
Holiday rentals with a pool in Sesimbra (Santiago)
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Top-rated rentals with a pool in Sesimbra (Santiago)
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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.

Outdoor, modern, beach and tranquility.
WINTER MONTHS The house has central heating. A very efficient floor heating system keeps the house warm. You will not be cold, we guarantee it! Modern small house with outdoors, small pool and a 15 minute ride to the beaches. Recently renovated, a sliding door from the kitchen to the outdoor to take full advantage of the country's beautiful weather. Located near walking and bike paths of the Serra da Arrabida. Out of the ordinary. No airbnb services are allowed in our house at any time.

Sesimbra White Lux Residence
Kick back and relax in this calm, stylish space. Beautifully decorated 3 bedroom house in a private condominium with a shared pool. Fully equipped kitchen where you will feel just at home. 10min drive to the amazing Sesimbra beach and 40min from Lisbon, close to all amenities, free street parking. All rooms with tv, Netflix and air conditioning for your comfort. You will sleep nicely in the finest mattresses. Perfect house for an amazing holiday in sunny Sesimbra. Enjoy your stay!

Luxury garden villa, pool, great views, near beach
This is a beautiful villa with many amenities and sleeps up to 6 guests. The property has lovely views, in a 3.5-hectares nature reserve of pine trees, orchards and gardens. The space is very romantic, quiet and gated. Have access to a large swimming pool that is well-maintained and heated (maximum 29º) with a removable roof. Playground for kids with swings, basketball, ping pong and football table areas. 7-min near Aldeia do Meco beaches and Cabo Espichel.

Villa Zenith (heated swimming pool)
Kick back and relax in this calm and stylish villa. With an ocean oriented garden where you may enjoy the rays of sun all year along and an heated swimming pool (an addition of 30€ per day), this house can host up to 8 people in complete comfort. The large living room with a pleasant fireplace, a fully equipped kitchen, four bedrooms and four bathrooms and a 10 meters pool offer a very relaxing experience. Peaceful setting, no parties or loud noise.

Romantic Retreat: Private Pool & Jacuzzi
Welcome to our modern and spacious villa in Setúbal! Relax in the private hot jacuzzi all year round (perfect for chilly winter days!) and in the private pool heated by solar panels (ideal in summer). Perfect for families or romantic getaways: • 5 min drive from the beaches and Arrábida Natural Park • 10 min walk from Setúbal city centre and Mercado do Livramento • Just 25 min from Lisbon! Come enjoy the peace and beauty of Setúbal in any season! 😊🌊"

Troia Resort Beach Apartment
Em Portugal, na Costa Alentejana, a menos de uma hora de Lisboa, há um lugar perfeito para estar em família, onde poderá aproveitar toda a envolvência com a natureza e praticar inúmeras actividades ao ar livre. Faça passeios de barco ou observe os golfinhos, jogue golfe num dos melhores campos da Europa, visite o maior complexo de produção de salgas de peixe conhecido no mundo romano ou viva um pôr-do-sol numa praia deserta.

Beach home with sea view, garden & heated pool
Located in a nature reserve, our spacious house offers comfortable accommodation and wide ocean views. 5 Bedrooms, 5 WCs, 2 living rooms, fully equipped kitchen, exclusive outdoor area with BBQ, dinning area and heated swimming pool, make it a perfect place to relax. The location is also suited for outdoor activities or simply for spending the day at the beach (Foz, Meco, Sesimbra), all at just an hour distance from Lisbon.

Villa w/Pool and Panoramic Seaview
Just 40km away from Lisbon, Casa de Nossa Senhora (4577/AL) is located on the edge of Arrábida's National Park. Standing approximately 200 meters above the sea, it has amazing panoramic sea views across the bay of Sesimbra and towards South. Five of its six bedrooms are sea-facing.

Apartment Varandas do Mar
Apartamento T2, em Condomínio fechado, com piscina e dois lugares de garagem, ótima exposição solar, com vista fantástica para o mar e para a baia de Sesimbra, a 5 minutos a pé da praia da Califórnia e perto do centro da vila, dos restaurantes e bares.

Vacation home in Sesimbra
Two-bedroom apartment located in a private, highly regarded condominium, with swimming pool, fitness center, parking and security. Fully furnished, 250 meters from California beach, with good access to restaurants and services. Superb view of the bay.

Vintage chic romantic cosy cottage
"Bijou, cute, amazing, lovers' retreat, honeymoon hideaway" - these are just some of the words used by recent guests to describe our lovely stone cottage. Set in a private garden with access to a private pool, it's the perfect romantic setting.
Popular amenities for Sesimbra (Santiago) rentals with a pool
House rentals with a pool

Luxury Designer Villa Caparica, Private Pool & BBQ

Tropical Villa with Pool

Serra da ursa

Tia Emília's House A3

Azóia Arrábida Dream

Family house with pool & garden

Beach house with private pool

Luxury villa 4 suites, heated pool/ocean/beach
Apartment rentals with a pool

New Lux Studio w/Pool, Parking, ideal for Congress

Lisbon Relax Pool Apartment: Garage / AC / Garden

Heavenly Haven In Ancient Heart Of Lisbon

Super cosy apartment, best location - Cascais

3 room apt seaside, pool, garden

Costa Guia- Cascais -with Pool - 2BDR-Easy parking

Sun-Drenched Workspace + By the Sea & Fast Wi-Fi

Charming Apartment inside a Luxury Condominium
Home rentals with a private pool

Estoril Luminous Villa Close to the Sea Heated Pool
Casa Parus, Stylish Villa With a Pool in Comporta

Family-Friendly Villa in Sintra Surrounded by Nature

Quinta da Luz, garden paradise with pool

Cozy 1850s Windmill with City and River Sunset Views

House with Magnificent Sea View and Heated Pool
Quick stats about holiday rentals with a pool in Sesimbra (Santiago)

Total holiday rentals
Explore 90 holiday rentals in Sesimbra (Santiago)

Nightly prices starting at
Sesimbra (Santiago) holiday rentals start at £44 per night before taxes and fees

Verified guest reviews
Over 2,430 verified reviews to help you choose

Family-friendly holiday rentals
60 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
80 of Sesimbra (Santiago) holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Sesimbra (Santiago) rentals

4.8 Average rating
Sesimbra (Santiago) stays are highly rated by guests – averaging 4.8 out of 5!
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- Arrábida Natural Park
- Príncipe Real
- Ericeira Camping
- Praia Fonte da Telha
- Belém Tower
- Praia do Guincho
- Sesimbra Beach
- MEO Arena
- Carcavelos Beach
- Praia da Adraga
- Badoca Safari Park
- Praia das Maçãs
- Lisbon Cathedral
- Galapinhos Beach
- Estádio da Luz
- Praia de Carcavelos
- Lisbon Zoo
- Parque Eduardo VII
- Praia da Comporta
- Lisbon Oceanarium
- Foz do Lizandro
- Figueirinha Beach
- CascaiShopping
- Botanical Garden of Lisbon
- Things to do Sesimbra (Santiago)
- Nature and outdoors Sesimbra (Santiago)
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- Things to do Portugal
- Art and culture Portugal
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