
Condo holiday rentals in Southside, Jacksonville
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Top-rated condo rentals in Southside, Jacksonville
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Popular amenities for Southside, Jacksonville condo rentals
Weekly condo rentals

1 Bedroom Luxury Condo St Augustine
We thoroughly enjoy our visit. The condo was immaculate, very clean, and the attention to detail was appreciated. Check in was easy, the furniture was updated (and spotless), and the bathroom was large with 2 sinks and additional bath amenities (nice touch). Sheets were soft and the air conditioning worked perfectly. Would highly recommend and return. Would have loved a TV in the bedroom next time! Thank you for such a memorable weekend.

Casita by the Sea - Oceanfront PVB
We loved staying at the condo. It's so close to the beach, a covered patio which was perfect for the afternoon showers, and the house was very clean and comfortable. Having a pass to go through Sawgrass saved a lot of driving time to get to restaurants. The Sawgrass Beach pool is right next door. We were fine with the family noise but something to keep in mind. We will definitely rent here again.

Tropical Retreat- Pool View at World Golf Village
Everything was great and Chris was very prompt with responding to any questions we had. We would definitely stay again.

Golfers Getaway Pool, Jacuzzi & Spa in WGV
Plenty of room. The amenities such as the pool was fantastic. Good location with plenty of restaurants to try. Great and quick communication by the host as well.

Beach front Balcony
Fantastic stay! Great location, beach front and pool access. The condo was pristine and updated with key amenities. Pull out couch to easily sleep 6. Scott was super responsive and even offered early check in and late check out.

Beach Club Villa
What a wonderful place to stay, I always feel welcomed and very comfortable. The staff is amazing and available for anything needed.

Luxury Golf & Spa condo in Beautiful St. Augustine
What a great little spot in the world. I felt like I was spending the night in a castle. The surroundings are beautiful. The place was clean and comfortable and had absolutely everything I would’ve wanted. I would recommend this place to anyone.

Oceanfront Paradise, Steps from the Beach!
Kristi’s place was amazing and exactly what I needed for a beach getaway. It even came complete with beach gear which came in handy. Highly recommend!
Pet-friendly condo rentals

Oceanfront Villa: 1st FL, Steps to the Ocean
Excellent communication from the host, very responsive. This unit has a great location, right on the beach. The outside of the building looks a little bit dated, but the unit has been remodeled and is beautiful and modern inside. Lots of beach toys included.

2 Bed 2 Bath Beach Getaway - 2 Blocks From Ocean
We had an amazing stay at Lamont’s! The place was spotless—cleanliness was clearly a top priority, which made settling in super comfortable. One of the best features was the incredibly easy beach access; just a short walk and you’re right on the sand. Lamont was also very responsive—any questions we had were answered almost immediately.

Golf, Pool & Leisure at Golfer's Retreat
This space was beautiful and well laid out. Anytime we had a question, the answers came right away. We had zero issues with our stay. The place was exactly what we were looking for! I really never wanted to leave!

Two block walk to Jax Beach - Luxury Beach Condo
This Airbnb is exactly as described and more. Very clean, spacious, and close to the beach. Hillary is a kind, responsive host. Anyone would be lucky to stay here.

Amelia Island Plantation Villa 2/2-steps to beach
The rental was extremely nice. There were lots of perks and supplies were plentiful. It was close to the beach and not far from the Omni or the shopping area. Cheryl was very easy to communicate with and seems to go above and beyond. If we go back, I would not hesitate to book Cheryl’s Sea Shed again.

Beachfront Luxurious Charming 2BR Condo
Our entire week was perfect! Shastri was kind to us as our schedule changed and I had to move my date staying at his place. The instructions that were sent are clear and they give you everything that you need to know! The view from his place was amazing! Needed a peaceful getaway with family and this was the right spot! I would not hesitate going back again. Great host, great spot and beautiful location!

Oceanfront Oasis: Top Floor Paradise
This place was perfect and exactly what we were looking for! Very clean and had all the things we needed! Beautiful view of the ocean and nice relaxing pool! Definitely 10/10!

Jacksonville South 3bed/2.5 bath
I stay here for 3 months while working in Jacksonville felt like going home after work would definitely stay there again.
Condo rentals with a pool

Surf a Wave • Oceanfront • Perfect for Couples
My husband and I truly enjoyed our stay at Michelle's condo. Perfect for two people. The bed was very comfortable. Kitchen had it all. Loved the tall outside chairs for viewing the ocean and pool below. Great having beach chairs that seemed brand new. Wish we could have seen the sunrise from the deck but the sun moves throughout the year so it wasn't in our viewing area. However, we enjoyed the short walk to the beach in the early morning to catch it. Great beach for fast walking. Go horseback riding in the morning it was so peaceful, there is two companies and they're both great! If we come back to Amelia Island we would definitely stay here again. Thanks Michelle!😊

Million Dollar Ocean View!
We loved our stay! The view from the room was incredible and the beach area never seemed too crowded. The place had everything we needed and even additional things which was a plus. We only had a minor issue with the AC but Karen was quick to respond and we got it fixed quickly! Would stay again!

Ponte Vedra Beach ~ Sawgrass CC 2BR/2BA ~ 1 story
Kelly and Bob have a great place that is very close to Route A1A in Ponte Vedra Beach, retail stores, restaurants, and the beach. We had the added bonus of being within a mile of family. The condo was very spacious and well-appointed. Everything was as we imagined it, and more. We hope to have the opportunity for a return stay in the not-too-distant future. Mark

Private Beach Access! Gated Sawgrass Beach Club
This Airbnb was one of my favorite stays—and I’ve stayed at Airbnbs all over the world. It’s the perfect place for anyone looking for a quiet, relaxing retreat just steps from the beach. Christine truly thought of all the little details that make a stay feel special.

Oceanfront Condo
Perfect location right on the beach — gorgeous views, super clean, and very comfortable. The condo had everything we needed, and the host was friendly and responsive. Loved the sunsets and easy access to the water. Highly recommend and would definitely stay again!

The Peaceful Green
thank you for the use of your home. we were not in it much during the day but was adequate for our needs at night

St Augustine Condo 3 Br 2 Bath World Golf Village
Staying at this condo at world gold village felt like we were staying in a beautiful hotel. The amenities were fantastic and not busy at all. My family had a great time and would highly recommend this rental.

Ocean front condo w/ pool
We had a great time. Loved being close to the beach. Much better than our last trip a year ago at a different host’s condo where we were locked out of our room for hours trying to get help to get back in. I swore that I’d never do that again. However the game changer was that Staley is local and gave me her contact number in case I needed anything. That’s why I gave it another chance. I’m very glad that I did. I didn’t need anything, but knew I could contact Staley if I did. We did communicate while I was there, but no emergencies happened. I plan on returning in the future. Thanks for a great stay Staley.
Quick stats about condo rentals in Southside, Jacksonville
Total rentals
60 properties
Nightly prices starting at
$50 NZD before taxes and fees
Total number of reviews
2.1K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
30 properties have a pool
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- Pet-friendly rentals Southside
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- Ponte Vedra Beach
- Summer Haven st. Augustine FL
- TIAA Bank Field
- Old A1A Beach
- Boneyard Beach
- Kathryn Abbey Hanna Park
- Amelia Island State Park
- Butler Beach
- Crescent Beach
- Fountain of Youth Archaeological Park
- Guana Reserve Middle Beach
- North Beach Guana River Preserve
- Lightner Museum
- Palm Harbor Golf Club
- Dungeness Beach
- St. Augustine Alligator Farm Zoological Park
- MalaCompra Park
- Matanzas Beach
- Eagle Landing Golf Club
- Bent Creek Golf Course
- Driftwood Beach
- St. Marys Aquatic Center
- Vilano Beach
- Jungle Hut Park