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Holiday Homes in Southport

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Bedrooms

Bathrooms

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Suitability

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5 km
47 rentals in Southport.
Stunning Renovated Waterfront Home with Private Deepwater Dock; Windows Galore!, holiday rental in Southport
Stunning Renovated Waterfront Home with Private Deepwater Dock; Windows Galore!, holiday rental in Southport
Stunning Renovated Waterfront Home with Private Deepwater Dock; Windows Galore!, holiday rental in Southport

Stunning Renovated Waterfront Home with Private Deepwater Dock; Windows Galore!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Cedar Cove: a tranquil retreat on the coast of Maine with modern amenities, holiday rental in Southport
Cedar Cove: a tranquil retreat on the coast of Maine with modern amenities, holiday rental in Southport
Cedar Cove: a tranquil retreat on the coast of Maine with modern amenities, holiday rental in Southport

Cedar Cove: a tranquil retreat on the coast of Maine with modern amenities

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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Updated Cottage on Water’s Edge with Deepwater Boat Dock!, holiday rental in Southport
Updated Cottage on Water’s Edge with Deepwater Boat Dock!, holiday rental in Southport
Updated Cottage on Water’s Edge with Deepwater Boat Dock!, holiday rental in Southport

Updated Cottage on Water’s Edge with Deepwater Boat Dock!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Newly Renovated Upstairs Suite in 1790's Sea Captain's House on Deckers Cove, holiday rental in Southport
Newly Renovated Upstairs Suite in 1790's Sea Captain's House on Deckers Cove, holiday rental in Southport
Newly Renovated Upstairs Suite in 1790's Sea Captain's House on Deckers Cove, holiday rental in Southport

Newly Renovated Upstairs Suite in 1790's Sea Captain's House on Deckers Cove

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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3 one-bedroom fully equipped cottages with free WIFI /weekly rental, holiday rental in Southport
3 one-bedroom fully equipped cottages with free WIFI /weekly rental, holiday rental in Southport
3 one-bedroom fully equipped cottages with free WIFI /weekly rental, holiday rental in Southport

3 one-bedroom fully equipped cottages with free WIFI /weekly rental

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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3 one-bedroom fully equipped cottages with free WIFI /weekly rental, holiday rental in Southport
3 one-bedroom fully equipped cottages with free WIFI /weekly rental, holiday rental in Southport
3 one-bedroom fully equipped cottages with free WIFI /weekly rental, holiday rental in Southport

3 one-bedroom fully equipped cottages with free WIFI /weekly rental

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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3 one-bedroom fully equipped cottages with free WIFI /weekly rental, holiday rental in Southport
3 one-bedroom fully equipped cottages with free WIFI /weekly rental, holiday rental in Southport
3 one-bedroom fully equipped cottages with free WIFI /weekly rental, holiday rental in Southport

3 one-bedroom fully equipped cottages with free WIFI /weekly rental

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Boothbay Open Plan 1- Bedroom Apt. Woods & Water. Southport., holiday rental in Southport
Boothbay Open Plan 1- Bedroom Apt. Woods & Water. Southport., holiday rental in Southport
Boothbay Open Plan 1- Bedroom Apt. Woods & Water. Southport., holiday rental in Southport

Boothbay Open Plan 1- Bedroom Apt. Woods & Water. Southport.

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Charming Southport Island Cottage on Cozy Harbor with Sunny Deck - Sleeps 6!, holiday rental in Southport
Charming Southport Island Cottage on Cozy Harbor with Sunny Deck - Sleeps 6!, holiday rental in Southport
Charming Southport Island Cottage on Cozy Harbor with Sunny Deck - Sleeps 6!, holiday rental in Southport

Charming Southport Island Cottage on Cozy Harbor with Sunny Deck - Sleeps 6!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Coastal Cottage - Panoramic Views - Pond & Nature, holiday rental in Southport
Coastal Cottage - Panoramic Views - Pond & Nature, holiday rental in Southport
Coastal Cottage - Panoramic Views - Pond & Nature, holiday rental in Southport

Coastal Cottage - Panoramic Views - Pond & Nature

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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A Sweet Little Guest Cottage, holiday rental in Southport
A Sweet Little Guest Cottage, holiday rental in Southport
A Sweet Little Guest Cottage, holiday rental in Southport

A Sweet Little Guest Cottage

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Charming Plumpoint Cottage On Southport Island, holiday rental in Southport
Charming Plumpoint Cottage On Southport Island, holiday rental in Southport
Charming Plumpoint Cottage On Southport Island, holiday rental in Southport

Charming Plumpoint Cottage On Southport Island

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Waterfront cottage, holiday rental in Southport
Waterfront cottage, holiday rental in Southport
Waterfront cottage, holiday rental in Southport

Waterfront cottage

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
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Waterfront Cottage with a dock & float on Townsend Gut  w/one floor living, holiday rental in Southport
Waterfront Cottage with a dock & float on Townsend Gut  w/one floor living, holiday rental in Southport
Waterfront Cottage with a dock & float on Townsend Gut  w/one floor living, holiday rental in Southport

Waterfront Cottage with a dock & float on Townsend Gut w/one floor living

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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3 Bedroom Classic Maine Cottage, Close To Beach, holiday rental in Southport
3 Bedroom Classic Maine Cottage, Close To Beach, holiday rental in Southport
3 Bedroom Classic Maine Cottage, Close To Beach, holiday rental in Southport

3 Bedroom Classic Maine Cottage, Close To Beach

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
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A Cozy Retreat on Southport Island, holiday rental in Southport
A Cozy Retreat on Southport Island, holiday rental in Southport
A Cozy Retreat on Southport Island, holiday rental in Southport

A Cozy Retreat on Southport Island

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Brand new in 2020 Cozy Cottage, holiday rental in Southport
Brand new in 2020 Cozy Cottage, holiday rental in Southport
Brand new in 2020 Cozy Cottage, holiday rental in Southport

Brand new in 2020 Cozy Cottage

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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PINE CLIFF DWELLER | SOUTHPORT ISLAND | OCEANFRONT | PRIVATE DOCK & FLOAT, holiday rental in Southport
PINE CLIFF DWELLER | SOUTHPORT ISLAND | OCEANFRONT | PRIVATE DOCK & FLOAT, holiday rental in Southport
PINE CLIFF DWELLER | SOUTHPORT ISLAND | OCEANFRONT | PRIVATE DOCK & FLOAT, holiday rental in Southport

PINE CLIFF DWELLER | SOUTHPORT ISLAND | OCEANFRONT | PRIVATE DOCK & FLOAT

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Cheerful Southport Island Waterfront Cottage, 'Tigin', holiday rental in Southport
Cheerful Southport Island Waterfront Cottage, 'Tigin', holiday rental in Southport
Cheerful Southport Island Waterfront Cottage, 'Tigin', holiday rental in Southport

Cheerful Southport Island Waterfront Cottage, 'Tigin'

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Two-Story Family-Friendly Home w/Free WiFi, Deck, Partial Ocean Views, and Grill, holiday rental in Southport
Two-Story Family-Friendly Home w/Free WiFi, Deck, Partial Ocean Views, and Grill, holiday rental in Southport
Two-Story Family-Friendly Home w/Free WiFi, Deck, Partial Ocean Views, and Grill, holiday rental in Southport

Two-Story Family-Friendly Home w/Free WiFi, Deck, Partial Ocean Views, and Grill

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Southport Island Cottage | Deck & New Luxe Kitchen | Near Boothbay Harbor, holiday rental in Southport
Southport Island Cottage | Deck & New Luxe Kitchen | Near Boothbay Harbor, holiday rental in Southport
Southport Island Cottage | Deck & New Luxe Kitchen | Near Boothbay Harbor, holiday rental in Southport

Southport Island Cottage | Deck & New Luxe Kitchen | Near Boothbay Harbor

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Beachfront Delight with detached guesthouse, sunset views & private beach access, holiday rental in Southport
Beachfront Delight with detached guesthouse, sunset views & private beach access, holiday rental in Southport
Beachfront Delight with detached guesthouse, sunset views & private beach access, holiday rental in Southport

Beachfront Delight with detached guesthouse, sunset views & private beach access

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Southport Island Cottage- Walkable to Cozy Harbor, holiday rental in Southport
Southport Island Cottage- Walkable to Cozy Harbor, holiday rental in Southport
Southport Island Cottage- Walkable to Cozy Harbor, holiday rental in Southport

Southport Island Cottage- Walkable to Cozy Harbor

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
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Waterfront Cottage With An Awesome View Of Capital And Burnt Island, holiday rental in Southport
Waterfront Cottage With An Awesome View Of Capital And Burnt Island, holiday rental in Southport
Waterfront Cottage With An Awesome View Of Capital And Burnt Island, holiday rental in Southport

Waterfront Cottage With An Awesome View Of Capital And Burnt Island

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Pratts Island Get Away, holiday rental in Southport
Pratts Island Get Away, holiday rental in Southport
Pratts Island Get Away, holiday rental in Southport

Pratts Island Get Away

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Oceanfront Juniper Point Cottage with dock, screened porch, close boat traffic, holiday rental in Southport
Oceanfront Juniper Point Cottage with dock, screened porch, close boat traffic, holiday rental in Southport
Oceanfront Juniper Point Cottage with dock, screened porch, close boat traffic, holiday rental in Southport

Oceanfront Juniper Point Cottage with dock, screened porch, close boat traffic

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
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Oceanfront  Cottage Southport 3 BR 2BA, Handicapped Accessible, holiday rental in Southport
Oceanfront  Cottage Southport 3 BR 2BA, Handicapped Accessible, holiday rental in Southport
Oceanfront  Cottage Southport 3 BR 2BA, Handicapped Accessible, holiday rental in Southport

Oceanfront Cottage Southport 3 BR 2BA, Handicapped Accessible

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
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Southport Island Cottage- Walkable to Cozy Harbor, holiday rental in Southport
Southport Island Cottage- Walkable to Cozy Harbor, holiday rental in Southport
Southport Island Cottage- Walkable to Cozy Harbor, holiday rental in Southport

Southport Island Cottage- Walkable to Cozy Harbor

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
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Breathtaking Water Views on Southport Island, holiday rental in Southport
Breathtaking Water Views on Southport Island, holiday rental in Southport
Breathtaking Water Views on Southport Island, holiday rental in Southport

Breathtaking Water Views on Southport Island

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Stunning oceanfront cottage w/ private deck and Atlantic views, holiday rental in Southport
Stunning oceanfront cottage w/ private deck and Atlantic views, holiday rental in Southport
Stunning oceanfront cottage w/ private deck and Atlantic views, holiday rental in Southport

Stunning oceanfront cottage w/ private deck and Atlantic views

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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A Picturesque Cottage on Capitol Island, Maine, holiday rental in Southport
A Picturesque Cottage on Capitol Island, Maine, holiday rental in Southport
A Picturesque Cottage on Capitol Island, Maine, holiday rental in Southport

A Picturesque Cottage on Capitol Island, Maine

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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LEDGEMERE ON SOUTHPORT ISLAND | PET-FRIENDLY | BOLD OCEANFRONT | BEACH ACCESS |, holiday rental in Southport
LEDGEMERE ON SOUTHPORT ISLAND | PET-FRIENDLY | BOLD OCEANFRONT | BEACH ACCESS |, holiday rental in Southport
LEDGEMERE ON SOUTHPORT ISLAND | PET-FRIENDLY | BOLD OCEANFRONT | BEACH ACCESS |, holiday rental in Southport

LEDGEMERE ON SOUTHPORT ISLAND | PET-FRIENDLY | BOLD OCEANFRONT | BEACH ACCESS |

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Charming Waterfront Cottage with Private Dock, holiday rental in Southport
Charming Waterfront Cottage with Private Dock, holiday rental in Southport
Charming Waterfront Cottage with Private Dock, holiday rental in Southport

Charming Waterfront Cottage with Private Dock

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Newly Renovated 3 B/2.5B Suite in 1790's Sea Captains House, holiday rental in Southport
Newly Renovated 3 B/2.5B Suite in 1790's Sea Captains House, holiday rental in Southport
Newly Renovated 3 B/2.5B Suite in 1790's Sea Captains House, holiday rental in Southport

Newly Renovated 3 B/2.5B Suite in 1790's Sea Captains House

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Solitude abounds at this idyllic Southport OCEANFRONT home-5 mins from the beach, holiday rental in Southport
Solitude abounds at this idyllic Southport OCEANFRONT home-5 mins from the beach, holiday rental in Southport
Solitude abounds at this idyllic Southport OCEANFRONT home-5 mins from the beach, holiday rental in Southport

Solitude abounds at this idyllic Southport OCEANFRONT home-5 mins from the beach

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Steamboat Landing Cottage, holiday rental in Southport
Steamboat Landing Cottage, holiday rental in Southport
Steamboat Landing Cottage, holiday rental in Southport

Steamboat Landing Cottage

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Waterfront Log Cabin on Southport Island- 7 acres with westerly views, holiday rental in Southport
Waterfront Log Cabin on Southport Island- 7 acres with westerly views, holiday rental in Southport
Waterfront Log Cabin on Southport Island- 7 acres with westerly views, holiday rental in Southport

Waterfront Log Cabin on Southport Island- 7 acres with westerly views

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
More info
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Oceanfront Cottage w/ Deck 2 Mi to Boothbay Harbor, holiday rental in Southport
Oceanfront Cottage w/ Deck 2 Mi to Boothbay Harbor, holiday rental in Southport
Oceanfront Cottage w/ Deck 2 Mi to Boothbay Harbor, holiday rental in Southport

Oceanfront Cottage w/ Deck 2 Mi to Boothbay Harbor

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Newly renovated, near ocean, holiday rental in Southport
Newly renovated, near ocean, holiday rental in Southport
Newly renovated, near ocean, holiday rental in Southport

Newly renovated, near ocean

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 13
Match: Sleeps
More info
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Ocean front cottage on the coast of Maine., holiday rental in Southport
Ocean front cottage on the coast of Maine., holiday rental in Southport
Ocean front cottage on the coast of Maine., holiday rental in Southport

Ocean front cottage on the coast of Maine.

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Decker Cove Southport Paradise with Central Air Conditioning, holiday rental in Southport
Decker Cove Southport Paradise with Central Air Conditioning, holiday rental in Southport
Decker Cove Southport Paradise with Central Air Conditioning, holiday rental in Southport

Decker Cove Southport Paradise with Central Air Conditioning

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Secluded Dog-Friendly Getaway w/ Free WiFi, Private Washer/Dryer, Furnished Deck, holiday rental in Southport
Secluded Dog-Friendly Getaway w/ Free WiFi, Private Washer/Dryer, Furnished Deck, holiday rental in Southport
Secluded Dog-Friendly Getaway w/ Free WiFi, Private Washer/Dryer, Furnished Deck, holiday rental in Southport

Secluded Dog-Friendly Getaway w/ Free WiFi, Private Washer/Dryer, Furnished Deck

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Spectacular Ocean Front Estate on Southport, holiday rental in Southport
Spectacular Ocean Front Estate on Southport, holiday rental in Southport
Spectacular Ocean Front Estate on Southport, holiday rental in Southport

Spectacular Ocean Front Estate on Southport

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Oceanfront home, holiday rental in Southport
Oceanfront home, holiday rental in Southport
Oceanfront home, holiday rental in Southport

Oceanfront home

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
More info
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PIFFI BIFF ON SOUTHPORT ISLAND | NEAR CAPE NEWAGEN | PET FRIENDLY | FAMILY, holiday rental in Southport
PIFFI BIFF ON SOUTHPORT ISLAND | NEAR CAPE NEWAGEN | PET FRIENDLY | FAMILY, holiday rental in Southport
PIFFI BIFF ON SOUTHPORT ISLAND | NEAR CAPE NEWAGEN | PET FRIENDLY | FAMILY, holiday rental in Southport

PIFFI BIFF ON SOUTHPORT ISLAND | NEAR CAPE NEWAGEN | PET FRIENDLY | FAMILY

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
More info
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Saltwater farmhouse on 2+ acres of waterfront with private dock, holiday rental in Southport
Saltwater farmhouse on 2+ acres of waterfront with private dock, holiday rental in Southport
Saltwater farmhouse on 2+ acres of waterfront with private dock, holiday rental in Southport

Saltwater farmhouse on 2+ acres of waterfront with private dock

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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Stunning Ocean Front Estate with a Private Dock, holiday rental in Southport
Stunning Ocean Front Estate with a Private Dock, holiday rental in Southport
Stunning Ocean Front Estate with a Private Dock, holiday rental in Southport

Stunning Ocean Front Estate with a Private Dock

Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
More info
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Showing results 1-47 of 47
Frequently Asked Questions about Southport