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Southside Holiday Rentals

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

Trendy 1BR Apt w/ Balcony

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Lively + Hip 1BR Apt w/ Balcony, holiday rental in Southside

Lively + Hip 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!, holiday 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, holiday 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!, holiday rental in Southside

NEW! Jacksonville Gem - Ideal Location to Beaches!

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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The One Bedroom Beautiful Blue Jacksonville Bungalow, holiday rental in Southside

The One Bedroom Beautiful Blue Jacksonville Bungalow

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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NEW! Home w/ Yard & Treehouse < 10 Mi to JAX Beach, holiday rental in Southside

NEW! Home w/ Yard & Treehouse < 10 Mi to JAX Beach

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Vacation House Close to the Beach, holiday rental in Southside

Vacation House Close to the Beach

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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NEW! Jax Retreat w/ Yard - 9 Mi to Atlantic Beach!, holiday rental in Southside

NEW! Jax Retreat w/ Yard - 9 Mi to Atlantic Beach!

1 bedroom
2 bathrooms
Sleeps 6
Match: Sleeps
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NEW! Well-Appointed Home 10 Mi to Atlantic Beach!, holiday rental in Southside

NEW! Well-Appointed Home 10 Mi to Atlantic Beach!

1 bedroom
2 bathrooms
Sleeps 6
Match: Sleeps
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Close to 95/295, JAGS Stadium , Hospitals , And Beaches, holiday rental in Southside

Close to 95/295, JAGS Stadium , Hospitals , And Beaches

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

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

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

Close to downtown | Groups | Speakeasy | Groomsmen

4 bedrooms
2 bathrooms
Sleeps 8
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Home for groups | Weddings | Family reunions, holiday rental in Southside

Home for groups | Weddings | Family reunions

7 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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Updated 2BR Apt near St. John's Town Ctr w/Parking, holiday 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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Quiet and Spacious Getaway House - Group Friendly, holiday rental in Southside

Quiet and Spacious Getaway House - Group Friendly

5 bedrooms
3 bathrooms
Sleeps 14
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Oasis of Comfort Home, holiday 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., holiday 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, holiday rental in Southside

Cozy, private suite steps from San Marco Square

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Luxury Waterfront Home 8 mins from Vystar Area, holiday 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, holiday rental in Southside

Luxurious Craftsman in Historic San Marco

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Solitude within 3 minutes of downtown., holiday rental in Southside

Solitude within 3 minutes of downtown.

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

Resort Style Oasis 10 min from hospitals and attractions

1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Spacious Clean Family Home, holiday 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, holiday 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, holiday rental in Southside

Beautiful 1940’s Bungalow

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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River Suite- Full One Bedroom First Floor Apt at LaRue House, holiday 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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Beautiful Single Family”Bright House II”, holiday rental in Southside

Beautiful Single Family”Bright House II”

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Cozy & Comfortable, Gourmet Kitchen, Sleeps 6, WIFI, Close to Dwntwn, Gated Off-, holiday 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, holiday 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, holiday 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, holiday 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!, holiday 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, holiday 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), holiday rental in Southside

1 bedroom beautiful Southside Apartment (SC)

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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New Furnishings, Centrally located, Small Dog Friendly, Close to Shopping, Drive, holiday rental in Southside

New Furnishings, Centrally located, Small Dog Friendly, Close to Shopping, Drive

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

Entire House-Sleeps 7-South Jacksonville Gem

4 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Luxury Waterfront Home 8 mins from Vystar Area, holiday 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, holiday 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 &, holiday 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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New Listing-Close to Downtown Jax WIFI Hot Spot, Office, Sleeps 5, Full Kitchen,, holiday rental in Southside

New Listing-Close to Downtown Jax WIFI Hot Spot, Office, Sleeps 5, Full Kitchen,

3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Comfy 1/1 Near Top Golf JAX, holiday rental in Southside

Comfy 1/1 Near Top Golf JAX

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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NEW! Pet-Friendly Jacksonville Home, 5 Mi to Beach, holiday rental in Southside

NEW! Pet-Friendly Jacksonville Home, 5 Mi to Beach

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Amazing Luxury Jacksonville Home Great Access near Mayo Clinic and Jax Beach, holiday 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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Beautiful Guesthouse, holiday rental in Southside

Beautiful Guesthouse

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

Luxury BIG house with a nice lake view

4 bedrooms
2 bathrooms
Sleeps 1
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