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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, 185 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
A spacious living area is showcased with large windows offering panoramic views of the surrounding hills. A dining table sits in the center, accompanied by chairs, while a comfortable seating arrangement is positioned nearby. Natural light fills the space, highlighting the earthy tones and wood accents.
Apartment in Montepulciano
4.97 out of 5 average rating, 423 reviews

A view from the top, Montepulciano

A View From the Top is an apartment in the most peaceful part of Montepulciano(castoldi apartments site) The house with Ac is 250 metres from the piazza and the main street, and has 2 double rooms, 2 bathrooms with shower and a large kitchen-living room with a small terrace overlooking the hills Our wine tasting is sometimes available in season, the new garden for all the guests of our 4 apartments and from 2026 grilled meat( 7pm) Guests will park close the apt ,in the street 50 mt away.

Superhost
The image showcases the exterior of The Nest, highlighting a charming building with green shutters and a small balcony adorned with plants. The ancient stone wall beneath features soft greenery, which complements the blue sky overhead.
Apartment in Grosseto
4.68 out of 5 average rating, 257 reviews

THE NEST: romantic flat on the Medieval Walls

The Nest is near to the Tyrrenian coast, where you can sunbathe both by beach resorts and freely (a beach umbrella is here at your disposal) from April to October. Marina, Principina, Castiglione and the gorgeous Natural Park of Maremma can be reached within 10/20 minutes by car or by bus. Our cosy little flat is placed in the city medieval centre and you will enjoy walking around for shopping, cocktails and dinners. We are also near to Siena (50’), Pisa (1.30’), Rome and Florence (1.50').

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, 182 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.

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
4.91 out of 5 average rating, 122 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 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
4.93 out of 5 average rating, 262 reviews

I Tramonti di Eramo, Montepulciano city center.

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.

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, 108 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 in the midst of nature.

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, 186 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
A serene view of the bay of Porto Santo Stefano is captured, showcasing calm waters reflecting sunlight. Lush greenery frames the scene, while a decorative planter stands prominently in the foreground. A private parking space for medium-sized cars is noted on the left.
Apartment in Porto Santo Stefano
4.92 out of 5 average rating, 162 reviews

Exclusive Loft

The Apartment is located in the Charming Historical Villa "Liberty" in Porto S Stefano, Monte Argentario,150 Km north of Rome.The Villa is immersed in the peace of the Mediterranean garden with an amazing sea view overlooking the bay of Porto S Stefano. (Cleaning Fees are included in the price visible in Airbnb website).

Top 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
4.97 out of 5 average rating, 397 reviews

Romantic Tower's dating 1200

The residence "Il Torrino" is a panoramic apartment obtained from the restauration of an ancient tower belonging to the boundaries of the medieval suburb Monticchiello. The apartment has an incredible view on the Val d'Orcia. You can't imagine ...

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.

Popular amenities for Grosseto apartment rentals

When is the best time to visit Grosseto?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$14,017 GYDG$14,017 GYDG$14,644 GYDG$16,945 GYDG$16,945 GYDG$19,247 GYDG$19,665 GYDG$21,757 GYDG$18,619 GYDG$17,573 GYDG$17,364 GYDG$18,410 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 70 vacation rentals in Grosseto

  • Nightly prices starting at

    Grosseto vacation rentals start at G$8,368 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,080 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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