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, (581 reviews)
"Really enjoyed my stay here. The hotel was clean, the receptionist was very friendly and provided great service. The room facilities were all in great condition, and everything was well maintained. The à la carte menu was also amazing, with really good food. Overall, a very pleasant stay and I’d happily come back."
Germany
Baruch Yehonatan
The price is CA $174
CA $188 total
includes taxes & fees
Oct 20 - Oct 21
Hotel Gaivota Azores

2. Mónaco Suites & Garden

Mónaco Suites & Garden
3.5 star property
Ponta Delgada
9.6 out of 10, Exceptional, (46 reviews)
"Stayed for 6 nights and everything was as advertised. Unit was very spacious, clean and well equipped. Loved the skylight in the bathroom! Parking was easy to find on the street. Staff was very friendly and very responsive to my inquiries. Would definitely stay here again and recommend to friends!"
Canada
Boedijanti
The price is CA $193
CA $207 total
includes taxes & fees
Sep 22 - Sep 23
Mónaco Suites & Garden

3. Casa do Contador - Suites & Pool

Casa do Contador - Suites & Pool
3.0 star property
Ponta Delgada
9.6 out of 10, Exceptional, (139 reviews)
"Very nice room and breakfast!"
Belgium
Arne
The price is CA $199
CA $220 total
includes taxes & fees
Oct 7 - Oct 8
Casa do Contador - Suites & Pool

4. 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 $281
CA $299 total
includes taxes & fees
Oct 12 - Oct 13
Lusitano Garden Villas

5. Furnas Lake Forest Living

Furnas Lake Forest Living
4.0 star property
Povoacao
9.6 out of 10, Exceptional, (62 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 $414
CA $437 total
includes taxes & fees
Oct 4 - Oct 5
Furnas Lake Forest Living

6. 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 $195
CA $248 total
includes taxes & fees
Oct 6 - Oct 7
Casa da Galeria

7. 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 $288
CA $306 total
includes taxes & fees
Oct 11 - Oct 12
The Homeboat Company Ponta Delgada

8. Mosteiros Place

Mosteiros Place
4.0 star property
Ponta Delgada
9.8 out of 10, Exceptional, (130 reviews)
"The property felt exclusive and “high-end”. Breakfast was delicious. Hosts were very courteous and helpful. Great views of ocean and sunset. Great location and loved the local restaurants."
United States
Karen
The price is CA $262
CA $279 total
includes taxes & fees
Oct 1 - Oct 2
Mosteiros Place

9. 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 $231 total
includes taxes & fees
Oct 1 - Oct 2
Market Place

10. Coast View by Azores Villas

Coast View by Azores Villas
4.0 star property
Ponta Delgada
9.2 out of 10, Wonderful, (62 reviews)
"It was quiet. Easy to find. Parking instructions could be better. Overall, very happy."
United States
Paul
The price is CA $143
CA $162 total
includes taxes & fees
Oct 9 - Oct 10
Coast View by Azores Villas

11. 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 $219
CA $234 total
includes taxes & fees
Oct 1 - Oct 2
Villa Esmeralda

12. 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 $236
CA $308 total
includes taxes & fees
Oct 4 - Oct 5
Alto do Forte

13. 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 $262
CA $279 total
includes taxes & fees
Oct 11 - Oct 12
Aqua - Pópulo Eco Village

14. ANC Resort

ANC Resort
4.0 star property
Lagoa
9.0 out of 10, Wonderful, (121 reviews)
"Fantastic property location and view, staff were welcoming, friendly and helpful. Will stay again!"
Canada
Paul
The price is CA $100
CA $110 total
includes taxes & fees
Oct 15 - Oct 16
ANC Resort

15. Whales Bay Hotel

Whales Bay Hotel
4.0 star property
Ponta Delgada
9.6 out of 10, Exceptional, (133 reviews)
"Excellent place to stay with young kids! We very much enjoyed our stay."
Canada
Hyoseon
The price is CA $141
CA $154 total
includes taxes & fees
Oct 2 - Oct 3
Whales Bay Hotel

16. Açorsonho Apartamentos Turísticos

Açorsonho Apartamentos Turísticos
4.0 star property
Ponta Delgada
8.8 out of 10, Excellent, (164 reviews)
"Nice place"
United States
Kenny
The price is CA $153
CA $166 total
includes taxes & fees
Oct 2 - Oct 3
Açorsonho Apartamentos Turísticos

17. 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 $141
CA $173 total
includes taxes & fees
Oct 1 - Oct 2
Quinta de Santana

18. Azores Calheta INN T2 Frente BOA Nova

Azores Calheta INN T2 Frente BOA Nova
Ponta Delgada
10.0 out of 10, Exceptional, (1 review)
"Clean, nice 2 bedroom 1 bath property less than a 10 minute walk from the Avenida. Enjoyed our stay here. Note that you must bring all toiletries (shampoo and soap)."
United States
Jose D.
The price is CA $107
CA $165 total
includes taxes & fees
Oct 7 - Oct 8
Azores Calheta INN T2 Frente BOA Nova

19. World's Nests Furnas Pods

World's Nests Furnas Pods
4.0 star property
Povoacao
9.8 out of 10, Exceptional, (48 reviews)
"Great place. Staff were excellent"
Canada
Arushny
The price is CA $325
CA $344 total
includes taxes & fees
Sep 28 - Sep 29
World's Nests Furnas Pods

20. 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 $242
CA $285 total
includes taxes & fees
Oct 7 - Oct 8
Sao Vicente Lodge
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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