Dimora Cottanera

Sicily isn’t just another Mediterranean island—it’s a whole world of its own. With a history shaped by Arabs, Spanish rulers, and just about everyone in between, the place oozes character. You can taste it in the food and, of course, the wine. Think laid-back vineyard resorts with sunset views, charming coastal hotels that won’t break the bank, and grand estates where Michelin-starred dinners are the norm. Whatever your vibe, Sicily has a spot that’ll make you want to stay a little longer.

For the album

Zash Country Boutique Hotel

  • A minimalist haven near Mt. Etna, Zash Country Boutique Hotel charms with nine serene white-on-white rooms, glassy bathrooms, and sleek design. Enjoy Michelin-starred dining, lounge by the infinity pool, and soak up vineyard and ocean views—all within a beautifully restored country house.

For the views

Baglio Oneto Resort

  • A chic five-star wine retreat near Marsala, Baglio Oneto Resort dazzles with sea views, grand gardens, and elegant rooms with terraces. Savour local wines at tastings and indulge in Sicilian cuisine at the restaurant—all just minutes from the beach.
  • La Foresteria Planeta- Set amid Menfi’s Planeta vineyards, this stylish wine hotel pairs modern flair with rustic charm. Enjoy terraces, divine Sicilian dining, cooking classes, tastings, and a dreamy infinity pool. Families are spoiled with bikes, babysitting, and space to roam.
  • Perched on Mt. Etna’s slopes, Monaci delle Terre Nere is a pink villa overlooking vineyards and the sea. Inside, you can expect stone walls and bold art, combining Italian charm and contemporary style. Nineteen unique rooms, a pool with breathtaking views, cinema, games, tennis, and top-notch dining make it a stylish Sicilian escape.

For the vineyard experience

Baglio Sorìa Resort & Wine Experience

  • Set in a restored Trapani vineyard, Baglio Soria Resort & Wine Experience is an elegant retreat featuring 11 chic rooms, a sleek wine bar, and a pool. Spacious suites boast balconies and family-friendly comfort, while the restaurant pairs estate wines with Sicilian cooking classes for an unforgettable stay.
  • Near Modica, Torre Marabino, is a charming wine estate that tempts with a vaulted cellar perfect for tastings. Savour Sicilian cuisine at the restaurant, stay in one of seven elegant rooms, and unwind by the stylish pool, terrace, and gardens. Family-friendly spaces and self-catering options complete the allure.

For romantics

Baglio Occhipinti

  • Baglio Occhipinti- Just outside Ragusa, this 19th-century villa exudes Italian charm with five elegant rooms, vineyard views, and serene gardens. Enjoy the pool, feast on produce from the kitchen garden, and unwind in beautifully preserved Italian style—just 15 minutes from the beach.
  • Nestled in the countryside in southeast Sicily, Wine Relais Feudi del Pisciotto is a truly romantic retreat. Stay in stone-walled rooms, relax by the scenic pool, or rejuvenate in the spa’s sauna and Turkish bath. Perfect for couples seeking tranquility.
  • In Castiglione di Sicilia, Dimora Cottanera offers suites with velvet accents, stone walls, and wood beams. Surrounded by vineyards and Mt. Etna views, it’s a dreamy escape—complete with serene gardens and intimate wine tastings beneath the stars.

For a relaxed retreat

Abbazia Santa Anastasia

  • Abbazia Santa Anastasia is a 12th-century abbey turned hotel that offers history and warmth with grand fireplaces, stone walls, and antiques. Enjoy wine and cheese evenings, billiards, a superb restaurant, and a poolside courtyard. With 29 plush rooms, it’s perfect for unwinding between vineyard adventures.
  • Wine Resort Villagrande is a four-room escape with sweeping vineyard and coast views from sunny terraces. Spacious, antique-accented rooms, a scenic pool, and hands-on cooking classes make this a charming, intimate Sicilian retreat.
  • Scilla Maris- Set amid vineyards beside a nature reserve, this charming B&B offers six vintage-style rooms mixing antiques with up-cycled flair. Each has a private patio, and the serene pool makes it a perfect countryside escape.
  • Enjoy rural Sicily at its best at the peaceful Masseria Susafa. Surrounded by olive groves and vineyards, this converted farmhouse is pure Sicilian charm. Rustic-chic rooms, a pool, and hands-on cooking classes set the scene for slow country living—plus scenic rides through the idyllic countryside.

For great value 

Cavanera Etna Resort

  • Cavanera Etnea Resort- At Mt. Etna’s base, this tranquil wine retreat offers old-world warmth alongside sleek, modern style. Think lava tiles, airy rooms, a vineyard-framed pool, and a vast cellar. There’s no restaurant, but the wine bar, tastings, and tours make it a standout countryside escape.

Still not sure?

Sicily's 14 Best Wine Hotels

Monaci Delle Terre Nere

Sicily

Wonderfully chic retreat on the slopes of Mount Etna. Rooms and suites blend contemporary design with original elements; glass walls and parquet floors complement stone walls and wooden beams. Cinema, games room, tennis, an excellent restaurant. Very romantic, gourmet and family friendly.

  • Foodies
  • Active Holiday
  • Honeymoons
  • Wellbeing
from $315 for 1 room, 1 night including taxes & fees
Check availability on Expedia

Torre Marabino

Sicily

A lovely working farmhouse with its own wine barrels and an excellent restaurant. Rustic rooms with wooden beams, white washed walls, exposed stone and simple furniture. Lovely gardens and pool. A romantic and gourmet spot.

  • Foodies
  • Sights nearby - Explore the Unesco Baroque towns of Noto and Modica, plus much more
  • Restaurant - Traditional Sicilian cuisine
  • Great walks
from $179 for 1 room, 1 night including taxes & fees
Check availability on Expedia

Zash Country Boutique Hotel

Sicily (Riposto)

Minimalist and design fans will simply love this property. Blending old and new, nature and decor this property immerses its guests in the local surroundings. Glass walls, exposed stonework and in room hot tubs. Sample the best in Sicilian cuisine in the sun filled gardens. A photographers dream!

  • Foodies - Zash Restaurant has been awarded a Michelin star; be prepared for something delicious!
  • Sights nearby - Make a day trip to the ominous Mount Etna.
  • Restaurant
  • Great walks
from $238 for 1 room, 1 night including taxes & fees
Check availability on Expedia

La Foresteria Planeta Estate

Sicily

Luxury wine resort in south west Sicily. Nestled amongst the vineyards, rooms are individually decorated with period pieces, all have private terraces and wonderful sea views. Authentic Sicilian cuisine and cookery lessons for the very keen! A family friendly, foodie haven, close to the beach.

  • Cooking classes - Chef Angelo Pumilia teaches authentic Sicilian cooking in the hotel's spacious kitchen
  • Wine tasting - Have a guided wine tour
  • Great walks - Walk the vineyards and olive groves that surround La Foresteria
  • Restaurant
from $303 for 1 room, 1 night including taxes & fees
Check availability on Expedia

Wine Resort Villagrande

Sicily (Sicily)

A peaceful Vineyard resort with views over the winery. This elegant country house has an array of sun terraces where guests can unwind. Rooms are cool, with classic high ceilings. Have a glass of local wine with dinner, whilst enjoying the glorious sunset over the hills.

  • Local exploring - A great base for wine enthusiasts or simply exploring the area.
  • Views - All rooms have views over the Ionian coast
  • Great walks - Etna National Park
  • Restaurant
from $163 for 1 room, 1 night including taxes & fees

Baglio Occhipinti

Sicily

Gorgeous Italian manor house set within a vineyard. The house, dating back to 1860, features five spacious bedrooms and elegant living rooms filled with antiques, fantastic views, and rustic fireplaces. Enjoy an outdoor swimming pool, a kitchen garden, and a restaurant.

  • Foodies - Explore the kitchen garden with organic fruit trees, local vineyards, and nearby foodie hotspots like Putanesca and Scoglitti.
  • Great walks - The small fishing village of Putanesca is just a 20-minute drive away, offering charming coastal walks.
  • Local markets - Discover the daily fish market in Scoglitti, 15 minutes from the property.
  • Sights nearby - A short drive brings you to the beautiful Baroque town of Vittoria.
from $175 for 1 room, 1 night including taxes & fees
Check availability on Expedia

Masseria Susafa

Sicily (Sicily)

A charming converted farm house, situated amidst olive groves and vineyards. Rustic chic interiors are totally enchanting with exposed stone, terracotta tiled floors and antique furniture. The cuisine is particularly special, home-cooked style Sicilian fare. The perfect spot to completely unwind.

  • Country Escape - Rural Sicily at it's best. Unwind in the tranquil hotel, dine on regional delights and take gentle walks.
  • Sights nearby - Due to the masseria's central location most of Sicily's top sights can be reached in an hour by car.
  • Restaurant - Il Granaio offers authentic Italian cuisine with an emphasis on the local specialities.
  • Great walks - Take gentle ambles through the surrounding olive groves and vineyards.
from $320 for 1 room, 1 night including taxes & fees

Abbazia Santa Anastasia

Sicily (Castelbuono (PA))

A 12th-century converted Benedictine abbey set in acres of vineyards. Atmospheric interiors are traditional and luxurious with rich hues, wooden floors and antique furniture. The restaurant is superb. There's plenty to explore in the surrounding region or simply unwind with a good book.

  • Total relaxation - A tranquil retreat surrounded by vineyards, boasting fabulous cuisine and a luxurious pool.
  • Great walks - Take long walks through the picturesque countryside surrounding the property.
  • Sights nearby - Visit the Unesco World Heritage Site Cefalù Cathedral.
  • Swimming Pool - Outdoor pool
from $163 for 1 room, 1 night including taxes & fees
Check availability on Expedia

Baglio Oneto Resort

Sicily (8 Marsala )

A stylish 5-star hotel in Sicily offering 48 rooms with spectacular views of the sea from their private balconies. Feast on authentic regional cuisine while sampling wines from the property's own vineyard. A picturesque and tranquil spot just outside historic Marsala.

  • Total relaxation - A tranquil spot complete with glorious pool and local wines, ideal for restful holidays.
  • Swimming Pool - Outdoor pool
  • Restaurant
  • Great walks
from $228 for 1 room, 1 night including taxes & fees
Check availability on Expedia

Scilla Maris

Sicily (Sicily)

This four-star luxury hotel faces the Vendicari Natural Park in the vineyards of Nero d’Avola. Rooms have a vintage feel, dressed in a blend of antiques and upcycled materials; the best suites have exposed stone features and all rooms offer a private patio. Relax by the pool at this charming hotel.

  • Country Escape - Retreat to the country at this beautiful B&B, nestled within a vineyard with views of the neighbouring nature reserve
  • Families - Suites are spacious and good for families; kids will love the hotel's outdoor pool
  • Local exploring - The B&B is well-located for local exploring, with towns Ortygia and Noto close by
  • Restaurant - The Datterino restaurant offers traditional local cuisine presented with a modern twist. Many ingredients are grown on site
from $181 for 1 room, 1 night including taxes & fees
Check availability on Expedia

Wine Relais Feudi del Pisciotto

Sicily (Sicily)

This hotel occupies a thoughtfully restored feudo in southeast Sicily dated to 1700. Rooms are in the property's former palmento and boast exposed stone walls and local artisan pieces; the best suite is split level and has a living area. Dine at the hotel restaurant; an authentic country bolt-hole.

  • Hideaway - Nestled in the countryside in southeast Sicily, this hotel makes a great hideaway holiday destination
  • Back to Nature - Perched on the edge of a huge natural reserve, this hotel makes a great escape to nature
  • Families - The split-level suite is perfect for families travelling with older children
  • Great walks - Explore the neighbouring Niscemi Nature Reserve on a long walk; enquire at the hotel for recommended routes
from $210 for 1 room, 1 night including taxes & fees
Check availability on Expedia

Baglio Sorìa Resort & Wine Experience

Trapani (Sicily)

This modern resort is located in a renovated country estate in Trapani with a vineyard. Rooms are bright and modern, with wood accents and rich linens nodding to the hotel's origins. The best suites have a living area and balcony. Relax by the pool before a tasting at the wine bar. A stylish hotel.

  • Local exploring - The hotel's location makes it a good base for local exploring of Trapani and the natural surroundings
  • Country Escape - Located in the countryside of Trapani, this hotel has all the rural charm of a great country escape
  • Romantic Break - Couples will love the tranquil hideaway setting and the pretty outdoor pool
  • Cooking classes - Take a cooking class through the hotel and learn the tricks to making perfect Italian food
from $203 for 1 room, 1 night including taxes & fees
Check availability on Expedia

Cavanera Etnea Resort

Sicily (Castiglione di Sicilia)

This luxury wine resort occupies a renovated country estate at the foot of Mount Etna. Rooms blend modern and classic interior design; the best have an exquisite four-poster bed. All rooms offer views of the vineyard and black tiled floors made from volcanic lava. Relax by the pool; a stylish stay.

  • Total relaxation - With an endless selection of wine, a pool and the surrounding Sicilian countryside, this hotel offers total relaxation
  • Country Escape - Located on a country estate with a vineyard at the foot of Mount Etna, this hotel is a glorious country retreat
  • Romantic Break - Couples love the hotel's chic wine bar and the enormous outdoor pool
  • Great walks - Explore the beautiful natural setting of the hotel on a long walk; enquire at the hotel for recommended routes
from $140 for 1 room, 1 night including taxes & fees
Check availability on Expedia

Dimora Cottanera

Sicily (Sicily)

A charming retreat just outside Catania. The decor is chic and rustic, blending modern comforts and traditional elegance - think velvet upholstery plus exposed stonework and wood beams. Boasting lush gardens, a refreshing pool and a cosy bar, it makes for a relaxing stay in a picturesque setting.

  • Romantic Break - Embrace romance in an elegant villa, enjoying private suites, tranquil gardens, and intimate wine tastings under the stars
  • Learning - Embark on a thrilling 4x4 excursion to the Etna Volcanological Observatory, witnessing the spectacular summit craters
  • Rafting - Discover the beauty of the Alcantara River Park with an exhilarating rafting adventure through its stunning gorges
  • Country Escape - Enjoy lush vineyard views, hiking trails, and al fresco wellness amenities like a whirlpool tub and infinity pool
from $199 for 1 room, 1 night including taxes & fees
Check availability on Expedia

Written by Helen Pickles

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