The Ridge Maui - Vacation Rentals in Southport Beach

2BR Flat above Historic Cider Mill From US $393
         

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9.5 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Charming Fairfield Beach Cottage From US $501
         

10.0 (33 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
DUNE Fairfield Beach From US $301
         

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9.0 (91 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Modern Westport Studio with Pool Table & Lounge From US $296
         

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9.2 (10 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Security/Safety
2BR Flat above Historic Cider Mill From US $397
         

10.0 (24 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
The Inn at Fairfield Beach From US $167
         

8.6 (320 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Bedding/Linens
Studio Flat Above Historic Cider Mill From US $390
         

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9.2 (5 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Stareway to Heaven Su From US $628
         

10.0 (19 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • TV
Stareway to Heaven in Fairfield From US $1,092
         

New
House
  • Pet Friendly
  • Balcony/Terrace
  • Child Friendly
Steps to the Sand & Surf! From US $591
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • TV
Beach cottage steps from the sand and surf! From US $764
         

9.6 (13 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Stunning direct waterfront beach house! From US $945
         

9.4 (10 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Southport Shoreline Charm: Elegant Coastal Escape From US $682
         

8.8 (5 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • TV
Spacious Studio with Pool Table From US $265
         

8.6 (7 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety
Boho Chic Private Home in the Heart of Westport CT From US $422
         

2.0 (1 Review)
House
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
3-bedroom house in tranquil Fairfield with cool AC breeze From US $828
         

Spacious Coastal Escape From US $331
         

New
House
  • Air Conditioner
  • Pet Friendly
  • Designated Smoking Area
4 BR Classic Country House in CT From US $1,507
         

10.0 (18 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Pro Tip: Theridgemaui makes it easy to compare the best listings on Theridgemaui homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Theridgemaui 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 Southport Beach.

Weather in Southport Beach

View the weather forecast for Southport Beach before booking your Southport Beach Vacation Rentals to confirm your best time to go.

December - February
High 44°F       Low 20°F
March - May
High 68°F       Low 24°F
June - August
High 83°F       Low 57°F
September - November
High 78°F       Low 30°F

Southport Beach Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Southport Beach?
How many vacation rentals are available in Southport Beach?

Currently, the total number of properties listed in 2026 is over 140 in the Southport Beach area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Southport Beach.