South Portland Holiday Rentals
About Casai's Private Villas and Holiday Rentals in South Portland
Discover more than 173 vacation rentals available in South Portland. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in South Portland.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in South Portland, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near South Portland. On average, places to stay near South Portland offer 803.9 ft², with nightly prices averaging CA $463.
With Casai, finding and comparing holiday rentals in South Portland is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
Top Accommodation Types in South Portland
| Type | Count |
|---|---|
| Vacation Homes | 61 |
| Holiday Apartments | 38 |
| Cottages | 3 |
Use these Quick Filters to Find a Holiday Rental in South Portland
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in South Portland.
Weather in South Portland, ME
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
Casai 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 in South Portland, ME
Frequently Asked Questions About South Portland?
What are the top holiday rentals in South Portland?
With numerous options available in South Portland, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in South Portland:
- Arlie`s Digs! - One Block To Willard Beach!
- Willard Beach Get Away - Dog Friendly - Steps from the shore!
- Sunny Spot with Private Parking.
- OCEAN VIEWS, Rooftop Deck, HOT TUB, new back deck! 3-min walk to Willard Beach
- Willard By the Sea - 30 ft to the beach- 2nd floor
- Willard Beach Bungalow
- Modern Getaway by the Sea
- Willard Beach–Apartment Near Portland & Parks
- Distinguished classic coastal home overlooks Casco Bay and Maine’s rocky shore!
- Forest City Oasis and Spa
How many holiday rentals have private pools in South Portland?
Discover a selection of holiday rentals with private pools near South Portland with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
- Home2 Suites By Hilton Portland Airport
- Spark by Hilton Portland Airport Maine Mall
- Courtyard Portland Airport
- Clarion Pointe South Portland
Which holiday homes in South Portland are best for families?
If you're searching for a family-friendly holiday home in South Portland, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in South Portland:
- Willard Beach Neighborhood-Close to all Southern Maine has to offer!
- Modern Getaway By The Sea
- Spark by Hilton Portland Airport Maine Mall
How many Casai.ca holiday rentals are available in South Portland?
As of 2026, Casai boasts over 173 properties listed in the South Portland area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in South Portland.
Nearby Neighborhood (6)
| Neighborhood | Property Count |
|---|---|
| Cash Corner Vacation Rentals in Portland, Maine | 50 |
| Willard Vacation Rentals in Portland, Maine | 31 |
| Meetinghouse Hill Vacation Rentals in Portland, Maine | 679 |
| Loveitts Field Vacation Rentals in Portland, Maine | 649 |
| Knightville Vacation Rentals in Portland, Maine | 679 |
| Ferry Village Vacation Rentals in Portland, Maine | 757 |
