Search and Rent Great Diamond Island Condos

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Jan 2 - Jan 4
In two months
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In three months
Mar 13 - Mar 15
In four months
Apr 10 - Apr 12

Our top choices for Great Diamond Island condo rentals

Beach
City Amenities, Casco Bay Sunrises and Natural Beauty

Condo in East Deering

City Amenities, Casco Bay Sunrises and Natural Beauty
9.8 out of 10, Exceptional, (122)
"The house was clean and homey…everything was well stocked and supplies were even there for our pet…great access to the highway…the views were beautiful…would definitely recommend! "
United States
Michelle M.
$235 nightly
The price is $256
Dec 21 - Dec 22
Total with taxes and fees
City Amenities, Casco Bay Sunrises and Natural Beauty
Exterior
Cozy, Elegant and Bright 2 bed in the East End

Condo in Munjoy Hill

Cozy, Elegant and Bright 2 bed in the East End
9.8 out of 10, Exceptional, (52)
"Great location and cozy."
United States
Heather G.
$248 nightly
The price is $270
Jan 5 - Jan 6, 2026
Total with taxes and fees
Cozy, Elegant and Bright 2 bed in the East End
Beach nearby
Arlie`s Digs! - One Block To Willard Beach!

Condo in Willard Beach

Arlie`s Digs! - One Block To Willard Beach!
10.0 out of 10, Exceptional, (62)
"We had a wonderful week here. Fantastic proximity to the beach & a great bakery and ice cream shop. They accommodated us and our dog very well and had everything we need for a great stay. "
United States
Elizabeth C.
$302 nightly
The price is $329
Jan 4 - Jan 5, 2026
Total with taxes and fees
Arlie`s Digs! - One Block To Willard Beach!
Beach nearby
Escape to the Beach! Cozy Condo in downtown OOB.

Condo in Old Orchard Beach

Escape to the Beach! Cozy Condo in downtown OOB.
9.6 out of 10, Exceptional, (26)
"Easy check-in, super clean, amazing location! "
United States
Chantelle V.
$188 nightly
The price is $205
Dec 25 - Dec 26
Total with taxes and fees
Escape to the Beach! Cozy Condo in downtown OOB.
Flat-screen TV, Netflix, books, streaming services
Walk to Old Port ♦ West End Condo ♦ Parking

Condo in West End

Walk to Old Port ♦ West End Condo ♦ Parking
9.6 out of 10, Exceptional, (79)
"Great location. Nice and clean!"
United States
Anonymous traveler
$249 nightly
The price is $272
Jan 4 - Jan 5, 2026
Total with taxes and fees
Walk to Old Port ♦ West End Condo ♦ Parking
Dining
Furnished 1BR/1BA Walk to Maine Med/Mercy. Parking & All utilities included!

Condo in West End

Furnished 1BR/1BA Walk to Maine Med/Mercy. Parking & All utilities included!
9.0 out of 10, Wonderful, (2)
"Spacious and clean apartment in close proximity to Downtown Portland"
United States
Anna N.
$383 nightly
The price is $417
Jan 5 - Jan 6, 2026
Total with taxes and fees
Furnished 1BR/1BA Walk to Maine Med/Mercy. Parking & All utilities included!
Beach nearby
Charming two-bedroom, one-bathroom condo, two short blocks from the beach!

Condo in Old Orchard Beach

Charming two-bedroom, one-bathroom condo, two short blocks from the beach!
9.6 out of 10, Exceptional, (7)
"The cottage was clean, good location, close to the beach. "
United States
Debra M.
$308 nightly
The price is $336
Jan 4 - Jan 5, 2026
Total with taxes and fees
Charming two-bedroom, one-bathroom condo, two short blocks from the beach!
Beach nearby
Appealing two-bedroom, one-bathroom condo, two short blocks from the beach!

Condo in Old Orchard Beach

Appealing two-bedroom, one-bathroom condo, two short blocks from the beach!
9.6 out of 10, Exceptional, (5)
"This property is wholeheartedly recommended to anyone looking for a memorable Maine getaway. The host was incredibly responsive and provided excellent recommendations for local attractions and dining."
United States
siomaira m.
$308 nightly
The price is $336
Jan 4 - Jan 5, 2026
Total with taxes and fees
Appealing two-bedroom, one-bathroom condo, two short blocks from the beach!
Beach nearby
Cozy 2-bedroom, 1-bathroom condo, two short blocks from the beach!

Condo in Old Orchard Beach

Cozy 2-bedroom, 1-bathroom condo, two short blocks from the beach!
9.8 out of 10, Exceptional, (6)
"Such a great property. It was clean and the location was perfect. We will definitely be back for our next girls trip!"
United States
Kristen O.
$308 nightly
The price is $336
Jan 4 - Jan 5, 2026
Total with taxes and fees
Cozy 2-bedroom, 1-bathroom condo, two short blocks from the beach!
Interior
Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator

Condo in Old Orchard Beach

Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator
9.8 out of 10, Exceptional, (227)
"The view off the deck was breathtaking "
United States
Raymond
$310 nightly
The price is $338
Dec 21 - Dec 22
Total with taxes and fees
Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator
Property grounds
Oceanfront Condo! Spectacular Views From Private Large Balcony

Condo in Old Orchard Beach

Oceanfront Condo! Spectacular Views From Private Large Balcony
9.0 out of 10, Wonderful, (141)
"We had a good time close to everything! Live music beach, shopping. We will definitely be back! Great pictures from the balcony. "
United States
Cheryl C.
$267 nightly
The price is $291
Dec 22 - Dec 23
Total with taxes and fees
Oceanfront Condo! Spectacular Views From Private Large Balcony
Dining
Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo

Condo in Downtown Portland

Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo
9.6 out of 10, Exceptional, (21)
"We loved the walkable neighborhood & had a great, comfortable stay!"
United States
Erin R.
$401 nightly
The price is $437
Dec 21 - Dec 22
Total with taxes and fees
Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo
Beach nearby
Quaint 2-bedroom, 1-bathroom condo, two short blocks from the beach!

Condo in Old Orchard Beach

Quaint 2-bedroom, 1-bathroom condo, two short blocks from the beach!
8.0 out of 10, Very Good, (2)
"The place was cute and conveniently located. A few things could use touching up and better upkeep. Overall, we had a nice stay. "
United States
Katherine m.
$308 nightly
The price is $336
Jan 4 - Jan 5, 2026
Total with taxes and fees
Quaint 2-bedroom, 1-bathroom condo, two short blocks from the beach!
Exterior detail
Elegant condo - walk to Portland's best restaurants & Old Port

Condo in East Bayside

Elegant condo - walk to Portland's best restaurants & Old Port
9.2 out of 10, Wonderful, (74)
"Location was great. Parking was easy."
United States
Bruce G.
$463 nightly
The price is $505
Dec 22 - Dec 23
Total with taxes and fees
Elegant condo - walk to Portland's best restaurants & Old Port
Beach nearby
Relax and unwind in our 4 bedroom beach condo.

Condo in Old Orchard Beach

Relax and unwind in our 4 bedroom beach condo.
8.0 out of 10, Very Good, (1)
$365 nightly
The price is $398
Jan 4 - Jan 5, 2026
Total with taxes and fees
Relax and unwind in our 4 bedroom beach condo.
Beach
350 Yards to the beach. Pet friendly!

Condo in Old Orchard Beach

350 Yards to the beach. Pet friendly!
8.0 out of 10, Very Good, (34)
"Not as nice as some other places we have stayed in OOB, but for the price and closeness to the beach and pier its great. It is right up against the train tracks which wasn’t horrible for us, but could be a significant problem for a light sleeper. "
United States
Kevin S.
$171 nightly
The price is $186
Jan 19 - Jan 20, 2026
Total with taxes and fees
350 Yards to the beach. Pet friendly!
Beach nearby
Sweet, two-bedroom, one-bathroom condo, two short blocks from the beach!

Condo in Old Orchard Beach

Sweet, two-bedroom, one-bathroom condo, two short blocks from the beach!
10.0 out of 10, Exceptional, (2)
"Our family of 5 had a lovely stay. A lot of parking and lots to do around there. "
United States
Merkara D.
$308 nightly
The price is $336
Jan 4 - Jan 5, 2026
Total with taxes and fees
Sweet, two-bedroom, one-bathroom condo, two short blocks from the beach!
On the beach
Direct ocean views from extra large balcony! Over 1200 square feet!

Condo in Old Orchard Beach

Direct ocean views from extra large balcony! Over 1200 square feet!
9.6 out of 10, Exceptional, (24)
"Spacious apartment with amazing ocean views. We loved the music and enjoyed being able to dance right on the deck. Beds were comfortable too!"
United States
Diane M.
$448 nightly
The price is $488
Dec 21 - Dec 22
Total with taxes and fees
Direct ocean views from extra large balcony! Over 1200 square feet!
Property grounds
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach

Condo in East Bayside

Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
8.8 out of 10, Excellent, (37)
"Overall a pleasing stay."
United States
Mallory D.
$422 nightly
The price is $460
Dec 21 - Dec 22
Total with taxes and fees
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
Fridge, microwave, oven, stovetop
Romantic apt:West End +parking

Condo in West End

Romantic apt:West End +parking
10.0 out of 10, Exceptional, (8)
"Awesome apartment in a great location, very clean and the dedicated parking space is a huge plus. Neighborhood is very quiet and safe. "
United States
Mitchell L.
$346 nightly
The price is $377
Dec 21 - Dec 22
Total with taxes and fees
Romantic apt:West End +parking
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 Great Diamond Island Hotel Reviews

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

10/10 Excellent
"It was a very clean room host was very helpful when needed. "
marguerite 2-night trip
Posted 18 hours ago
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

Find out more about Great Diamond Island

Great Diamond Island Condo Rentals information

Number of reviews
882
Accommodation
221 Condo Rentals
Lowest Price
$186
Highest Price
$505

Frequently asked questions

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