Photo by Robbie Martin

Search Condos Rentals in Great Diamond Island from CA $168

  • Plan, book, stay with confidence
    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Browse Select Great Diamond Island Condo Rentals

Gorgeous ocean-front home with stunning beach views
On the beach

Gorgeous ocean-front home with stunning beach views

9.6 out of 10, Exceptional, (98)
"Great oceanfront location for a relaxing girls getaway. We enjoyed walking the beach and collecting shells. Great location to start from to see other cities in the area. Best part was watching the sunrise in the morning from the balcony. "
Gorgeous ocean-front home with stunning beach views
Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator
Interior

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

9.8 out of 10, Exceptional, (195)
"My family had a wonderful stay at your condo. They had unbelievably nice weather and got to enjoy your deck and views in early Nov. "
The price is CA $244
CA $480 total
includes taxes & fees
Dec 22 - Dec 23
Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator
Oceanfront Condo! Spectacular Views From Private Large Balcony
On the beach

Oceanfront Condo! Spectacular Views From Private Large Balcony

9.0 out of 10, Wonderful, (122)
"The condo was a little out dated but the balcony and the views of the sunrise can’t be beat!"
The price is CA $210
CA $426 total
includes taxes & fees
Dec 23 - Dec 24
Oceanfront Condo! Spectacular Views From Private Large Balcony
Family friendly serene house close to beaches, sleeps 8, lot off street parking
Game room

Family friendly serene house close to beaches, sleeps 8, lot off street parking

10.0 out of 10, Exceptional, (4)
"This rental was very nice, it can accommodate a lot of people. The kitchen has everything you need to cook a great meal. You can enjoy your meal in the large dining room. We really enjoyed the back porch, it was very relaxing. "
Family friendly serene house close to beaches, sleeps 8, lot off street parking
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
Fridge, microwave, oven, stovetop

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

9.0 out of 10, Wonderful, (27)
"Cute place - makes very good use of the space. It was comfortable and very conveniently located to everything we wanted to do. We have a few suggestions but overall very happy, had a wonderful time, and the ultimate compliment - we look forward to staying there again. "
The price is CA $190
CA $536 total
includes taxes & fees
Nov 23 - Nov 24
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
Beach across the Street. Pets OK
Fridge, microwave, oven, stovetop

Beach across the Street. Pets OK

8.8 out of 10, Excellent, (25)
"We love this location, set back from the street and a short walk to the beach. Easy parking on-site. The bed was exceptionally comfortable, super clean, and there was a great private backyard, including a grill. New fridge, and bathroom were great, only, If all of the appliances worked our stay would have been better, but the toaster oven was not a good replacement for a regular toaster, the removable basket for the coffee maker was missing, had to improvise, and the stove was due for an...
Beach across the Street. Pets OK
Come enjoy 7 miles of beaches in sunny OOB in this 2 bedroom condo.
Beach nearby, beach towels

Come enjoy 7 miles of beaches in sunny OOB in this 2 bedroom condo.

7.6 out of 10, Good, (27)
"The location couldn’t be any better, literally a few steps from the beach. The guest contact was very responsive in getting back to me with any questions or concerns we had which is great however there were too many times we had to reach out to them during our stay, all basically minor things but things that should be taken care of prior to guest arrival so we don’t have to ask for thing. He was sure to get these things taken care of as we asked in a timely manner but again things that should...
The price is CA $559
CA $869 total
includes taxes & fees
Dec 23 - Dec 24
Come enjoy 7 miles of beaches in sunny OOB in this 2 bedroom condo.
Charming, updated 2 bdr Condo - 3 minute walk to the beach!
Beach nearby, sun loungers, beach towels

Charming, updated 2 bdr Condo - 3 minute walk to the beach!

10.0 out of 10, Exceptional, (43)
"Great home and hosts in a great neighborhood! Very clean, comfortable beds, sheets, and pillows. Well equipped kitchen, modern bathroom. Nice touches everywhere to make our stay perfect!"
Charming, updated 2 bdr Condo - 3 minute walk to the beach!
Amazing beachside condo w/private balcony/free WiFi/full kitchen - near Portland
Property grounds

Amazing beachside condo w/private balcony/free WiFi/full kitchen - near Portland

8.2 out of 10, Very good, (39)
"Enjoyed our visit. Thanks"
Amazing beachside condo w/private balcony/free WiFi/full kitchen - near Portland
Come enjoy 7 miles of beaches in sunny OOB in this 2 bedroom condo.
Beach nearby, beach towels

Come enjoy 7 miles of beaches in sunny OOB in this 2 bedroom condo.

7.4 out of 10, Good, (26)
"The location was amazing! Walking distance to the pier, and right by the beach! We enjoyed that it was far enough down from the pier that the beach was a bit less crowded but we were still able to walk downtown. The accommodations are very cute and rustic. Some things could use attention, like paint touch ups and the patio table needs replacing… however these were minor issues and we will be back! "
Come enjoy 7 miles of beaches in sunny OOB in this 2 bedroom condo.
NEW TO THE MARKET - 1 block from the beach!
Beach nearby

NEW TO THE MARKET - 1 block from the beach!

10.0 out of 10, Exceptional, (18)
"Close walk to beach restaraunts and pier very nice inside"
NEW TO THE MARKET - 1 block from the beach!
Cozy, Elegant and Bright 2 bed in the East End
Fridge, microwave, oven, stovetop

Cozy, Elegant and Bright 2 bed in the East End

9.6 out of 10, Exceptional, (35)
"Fabulous location for us as it’s just 1/2 block from our son’s apartment. So close to Casco Bay and the Portland Port area. Walkable to restaurants and shopping. Nice sunny apartment! "
The price is CA $280
CA $508 total
includes taxes & fees
Nov 24 - Nov 25
Cozy, Elegant and Bright 2 bed in the East End
Walk to Old Port ♦ West End Condo ♦ Parking
Microwave, oven, coffee/tea maker, cookware/dishes/utensils

Walk to Old Port ♦ West End Condo ♦ Parking

9.8 out of 10, Exceptional, (72)
"Cute place, close to old port! We brought our pup and she was happy as well. We would definitely stay there again! "
The price is CA $177
CA $411 total
includes taxes & fees
Dec 1 - Dec 2
Walk to Old Port ♦ West End Condo ♦ Parking
DriftwoodHouse @ Ocean Landing Condominiums 1 minute walk to the beach Sleeps 8
Fridge, microwave, oven, stovetop

DriftwoodHouse @ Ocean Landing Condominiums 1 minute walk to the beach Sleeps 8

10.0 out of 10, Exceptional, (13)
"This was a great find for our group! King size mattress was super comfortable. I did hear that one of the queens was much more firm than the other. Everything was clean. Kitchen was great for breakfasts and lunches. The only thing was our keycode didn’t work everytime. Sometimes it took us 4 or 4 tries."
DriftwoodHouse @ Ocean Landing Condominiums 1 minute walk to the beach Sleeps 8
*Modern*GRAND VICTORIAN*OCEAN VIEW*FAMOUS PIER *3 BEDRM*UNIT 510
Interior

*Modern*GRAND VICTORIAN*OCEAN VIEW*FAMOUS PIER *3 BEDRM*UNIT 510

9.2 out of 10, Wonderful, (24)
"This was the perfect spot for a cousins trip. Everything was within walking distance. The condo is gorgeous. "
*Modern*GRAND VICTORIAN*OCEAN VIEW*FAMOUS PIER *3 BEDRM*UNIT 510
Eastbayside/Munjoy - Charming Downtown Escape
3 bedrooms, iron/ironing board, WiFi, bed sheets

Eastbayside/Munjoy - Charming Downtown Escape

10.0 out of 10, Exceptional, (20)
"We really enjoyed our stay. Gerald answered questions quickly and was very accommodating. We would definitely stay there again if we come back to Portland. "
Eastbayside/Munjoy - Charming Downtown Escape
Escape to the Beach! Cozy Condo in downtown OOB.
Beach nearby

Escape to the Beach! Cozy Condo in downtown OOB.

9.6 out of 10, Exceptional, (21)
"Cute little condo within a short walk from everything. Quiet and clean. Would recommend!"
The price is CA $168
CA $340 total
includes taxes & fees
Dec 23 - Dec 24
Escape to the Beach! Cozy Condo in downtown OOB.
Come enjoy 7 miles of beaches in Sunny OOB in this 2 bedroom condo.
Beach nearby, beach towels

Come enjoy 7 miles of beaches in Sunny OOB in this 2 bedroom condo.

8.2 out of 10, Very good, (34)
"A cozy accommodation. Big enough for a small family that wants to spend days on the beach. Small enough for quick cleanup. My family and I enjoyed our stay."
Come enjoy 7 miles of beaches in Sunny OOB in this 2 bedroom condo.
Cozy 1 BR Condo Steps From The Beach
Exterior

Cozy 1 BR Condo Steps From The Beach

9.8 out of 10, Exceptional, (30)
"Great location! So close to the beach, right across the street. Very clean, a lot of nice touch’s by the owners. Cute coffee station, little creamers, sugars, non sugars. You will definitely enjoy the place and want to go back. I dealt with the owner Emily who was wonderful and extremely responsive. I would go back in a minute! Thank you Emily!! "
Cozy 1 BR Condo Steps From The Beach
3-7 Nights - Gorgeous Ocean View Condo - #301 Grand Victorian
Interior

3-7 Nights - Gorgeous Ocean View Condo - #301 Grand Victorian

9.6 out of 10, Exceptional, (43)
"My 90 year old mom and I stayed 4 nights here and loved it! It was during the off season so everything was quiet and easy going. The condo was perfect for us. The beds and furniture were comfy! Communication with the concierge and the owner was easy and fast. We enjoyed the Roku tv so we could keep streaming our favorite shows. The condo building was accessible for my mom who has some mobility issues. There are a few stairs in the lobby, but there is a lift so that was perfect. There are...
3-7 Nights - Gorgeous Ocean View Condo - #301 Grand Victorian
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.
Don't see what you're looking for?
See all available properties in Great Diamond Island
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Great Diamond Island

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

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

9.8 out of 10, Exceptional, (115)
"Very relaxing getaway."
Beachfront Luxury Grand Victorian Condo (Primetime View directly down the pier)
Gorgeous ocean-front home with stunning beach views
On the beach

Gorgeous ocean-front home with stunning beach views

9.6 out of 10, Exceptional, (98)
"Great oceanfront location for a relaxing girls getaway. We enjoyed walking the beach and collecting shells. Great location to start from to see other cities in the area. Best part was watching the sunrise in the morning from the balcony. "
Gorgeous ocean-front home with stunning beach views
Artsy Apt/Private Rooftop Deck!/Old Port Arts Dist
Interior

Artsy Apt/Private Rooftop Deck!/Old Port Arts Dist

10.0 out of 10, Exceptional, (35)
"What a great place! Located in the arts district, this refurbished brownstone has every modern convenience within walking distance of restaurants and museums. Windows on both sides of the apartment provide street views, one active and bustling, one quiet with a view of Casco Bay and sunrises. And the rooftop patio is a dream - we loved being part of Portland history with an up close view of the florist's ad mural!"
Artsy Apt/Private Rooftop Deck!/Old Port Arts Dist
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until December 4 with our Black Friday deals. Stay by December 15, 2025.
Unlock Black Friday deals

Frequently asked questions

Why book your condo in Great Diamond Island with Expedia?
Getaways should be a walk in the park, so if you’re chasing condos at a competitive rate, Expedia has you covered. Keep the budget in check and select something small and affordable, or book a 5-star condo and pamper your loved ones. Use our handy search filters to secure a stay in Great Diamond Island that suits you best.
How can I find cheap condos in Great Diamond Island?
The easiest way to locate cheap condos in Great Diamond Island is with Expedia’s convenient filter tool. Narrow your search results by amenities, star rating and budget to nab excellent rates with only a few clicks.