who wish, it is possible—upon request—to enjoy a simple and authentic moment of cooking together, just like in a family home. A peaceful retreat in the heart of Chianti.

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
The image features a rustic stone house surrounded by lush greenery, with a wooden door and shuttered windows. A set of stairs leads to a raised outdoor area, partially enclosed by a stone wall, providing a serene view of the surrounding nature.
Vacation home in San Gimignano
4.96 out of 5 average rating, 51 reviews

Peaceful tuscan house with pool in Tuscany

An oasis of peace located in the heart of Tuscany and on the wine roads! -A strategic area between Certaldo, San Gimignano, Siena and Florence. -Casa Valentina is hidden in a grove where you will enjoy fresh air, a stream with the chirping of birds and a wonderful swimming pool where you can enjoy our breathtaking views -A newly renovated house that meets the historicity of the property, the comfort and the contemporaneity that makes it unique in its style.

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.

Top guest favorite
Condo in Panzano
4.96 out of 5 average rating, 263 reviews

Apt. Panzanello-Panzano in Chianti

The apartment offers all the comforts and tranquility of the Tuscan countryside. Enjoy the wonderful view that you can admire from your private terrace, a perfect place to spend peaceful and serene moments accompanied by a good glass of Panzanello wine. Access to the apartment is private and free parking is available. The kitchen is equipped with everything you need to prepare delicious meals.

Guest favorite
A serene outdoor area features a private swimming pool surrounded by lush greenery. Two lounge chairs and a small table are positioned beside the water, offering a relaxing space. The villa stands in the background, framed by trees and garden foliage.
Villa in Montopoli
4.84 out of 5 average rating, 70 reviews

Villa Belvedere beautiful view surrounded by greenery

My place is close to art and culture, beautiful panoramic views, family activities, restaurants, and the beach. You'll love my place because of its atmosphere, outdoor spaces, and light. My apartment is suitable for couples, solo adventurers, business travellers, families (with children) and furry friends (pets).

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.

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$10,436 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,040 verified reviews to help you choose

  • 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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