Hotel In Greenville - Vacation Rentals in Southside

Zen Living Suites Extended Stay - Jacksonville - University Blvd From US $77
         

Hyatt Studios Jacksonville/St Johns Town Center From US $144
         

Luxury Places to Stay in Southside

Over 1315+ Luxury Places to Stay in or Near Southside
Chateau Coquina From US $3,744
         

New
House
  • Air Conditioner
  • Pet Friendly
  • View
Private owner looking for a responsible tenant. From US $1,879
         

"Waterfront Paradise" Dock, Pool, Boathouse From US $1,839
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • TV
  • Balcony/Terrace
Marriott Jacksonville From US $1,440
         

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8.4 (157 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Hilton Garden Inn Jacksonville Downtown Southbank From US $1,280
         

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7.8 (340 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Three Oaks Manor Pool Riverfront From US $1,255
         

10.0 (7 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Hampton Inn Jacksonville South/I-95 at JTB From US $1,010
         

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8.6 (203 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly

Top-Rated Vacation Rentals with a Pool in Southside

Over 487+ Top-Rated Vacation Rentals with a Pool in or Near Southside
Family-Friendly Beach Retreat Heated Pool By Mayo From US $491
         

10.0 (36 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
~Fresca Familia Sleeps 8 Heated Pool & Shopping~ From US $412
         

10.0 (12 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
~Dapper Duck Sleeps 12 Cool Pool & Billiards~ From US $569
         

10.0 (10 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Lux Pool Home Close to Mayo & Jacksonville Beach! From US $348
         

10.0 (10 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Pool
The Flamingo: Lush 2BR/2BA with Pool & Gym From US $325
         

10.0 (7 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Pet-Friendly Vacation Rentals in Southside

Over 523+ Pet-Friendly Vacation Rentals in or Near Southside
Sunny apartment in walkable San Marco! From US $174
         

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1.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
AWESOME/LUXURY/PERFECT LOCATION/PVT HOME @SE/Mandarin From US $193
         

10.0 (46 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Pet Friendly Studio with Tons of 5 Star Reviews From US $196
         

10.0 (43 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Adorable Condo - 2 blocks from San Marco Square! From US $430
         

10.0 (41 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Cush Jax Baymeadows Ranch, Close to Everything! From US $246
         

10.0 (15 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Southside

Over 131+ Large Vacation Homes & Villas in or Near Southside
3BR Townhome/Close to Mayo and Beaches! From US $379
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • View
Family Retreat Pool Table Arcade Heart of San Marco From US $543
         

10.0 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Charming 3BR Townhome Centrally located in Jacksonville From US $445
         

SMV Palm Escape Retreat nr Mayo From US $589
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Golden Spike Oasis I Heated Pool From US $431
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • TV
Sunshine Escape for up to 16: 7BR/6BA, Pool & Gym From US $982
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Wheelchair Accessible Vacation Homes in Southside

Over 260+ Wheelchair Accessible Vacation Homes in or Near Southside
Lux Pool Home Mins to Mayo Beach UNF Spine andPain From US $373
         

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10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Beachy Oasis: Posh 2BR/2BA with Pool & Gym From US $333
         

10.0 (5 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Corporate Suite Shoppe From US $193
         

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10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Comfy Modern King Bed Pool Near Mayo Town Center From US $219
         

10.0 (5 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Tropical Retreat: Luxe 2BR/2BA with Pool & Gym From US $701
         

10.0 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Modern King Bed Deerwood Pool Gym Downtown Jax I95 From US $230
         

10.0 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Sunny Haven: Chic 2BR/2BA with Pool & Gym From US $315
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Southside Vacation Rentals and Airbnb Places to Stay Under $200

Over 770+ Southside Vacation Rentals and Airbnb Places to Stay Under $200
Stylish Condo - 2 block from San Marco From US $177
         

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New
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Family Home 5 Mi to Riverwalk & Jaguars Games! From US $196
         

4 Mi to Dtwn Jacksonville: Chic Home w/Porch! From US $169
         

10.0 (7 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Spacious Jax Home Near Riverwalk & All Beaches From US $188
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • TV
  • Balcony/Terrace
Serenity Retreat 1BD Lux King in Southeast Jax with Balcony and Lake View From US $161
         

10.0 (4 Reviews)
Apartment
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
The Lovely La Petite 2-bedroom Duplex with AC, WiFi in Wonderful Jacksonville From US $150
         

Instantly Bookable Vacation Homes in Southside

Over 681+ Instantly Bookable Vacation Homes in or Near Southside
ENTIRE HOUSE 3/2 GREAT FOR FAMILY n From US $259
         

10.0 (15 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Spacious 3BR and Boat parking@ Central River Golf Club From US $422
         

New
House
  • Air Conditioner
  • Security/Safety
  • Fireplace/Heating
La Casita by Amarelys and lazaro From US $274
         

10.0 (9 Reviews)
House
  • Air Conditioner
  • Parking
  • Designated Smoking Area

About Southside Vacation Rentals

With more than 174 Southside vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Hotelingreenville 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 Hotelingreenville 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 169.2 ft² on average, with prices averaging US $158 a night.

Hotelingreenville 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
Hotels 174

Use these Quick Filters to Find a Vacation Rental in Southside

Pro Tip: Hotelingreenville makes it easy to compare the best listings on Hotelingreenville homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Hotelingreenville 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 174 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.