Vacation rentals with a pool in Guardistallo

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

Our house is a part of a stone farmhouse completely independent from the rest of the adjacent property. Arranged on three floors, on the ground floor there is a large entrance hall, a large living room with fireplace, a bedroom with 1 double bed and a bathroom with window. On the first floor there are two bedrooms (2 +2 beds) with a bathroom with window. In the basement, at garden level, there is the kitchen and the dining room. From the kitchen you access the outside where you will find an area for outdoor dining with a large dining table under a pergola. You then go down towards the garden with barbecue area.

ValueFamilyWalkability

5.0 out of 5 average rating, 143 reviews

5.0 out of 5 average rating, 352 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 nestled in Chianti with a pool

Podere Vergianoni is an ancient family-run property from the 1600s located in the beautiful hills of Chianti in Tuscany, with the possibility of arranging a private shuttle and local experiences directly with our family. The apartment is available for 2 adults with the possibility 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 overlooking the castle and vineyards with incomparable sunsets.

LocationFamilyHeating

Farm stay in Casale Marittimo

In the Tuscan countryside, Podere I Luoghi with swimming pool Ap1

In an old 19th-century farm, a lovely apartment surrounded by the greenery of the Tuscan countryside, on a hill with a beautiful sea view. It has 3 double bedrooms with a private bathroom, an equipped kitchen, a dining room and an outdoor area ideal for outdoor dining and relaxation. Seasonal swimming pool from June to September. Just 12 km from the sea, perfect for visiting villages such as Bolgheri, Castagneto Carducci, Montescudaio and Volterra, among hills, vineyards and authentic flavors.

LocationNearbyHospitality

4.85 out of 5 average rating, 13 reviews

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

ValueFamilyDecor

4.98 out of 5 average rating, 127 reviews

A sunlit pool area features a spacious salt-water pool with a surrounding deck. Several lounge chairs are arranged with umbrellas, providing shaded seating. A rustic stone building serves as a backdrop, displaying traditional Italian architectural elements and large windows that invite natural light.

Villa in Orentano

Villa Gourmet Food, Pizza, Chef, Pool and Nature

Villa Gourmet Typical farmhouse in the heart of Tuscany with 6 bedrooms that can comfortably accommodate up to 14 guests. - Exclusive saltwater infinity pool - Gourmet cuisine - Large garden with private parking - Two Free Charging Station (3,75 KW) - Veranda with table and Weber barbecue by the pool - Children's play area and table tennis - Football pitch - Home Restaurant service available - Cooking class and pizza workshop using a wood-fired oven - Shuttle Services

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Villa in Montecatini Val di Cecina

Torre dei Belforti

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.

ValueLocationHiking

4.99 out of 5 average rating, 138 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.

LocationValueBreakfast

4.98 out of 5 average rating, 108 reviews

Apartment in Guardistallo

A serene view of an eco-friendly pool reflects the historic stone building surrounded by lush greenery. The pool's water is calm, offering clear visibility of smooth pebbles at the bottom, with tall trees framing the scene against a bright blue sky.

Ai Massi Libeccio Farmhouse (three-room apartment 65sqm)

Apartment (three-room apartment 65 sqm, sleeps 4) overlooking olive groves and bio lake, located on the FIRST FLOOR of the cottage, entrance from the east side. It has a kitchen (equipped with fridge, dishwasher, induction hob, microwave, kettle, toaster, immersion blender and Moka) living room (tv and wifi), two bedrooms with double bed and bathroom. The property has an environmentally friendly swimming pool and overlooks the countryside of the Etruscan Coast.

FamilyLocationView

5.0 out of 5 average rating, 4 reviews

5.0 out of 5 average rating, 23 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

Detached country house – for exclusive use – in stone and glass from the 18th century; ideal for 4 people. The spacious wooden terrace at the house with a large dining table invites you to socialize. On the terrace by the saltwater pool (10m x 5m, depth 1.4m-2.4m), you can relax on the sun loungers and deckchairs. Large property with olive and fruit trees, completely self-sufficient accommodation thanks to photovoltaics. (CIN IT050012C29N4AT4OD)

ValueFamilyCondition

4.96 out of 5 average rating, 209 reviews

Villa in Tignano

Villa Isabella

Villa Isabella is a comfortable Tuscan style villa located in the splendid Chianti hills in Tuscany with a large garden and a spectacular breathtaking panoramic swimming pool for exclusive use where you can experience the Tuscan tradition in full local style with the possibility of organizing private shuttles service for reach the property traditional experiences, services and tours only and exclusively for our guests.

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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.

ValueFamilyIndoor spaces

4.96 out of 5 average rating, 113 reviews

4.96 out of 5 average rating, 147 reviews

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.

LocationFamilyAmenities

Popular amenities for Guardistallo rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.93 out of 5 average rating, 204 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

ValueFamilyLaundry

4.94 out of 5 average rating, 118 reviews

A spacious bedroom features a large bed with a neutral bedspread and decorative pillows. A wooden headboard complements the light-coloured walls. A turquoise wardrobe stands against the wall, with a small table and lamp positioned nearby. Natural light fills the room, highlighting the terracotta flooring.

Home in Pievescola

Borgo Ripostena – n. 9 Frantoio

ValueFamilySleep quality

Home in Barberino Tavarnelle

SuiteLouise.pool, Hot Tub,homeGym & private Garden

LocationFamilyParking

4.9 out of 5 average rating, 129 reviews

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

ValueLocationHospitality

4.89 out of 5 average rating, 125 reviews

4.93 out of 5 average rating, 165 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

LocationFamilyAir conditioning

5.0 out of 5 average rating, 23 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

FamilyLocationBathroom

4.83 out of 5 average rating, 36 reviews

A stone house with a rustic charm is surrounded by lush greenery and rolling hills. White parasols provide shade over outdoor seating areas. The garden features a mix of gravel paths and lavender shrubs, enhancing the tranquil environment. The scene is under a clear blue sky.

Home in Riparbella

Beautiful vacation home with infinity pool

LocationValueLong stay

4.92 out of 5 average rating, 24 reviews

Home in Lajatico

Panoramic villa with swimming pool, Volterra view

FamilyLocationTV

Condo rentals with a pool

4.97 out of 5 average rating, 151 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

LocationValueWifi

4.93 out of 5 average rating, 197 reviews

A wooden hot tub is positioned against a stone wall, surrounded by lush greenery. Two individuals relax within the tub, illuminated by soft lighting from nearby lanterns, creating a serene evening atmosphere.

Condo in Casole d'Elsa

La Casetta

FamilyLocationKitchen

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

FamilyLocationLong stay

4.88 out of 5 average rating, 138 reviews

Condo in San Gimignano

Scenic Stilish Country

FamilyLocationOutdoor spaces

4.95 out of 5 average rating, 152 reviews

A swimming pool is foregrounded with vibrant red roses, offering a striking contrast against the clear blue water. The panoramic view features rolling hills and the medieval towers of San Gimignano in the distance, with sun loungers arranged around the pool area.

Condo in San Gimignano

Adalberto Apartment inside the Manor of Fulignano

ValueFamilyGetting around

4.97 out of 5 average rating, 119 reviews

A sunny pool area is surrounded by lush greenery, featuring a rectangular swimming pool with a sunlit patio. Several green and white umbrellas provide shade over lounge chairs, inviting guests to relax in the outdoor space.

Condo in Casole d'Elsa

Manuela apartment with pool in farmhouse

LocationFamilyParks

4.96 out of 5 average rating, 149 reviews

A vintage-styled kitchen and dining area feature a small wooden table with colorful chairs, accompanied by a bicycle and a wall-mounted television. Kitchen appliances include a microwave and a minimalist cabinetry design. Natural light filters through a balcony door, opening to a garden view.

Condo in Scandicci

Vintage Residence with Pool in Chianti

FamilyLocationDecor

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

FamilyLocationPool

4.81 out of 5 average rating, 21 reviews

Home rentals with a private pool

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

ValueLocationQuiet

4.98 out of 5 average rating, 218 reviews

4.88 out of 5 average rating, 821 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

LocationValueGetting around

4.99 out of 5 average rating, 148 reviews

A tranquil pool area is highlighted by a clear blue pool flanked by sun loungers under white umbrellas. Lush greenery surrounds the property, with a charming farmhouse visible in the background, and inviting pathways guide guests through the scenic landscape.

Villa in Capannori

Farmhouse , pool, 13 px. Lucca 10km

LocationFamilyGrill

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

FamilyLocationDecor

4.95 out of 5 average rating, 122 reviews