Surf Break Rentals - Vacation Rentals in South Portland
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Luxury Places to Stay in South Portland
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Top-Rated Vacation Rentals with a Pool in South Portland
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Pet-Friendly Vacation Rentals in South Portland
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Large Vacation Homes & Villas in South Portland
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Wheelchair Accessible Vacation Homes in South Portland
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South Portland Vacation Rentals and Airbnb Places to Stay Under $200
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Instantly Bookable Vacation Homes in South Portland
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About South Portland Vacation Rentals
With more than 160 South Portland vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Surfbreakrentals and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in South Portland.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Surfbreakrentals South Portland, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in South Portland. Places to stay near South Portland are 843.53 ft² on average, with prices averaging US $337 a night.
Surfbreakrentals makes it easy and safe to find and compare vacation rentals in South Portland with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Top Rental Accommodation Types in South Portland
| Type | Count |
|---|---|
| Vacation Homes | 61 |
| Hotels | 59 |
| Holiday Apartments | 34 |
| Cottages | 3 |
Use these Quick Filters to Find a Vacation Rental in South Portland
★ Pro Tip: Surfbreakrentals makes it easy to compare the best listings on Surfbreakrentals homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Surfbreakrentals homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in South Portland.
Weather in South Portland
View the weather forecast for South Portland before booking your South Portland Vacation Rentals to confirm your best time to go.
Top Attractions Around South Portland, ME
Surfbreakrentals offers a large selection of top attractions around South Portland. Research things to do on your vacation before you visit South Portland.
Other Places to Stay Near South Portland, ME
Complexes around South Portland, ME
South Portland Vacation Rental Frequently Asked Questions
What are the top vacation rentals in South Portland?
There are a lot of options in South Portland. If you plan on staying in the South Portland area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in South Portland:
- Arlie`s Digs! - One Block To Willard Beach!
- Willard Beach Get Away - Dog Friendly - Steps from the shore!
- OCEAN VIEWS, Rooftop Deck, HOT TUB, new back deck! 3-min walk to Willard Beach
- Willard by the Sea # 4, Elevated Coastal Living + Walkable Charm Near Portland
- Willard Beach Bungalow
- Toast to 2026! Free Champagne for all Jan/Feb Bookings
- Willard Beach–Private Apt Near Portland & Parks
- Distinguished classic coastal home overlooks Casco Bay and Maine’s rocky shore!
- Modern Getaway by the Sea
- SAUNA - Spacious and Centrally Located! Two Connected Apartments- Sleeps 11
How many vacation rentals have private pools in South Portland?
There are 7 vacation rentals with private pools near South Portland. Top-rated homes that have access to a swimming pool include:
Which vacation homes in South Portland are best for families?
If you are looking for a family-friendly vacation home in South Portland, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in South Portland:
How many vacation rentals are available in South Portland?
Currently, the total number of properties listed in 2026 is over 160 in the South Portland area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in South Portland.
