Luxury rentals in Alentejo

Casa de Santiago

Take a step back in time to a place steeped in history and admire the Castle of Santiago from your windows. Rural in flavor, Comporta's best kept secret, is a storied casa. It’s filled with antiques, floral wallpapers, and cozy bedrooms tucked under eaves while maintaining a nod to modernity with a heated pool and wifi. Enjoy a leisurely breakfast in bed. Open the shutters to let sunlight flood the room. The ancient village of Santiago do Cacem beckons to explore.  Casa Santiago has survived earthquakes, invading armies, and cultures. The large kitchen has beautiful blue delft tiles and copper pots. Old red-tiled flooring and a tiny carriage greet you as you enter. Here, every room is a feast: French door balconies overlook this quaint village, and a hand-painted mural wraps around the dining room. Castelo de Santiago do Cacem is on top of the village hill. Bordering the village are ruins of what once was a sizeable Roman city. Museo Municipal de Santiago do Cacem is in an old jail. Pack a picnic and head to the best beaches: Praia da Costa de Santo Andre, where there are white sandy beach, the ocean, and a lagoon with calmer waters. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1- Quarto Grande: King size bed, Ensuite bathroom with shower/bathtub combo, Can be connected to bedroom 2 to form a family suite, City view • Bedroom 2 - Blue Room: 2 Twin size beds (can be converted to a king), Ensuite bathroom with stand-alone rain shower, City view • Bedroom 3 - Oriental Room: King size bed, Ensuite bathroom with stand-alone rain shower, City view • Bedroom 4 - Castle Room: 2 Twin size beds, Ensuite bathroom with shower/bathtub combo, Castle view • Bedroom 5 - Sea Room: 2 Twin size beds (can be converted to a king), Shared access to hallway bathroom with bedroom 6, Stand-alone rain shower, Castle view • Bedroom 6 - Flower Room: Queen size bed, Shared access to hallway bathroom with bedroom 5, Stand-alone rain shower, City view • Bedroom 7 - Garden Suite: King size bed, Ensuite bathroom with stand-alone rain shower , Television, Lounge area, Kitchenette, Private entrance, Direct access to pool & garden FEATURES & AMENITIES • Breakfast room • Reading room • Security cameras - exterior facing • Alarm system OUTDOOR FEATURES • Garden • Fruit trees • Vegetable garden • Dovecote • Outdoor lounge area STAFF & SERVICES Included: • Nightly turndown service Extra Cost (advance notice may be required): • Massage services • Yoga & wellness classes • Laundry service • Babysitting services

Quinta da Donalda

Ochre walls and green gardens make this typical Portuguese mansion a vibrant retreat. Its verdant grounds, tiled rooms, and 7 bedrooms, including 2 in 2 guest houses, are a welcoming place to host a family reunion in the Algarve. While there are plenty of beaches near the villa in the Portimão area, it’s also a short drive to the old town and beaches of Lagos. With a rural setting amid farmland and gardens planted with fruit trees and flowering vines, the villa feels like your own private country estate. Savor the quiet and the sunshine from a lounger by the outdoor swimming pool and linger beneath a palm tree at the alfresco dining table. Your holiday includes daily breakfast, and a housekeeper will make sure you’re comfortable. The living areas at this vacation rental are spread out between a main house and 2 guest houses, but all feature a mix of refined modern pieces and colorful prints. Look for details like mustard-yellow tile around the fireplace, sea-blue cushions on the dining chairs, and brilliant tile on the floor of the fully equipped kitchen. Each guest house also has its own kitchenette. Drive less than 20 kilometers from the villa to 3 different beaches, including the Alvor boardwalk and the top-ranked Praia de Marinha Beach. Head for the nearby port city of Lagos to explore cobblestone streets running beneath 16th-century walls and pause at one of its lively restaurants. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1 - Primary: King size bed, Ensuite bathroom with stand-alone rain shower and bathtub, Air conditioning, Safe • Bedroom 2: Queen size bed, Ensuite bathroom with stand-alone rain shower, Air conditioning, Safe  • Bedroom 3: 2 Twins size beds (can be converted to a king), Ensuite bathroom, shower/bathtub combo, Air conditioning, Safe • Bedroom 4: 2 Twin size beds (can be converted to a king), Ensuite bathroom with stand-alone rain shower, Air conditioning, Safe  • Bedroom 5: Queen size bed, Ensuite bathroom with stand-alone rain shower, Air conditioning Guest house • Bedroom 6: 2 Twin size beds (can be converted to a king), Ensuite bathroom with stand-alone rain shower, Kitchenette, Lounge area Guest house 2 • Bedroom 7: King Twin size beds, Ensuite bathroom with stand-alone shower, Kitchenette, Lounge area FEATURES & AMENITIES Extra cost (advance notice may be required): • Activities and excursions • More under “Add-on services” below

Loft 58

Loft 58, this is the most discreet place in Lisbon, located in the most fashionable and artistic area surrounded by art galleries, new famous restaurants, at only 10 minutes by car from the airport and city center. Loft 58 it's composed of five luxurious suites, an exterior swimming pool with vertical garden, a huge lounge and a library, for a total surface of 480m², with an industrial and modern architecture. The loft combines calm, elegance and luxury to really enjoy the beautiful Lisbon.

Luxuosa Villa c/Infinity Pool & Gym by LovelyStay

A private, glass-wrapped villa in the hills of Lagos with an infinity pool, gym, and cinematic mountain views, designed for ultimate seclusion and style — the ultimate retreat for families, groups, or wellness getaways. Arrive via a peaceful country road just off the main route and step into a secluded world of glass, design, and nature. Here, mornings begin with yoga by the pool, afternoons stretch under the sun on designer loungers, and evenings are spent with wine under the stars.

Unique luxury villa by the sea

Villa Pinheiro sits in one of the finest locations in Comporta - close walk to Pego Beach, Carvalhal and Dunas golf course. The property is uniquely laid out across four cabana-style buildings, with the heated pool and outdoor dining area at the centre. The house enjoys five generously sized en-suite bedrooms, along with a large roof terrace, fully equipped and stocked kitchen, indoor living and dining areas and utility room. The villa has air conditioning and wifi throughout.

Cozy Christmas Villa, fireplace and magic sparkle

Elegant and luxurious villa nestled in the hills of Sintra. Mesmerising views over the Atlantic, the valley and magical Monserrate Palace. Recently renovated with magnificent pool, BBQ, plenty of outdoor seating. 7 stylish bedrooms and 9 bathrooms. Stunning outdoor spaces and a beautiful lawn and antique greenhouse available for special celebrations. Sonos sound system throughout. Breakfast, Maid and Chef service available on request at extra charge. Private Parking on site.

Villa Orange

Villa completamente privada, com piscina aquecida e um jardim ample e luxurioso. O serviço de limpeza diária, faz com que tenhamos a sensação de estar numa casa privada, com os serviços de um hotel ( limpeza dos quartos, zonas comuns, jardim, oiscina, tratamento de roupa etc. A Villa tem tudo desde shampôo, e gel de banho, até consumiveis de cozinha como rolos e guardanapos. Tem várias áreas de refeição ( duas áreas no interior e três áreas no exterior).

Sea View Villa

Listen to the waves of the Atlantic as you sip champagne on the terrace at this sophisticated Sagres villa. Inside, sunlight and greenery mingle with cozy décor. A swimming pool invites you to escape the heat. Stroll along a winding trail to reach powdery white sand at the secluded beach before diving under the crystal-clear turquoise water. A variety of local oceanfront restaurants await nearby. Copyright © Luxury Retreats. All rights reserved.

Charming Villa with Pool & Scenic Garden

This luxurious 4-bedroom en-suite villa offers a serene coastal retreat in the Cascais region, just minutes from Carvoeiro. Nestled in a quiet cul-de-sac, the villa provides stunning views of the sea and surrounding cliffs, with direct access to nature trails and nearby beaches. Perfect for families and friends, the villa is surrounded by a private garden with a swimming pool, hammam, and recreational amenities, ensuring a relaxing stay.

Villa Sole in Quinta do Lago by LovelyStay

Please note that this home is in close proximity to an ongoing construction project. Please inquire with a Trip Designer for more information. Enjoy a luxurious stay at Villa Sole in Quinta do Lago. This exquisite villa boasts a sunlit pool with 8 loungers, an open-plan kitchen, a cozy living room, dining area, and a balcony with direct pool access. The ground floor has two double bedrooms with en suite bathrooms and garden access.

Villa Vida Mar

"Casa Vida Mar”, a sua casa de sonho para umas férias inesquecíveis. Localizada em Benagil, numa pitoresca aldeia de pescadores no Algarve, encontra a deslumbrante "Casa Vida Mar”, com a sua impressionante vista para o mar, numa zona sossegada e tranquila, com estacionamento no local. Se procura fugir das zonas mais movimentadas do Algarve refugie-se na "Casa Vida Mar”e passe umas férias memoráveis com aqueles de quem mais gosta.

Monte Vicente

A truly natural escape, this contemporary minimalist villa in Alentejo is the perfect place to disconnect and enjoy the star-lit sky. On its way to becoming a completely off-grid luxury home, this unique villa uses numerous sustainability techniques to create a vacation like no other. Nearby, you’ll find wine tasting, hot-air balloon charters, horseback riding, and boat tours. Copyright © Luxury Retreats. All rights reserved.