Holiday rentals with a pool in Gambassi Terme

A spacious outdoor pool is surrounded by neatly arranged lounge chairs and framed by lush greenery and tall cypress trees. The inviting blue water reflects the clear sky and the structure of the residence sits elegantly in the background.

4.96 out of 5 average rating, 104 reviews

Palazzo Monaci - Piscina nelle crete Senesi

Benvenuti a Palazzo Monaci ! Un' oasi di natura e bellezza unica, nel cuore delle Crete Senesi, in Toscana. Un residence con piscina e vista mozzafiato sulle crete senesi. Perfetta per coppie o famiglie in cerca di una vacanza rilassante. La posizione è perfetta per esplorare le zone limitrofe. Potrete fare escursioni nella campagna toscana, visitare i borghi medievali caratteristici, assaggiare i vini locali prelibati e immergervi nella cultura e nella storia di questa affascinante regione.

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.

5 out of 5 average rating, 293 reviews

Podere Vergianoni immerso nelChianti con piscina

Podere Vergianoni è un antica e autentica casa colonica risalente al 1600 situata nelle splendide colline del Chianti in Toscana . L'appartamento è arredato in perfetto stile tradizionale locale dell'antica Toscana : antiche travi in legno, pavimenti in cotto e arredamenti unici. Nel grande cortile esterno troverete a vostra disposizione una grande piscina con terrazza panoramica che si affaccia su una valle con vista mozzafiato su vigneti e oliveti dove godersi tramonti spettacolari.

4.99 out of 5 average rating, 434 reviews

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

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.

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.

4.95 out of 5 average rating, 125 reviews

Cercis - La Palmierina

E' un appartamento facente parte di una tenuta completamente recintata di 60 ettari di natura incontaminata: più di 1000 ulivi, innumerevoli cipressi e foreste profumate creano un ambiente idilliaco per coloro che ricercano tranquillità e silenzi. La tenuta Palmierina è in prossimità di Castelfalfi (un vero gioiello di architettura medievale) e nelle vicinanze di Firenze (50 Km), Siena (50 Km), Pisa (50 Km). Nelle vicinanze ci sono due campi da golf.

4.98 out of 5 average rating, 127 reviews

A spacious living area is furnished with a dining table and four chairs, complemented by a cozy sofa. Large windows offer views of the surrounding landscape, while subtle natural light filters through textured shades. A television is mounted on the wall, with a glimpse of an elegant bathroom in the background.

Loft

Meraviglioso Loft in Villa con Piscina nel Chianti

Situato al secondo e ultimo piano del complesso "Suites le Valline", il loft Piazzale Michelangelo offre uno stile unico in una posizione ideale per esplorare la Toscana, a 15 minuti di auto da Firenze e San Casciano! Concedetevi un momento di relax nella splendida terrazza panoramica su Firenze, o rinfrescatevi nella bio piscina tra gli ulivi...e ricordate che tutte le verdure dell'orto delle Valline sono a vostra disposizione!

A set of large wooden wine barrels features a prominent yellow sign with the name 'Panzanello.' The barrels are positioned on a stone surface, surrounded by a serene landscape under a partially cloudy sky.

4.96 out of 5 average rating, 262 reviews

Apt.Panzanello-Panzano in Chianti

L'appartamento offre tutte le comodità e la tranquillità della campagna Toscana. Godetevi il meraviglioso panorama che potrete ammirare dalla vostra terrazza privata, luogo perfetto dove trascorrere attimi di pace e serenità e accompagnati da un buon bicchiere di vino Panzanello. L'accesso all'appartamento è privato ed è disponibile il parcheggio gratuito. La cucina è attrezzata con l'occorrente per preparare deliziosi pasti.

4.96 out of 5 average rating, 190 reviews

A well-maintained garden surrounds a refreshing pool, bordered by manicured grass. A comfortable seating area, featuring two lounger chairs and a shaded umbrella, provides a serene spot for relaxation. Soft greenery and flowering shrubs form a natural backdrop, enhancing the tranquil atmosphere.

Villa

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.

4.84 out of 5 average rating, 140 reviews

A serene outdoor swimming pool is framed by a well-maintained stone patio. Lounge chairs with umbrellas line the poolside, inviting relaxation. The surrounding area includes thoughtfully landscaped gardens, contributing to a tranquil atmosphere. Nearby buildings showcase rustic architectural details typical of Tuscany.

Flat

Casa Vacanze L'Usignolo - Gambassi Terme (Tuscany)

News 2025: washing machine, iron and iron board! News 2024! new furnitures and super WIFI Holiday Apartment Casa Vacanze L'Usignolo - Location: Montignoso - Gambassi Terme (Tuscany, Italy) - The apartment is located inside the Borgo la Fornace. Apartment for 4 people. King bed plus sofa bed. Equipped kitchen, Fireplace, private garden with table and chairs. Outdoor swimming pool, free Parking place. ---- Wi-Fi ----

4.84 out of 5 average rating, 155 reviews

A private pool area is surrounded by landscaped gardens and tall trees, with several lounge chairs positioned nearby. The pool is set on a wooden platform, offering scenic views of the rolling hills in the background under a clear blue sky.

Villa

Il Leccio - Tuscany home near San Gimignano

Tuscan farmhouse with beamed ceilings and large living area with fireplace. 3 bedrooms, 2 bathrooms and an outdoor area for lunches and dinners in the company. Hilly and windy landscape with panoramic views of the Tuscan countryside. 12 km from San Gimignano, 30 from Volterra, 30 from Siena and 2 km from the medieval village of Certaldo Alto.

4.99 out of 5 average rating, 313 reviews

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

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, 179 reviews

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

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.

A warm and inviting fireplace is surrounded by various decorative elements, including potted plants and wall art. Baskets filled with logs are neatly arranged, enhancing the cozy ambiance. Natural light enters through nearby windows, creating a bright and comfortable space.

4.89 out of 5 average rating, 176 reviews

La Casa di Nada Home

My house is immersed in the Tuscan countryside among olive trees and vineyards in the heart of Chianti, wonderful views, relaxation, I offer cooking schools and exclusive dinners, my garden can be the perfect setting for a wonderful candlelit dinner prepared exclusively for my guests 🤗

Popular amenities for Gambassi Terme rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A lush green garden is framed by a rustic pergola made of wooden beams. Grassy paths lead deeper into the garden, where vibrant flowers and trees provide a natural backdrop. Rolling hills and a clear blue sky are visible in the distance, creating a serene outdoor setting.

4.98 out of 5 average rating, 127 reviews

StageROOM03 - Idyllic Chianti cottage near Siena

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.

4.88 out of 5 average rating, 112 reviews

Ancient Barn in Chianti with Pool

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.

4.92 out of 5 average rating, 143 reviews

Private villa/swimming pool in Tuscany

A sunlit sunroom features large windows adorned with sheer curtains, allowing natural light to fill the space. A cozy white sofa is positioned next to a small wooden table with chairs, while indoor plants add a touch of greenery to the inviting atmosphere.

4.86 out of 5 average rating, 278 reviews

Charming estate with views

A stone facade is viewed from a well-maintained garden, featuring lush green grass and neatly trimmed hedges. A wooden door is visible, leading into a charming interior, while the house's rustic architecture complements the serene landscape under a clear blue sky.

4.98 out of 5 average rating, 111 reviews

Explore Chianti from a Charming Stone House

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.

4.96 out of 5 average rating, 159 reviews

Casetta Melograno - Cozy farmhouse in Chianti

A spacious bed is dressed in soft white linens, complemented by decorative pillows. Two bedside tables with lamps stand on either side, providing gentle illumination. The walls feature warm tones and framed artwork, contributing to a calming and serene atmosphere.

4.85 out of 5 average rating, 222 reviews

Gaiole in Chianti Poggio Casabianca

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.

4.94 out of 5 average rating, 109 reviews

Suite Casa Luigi con piscina esclusiva

Apartment rentals with a pool

A small outdoor table is set for two on a private terrace, featuring a mosaic surface. Two glasses of red wine and a plate of snacks sit on the table. The view includes rolling hills, olive trees, and distant homes, creating a serene countryside backdrop.

4.88 out of 5 average rating, 164 reviews

Chianti La Pruneta, Michelangelo apartment

Aerial view of the agriturismo surrounded by lush green hills and fields. The property includes a swimming pool, framed by rows of tall cypress trees that create a natural boundary. The rural landscape extends into the distance, illustrating the serene environment.

4.92 out of 5 average rating, 177 reviews

Appartamento Loggiato 3 in toscana vicino Siena

An exterior view of a charming stone cottage showcases a wooden porch with glass doors leading inside. A red deck chair sits on the lush green lawn, surrounded by shrubs and trees, inviting relaxation in the tranquil outdoor space.

4.76 out of 5 average rating, 101 reviews

Stone House in Chianti with pool

A serene garden setting features a well-maintained lawn with loungers under shaded umbrellas. In the background, a rustic building is partially visible among tall trees, contributing to a tranquil atmosphere. A sign indicates the availability of complimentary wine tasting experiences.

4.86 out of 5 average rating, 135 reviews

Fattoria Lornano Winery- villa ''Trebbiano''

A serene outdoor area features a swimming pool with clear blue water, bordered by wooden decking. Four lounge chairs face a vibrant garden of yellow flowers, offering expansive views of the surrounding hills and sky filled with fluffy clouds.

4.84 out of 5 average rating, 276 reviews

House between Firenze, Arezzo, chianti e Siena

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.

4.95 out of 5 average rating, 118 reviews

Appartamento Vintage con Piscina nel Chianti

A private pool is surrounded by a sun terrace featuring several loungers and a shade umbrella. The stone villa is set against a backdrop of green trees and blue skies, creating a serene atmosphere for relaxation.

4.95 out of 5 average rating, 111 reviews

Ginestra: Private Pool Overlooking Florence

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.

4.97 out of 5 average rating, 105 reviews

Manuela appartamento con piscina in agriturismo

Home rentals with a private pool

The exterior view features a rustic stone house with red window shutters, surrounded by greenery. A terrace with loungers and dining furniture is visible, set on a gravel area. Potted plants add a touch of nature to the inviting outdoor space.

4.86 out of 5 average rating, 29 reviews

Ambrogetta by Interhome

4.98 out of 5 average rating, 204 reviews

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.

Cottage

Stone House with Exclusive Pool Codilungo in Chianti

A spacious swimming pool, measuring 12 by 6 meters, is set in a well-kept terraced garden. Surrounding landscapes feature lush greenery and meticulously arranged flowerbeds, under a clear blue sky. Lounge chairs are positioned nearby, inviting relaxation with scenic views of the countryside.

5 out of 5 average rating, 3 reviews

Tassinaia by Interhome

An aerial view captures a rustic house surrounded by lush greenery and a swimming pool. Olive trees dot the landscape, while a dirt driveway leads toward the property. The countryside stretches into the distance, displaying a serene and natural environment.

4.95 out of 5 average rating, 37 reviews

Il Leccio by Interhome

The exterior of the cottage is showcased with lush greenery adorning the walls. A wooden deck is visible, featuring loungers next to a swimming pool, surrounded by gardens. The clear blue sky complements the inviting atmosphere of the countryside.

4.82 out of 5 average rating, 11 reviews

Podere San Lorenzo by Interhome

A stone farmhouse is nestled among lush greenery, featuring a stone pathway leading to the entrance. Vibrant flowers and trees provide a natural frame to the property, enhancing the tranquil setting of the garden and surrounding landscape.

4.75 out of 5 average rating, 4 reviews

Santa Margherita by Interhome

A vast green landscape is framed by rolling hills and trees, with a villa nestled among them. A swimming pool is visible, surrounded by lush grass and gardens. Fluffy clouds drift across a bright blue sky, enhancing the serene rural setting.

4.67 out of 5 average rating, 30 reviews

Casa Frati by Interhome

An outdoor swimming pool is surrounded by a well-maintained lawn and sun loungers. A stone villa with multiple windows and greenery in the background completes the picturesque setting. Umbrellas provide shade by the pool, contributing to a relaxing outdoor space.