A calm sea with a sailboat and rocky coastline.

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Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Great Diamond Island condo rentals

Dining

1. 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, (82 reviews)
"It was nice if you like being right in town. There is no view and it's a bit noisy."
United States
Nancy S.
$471 nightly
The price is $513
Aug 25 - Aug 26
Total with taxes and fees
Elegant condo - walk to Portland's best restaurants & Old Port
Property grounds

2. 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, (38 reviews)
"Overall a pleasing stay."
United States
Mallory D.
$434 nightly
The price is $473
Aug 31 - Sep 1
Total with taxes and fees
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
Interior

3. Cozy Two Bedroom on Munjoy Hill

Cozy Two Bedroom on Munjoy Hill
Munjoy Hill
$302 nightly
The price is $328
Sep 1 - Sep 2
Total with taxes and fees
Cozy Two Bedroom on Munjoy Hill
Marina

4. Casco Bay Vista

Casco Bay Vista
East Deering
10.0 out of 10, Exceptional, (4 reviews)
"Our stay was very comfortable; beautiful view from our deck. Mat was great with communication and the atmosphere was a perfect fit for us. We highly recommend for your stay in Portland."
United States
Susan R.
$406 nightly
The price is $443
Sep 14 - Sep 15
Total with taxes and fees
Casco Bay Vista
Flat-screen TV, Netflix, books, streaming services

5. Walk to Old Port ♦ West End Condo ♦ Parking

Walk to Old Port ♦ West End Condo ♦ Parking
West End
9.6 out of 10, Exceptional, (89 reviews)
"Host was very responsive, and helpful. Location is amazing for walking the city."
United States
Chris P.
$345 nightly
The price is $376
Sep 2 - Sep 3
Total with taxes and fees
Walk to Old Port ♦ West End Condo ♦ Parking
Dining

6. 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
9.6 out of 10, Exceptional, (7 reviews)
"All was great...clean and convenient."
United States
Krista P.
$428 nightly
The price is $466
Sep 9 - Sep 10
Total with taxes and fees
Furnished 1BR/1BA Walk to Maine Med/Mercy. Parking & All utilities included!
Beach nearby

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

Arlie`s Digs! - One Block To Willard Beach!
Willard Beach
10.0 out of 10, Exceptional, (69 reviews)
"Beautiful place, perfect location! "
United States
Melissa M.
$570 nightly
The price is $621
Aug 30 - Aug 31
Total with taxes and fees
Arlie`s Digs! - One Block To Willard Beach!
TV, fireplace

8. Waterfront Two Master Suite Penthouse with Rooftop

Waterfront Two Master Suite Penthouse with Rooftop
Downtown Portland
10.0 out of 10, Exceptional, (200 reviews)
"We’ve stayed here several times and have had a wonderful experience each time. The property was clean and comfortable and the host was very responsive. Highly recommended!"
United States
Arthur B.
Waterfront Two Master Suite Penthouse with Rooftop
Beach

9. Condo in downtown OOB. 4 min walk to Pier & Beach

Condo in downtown OOB. 4 min walk to Pier & Beach
Old Orchard Beach
10.0 out of 10, Exceptional, (1 review)
"Place was perfect. good distance from the pier. We had a great stay, will definitely return"
United States
Joseph R.
$319 nightly
The price is $323
Sep 7 - Sep 8
Total with taxes and fees
Condo in downtown OOB. 4 min walk to Pier & Beach
Beach nearby

10. Walk to Beach & Pier | 1BR Suite with Pool & Kitchenette

Walk to Beach & Pier | 1BR Suite with Pool & Kitchenette
Old Orchard Beach
10.0 out of 10, Exceptional, (1 review)
"Everything was exactly as advertised. Clean, functional, full amenities. Special note about the bed, which was so comfortable we didn't want to leave. The pool is lovely: deep enough to tread water, and a temperature that invites long stays. Easy check in & out; very fast replies to mid-stay questions."
United States
MaryBeth S.
$273 nightly
The price is $297
Sep 7 - Sep 8
Total with taxes and fees
Walk to Beach & Pier | 1BR Suite with Pool & Kitchenette
Beach nearby

11. NEW TO THE MARKET - 1 block from the beach!

NEW TO THE MARKET - 1 block from the beach!
Old Orchard Beach
9.8 out of 10, Exceptional, (40 reviews)
"Cute plac. Owner was great."
United States
Patricia B.
$287 nightly
The price is $313
Sep 3 - Sep 4
Total with taxes and fees
NEW TO THE MARKET - 1 block from the beach!
Interior

12. Cozy Coastal 2-bedroom condo with AC, WiFi in welcoming Saco

Cozy Coastal 2-bedroom condo with AC, WiFi in welcoming Saco
Saco
9.0 out of 10, Wonderful, (8 reviews)
"The coastal condo was comfortable and a great place to stay! "
United States
Tara P.
$335 nightly
The price is $365
Sep 8 - Sep 9
Total with taxes and fees
Cozy Coastal 2-bedroom condo with AC, WiFi in welcoming Saco
Beach nearby

13. Cozy 1 BR Suite, with Kitchenette and Pool - Steps to the Beach

Cozy 1 BR Suite, with Kitchenette and Pool - Steps to the Beach
Old Orchard Beach
$273 nightly
The price is $297
Sep 7 - Sep 8
Total with taxes and fees
Cozy 1 BR Suite, with Kitchenette and Pool - Steps to the Beach
Beach

14. Cozy Newly Renovated 2-bedroom Condo By The Beach

Cozy Newly Renovated 2-bedroom Condo By The Beach
Saco
9.0 out of 10, Wonderful, (7 reviews)
"Clean, allowed us to check in earlier, Accommodating host. Convenient location Would stay again "
United States
Carlos P.
$335 nightly
The price is $365
Sep 8 - Sep 9
Total with taxes and fees
Cozy Newly Renovated 2-bedroom Condo By The Beach
Terrace/patio

15. Sebago Lake studio-style condo with enclosed sunroom and sunset views

Sebago Lake studio-style condo with enclosed sunroom and sunset views
Standish
9.0 out of 10, Wonderful, (12 reviews)
$189 nightly
The price is $206
Aug 26 - Aug 27
Total with taxes and fees
Sebago Lake studio-style condo with enclosed sunroom and sunset views
Beach nearby

16. 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, (10 reviews)
"Great location!"
United States
Daniel
$353 nightly
The price is $385
Sep 15 - Sep 16
Total with taxes and fees
Charming two-bedroom, one-bathroom condo, two short blocks from the beach!
Beach nearby

17. 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, (4 reviews)
"Our family of 5 had a lovely stay. A lot of parking and lots to do around there. "
United States
Merkara D.
$348 nightly
The price is $379
Sep 15 - Sep 16
Total with taxes and fees
Sweet, two-bedroom, one-bathroom condo, two short blocks from the beach!
Smart TV, books

18. 70 E Grand OOB | 2BR Condo Steps to the Beach

70 E Grand OOB | 2BR Condo Steps to the Beach
Old Orchard Beach
$414 nightly
The price is $451
Sep 21 - Sep 22
Total with taxes and fees
70 E Grand OOB | 2BR Condo Steps to the Beach
Coffee/tea maker, fridge, microwave, oven

19. 350 yards to the Beach. Pet Friendly. Free Parking

350 yards to the Beach. Pet Friendly. Free Parking
Old Orchard Beach
6.8 out of 10, (5 reviews)
"We had a great time and the apartment was suprisingly roomy for 6 adults!!"
United States
Phenix p.
$294 nightly
The price is $298
Sep 7 - Sep 8
Total with taxes and fees
350 yards to the Beach. Pet Friendly. Free Parking
Beach nearby

20. Stunning, two-bedroom, one-bathroom condo, two short blocks from the beach!

Stunning, two-bedroom, one-bathroom condo, two short blocks from the beach!
Old Orchard Beach
8.8 out of 10, Excellent, (3 reviews)
"Great location!"
United States
Karen Y.
$372 nightly
The price is $405
Sep 15 - Sep 16
Total with taxes and fees
Stunning, two-bedroom, one-bathroom condo, two short blocks from the beach!
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

Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

10/10 Excellent
"The most charming hotel in Portland. An old armorh turned into a hotel! Very well kept. Staff was very nice. 2 bars and restaurant are on the premises plus the garden restaurant/bar across the street you can utilize. Would definitely recommend this hotel."
Jasmine 3-night trip
Posted 2 hours ago
Portland Regency Hotel & Spa

Find out more about Great Diamond Island

Great Diamond Island Condo Rentals information

Number of reviews
555
Accommodation
213 Condo Rentals
Lowest Price
$206
Highest Price
$621

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