Apartment holiday rentals in Southside, Jacksonville

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Top-rated apartment rentals in Southside, Jacksonville

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Guest favourite

Apartment in Beaches

4.92 out of 5 average rating, 173 reviews

D - Mid Century Modern Beach Getaway Walk to Sand

PRIVATE condo in a building of 4 independent condos. Now with carpet (not shown in pics). 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! UPSTAIRS unit completely renovated with luxurious, modern and chic decor. Fast wifi, and dedicated working space. Washer/dryer in unit. Outdoor shower and parking lot spaces. Please note this is no longer a pet friendly unit. Unit D

Guest favourite

Apartment in St. Augustine

4.88 out of 5 average rating, 155 reviews

Luxury 2/2 condo w/patio, beautiful golf community

Ideal for a family vacation, this is an absolutely beautiful, easily accessible first floor condominium with 2 bedrooms, both with king-sized beds and en-suite bathrooms. Spacious living/dining with smart TVs and wifi throughout, a laundry/utility room and large patio outside. In a beautiful, safe and secure resort surrounded by the King and Bear golf course, with pool, hot tub, tennis courts, and club house, close to all of the superb amenities of the World Golf Village and Saint Augustine.

Top guest favourite

Apartment in Ponte Vedra Beach

4.98 out of 5 average rating, 130 reviews

Oceanfront Surf Villa

This beachfront condo is perfect for your stay in Ponte Vedra Beach. Guests can enjoy the ocean and looking for endless sharks teeth and sea shells. This condo boasts (1) bedroom, (1) bathroom and an additional murphy bed for your guests. Music can be heard from the back patio on weekends, as well as the sounds of the sea. When back from soaking up the sun, enjoy our fully equipped kitchen, powerful shower and wifi. Our location is minutes away from Sawgrass TPC and nearby St. Augustine.

Guest favourite

Apartment in St. Augustine

4.87 out of 5 average rating, 282 reviews

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!

Guest favourite

Apartment in Beaches

4.93 out of 5 average rating, 432 reviews

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

Guest favourite

Apartment in Beaches

4.85 out of 5 average rating, 106 reviews

Oceanview beach condo Jax Beach

If you want a picture perfect panoramic view of a sunrise to remind you of life's richness or an intimate moon-lit walk to reflect on life, then THIS is the location for you. Here you can just be. Let the Ocean waves heal your soul and recharge your spirit from the top floor unit with direct, private beach access. Central location! Fishing pier is a few minutes walk, Neptune beach is 9 min drive, Town Center is 17 minutes, Jaguars stadium is 25 minutes. The ocean is 32 stairs away.

Top guest favourite

Apartment in St. Augustine

4.93 out of 5 average rating, 111 reviews

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.

Top guest favourite

Apartment in Ponte Vedra Beach

4.95 out of 5 average rating, 105 reviews

"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.

Guest favourite

Apartment in Beaches

4.9 out of 5 average rating, 102 reviews

Oceanfront Condo with Views, Pool, Park

Looking for the ultimate beach getaway? Look no further than our stunning 1 bed condo located on the beach in sunny Jacksonville. With breathtaking ocean views from your private balcony, you'll feel like you're living in paradise from the moment you arrive. Our condo is fully furnished and equipped with all the amenities you need for a comfortable stay. Relax by the sparkling pool, go to the beach, next to parks, shops and enjoy many restaurants-all within walking distance!

Guest favourite

Apartment in Southeast Jacksonville

4.95 out of 5 average rating, 125 reviews

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.

Superhost

Apartment in Beaches

4.82 out of 5 average rating, 132 reviews

Serene Oceanfront Condo

OCEANFRONT beach condo with spectacular views! *This unit is a 1/1 with a very spacious living area *Washer & dryer included *Balcony with private beach-access stairs straight to the sand *Full kitchen equipped with cooking essentials *Beach chairs & towels *Room has an extremely comfortable queen bed *Full size dresser *Smart TV *Fireplace *Two couches *Work area/work desk *WIFI *Balcony has dining table with 4 chairs to enjoy a drink with a view!

Superhost

Apartment in Springfield

4.83 out of 5 average rating, 178 reviews

Cozy 2 bed/1 bath; 5 min from Vystar and Downtown

Stay at this comfortable apartment on Pearl Street. Relax and recharge in this beautiful two bedroom one bath apartment close to everything in Jacksonville. Fully stocked kitchen with appliances, dishes and two queen beds and 50" Roku TV. We are five minutes from Vystar Stadium, TIAA BAnk Field stadium and The Florida Theater. Centrally located close to Downtown, Riverside and San Marcos.