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São Sebastião Holiday Rentals

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for São Sebastião holiday rentals

A modern hotel room with a balcony, a dining area, and a view of the cityscape.

1. Casa da Galeria

Casa da Galeria
4.0 star property
Ponta Delgada
10.0 out of 10, Exceptional, (97 reviews)
"Excellent hôtel excellent service and location"
Canada
Serguei
The price is NZ$254
includes taxes & fees
9 Nov - 10 Nov
Casa da Galeria
A modern outdoor patio with wooden furniture, a concrete pathway, and tropical plants.

2. Casa do Contador - Suites & Pool

Casa do Contador - Suites & Pool
3.0 star property
Ponta Delgada
9.6 out of 10, Exceptional, (147 reviews)
"Very nice room and breakfast!"
Belgium
Arne
The price is NZ$152
includes taxes & fees
5 Dec - 6 Dec
Casa do Contador - Suites & Pool
A marina with multiple boats docked, a large cruise ship in the background, and a modern building with a green roof.

3. The Homeboat Company Ponta Delgada

The Homeboat Company Ponta Delgada
4.0 star property
Ponta Delgada
9.4 out of 10, Exceptional, (12 reviews)
"It was a great stay! Would recommend this location to anyone!"
Canada
Kevin
The price is NZ$115
includes taxes & fees
6 Nov - 7 Nov
The Homeboat Company Ponta Delgada
An outdoor patio area with wooden flooring, seating arrangements, and a well-lit ambiance.

4. Villa Esmeralda

Villa Esmeralda
3.0 star property
Ponta Delgada
9.8 out of 10, Exceptional, (17 reviews)
"Highly recommend!"
Canada
Sam
The price is NZ$169
includes taxes & fees
5 Nov - 6 Nov
Villa Esmeralda
A long, narrow hallway with white doors on both sides, leading to a room at the end.

5. Guestready - Casa Conforto Chiado

Guestready - Casa Conforto Chiado
3.0 star property
Ponta Delgada
6.0 out of 10, (2 reviews)
"Property is well located however the room we had was full of mold. The shared kitchen was dirty and the living room also had mold on the walls. We tried to get a different room since we were staying there for 7 nights. Only after 4 days did they tell us that they would allow us to cancel for the remainder of our stay and give us the money back. Unfortunately since it was last minute we could not find anything reasonable and had not choice but to stay. Disappointing that guestready did not...
Canada
Ana Paula
The price is NZ$182
includes taxes & fees
5 Dec - 6 Dec
Guestready - Casa Conforto Chiado
A long, narrow hallway with white doors on both sides, leading to a room at the end.

6. GuestReady - Casa Conforto & Chiado - Room 11

GuestReady - Casa Conforto & Chiado - Room 11
Ponta Delgada
8.4 out of 10, Very good, (8 reviews)
": 5 stars, recommended."
United States
Antonio F.
The price is NZ$153
includes taxes & fees
17 Nov - 18 Nov
GuestReady - Casa Conforto & Chiado - Room 11
A modern bedroom with a grey bedspread, two red pillows, and decorative pillows with zigzag patterns.

7. GuestReady - Casa das Arcadas - Room 7

GuestReady - Casa das Arcadas - Room 7
Ponta Delgada
8.4 out of 10, Very good, (10 reviews)
": Simply brilliant. Very comfortable, well-located, clean and stylish. In terms of value for money, it’s the best accommodation I’ve ever stayed in."
United States
Salvador R.
The price is NZ$157
includes taxes & fees
17 Nov - 18 Nov
GuestReady - Casa das Arcadas - Room 7
A modern living room with a grey sofa, colorful cushions, a dining area, and a white cabinet with glass doors.

8. VLP Amorim — traditional house with patio and wood-fired barbecue

VLP Amorim — traditional house with patio and wood-fired barbecue
Ponta Delgada
10.0 out of 10, Exceptional, (4 reviews)
"Host is amazing and very welcoming. Pet was welcomed and prepared for with a bed and some toys. Very thoughtful. Space is comfortable and location is excellent. parking was very easy."
Canada
Nancy
The price is NZ$338
includes taxes & fees
17 Nov - 18 Nov
VLP Amorim — traditional house with patio and wood-fired barbecue
A compact kitchen with a stove, oven, microwave, and a washing machine.

9. GuestReady - Casinha Micaelense City Center

GuestReady - Casinha Micaelense City Center
Ponta Delgada
9.4 out of 10, Exceptional, (3 reviews)
"Spacious, quiet accommodation : Plenty of living space. Quiet location, close to the town centre. Free parking is available next to the Botanical Gardens if you’re worried about parking in the narrow streets"
United States
Daniel N.
The price is NZ$233
includes taxes & fees
17 Nov - 18 Nov
GuestReady - Casinha Micaelense City Center
A bedroom with a bed, bedside lamps, a chair, a small table with a lamp, a TV, a window with curtains, a bench, and a staircase with a railing.

10. GuestReady - O Ateneu

GuestReady - O Ateneu
Ponta Delgada
9.6 out of 10, Exceptional, (11 reviews)
"Perfect for our night stay over, was clean and today all amenities available also good location to the town and cruise : Clean and tidy, close to the town N/a"
United States
Glenn L.
The price is NZ$162
includes taxes & fees
5 Nov - 6 Nov
GuestReady - O Ateneu
A neatly made bed with white linens, a bedside lamp, and a wall-mounted air conditioner.

11. Dream Apartment by the Sea

Dream Apartment by the Sea
Ponta Delgada
10.0 out of 10, Exceptional, (4 reviews)
"Top notch."
Canada
Jonathan
The price is NZ$351
includes taxes & fees
1 Dec - 2 Dec
Dream Apartment by the Sea
A narrow cobblestone street at night with buildings on either side, including a massage therapy center.

12. Sky Dream Apartment

Sky Dream Apartment
Ponta Delgada
10.0 out of 10, Exceptional, (2 reviews)
"What a wonderful property right in the heart of Ponta Delgada. Restaurants, shopping, nightlife, and more right at your finger tips. The apartment is clean, well appointed and and super comfortable. Thoroughly enjoyed our stay."
United States
Clarence A.
The price is NZ$369
includes taxes & fees
1 Dec - 2 Dec
Sky Dream Apartment
A modern living room with a sofa, a flat-screen TV, and a view of a field through a large window.

13. Azores Pico Salomão T4 Apartment

Azores Pico Salomão T4 Apartment
Ponta Delgada
9.6 out of 10, Exceptional, (5 reviews)
" Very spacious, easy parking, clean"
United States
Andrea C.
Azores Pico Salomão T4 Apartment
A long, narrow hallway with white doors on both sides, leading to a room at the end.

14. GuestReady - Casa Conforto & Chiado - Room 9

GuestReady - Casa Conforto & Chiado - Room 9
Ponta Delgada
9.0 out of 10, Wonderful, (6 reviews)
"Highly recommended, we stayed for three days and everything was perfect. Central location, clean room, value for money: Clean and welcoming accommodation, with a clean and well-stocked shared kitchen. We met only friendly people and the room was perfect. Right in the centre of town."
United States
Alessia C.
The price is NZ$145
includes taxes & fees
17 Nov - 18 Nov
GuestReady - Casa Conforto & Chiado - Room 9
A hallway with wooden doors, a dining area with chairs and a table, and a decorative vase with flowers.

15. GuestReady - Salomão luminous apartment

GuestReady - Salomão luminous apartment
Ponta Delgada
9.6 out of 10, Exceptional, (4 reviews)
"Practical and comfortable. The flat is very comfortable, and the fact that it’s a little further from the centre makes it very peaceful (great for relaxing), with parking always available right outside. If you’ll be using a car to get around during your stay, don’t hesitate to choose this option. Very clean, with everything you need."
United States
Filipe Q.
The price is NZ$270
includes taxes & fees
15 Nov - 16 Nov
GuestReady - Salomão luminous apartment
A long, narrow hallway with white doors on both sides, leading to a room at the end.

16. GuestReady - Casa Conforto & Chiado - Room 3

GuestReady - Casa Conforto & Chiado - Room 3
Ponta Delgada
9.2 out of 10, Wonderful, (10 reviews)
"excellent : Location is excellent The amenities are excellent The price per night was excellent unfortunately some guests don't respect others at the crack of dawn."
United States
Flavio A.
The price is NZ$137
includes taxes & fees
17 Nov - 18 Nov
GuestReady - Casa Conforto & Chiado - Room 3
A long, narrow hallway with white doors on both sides, leading to a room at the end.

17. GuestReady - Casa Conforto & Chiado - Room 12

GuestReady - Casa Conforto & Chiado - Room 12
Ponta Delgada
9.4 out of 10, Exceptional, (9 reviews)
"Good location"
United States
Adam E.
The price is NZ$94
includes taxes & fees
17 Nov - 18 Nov
GuestReady - Casa Conforto & Chiado - Room 12
A building with a balcony, multiple windows, and a traditional architectural style.

18. Cilio House 2 Bdrm Duplex - Historical City Centre

Cilio House 2 Bdrm Duplex - Historical City Centre
Ponta Delgada
The price is NZ$293
includes taxes & fees
9 Nov - 10 Nov
Cilio House 2 Bdrm Duplex - Historical City Centre
A table with food and drinks, a large umbrella, and a view of cruise ships at a port.

19. GuestReady - Marina view top floor with terrace

GuestReady - Marina view top floor with terrace
Ponta Delgada
8.4 out of 10, Very good, (11 reviews)
": Nice and clean, comfortable. Great location."
United States
Veronika G.
The price is NZ$505
includes taxes & fees
5 Nov - 6 Nov
GuestReady - Marina view top floor with terrace
A bedroom with a bed, a nightstand, a lamp, and a potted plant.

20. AZORES PICO SALOMÃO T3 - G

AZORES PICO SALOMÃO T3 - G
Ponta Delgada
The price is NZ$206
includes taxes & fees
6 Nov - 7 Nov
AZORES PICO SALOMÃO T3 - G
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Find holiday rentals that suit your style

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Top São Sebastião Hotel Reviews

A balcony with wicker chairs and a table set for breakfast.
Grand Hotel Açores Atlântico

Grand Hotel Açores Atlântico

Grand Hotel Açores Atlântico
Ponta Delgada

10/10 Excellent

Staff were extremely helpful, the room was comfortable and clean. Excellent Wifi throughout the Hotel - even able to login at other hotels within the chain.
Australia
Philippa
Reviewed July 30, 2026
Grand Hotel Açores Atlântico

Find out more about São Sebastião

Everything you need to know about São Sebastião holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the São Sebastião holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect São Sebastião holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

São Sebastião holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in São Sebastião. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A São Sebastião holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of São Sebastião holiday rentals we have selected for you start as low as NZ$93 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on São Sebastião rentals

At Expedia, we put the best São Sebastião holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top São Sebastião rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream São Sebastião holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around São Sebastião. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Can I find holiday rentals in São Sebastião?

Yes, there are holiday rentals in São Sebastião close to Jardim Jose do Canto, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that São Sebastião has to offer?

Moinho das Feteiras: This holiday home rental outside of São Sebastião is located near the airport, and has an outdoor pool, a private balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. It offers a terrace, a private garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals will I find in São Sebastião?

With 9 Expedia holiday rentals, you're guaranteed to find just the right place for your São Sebastião stay.

What’s there to see and do in São Sebastião?

Family-friendly attractions include Carlos Machado Museum, whereas Jardim Jose do Canto is a spot to enjoy the outdoors. While here, Ponta Delgada Marina and Ponta Delgada City Hall are other places worth a visit.

What’s a holiday rental in São Sebastião like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in São Sebastião. Holiday rentals provide amenities such as kitchens and laundry facilities so you'll feel right at home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of safety away from shared hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a great choice for a family trip or a small group gathering.