Vacation rentals with a pool in Alentejo

Charm & Design in a House with a Pool and Magnificent View of the Sea and Mountains

Watch the “blackbirds” in the morning, the sunset, enjoy the calm and tranquility. Enjoy the unique sea and mountain view from the private lounge, the infinity pool, the “Serra de Sintra” - the magical mountain, its enchanted forests, convents and palaces. Possibility to include a work desk. There is also the possibility of accepting wedding celebrations, if it is for small groups, for an additional fee. For more information, contact the host directly. A mountain Villa built over 100 years ago, set on an imposing rock with a unique setting and a breathtaking view over the sea, the city, Cascais and the mountain where it is located. The house has been recently remodeled and expanded with a modern and design construction enjoying the view and the surroundings. You can see from the top of the Sintra Mountains, to Guincho to Cabo Espichel. A stone's throw from the hiking trails of the Sintra Mountains and its monuments, and next to good restaurants and cafés with a good atmosphere, the small village has a supermarket and pharmacy for your peace of mind. Guests have at their disposal a house with 2 bedrooms, living room and kitchen, fully private and access to a large garden with an infinity pool where they can enjoy the wonderful view. I live on the property and am available to share stories and information about the area. I love cycling and I know the Serra like the back of my hand. I can share the secrets of the mountains and advise on the best restaurants in the region. Malveira da Serra, a picturesque village near Cascais and Lisbon (20 min), with hiking trails in the Sintra Mountains and its monuments. Guincho Beach and its wild dunes with their unique beauty are a paradise for Surf/Kite-surf/Windsurf. I advise using your own car.

Family · Value · Grill

"Laranja Limão House - Alentejo"

private pool. On the route of castles and wineries , ideal for a few days in the Alentejo plains. Perto do Castelo de Estremoz, Evoramonte, Arraiolos e Évora, Museu do Tapete, Centro interpretativo do Mundo Rural e saborear a boa comida alentejana. with private pool. In the route of the castles and the route of the caves of the Alentejo wines, ideal to enjoy a few days well spent in the Alentejo plains. Close to Castles of Estremoz, Evoramonte, Arraiolos and Évora https://youtu.be/bQ2q_CAOMlg

Family · Location · Walkability

Alentejo Zen | Private Pool, Brunch & Retreat for2

Escape to a fully private retreat in the heart of the Alentejo 🌾, designed exclusively for two guests. As the only guest accommodation on the property, Alentejo Zen offers complete privacy, a private pool, a homemade brunch included every day, daily housekeeping and thoughtful hospitality throughout your stay. Nestled in a peaceful village surrounded by nature and birdsong, it’s a place to slow down, reconnect & truly relax. Ideally located halfway between Lisbon/Algarve & 50 mn west coast

Location · Family · Condition

Torre Branca Apt, Caldas da Rainha, Silver Coast

Torre Branca Apartment is situated in the small, quiet village of Torre, Salir de Matos, Silver Coast, only 50 minutes from Lisbon. It is a completely self contained, comfortable space with it's own entrance. Every window and both terraces have beautiful country views overlooking orchards and forest. It is quiet and serene and yet within walking distance to a lively cafe which serves excellent meals. It is 15 mins to the beach and 5 mins to the lovely town of Caldas da Rainha.

Family · Value · Kitchen

Casa da Amendoeira – Private Pool in Lisbon

Resulting from the rehabilitation of a small medieval building in Alfama, the Casa da Amendoeira is structured around a series of courtyards and sunny balconies, interspersed with cozy interior spaces. The sound of running water from a fountain and a hammock are enticing prospects on warm summer nights in Lisbon. One of the courtyards is flooded with water, forming a pool. On the last floor, a balcony overlooking the river and the rooftops of the city is the ideal spot for a glass.

Location · Value · Layout

Cascais Amazing Pool House With Shared Plunge Pool

The Pool House is located on my plot on the outskirts of Cascais Center, within walking distance to many restaurants, cafés, museums, beaches and a short 35-minute train ride to the center of Lisbon. In the plot there is the main house with direct entrance from the street, and three small Houses, each accessible from the street by the garden entrance: Pool House, Guest House and the Garden House Our 6 Guests in total are welcome to use the heated plunge pool all year round.

Family · Location · Hiking

New Sea View Villa, Heated Pool, Rooftop Jacuzzi

Discover modern Mediterranean-inspired living at this exquisite villa in Santa Bárbara de Nexe. Minutes from Faro Airport and Almancil, this serene retreat offers a heated pool, rooftop jacuzzi, seamless indoor-outdoor living, an outdoor kitchen, and elegant Mediterranean-style interiors. Perfect for families, couples, or groups seeking a memorable getaway with hiking trails, countryside views, and access to beaches, golf courses, shopping, and dining. Send us a message!

Value · Location · Beach

The Old Donkey – Terrace Suite, Garden View

CASA BRAVA is an eco Guest House set in an old farmhouse, 5 minutes from the historic center of Loulé and 20 minutes from the coast and Faro airport. A place where tranquility and accessibility meet. Three independent suites with private gardens and terraces. Stay in the former donkey dormitory, renovated in stone with private facilities. In 2026, breakfast is replaced by a gourmet welcome basket. Wild nature and a natural pool for a unique Algarve experience.

Value · Family · Indoor spaces

Casa Chão de Ourém, Charm in Montargil.

Casa Chão de Ourém is located on the outskirts of the rural village of Montargil, offering exceptional views of the lake and its activities. Ideally positioned on 3 hectares of land for a quiet stay in the great outdoors. Total privacy offered not overlooked, no neighbors, surrounded by nature. The highlight... You have access to all the shops and restaurants in the village just a 3-minute walk from the house and a 5-minute drive you are on Lake Montargil.

Family · Value · Laundry

MOBA vida - Eco Tiny House in cork oak forest

Enjoy the tranquillity of nature, the fantastic views and the serenity for which the Alentejo is so well known. MOBA is a sustainable holiday accommodation surrounded by nature, yet within walking distance of the very traditional little village of São Luís – and only 15 km from the beautiful beaches of the Costa Vicentina. There is a pool and you will receive a breakfast basket every morning so that you can start the day relaxed on your terrace.

Location · Family · Hiking

Cozy 1850s Windmill with City and River Sunset Views

Discover the charm of staying in a 150-year-old windmill, fully renovated yet rich in original details. Ideal for romantic escapes, families or travelers seeking countryside peace just 10 min from Lisbon. Over 600 guests say we offer the best view of Lisbon — read the reviews! Enjoy sunsets over the Tagus, a pool to refresh in spring and summer, a treehouse, and a functional kitchen. Climb the historic stairs to reach the most stunning views.

Value · Location · Outdoor spaces

Tinyhouse Hostage I - Melides

A wooden tiny house, located in Melides, where the magic of nature blends with modern and minimalist comfort. Our guests can count on a cozy room that includes an irresistible double bed, positioned under a window overlooking the sky, giving them the opportunity to gaze at the stars until they fall asleep. This accommodation has a private pool on the porch and is just a 5-minute drive from the stunning Melides Beach.

Location · Family · Amenities