Kayakers on a clear sea with rocky cliffs in the background.

Photo by Maria Vittoria Fronda

Santiago holiday lettings

We found 531 holiday rentals — enter your dates for availability

Discover a selection of 14 homes, 103 apartments and other holiday rentals in Santiago that are perfect for your trip. Whether you're travelling with a group or just with your pet, holiday homes have the amenities that you expect for your stay, which might include Wi-Fi and a washer and dryer. You'll be able to choose a property to rent to meet everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Santiago

Showing deals for:12 Feb - 19 Feb

Luxury family villa near the sea - with swimming pool, garden, barbecue, playground.

Pool

Father's House beach house

Terrace/patio

Farm with a beautiful house near amazing beaches and stunning sunset views.

Beach

Casa das Verbenas, Cotovia / Sesimbra

Praia do Ribeiro do Cavalo

Lemon Tree House - Ground Floor

Outdoor dining

Love and Sea - Modern apartment with panoramic 180º views of the Atlantic Ocean.

vista da sala

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Find the best place to stay - Santiago

Family Vacation House only 25m From The Beach

Image of Family Vacation House only 25m From The Beach

Sleeps 8 · 4 bedrooms · 2 bathrooms

Lux Villa w/Panoramic Sea Views, c/to Beach, in Natural Reserve (pool heating)

Image of Lux Villa w/Panoramic Sea Views, c/to Beach, in Natural Reserve (pool heating)

Sleeps 10 · 5 bedrooms · 5 bathrooms

GuestReady - Golden sea view retreat

Image of GuestReady - Golden sea view retreat

Sleeps 4 · 2 bedrooms · 1 bathroom

Villa Santiago, Sesimbra charming Villa Escape

Image of Villa Santiago, Sesimbra charming Villa Escape

Sleeps 10 · 5 bedrooms · 3+ bathrooms

A&M Sesimbra Cliffs- Sea View

Image of A&M Sesimbra Cliffs- Sea View

Sleeps 4 · 2 bedrooms · 1 bathroom

GuestReady - Lovely Experience in Sesimbra

Image of GuestReady - Lovely Experience in Sesimbra

Sleeps 4 · 2 bedrooms · 1 bathroom

Frequently Asked Questions

What is the best area to stay in Santiago when booking a holiday rental?

When looking for the best area to stay in Santiago, Setúbal District, Portugal, you might consider the charming neighbourhoods that offer a delightful mix of local culture and scenic beauty. One of the most appealing options is the area around the historic town centre, which is known for its picturesque streets and vibrant setting. Here, you'll find a variety of holiday rental properties, ranging from quaint apartments to more spacious homes, providing ample choices for different group sizes.

This neighbourhood is also conveniently located near top attractions, such as the stunning 16th-century Church of Santiago and the bustling local market, where you can immerse yourself in the flavours of the region. Additionally, the area's proximity to the natural beauty of the Arrábida Natural Park offers opportunities for hiking and enjoying breathtaking views over the coastline.

Alternatively, you might explore properties in the coastal areas of Setúbal, which boast beautiful beaches and a relaxing seaside vibe. This part of the district is superb for those looking to unwind by the water, with options for water sports and seaside dining. Staying here not only provides easy access to sandy shores but also to attractions like the Troia Peninsula, known for its pristine beaches and archaeological sites.

How much does it cost to rent a holiday home in Santiago?

Prices for holiday rentals in Santiago vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Santiago to more spacious homes. To get the best value, book early and take advantage of Vrbo’s free rewards program.

Are there any discounts for Santiago holiday house rentals?

You can find great discounts on house rentals in Santiago on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.

Can I find long-stay holiday rentals in Santiago?

A long-stay holiday rental in Santiago is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

Are there any Santiago holiday rentals with parking?

Vrbo offers a wide selection of holiday rentals in Santiago with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the “Parking available” filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.

How early should I book a Santiago holiday rental?

Book your Santiago holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.

What are the top attractions in Santiago?

In Santiago, Setúbal District, visitors can explore a range of attractions that highlight the area's natural beauty and cultural heritage. The nearby Arrábida Natural Park offers stunning landscapes, hiking trails, and serene beaches, making it a great spot for outdoor enthusiasts. The picturesque town of Setúbal itself is known for its charming waterfront, where the vibrant Mercado do Livramento showcases fresh seafood and local produce.

Another highlight is the historic castle, Castelo de São Filipe, which provides panoramic views of the region and the Troia Peninsula. The area also boasts beautiful beaches like Figueirinha and Galápos, ideal for sunbathing and swimming. For those interested in local wine, the surrounding vineyards produce renowned Setúbal wines, and visitors can enjoy tastings and tours in the nearby wine estates.

Can I change or cancel my Santiago home rental booking on Vrbo?

To find Santiago holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.

Why should I join Vrbo as a host?

Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

Are all fees included in the Santiago holiday rental prices shown on Vrbo?

Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

What is VrboCare™ and how does it work?

Vrbo’s mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you’re protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can’t resolve, we’ll help you address it, find a similar property, or get your reservation refunded if applicable. That’s our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.

What can I expect from Vrbo customer service and VrboCare™ support?

Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.

Can I plan a group trip on Vrbo?

Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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