Southport Vacation Rentals
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5 mi
47 rentals in Southport.
Coastal Charm in Southport
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The following properties within 20 miles of Southport match all your filters:
Coastal Retreat: Charming 3-Bedroom Fairfield Townhouse nr Beaches & Town Center
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Studio OSM · Sunny Westport Studio Apt. Above Historic Mill
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Beautiful Fairfield Beach Area home, 5 minute walk to beach, town & train
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Beautiful home on private beach, sleeps 11! Bring your family and friends!
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Sunny Westport 2 BR Retreat above Historic Mill
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Fairfield Old Post Road-heated pool & Guest Cottage-walk to NYC train and Beach!
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Westport "Gold Coast" across from Southport beach
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Second floor Beautiful Apartment
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Waterfront living for an active lifestyle
Rental Home
4 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Beach area cape! Walk to town & beach
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Exceptional August rental one block from beach!
Rental Home
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Modern Beach Area Vacation Home With Pool
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Cozy summer house 4 bed & 2 baths - Weekly rental
Rental Home
4 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Beachfront cottage located in the heart of Fairfield Beach!!
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Steps away from the beach -updated 4bd/2 bath beach house with guest house
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Amazing Beach House On Fairfield Beach
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Enjoy entire house; Charming Salted Marsh sunset Views, Coastal Decor
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Southport Charm! Steps away from town!
Rental Home
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Fairfield Cottage · Charming Fairfield Cottage By The Sea
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Spectacular direct waterfront with rooftop hot tub 360 degree views.
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Charming Summer House (newly remodeled). 4 min from the beach
Rental Home
4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Summer Rental: 4 Car Garage 1/4 mile to town of Fairfeild Center
Rental Home
4 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Waterfront
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Stunning direct waterfront beach house!
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Beach house - perfect location next to beach and town!
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Beach cottage steps from the sand and surf!!
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Dreamy Beachfront Cottage with NYC views
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Fairfield Beach House
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Steps to the Sand & Surf!
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Sun and Fun on the beach!!
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5500 sqft SUMMER HOME in Minutes from the BEACH + more (WESTPORT)
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Elegant Beachfront, beautiful views. Come enjoy!
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Fairfield Beach Modern Colonial
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Summer Getaway in Fairfield (Beach Passes Included!)
Rental Home
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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"Sea-Duced" by the Beach! Entire Home Near Downtown Fairfield
Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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4 BR Classic Country House in CT
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ELEGANT NEW 4 BEDROOM WATERFRONT HOUSE- SUMMER DREAM
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Fairfield Historic Street. Private Heated Pool. Walk to Town Restaurants & Beach
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Chic, Impeccably Decorated 5000 sq ft Estate, Coveted Greens Farms, 5 bed, 6 bth
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Luxury Beachfront living with amazing views
Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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"Feelin' Nauti" - Entire Beach Cottage in desirable Fairfield Beach
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Charming 1 bedroom cottage with water view, beach access, WiFi & AC in Fairfield
Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Gem by the Sound - Fairfield Beachside Rental
Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Spacious 5-bedroom, house in Southport with WiFi, AC, near train, harbor, town.
Rental Home
5 bedrooms
5 bathrooms
Sleeps 7
Match: Sleeps
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Lovely 5 Bedroom Beach House with Large Backyard - Walk to Beach, Town or Train
Rental Home
5 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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3 BR Charming CT Country Retreat
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
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Showing results 1-47 of 47
Frequently Asked Questions about Southport
- Yes, here are some popular vacation rentals in Southport that have a pool:
- Coastal Charm in Southport
- Coastal Retreat: Charming 3-Bedroom Fairfield Townhouse nr Beaches & Town Center
- Studio OSM · Sunny Westport Studio Apt. Above Historic Mill
- Yes, here are some popular vacation rentals in Southport that have internet access:
- Coastal Charm in Southport
- Coastal Retreat: Charming 3-Bedroom Fairfield Townhouse nr Beaches & Town Center
- Studio OSM · Sunny Westport Studio Apt. Above Historic Mill
- Some of the most popular kid friendly rentals in Southport are:
- Coastal Charm in Southport
- Coastal Retreat: Charming 3-Bedroom Fairfield Townhouse nr Beaches & Town Center
- Studio OSM · Sunny Westport Studio Apt. Above Historic Mill
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