A mountain trail with a view of a valley and a lake at sunset.

São Miguel Island Vacation Rentals

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Our top choices for São Miguel Island vacation rentals

1. Hotel Gaivota Azores

Hotel Gaivota Azores
4.0 star property
Ponta Delgada
9.2 out of 10, Wonderful, (589 reviews)
"This hotel is amazing. Great attention to detail in the rooms, clean, modern, quiet and comfortable. Close to all the touring companies and restaurants within walking distances. The staff is amazing and friendly. I will always choose Hotel Gaivota when visiting Ponta Delgada."
United States
Quoc
The price is CA $158
CA $171 total
includes taxes & fees
Oct 23 - Oct 24
Hotel Gaivota Azores

2. Mosteiros Place

Mosteiros Place
4.0 star property
Ponta Delgada
9.8 out of 10, Exceptional, (132 reviews)
"Stayed here again and loved it!! Came back on my last day on the island because I loved it so much on my first night there! Highly recommend! I would love to come back again one day!"
United States
Camille
The price is CA $263
CA $280 total
includes taxes & fees
Oct 27 - Oct 28
Mosteiros Place

3. ANC Resort

ANC Resort
4.0 star property
Lagoa
9.0 out of 10, Wonderful, (126 reviews)
"Fantastic property location and view, staff were welcoming, friendly and helpful. Will stay again!"
Canada
Paul
The price is CA $100
CA $111 total
includes taxes & fees
Oct 15 - Oct 16
ANC Resort

4. Casa da Galeria

Casa da Galeria
4.0 star property
Ponta Delgada
10.0 out of 10, Exceptional, (95 reviews)
"Excellent hôtel excellent service and location"
Canada
Serguei
The price is CA $191
CA $244 total
includes taxes & fees
Oct 17 - Oct 18
Casa da Galeria

5. Lusitano Garden Villas

Lusitano Garden Villas
3.5 star property
Ponta Delgada
10.0 out of 10, Exceptional, (17 reviews)
"Big chains could learn a lot from the quality of service at this small five star."
Canada
James
The price is CA $282
CA $300 total
includes taxes & fees
Oct 11 - Oct 12
Lusitano Garden Villas

6. Casa do Contador - Suites & Pool

Casa do Contador - Suites & Pool
3.0 star property
Ponta Delgada
9.6 out of 10, Exceptional, (141 reviews)
"Very nice room and breakfast!"
Belgium
Arne
The price is CA $142
CA $161 total
includes taxes & fees
Oct 5 - Oct 6
Casa do Contador - Suites & Pool

7. Whales Bay Hotel

Whales Bay Hotel
4.0 star property
Ponta Delgada
9.6 out of 10, Exceptional, (135 reviews)
"Excellent place to stay with young kids! We very much enjoyed our stay."
Canada
Hyoseon
The price is CA $140
CA $152 total
includes taxes & fees
Oct 2 - Oct 3
Whales Bay Hotel

8. Market Place

Market Place
4.0 star property
Ponta Delgada
9.2 out of 10, Wonderful, (30 reviews)
"Great stay for our last day in sao miguel! Right by the airport! Walkable to lots of restaurants and places to see!"
Canada
Rachel
The price is CA $162
CA $232 total
includes taxes & fees
Oct 1 - Oct 2
Market Place

9. The Homeboat Company Ponta Delgada

The Homeboat Company Ponta Delgada
4.0 star property
Ponta Delgada
9.4 out of 10, Exceptional, (11 reviews)
"It was a great stay! Would recommend this location to anyone!"
Canada
Kevin
The price is CA $239
CA $255 total
includes taxes & fees
Oct 4 - Oct 5
The Homeboat Company Ponta Delgada

10. World's Nests Furnas Pods

World's Nests Furnas Pods
4.0 star property
Povoacao
9.8 out of 10, Exceptional, (49 reviews)
"Great place. Staff were excellent"
Canada
Arushny
The price is CA $292
CA $310 total
includes taxes & fees
Sep 28 - Sep 29
World's Nests Furnas Pods

11. Furnas Lake Forest Living

Furnas Lake Forest Living
4.0 star property
Povoacao
9.6 out of 10, Exceptional, (63 reviews)
"The stay at Forest Lake was absolutely perfect. Do yourself the biggest service and DO NOT MISS the dinner by Chef Joao. He created such a wonderful menu that holds up to any Michelin restaurant (hint: this place deserves at least two!)."
United States
Nicole
The price is CA $452
CA $476 total
includes taxes & fees
Oct 1 - Oct 2
Furnas Lake Forest Living

12. Coast View by Azores Villas

Coast View by Azores Villas
4.0 star property
Ponta Delgada
9.2 out of 10, Wonderful, (63 reviews)
"Room was spotless, staff were available for any questions we had. There was a restaurant next door that served the best steak on the island that we enjoyed."
United States
Susan
The price is CA $142
CA $161 total
includes taxes & fees
Oct 5 - Oct 6
Coast View by Azores Villas

13. Açorsonho Apartamentos Turísticos

Açorsonho Apartamentos Turísticos
4.0 star property
Ponta Delgada
8.8 out of 10, Excellent, (165 reviews)
"The apartment living was great, it’s in a good location too for doing a lot of activities. Two pools which was great if weather wasn’t the best. Only downside was the “buffet dinner” we went to- it was terrible and way overpriced. I wish we never went and saved our money as all the other restaurants nearby was cheaper and way better"
Canada
Claire
The price is CA $157
CA $170 total
includes taxes & fees
Oct 2 - Oct 3
Açorsonho Apartamentos Turísticos

14. Quinta de Santana

Quinta de Santana
4.0 star property
Ribeira Grande
8.8 out of 10, Excellent, (192 reviews)
"Lovely place to stay, beautiful gardens - our kids loved the pool."
Canada
Jennifer
The price is CA $143
CA $174 total
includes taxes & fees
Oct 1 - Oct 2
Quinta de Santana

15. 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 CA $220
CA $235 total
includes taxes & fees
Oct 1 - Oct 2
Villa Esmeralda

16. Alto do Forte

Alto do Forte
4.0 star property
Ponta Delgada
10.0 out of 10, Exceptional, (23 reviews)
"Amazing wonderful stay. Very helpful and kind staff including front desk, housekeeping and kitchen staff. Great breakfast in the morning. Clean room and quite spacious. Great amenities such as pool, jacuzzi and sauna. Overall very impressed with our stay and we will be happy to return one day. Thank you again for everything."
Canada
Susan
The price is CA $222
CA $294 total
includes taxes & fees
Oct 27 - Oct 28
Alto do Forte

17. Sao Vicente Lodge

Sao Vicente Lodge
3.0 star property
Ribeira Grande
9.2 out of 10, Wonderful, (73 reviews)
"A very comfortable and practical place to stay. The full kitchen was a great asset for us. The cliffs right outside the door are amazingly beautiful. It’s wonderful to be able to stroll along the cliffs at sunset."
United States
Manuela
The price is CA $226
CA $268 total
includes taxes & fees
Oct 5 - Oct 6
Sao Vicente Lodge

18. Aqua - Pópulo Eco Village

Aqua - Pópulo Eco Village
4.0 star property
Ponta Delgada
9.6 out of 10, Exceptional, (35 reviews)
"The blue penthouse was outstanding. The daily cleaning and breakfast were amazing perks. Access to the beach was a real plus. Morning adventures and afternoon by the beach made an amazing holiday. The property thinks of everything beach towels concierge services."
Canada
Jeffrey
The price is CA $263
CA $279 total
includes taxes & fees
Oct 1 - Oct 2
Aqua - Pópulo Eco Village

19. Guestready - Casa Conforto Chiado

Guestready - Casa Conforto Chiado
3.0 star property
Ponta Delgada
8.0 out of 10, Very good, (1 review)
"Rommet med bad var helt supert for 1 natt (eller noen få). Minuset var at det er veldig lytt, så husk ørepropper hvis du sliter med å sove."
Norway
Catrine
The price is CA $63
CA $136 total
includes taxes & fees
Oct 20 - Oct 21
Guestready - Casa Conforto Chiado

20. Alojamento Pascoal

Alojamento Pascoal
3.5 star property
Ribeira Grande
The price is CA $121
CA $145 total
includes taxes & fees
Sep 29 - Sep 30
Alojamento Pascoal
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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Top São Miguel Island Hotel Reviews

Find out more about São Miguel Island

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with São Miguel Island. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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