
Apartment holiday rentals in South Portland
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Top-rated apartment rentals in South Portland
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Oceanfront Condo with Awesome Views
Wake up to a full ocean view on a seven mile sandy beach! Enjoy this one bedroom condo's great views, private balcony, and fully furnished decorated living space, along with a full kitchen with dishwasher, and even including a washer and dryer! Walk to everything downtown Old Orchard Beach has to offer: Amusement park, restaurants, clubs, shopping, and the famous Pier. Downstairs is a bar/restaurant that features live bands seven days a week in summer. Enjoy the summer fireworks every Thursday!

New 2BR 2King beds Private Apt Downtown Brunswick
Completely Newly Renovated 2 Bedroom Private Apartment Located 1 Minute Walk From Maine Street In Brunswick (Downtown). Great For Anyone Looking To Visit Or Explore Brunswick Including Bowdoin Parents, Potential Students, Vacationers. We have hard wood floor, granite counter top, open concept living room and kitchen, red retro fridge, and lots of windows lots of sunshine! Both bedrooms has a small closet and both beds are king sized with super comfortable memory foam mattress! Please Enjoy!

Elegant 1 bedroom cabin just 50ft from the beach#2
This beautiful cabin now features a new Queen size bed, a double futon in the living room & can accommodate up to 4 people. The cottage includes a fully equipped kitchenette with microwave, fridge, coffee maker, toaster, and dining area. Smart TV, WIFI. AC & Central heating. It also has a private full bath with tub/shower combo at this unique and tranquil getaway. Enjoy the privacy of your own seaside cottage close to the beach! BBQ grills and picnic tables with umbrellas dot the courtyard.

Luxury Condo in Downtown Portland Old Port
Luxury Condo in the heart of Portland's Old Port. Enjoy your stay on a beautiful historical street tucked away just steps from many restaurants, the art museum, state theater, and many other things downtown Portland has to offer! Well furnished and very clean. Every part of the rental is well utilized. Kitchen table can fold away when not in use, and features built in closets and cabinets. A true gem in the heart of the city, whether you are here to escape, explore, or on business.

Renovated Exchange St. Loft w/Free Parking
This renovated loft-style condo is right in the heart of the Old Port. Located on Portland's bustling Exchange Street, the loft is central to everything the Peninsula has to offer. Elevator access will take you from the apartment to the secure lobby. From there, shops, restaurants, night life and the working waterfront are just steps outside the door. Free off street parking is available for one car a few blocks away or a convenient pay-to-park garage is located next to the building.

Rustic Willard Beach condo ten mins from Old Port!
Second-fl unit in historic 150-yr-old building one block from South Portland's premiere beach! Minutes away from historic Portland Head Light and Downtown Portland. Quaint, spacious and tucked away in charming Willard Square. Brand new kitchen and bathroom! Perfect for families, friends, or couples looking for a relaxing coastal retreat. World-famous Scratch Baking across the street, and the Old Port's incomparable restaurants, shopping and historic architecture across the Bay!

Modern Industrial Beach Cottage
Time for a beach vacation! Newly renovated studio apartment, right across the street from Pine Point! Stroll the seven miles of quiet, sandy, residential beach, or bring your bike for a quick ride to the Pier at Old Orchard Beach. Located nearby is a market and deli, restaurants, and a gift shop. Just 20 minutes drive to the heart of Portland, you won't want to miss the local breweries and shopping in Old Port. Kayak rental nearby. Be sure to check out our other listings!

Cozy condo by the beach!
Cozy condo across the street from Maine's beautiful Pine Point beach. Private entrance with one on-site parking spot. Queen bed in lofted area is the only sleeping space. Efficient kitchen area with fridge, stove, and microwave for preparing small meals. Wifi and TV equipped with a streaming device. Perfect place for one or two people who will spend most of their time enjoying our local trails, beaches, and restaurants before returning to this comfortable and quiet space.

Luxury Beach Front Condo! Prime Location!
Special fall/winter rates! ✨ Condo is directly on beach ✨ Generally minimum night stay is 2 nights during the week and 3 nights over the weekend. Sometimes single nights are opened. If you see a 14 day minimum, it’s only to prevent the reservation from leaving a single night open. Unless the trip is within the next few weeks, we appreciate it if guests don't book trips that leave a single night open. ✨ ✨To simplify things we typically do not negotiate rates.✨

Comfy condo with loft by the beach!
Comfy condo with lofted bed across the street from Maine's beautiful Pine Point beach. Private entrance with one on-site parking spot. Queen bed in lofted area, efficient kitchen area with fridge and convection microwave for preparing snacks and small meals. Wifi and TV equipped with a streaming device. Perfect for one or two people comfortable sharing an intimate space after returning from a day exploring our local trails, beaches, and restaurants.

Portland 1 Bedroom Condo in the Arts District.
You’ll love my sunny, clean home because of its central PENINSULA location in the heart of Portland's arts district with floor-to-ceiling windows on the first floor of a charming red brick Victorian. Walk to restaurants, music venues, theaters, museums, and galleries from this abode full of period details like high ceilings, wood floors, built-ins, decorative fireplace, and a full kitchen with all the basics. A truly unique space for a getaway.

Coastal Penthouse - Center of Downtown Portland!
Overlooking Portland’s historic downtown rests this coastal penthouse located on the most vibrant street in the city! This one-bedroom apartment is fitted out with all of the amenities needed for a Maine vacation! Enjoy relaxing in luxury while only feet away from Portland’s most popular destinations. This penthouse is perfect for those here for business or a Maine getaway!
Popular amenities for South Portland apartment rentals
Weekly apartment rentals

The Single. In the heart of Kennebunkport

Endless Direct Beachfront Views! 2 Oversized Decks

Oceanfront condo with Breathtaking view remodeled

Light-filled Modern Central Penthouse w/Views

Nautical Mile Resort #234_ King Bed_Pool/Hot Tub

The Shore Escape| Walk to Perkins Cove | 2 Patios

3 Bedroom 2 Bath - On the Beach!

Boho Surf Studio: Steps from the Beach in OOB!
Pet-friendly apartment rentals

My Old Port Sanctuary - Lux by the water & dining

Romantic apt:West End +parking

Arlie's Digs! - One Block To Willard Beach!

Charming 2-Bedroom Back Cove Retreat

Condo in Old Orchard Beach

Gorgeous Coastal Getaway

Munjoy Hill Haus

Ocean View! - Luxury Condo with Beach Access
Apartment rentals with a pool

Stylish Designer Retreat on Langsford with Pool

Classy Ogunquit Studio! Pools, Kitchen, Walkable!

Two-Bedroom Condo on the Wells/Ogunquit town-line

Steps to Beach, Pier, Park | Condo with Pool • 3

Centrally located Ocean Towers condo in Ogunquit

Our Happy Place!

The Ocean's Belle

Starfish Condo Wells Beach
When is the best time to visit South Portland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $193 SGD | $159 SGD | $141 SGD | $209 SGD | $263 SGD | $308 SGD | $367 SGD | $453 SGD | $320 SGD | $287 SGD | $212 SGD | $162 SGD |
| Avg. temp | -4°C | -3°C | 1°C | 7°C | 13°C | 18°C | 21°C | 21°C | 16°C | 10°C | 4°C | -1°C |
Quick stats about apartment rentals in South Portland

Total holiday rentals
Explore 30 holiday rentals in South Portland

Nightly prices starting at
South Portland holiday rentals start at $65 SGD per night before taxes and fees

Verified guest reviews
Over 4,270 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of South Portland holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across South Portland rentals

4.8 Average rating
South Portland stays are highly rated by guests – averaging 4.8 out of 5!
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- Rentals with beach access South Portland
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- Apartment rentals Cumberland County
- Apartment rentals Maine
- Apartment rentals United States
- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Scarborough Beach
- York Harbor Beach
- Long Sands Beach
- Popham Beach State Park
- Popham Beach, Phippsburg
- Pemaquid Beach
- East End Beach
- Pemaquid Point Lighthouse
- Dunegrass Golf Club
- Funtown Splashtown USA
- King Pine Ski Area
- Willard Beach
- Coastal Maine Botanical Gardens
- Wolfe's Neck Woods State Park
- Short Sands Beach
- Wentworth by the Sea Country Club
- Cliff House Beach
- Parsons Beach
- Ferry Beach
- Crescent Beach State Park
- Laudholm Beach




