A historic archway with intricate black and white detailing, surrounded by cobblestone streets and traditional buildings.

São Sebastião Vacation Rentals

Q: What's the top vacation rental in São Sebastião?

Moinho das Feteiras : Visitors like this São Sebastião vacation home rental. It is located near the airport and has an outdoor pool, a private balcony, and a barbecue grill 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 yard, and a selection of games so you can immerse yourself in your vacation.

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Dates

November 2026

December 2026

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Our top choices for São Sebastião vacation rentals

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

1. Casa da Galeria

Ponta Delgada

Serguei

CA $194 total

includes taxes & fees

Nov 10 - Nov 11

A modern house with a pool, surrounded by lush tropical plants and a well-lit outdoor seating area.

2. Casa do Contador - Suites & Pool

Ponta Delgada

Arne

CA $120 total

includes taxes & fees

Nov 18 - Nov 19

A compact, modern interior with a kitchenette, a dining area, and a view of the marina.

3. The Homeboat Company Ponta Delgada

Ponta Delgada

Kevin

CA $89 total

includes taxes & fees

Nov 5 - Nov 6

An outdoor patio area with wooden flooring, seating arrangements, and a well-lit ambiance.

4. Villa Esmeralda

Ponta Delgada

Sam

CA $133 total

includes taxes & fees

Nov 5 - Nov 6

A hotel room with a large bed, a wardrobe, a bathroom with a mirror, a TV, and a seating area with a chair and a table.

5. Guestready - Casa Conforto Chiado

Ponta Delgada

"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...

Ana Paula

CA $142 total

includes taxes & fees

Dec 5 - Dec 6

A long, narrow hallway with white doors on both sides, leading to a room at the end.

6. GuestReady - Casa Conforto & Chiado - Room 11

Ponta Delgada

Antonio F.

CA $121 total

includes taxes & fees

Nov 5 - Nov 6

A neatly made bed with grey bedding, two orange pillows, and patterned pillows. There is a small round table with a lamp beside the bed.

7. GuestReady - Casa das Arcadas - Room 7

Ponta Delgada

Salvador R.

CA $124 total

includes taxes & fees

Nov 5 - Nov 6

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

Ponta Delgada

Nancy

CA $266 total

includes taxes & fees

Nov 5 - Nov 6

A compact kitchen with a stove, oven, microwave, and a washing machine.

9. GuestReady - Casinha Micaelense City Center

Ponta Delgada

Daniel N.

CA $183 total

includes taxes & fees

Nov 5 - Nov 6

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

Ponta Delgada

Glenn L.

CA $128 total

includes taxes & fees

Nov 6 - Nov 7

A neatly made bed with white linens, a bedside lamp, and a wall-mounted air conditioner.

11. Dream Apartment by the Sea

Ponta Delgada

Jonathan

CA $275 total

includes taxes & fees

Dec 1 - Dec 2

A living room with a TV, a sofa, a chair, a small table, and a window with a view of buildings.

12. Sky Dream Apartment

Ponta Delgada

Clarence A.

CA $289 total

includes taxes & fees

Dec 1 - Dec 2

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

Ponta Delgada

Andrea C.

CA $162 total

includes taxes & fees

Nov 9 - Nov 10

A hotel room with a large bed, a bedside table with a lamp, a small table with a vase, and a mirror on the wall.

14. GuestReady - Casa Conforto & Chiado - Room 9

Ponta Delgada

Alessia C.

CA $114 total

includes taxes & fees

Nov 5 - Nov 6

A vase with pampas grass on a wooden table in a room with a large window and a sofa.

15. GuestReady - Salomão luminous apartment

Ponta Delgada

Filipe Q.

CA $212 total

includes taxes & fees

Nov 15 - Nov 16

16. GuestReady - Casa Conforto & Chiado - Room 3

Ponta Delgada

Flavio A.

CA $108 total

includes taxes & fees

Nov 5 - Nov 6

17. GuestReady - Casa Conforto & Chiado - Room 12

Ponta Delgada

Adam E.

CA $74 total

includes taxes & fees

Nov 8 - Nov 9

A building with a balcony, multiple windows, and a traditional architectural style.

18. Cilio House 2 Bdrm Duplex - Historical City Centre

Ponta Delgada

CA $228 total

includes taxes & fees

Nov 5 - Nov 6

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

Ponta Delgada

Veronika G.

CA $396 total

includes taxes & fees

Nov 5 - Nov 6

A bedroom with a bed, a nightstand, a lamp, and a potted plant.

20. AZORES PICO SALOMÃO T3 - G

Ponta Delgada

CA $162 total

includes taxes & fees

Nov 6 - Nov 7

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Find vacation rentals that suit your style

Top São Sebastião Hotel Reviews

A wooden deck with lounge chairs and a swimming pool.

Solar dos Cantos Botanic House & Garden

Ponta Delgada

10/10 Excellent

francois

A glass-enclosed hot tub area with a wooden deck and potted plants.

Casa Portuguesa Charming House

Ponta Delgada

10/10 Excellent

An absolutely beautiful place to stay in Ponta Delgada! The property is so nice to arrive to. The location is very convenient with plenty of free parking available nearby. The rooms are very clean and comfortable, and there are fantastic amenities throughout the property. We made use of the outdoor, but enclosed jacuzzi every day. Breakfast is included, and the quality of the food was excellent. Most importantly, was the friendly staff. Everyone who worked there was always very cheerful...

Mickey

Casa da Galeria

Ponta Delgada

10/10 Excellent

Louis

A modern building with large windows, a palm tree, and outdoor seating.

Casa do Páteo - Charming House

Ponta Delgada

10/10 Excellent

Eric

A modern living room with a green sofa, a dining area with a table and chairs, and a large TV.

Island Bliss

Ponta Delgada

10/10 Excellent

Manda

A modern interior with a wooden slatted wall, a desk with chairs, and a staircase.

Hostel Matriz 55

Ponta Delgada

10/10 Excellent

Laura

A modern hotel room with a large bed, a wooden headboard, a small side table, and a view of the outdoor area through a glass door.

The Farm - Azores Boutique House

Ponta Delgada

10/10 Excellent

Mariah

Villa Esmeralda

Ponta Delgada

10/10 Excellent

David

A modern loft bedroom with exposed wooden beams, a large window, a bed, a desk, and a dining table with apples.

Armazéns Cogumbreiro

Ponta Delgada

10/10 Excellent

A very charming hotel away from the tourist crowds and in a beautiful historic part of the city. The room was a lovely, large studio with fridge, hotplate, microwave, toaster, kettle, pod coffee maker, all the dishes, cutlery, pots and pans necessary to be independent if wished. On the 2nd floor we found it quiet. If there was noise from the nightclub across the street, with air conditioning and closed windows and shutters we barely heard it. Not a problem. Honestly, I wouldn't even look to stay...

Nickolas

A tranquil garden with a water feature, surrounded by lush greenery.

Out of the Blue - Hostel

Ponta Delgada

10/10 Excellent

Martin

The Homeboat Company Ponta Delgada

Ponta Delgada

10/10 Excellent

Gabriel

A hotel room with two beds, a wooden headboard, bedside lamps, and a nightstand with a phone.

Canadiano - Urban Nature Hotel

Ponta Delgada

10/10 Excellent

Brian

A building with multiple wooden doors and windows, a sign indicating a hotel, and a cobblestone street.

Hotel Camões

Ponta Delgada

10/10 Excellent

Kurtis

A bedroom with two beds, a chair, a desk, and a window with a view of greenery.

Comercial Boutique Azores

Ponta Delgada

10/10 Excellent

Commercial boutique azores was just what we needed to start our Portugal trip. The location is perfect - you can really walk everywhere and everything you would want to do and see is within minutes. The room was a very good size and spotless. The electronic blinds were an amazing touch to make the room completely black during the night The staff, carlos and anibal were truly amazing and attentive and provided wonderful restaurant recommendations. Although we didn’t use the patio at the...

Brenda

Find out more about São Sebastião

Everything you need to know about São Sebastião vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the São Sebastião vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

São Sebastião vacation 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of São Sebastião vacation rentals we have selected for you start as low as CA $36 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 vacation 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 vacation.

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 vacation rentals in São Sebastião?

Yes, we offer vacation rentals in São Sebastião near Jardim Jose do Canto, or you can select a secluded option if you want a relaxing stay.

What's the top vacation rental in São Sebastião?

Moinho das Feteiras: Visitors like this São Sebastião vacation home rental. It is located near the airport and has an outdoor pool, a private balcony, and a barbecue grill 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 yard, and a selection of games so you can immerse yourself in your vacation.

How many vacation rentals will I find in São Sebastião?

With 9 Expedia vacation rentals, you're sure 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 vacation rental in São Sebastião like?

Vacation rentals are private properties where you can stay for short or long periods in São Sebastião. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll have everything you need. If you're concerned about cleanliness, vacation rentals can provide a sense of privacy away from shared hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental an attractive choice for a family trip or a small group gathering.

São Sebastião Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for São Sebastião vacation rentals

1. Casa da Galeria

2. Casa do Contador - Suites & Pool

3. The Homeboat Company Ponta Delgada

4. Villa Esmeralda

5. Guestready - Casa Conforto Chiado

6. GuestReady - Casa Conforto & Chiado - Room 11

7. GuestReady - Casa das Arcadas - Room 7

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

9. GuestReady - Casinha Micaelense City Center

10. GuestReady - O Ateneu

11. Dream Apartment by the Sea

12. Sky Dream Apartment

13. Azores Pico Salomão T4 Apartment

14. GuestReady - Casa Conforto & Chiado - Room 9

15. GuestReady - Salomão luminous apartment

16. GuestReady - Casa Conforto & Chiado - Room 3

17. GuestReady - Casa Conforto & Chiado - Room 12

18. Cilio House 2 Bdrm Duplex - Historical City Centre

19. GuestReady - Marina view top floor with terrace

20. AZORES PICO SALOMÃO T3 - G

Find vacation rentals that suit your style

Top São Sebastião Hotel Reviews

Solar dos Cantos Botanic House & Garden

10/10 Excellent

Find out more about São Sebastião

São Sebastião vacation rentals: An excellent choice for every season

How to find incredible deals on São Sebastião rentals

Frequently Asked Questions

Can I find vacation rentals in São Sebastião?

What's the top vacation rental in São Sebastião?

How many vacation rentals will I find in São Sebastião?

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

What’s a vacation rental in São Sebastião like?