Vacation rentals with a pool in San Vincenzo

4.91 out of 5 average rating, 183 reviews

An inviting living space features a cozy fireplace framed by a rustic stone wall. Natural light filters through floral-patterned curtains, illuminating a spacious sitting area with a two-seater sofa. A four-poster bed draped in sheer fabric enhances the room's charm, complemented by decorative lanterns.

Apartment in Caminino

Pieve di Caminino Historic Farm

Solo per amanti della natura. L'antica fattoria Pieve di Caminino, biologica, è un importante sito storico: ex pieve medievale sorta all'incrocio di due strade romane, ospitò due santi (la chiesa del XII secolo è oggi un museo privato, visitabile dagli ospiti, su appuntamento). Oggi copre 200 ettari di proprietà privata recintata, posta su una collina panoramica. Sette alloggi condividono una tenuta con piscina (stagionale), due laghetti, un uliveto centenario, vigneto e una foresta di sughere.

5 out of 5 average rating, 289 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 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.

4.96 out of 5 average rating, 122 reviews

A charming stone cottage is surrounded by lush greenery and tall trees. Two white lounge chairs are positioned on the manicured lawn, accompanied by a small round table. A sun umbrella offers shade, while large windows reflect natural light, showcasing the inviting interior.

Home in Montescudaio

Open space immerso nella natura

Casa namaste è un piccolo casolare in pietra con interni curatissimi a 1 km dal borgo medievale di Montescudaio La casa è completamente circondata da bosco e querce secolari a 150 metri scorre il fiume Cecina nel giardino di 5000 metri quadrati c'è una sorgente naturale con una grande vasca in pietra per rinfrescarsi e una doccia calda esterna immersa nel verde..abbiamo una linea adsl Vodafone con download 33 e upload 1.4..da questa primavera è inoltre disponibile smart TV e climatizzatore

4.98 out of 5 average rating, 113 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

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.

4.99 out of 5 average rating, 129 reviews

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.

4.95 out of 5 average rating, 124 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

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, 125 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 in Scandicci

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!

Farm stay in Castagneto Carducci

A solitary tree stands prominently in the foreground, framed against a vast landscape. Below, the coastline stretches toward the horizon, with the sea shimmering in the distance. The view includes a charming town nestled among the lush greenery of the surrounding hills.

4.99 out of 5 average rating, 114 reviews

sea view villa with private infinity pool

RENTALS ONLY FROM SATURDAY TO SATURDAY. The house is located within our farm, surrounded by forest is distance from the village of Castagneto Carducci only 3.5 km. Its unique location offers a wonderful view of the sea and the country, ensuring a pleasant tranquility, away from the heat and noise of the country.

4.99 out of 5 average rating, 311 reviews

Farm stay in Pisa

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, 178 reviews

Farm stay in Palaia

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.

Home in Tavarnelle Val di Pesa

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.

4.9 out of 5 average rating, 172 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 🤗

Villa in Tavarnelle Val di Pesa

A serene pool area is featured, surrounded by well-maintained greenery. Several lounge chairs are positioned along the pool's edge, inviting relaxation. The sky is clear and blue, complementing the tranquil setting of the property.

4.94 out of 5 average rating, 164 reviews

Podere Guidi

Appartamento in Villa panoramica tra Firenze e Siena, nel cuore del Chianti, in un borgo incantevole. Piscina aperta da maggio a fine settembre. Dal 2026 la piscina sarà aperta dalle ore 9 alle 13 con utilizzo esclusivo per gli ospiti in questo orario.

Popular amenities for San Vincenzo rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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.

4.88 out of 5 average rating, 112 reviews

Ancient Barn in Chianti with Pool

Home in Campiglia Marittima

A modern kitchen and dining area features sleek cabinetry and a dining table set for four. Natural light filters through large glass doors that open to the outdoors. A wall-mounted television is positioned opposite the dining space, complementing the minimalist decor.

5 out of 5 average rating, 34 reviews

Appartamento La Mignola

4.84 out of 5 average rating, 274 reviews

A serene outdoor seating area features white iron chairs adorned with floral cushions, set against a rustic stone wall. A nearby tree provides shade, surrounded by greenery and a view of the countryside, creating a peaceful spot for relaxation.

Home in Galluzzo

Old barn The Nepitella

4.95 out of 5 average rating, 189 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

Antico Borgo Ripostena – n. 8 Casa Vecchia

4.93 out of 5 average rating, 193 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

Podere Collina

Home in Tavarnelle Val di Pesa

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

4.9 out of 5 average rating, 141 reviews

A charming dining area is illuminated by natural light streaming through large glass doors. A round wooden table is set with a book and tea service, while a patio with seating and an umbrella is visible outside, surrounded by lush greenery.

Home in Certaldo

Paluffo Stillo House

4.92 out of 5 average rating, 109 reviews

A rustic villa features large glass panels that offer views of the surrounding greenery. The spacious outdoor patio area is equipped with a dining set and lounge chairs. Towering trees and well-maintained grass frame the property under a bright blue sky, enhancing the serene countryside setting.

Home in San Miniato

Lovely house in a scenic and paiceful location

Condo rentals with a pool

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.

4.89 out of 5 average rating, 18 reviews

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

Condo in La Romola, San casciano in Val di Pesa

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

5 out of 5 average rating, 50 reviews

A living area features a floral-patterned sofa facing a wooden coffee table. A wooden rocking chair complements the space, while a side table holds a lamp. On the wall, three tree-themed paintings add a touch of nature, and a television is positioned in the corner.

Condo in Suvereto

Upupa Appartamento con piscina a Suvereto

4.95 out of 5 average rating, 139 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

4.85 out of 5 average rating, 131 reviews

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.

Condo in Monteriggioni

Fattoria Lornano Winery- villa ''Trebbiano''

4.95 out of 5 average rating, 117 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

Appartamento Vintage con Piscina nel Chianti

4.97 out of 5 average rating, 105 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 appartamento con piscina in agriturismo

4.97 out of 5 average rating, 103 reviews

A private garden area is showcased, featuring a mini pool with a sleek white exterior. Two soft seating cushions are positioned nearby on wooden decking, under a shaded pergola. Lush green foliage surrounds the space, providing a serene atmosphere for relaxation.

Condo in San Marco

Garden & SPA -FlorArt Boutique Apartment

Home rentals with a private pool

Home in San Casciano Val di Pesa

A three-story farmhouse constructed from natural stone is surrounded by lush greenery and vibrant trees. A spacious terrace can be seen, providing shaded seating areas and a barbecue. The property features a fenced garden with well-maintained pathways leading through the trees.

5 out of 5 average rating, 9 reviews

Sole by Interhome

Home in San Casciano In Val di Pesa

A spacious living room features exposed wooden beams above, with a cozy seating arrangement of soft sofas. A rustic wooden coffee table sits in the center, surrounded by warm, terracotta-tiled floors. A classic fireplace provides a focal point, complemented by thoughtful decorative accents.

4.85 out of 5 average rating, 97 reviews

Tuscan Villa Featured Conde Nast Best Villas Italy

Home in Sassofortino

4.67 out of 5 average rating, 3 reviews

Oasi di benessere Bio by Interhome

4.82 out of 5 average rating, 11 reviews

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.

Home in San Gimignano

Podere San Lorenzo by Interhome

4.95 out of 5 average rating, 37 reviews

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.

Home in Vinci

Il Leccio by Interhome

An aerial view showcases a kidney-shaped swimming pool surrounded by palm trees and well-maintained lawns. A pool area includes a shallow paddling pool and spa, with lounge chairs positioned for relaxation. A rustic building in the background complements the scenic hillside.

Home in Campiglia Marittima

4.83 out of 5 average rating, 6 reviews

Villa delle Stelle by Interhome

The exterior of the house showcases a two-story structure with arched openings and a spacious terrace. Olive trees frame the property, and a clear swimming pool sits in the foreground, reflecting the blue sky and surrounding greenery.

Home in Castagneto Carducci

4.83 out of 5 average rating, 6 reviews

Podere il Pezzo by Interhome