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São Miguel Island Vacation Rentals

Dates

November 2026

December 2026

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Our top choices for São Miguel Island vacation rentals

A clear blue swimming pool with a person standing in the center, surrounded by greenery and a white structure on the right.

1. ANC Resort

Lagoa

Monica

CA $83 total

includes taxes & fees

Nov 10 - Nov 11

A modern outdoor patio with wooden furniture, a concrete pathway, and tropical plants.

2. Casa do Contador - Suites & Pool

Ponta Delgada

Arne

CA $121 total

includes taxes & fees

Nov 10 - Nov 11

A coastal cityscape with a view of the sea, a harbor with boats, and a road leading to a building with a tiled roof.

3. Hotel Gaivota Azores

Ponta Delgada

Jose Gabriel Andrade

CA $126 total

includes taxes & fees

Nov 11 - Nov 12

A marina with multiple boats docked, a large cruise ship in the background, and a modern building with a green roof.

4. The Homeboat Company Ponta Delgada

Ponta Delgada

Christine

CA $138 total

includes taxes & fees

Nov 10 - Nov 11

A rooftop pool with a whale tail design, outdoor seating, and a staircase leading to the pool.

5. Whales Bay Hotel

Ponta Delgada

Luis

CA $140 total

includes taxes & fees

Nov 10 - Nov 11

A hotel room with a bed, a window with curtains, and a view of the sea and buildings.

6. Market Place

Ponta Delgada

Rachel

CA $147 total

includes taxes & fees

Dec 1 - Dec 2

A modern house with a large front yard and a swimming pool.

7. Benilde Village House

Povoacao

Bastien

CA $97 total

includes taxes & fees

Nov 22 - Nov 23

A modern building with a glass entrance, a concrete pathway, and a metal fence.

8. Lusitano Garden Villas

Ponta Delgada

Amanda

CA $176 total

includes taxes & fees

Nov 11 - Nov 12

A clean and safe kitchen with a breakfast setting, including a table with plates of food, a coffee machine, and a fruit bowl.

9. Casas da Chaminé Eco Country Lodge

Lomba da Fazenda

A two-story house with a white exterior and dark shutters, surrounded by well-maintained greenery.

10. Alojamento Pascoal

Ribeira Grande

CA $41 total

includes taxes & fees

Nov 10 - Nov 11

A balcony with a wooden fence, a potted plant, and a view of the sea and buildings.

11. Alto do Forte

Ponta Delgada

Susan

CA $171 total

includes taxes & fees

Dec 10 - Dec 11

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

12. GuestReady - Casa Conforto & Chiado - Room 12

Ponta Delgada

Adam E.

CA $74 total

includes taxes & fees

Nov 14 - Nov 15

A room with a view of the sea through a glass door, a sofa, a lamp, and a chair on a deck.

13. Coast View by Azores Villas

Ponta Delgada

Susan

CA $128 total

includes taxes & fees

Dec 1 - Dec 2

A person walking through a glass door into a room with a large window overlooking palm trees and a pool.

14. Açorsonho Apartamentos Turísticos

Ponta Delgada

"The room was clean but the building we stayed in had a strange smell that lingered in the room the whole time we were there. It was a good room for one night. I liked how they had a small kitchenette in the room with a good size fridge/freezer. The pool looked nice but we didn’t have time to swim. The staff was very friendly when checking in and out. We had a hard time finding a good restaurant by the hotel so we found ourselves driving to the next town over to eat our meals. It had a good size...

olivia

CA $113 total

includes taxes & fees

Nov 10 - Nov 11

A modern bedroom with a large window, a sofa, a dining table, and a TV mounted on the wall.

15. Sao Vicente Lodge

Ribeira Grande

Manuela

CA $135 total

includes taxes & fees

Nov 25 - Nov 26

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

16. Villa Esmeralda

Ponta Delgada

Sam

CA $139 total

includes taxes & fees

Nov 10 - Nov 11

17. Azores Pedra Apartments

Ponta Delgada

Anonymous traveller

CA $77 total

includes taxes & fees

Nov 10 - Nov 11

A modern building complex with multiple units, a well-maintained lawn, and a clear sky.

18. Batalha Golf Villas & Spa

Ponta Delgada

Daniel Louis

CA $190 total

includes taxes & fees

Dec 1 - Dec 2

A modern bedroom with a grey bedspread, two red pillows, and decorative pillows with zigzag patterns.

19. GuestReady - Casa das Arcadas - Room 7

Ponta Delgada

Salvador R.

CA $119 total

includes taxes & fees

Nov 10 - Nov 11

20. 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 $151 total

includes taxes & fees

Dec 5 - Dec 6

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Find vacation rentals that suit your style

Top São Miguel Island 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 room with a wooden partition with glass panels, a dining area with tables and chairs, and a view of a kitchen in the background.

Casa do Páteo - Charming House

Ponta Delgada

10/10 Excellent

Eric

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

Casa da Galeria

Ponta Delgada

10/10 Excellent

Louis

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

Lusitano Garden Villas

Ponta Delgada

10/10 Excellent

Amanda

Sensi Azores Nature and SPA

Ponta Delgada

10/10 Excellent

William

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

Hostel Matriz 55

Ponta Delgada

10/10 Excellent

Laura

Alto do Forte

Ponta Delgada

10/10 Excellent

Susan

A staircase with a metal railing and a textured wall.

Island Bliss

Ponta Delgada

10/10 Excellent

Manda

Gaivota Guest House

Ponta Delgada

10/10 Excellent

jonathan

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

A spa room with a wooden floor, a massage table, and a view of the sea.

White Exclusive Suite & Villas

Lagoa

10/10 Excellent

Andrea

A terrace with a pool, wooden chairs, and umbrellas.

Mosteiros Place

Ponta Delgada

10/10 Excellent

Recently, I had the pleasure of staying at Mosteiros Place, for a couple of days in mid-November, and that was a most delightful experience. The check-in process was seamless, and the staff at the front desk were not only efficient but also genuinely friendly. Their warm welcome exceeded all expectations. Throughout my stay, the staff consistently demonstrated exceptional service. Room food service was one of my best culinary experiences. Breakfast was a culinary masterpiece, and the attentive...

Oleksii

Villa Esmeralda

Ponta Delgada

10/10 Excellent

David

Find out more about São Miguel Island

Everything you need to know about São Miguel Island 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 Miguel Island 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 Miguel Island vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

São Miguel Island vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in São Miguel Island. 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 Miguel Island 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 Miguel Island vacation rentals we have selected for you start as low as CA $49 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on São Miguel Island rentals

At Expedia, we put the best São Miguel Island 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 Miguel Island 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 Miguel Island 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 Miguel Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

São Miguel Island Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for São Miguel Island vacation rentals

1. ANC Resort

2. Casa do Contador - Suites & Pool

3. Hotel Gaivota Azores

4. The Homeboat Company Ponta Delgada

5. Whales Bay Hotel

6. Market Place

7. Benilde Village House

8. Lusitano Garden Villas

9. Casas da Chaminé Eco Country Lodge

10. Alojamento Pascoal

11. Alto do Forte

12. GuestReady - Casa Conforto & Chiado - Room 12

13. Coast View by Azores Villas

14. Açorsonho Apartamentos Turísticos

15. Sao Vicente Lodge

16. Villa Esmeralda

17. Azores Pedra Apartments

18. Batalha Golf Villas & Spa

19. GuestReady - Casa das Arcadas - Room 7

20. Guestready - Casa Conforto Chiado

Find vacation rentals that suit your style

Top São Miguel Island Hotel Reviews

Solar dos Cantos Botanic House & Garden

10/10 Excellent

Find out more about São Miguel Island

São Miguel Island vacation rentals: An excellent choice for every season

How to find incredible deals on São Miguel Island rentals

Explore a world of travel with Expedia