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Apartment vacation rentals in Grosseto

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Top-rated apartment rentals in Grosseto

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Top guest favorite
Apartment in Caminino
4.91 out of 5 average rating, 183 reviews

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.

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
4.97 out of 5 average rating, 125 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

Guest favorite
A panoramic view of colorful rooftops leads to the sparkling blue sea, with hills in the background and a distinctive tower rising above the buildings. The landscape captures the charming coastal town and its vibrant architecture, set under a clear sky.
Apartment in Porto Santo Stefano
4.89 out of 5 average rating, 180 reviews

Far Horizons:Uniquely panoramic peaceful sea views

With one of the most extraordinary views in Tuscany, enjoyed even from your bedroom - you will not want to leave! Peacefully located in the most photographed street in the town, yet only 3 minutes walk from restaurants in the beautiful harbour, and 10 minutes to bathing spots, Far Horizons apartment is an recently renovated, colourful and comfortable apartment, with stunning sea views from every window and over the old port, orange gardens and the 15th Century Spanish Fort.

Top guest favorite
A scenic view features a gentle hillside dotted with wildflowers, leading to the ancient Montemassi Castle perched atop. Olive trees are visible in the background, with a sky presenting a soft blend of clouds and blue hues.
Apartment in Montemassi
4.97 out of 5 average rating, 116 reviews

Casa Sabina

The apartment, which provides your own private entrance, has been recently renovated and furnished with care. It is located at the foot of the ancient Castle of Montemassi in a historic square in the characteristic medieval village. With only pedestrian access allowed in this square, you can be assured to have a tranquil and peaceful stay. A 5 minute walk from the apartment, the Castle of Montemass provides visitors with a cultural activity during their stay.

Guest favorite
The kitchen features a modern design with a combination of light and dark cabinetry. An equipped countertop includes a sink, stove, and microwave, while patterned tiles add texture. A rug in warm colors lies underfoot, complementing the wood-paneled ceiling that enhances the cozy atmosphere.
Apartment in Grosseto
4.9 out of 5 average rating, 110 reviews

Carla's house

The renovated loft is a 5-minute walk from the historic center and 5 minutes from the station. It has a separate entrance on the ground floor. Free parking is available. It has a double loft bed, double sofa bed (crib on request), linen, equipped kitchen, bathroom with shower and window, independent heating and air conditioning. On the street, there is a bar, take-out pizzeria, coin-operated laundry, hairdresser, rotisserie. Adjacent pharmacy, supermarket.

Guest favorite
A charming stone cottage is depicted, featuring a dark roof and a welcoming entrance. Vibrant purple flowers in the foreground provide a splash of color against the gravel pathway, while warm sunlight casts a gentle glow, highlighting the serene surroundings.
Apartment in Castiglione della Pescaia
4.96 out of 5 average rating, 100 reviews

Casetta Venere Tuscan relaxation 3 km from the sea

Casetta Venere: Sea, nature and Pet-Friendly. Just 3 km from the crystal clear sea of Castiglione della Pescaia, Casetta Venere is a small Tuscan jewel among olive trees, perfect for couples, families and travelers with pets. The house offers well-kept spaces, a beautiful private garden and an intimate and welcoming atmosphere. We look forward to welcoming you for a slow, authentic and beautiful stay surrounded by nature.

Top guest favorite
A ceramic vase filled with vibrant yellow flowers is prominently displayed on a table. Soft light from a lamp illuminates the rustic stone wall in the background, enhancing the warm ambiance of the space. Two mugs sit beside the vase, adding a touch of comfort.
Apartment in Scarlino
4.93 out of 5 average rating, 107 reviews

Leo's porch

Stay in this unique place and spend unforgettable evenings gazing at the horizon. Breathe clean air and enjoy the relaxation offered by the village of Scarlino. Ideal for couples or small families who want functional and comfortable accommodation. FROM MAY 1 TO AUGUST 31, a tourist tax of €1.00 per night/person is applied for each day of stay. Bed linen and towels are NOT INCLUDED in the final price of the accommodation.

Top guest favorite
A cozy living area is showcased, featuring a patterned sofa and a wooden dining table set for two. Natural light enters through a sheer curtain, highlighting the light hardwood floor. Kitchen appliances and storage cabinets are neatly arranged along one wall.
Apartment in Grosseto
4.95 out of 5 average rating, 181 reviews

Lollo Two-Room Apartment in the Historic Center

Lollo AB is a small two-room apartment for short rentals that can accommodate one or two people, located on the first floor (no elevator) of a historic building within the Medici walls of the city of Grosseto. Equipped with all the comforts, it is ideal for business trips and vacations. Just a 10-minute drive to the sea, an hour to Monte Amiata and the famous Terme di Saturnia.

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
4.95 out of 5 average rating, 268 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).

Top guest favorite
A scenic rural landscape captures rolling hills and expansive fields bathed in warm sunset hues. The silhouette of a rustic villa, surrounded by trees and olive groves, is positioned in the foreground, while distant mountain outlines are visible on the horizon.
Apartment in Pienza
4.99 out of 5 average rating, 101 reviews

Unplug at a 17th-Century Farmhouse Enveloped by Olive Groves

Pick figs and rosemary in secluded, extensive gardens and soak up the peace and quiet of this beautiful rural setting with spectacular panoramic views. Whitewashed walls, terracotta-tiled floors, and ceiling beams reflect the space's rich history.

Top guest favorite
A panoramic view captures expansive olive groves stretching across the landscape. A single tree stands prominently in the foreground, framing the distant rolling hills and the clear blue sky. The lush greenery of the fields creates a serene agricultural setting.
Apartment in Grosseto
5 out of 5 average rating, 138 reviews

Costa delle Capanne

Hospitality in a small independent stone house in a centuries-old olive grove in the Maremma countryside, 2 km from the town of Istia d'Ombrone and about 18 km from the Uccellina Park and the sea.

Top guest favorite
The image captures a charming stone exterior framed by blooming flowers and greenery. A doorway with a blue grille leads into a historic building, while the gravel pathway invites exploration. Soft evening light enhances the warm tones of the stone walls.
Apartment in Castiglioncello del Trinoro
5 out of 5 average rating, 342 reviews

Stunning Tuscan apartment in 14 Century Palazzo

L'appartamento si trova al terzo piano di un edificio risalente al 1400,il borgo di Castiglioncello del Trinoro risale al1100,si affaccia sulla val d'orcia con vista a 360 gradi.

Popular amenities for Grosseto apartment rentals

When is the best time to visit Grosseto?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$14,018 GYDG$14,018 GYDG$14,645 GYDG$16,947 GYDG$16,947 GYDG$19,248 GYDG$19,667 GYDG$21,759 GYDG$18,620 GYDG$15,901 GYDG$14,855 GYDG$16,110 GYD
Avg. temp8°C8°C11°C13°C18°C22°C25°C25°C21°C17°C12°C9°C

Quick stats about apartment rentals in Grosseto

  • Total vacation rentals

    Explore 60 vacation rentals in Grosseto

  • Nightly prices starting at

    Grosseto vacation rentals start at G$8,369 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,980 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Grosseto vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Grosseto rentals

  • 4.7 Average rating

    Grosseto stays receive an average rating of 4.7 out of 5 from guests

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