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Our top choices for Great Diamond Island condo rentals

City Amenities, Casco Bay Sunrises and Natural Beauty

City Amenities, Casco Bay Sunrises and Natural Beauty
East Deering
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.
The price is €261
includes taxes & fees
28 Dec - 29 Dec
City Amenities, Casco Bay Sunrises and Natural Beauty

Arlie`s Digs! - One Block To Willard Beach!

Arlie`s Digs! - One Block To Willard Beach!
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.
The price is €284
includes taxes & fees
4 Jan - 5 Jan 2026
Arlie`s Digs! - One Block To Willard Beach!

Cozy, Elegant and Bright 2 bed in the East End

Cozy, Elegant and Bright 2 bed in the East End
Munjoy Hill
9.8 out of 10, Exceptional, (52)
"Great location and cozy."
United States
Heather G.
The price is €196
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy, Elegant and Bright 2 bed in the East End

Escape to the Beach! Cozy Condo in downtown OOB.

Escape to the Beach! Cozy Condo in downtown OOB.
Old Orchard Beach
9.6 out of 10, Exceptional, (26)
"Easy check-in, super clean, amazing location! "
United States
Chantelle V.
The price is €178
includes taxes & fees
21 Jan - 22 Jan 2026
Escape to the Beach! Cozy Condo in downtown OOB.

Oceanfront Condo! Spectacular Views From Private Large Balcony

Oceanfront Condo! Spectacular Views From Private Large Balcony
Old Orchard Beach
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.
The price is €251
includes taxes & fees
7 Jan - 8 Jan 2026
Oceanfront Condo! Spectacular Views From Private Large Balcony

Walk to Old Port ♦ West End Condo ♦ Parking

Walk to Old Port ♦ West End Condo ♦ Parking
West End
9.6 out of 10, Exceptional, (79)
"Great location. Nice and clean!"
United States
Anonymous traveller
The price is €235
includes taxes & fees
4 Jan - 5 Jan 2026
Walk to Old Port ♦ West End Condo ♦ Parking

Furnished 1BR/1BA Walk to Maine Med/Mercy. Parking & All utilities included!

Furnished 1BR/1BA Walk to Maine Med/Mercy. Parking & All utilities included!
West End
9.4 out of 10, Exceptional, (3)
"All was great...clean and convenient."
United States
Krista P.
The price is €363
includes taxes & fees
28 Dec - 29 Dec
Furnished 1BR/1BA Walk to Maine Med/Mercy. Parking & All utilities included!

Charming two-bedroom, one-bathroom condo, two short blocks from the beach!

Charming two-bedroom, one-bathroom condo, two short blocks from the beach!
Old Orchard Beach
9.6 out of 10, Exceptional, (7)
"The cottage was clean, good location, close to the beach. "
United States
Debra M.
Charming two-bedroom, one-bathroom condo, two short blocks from the beach!

Appealing two-bedroom, one-bathroom condo, two short blocks from the beach!

Appealing two-bedroom, one-bathroom condo, two short blocks from the beach!
Old Orchard 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.
Appealing two-bedroom, one-bathroom condo, two short blocks from the beach!

Cozy 2-bedroom, 1-bathroom condo, two short blocks from the beach!

Cozy 2-bedroom, 1-bathroom condo, two short blocks from the beach!
Old Orchard 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.
Cozy 2-bedroom, 1-bathroom condo, two short blocks from the beach!

Elegant condo - walk to Portland's best restaurants & Old Port

Elegant condo - walk to Portland's best restaurants & Old Port
East Bayside
9.2 out of 10, Wonderful, (74)
"Location was great. Parking was easy."
United States
Bruce G.
The price is €429
includes taxes & fees
4 Jan - 5 Jan 2026
Elegant condo - walk to Portland's best restaurants & Old Port

Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator

Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator
Old Orchard Beach
9.8 out of 10, Exceptional, (227)
"The view off the deck was breathtaking "
United States
Raymond
The price is €299
includes taxes & fees
3 Jan - 4 Jan 2026
Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator

350 Yards to the beach. Pet friendly!

350 Yards to the beach. Pet friendly!
Old Orchard Beach
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.
The price is €162
includes taxes & fees
19 Jan - 20 Jan 2026
350 Yards to the beach. Pet friendly!

Quaint 2-bedroom, 1-bathroom condo, two short blocks from the beach!

Quaint 2-bedroom, 1-bathroom condo, two short blocks from the beach!
Old Orchard 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.
The price is €292
includes taxes & fees
4 Jan - 5 Jan 2026
Quaint 2-bedroom, 1-bathroom condo, two short blocks from the beach!

Relax and unwind in our 4 bedroom beach condo.

Relax and unwind in our 4 bedroom beach condo.
Old Orchard Beach
8.0 out of 10, Very good, (1)
The price is €376
includes taxes & fees
22 Jan - 23 Jan 2026
Relax and unwind in our 4 bedroom beach condo.

Sweet, two-bedroom, one-bathroom condo, two short blocks from the beach!

Sweet, two-bedroom, one-bathroom condo, two short blocks from the beach!
Old Orchard 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.
The price is €290
includes taxes & fees
25 Jan - 26 Jan 2026
Sweet, two-bedroom, one-bathroom condo, two short blocks from the beach!

Direct ocean views from extra large balcony! Over 1200 square feet!

Direct ocean views from extra large balcony! Over 1200 square feet!
Old Orchard Beach
9.6 out of 10, Exceptional, (24)
"We had an excellent time! Great location"
United States
Erin S.
The price is €458
includes taxes & fees
22 Jan - 23 Jan 2026
Direct ocean views from extra large balcony! Over 1200 square feet!

Spacious and Contemporary Condo in the Heart of Portland - Close to Beach

Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
East Bayside
8.8 out of 10, Excellent, (37)
"Overall a pleasing stay."
United States
Mallory D.
The price is €397
includes taxes & fees
4 Jan - 5 Jan 2026
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach

Ocean View! - Luxury Condo with Beach Access

Ocean View! - Luxury Condo with Beach Access
Old Orchard Beach
10.0 out of 10, Exceptional, (1)
"The condo was in an excellent location, close to town and all the shops and attractions. Though not directly on the ocean, we had a great view from our front window to the ocean. Kitchen area was up to date and had all the amenities one may need. Living area was comfortable and the unexpected gas fireplace was a welcomed touch especially being early October.The host responded quickly to our questions. Check in and check out was very easy and simple.Overall, we had a fantastic time and would...
United States
Jim W.
Ocean View! - Luxury Condo with Beach Access

Atlantic Ocean Suites - Sand Castle Suite 7

Atlantic Ocean Suites - Sand Castle Suite 7
Old Orchard Beach
10.0 out of 10, Exceptional, (3)
"Would definitely come back"
United States
Mike D.
The price is €449
includes taxes & fees
22 Jan - 23 Jan 2026
Atlantic Ocean Suites - Sand Castle Suite 7
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

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Great Diamond Island Condo Rentals information

Number of reviews
854
Accommodation
221 Condo Rentals
Lowest Price
€162
Highest Price
€458

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