
Holiday rentals with a pool in Sesimbra (Santiago)
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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 $84 AUD per night before taxes and fees

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Over 2,430 verified reviews to help you choose

Family-friendly holiday rentals
60 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
80 of Sesimbra (Santiago) holiday rentals include Wi-Fi 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!
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.

Amazing Pool Pavilion with Private Heated Pool
The Pool Pavilion is a cosy and relaxed two suites and kitchen space that overlooks a lush garden and is the ideal choice for a joyful and relaxing getaway. Appointed to a high standard with simple yet sophisticated materials, such as micro cement flooring , stucco walls and linen curtains, and decorated in soothing natural colours, it blends harmoniously with its surroundings. Large patio doors lead out onto a spacious, private garden with wood decking, a heated pool, sun loungers and table.

Casa Boa Vista
Welcome to Casa Boa Vista, your seaside retreat in the magnificent heights of Sesimbra. This apartment, located in a modern high-end building, offers you an exceptional seaside stay experience.<br><br>From the moment you enter, you will be captivated by the modernity and simplicity of this space. The decor, inspired by the coastal ambience, perfectly harmonises with the context of the accommodation. The soothing tones of blue and white instantly evoke an atmosphere of relaxing holidays.<br><br>

Designed Retreat with Private Pool near Arrábida
Escape to this beautifully renovated house, where indoor comfort meets outdoor living. A full-width sliding door connects the kitchen directly to your private outdoor space, making it effortless to enjoy Portugal's weather from morning to night. Relax by your own private pool, surrounded by a serene setting just 15 minutes from some of the most stunning beaches on the Setúbal Peninsula. Walking and cycling paths through the protected Serra da Arrábida nature reserve are right on your doorstep.

Amazing Ocean view + 1km to Beach +Free Vegetables
Relax in a Beachfront apartment surrounded by peaceful nature with stunning Ocean/Mountain views. Why you’ll love it: - Ocean/sunset view - Spacious Pool set among lush greenery - Large organic garden with fresh vegetables, herbs, and tea leaves - 12 minute walk to Guincho Beach (1km away) - Private patio with outdoor dining table - Located by a nature reserve with scenic walking trails - Just 2 minutes from top-rated restaurants and authentic, affordable local cuisine - Fast 200Mbps wifi

LUXURIOUS, PRIVATE GARDEN & HEATED SWIMMING POOL
Luxurious and spacious apartment with two bedrooms (each with a private bathroom) and an amazing garden with a private heated and salted water swimming pool, belonging exclusively to the apartment. Located in a historic and charming building, totally refurbished in 2018. With a great location, between the viewpoint of Portas do Sol (Alfama) and Graça viewpoint, 2 minutes walk from the famous tram 28 and 5 minutes walk from the Castle. Great to discover the historic center.

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! 😊🌊"

Casa Sal - Aldeia do Meco (Meco Village)
Casa Sal is located in the heart of Aldeia do Meco, a small village in the Peninsula of Setúbal, south of Lisbon coast. Famous for it’s large wild beaches, beautiful landscapes with centuries-old pines trees, high cliffs and golden sunsets. A project by Casa Mua - Meco Casa Sal is a self-catering and non-serviced accommodation suitable for independent travelers. The cleaning of the house, bed linen and pool is made once a week.

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.
Popular amenities for Sesimbra (Santiago) rentals with a pool
House rentals with a pool

Luxury Designer Villa Caparica, Private Pool & BBQ

Casa das Palmeiras

Azóia Arrábida Dream

Villa Casalinho Meco, close to the beach and Lisbon

Father's House Beach House

Beach house with private pool

Setúbal & Lisbon Dream Getaway — Villa do Sol

Palms, pool and pet
Condo 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

Apartment Varandas do Mar

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

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

Calm sea view pool & lawn. Family & children

Relax on the sunny pool deck. Children friendly

House with Magnificent Sea View and Heated Pool
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- Rentals with pools Setúbal
- Rentals with pools Portugal
- Arrábida Natural Park
- Príncipe Real
- Praia Fonte da Telha
- Ericeira Camping
- Belém Tower
- Praia do Guincho
- Sesimbra Beach
- MEO Arena
- Carcavelos Beach
- Praia da Adraga
- Badoca Safari Park
- Praia das Maçãs
- Lisbon Cathedral
- Estádio da Luz
- Galapinhos Beach
- Lisbon Zoo
- Praia de Carcavelos
- Parque Eduardo VII
- Praia da Comporta
- Figueirinha Beach
- Foz do Lizandro
- Lisbon Oceanarium
- CascaiShopping
- Botanical Garden of Lisbon
- Things to do Sesimbra (Santiago)
- Nature and outdoors Sesimbra (Santiago)
- Things to do Setúbal
- Nature and outdoors Setúbal
- Tours Setúbal
- Sports activities Setúbal
- Art and culture Setúbal
- Sightseeing Setúbal
- Food and drink Setúbal
- Entertainment Setúbal
- Things to do Portugal
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