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Southside Vacation Rentals

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48 rentals in Southside.
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North Florida Jacksonville Crepe Myrtle Cottage (Tiny House), vacation rental in Southside

North Florida Jacksonville Crepe Myrtle Cottage (Tiny House)

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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*Serenity Stay Jax* - Make your trip Better!, vacation rental in Southside

*Serenity Stay Jax* - Make your trip Better!

4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Trendy 1BR Apt w/ Balcony, vacation rental in Southside

Trendy 1BR Apt w/ Balcony

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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The Two Bedroom Beautiful Blue Bungalow in the heart of Jax!, vacation rental in Southside

The Two Bedroom Beautiful Blue Bungalow in the heart of Jax!

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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PERFECT Large Families and Groups - 4 Bedroom Furnished Entire House, vacation rental in Southside

PERFECT Large Families and Groups - 4 Bedroom Furnished Entire House

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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NEW! Jacksonville Gem - Ideal Location to Beaches!, vacation rental in Southside

NEW! Jacksonville Gem - Ideal Location to Beaches!

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Lively + Hip 1BR Apt w/ Balcony, vacation rental in Southside

Lively + Hip 1BR Apt w/ Balcony

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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The One Bedroom Beautiful Blue Jacksonville Bungalow, vacation rental in Southside

The One Bedroom Beautiful Blue Jacksonville Bungalow

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Vacation House Close to the Beach, vacation rental in Southside

Vacation House Close to the Beach

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Haven in the heart of Jacksonville - SLEEPS 9, vacation rental in Southside

Haven in the heart of Jacksonville - SLEEPS 9

3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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San Marco Hideaway. Large 1BR/1BA/Daybed sleeps 4, vacation rental in Southside

San Marco Hideaway. Large 1BR/1BA/Daybed sleeps 4

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Close to downtown | Groups | Speakeasy | Groomsmen, vacation rental in Southside

Close to downtown | Groups | Speakeasy | Groomsmen

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Modern 2BR Apt Near St. John’s River, vacation rental in Southside

Modern 2BR Apt Near St. John’s River

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Home for groups | Weddings | Family reunions, vacation rental in Southside

Home for groups | Weddings | Family reunions

7 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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Designer Southbank 2BR near St. John’s River, vacation rental in Southside

Designer Southbank 2BR near St. John’s River

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Quiet and Spacious Getaway House - Group Friendly, vacation rental in Southside

Quiet and Spacious Getaway House - Group Friendly

5 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Oasis of Comfort Home, vacation rental in Southside

Oasis of Comfort Home

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Renovated Ground Floor Condo! Close to Mayo, Beaches, Town Center., vacation rental in Southside

Renovated Ground Floor Condo! Close to Mayo, Beaches, Town Center.

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Cozy, private suite steps from San Marco Square, vacation rental in Southside

Cozy, private suite steps from San Marco Square

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Updated 2BR Apt near St. John's Town Ctr w/Parking, vacation rental in Southside

Updated 2BR Apt near St. John's Town Ctr w/Parking

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Luxury Waterfront Home 8 mins from Vystar Area, vacation rental in Southside

Luxury Waterfront Home 8 mins from Vystar Area

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Luxurious Craftsman in Historic San Marco, vacation rental in Southside

Luxurious Craftsman in Historic San Marco

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Resort Style Oasis 10 min from hospitals and attractions, vacation rental in Southside

Resort Style Oasis 10 min from hospitals and attractions

1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Solitude within 3 minutes of downtown., vacation rental in Southside

Solitude within 3 minutes of downtown.

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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River Suite- Full One Bedroom First Floor Apt at LaRue House, vacation rental in Southside

River Suite- Full One Bedroom First Floor Apt at LaRue House

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Stylish 2BR Apt Near St. John’s River, vacation rental in Southside

Stylish 2BR Apt Near St. John’s River

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Spacious Clean Family Home, vacation rental in Southside

Spacious Clean Family Home

3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Large Loft w/ 2 Balconies, new furnishings, Perfect for a Getaway! Walk to Dinin, vacation rental in Southside

Large Loft w/ 2 Balconies, new furnishings, Perfect for a Getaway! Walk to Dinin

1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Beautiful 1940’s Bungalow, vacation rental in Southside

Beautiful 1940’s Bungalow

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful Single Family”Bright House II”, vacation rental in Southside

Beautiful Single Family”Bright House II”

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Large Renovated Loft! 5 min Walk to Dining, Patio w/Grill & Fire Pit, Free Wifi, vacation rental in Southside

Large Renovated Loft! 5 min Walk to Dining, Patio w/Grill & Fire Pit, Free Wifi

1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Amazing Luxury Jacksonville Home Great Access near Mayo Clinic and Jax Beach, vacation rental in Southside

Amazing Luxury Jacksonville Home Great Access near Mayo Clinic and Jax Beach

4 bedrooms
4 bathrooms
Sleeps 13
Match: Sleeps
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Cozy & Comfortable, Gourmet Kitchen, Sleeps 6, WIFI, Close to Dwntwn, Gated Off-, vacation rental in Southside

Cozy & Comfortable, Gourmet Kitchen, Sleeps 6, WIFI, Close to Dwntwn, Gated Off-

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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San Marco River Front Executive suite, vacation rental in Southside

San Marco River Front Executive suite

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Long-Term or Short-Term stay in Historic San Marco, JAX Florida 5 min to dwntown, vacation rental in Southside

Long-Term or Short-Term stay in Historic San Marco, JAX Florida 5 min to dwntown

0 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Jacksonville Vacation Beach House, vacation rental in Southside

Jacksonville Vacation Beach House

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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3 bedroom 2 bath apartment, fully furnished!, vacation rental in Southside

3 bedroom 2 bath apartment, fully furnished!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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2 bedroom 2 bath furnished apartment near Tinseltown Movie Theater, vacation rental in Southside

2 bedroom 2 bath furnished apartment near Tinseltown Movie Theater

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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1 bedroom beautiful Southside Apartment (SC), vacation rental in Southside

1 bedroom beautiful Southside Apartment (SC)

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Chic + Trendy 2BR Apt in Southbank, vacation rental in Southside

Chic + Trendy 2BR Apt in Southbank

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Centrally located, Small Dog Friendly, Close to Shopping, Quiet Neighborhood, Dr, vacation rental in Southside

Centrally located, Small Dog Friendly, Close to Shopping, Quiet Neighborhood, Dr

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Baymeadows Luxury 2BR Suite with Gym, vacation rental in Southside

Baymeadows Luxury 2BR Suite with Gym

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Entire House-Sleeps 7-South Jacksonville Gem, vacation rental in Southside

Entire House-Sleeps 7-South Jacksonville Gem

4 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Great Escape! 1 Comfy Unit, Pool, Breakfast, Parking, Close to Attractions., vacation rental in Southside

Great Escape! 1 Comfy Unit, Pool, Breakfast, Parking, Close to Attractions.

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Lovely Stay! Three Beautiful Units, Pool, Breakfast., vacation rental in Southside

Lovely Stay! Three Beautiful Units, Pool, Breakfast.

3 bedrooms
3 bathrooms
Sleeps 15
Match: Sleeps
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Luxury Waterfront Home 8 mins from Vystar Area, vacation rental in Southside

Luxury Waterfront Home 8 mins from Vystar Area

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Paradise Luxury 5 Bedroom 75' TV 15 min to Beach, vacation rental in Southside

Paradise Luxury 5 Bedroom 75' TV 15 min to Beach

5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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NEW Fenced Yard -Cozy, Charming Home-Pet Friendly-Centrally located to Beaches &, vacation rental in Southside

NEW Fenced Yard -Cozy, Charming Home-Pet Friendly-Centrally located to Beaches &

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Beautiful Guesthouse, vacation rental in Southside

Beautiful Guesthouse

1 bedroom
1 bathroom
Sleeps 1
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Luxury BIG house with a nice lake view, vacation rental in Southside

Luxury BIG house with a nice lake view

4 bedrooms
2 bathrooms
Sleeps 1
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