A calm sea with a sailboat and rocky coastline.

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Great Diamond Island condo rentals

A modern house with a wooden exterior, a small garden, and a visible window.

1. 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, (39 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
A harbor with boats docked, a pier, and buildings in the background.

2. 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
A modern kitchen with a dining area, featuring a round table, chairs, and a hanging light fixture.

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

Elegant condo - walk to Portland's best restaurants & Old Port
East Bayside
9.4 out of 10, Exceptional, (83 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 31 - Sep 1
Total with taxes and fees
Elegant condo - walk to Portland's best restaurants & Old Port
A kitchen with wooden cabinets, a stainless steel dishwasher, a coffee maker, and a potted plant.

4. Cozy Two Bedroom on Munjoy Hill

Cozy Two Bedroom on Munjoy Hill
Munjoy Hill
$238 nightly
The price is $258
Sep 1 - Sep 2
Total with taxes and fees
Cozy Two Bedroom on Munjoy Hill
A living room with a television, a wooden chest, a glass coffee table, a sofa, and a chair.

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, (90 reviews)
"Was great for our few days in Portland! Having a designated parking space was great and the location was convenient for everything we wanted to do."
United States
Britney G.
$341 nightly
The price is $372
Sep 7 - Sep 8
Total with taxes and fees
Walk to Old Port ♦ West End Condo ♦ Parking
A modern living room with a wooden dining table, a sofa, and a coffee table.

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
9.2 out of 10, Wonderful, (9 reviews)
"Great place to stay - lovely building and really nicely kept, and it’s a perfect location if you want to walk down to Old Port, about 20 minutes. Would love to come back!"
United States
Cate
$423 nightly
The price is $461
Sep 9 - Sep 10
Total with taxes and fees
Furnished 1BR/1BA Walk to Maine Med/Mercy. Parking & All utilities included!
A beach with a wooden chair and a small building in the background.

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, (70 reviews)
"Beautiful place, perfect location! "
United States
Melissa M.
$890 nightly
The price is $970
Sep 4 - Sep 5
Total with taxes and fees
Arlie`s Digs! - One Block To Willard Beach!
A sandy beach path leading to the ocean with footprints, a wooden fence, and a signpost.

8. 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.
$215 nightly
The price is $234
Sep 3 - Sep 4
Total with taxes and fees
NEW TO THE MARKET - 1 block from the beach!
A beach with a sunset, a pier, and a building with 'erly' on it.

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

Condo in downtown OOB. 4 min walk to Pier & Beach
Old Orchard Beach
9.0 out of 10, Wonderful, (2 reviews)
"Place was perfect. good distance from the pier. We had a great stay, will definitely return"
United States
Joseph R.
$272 nightly
The price is $275
Sep 7 - Sep 8
Total with taxes and fees
Condo in downtown OOB. 4 min walk to Pier & Beach
A pier with buildings, including a structure with an ATM sign and a Samuel Adams sign.

10. Heated Saltwater Pool +Short Walk to Beach+Pier 1

Heated Saltwater Pool +Short Walk to Beach+Pier 1
Old Orchard Beach
10.0 out of 10, Exceptional, (2 reviews)
"Everything was great ty, we will be visiting again "
United States
Theresa G.
$263 nightly
The price is $287
Sep 7 - Sep 8
Total with taxes and fees
Heated Saltwater Pool +Short Walk to Beach+Pier 1
A modern living room with a large sectional sofa, a fireplace, and large windows offering a city view.

11. Waterfront Two Master Suite Penthouse with Rooftop

Waterfront Two Master Suite Penthouse with Rooftop
Downtown Portland
10.0 out of 10, Exceptional, (200 reviews)
"Great property. It was clean, comfortable, and the location was amazing"
United States
Jaylene G.
$1,231 nightly
The price is $1,342
Sep 7 - Sep 8
Total with taxes and fees
Waterfront Two Master Suite Penthouse with Rooftop
A pier with buildings, including a structure with an ATM sign and a Samuel Adams sign.

12. Heated Saltwater Pool Short Walk to Beach Pier 11

Heated Saltwater Pool Short Walk to Beach Pier 11
Old Orchard Beach
10.0 out of 10, Exceptional, (4 reviews)
"I would definitely stay again and I will recommend to my friends. Thanks for a great weekend."
United States
Marcia C.
$254 nightly
The price is $277
Sep 1 - Sep 2
Total with taxes and fees
Heated Saltwater Pool Short Walk to Beach Pier 11
A modern living room with a wooden dining table, a sofa, and a TV mounted on the wall.

13. 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
A lakeside deck with outdoor seating and a dock extending into the water.

14. 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)
$209 nightly
The price is $228
Sep 8 - Sep 9
Total with taxes and fees
Sebago Lake studio-style condo with enclosed sunroom and sunset views
A sandy beach with a clear sky and ocean waves.

15. 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, (8 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
A pier with a building on stilts over the beach.

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
$342 nightly
The price is $373
Aug 31 - Sep 1
Total with taxes and fees
Charming two-bedroom, one-bathroom condo, two short blocks from the beach!
A pier with numerous wooden pillars extending into the water.

17. 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
9.8 out of 10, Exceptional, (8 reviews)
"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.
$342 nightly
The price is $373
Aug 31 - Sep 1
Total with taxes and fees
Appealing two-bedroom, one-bathroom condo, two short blocks from the beach!
A pier with buildings on stilts, a sandy beach, and a clear sky.

18. Adorable, two-bedroom, one-bathroom condo, two short blocks from the beach!

Adorable, two-bedroom, one-bathroom condo, two short blocks from the beach!
Old Orchard Beach
10.0 out of 10, Exceptional, (1 review)
"The stay was wonderful - tiny snafu getting in; listed was b when we were supposed to be getting into a"
United States
Alana J.
$333 nightly
The price is $363
Sep 29 - Sep 30
Total with taxes and fees
Adorable, two-bedroom, one-bathroom condo, two short blocks from the beach!
A wooden pier extending into the water with multiple buildings on stilts.

19. 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
8.8 out of 10, Excellent, (3 reviews)
"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.
$331 nightly
The price is $361
Sep 29 - Sep 30
Total with taxes and fees
Quaint 2-bedroom, 1-bathroom condo, two short blocks from the beach!
A compact kitchen with wooden cabinets, a stainless steel sink, and a white refrigerator.

20. 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.
$252 nightly
The price is $254
Sep 22 - Sep 23
Total with taxes and fees
350 yards to the Beach. Pet Friendly. Free 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

Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

10/10 Excellent
"Helpful staff and the shuttle to/from airport and back and forth from downtown was really great."
DeeDee 4-night trip
Posted 6 hours ago
Holiday Inn Portland-By the Bay by IHG

Find out more about Great Diamond Island

Great Diamond Island Condo Rentals information

Number of reviews
472
Accommodation
213 Condo Rentals
Lowest Price
$228
Highest Price
$1,342

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