Condo holiday rentals in Southside, Jacksonville

Full Condo in St. Augustine’s World Golf Village

Escape to St. Augustine and enjoy a one bedroom condo with new brand new renovations and upgrades! Explore the resort amenities including free unlimited access to three pools, a hot tub, lighted tennis and pickleball courts, playground, and fitness center. Located within the private gates of the World Golf Village, home of the King and Bear Golf Course. Minutes away from restaurants, shopping and the Golf Hall of Fame. Travel to Historic St. Augustine and beaches in less than 30 minutes!

Salt Therapy! One Bedroom 1 1/2 Bath Beach Condo

Condo w/slight ocean view, 565 sq. ft. 1 queen bedroom, 1 1/2 bath condo, part of a small, gated beachfront community perfect for a peaceful stay. Oceanfront pool, oceanfront deck/patio w/outdoor furniture, charcoal grill and private beach access just steps from your door. Inside you will find our unique spiral staircase that leads to the upstairs bedroom. There is a full bath upstairs w/shower/tub, and a 1/2 bath downstairs. Condo supplied with beach chairs/towels/umbrella and cooler!

Luxurious OCEANFRONT Condo on Jax Beach

OCEANFRONT with a million dollar view! The unit has 2 Beds/1 Bath, set up as a large studio (850 sqft) so our guests can wake up to the sound of the waves in a king-size bed. Cable & Wifi with a 65” Smart TV, workspace with a fabulous view. The separate bedroom has a comfortable queen bed and TV. Enclosed sunroom with an incredible view of the beach. The kitchen is stocked with cooking essentials. Beach towels, chairs, and beach umbrella are also included. Washer/Dryer in the unit

A - Mid Century Modern Beach Getaway Walk to Sand

PRIVATE condo in a building of 4 independent condos. No shared spaces. 5 mins walk to the beach and 10 mins walk to Jax B downtown restaurants/bars! 10 mins drive to Mayo. This modern beach condo is exactly the getaway you need! DOWNSTAIRS unit completely renovated with luxurious, modern and chic decor. Fast wifi, dedicated working space and private fenced yard. Washer/dryer in unit. Outdoor shower and parking lot spaces. Please note this is no longer a pet friendly unit. Unit A.

Spanish Colonial Design One Bedroom Condominium

St. Augustine lays claim to being the oldest city in the U.S. and is known for its Spanish colonial architecture. Atlantic Ocean beaches like sandy St. Augustine Beach and tranquil Crescent Beach. This unit is centrally located amongst lush green grounds, towering palm trees and gorgeous pools. All can be seen and felt from the comfort of the balcony while enjoying the breezy air and an afternoon beverage. Unfortunately it is not child proof therefore only suitable for 2 adults.

"Gone Coastal" is Steps From the Sand!

Please view construction info in property overview section for Aug-Oct 2025. You're only a few steps away from having your feet in the sand in this condo that was recently renovated! Beach décor, new furniture and a fully renovated condo is yours to enjoy! Located in the gated Sawgrass Country Club, you will have access to a private beach that only club members enjoy. Take a walk on the white sand, check out the million dollar homes surrounding the beach or surf a few waves.

Charming & Cozy 3-bedroom Condo 15mn to the Beach

Your family will be close to everything when you stay at this centrally-located place. Charming and cozy condo in a family friendly neighborhood located in the heart of Jacksonville, 10min away from St. john’s Town center, Tinsel Town and a number of restaurants . 15 mns to TIAA Stadium, 20mn to Jacksonville Beaches, Downtown, and Mayo clinic. 20 min to mayport Naval Base. Great location for a traveling professionals looking for a temporary or long term housing.

Comfortable and homey 2 bedroom/1 bath

Enjoy this beautiful and comfortable two bedroom one bath apartment located in historic Springfield. This cozy place has lots of natural light, a full kitchen, dining room and living room with 50" TV with Hulu and Disney Channel. Relax and walk to the shops in Pearl, or the breweries and restaurants on Main Street. Conveniently located 5 minutes from Downtown, Vystart Arena, Florida Theater, TIAA Arena and many more.

Beachcomber Oceanfront 180* panoramic view

Beach front property ALL THE VIEWS Upon entering the living room area, you will be welcomed by the breathtaking views of the ocean, pool, park and dunes via the floor to ceiling sliding glass doors. Enjoy morning coffee or an afternoon cocktail from the balcony with a full, second story, 180 degree view of the ocean with frequent sightings of dolphins and acrobatic parasailers.