Southside Estates Holidays

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Where to stay in Southside Estates

Find the best Southside Estates areas and neighborhoods for the activities you enjoy most. Learn more about Southside Estates

A city skyline with modern skyscrapers, a prominent Wells Fargo building, and a blue bridge over a river.

Downtown Jacksonville

2 out of top 10 points of interest in this area

Florida Theatre and VyStar Veterans Memorial Arena are top sights in Downtown Jacksonville, and you should be sure to explore the stunning river views. Hop aboard the metro at Riverplace Station or Kings Avenue Station to see more sights in the area.

A coastal town at dusk with a prominent clock tower, waterfront, and illuminated buildings.

Amelia City

While visiting Amelia City, you might make a stop by sights like American Beach and Fernandina Beach.

A sunset over a beach with waves and a pier.

Oceanfront

1 out of top 10 points of interest in this area

While visiting Oceanfront, you might make a stop by sights like Oceanfront Park and Northeast Florida Beaches.

A river with a bridge, a marina with boats, and a city skyline with high-rise buildings.

Southside

1 out of top 10 points of interest in this area

If you're spending some time in Southside, St. Johns Town Center and Orange Park Place Shopping Center are top sights worth seeing.

A golf course with a pond, trees, and buildings in the background.

Sawgrass

Beaches and riverfront are just a few things travellers like about Sawgrass. A stop by Mickler Beach is also recommended if you've got time to explore the area.

Top hotels in Southside Estates

Margaritaville Jacksonville Beach

715 1st St N Jacksonville Beach FL

Fully refundableReserve now, pay when you stay

3.868.262 ₫

4.390.477 ₫ total

13 Sept - 14 Sept

includes taxes & fees

Hyatt Regency Jacksonville

225 E Coastline Dr Jacksonville FL

Fully refundableReserve now, pay when you stay

4.768.912 ₫

5.466.841 ₫ total

20 Sept - 21 Sept

includes taxes & fees

9/10 Wonderful! (1,802 reviews)

"Staff was nice. We did not have a fitted sheet on our bed, just a mattress cover and a flat sheet. The mattress cover didn't stay on the bed and exposed us to the bare mattress."

Reviewed on 12 Sept 2026

The Villas of Amelia Island

8 Amelia Village Circle, Amelia Island Fernandina Beach FL

Fully refundableReserve now, pay when you stay

4.642.147 ₫

6.650.613 ₫ total

21 Sept - 22 Sept

includes taxes & fees

8.4/10 Very good! (1,255 reviews)

"The picture that is published is not the Villa that we stayed , not even near the picture, the villas are very outdated. it feels like if it’s a scam. The hotel staff was amazing. The Wi-Fi was really terrible. we won’t be returning to this hotel."

Reviewed on 9 Sept 2026

See all 3,618 properties in Southside Estates

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.