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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 ﺩ.ﺇ 257 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, 163 reviews
Top guest favorite
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

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
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, 408 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, 304 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.

4.98 out of 5 average rating, 113 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, 419 reviews
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

Located in amidst the Tuscan countryside, Castel Brunello is offers an outdoor swimming pool and a garden. This self-catering accommodation features rustic-style furnishings, air condioning and free Wi-Fi. They also offer a satellite TV, and a fully equipped kitchenette with a refrigerator and a dining table. Each apartment has a terrace with an outdoor seating area.

4.99 out of 5 average rating, 117 reviews
Guest favorite
Apartment in Torrita di Siena

New 1BR Stay Near the Center in Tuscany

Welcome to Belvedere, our brand new apartment 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.

4.91 out of 5 average rating, 142 reviews
Guest favorite
An open living space features a cozy double sofa bed in the background, complemented by a small dining area with a white table and red chairs. Decorative shelves display kitchenware against a neutral wall. A door leads to an outdoor area with greenery visible beyond.
Apartment in Asciano

IL CANTUCCIO

Bright studio apartment with a very comfortable double sofa bed, a fully equipped kitchen, a bathroom with a shower, a small veranda, and a garden. Independent entrance and private parking. Located 500 meters from the historic center of Asciano, very close to the train station and supermarket. Pets allowed. Private parking inside the garden for bicycles.

4.86 out of 5 average rating, 139 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, 128 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
Guest favorite
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.
Apartment in Asciano

Farmhouse apartment with pool

The apartment has been carefully restored, in keeping with its original character and to create harmony between the exterior and interior. It has a large kitchen/living/dining area with open fireplace. Views of the countryside from every window.

4.9 out of 5 average rating, 103 reviews

Popular amenities for Rapolano Terme apartment rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Weekly apartment rentals

Top guest favorite
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.
Apartment in Asciano

Loggia 1 in farmhouse with shared pool

4.97 out of 5 average rating, 185 reviews
Top guest favorite
Two comfortable chairs are positioned on a lush green lawn, complemented by a small wooden table. A basket of vibrant yellow flowers is nearby, set against a backdrop of rolling hills and cypress trees under a clear blue sky.
Apartment in Monticchiello

Casa Bonari - a paradise for the eyes

4.97 out of 5 average rating, 187 reviews
Top guest favorite
A view showcases the rooftops of Pienza, featuring a blend of rustic tiles and historic bell towers. The image captures the warm hues of a sunset sky, enhancing the architectural details of the clock tower and surrounding structures.
Apartment in Pienza

Renaissance Apartment

4.89 out of 5 average rating, 267 reviews
Guest favorite
An outdoor terrace offers seating for four, featuring a table and chairs. The view captures the skyline illuminated against a twilight backdrop, showcasing notable landmarks such as the Torre del Mangia and the Duomo in the distance.
Apartment in Siena

Terrace with a view of Siena

4.87 out of 5 average rating, 200 reviews
Top guest favorite
A scenic view captures a lush landscape with rolling hills, vineyards, and olive trees under a colorful sunset. The traditional Tuscan casolare is visible in the background, surrounded by greenery, while the horizon features soft hues of orange and pink.
Apartment in Poggibonsi

Laura Chianti Holidays

4.98 out of 5 average rating, 338 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, 287 reviews
Top guest favorite
A rustic kitchen is highlighted by exposed wooden beams and a traditional stone fireplace. Blue tile decor complements white cabinetry and a spacious dining table surrounded by chairs. Natural light filters through a window, creating a warm and functional cooking space.
Apartment in Montepulciano

La fonte

5.0 out of 5 average rating, 214 reviews
Top guest favorite
A small balcony is featured with two black woven chairs flanking a round table. On the table, a bottle and two glasses are set against a backdrop of panoramic views of rolling hills and terracotta rooftops under a partly cloudy sky.
Apartment in Cortona

Cortona’s Rooftop Nest

4.99 out of 5 average rating, 187 reviews

Private apartment rentals

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, 58 reviews
Guest favorite
Apartment in Rapolano Terme

Dimora Senea - Stunning Panoramic Pool

5.0 out of 5 average rating, 21 reviews
Top 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

4.88 out of 5 average rating, 52 reviews
Top guest favorite
Apartment in Asciano

Incredible Views & Pool in the Tuscan Hills

4.86 out of 5 average rating, 22 reviews
Top guest favorite
Apartment in Rapolano Terme

The Nest Il Giglio | Rapolano Terme

5.0 out of 5 average rating, 37 reviews
Superhost
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.
Apartment in Rapolano Terme

[The Tower] Pool - WiFi - Air Conditioning

4.84 out of 5 average rating, 19 reviews
Superhost
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.
Apartment in Rapolano Terme

SUNFLOWER

4.67 out of 5 average rating, 123 reviews
Guest favorite
A cozy sleeping area features a large bed with a golden yellow quilt and coordinating pillows. A plush white towel is neatly placed in the foreground. Soft lighting highlights the wall-mounted headboard, creating a warm atmosphere.
Apartment in Serre di Rapolano

Street number 13, New Apartment with 2 double bedrooms and 2 bathrooms

5.0 out of 5 average rating, 8 reviews

Apartment rentals with a hot tub

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

4.9 out of 5 average rating, 146 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
Apartment in Lucignano

Design Suite Lucignano | Four

4.94 out of 5 average rating, 16 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

4.96 out of 5 average rating, 85 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
Guest favorite
A well-lit bedroom features a spacious bed with crisp white linens and decorative pillows. A colorful piece of wall art complements the neutral decor. A nightstand and a modern dresser are present, alongside a comfortable chair and a large window with sheer curtains.
Apartment in Civitella in Val di Chiana

[Luxury Hills] Relaxation and charging station

4.97 out of 5 average rating, 77 reviews
Superhost
Aerial view of a villa surrounded by lush greenery and vineyards. A serene pool is shaped organically, nestled among olive trees, while the two-story villa is highlighted by its terracotta roof and rustic stone facade. The landscape extends to rolling hills in the background.
Apartment in Lucignano

Podere Pozzangone - Your Tuscany Home

4.8 out of 5 average rating, 55 reviews

Destinations to explore