Apartment holiday rentals in Rapolano Terme

An aerial view captures the agriturismo surrounded by lush green fields and a neatly arranged row of tall cypress trees. The inviting pool reflects the serene landscape, and the winding dirt road leads towards the property, nestled amid the picturesque Crete Senesi.

4.97 out of 5 average rating, 162 reviews

Loggia 1 in farmhouse with shared pool

Apartment for 2 people in the Santa Lucia farmhouse (farmhouse DIVIDED IN 7 APARTMENTS) in the Crete Senesi, 10 km from Siena. Located on the second floor with a private table in front of the windows of the entrance loggia. It consists of a double bedroom (two single beds joined to form a double bed), a bathroom with shower and a living room with functional kitchen. Outdoor space with table and chairs available on the ground floor. AIR CONDITIONING in the room FOR A FEE according to consumption.

4.98 out of 5 average rating, 102 reviews

A modern kitchenette is equipped with essential appliances, including a microwave and coffee maker. A glass dining table is surrounded by four black chairs. A wooden bunk bed occupies one corner, with light filtering through the window providing a view of the greenery outside.

Apartment in Sinalunga

Panoramic Resort - Private Terrace & Parking

Appartamento nuovo , potente Wi-Fi, SMART TV, bagno privato , Aria Condizionata, cucina privata , lavanderia , parcheggio privato gratuito , Terrazza privata . Sala da tea e Caffè ad uso gratuito . Vista panoramica mozzafiato . A pochi minuti dall’Autostrada , ma immerso nel verde , a 800metri dal centro del paese , con ristoranti , bar e supermercati . Strategico per visitare le principali località in Toscana : Montalcino , Pienza , Siena , Arezzo , Terme , Montepulciano . Tourist tax 1€

An inviting interior features exposed brick walls and a blend of modern and rustic design elements. A staircase leads to the upper floor, while large doors open to reveal a view of the outdoors. A wooden table and a cozy chair enhance the living space.

4.97 out of 5 average rating, 124 reviews

Under the sunset, Montepulciano

In 2023 my son Guglielmo and I decided to restore the old oratory of a church from the 1600s by creating a two floor apartment: upstairs we have 2 bedrooms equipped with AC and 2 en-suite bathrooms with shower; downstairs a spacious living room with stereo Available a table outside with great view and a nice garden 50 mt away where to have a private wine tasting for all the guests of our 4 apartments We can organize barbecue with paired wines after 7 pm. Large free parking area 100 mt away

A spacious bedroom features a double bed adorned with a yellow bedspread. Natural light floods in from wide glass doors leading to a balcony with views of the valley. A cozy seating area includes two armchairs and a small table, complemented by decorative curtains.

4.98 out of 5 average rating, 134 reviews

Stuart White Tea Central Panoramic & Garden

Offering ample space, the apartment features two double bedrooms, two full bathrooms, and a living room with a kitchen. The bedroom balconies offer stunning views of the valley and natural light. Its proximity to all town amenities ensures convenience, while a delightful café downstairs provides a delectable gourmet breakfast. It has also access to a secluded, terraced backyard garden. It provides a comfortable retreat perfect for long term stays. A public parking is available nearby.

5 out of 5 average rating, 128 reviews

A spacious piazza is surrounded by elegant medieval architecture, featuring a central hexagonal area with open-air seating. Stone pathways lead to various shaded spots, while umbrellas provide shelter for patrons. Beautiful clouds drift overhead, enhancing the vibrant scene of daily life in the historical center.

Apartment in Arezzo

Piazza Grande Boutique Apartment

Affacciato sulla più bella piazza del centro storico di Arezzo, dove si svolge la rievocazione della Giostra del Saracino, il Piazza Grande Boutique Apartment è situato al secondo piano di un palazzo medievale, con vista sui bellissimi palazzi e le Logge Vasariane ed è una location unica nel suo genere. L'arredamento, opera della contessa Cesaroni Venanzi è stato realizzato con bellissimi mobili antichi reinterpretrati in chiave moderna ed arricchiti da contaminazioni contemporanee.

A wooden table is set with two cream-colored cups and a small vase filled with dried wheat and decorative grasses. The white brick wall creates a warm backdrop, enhancing the inviting atmosphere of the dining area.

4.99 out of 5 average rating, 273 reviews

Montepulciano Centro Storico

Nice 60 sqm apartment located in the main street of the village. It is located on the second and last floor of a historic palace. The entrance is located on the main street of the town while the windows overlook the outside of the walls offering a breathtaking view. Apartment consists of: entrance hall, living room with double sofa bed, bedroom, kitchen, bathroom with roof window. It is equipped with microwave, large oven, dishwasher, washing machine and wi-fi.

Apartment in Serre di Rapolano

A bright bedroom features a spacious bed with floral bedding and a wooden frame. A wooden chair sits beside a light-colored dresser beneath a wall-mounted television. Two large windows with patterned curtains allow natural light to fill the room.

4.87 out of 5 average rating, 393 reviews

Sweet Home Julia

Large and bright apartment with independent entrance consisting of bedroom, kitchen and bathroom. Located in the small medieval village of Serre di Rapolano, in the heart of the Crete Senesi and 5 min away from the famous Terme di Rapolano. Its strategic point makes it ideal as a support to visit tourist gems such as Siena, San Gimignano, Montalcino, Montepulciano, Pienza and the Val d'Orcia. Moreover Valdichiana Outlet Village is only 10 min away.

4.97 out of 5 average rating, 178 reviews

A spacious living area features a comfortable purple sofa and striped poufs, complemented by a classic wooden sideboard and elegant lamps. Warm colors adorn the walls, and a large artwork adds character. Natural light enters through multiple windows, enhancing the inviting ambiance.

Apartment in Cortona

CasaNella: bright, central and panoramic

Cozy, elegant and delightful apartment in the center of Cortona, with an enchanting view that sweeps from Lake Trasimeno to Valdichiana. Carefully furnished, it is the ideal place to spend a few days in this wonderful town. A short walk from the main road, but in a quiet and panoramic location. Free parking is a short distance away. Equipped with heating and air conditioning. High speed WiFi available. Great for smart working.

Apartment in Monteroni d'Arbia

An outdoor dining area is surrounded by lush greenery and flowering plants, featuring a circular table with four elegant wrought iron chairs. A cozy blanket is draped over one chair, and a scenic view of rolling hills extends in the background under a muted sky.

4.95 out of 5 average rating, 267 reviews

"Red Rose" apartment with view of Siena.

Caggiolo is a completely renovated farm consisting of several apartments, each with an independent entrance and private garden, with a panoramic view of Siena. Located in Ville di Corsano, just 14 km from the city. An ideal place to spend days in total relaxation and enjoy the wonders that this area offers (Chianti, Val d'Orcia, Crete Senesi etc).

4.98 out of 5 average rating, 106 reviews

A welcoming entryway features a mural depicting a serene landscape framed by arches. Built-in shelves display decorative items and books. Natural light illuminates the wood flooring, while a small globe and a vase with dried plants add subtle warmth to the space.

Apartment in San Gusmè

Casa Guardiavigna in Chianti, Italy

The Casa Guardiavigna apartment offers the opportunity to enjoy a unique and extraordinary experience, full of emotions and happiness. Located a stone's throw from the small medieval village of San Gusme' and surrounded by beautiful vineyards, woods and flowery meadows. Free indoor parking with an automatic gate.

Apartment in Castelnuovo Berardenga

A shaded seating area features a large umbrella overhead, providing respite from the sun. A white outdoor sofa is positioned in front of a scenic view of rolling green hills, framed by trees and shrubs. Decorative planters with vibrant flowers add a touch of color.

4.88 out of 5 average rating, 156 reviews

Independent "Chianti" double bedroom

Immersed in the renowned Sienese hills in a portion of a farmhouse dating back to 1921 and finely restored respecting the architecture and environment of the territory. Large double bedroom, bathroom with full shower, independent heating and independent entrance. 5 min drive from Castelnuovo Berardenga.

The expansive view of rolling hills is captured under a dynamic sky filled with scattered clouds. The lush greenery contrasts with the golden fields, creating a serene landscape. In the foreground, the garden area is surrounded by rustic pathways and trees, enhancing the natural setting.

4.89 out of 5 average rating, 338 reviews

Le Splandole Farm – Crete Senesi

Facing the beautiful XIX Century Farm of Splandole, farm of historic importance and symbol of the Crete Senesi area, we have comfortable and graciously appointed apartment with a view of the valley below.

Popular amenities for Rapolano Terme apartment rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

A dining area is presented with a light-colored table covered by a patterned tablecloth, surrounded by four chairs. A refrigerator stands against one wall, and a television is positioned on a wooden console. Two floral artworks are displayed above the console, while natural light filters through sheer curtains.

4.83 out of 5 average rating, 24 reviews

Tina's house

4.96 out of 5 average rating, 161 reviews

A serene outdoor space is highlighted by a sparkling swimming pool surrounded by lush garden beds filled with vibrant flowers. Comfortable sun loungers are positioned under shaded umbrellas, offering a relaxing area. The historic building in the background complements the scenic countryside.

Apartment in Laviano

Farmhouse with swimming pool with wonderful view

The lounge features elegant walls adorned with intricate frescoes and moldings. A large mirror reflects the refined decor. Two white armchairs and a colorful sofa provide seating, while a coffee table rests on a patterned rug before a decorative fireplace.

4.98 out of 5 average rating, 102 reviews

Luxury frescoed apartment in the historical center

A tranquil pool is surrounded by a stone patio, with comfortable loungers positioned nearby. Lush palm fronds frame the scene, enhancing the natural beauty of the Tuscan countryside in the background. The sky is bright with clouds, creating a refreshing atmosphere.

4.87 out of 5 average rating, 15 reviews

[The Tower] Pool - WiFi - Air Conditioning

A charming multi-story building is presented with a combination of warm-colored facades. Balconies with railings are visible on the upper floors, while lush greenery and decorative plants adorn the entrance area. The overall design highlights symmetry and inviting details in a peaceful setting.

4.7 out of 5 average rating, 103 reviews

SUNFLOWER

5 out of 5 average rating, 28 reviews

An outdoor lounge area is shaded by a lush pergola, offering expansive views of the surrounding countryside. Comfortable seating surrounds a modern round table, while a potted plant adds a touch of greenery, creating a serene spot for relaxation.

Apartment in Lucignano

Palazzo Trapani Luxury Residence

5 out of 5 average rating, 12 reviews

Dimora Senea - Splendid Pool

A modern kitchen is framed by an arched brick entrance. It features a stone dining table surrounded by four chairs, complemented by light cabinetry and stainless appliances. A gas stove and ample counter space are visible, along with decorative artwork on the wall.

4.98 out of 5 average rating, 47 reviews

Il Vicolo Apartment

Private apartment rentals

4.88 out of 5 average rating, 16 reviews

A warm and inviting kitchen-dining area features rustic stone walls and a wooden table surrounded by chairs. A classic chandelier hangs above, while modern kitchen appliances and cooking tools are organized on shelves. Soft seating in the corner offers a cozy spot for relaxation.

Apartment in Lucignano

Il Giardino - Gorgeous Getaway in a Tuscan Town

A view from the window showcases mist-covered rolling hills and lush greenery. Trees and a rustic building can be seen in the distance, framed by the natural surroundings. The sky displays a soft blue hue, adding to the serene landscape.

4.91 out of 5 average rating, 86 reviews

Farmhouse apartment with pool

Apartment in Monticchiello

A cozy room features a spacious bed against a white wall, complemented by rustic wooden beams and an inviting reading chair. A dining table is set with floral arrangements and tableware. Natural light is seen streaming through the open door leading to the garden.

5 out of 5 average rating, 71 reviews

Casa Tórta - comfort room

A spacious outdoor pool is surrounded by a well-maintained garden. Sun loungers and umbrellas are positioned around the pool area, inviting relaxation. Green trees and shrubbery frame the backdrop, while a rustic building can be seen in the distance, blending with the serene landscape.

5 out of 5 average rating, 5 reviews

Farm Holiday in Tuscany, Crete Senesi, A/C, swimming pool

Apartment in Monte San Savino

A covered outdoor dining area is visible, featuring a simple table set for two and a bottle of wine. The view opens to a spacious garden with lush greenery and trees, creating a serene atmosphere for relaxation.

5 out of 5 average rating, 20 reviews

The Tuscan Portico

Apartment in Monteroni d'Arbia

A warm evening scene captures a heated whirlpool with soft purple lighting. Olive trees frame the area, and a rustic villa is visible in the background, surrounded by tall cypress trees against a gently fading sky.

4.96 out of 5 average rating, 70 reviews

San Giovanni in Poggio, Crepuscolo app. 60 sqm

A doorway opens to a warm, inviting space featuring a cozy bedroom with a spacious bed dressed in light linens. The room includes wooden ceiling beams and a small table with chairs in the background, complemented by natural light filtering through the window.

4.94 out of 5 average rating, 196 reviews

Casa Fusari - Apartment next to the Duomo

A gravel pathway lined with tall, green cypress trees leads towards a rustic Tuscan home in the distance, framed by a clear blue sky. The well-maintained surroundings suggest a serene and inviting atmosphere for guests.

4.83 out of 5 average rating, 6 reviews

Comfy country home in Asciano

Apartment rentals with a hot tub

Apartment in San Giovanni d'Asso

A bright living area features a wooden table with a wine bottle and glass in the foreground. Large glass doors open to a patio, revealing countryside views and two outdoor chairs facing the tranquil landscape.

5 out of 5 average rating, 23 reviews

Podere Ferranino #Cimabue Townhouse

A spacious living area features an arched entryway separating the kitchen and sleeping area. The kitchen is equipped with modern appliances and a small dining table. The sleeping space displays a large bed, accompanied by wooden furnishings and a decorative rug, inviting relaxation.

4.76 out of 5 average rating, 25 reviews

La Murata – Cecco Angiolieri

4.88 out of 5 average rating, 105 reviews

A sunlit outdoor area features comfortable lounge chairs in vibrant colors beside a hot tub. Olive trees and shrubs surround the space, providing a serene backdrop. A gentle slope of green grass continues toward distant hills, enhancing the tranquil atmosphere.

Apartment in Montevarchi

Apartment with garden in the heart of Tuscany

4.94 out of 5 average rating, 125 reviews

Domus Nannini - L'Angolo di Paradiso Spa (Spa)

An ancient stone well is positioned in the foreground, showcasing intricate carvings and a circular top. In the background, an impressive stone building features a tower and windows, accented by flags. The scene captures the historical charm of Montepulciano's central square under a clear blue sky.

4.92 out of 5 average rating, 150 reviews

Charming House in Montepulciano

The spacious living area features a dining table set for four, surrounded by wooden chairs. A cozy seating arrangement of two light-colored couches is visible, with decorative pillows. The elegant archway above connects the living space to the mezzanine, enhancing the open layout.

4.91 out of 5 average rating, 138 reviews

Penthouse in Siena near Piazza del Campo and Palio

A bright kitchen area features modern white cabinetry and a wooden countertop, complemented by a dining table with four white chairs. Large windows allow natural light to fill the space, providing a scenic view of the outdoors. A patterned backsplash adds visual interest.

5 out of 5 average rating, 37 reviews

WiFiFiber LargeApartment with view inMontepulciano

A rectangular swimming pool with a shallow and deep end is surrounded by a stone patio and lush greenery. A villa sits on a hillside in the background, featuring a terrace with windows and shutters. Poolside lights are placed around the pool for evening ambiance.