A calm sea with a sailboat and rocky coastline.

Search Condo Rentals in Great Diamond Island

Dates

November 2026

December 2026

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Our top choices for Great Diamond Island condo rentals

A kitchen with wooden cabinets, a stainless steel dishwasher, a coffee maker, and a potted plant.

1. Cozy Two Bedroom on Munjoy Hill

Munjoy Hill

AED 738 total

includes taxes & fees

10 Nov - 11 Nov

A kitchen with a large window, white cabinetry, and a stainless steel refrigerator.

2. Renovated Exchange St. Loft w/Free Parking

Downtown Portland

AED 728 total

includes taxes & fees

8 Nov - 9 Nov

A spacious living area with a wooden floor, a white sofa, and a dining table with chairs. There is a kitchen area with a metal cabinet and a hanging light fixture.

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

Willard Beach

Jason M.

AED 1,581 total

includes taxes & fees

30 Nov - 1 Dec

A living room with a television, a wooden chest, a glass coffee table, a sofa, and a chair.

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

West End

Britney G.

AED 1,232 total

includes taxes & fees

8 Nov - 9 Nov

5. Lux by the water and dining

Downtown Portland

AED 2,827 total

includes taxes & fees

9 Nov - 10 Nov

A two-story house with a covered porch, white railings, and multiple flower planters.

6. Sleeps 3 • 1BR • Old Orchard Beach • 4-Min Walk

Old Orchard Beach

Joseph R.

AED 1,127 total

includes taxes & fees

8 Nov - 9 Nov

A white building with a covered porch, steps, and hanging flower baskets.

7. Sleeps 4 • 1BR • Old Orchard Beach • 4-Min Walk

Old Orchard Beach

Jared C.

AED 1,137 total

includes taxes & fees

7 Nov - 8 Nov

A compact living space with a dining area, a sofa, a coffee table, and a kitchen in the background.

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

Old Orchard Beach

Alana J.

AED 1,213 total

includes taxes & fees

9 Nov - 10 Nov

A two-story house with a white exterior, a brick entrance, and a number '27B' displayed on the front wall.

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

Old Orchard Beach

Katherine D.

AED 1,213 total

includes taxes & fees

9 Nov - 10 Nov

A modern kitchen with white cabinetry, a central island, and stainless steel appliances.

10. Ocean View Condo 3 by Everrow

Old Orchard Beach

Dawn T.

AED 1,490 total

includes taxes & fees

10 Nov - 11 Nov

A compact kitchen with wooden cabinets, a stainless steel sink, and a white refrigerator.

11. Sleeps 3 • 1BR • OOB • 350 Yds to Beach

Old Orchard Beach

Phenix p.

AED 989 total

includes taxes & fees

22 Nov - 23 Nov

A covered deck with a view of the beach, white railings, and outdoor seating.

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

Old Orchard Beach

Kara C.

AED 1,670 total

includes taxes & fees

7 Nov - 8 Nov

A balcony with a view of the beach, a white building in the background, and a wicker sofa with floral cushions.

13. Old Orchard Beach, Spacious, beachfront, 2 bedroom condo

Old Orchard Beach

"We absolutely loved our stay in Old Orchard. The beach was 10x nicer than we expected. Waking up for sunrise was a treat. The condo is spacious and loved having the windows open for the ocean breeze. We were able to grill lobster. Beds upstairs were super comfy. Better sleeping on the couch than the couch bed as the couch bed is terrible at best (there’s plenty of room on the couch). Kitchen is very sparse. Pick up all essentials in town (coffee, plastic wrap/foil, paper towels, paper cups,...

Ally M.

AED 2,170 total

includes taxes & fees

9 Nov - 10 Nov

View all properties

Learn more about Great Diamond Island

Check out Sand Beach and East End Beach—just a couple of the sights around Great Diamond Island.

See all hotels in Great Diamond Island

Top reviews in Great Diamond Island

Inn On Peaks Island

Peaks Island

10/10 Excellent

Devon

A brick building with a large bay window, a covered porch, and a staircase leading to the entrance.

The McKernan Inn

South Portland

10/10 Excellent

elizabeth

An outdoor patio area with wicker furniture, string lights, and a barbecue grill.

Residence Inn by Marriott Portland Downtown/Waterfront

Downtown Portland

10/10 Excellent

Mark

A rooftop terrace with a modern outdoor seating area, a fire pit, and a view of the cityscape.

Cambria Hotel Portland Downtown-Old Port

Downtown Portland

10/10 Excellent

seth

A conference room with a large flat-screen TV mounted on the wall, a dark-colored table, and four black chairs with mesh backrests.

AC Hotel Portland Downtown/Waterfront, ME

Downtown Portland

10/10 Excellent

Craig

A brick building with a red awning labeled "Chateau Riverside."

Portland Regency Hotel & Spa

Downtown Portland

10/10 Excellent

This property is beautiful. It sits in the historic area of the old port. It is very close to the waterfront, restaurants, shops and historic areas. The mattress and sheets were superb. While in the old port, we took a trolley tour which took us out to Portland headlight and then gave us a tour of of the old port. You can catch fairies from about two or three minutes walk away, we would strongly recommend this hotel.

Debra

A fire pit surrounded by wicker chairs in a garden setting.

Portland Harbor Hotel

Downtown Portland

10/10 Excellent

Christopher

A spacious lobby with multiple seating areas, a fireplace, and large windows.

Embassy Suites by Hilton Portland Maine

Portland

10/10 Excellent

Michael

A historic building with classical architecture, featuring a prominent tower and ornate columns.

Hyatt Place Portland Downtown - Old Port Square

Downtown Portland

10/10 Excellent

Douglas

An outdoor seating area with a fire feature, comfortable seating, and a view of a waterfront.

Canopy by Hilton Portland Waterfront

Downtown Portland

10/10 Excellent

Noah

A waterfront marina with boats docked, buildings with multiple windows, and a red building with a visible restaurant.

Hilton Garden Inn Portland Downtown Waterfront

Downtown Portland

10/10 Excellent

Robert

A modern living room with a large sectional sofa, a dining area with a kitchen in the background, and large windows offering a city view.

The Press Hotel, Marriott Autograph Collection

Downtown Portland

10/10 Excellent

RII

A pool table with balls, a sofa, and a dining area with chairs and tables.

Aloft by Marriott Portland Downtown Waterfront ME

Downtown Portland

10/10 Excellent

Lindsay

A swimming pool with lounge chairs and tables, indoor lighting, and a ceiling with ventilation.

Holiday Inn Portland-By the Bay by IHG

Downtown Portland

10/10 Excellent

Sherry

The exterior of a Courtyard by Marriott hotel with a glass entrance, outdoor seating area, and a stone facade.

Courtyard Portland Downtown/Waterfront

Downtown Portland

10/10 Excellent

Anonymous traveler

A multi-story building with a stone facade, large windows, and a corner entrance.

Evalina Hotel

Downtown Portland

10/10 Excellent

Centrally located in the Old Port, with views of the harbor, this was a last minute — therefore pricey — excellent find for a fall weekend getaway. Stylish, elegant rehab of 19th century granite industrial building. Whimsical decor notes referring to 19th century owner Evalina Fox. Nicely appointed kitchenette — though if you came to Portland for the foodie scene, you might end up just using it for breakfast, as we did. Only sour note was the disco music (coming in via the ventilation...

Christopher

A grand piano in a spacious room with large windows, leather chairs, and a small table.

The Westin Portland Harborview

Downtown Portland

10/10 Excellent

Lawrence

West End Collection at 146 Pine

West End

10/10 Excellent

Constance

A historic building with multiple storefronts, including a visible sign for 'TOPPLE' and 'BLISS.'

The Docent's Collection at 121 Middle Street

Downtown Portland

10/10 Excellent

Jeffrey

A modern kitchen with a central island, bar stools, a dining table, and a built-in oven.

The Weldon Hotel

Downtown Portland

10/10 Excellent

Amazing place to stay in Portland. The location was great. The hotel is right next to Courtyard Marriott and Aloft hotels, but it feels so much more comfortable. The unit was twice as large as a typical Marriott room about 700 sq. ft which was wonderful. It is Walkable to the ferry boat, restaurants and shops. There is a full kitchen, dining area, living area, very large island with large windows to brighten the place and a set of washer and dryer in the unit. Extremely clean and it looked...

Rana

Frequently Asked Questions

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Search Condo Rentals in Great Diamond Island

Change your mind

Treat yourself

Be picky

Find vacation rentals that suit your style

Check prices for these dates

Our top choices for Great Diamond Island condo rentals

1. Cozy Two Bedroom on Munjoy Hill

2. Renovated Exchange St. Loft w/Free Parking

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

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

5. Lux by the water and dining

6. Sleeps 3 • 1BR • Old Orchard Beach • 4-Min Walk

7. Sleeps 4 • 1BR • Old Orchard Beach • 4-Min Walk

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

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

10. Ocean View Condo 3 by Everrow

11. Sleeps 3 • 1BR • OOB • 350 Yds to Beach

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

13. Old Orchard Beach, Spacious, beachfront, 2 bedroom condo

Learn more about Great Diamond Island

Top reviews in Great Diamond Island

Inn On Peaks Island

10/10 Excellent

Frequently Asked Questions

Why book your condo in Great Diamond Island with Expedia?

How can I find cheap condos in Great Diamond Island?

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