Holiday rentals with a pool in Montecatini Val di Cecina

5.0 out of 5 average rating, 218 reviews

An aerial view captures the sprawling vineyards and olive groves surrounding Podere Vergianoni. The property features a salt-water pool positioned on a terrace, offering panoramic views of the lush Chianti landscape and medieval castle in the distance. Rustic buildings line the garden area.

Condo in Noce

Historic 17th-century farmhouse in Chianti, Tuscany

Podere Vergianoni is an ancient and historic property dating back to the 1600s, located in the beautiful hills of Chianti in Tuscany, with the possibility of organizing exclusive services and experiences tailored to you. The apartment is available for 2 adults with the option of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard you'll find a saltwater pool with a relaxation area on a panoramic terrace with a wonderful view of the castle, hills, and vineyards with breathtaking sunsets.

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4.99 out of 5 average rating, 113 reviews

Home in Greve in Chianti

Relaxation and charm in the Chianti hills

Beautiful stone farmhouse, detached, surrounded by olive trees and the Chianti hills, with private garden and panoramic swimming pool. Ground floor with large living rooms, antique fireplace and wood-burning oven, bright living room and fully equipped kitchen. On the first floor, three suites consisting of a bedroom, study and private bathroom. Access via gate and white road on private property just 500 meters from the village of Strada in Chianti. Ideal for peace and relaxation. Convenient location for visiting Tuscany.

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4.83 out of 5 average rating, 6 reviews

Holiday home in Querceto

House in a medieval hamlet surrounded by woods

Castello Ginori di Querceto is a secluded and ancient village in Tuscany, not far from the Etruscan town of Volterra, surrounded by woods and typical Mediterranean scrub. This delightful “borgo” is ideal for a peaceful and restful holiday and for all those who love nature. Beautiful and world known sites as Siena, Pisa, Florence, San Gimignano, Massa Marittima, Bolgheri are within driving distance, as other less known but equally charming villages; the seaside is only a 20 minutes away .

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4.93 out of 5 average rating, 201 reviews

The rustic stone house features a facade adorned with climbing greenery, offering a blend of natural beauty and architectural charm. Large wooden doors open onto a welcoming terrace, which is surrounded by greenery, providing a serene outdoor space for relaxation.

Home in Volterra

Collina Power

Collina is an ancient stone farmhouse, the house is surrounded by fields and olive groves. It has a large garden with swimming pool and a terrace where you can have pleasant lunches and dinners. A barbecue and garden furniture are available. The road to get to the house in the last stretch is not paved and is therefore not suitable for sports cars or particularly low ones. The route lends itself to pleasant walks during the day, while at night we recommend using a car because it is not lit.

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4.96 out of 5 average rating, 137 reviews

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

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Cottage in Barberino Tavarnelle

The stone house features a welcoming entrance with large arched windows. A vibrant flower box filled with geraniums complements the lush green lawn. A shaded area with wooden seating offers a place to relax, while the infinity pool and surrounding vineyards are visible in the background.

Stone House with Exclusive Pool Codilungo in Chianti

Welcome to your Tuscan dream between Florence & Siena. Perfect for families or romantic getaways. • 360° views of iconic Chianti hills. •Huge Exclusive Infinity Pool (17x9m), lit at night (open from May 1st to October 15th) • Total privacy, yet restaurants/shops are 10-15 mins away. • Comfort for 6: 3 bedrooms (2 double, 1 twin) & 3 full baths. • Modern amenities: Fully equipped kitchen area, Smart TV. • Outdoor bliss: Large dining loggia, professional BBQ, poolside porch & bath.

LocationFamilyAccess

4.98 out of 5 average rating, 216 reviews

Villa in Montecatini Val di Cecina

A historic tower rises prominently against a blue sky dotted with fluffy clouds. Surrounding greenery complements the stone structure, with trees and small buildings visible along the hillside, collectively conveying a sense of tranquility.

Belforti Tower

Torre dei Belforti is the perfect place for people who love beauty, nature and art. Sleeping at the Tower is like traveling trough the time, between knights and princesses. The wonder of this place is enriched by a big garden, with its swimming pool, the cypresses alleys and the olive trees. The village is also a magic place well preserved and still alive. We are Emilia and Luca, we live here and our mission is to give the best to our guests, to fully enjoy this marvelous place.

LocationFamilyCondition

4.99 out of 5 average rating, 137 reviews

Villa in Barberino Tavarnelle

A large swimming pool surrounded by a brick patio and manicured lawns is highlighted in this image. Sun loungers are positioned along the pool's edge, with lush greenery and trees creating a serene backdrop. The villa's charming structure is visible in the distance under a partly cloudy sky.

Podere Tignano, 4-bedroom villa in the Chianti!

Nestled among the rolling hills of Chianti between Florence and Siena, Podere Tignano offers breathtaking views over vineyards, olive groves, and golden grain fields. This charming Tuscan stone villa blends authentic rural character with modern comfort and welcomes up to 8 guests in 4 bedrooms. Surrounded by peaceful countryside and featuring a private swimming pool, it is the perfect retreat for those seeking relaxation, nature, and the true spirit of Tuscany.

ValueFamilyGetting around

4.98 out of 5 average rating, 105 reviews

Condo in Montecatini Val di Cecina

A traditional Tuscan farmhouse is set atop a lush green hill, surrounded by rolling landscapes. Tall cypress trees line the pathway leading to the property. The building features warm stone walls and multiple levels, all under a wide, open sky filled with scattered clouds.

„Toscana Amore Mio“, stunning view, 18min Volterra

Fantastic 3 room apartment in the heart of Tuscany with 2 bedrooms, 2 bathrooms and a large terrace with a beautiful view over the hilly landscape. The apartment is part of a typical Tuscan house, with a beautiful courtyard and pool. At the site of the property was already in the year 900 AD. the first building. In addition, the historic city of Volterra is only 18 minutes away by car. "Toscana Amore Mio" is the perfect place to discover the love for Tuscany!

LocationFamilyBeach

4.81 out of 5 average rating, 21 reviews

Home in Rosignano Marittimo

A terrace overlooking the coastline is equipped with a large umbrella, sun loungers, and a small pool. The rocky coastline and clear blue water are visible, while lush greenery frames the outdoor area, creating a serene environment for relaxation.

Frontemare house with exclusive sea access

Casa Frontemare is a completely renovated property with direct access to the sea, from which you can enjoy a panoramic view of the sea, the Tuscan islands and wonderful sunsets. It is a perfect place for those who love a relaxing and private vacation. The proximity to the Tuscan art cities and the small typical villages means that it is also possible to discover new places and discover the flavors of Italian cuisine.

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4.95 out of 5 average rating, 107 reviews

4.96 out of 5 average rating, 144 reviews

A winding driveway is lined with tall cypress trees on either side. The green landscape stretches into the distance, revealing rolling hills and a distant rustic building surrounded by nature, creating a serene and inviting setting.

Home in Montaione

Cercis - La Palmierina

The apartment is part of a completely fenced estate of 60 hectares of unspoiled nature: more than 1000 olive trees, countless cypresses and fragrant forests create an idyllic environment for those seeking tranquility and silence. The Palmierina estate is near Castelfalfi (a true jewel of medieval architecture) and close to Florence (50 Km), Siena (50 Km), and Pisa (50 Km). There are two golf courses nearby.

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5.0 out of 5 average rating, 21 reviews

An aerial view captures the traditional Tuscan farmhouse surrounded by lush green hills and fields. The property features a newly constructed infinity pool and a tranquil pond, set against a backdrop of rolling countryside under a clear blue sky.

Home in Volterra

Charming Tuscan Villa with pool

Nestled on a panoramic hill and located just 3.8 km from the historic city of Volterra, Podere Casalino is easily accessible via a paved road and has private parking onsite. This traditional Tuscan farmhouse is set in the Volterra countryside, and was completely restored and preserved 25 years ago and updated again in late 2024. A new kitchen has been installed in Spring 2025.

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Popular amenities for Montecatini Val di Cecina rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.95 out of 5 average rating, 200 reviews

A cozy bedroom is highlighted with a floral wallpaper featuring vibrant colors. A bedside table made of wood stands beside a spacious bed dressed in pink bedding. A modern lamp provides warm lighting, enhancing the inviting details of the room.

Home in Pievescola

Borgo Ripostena – No. 8 Casa Vecchia

LocationFamilyView

4.93 out of 5 average rating, 162 reviews

A shaded outdoor dining area features a large table surrounded by several chairs, nestled under a pergola with lush greenery. The shared swimming pool glistens in the background, framed by terracotta tiles and scenic views of the Tuscan landscape.

Home in San Miniato

Private villa/swimming pool in Tuscany

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Home in San Filippo a Ponzano

The image showcases a refreshing pool surrounded by lounge chairs and umbrellas, enhancing the outdoor relaxation area. The pool is framed by lush greenery and a stone wall, with the charming rustic house visible in the background under a clear blue sky.

Infinity pool in Chianti 1

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5.0 out of 5 average rating, 141 reviews

4.84 out of 5 average rating, 148 reviews

A charming house is framed by lush greenery, with several trees dotting the manicured lawn. The exterior features warm tones, complemented by a covered porch area. Various plants provide a natural ambiance, enhancing the serene outdoor space.

Home in Montespertoli

I Limoni Apartment in Tuscany

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Home in Barberino Val d'Elsa

The image captures a scenic view of a well-maintained garden featuring a private pool and a barbecue area. The stone structure is adorned with a tiled roof, framed by lush greenery and rolling hills in the background. Soft clouds add to the tranquil atmosphere.

Ancient Barn in Chianti with Pool

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4.89 out of 5 average rating, 125 reviews

4.86 out of 5 average rating, 101 reviews

A bright living area features a wooden coffee table at its center, flanked by a light-colored sofa and a darker green couch. Two windows with wooden shutters offer views of the surrounding vineyards, while exposed wooden beams add character to the ceiling.

Home in Greve in Chianti

Country Rentals - La Canonica

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4.99 out of 5 average rating, 69 reviews

A scenic view showcases rolling green hills of Tuscany, dotted with olive trees and distant houses. The pool area, adorned with a lounge chair and shaded by a white umbrella, invites relaxation. The blue sky is streaked with soft clouds, enhancing the tranquil landscape.

Home in Morrona

Villino Isotta (exclusive private villa)

LocationFamilyView

5.0 out of 5 average rating, 21 reviews

The tranquil salt-water pool reflects the colors of the sunset, creating a serene atmosphere. Lush landscapes surround the pool area, with silhouettes of trees and hills visible in the background. A patio set can be seen nearby, suggesting a space for relaxation.

Home in Chianni

The Cottage to relax and enjoy

LocationValueOutdoor spaces

Condo rentals with a pool

4.93 out of 5 average rating, 194 reviews

A spacious living area features a large wooden table set for a meal, adorned with fresh fruits and glassware. A comfortable red couch is positioned nearby, complemented by framed black and white photographs on the wall and stylish pendant lights above.

Condo in Casole d'Elsa

La Casetta

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4.97 out of 5 average rating, 149 reviews

A serene outdoor area features a clear swimming pool surrounded by lush green grass and vibrant planters filled with colorful flowers. Stone steps lead down from the terrace, providing access to the inviting garden space and stunning views of the rolling hills.

Condo in Morrona

Casa Luna-Splendida overlooking the pool and Tuscan nature

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4.97 out of 5 average rating, 105 reviews

A spacious living area features a cozy sofa adorned with yellow cushions and a patterned throw. Two framed artworks are displayed above the sofa, while a rustic kitchen with floral-patterned curtains is visible in the background, complete with modern appliances.

Condo in Lari

Bel Canto Lari, exclusive, rural, Tuscan retreat

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Condo in Panzano in Chianti

Apt. Panzanello-Panzano in Chianti

LocationFamilyAmenities

4.96 out of 5 average rating, 280 reviews

4.88 out of 5 average rating, 135 reviews

Condo in San Gimignano

Scenic Stilish Country

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5.0 out of 5 average rating, 40 reviews

A tranquil landscape is present, showcasing rolling green hills under a soft sunrise. Sun loungers are positioned on the grass, offering serene views of the countryside. A fire pit and a rustic log enhance the outdoor space, inviting relaxation and connection with nature.

Condo in Volterra

Unique Experience 2 C/C - Castle Farmhouse

LocationFamilyNearby

5.0 out of 5 average rating, 4 reviews

Condo in Riparbella

last minute 30 august 4 september fab pool. AC

LocationHospitalityPool

4.94 out of 5 average rating, 54 reviews

Aerial view of a charming farmhouse complex surrounded by lush greenery and olive trees. A panoramic swimming pool is located in the foreground, bordered by sun loungers and garden areas. The tranquil Tuscan landscape extends in the background, highlighting the serene countryside.

Condo in Palagio

Tuscan Farmhouse Getaway

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Home rentals with a private pool

4.88 out of 5 average rating, 820 reviews

A unique treehouse is highlighted among vibrant green grass adorned with clusters of purple flowers. Towering trees provide shade, and the structure features a deck that overlooks the surrounding natural landscape, inviting a sense of tranquility and harmony with nature.

Home in Galluzzo

TREEhouse / casaBARTHEL

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Home in Barberino Tavarnelle

A bright living area is highlighted by a white sectional sofa, complemented by red throw pillows. An elegant area rug sits on terracotta tiles, with wooden beams and a staircase leading to the upper level visible. Light streams through a window, enhancing the warm atmosphere.

Casa Luigi Suite with exclusive pool

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4.95 out of 5 average rating, 121 reviews