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Browse Select Great Diamond Island Condo Rentals

Our top choices for Great Diamond Island condo rentals

Grand Victorian on the Beach, Summer

9.8 out of 10, Exceptional, (75)
"Wonderful spot with great accommodations! Would definitely stay again!"
Grand Victorian on the Beach, Summer

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

9.8 out of 10, Exceptional, (215)
"We stayed off season to just get away. The beach view is really nice. We went to the restaurant downstairs for food and live music. Very convenient! Place was clean. "
The price is £415
includes taxes & fees
1 Sept - 2 Sept
Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator

Beachfront Luxury Grand Victorian Condo (Primetime View directly down the pier)

9.8 out of 10, Exceptional, (126)
"This unit surpassed our expectations. Excellent location, the unit was impeccable, had everything we needed and more.Highly recommend renting from Owner.. I know we will be!"
Beachfront Luxury Grand Victorian Condo (Primetime View directly down the pier)

2 min walk to the beach. Pet friendly condo

8.0 out of 10, Very good, (37)
"Host was very accommodating and easy to contact & communicate with. I'll definitely stay again! Highly recommended "
The price is £218
includes taxes & fees
8 Sept - 9 Sept
2 min walk to the beach. Pet friendly condo

NEW TO THE MARKET - 1 block from the beach!

10.0 out of 10, Exceptional, (24)
"Close walk to beach restaraunts and pier very nice inside"
The price is £251
includes taxes & fees
24 Aug - 25 Aug
NEW TO THE MARKET - 1 block from the beach!

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

9.4 out of 10, Exceptional, (3)
"This space was fresh and clean, and close to everything.Check in and out was easy. We enjoyed our stay."
The price is £280
includes taxes & fees
4 Sept - 5 Sept
Cozy Coastal 2-bedroom condo with AC, WiFi in welcoming Saco

City Amenities, Casco Bay Sunrises and Natural Beauty

9.8 out of 10, Exceptional, (112)
"While minutes away from the Old Port, our stay on Casco Bay allowed us to relax and unwind."
The price is £364
includes taxes & fees
11 Sept - 12 Sept
City Amenities, Casco Bay Sunrises and Natural Beauty

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

9.4 out of 10, Exceptional, (66)
"Right off a Main Street with tons of food and drink options. Loved the area, felt safe and fun. Close to walking trails as well. Inside decor was nice. "
The price is £323
includes taxes & fees
2 Sept - 3 Sept
Elegant condo - walk to Portland's best restaurants & Old Port

Gorgeous ocean front condo at the Grand Victorian right in the center of it all!

9.6 out of 10, Exceptional, (32)
"Amazing stay in Old Orchard. The view and the place were awesome !"
Gorgeous ocean front condo at the Grand Victorian right in the center of it all!

350 Yards to the beach. Pet friendly!

8.0 out of 10, Very good, (34)
"Clean, easy access to everything! Fantastic stay will come again! Thank you!"
The price is £261
includes taxes & fees
24 Aug - 25 Aug
350 Yards to the beach. Pet friendly!

Oceanfront Condo! Spectacular Views From Private Large Balcony

9.0 out of 10, Wonderful, (137)
"Great place. Perfect location if you want to be in the middle of it all."
The price is £352
includes taxes & fees
15 Sept - 16 Sept
Oceanfront Condo! Spectacular Views From Private Large Balcony

Cozy 1-bedroom condo with WiFi, AC,across the street from beach in OOB

"Place was clean and perfect location not to far from everything. Was a little set back at check in but they made sure we had another place to go until ours was ready. I would definitely stay here again. "
The price is £257
includes taxes & fees
24 Aug - 25 Aug
Cozy 1-bedroom condo with WiFi, AC,across the street from beach in OOB

Spectacular Beachfront Condo-Watch sunrise from deck overlooking beach.

10.0 out of 10, Exceptional, (31)
"Cozy condo on the beach. Right in the middle of everything, perfect location and amazing views."
Spectacular Beachfront Condo-Watch sunrise from deck overlooking beach.

Spacious 4 bedroom luxury Condo

10.0 out of 10, Exceptional, (32)
"A great place to stay minutes from downtown Freeport and a short ride to Portland. Had a great time visiting family and the house was perfect for our getaway! Very close to all the Freeport attractions but quiet enough to rest and relax!"
Spacious 4 bedroom luxury Condo

Gorgeous ocean-front home with stunning beach views

9.4 out of 10, Exceptional, (115)
"This property worked well for us. Ocean view was fantastic, beds were comfy, garage was handy for our car. Good in shoulder season, would like to come back and try it in the summer."
Gorgeous ocean-front home with stunning beach views

Idyllic 3 Bed/2Bath condo in Old Orchard Beach, steps to the beach

9.0 out of 10, Wonderful, (8)
"Loved how close it was to everything,could be a little more updated on a couple of things"
Idyllic 3 Bed/2Bath condo in Old Orchard Beach, steps to the beach

Beach across the Street. Pets OK

8.6 out of 10, Excellent, (30)
"Perfect spot! Right near the beach and walking distance to all the best places. Very clean and chill little place perfect for what I was going for."
The price is £257
includes taxes & fees
24 Aug - 25 Aug
Beach across the Street. Pets OK

Sky Deck Penthouse Condo, Walk to Beach and Pier

10.0 out of 10, Exceptional, (31)
"Really enjoyed our stay. The property was spacious, clean and modern and convenient to the beach and amusements. We definitely plan to stay here again next year!"
Sky Deck Penthouse Condo, Walk to Beach and Pier

Cozy, Elegant and Bright 2 bed in the East End

9.8 out of 10, Exceptional, (42)
"Excellent stay and location"
The price is £271
includes taxes & fees
16 Sept - 17 Sept
Cozy, Elegant and Bright 2 bed in the East End

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

8.8 out of 10, Excellent, (33)
"Was a very comfortable stay!! Walking distance to pier restaurants etc!"
The price is £296
includes taxes & fees
2 Sept - 3 Sept
Spacious and Contemporary Condo in the Heart of Portland - Close to 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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