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Homestead Vacation Rentals

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50 rentals in Homestead.
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Single Family Bungalow Near Universities, Hospitals- Long / Short term, vacation rental in Homestead
Single Family Bungalow Near Universities, Hospitals- Long / Short term, vacation rental in Homestead
Single Family Bungalow Near Universities, Hospitals- Long / Short term, vacation rental in Homestead

Single Family Bungalow Near Universities, Hospitals- Long / Short term

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Cozy & convenient min to CMU, UPMC, DT, PPG Paint Arena, Consol Center, PNC Park, vacation rental in Homestead
Cozy & convenient min to CMU, UPMC, DT, PPG Paint Arena, Consol Center, PNC Park, vacation rental in Homestead
Cozy & convenient min to CMU, UPMC, DT, PPG Paint Arena, Consol Center, PNC Park, vacation rental in Homestead

Cozy & convenient min to CMU, UPMC, DT, PPG Paint Arena, Consol Center, PNC Park

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Specious house on a quiet street, vacation rental in Homestead
Specious house on a quiet street, vacation rental in Homestead
Specious house on a quiet street, vacation rental in Homestead

Specious house on a quiet street

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Centrally Located Sweet Townhouse With Large Backyard, vacation rental in Homestead
Centrally Located Sweet Townhouse With Large Backyard, vacation rental in Homestead
Centrally Located Sweet Townhouse With Large Backyard, vacation rental in Homestead

Centrally Located Sweet Townhouse With Large Backyard

Rental Home in Squirrel Hill South
4 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Beautiful 2BR Apt. /Pittsburgh/East/Regent Square/Frick Park, vacation rental in Homestead
Beautiful 2BR Apt. /Pittsburgh/East/Regent Square/Frick Park, vacation rental in Homestead
Beautiful 2BR Apt. /Pittsburgh/East/Regent Square/Frick Park, vacation rental in Homestead

Beautiful 2BR Apt. /Pittsburgh/East/Regent Square/Frick Park

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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“Lite Up “ Night. Nov 22
Make Holiday Memories. 
Lites, Events, Music, Parades!, vacation rental in Homestead
“Lite Up “ Night. Nov 22
Make Holiday Memories. 
Lites, Events, Music, Parades!, vacation rental in Homestead
“Lite Up “ Night. Nov 22
Make Holiday Memories. 
Lites, Events, Music, Parades!, vacation rental in Homestead

“Lite Up “ Night. Nov 22 Make Holiday Memories. Lites, Events, Music, Parades!

Rental Home in Southside Flats
5 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Panoramic views of Historic District w/ Garage, vacation rental in Homestead
Panoramic views of Historic District w/ Garage, vacation rental in Homestead
Panoramic views of Historic District w/ Garage, vacation rental in Homestead

Panoramic views of Historic District w/ Garage

Rental Home
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Beautiful Rooftop Tranquility! 2 Car Garage! Sleeps +12!, vacation rental in Homestead
Beautiful Rooftop Tranquility! 2 Car Garage! Sleeps +12!, vacation rental in Homestead
Beautiful Rooftop Tranquility! 2 Car Garage! Sleeps +12!, vacation rental in Homestead

Beautiful Rooftop Tranquility! 2 Car Garage! Sleeps +12!

Rental Home
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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The Schenley!  8 Bed/5 bath! Sleeps 22!  4 x Free Parking!, vacation rental in Homestead
The Schenley!  8 Bed/5 bath! Sleeps 22!  4 x Free Parking!, vacation rental in Homestead
The Schenley!  8 Bed/5 bath! Sleeps 22!  4 x Free Parking!, vacation rental in Homestead

The Schenley! 8 Bed/5 bath! Sleeps 22! 4 x Free Parking!

Rental Home in Southside Flats
10 bedrooms
5 bathrooms
Sleeps 22
Match: Sleeps
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NEW! Pittsburgh Townhome ~5 Miles to Market Square, vacation rental in Homestead
NEW! Pittsburgh Townhome ~5 Miles to Market Square, vacation rental in Homestead
NEW! Pittsburgh Townhome ~5 Miles to Market Square, vacation rental in Homestead

NEW! Pittsburgh Townhome ~5 Miles to Market Square

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Cozy Pittsburgh Home On A Quiet Street With Parking & Private Balcony, vacation rental in Homestead
Cozy Pittsburgh Home On A Quiet Street With Parking & Private Balcony, vacation rental in Homestead
Cozy Pittsburgh Home On A Quiet Street With Parking & Private Balcony, vacation rental in Homestead

Cozy Pittsburgh Home On A Quiet Street With Parking & Private Balcony

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Heart of Oakland w/parking - short walk to CMU, Pitt, Hospitals, vacation rental in Homestead
Heart of Oakland w/parking - short walk to CMU, Pitt, Hospitals, vacation rental in Homestead
Heart of Oakland w/parking - short walk to CMU, Pitt, Hospitals, vacation rental in Homestead

Heart of Oakland w/parking - short walk to CMU, Pitt, Hospitals

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Spacious & Peaceful Pittsburgh 2 Bedroom + Parking Spot and Covered Porch, vacation rental in Homestead
Spacious & Peaceful Pittsburgh 2 Bedroom + Parking Spot and Covered Porch, vacation rental in Homestead
Spacious & Peaceful Pittsburgh 2 Bedroom + Parking Spot and Covered Porch, vacation rental in Homestead

Spacious & Peaceful Pittsburgh 2 Bedroom + Parking Spot and Covered Porch

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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House on a hill - beautiful view of Pittsburgh, vacation rental in Homestead
House on a hill - beautiful view of Pittsburgh, vacation rental in Homestead
House on a hill - beautiful view of Pittsburgh, vacation rental in Homestead

House on a hill - beautiful view of Pittsburgh

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Steps from Historic East Carson Street. Quiet, Modern Row Home. Bike Friendly, vacation rental in Homestead
Steps from Historic East Carson Street. Quiet, Modern Row Home. Bike Friendly, vacation rental in Homestead
Steps from Historic East Carson Street. Quiet, Modern Row Home. Bike Friendly, vacation rental in Homestead

Steps from Historic East Carson Street. Quiet, Modern Row Home. Bike Friendly

Rental Home in Southside Flats
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Large 3Bed Pittsburgh Home w/ Cozy Front Porch On A Quiet Street-Plenty Parking, vacation rental in Homestead
Large 3Bed Pittsburgh Home w/ Cozy Front Porch On A Quiet Street-Plenty Parking, vacation rental in Homestead
Large 3Bed Pittsburgh Home w/ Cozy Front Porch On A Quiet Street-Plenty Parking, vacation rental in Homestead

Large 3Bed Pittsburgh Home w/ Cozy Front Porch On A Quiet Street-Plenty Parking

Rental Home
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Huge Historic Home in Pittburgh's South Side - Parking for 6 cars, vacation rental in Homestead
Huge Historic Home in Pittburgh's South Side - Parking for 6 cars, vacation rental in Homestead
Huge Historic Home in Pittburgh's South Side - Parking for 6 cars, vacation rental in Homestead

Huge Historic Home in Pittburgh's South Side - Parking for 6 cars

Rental Home in Southside Flats
8 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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New remodeled modern 2BR suite for 4, vacation rental in Homestead
New remodeled modern 2BR suite for 4, vacation rental in Homestead
New remodeled modern 2BR suite for 4, vacation rental in Homestead

New remodeled modern 2BR suite for 4

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Carey Chateau - A Luxury Stay in the South Side, vacation rental in Homestead
Carey Chateau - A Luxury Stay in the South Side, vacation rental in Homestead
Carey Chateau - A Luxury Stay in the South Side, vacation rental in Homestead

Carey Chateau - A Luxury Stay in the South Side

Rental Home
4 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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5 Star• Free Breakfast• Best City Location • Read Our Reviews , vacation rental in Homestead
5 Star• Free Breakfast• Best City Location • Read Our Reviews , vacation rental in Homestead
5 Star• Free Breakfast• Best City Location • Read Our Reviews , vacation rental in Homestead

5 Star• Free Breakfast• Best City Location • Read Our Reviews

Rental Home in Southside Flats
4 bedrooms
1 bathroom
Sleeps 9
Match: Sleeps
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South Side House w/ Parking, Outdoor Space & Fire Pit!, vacation rental in Homestead
South Side House w/ Parking, Outdoor Space & Fire Pit!, vacation rental in Homestead
South Side House w/ Parking, Outdoor Space & Fire Pit!, vacation rental in Homestead

South Side House w/ Parking, Outdoor Space & Fire Pit!

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Spacious + Modern 2BR in West Oakland, vacation rental in Homestead
Spacious + Modern 2BR in West Oakland, vacation rental in Homestead
Spacious + Modern 2BR in West Oakland, vacation rental in Homestead

Spacious + Modern 2BR in West Oakland

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Comfortable 2BR Apt in West Oakland, vacation rental in Homestead
Comfortable 2BR Apt in West Oakland, vacation rental in Homestead
Comfortable 2BR Apt in West Oakland, vacation rental in Homestead

Comfortable 2BR Apt in West Oakland

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Charming 2 Bedroom,  Minutes from City w/parking!, vacation rental in Homestead
Charming 2 Bedroom,  Minutes from City w/parking!, vacation rental in Homestead
Charming 2 Bedroom,  Minutes from City w/parking!, vacation rental in Homestead

Charming 2 Bedroom, Minutes from City w/parking!

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Vibrant 1BR Suite in West Oakland w/ Parking, vacation rental in Homestead
Vibrant 1BR Suite in West Oakland w/ Parking, vacation rental in Homestead
Vibrant 1BR Suite in West Oakland w/ Parking, vacation rental in Homestead

Vibrant 1BR Suite in West Oakland w/ Parking

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Luxe + Modern 2BR Apt in West Oakland w/ Parking, vacation rental in Homestead
Luxe + Modern 2BR Apt in West Oakland w/ Parking, vacation rental in Homestead
Luxe + Modern 2BR Apt in West Oakland w/ Parking, vacation rental in Homestead

Luxe + Modern 2BR Apt in West Oakland w/ Parking

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Cozy and Convenient Greenfield Home, vacation rental in Homestead
Cozy and Convenient Greenfield Home, vacation rental in Homestead
Cozy and Convenient Greenfield Home, vacation rental in Homestead

Cozy and Convenient Greenfield Home

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
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�Pristine King Bed Suite ⚡️ CMU / PITT � Pet Friendly � Shadyside��‍♂️, vacation rental in Homestead
�Pristine King Bed Suite ⚡️ CMU / PITT � Pet Friendly � Shadyside��‍♂️, vacation rental in Homestead
�Pristine King Bed Suite ⚡️ CMU / PITT � Pet Friendly � Shadyside��‍♂️, vacation rental in Homestead

�Pristine King Bed Suite ⚡️ CMU / PITT � Pet Friendly � Shadyside��‍♂️

Rental Home in Shadyside
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Fun | Exec | Loft | Spacious & Sunny in the Center, vacation rental in Homestead
Fun | Exec | Loft | Spacious & Sunny in the Center, vacation rental in Homestead
Fun | Exec | Loft | Spacious & Sunny in the Center, vacation rental in Homestead

Fun | Exec | Loft | Spacious & Sunny in the Center

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Kasa | SouthSide Works + Walk to Local Nightlife | South Side, vacation rental in Homestead
Kasa | SouthSide Works + Walk to Local Nightlife | South Side, vacation rental in Homestead
Kasa | SouthSide Works + Walk to Local Nightlife | South Side, vacation rental in Homestead

Kasa | SouthSide Works + Walk to Local Nightlife | South Side

Condo/Apartment in Southside Flats
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Kasa | Steps to Pointe State Park | Walk to Three Museums | South Side, vacation rental in Homestead
Kasa | Steps to Pointe State Park | Walk to Three Museums | South Side, vacation rental in Homestead
Kasa | Steps to Pointe State Park | Walk to Three Museums | South Side, vacation rental in Homestead

Kasa | Steps to Pointe State Park | Walk to Three Museums | South Side

Condo/Apartment in Southside Flats
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Kasa | Steps to SouthSide Works | Walk to City Theatre | South Side, vacation rental in Homestead
Kasa | Steps to SouthSide Works | Walk to City Theatre | South Side, vacation rental in Homestead
Kasa | Steps to SouthSide Works | Walk to City Theatre | South Side, vacation rental in Homestead

Kasa | Steps to SouthSide Works | Walk to City Theatre | South Side

Condo/Apartment in Southside Flats
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Kasa | Steps to High-End Shopping | Walk to City Theatre |  SouthSide Works, vacation rental in Homestead
Kasa | Steps to High-End Shopping | Walk to City Theatre |  SouthSide Works, vacation rental in Homestead
Kasa | Steps to High-End Shopping | Walk to City Theatre |  SouthSide Works, vacation rental in Homestead

Kasa | Steps to High-End Shopping | Walk to City Theatre | SouthSide Works

Condo/Apartment in Southside Flats
1 bedroom
2 bathrooms
Sleeps 6
Match: Sleeps
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Kasa | Walk to City Theatre | Steps to High-End Shopping | South Side, vacation rental in Homestead
Kasa | Walk to City Theatre | Steps to High-End Shopping | South Side, vacation rental in Homestead
Kasa | Walk to City Theatre | Steps to High-End Shopping | South Side, vacation rental in Homestead

Kasa | Walk to City Theatre | Steps to High-End Shopping | South Side

Condo/Apartment in Southside Flats
1 bedroom
2 bathrooms
Sleeps 6
Match: Sleeps
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Kasa at the Maverick | Sunny Space, Near Trendy Shops | Classic Queen, vacation rental in Homestead
Kasa at the Maverick | Sunny Space, Near Trendy Shops | Classic Queen, vacation rental in Homestead
Kasa at the Maverick | Sunny Space, Near Trendy Shops | Classic Queen, vacation rental in Homestead

Kasa at the Maverick | Sunny Space, Near Trendy Shops | Classic Queen

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Kasa at the Maverick | Close to Shopping + Dining | Classic Queen, vacation rental in Homestead
Kasa at the Maverick | Close to Shopping + Dining | Classic Queen, vacation rental in Homestead
Kasa at the Maverick | Close to Shopping + Dining | Classic Queen, vacation rental in Homestead

Kasa at the Maverick | Close to Shopping + Dining | Classic Queen

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Kasa at the Maverick | East Liberty, Close to Shopping + Food | Classic Queen, vacation rental in Homestead
Kasa at the Maverick | East Liberty, Close to Shopping + Food | Classic Queen, vacation rental in Homestead
Kasa at the Maverick | East Liberty, Close to Shopping + Food | Classic Queen, vacation rental in Homestead

Kasa at the Maverick | East Liberty, Close to Shopping + Food | Classic Queen

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Kasa at the Maverick | East Liberty Close to Shopping | Classic Queen, vacation rental in Homestead
Kasa at the Maverick | East Liberty Close to Shopping | Classic Queen, vacation rental in Homestead
Kasa at the Maverick | East Liberty Close to Shopping | Classic Queen, vacation rental in Homestead

Kasa at the Maverick | East Liberty Close to Shopping | Classic Queen

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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'NEW LISTING'  Spacious 3 bedroom Large Home Close to Downtown, Oakland, & East, vacation rental in Homestead
'NEW LISTING'  Spacious 3 bedroom Large Home Close to Downtown, Oakland, & East, vacation rental in Homestead
'NEW LISTING'  Spacious 3 bedroom Large Home Close to Downtown, Oakland, & East, vacation rental in Homestead

'NEW LISTING' Spacious 3 bedroom Large Home Close to Downtown, Oakland, & East

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Spacious 1 Bedroom apt near Bakery Square, vacation rental in Homestead
Spacious 1 Bedroom apt near Bakery Square, vacation rental in Homestead
Spacious 1 Bedroom apt near Bakery Square, vacation rental in Homestead

Spacious 1 Bedroom apt near Bakery Square

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Kasa at the Maverick | Inviting Space, Steps to Bakery Square | Standard King, vacation rental in Homestead
Kasa at the Maverick | Inviting Space, Steps to Bakery Square | Standard King, vacation rental in Homestead
Kasa at the Maverick | Inviting Space, Steps to Bakery Square | Standard King, vacation rental in Homestead

Kasa at the Maverick | Inviting Space, Steps to Bakery Square | Standard King

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Kasa | Walk to SouthSide Works + Close to Nightlife | South Side, vacation rental in Homestead
Kasa | Walk to SouthSide Works + Close to Nightlife | South Side, vacation rental in Homestead
Kasa | Walk to SouthSide Works + Close to Nightlife | South Side, vacation rental in Homestead

Kasa | Walk to SouthSide Works + Close to Nightlife | South Side

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Kasa | SouthSide Works, Close to Dining and Nightlife | South Side, vacation rental in Homestead
Kasa | SouthSide Works, Close to Dining and Nightlife | South Side, vacation rental in Homestead
Kasa | SouthSide Works, Close to Dining and Nightlife | South Side, vacation rental in Homestead

Kasa | SouthSide Works, Close to Dining and Nightlife | South Side

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Kasa | Walk to South Side Marina | SouthSide Works, vacation rental in Homestead
Kasa | Walk to South Side Marina | SouthSide Works, vacation rental in Homestead
Kasa | Walk to South Side Marina | SouthSide Works, vacation rental in Homestead

Kasa | Walk to South Side Marina | SouthSide Works

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Kasa | Walk to High-End Shopping +  South Side Marina | SouthSide Works, vacation rental in Homestead
Kasa | Walk to High-End Shopping +  South Side Marina | SouthSide Works, vacation rental in Homestead
Kasa | Walk to High-End Shopping +  South Side Marina | SouthSide Works, vacation rental in Homestead

Kasa | Walk to High-End Shopping + South Side Marina | SouthSide Works

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Kasa | Inviting Space Near South Side Marina | SouthSide Works, vacation rental in Homestead
Kasa | Inviting Space Near South Side Marina | SouthSide Works, vacation rental in Homestead
Kasa | Inviting Space Near South Side Marina | SouthSide Works, vacation rental in Homestead

Kasa | Inviting Space Near South Side Marina | SouthSide Works

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Kasa | Welcoming Space Near South Side Marina | SouthSide Works, vacation rental in Homestead
Kasa | Welcoming Space Near South Side Marina | SouthSide Works, vacation rental in Homestead
Kasa | Welcoming Space Near South Side Marina | SouthSide Works, vacation rental in Homestead

Kasa | Welcoming Space Near South Side Marina | SouthSide Works

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Kasa | Close to High-End Shopping + Walk to South Side Marina | SouthSide Works, vacation rental in Homestead
Kasa | Close to High-End Shopping + Walk to South Side Marina | SouthSide Works, vacation rental in Homestead
Kasa | Close to High-End Shopping + Walk to South Side Marina | SouthSide Works, vacation rental in Homestead

Kasa | Close to High-End Shopping + Walk to South Side Marina | SouthSide Works

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Kasa | Welcoming Space Steps to SouthSide Works | South Side, vacation rental in Homestead
Kasa | Welcoming Space Steps to SouthSide Works | South Side, vacation rental in Homestead
Kasa | Welcoming Space Steps to SouthSide Works | South Side, vacation rental in Homestead

Kasa | Welcoming Space Steps to SouthSide Works | South Side

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Kasa | Clean Space Near South Side Works | South Side, vacation rental in Homestead
Kasa | Clean Space Near South Side Works | South Side, vacation rental in Homestead
Kasa | Clean Space Near South Side Works | South Side, vacation rental in Homestead

Kasa | Clean Space Near South Side Works | South Side

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
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