Villa Bay - Vacation Rentals in South Portland

Arlie`s Digs! - One Block To Willard Beach! From US $295
         

10.0 (61 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Arlies Digs One Block To Willard Beach From US $546
         

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New
House
  • Air Conditioner
  • Pet Friendly
  • View
Best Western Merry Manor Inn From US $107
         

9.0 (1005 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Willard Beach Bungalow From US $204
         

10.0 (7 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Modern Getaway by the Sea From US $449
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

Luxury Places to Stay in South Portland

Over 139+ Luxury Places to Stay in or Near South Portland
Sweeping Ocean Views in Cape Elizabeth Maine From US $968
         

Willard Square Family Home From US $497
         

9.6 (9 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Modern Getaway By The Sea From US $450
         

New
House
  • Air Conditioner
  • Parking
  • Security/Safety

Top-Rated Vacation Rentals with a Pool in South Portland

Over 39+ Top-Rated Vacation Rentals with a Pool in or Near South Portland
Courtyard by Marriott Portland Airport From US $95
         

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9.0 (1004 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
TownePlace Suites by Marriott Portland Airport ME From US $97
         

Homewood Suites by Hilton Portland From US $277
         

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8.9 (117 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Tru by Hilton Portland Airport Area From US $73
         

8.8 (1656 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
TownePlace Suites Portland Airport ME From US $296
         

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8.8 (90 Reviews)
Hotel
  • Air Conditioner
  • Pool
  • Private Pool
Home2 Suites by Hilton Portland Airport From US $86
         

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8.6 (1020 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Portland Sheraton at Sable Oaks From US $141
         

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8.4 (1001 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in South Portland

Over 44+ Pet-Friendly Vacation Rentals in or Near South Portland
4 Bedroom Beachside Surfer's Home From US $406
         

Designer home sleeps 10 winter water views From US $225
         

The Coastal Connection
New
From US $297
         

New
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Willard Beach Get Away - Dog Friendly - Steps from the shore! From US $297
         

10.0 (51 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Comfortable cottage style home. Family friendly. Sleeps six. From US $416
         

9.8 (71 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in South Portland

Over 10+ Large Vacation Homes & Villas in or Near South Portland

Wheelchair Accessible Vacation Homes in South Portland

Over 42+ Wheelchair Accessible Vacation Homes in or Near South Portland
Courtyard Portland Airport From US $244
         

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8.4 (106 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
Comfort Inn South Portland Airport From US $82
         

8.6 (1875 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV

South Portland Varoom and Airbnb Places to Stay Under $200

Over 43+ South Portland Varoom and Airbnb Places to Stay Under $200
Best Western Merry Manor Inn From US $114
         

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8.2 (518 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Sunny Spot with Private Parking. From US $179
         

9.8 (24 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Bright and Cozy, 1 BR/1 BA Retreat in South Portland
New
From US $153
         

Instantly Bookable Vacation Homes in South Portland

Over 41+ Instantly Bookable Vacation Homes in or Near South Portland
Cozy, Secluded Work/Stay Space From US $223
         

About South Portland Vacation Rentals

With more than 148 South Portland vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Villa Bay 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 Villa Bay 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 656.99 ft² on average, with prices averaging $316 a night.

Villa Bay 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 59
Hotels with Suites 53
Holiday Apartments 30
Cottages 3

Use these Quick Filters to Find a Vacation Rental in South Portland

Pro Tip: Villa Bay makes it easy to compare the best listings on Villa Bay homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Villa Bay 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.

December - February
High 38°F       Low 16°F
March - May
High 61°F       Low 21°F
June - August
High 79°F       Low 55°F
September - November
High 74°F       Low 29°F