Pacific Islands - Vacation Rentals in Southside

Beautiful Cozy 1BR Loft Ideal Location From US $238
         

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10.0 (3 Reviews)
Apartment
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  • Internet
5 Bd/3 Ba-Near Expo/UL/Fair/YUM/Zoo From US $598
         

Bourbon House 1 | Walk to Expo Center From US $492
         

10.0 (53 Reviews)
House
  • Air Conditioner
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  • TV

Luxury Places to Stay in Southside

Over 366+ Luxury Places to Stay in or Near Southside
Spacious 6BR, 10 bed Derby House. Walk to the track. From US $5,228
         

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  • Pet Friendly
  • Designated Smoking Area
6 Spacious Units Close to Downtown & Expo Center From US $3,083
         

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New
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8 Min to Churchill Downs Perfect for Groups From US $2,600
         

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5 Spacious Units Close to Downtown & Expo Center From US $2,267
         

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Spacious 5-Unit Home Near Downtown & Expo Center! From US $2,114
         

Short Walk to Churchill Downs! From US $2,089
         

10.0 (1 Review)
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  • Pet Friendly
Blue Moon Over My Amy From US $1,512
         

9.8 (18 Reviews)
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Top-Rated Vacation Rentals with a Pool in Southside

Over 33+ Top-Rated Vacation Rentals with a Pool in or Near Southside
Homewood Suites By Hilton Louisville Airport From US $135
         

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9.4 (558 Reviews)
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Homewood Suites By Hilton Louisville Airport From US $212
         

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8.9 (242 Reviews)
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  • Pet Friendly
Crowne Plaza Louisville Airport Expo Ctr by IHG From US $104
         

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8.8 (1499 Reviews)
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Springhill Suites by Marriott Louisville Airport From US $121
         

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8.8 (1001 Reviews)
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Holiday Inn Louisville Airport South by IHG From US $103
         

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8.8 (924 Reviews)
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Residence Inn by Marriott Louisville Airport From US $114
         

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8.8 (718 Reviews)
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Home2 Suites By Hilton Louisville Airport Expo Center From US $154
         

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8.8 (152 Reviews)
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  • Pet Friendly

Pet-Friendly Vacation Rentals in Southside

Over 102+ Pet-Friendly Vacation Rentals in or Near Southside
Spacious family-friendly stay with arcade fun! From US $232
         

10.0 (2 Reviews)
House
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  • Pet Friendly
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Derby City Getaway From US $204
         

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7.5 (59 Reviews)
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Red Roof Inn Louisville Expo Airport From US $67
         

6.2 (1006 Reviews)
Hotel
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  • Pet Friendly
The Camp Taylor Cottage Close to Airport/Downtown From US $236
         

9.6 (51 Reviews)
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  • Pet Friendly
Close to Everything in Louisville! From US $266
         

9.4 (39 Reviews)
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Cozy Louisville Home w/Spacious Yard & Parking From US $322
         

9.4 (11 Reviews)
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  • Pet Friendly

Large Vacation Homes & Villas in Southside

Over 57+ Large Vacation Homes & Villas in or Near Southside
Louisville 4BR Home Near Expo Center - Sleeps 12 From US $491
         

10.0 (1 Review)
House
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Great Location-5 Bd/3 Ba-Near Expo/UL/Fair/YUM/Zoo From US $343
         

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9.6 (25 Reviews)
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Awesome Location for Louisville or Expo Stay! From US $257
         

Stylish Retreat | Prime Location | Yard | Fire Pit From US $433
         

The Yellow Door! 5 BR! Near the EXPO & Airport! From US $653
         

9.8 (7 Reviews)
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5BR House Near Kentucky Exposition Center with Pool From US $428
         

Wheelchair Accessible Vacation Homes in Southside

Over 56+ Wheelchair Accessible Vacation Homes in or Near Southside
FRONTDESK The Marshall Campus Apts Louisville From US $229
         

3.8 (5 Reviews)
Apartment
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  • Wheelchair Accessible
Derby City Gaming & Hotel - A Churchill Downs Property From US $133
         

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9.4 (2164 Reviews)
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Historically Perserved Loft Close to Churchill Downs From US $145
         

Frontdesk | 2 BR Apt near Churchill Downs From US $773
         

5.0 (1 Review)
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  • Wheelchair Accessible
Frontdesk | 2 BR Apt near Highland Festival Ground From US $78
         

4.3 (3 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Frontdesk | 2 BR Apt near Cardinal Stadium From US $797
         

4.0 (2 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible

Southside Vacation Rentals and Airbnb Places to Stay Under $200

Over 167+ Southside Vacation Rentals and Airbnb Places to Stay Under $200
Top Floor Apt Near Churchill Downs & Expo Center From US $163
         

10.0 (4 Reviews)
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Near Churchill Downs: Pet Friendly, Fenced Yard! From US $195
         

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6.0 (2 Reviews)
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Staybridge Suites Louisville Expo Center by IHG From US $140
         

bright choice From US $122
         

10.0 (2 Reviews)
Condo
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Charming studio in amazing Louisville with WiFi, AC From US $108
         

10.0 (2 Reviews)
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Spacious king suite close to Churchill Downs! From US $158
         

10.0 (1 Review)
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Exclusive Louisville king suite near bourbon trail From US $158
         

10.0 (1 Review)
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Instantly Bookable Vacation Homes in Southside

Over 152+ Instantly Bookable Vacation Homes in or Near Southside
Modern Apartment with Parking & Prime Location From US $390
         

10.0 (3 Reviews)
Apartment
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2BR Home with 3 beds! From US $271
         

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Historic Modern Home Near Downtown Louisville From US $374
         

Private king suite in Louisville's Business Center From US $573
         

10.0 (1 Review)
Apartment
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2 Spacious Units Close to Downtown & Expo Center From US $494
         

10.0 (1 Review)
Apartment
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  • TV
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Modern unit near Churchill Downs perfect for DERBY From US $473
         

10.0 (1 Review)
Apartment
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  • TV

About Southside Vacation Rentals

With more than 375 Southside vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Pacificislands 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 Southside.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Pacificislands Southside, 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 Southside. Places to stay near Southside are 701.2 ft² on average, with prices averaging US $376 a night.

Pacificislands makes it easy and safe to find and compare vacation rentals in Southside 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 Southside

Type Count
Vacation Homes 237
Holiday Apartments 63
Hotels 60
Cottages 2
B&B 1
Cabin Rentals 1
Villas 1

Use these Quick Filters to Find a Vacation Rental in Southside

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

Weather in Southside

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

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Southside Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Southside?
How many vacation rentals are available in Southside?

Currently, the total number of properties listed in 2026 is over 375 in the Southside area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Southside.