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Apartment vacation rentals in Rapolano Terme

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Quick stats about apartment rentals in Rapolano Terme

  • Total vacation rentals

    Explore 20 vacation rentals in Rapolano Terme

  • Nightly prices starting at

    Rapolano Terme vacation rentals start at G$14,644 GYD per night before taxes and fees

  • Verified guest reviews

    Over 490 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Wi-Fi availability

    20 of Rapolano Terme vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Rapolano Terme rentals

  • 4.8 Average rating

    Rapolano Terme stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated apartment rentals in Rapolano Terme

Guests agree: these apartments are highly rated for location, cleanliness, and more.

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Top guest favorite
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.
Apartment in Montepulciano

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 or barbecue for all the guests of our 4 apartments, after 7pm if booked large in advance Large free parking area 100 mt away

4.98 out of 5 average rating, 165 reviews
Top guest favorite
Apartment in Arezzo

Piazza Grande Boutique Apartment

Overlooking the most beautiful square in the historic center of Arezzo, where the re-enactment of the Giostra del Saracino takes place, the Piazza Grande Boutique Apartment is located on the second floor of a medieval building, overlooking the beautiful palaces and the Vasari Loggias and is a unique location of its kind. The decor, the work of Countess Cesaroni Venanzi, was created with beautiful antique furniture reinterpreted in a modern way and enriched with contemporary influences.

5.0 out of 5 average rating, 155 reviews
Guest favorite
Aerial view of the agriturismo Santa Lucia, showcasing well-maintained grounds surrounded by lush greenery and neatly lined cypress trees. A shared swimming pool is visible at the center, complementing the rustic charm of the old farmhouse and the rolling hills in the background.
Apartment in Asciano

Loggiato 2 Apartment in Tuscany with pool

The Loggiato 2 apartment for 2 people is located in the Santa Lucia farmhouse (THE FARMHOUSE IS DIVIDED INTO 7 APARTMENTS) in the Crete Senesi near Siena and is a two-room apartment located on the first floor with a private table in front of the windows of the entrance loggia. There is a double bedroom (two single beds joined to form a double bed), a bathroom with shower and a living room with functional kitchen and television. The apartment has air conditioning in the room (for a fee).

4.94 out of 5 average rating, 162 reviews
Top guest favorite
Apartment in Sinalunga

Resort Panoramic view - Free parking

New apartment, powerful Wi-Fi, SMART TV, private bathroom, air conditioning, private kitchen, laundry room , free private parking. Free dessert buffet. Breathtaking panoramic view . Between the Crete Senesi and the Val D’Orcia , 800 meters from the center of the village , with restaurants , bars and supermarkets . Strategic place for visiting the main towns in Tuscany : Montalcino , Pienza , Siena , Arezzo , Rapolano Terme , Montepulciano .

4.98 out of 5 average rating, 416 reviews
Guest favorite
A small wooden table set for two is adorned with fine china cups and a delicate flower vase. The balcony offers a panoramic view of the rolling hills, as the sun sets, casting warm hues over the landscape.
Apartment in Montepulciano

I Tramonti di Eramo, Montepulciano centro.

Welcome to Montepulciano, the jewel of the Tuscan hills! Our apartment in the heart of the historic center offers breathtaking views of the surrounding countryside, providing an authentic and unforgettable experience. Step outside and savor the historic atmosphere of Montepulciano. Just a few steps away, you will find the extraordinary Piazza Grande, excellent restaurants, and all kinds of services. Tuscany awaits you for a unique experience.

4.91 out of 5 average rating, 310 reviews
Top guest favorite
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.
Apartment in Siena

Luxury frescoed apartment in the historical center

The Palazzo Pannilini Superior apartment is composed of a bright entrance enriched by an elegant coffered ceiling, a large fully frescoed lounge, a large foyer, a kitchen equipped with a terrace, a dining room topped with a frescoed vault, four bedrooms, three bathrooms, a wardrobe room, and a panoramic terrace where you can sunbathe and relax. The apartment is located at the second floor with no elevator. The apartment has air conditioning.

4.97 out of 5 average rating, 117 reviews
Top guest favorite
The bedroom features a spacious double bed adorned with soft linens and cushions, complemented by subtle bedside lamps. Exposed wooden beams highlight the ceiling, while natural light filters through a window, adding warmth to the serene, neutral color palette.
Apartment in Cortona

Cortona Shabby Chic House - independent & balcony-

This is an apartment cared for by a Superhost who lives in Cortona every day. My place is located in the heart of the historic center just a few steps from the main squares and streets This cute apartment is recently renovated and sleeps up to 3 people. Independent apartment with single entrance all on one floor, with balcony. Thoughtfully furnished, equipped with all the comforts for total relaxation

4.96 out of 5 average rating, 423 reviews
Top guest favorite
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.
Apartment in Monticchiello

Casa Tórta - comfort room

Casa Tòrta consists of a bedroom, reading room and bathroom, perfect for a short stay or for long periods, having reception services available. In the historic center of Monticchiello, there is this building that dates back to 1200. The large double bed is located in the main room with a fireplace stove with ancient charm. In the brightest room a reading lounge, then the green bathroom with shower.

5.0 out of 5 average rating, 108 reviews
Guest favorite
Apartment in Torrita di Siena

New 1BR Stay Near the Center in Tuscany

Welcome to the Belvedere, our brand-new apartment on the second floor located in the picturesque village of Torrita di Siena, a corner of paradise in the heart of Tuscany. Perfect for a romantic getaway or a family vacation, our accommodation offers the ideal mix of modern comfort and rustic charm. We are located in Torrita di Siena, a 15-minute drive from Montepulciano and Pienza.

4.9 out of 5 average rating, 151 reviews
Top guest favorite
An outdoor pool area is surrounded by olive trees and vineyards, with sun loungers and shaded umbrellas arranged on the deck. Soft sunlight bathes the scene, highlighting the peaceful setting. A gravel path leads around the pool, inviting relaxation amid the natural landscape.
Apartment in Monteriggioni

Comfort Apartment in the Chianti Vineyards

Apartment on the upper floor of the structure characterized by a wonderful view of the Chianti hills, olive groves or the patio. Renovated while maintaining the charm of their ancient walls but adding every comfort. It includes a living room, kitchenette, a double bedroom, a private bathroom with shower, and air conditioning.

4.93 out of 5 average rating, 455 reviews
Top guest favorite
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 | Chianti Hills Vineyard Retreat

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.

4.98 out of 5 average rating, 130 reviews
Guest favorite
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.
Apartment in Castelnuovo Berardenga

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.

4.88 out of 5 average rating, 179 reviews

Popular amenities for Rapolano Terme apartment rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Weekly apartment rentals

Top guest favorite
The outdoor pool area features a light blue water surface complemented by three tiered fountains. A small white table with a glass is placed on the wooden deck, surrounded by two white chairs. The rustic stone buildings create a charming backdrop, adorned with greenery.
Apartment in Montalcino

Castel Brunello - 2 doublebed rooms + terrace

4.99 out of 5 average rating, 118 reviews
Top guest favorite
A rustic dining area features a spacious table set with plates and glassware, surrounded by wooden chairs. Exposed beams highlight the ceiling, while a soft lamp provides gentle illumination. A glimpse of the outside view can be seen through the window, enhancing the inviting atmosphere.
Apartment in Montepulciano

Tuscany on the terrace, downtown Montepulciano

4.91 out of 5 average rating, 239 reviews
Guest favorite
A spacious suite features a comfortable bed with neutral-toned bedding, complemented by wooden beams overhead. A freestanding bathtub is positioned near the entrance. Soft lighting creates a calming ambiance, while the adjoining bathroom is accessible through a glass door, enhancing the airy feel of the space.
Apartment in Monticchiello

Romantic Tower's dating 1200

4.97 out of 5 average rating, 414 reviews
Superhost
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.
Apartment in Asciano

Podere Le Splandole - Crete Senesi

4.89 out of 5 average rating, 366 reviews
Guest favorite
An elegant hallway features high ceilings, with art adorning the white walls. A patterned rug lies on the terracotta floor, complementing wooden furniture. Large windows at the end allow natural light to illuminate the space, while a glimpse of the outdoor view is visible.
Apartment in Montepulciano

Luxury Penthouse with Incredible View & A/C 300mq

4.98 out of 5 average rating, 101 reviews
Guest favorite
Apartment in Rapolano Terme

Dimora Senea - Stunning Panoramic Pool

4.95 out of 5 average rating, 22 reviews
Top guest favorite
A well-lit hallway is observed, leading to a spacious living area. White walls and light wooden flooring create an airy feel. Doorways on either side provide access to additional rooms, while natural light floods the space, highlighting the clean and minimalist design.
Apartment in Rapolano Terme

Carolina Apartment ...how to feel at home

4.95 out of 5 average rating, 59 reviews
Guest favorite
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.
Apartment in Rapolano Terme

Tina's house

4.87 out of 5 average rating, 55 reviews

Private apartment rentals

Top guest favorite
A scenic view of the Tuscan hills is framed by clusters of pink roses in the foreground. The rolling landscape features layers of green and gold fields, softly fading into the horizon under a clear sky.
Apartment in Montalcino

Panoramic Country Suite Montalcino

4.9 out of 5 average rating, 406 reviews
Guest favorite
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.
Apartment in Monteroni d'Arbia

"Red Rose" apartment with view of Siena.

4.94 out of 5 average rating, 288 reviews
Guest favorite
Apartment in Scrofiano

Design apartment with view, private terrace, A/C

4.97 out of 5 average rating, 31 reviews
Guest favorite
Apartment in Lucignano

Design Suite Lucignano | Three

5.0 out of 5 average rating, 6 reviews
Superhost
Apartment in Bossi

Villino Ersilia Music, the charm of Chianti

5.0 out of 5 average rating, 4 reviews
Top guest favorite
A panoramic view reveals rolling hills adorned with vineyards and olive groves, stretching under a dramatic sky. The tan-coloured buildings of the property are nestled among lush greenery, while a serene pool reflects the surrounding landscape.
Apartment in Quercegrossa

Tuscany jem: The Chianti Farmer's House

4.98 out of 5 average rating, 89 reviews
Top guest favorite
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

5.0 out of 5 average rating, 43 reviews
Superhost
The image illustrates a cozy living space, featuring a round dining table with two chairs, a decorative shelf displaying several items, and a spacious bed in the background. Soft lighting is provided by modern fixtures, and exposed wooden beams add warmth to the atmosphere.
Apartment in San Giovanni d'Asso

Il Borghetto - Olive Grove Loft

4.92 out of 5 average rating, 48 reviews

Apartment rentals with a hot tub

Top guest favorite
The elegantly structured Villa di Geggiano is set amidst lush vineyards and well-maintained gardens. Its classic stone facade and terracotta roof harmonize with the surrounding greenery, while neatly manicured pathways and symmetrical garden beds create a picturesque landscape under a partly cloudy sky.
Apartment in Siena

Villa di Geggiano – Alfieri Suite

4.99 out of 5 average rating, 169 reviews
Guest favorite
A rustic stone building is framed by lush greenery, with a gravel pathway leading to its entrance. Windows are adorned with flower boxes, and archways add architectural interest. The sky features a mix of clouds, hinting at a temperate climate.
Apartment in Montalcino

Classic two-room apartment

4.84 out of 5 average rating, 109 reviews
Guest favorite
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.
Apartment in Siena

Villa'Colombaiolo di Marciano', 28

4.91 out of 5 average rating, 149 reviews
Top guest favorite
The living area features a stylish design with a dark gray sofa and two deep red armchairs. A round glass table sits on a marble floor, enhanced by natural light from the two windows with light curtains. A decorative mirror and elegant light fixtures adorn the walls.
Apartment in Siena

Domus Nannini - L'Arco di Matteotti Spa

4.98 out of 5 average rating, 107 reviews
Top guest favorite
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.
Apartment in Montepulciano

Charming House in Montepulciano

4.93 out of 5 average rating, 153 reviews
Guest favorite
A dining table is set with plates, glasses, and utensils, positioned near expansive glass doors. Natural light fills the space, revealing a view of the private patio and lush greenery beyond. A bowl rests at the center of the table, enhancing the dining experience.
Apartment in San Giovanni d'Asso

Podere Ferranino #Fra Angelico Townhouse

5.0 out of 5 average rating, 8 reviews
Guest favorite
An indoor pool is surrounded by rustic stone walls and a vaulted brick ceiling. Soft lighting enhances the tranquil ambiance. A shallow section of the pool is visible, along with steps leading to another area. Cozy cushions are placed nearby, inviting relaxation.
Apartment in Monteleone d'Orvieto

Elegant historic Palazzo, views of Tuscan valley

4.97 out of 5 average rating, 86 reviews
Top guest favorite
A spacious outdoor area features a framed view of rolling green hills in the distance. A swimming pool is visible, surrounded by grass, with a sunshade above a table and chairs. The peaceful landscape showcases the natural beauty of the Tuscan countryside.
Apartment in Castelmuzio

Beautiful Sunset Apartment

5.0 out of 5 average rating, 54 reviews

Destinations to explore