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São Miguel Island Vacation Rentals

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Dec 7 - Dec 8
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Dec 8 - Dec 9
Next weekend
Dec 12 - Dec 14
In two weeks
Dec 19 - Dec 21

Vacation Rentals in São Miguel Island

Superior Suite, Sea View | Living area | LCD TV
Hotel Gaivota Azores

Aparthotel in Ponta Delgada

4.0 star property
9.2 out of 10, Wonderful, (500)
"Room was clean. Staff was helpful and friendly "
Canada
Jean-Daniel
$81 nightly
The price is $89
Dec 19 - Dec 20
Total with taxes and fees
Hotel Gaivota Azores
Front of property
Casa da Galeria

Aparthotel in Ponta Delgada

4.0 star property
10.0 out of 10, Exceptional, (77)
"Wonderful stay and staff were excellent. The breakfast was amazing. Would definitely stay again. "
Canada
duncan
$136 nightly
The price is $146
Dec 17 - Dec 18
Total with taxes and fees
Casa da Galeria
Exterior
Mosteiros Place

Aparthotel in Ponta Delgada

4.0 star property
10.0 out of 10, Exceptional, (118)
"Beautiful location, super friendly staff especially to my baby, fully recommend"
United States
Peter M
$171 nightly
The price is $183
Dec 24 - Dec 25
Total with taxes and fees
Mosteiros Place
Exterior
Casa do Contador - Suites & Pool

Apartment in Ponta Delgada

3.0 star property
9.6 out of 10, Exceptional, (117)
"We are so enjoying this beautiful hotel is amazing a specially breakfast ."
United States
Olga
$93 nightly
The price is $101
Dec 15 - Dec 16
Total with taxes and fees
Casa do Contador - Suites & Pool
Property grounds
Quinta de Santana

Aparthotel in Ribeira Grande

4.0 star property
8.8 out of 10, Excellent, (185)
"Very friendly staff, great to have parking"
United States
YuQi
Quinta de Santana
Indoor pool, outdoor pool, pool umbrellas, sun loungers
Açorsonho Apartamentos Turísticos

Aparthotel in Ponta Delgada

4.0 star property
8.8 out of 10, Excellent, (157)
"This place is Fantastic. "
United States
MANUEL ANTONIO
$88 nightly
The price is $97
Dec 8 - Dec 9
Total with taxes and fees
Açorsonho Apartamentos Turísticos
Apartment, 1 Bedroom, Ocean View (Coast 3) | Beach/ocean view
Coast View by Azores Villas

Villa in Ponta Delgada

4.0 star property
9.2 out of 10, Wonderful, (60)
"Beautiful place with beautiful people!"
Canada
Jose A
Coast View by Azores Villas
Studio, Non Smoking | Desk, blackout drapes, soundproofing, iron/ironing board
Furnas Lake Forest Living

Aparthotel in Povoacao

4.0 star property
9.6 out of 10, Exceptional, (58)
"We enjoyed family stay here, want to come back"
United States
Viktor
Furnas Lake Forest Living
Family House, Air conditioning, Garden View | Living area | Flat-screen TV
Azores Green Villas

Vacation Home in Ponta Delgada

3.5 star property
9.6 out of 10, Exceptional, (4)
"Awesome environment and place to stay."
United States
Nicolas
$86 nightly
The price is $95
Dec 21 - Dec 22
Total with taxes and fees
Azores Green Villas
Terrace/patio
Whales Bay Hotel

Aparthotel in Ponta Delgada

4.0 star property
9.6 out of 10, Exceptional, (114)
"we really love the place- love the tranquility and scenery "
Canada
Jeffry
$110 nightly
The price is $120
Jan 7 - Jan 8, 2026
Total with taxes and fees
Whales Bay Hotel
Outdoor pool, sun loungers
ANC Resort

Aparthotel in Lagoa

4.0 star property
9.0 out of 10, Wonderful, (99)
"The people were so nice, especially the man covering the night shift, he spend time giving us advices on tours or what to do, always keen to find a solution when I asked for another pillow. Grreat central location on the island and big rooms."
France
SANDRA
$60 nightly
The price is $63
Dec 29 - Dec 30
Total with taxes and fees
ANC Resort
Penthouse, 2 Bedrooms, Balcony (Blue Penthouse Villa) | Living room | Smart TV
Aqua - Pópulo Eco Village

Aparthotel in Ponta Delgada

4.0 star property
9.4 out of 10, Exceptional, (27)
"Excellent service, great breakfast, center location makes visiting the whole island so much easier. "
Canada
YICK
Aqua - Pópulo Eco Village
1 bedroom, in-room safe, laptop workspace, blackout drapes
Lusitano Garden Villas

Villa in Ponta Delgada

3.5 star property
10.0 out of 10, Exceptional, (1)
"Une expérience parfaite de A à Z au sein de l’établissement Lusitano. Un accueil très chaleureux, avec une mention toute particulière pour Romeu T. pour son incroyable gentillesse et ses conseils. Le petit déjeuner était de qualité avec des produits variés et locaux, la chambre très confortable avec un équipement idéal pour pouvoir manger sur place au besoin. Et pour les amoureux de chevaux, ce grand plus d’avoir un centre équestre au sein de l’établissement dont notre enfant a pu profiter et...
United Kingdom
Aurélie
$133 nightly
The price is $143
Dec 14 - Dec 15
Total with taxes and fees
Lusitano Garden Villas
Interior
Villa Esmeralda

Apartment in Ponta Delgada

3.0 star property
9.6 out of 10, Exceptional, (14)
"A quiet & beautiful retreat tucked quietly away in the city. Highly recommend!"
United States
Brian
Villa Esmeralda
Terrace/patio
Market Place

Apartment in Ponta Delgada

4.0 star property
9.0 out of 10, Wonderful, (22)
"Great place to stay especially with a small family !"
United States
Michele
Market Place
Terrace/patio
Azores Pedra Apartments

Apartment in Ponta Delgada

3.0 star property
9.0 out of 10, Wonderful, (9)
"Nice place, clean, close to amenities. I'm not sure what else to write, it is asking for more "
Canada
Anonymous traveler
$134 nightly
The price is $144
Jan 1 - Jan 2, 2026
Total with taxes and fees
Azores Pedra Apartments
Living area
Batalha Golf Villas & Spa

Villa in Ponta Delgada

3.0 star property
9.8 out of 10, Exceptional, (9)
"Without a doubt, this is the best accommodation on São Miguel. From start to finish, every aspect exceeded our expectations. Thank you for an unforgettable stay! "
United States
tatiana
$109 nightly
The price is $119
Dec 20 - Dec 21
Total with taxes and fees
Batalha Golf Villas & Spa
Spa
Alto do Forte

Apartment in Ponta Delgada

4.0 star property
10.0 out of 10, Exceptional, (7)
"Spectacular! Property was great. Staff are fantastic "
Canada
Hilco
$167 nightly
The price is $178
Dec 9 - Dec 10
Total with taxes and fees
Alto do Forte
Outdoor pool, pool umbrellas, sun loungers
Design Apartment by The Farm

Apartment in Ponta Delgada

3.5 star property
$249 nightly
The price is $264
Jan 5 - Jan 6, 2026
Total with taxes and fees
Design Apartment by The Farm
Front of property
João de Oliveira - casas de campo

Vacation Home in Ponta Delgada

10.0 out of 10, Exceptional, (4)
"Definitely book a stay here! The sunrise was beautiful, the breakfast was excellent and the staff was very kind. "
United States
Amanda Vivian
$275 nightly
The price is $291
Dec 15 - Dec 16
Total with taxes and fees
João de Oliveira - casas de campo
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

NINE DOTS Azorean Art Boutique Hotel

NINE DOTS Azorean Art Boutique Hotel

10/10 Excellent
"If you come to Ponta Delgada, you have to stay at the Nine Dots Boutique Hotel. From the pristine rooms, the kind, friendly and helpful staff to the amazing made to order breakfast (the eggs Benny are a must), you will be so happy you chose this hotel. This is our second time here and we will be back! Get a message from Bianca - it was the most relaxing experience and make sure you enjoy the spa; it’s incredible. Thanks to everyone at the Nine Dots for making another memorable stay for us. Hope to see you all again soon "
jessie 7-night trip
Posted 2 days ago
NINE DOTS Azorean Art Boutique Hotel

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 $63 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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