Condo vacation rentals in South Portland
Find and book unique condos on Airbnb
Top-rated condo rentals in South Portland
Guests agree: these condos are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for South Portland condo rentals
Weekly condo rentals
Condo in Portland
4.88 out of 5 average rating, 117 reviewsPortland 1 Bedroom Condo in the Arts District.
Jun 17 – 24
Condo in Portland
4.89 out of 5 average rating, 112 reviewsLuxury Condo in Downtown Portland Old Port
Oct 17 – 24
Condo in York County
4.9 out of 5 average rating, 134 reviewsCozy studio-5 minute walk to Perkins Cove!
Feb 9 – 16
Condo in Portland
4.93 out of 5 average rating, 153 reviewsWalk to downtown ! Free Parking! Private Entrance!
Oct 3 – 10
Condo in Conway
4.92 out of 5 average rating, 105 reviewsCozy Family Retreat with Saco River Access
Sep 5 – 12
Condo in Wells
4.84 out of 5 average rating, 145 reviewsNew Condo on the Wells/Ogunquit town-line
Nov 25 – Dec 2
Condo in South Portland
4.97 out of 5 average rating, 37 reviewsUpdated 2 Bedroom condo on Greenbelt pathway
Sep 25 – Oct 2
Condo in Old Orchard Beach
4.89 out of 5 average rating, 81 reviewsOceanfront Condo with Awesome Views
Dec 7 – 14
Pet-friendly condo rentals
Condo in Brunswick
4.89 out of 5 average rating, 138 reviewsNew 2BR 2King beds Private Apt Downtown Brunswick
Apr 13 – 20
Condo in Portland
4.74 out of 5 average rating, 81 reviewsCozy, Modern & Bright 2 bed in the East End
Jan 19 – 26
Condo in Portland
4.98 out of 5 average rating, 40 reviewsCharming 2-Bedroom Back Cove Retreat
Mar 12 – 19
Condo in Kennebunk
4.97 out of 5 average rating, 35 reviewsNewly Remodeled Coastal Getaway
May 17 – 24
Condo in Portland
5.0 out of 5 average rating, 18 reviewsRomantic apt:West End +parking
Jun 9 – 16
Condo in Portland
5.0 out of 5 average rating, 15 reviewsWalk To All! King Bed, Free Parking, Modern Condo
Oct 6 – 13
Condo in Portland
5.0 out of 5 average rating, 46 reviewsWest End oasis, walk to Old Port
May 27 – Jun 1
Condo in Falmouth
4.95 out of 5 average rating, 42 reviewsFalmouth 3 Bedroom/2 Bath Loft Condo
Nov 10 – 17
Condo rentals with a pool
Condo in Wells
4.89 out of 5 average rating, 19 reviewsSmall 1
Dec 2 – 9
Condo in Wells
4.86 out of 5 average rating, 28 reviewsDrake's Island Beach Area Studio
Sep 12 – 19
Condo in Ogunquit
5.0 out of 5 average rating, 24 reviewsLovely Studio, Pool, Walk to Everything, .5-town!
Nov 21 – 28
Condo in Old Orchard Beach
4.84 out of 5 average rating, 19 reviewsCHowder Ocean Oasis @ Old Orchard Beach
Jan 4 – 11
Condo in Wells
4.89 out of 5 average rating, 71 reviewsStarfish Condo Wells Beach
Nov 26 – Dec 3
Condo in Wells
4.95 out of 5 average rating, 81 reviewsNewly Renovated Coastal Condo Steps To Wells Beach
Dec 5 – 12
Condo in York
4.81 out of 5 average rating, 37 reviewsLittle Nubble Nook - Beach Condo
Sep 10 – 17
Condo in Conway
4.96 out of 5 average rating, 92 reviewsCozy, clean, 2nd floor condo in Conway, NH!
Dec 3 – 10
Quick stats about condo rentals in South Portland
Total rentals
50 properties
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
4K reviews
Nightly prices starting at
$50 before taxes and fees
Destinations to explore
- Cambridge Vacation rentals
- Portland Vacation rentals
- Salem Vacation rentals
- Chebacco Lake Vacation rentals
- Old Orchard Beach Vacation rentals
- Jersey City Vacation rentals
- New York Vacation rentals
- The Hamptons Vacation rentals
- Boston Vacation rentals
- Montreal Vacation rentals
- Québec City Vacation rentals
- Québec Vacation rentals
- Condo rentals Boston
- Condo rentals Maine
- Condo rentals New Hampshire
- Condo rentals Downtown
- Pet-friendly rentals South Portland
- Apartment rentals South Portland
- Private suite rentals South Portland
- Waterfront rentals South Portland
- Rentals with beach access South Portland
- Rentals with outdoor seating South Portland
- Family-friendly rentals South Portland
- Rentals with a washer and dryer South Portland
- House rentals South Portland
- Kid-friendly rentals South Portland
- Rentals with breakfast South Portland
- Rentals with a fire pit South Portland
- Rentals with a fireplace South Portland
- Monthly Rentals South Portland
- Fitness-friendly rentals South Portland
- Rentals with a patio South Portland
- Condo rentals Cumberland County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom