São Miguel Island Vacation Rentals from $66: Search Short-Term Rentals

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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

Paul

$63 nightly

Nov 2 - Nov 3

Total with taxes and fees

A modern spa room with a wooden floor, glass walls, a massage chair, a massage table, and a small pool.

2. Hotel Gaivota Azores

Ponta Delgada

Quoc

$84 nightly

Nov 1 - Nov 2

Total with taxes and fees

A modern building with a hot tub in the backyard, surrounded by outdoor seating and plants.

3. Mónaco Suites & Garden

Ponta Delgada

Shauna Zbeeshko

$87 nightly

Oct 12 - Oct 13

Total with taxes and fees

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

4. Whales Bay Hotel

Ponta Delgada

Hyoseon

$92 nightly

Nov 1 - Nov 2

Total with taxes and fees

A wooden table with a glass bottle containing a plant, a bowl of greens, and two wrapped items.

5. Casa do Contador - Suites & Pool

Ponta Delgada

Arne

$98 nightly

Oct 6 - Oct 7

Total with taxes and fees

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

6. Mosteiros Place

Ponta Delgada

Camille

$128 nightly

Nov 1 - Nov 2

Total with taxes and fees

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

7. Coast View by Azores Villas

Ponta Delgada

Susan

$110 nightly

Nov 2 - Nov 3

Total with taxes and fees

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

8. Casa da Galeria

Ponta Delgada

Serguei

$120 nightly

Nov 1 - Nov 2

Total with taxes and fees

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

9. Guestready - Casa Conforto Chiado

Ponta Delgada

Catrine

$91 nightly

Oct 25 - Oct 26

Total with taxes and fees

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

10. Sao Vicente Lodge

Ribeira Grande

Manuela

$81 nightly

Nov 2 - Nov 3

Total with taxes and fees

A bedroom with a wooden bed, a bedside table with a lamp, a window with curtains, and a wooden floor.

11. Alojamento Pascoal

Ribeira Grande

$72 nightly

Oct 3 - Oct 4

Total with taxes and fees

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

12. Açorsonho Apartamentos Turísticos

Ponta Delgada

Claire

$59 nightly

Nov 1 - Nov 2

Total with taxes and fees

13. GuestReady - Casa Conforto & Chiado - Room 3

Ponta Delgada

"Room is clean and has enough space and all the necessary facilities needed. The bed is large and the ceiling is high. I also like the shower. This property has a kitchen and common element which is also very nice. Only downside would be that the surrounding environment is noisy as probably my room is facing the street. There’re noises like people talking or loud music until midnight or even later."

Sicong

$85 nightly

Oct 10 - Oct 11

Total with taxes and fees

14. Azores Pedra Apartments

Ponta Delgada

Anonymous traveler

$75 nightly

Oct 3 - Oct 4

Total with taxes and fees

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

15. The Homeboat Company Ponta Delgada

Ponta Delgada

Kevin

$154 nightly

Oct 23 - Oct 24

Total with taxes and fees

A modern house with large windows, a stone foundation, and a well-maintained lawn.

16. World's Nests Furnas Pods

Povoacao

Jonathan

$206 nightly

Oct 11 - Oct 12

Total with taxes and fees

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

17. Market Place

Ponta Delgada

Rachel

$119 nightly

Nov 1 - Nov 2

Total with taxes and fees

A beach with a wooden walkway, ocean waves, and people with surfboards.

18. Margarida House - Stone Apartment

Ribeira Grande

Anita M.

$99 nightly

Oct 12 - Oct 13

Total with taxes and fees

A narrow cobblestone pathway flanked by modern buildings with balconies and a stone wall.

19. Quinta de Santana

Ribeira Grande

Jennifer

$96 nightly

Nov 1 - Nov 2

Total with taxes and fees

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

20. Villa Esmeralda

Ponta Delgada

Sam

$135 nightly

Nov 1 - Nov 2

Total with taxes and fees

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Top São Miguel Island Hotel Reviews

Pedras do Mar Resort & SPA

8/10 Good

"Excellent place to stay. Very clean property with friendly staff, free wi-fi, free parking with an amazing buffet breakfast included. We truly enjoyed it."

Vila Gale Collection S. Miguel Hotel

10/10 Excellent

"Lovely hotel with both character and excellent amenities. Great location looking over the sea and a stone’s throw from the restaurants and shops. Parking was 10 euros for the night, but that gave us a place in a secure car park just round the corner from the hotel entrance."

VIP Executive Azores Hotel

10/10 Excellent

"Firstly, I must say that the staff at the VIP Executive Azores Hotel is by far the most professional, helpful and friendly staff we've ever interacted with. The service throughout our stay was exemplary. Our deepest thanks goes to restaurant staff Hugo, Paulo, Erica and Elizaura. Enrique at the reception desk was always helpful and ready to hear about our day. The hotel is perfectly situated to the City Centre, the harbour, the pineapple plantation and the botanical gardens. The restaurant meals were fantastic, from the breakfast and dinner buffets to the sit down service provided at lunch. Our room balcony faced the ocean, and the rooftop terrace provides a view of the harbour and the landscape. Great experience!"

Hotel Gaivota Azores

10/10 Excellent

"Definitely consider this hotel! Solo traveler who liked the small 'apartment' style room I booked. One room was a kitchenette with table/tv/sofa and another was the bedroom with attached bath. I could cook or microwave food and store items in the refrigerator. The Hotel seemed relatively new or newly-renovated. Breakfast was provided and it was well staffed and offered a range of food and drink options. Nice location just a few blocks from the center of Ponta Delgada and a view of the Atlantic Ocean. I did not partake of the hotel's offered baths and pool, but many did. One downside is a tiny elevator so on occasion have to take the stairs to save time--five floors up for me--worked off a few calories."

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit São Miguel Island in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $66 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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.

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Check prices for these dates

Our top choices for São Miguel Island vacation rentals

1. ANC Resort

2. Hotel Gaivota Azores

3. Mónaco Suites & Garden

4. Whales Bay Hotel

5. Casa do Contador - Suites & Pool

6. Mosteiros Place

7. Coast View by Azores Villas

8. Casa da Galeria

9. Guestready - Casa Conforto Chiado

10. Sao Vicente Lodge

11. Alojamento Pascoal

12. Açorsonho Apartamentos Turísticos

13. GuestReady - Casa Conforto & Chiado - Room 3

14. Azores Pedra Apartments

15. The Homeboat Company Ponta Delgada

16. World's Nests Furnas Pods

17. Market Place

18. Margarida House - Stone Apartment

19. Quinta de Santana

20. Villa Esmeralda

Find vacation rentals that suit your style

Top São Miguel Island Hotel Reviews

Pedras do Mar Resort & SPA

Find out more about São Miguel Island

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