Luxury rentals in Grosseto

Mulino della Solaia

Muliono dello Solaia is a gorgeous Tuscan villa situated near the village of Iesa, south of Siena. Originally an olive oil mill, the structure has been restored and renovated into a fabulous vacation home, balancing exquisite contemporary comforts with vintage rustic artistry. Superb amenities include a swimming pool, alfresco dining and barbeque, and a gourmet kitchen. Five lovely bedroom suites with ensuite bathrooms accommodate families, destination wedding guests, and groups of friends up to ten in size. The historic home maintains much of its original character, with beautiful stone walls and facades, brick-lined thresholds, terracotta tile, and expertly landscaped gardens. The lower terrace features an ample swimming pool with elegant lounge chairs overlooking panoramic valley views. A covered patio extending from the house features a lovely outdoor sofa and dining table. Lush lawns surrounding the house offer a welcoming venue for special ceremonies or playful afternoons. Wide glass doors join the interior loggia to the terrace, forming an alfresco veranda in the summer months and a luminous, hearth-warmed habitat in winter. This space includes a comfortable lounge area with fireplace and sound system, flowing through a brick archway into a dining room furnished with timeless Tuscan elegance. The villa's kitchen features chef-grade appliances, a central table, and arched French doors to the patio. A small media room with table is located next to an antique millstone. The bedrooms balance fresh modern comforts with a dreamy, bucolic charm. There are three rooms with king beds, one with a queen, and one with a pair of twin beds. Each enjoys lovely views and light, and one of the king rooms opens directly to the garden. Air conditioning throughout the villa keeps you comfortable in the summer months. This secluded location in the Sienese hills gives a profound taste of the region's rich natural beauty and unique culture. There is a local food/convenience store about ten minutes away, and you're an easy drive from the Renaissance treasures of Siena. You're also an easy daytrip from the Grosetto region along the Tyrrhenian coast. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1: King size bed, Ensuite bathroom with stand-alone shower, Air conditioning • Bedroom 2: Queen size bed, Ensuite bathroom with stand-alone bathtub, Air conditioning • Bedroom 3: Twin size bed (can be converted to queen), Ensuite bathroom with stand-alone shower, Air conditioning • Bedroom 4: King size bed, Ensuite bathroom with stand-alone shower, Air conditioning • Bedroom 5: King size bed, Ensuite bathroom with stand-alone shower, Air conditioning, Direct access to garden FEATURES & AMENITIES • More under “What this place offers” below OUTDOOR FEATURES • More under “What this place offers” below STAFF & SERVICES Included  • Daily housekeeping (maximum 3 hours) • Change of linen and towels once a week  • Concierge services • Complimentary welcome basket • Complimentary welcome dinner - Only for stays of 7 nights • More under “What this place offers” below Extra cost (advance notice may be required): • Activities and excursions • More under “Add-on services” below

Villa Palazzetta

Wake up early to catch the morning sun as it hits the mist in Val d’Orcia, turning the entire valley gold. You’ll have quite the view from this 5-acre hilltop villa 7-minute’s walk from Montalcino’s center. When the mist settles, set out to explore the property’s private vineyard and olive grove. Then, walk into town for breakfast. And, make sure to pick up some Brunello di Montalcino for later.  Lovingly-restored, this 1600’s farmhouse has been updated with a state of the kitchen, in-floor heating and cooling, and the highest-end electronics and appliances. Staying true to its roots, Villa La Palazetta also boasts a private cantina and wine cellar, wood-burning pizza oven, and rustic fire pit. Dine outside amongst the mountain views. After dinner, issue a challenge on the night-lit bocce court.  Make that home-cooked meal extra-special and get the concierge to book an in-house Italian cooking lesson. The professional kitchen is the perfect place to learn how to hand-make pasta and combine fresh local produce. When the party inevitably moves to the terrace, cool off in the swimming pool, or sample the finest local wines around the alfresco dining set.  Rather dine out? Walk into Montalcino and wander within their historic city walls, where high-quality restaurants, bakeries, and gelato shops line the streets. Take a day trip to Siena and explore the museums, galleries, and churches of the ancient Renaissance city. And, wine tours of the World-famous Brunelle Vineyards are a great way to see all the different areas and landscapes of Val d’Orcia. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1 - Primary : King size bed, Ensuite bathroom with stand-alone rain shower and bathtub, Safe • Bedroom 2: King size bed, Ensuite bathroom with stand-alone rain shower    • Bedroom 3: 2 Twin size beds, Ensuite bathroom with stand-alone rain shower, Safe • Bedroom 4: Double size bed, Ensuite bathroom with stand-alone rain shower, Safe   OUTDOOR FEATURES • Pergola  STAFF & SERVICES Included • Firewood for outside pizza oven  • Welcome gift • More under “What this place offers” below Extra cost (advance notice may be required): • Activities and excursions • Wine tasting  • Babysitting • Cooking classes  • More under “Add-on services” below

Beautiful modern villa with pool in Val D'Orcia

Nestled into the rolling hillside of Tuscany, this luxurious farmhouse enjoys sweeping views decorated with emerald lawns, lush gardens, and mature trees. With 17 beds, this spacious estate is perfect for large gatherings. Spend your days shooting pool, swimming, and playing tennis on the grass court. Inside, gorgeous architecture and high-end finishings await. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1 - Primary:Double size bed, Ensuite bathroom with stand-alone shower • Bedroom 2: Double size bed, Ensuite bathroom with stand-alone shower & bathtub • Bedroom 3: Double size bed, Ensuite bathroom with stand-alone shower & bathtub • Bedroom 4:  Double size bed, Ensuite bathroom with stand-alone shower & bathtub • Bedroom 5: 2 Twin size beds (can be converted to a double bed ) Ensuite bathroom with stand-alone shower • Bedroom 6: 2 Twin size beds (can be converted to a double bed , Ensuite bathroom with stand-alone shower • Bedroom 7: Double size bed, Ensuite bathroom with stand-alone shower • Bedroom 8: Double size bed, Ensuite bathroom with stand-alone shower • Bedroom 9: Double size bed, Ensuite bathroom with stand-alone shower FEATURES & AMENITIES • Home theater STAFF & SERVICES Extra Cost (advance notice may be required): • Activities and excursions

Castello di San Lorenzo by Secret Hills

A beautiful waterfall pool with a beautiful sea view of the Tuscan archipelago and the proximity to Bolgheri, a famous Tuscan wine area, reinforce the uniqueness of the Castello di San Lorenzo. The complex restoration of the Castle (1100 AD) has given rise to an oasis that offers splendid views of the Etruscan coast and the surrounding vineyards and olive groves. Comfort and elegance are the protagonists of the structure, from the kitchen to the living room, from the sleeping area to the bathrooms, magnificent garden with centuries-old oaks.

Tenuta Val D'Orcia

EXCLUSIVE VAL D’ORCIA Perched on a hilltop with breathtaking views over the Val d’Orcia, this extraordinary luxury villa—featured in the renowned interior design magazine AD (Architectural Digest)—is the perfect blend of tradition and modernity. Nestled in one of Tuscany’s most iconic areas, known for its rolling hills and postcard-perfect landscapes, the property offers an exclusive retreat for those seeking privacy, relaxation, and an authentic experience in a refined, one-of-a-kind setting.

Borgo Continuum

This remarkable hamlet, located in the rolling hills of Magliano in Toscana, is an architectural regeneration project that represents a rare balance between the preservation of rural heritage and contemporary design language. The development has been awarded the Regula Award 2025 for Contemporary Italian Architecture and the LIV Hospitality Design Award, prestigious recognitions celebrating the quality of its restoration and its sensitive, innovative interpretation of the surrounding landscape

The View Experiences - A window to the Tuscan sea

On the marvelous coast of Tuscany in the charming town of Porto Ercole between two Spanish Fortresses of the XVI century appears this classic tuscan house where you can spend an unforgettable holiday with your family and friends. After a blooming garden full of flowers your attention will be captured by a large breathtaking terrace with an amazing sea view, together with a salted water pool and of course a very elegant home in a tuscan style with all modern amenities and comforts.

I Terzi d'Ombrone Estate-Villa with private pool

Beautifully renovated villa with heated pool located on a 700-hectare private estate. By renting it, you can enjoy an immersive experience in the rhythms and evocative atmosphere of the Maremma. We will take care of your stay in every detail thanks to the daily room cleaning service and a personal chef who will prepare breakfast/brunch every morning. Hiking trails on the private lakes of the estate are also available, as well as massages and cooking classes upon request.

Luxury Tuscan Villa with Pool & Spa

The Pieve di San Giovanni is a refuge of beauty and serenity, where history and modernity come together in an unforgettable experience. Set in the enchanting scenery of the Val di Cecina, on the edge of the tiny village of Lustignano (900 m), between the area of the Bolgheri wine cellars and the beaches of Baratti, San Vincenzo and Populonia, the Pieve di San Giovanni enjoys a fortunate hillside position 390 m above sea level and dominates an open viewpoint on every side.

Villa Zen

Get a sense of serenity at this Tuscan villa. Italy’s rural landscape sprawls around the property with verdant lawn and lush, towering trees. A gym keeps wellness at the forefront of your stay. There are two pools to choose from: an infinity-edge in the garden and a heated option indoors. Explore the surrounding areas on foot or bike. You’ll discover beaches nearby as well as world-class wineries. Copyright © Luxury Retreats. All rights reserved.

Villa Benefizio

Villa Benefizio offers a charming, elegant, and exclusive retreat 3 km from Montepulciano's historic center. Guests can relax or work in six stylish rooms with modern facilities and panoramic views. The villa, built around an 18th-century Renaissance guard tower, features a restored structure integrated with modern furnishings. Products from the farm are used in the Villa’s restaurants. Wi-Fi and satellite TV are available in each room.

Orietta

From its prime location on Monte Argentario, Villa Orietta enjoys idyllic sea and countryside views, as well as proximity to some of Tuscany’s most intriguing villages. With space for 14 guests, a lush garden, and authentic Italian architecture, this villa is perfect for special occasions. When you’re not out exploring Tuscany, enjoy alfresco meals on the ocean view terrace. Copyright © Luxury Retreats. All rights reserved.