Condo vacation rentals in Southside, Jacksonville

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Top-rated condo rentals in Southside, Jacksonville

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Guest favorite

Condo in St. Augustine

4.86 out of 5 average rating, 353 reviews

Condo in St. Augustine’s World Golf Village Resort

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

Guest favorite

Condo in St. Augustine

4.98 out of 5 average rating, 125 reviews

Alice's Palace Alice in Wonderland St Augustine FL

Welcome to Alice's Palace; a sophisticated twist on Alice in Wonderland. This unique Madhatter tea party styled 1 bedroom private condominium is like no other. It has a large fully equipped kitchen, spectacular forest King bedroom, onsite spa, stunning pool and hot tub. Located in the King & Bear golf community of World Golf Village and boasts 2 World Class Golf Courses-King & Bear/Slammer & Squire and just minutes from Historic Downtown St Augustine, Outlet Shopping and many amazing beaches

Guest favorite

Condo in Ponte Vedra Beach

4.98 out of 5 average rating, 119 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 favorite

Condo in St. Augustine

4.96 out of 5 average rating, 143 reviews

Luxury World Golf Village 1 Bed 1 Bath Condo

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

Guest favorite

Condo in Beaches

4.9 out of 5 average rating, 145 reviews

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!

Guest favorite

Condo in Beaches

4.91 out of 5 average rating, 146 reviews

D - Mid Century Modern Beach Getaway Walk to Sand

5 mins walk to the beach and 10 mins walk to Jax Beach downtown restaurants/bars! 10 mins drive to Mayo. This modern beach condo is exactly the getaway you need! Just far enough away for a quiet retreat. UPSTAIRS unit completely renovated with luxurious, modern and chic decor. Fast wifi and dedicated working space. Washer/dryer in unit. Outdoor shower and dedicated parking spaces to make your stay extra enjoyable and stress free. Please note this is no longer a pet friendly unit. Unit D

Guest favorite

Condo in Fernandina Beach

4.99 out of 5 average rating, 111 reviews

Omni Resort ~ Amelia Island ~ Ocean Front ~ Condo

Welcome to the GORGEOUS Turtle Watch Condo! Imagine sitting on a private patio, with a crisp cup of coffee, as the warm ocean breeze splashes against your face. This two story, split floor plan condo, gives your late risers the quiet haven they seek while the early birds in your party can enjoy starting breakfast, sitting on the patio, or simply catching up on the morning news! This condo is truly a joy, the proximity to the ocean, pool, and outdoor spaces is unmatched on Amelia Island!

Guest favorite

Condo in St. Augustine

4.92 out of 5 average rating, 105 reviews

2 Bedroom Luxury Condo in World Golf Village

Looking to get away?!!! Come enjoy this two bedroom luxury St. Augustine condo located within the private gates of the World Golf Village in the Laterra resort, home of the King and Bear Golf Course. Resort amenities at your fingertips including access to golf, multiple pools, hot tub, a full service spa, lighted tennis courts, and fitness center. Minutes away from restaurants, shopping and the Golf Hall of Fame. Travel to Historic St. Augustine and beaches in less than 30 minutes!

Guest favorite

Condo in Southeast Jacksonville

4.95 out of 5 average rating, 106 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

Condo in Springfield

4.85 out of 5 average rating, 151 reviews

Lovely contemporary 2 bedroom/ 5 min from Vystar

Enjoy this beautifully decorated two bedroom one bath apartment in the heart of Historic Springfield. This spacious apartment has a full kitchen, living and dining room. The place is centrally-located 5 min from Vystar Memorial Arena, Florida Theater and UF Health, breweries in Springfield and Riverside and San Marco. A quick 15 min drive to the airport makes this beautiful and spacious apartment is the perfect destination to visit Jacksonville.

Superhost

Condo in Beaches

4.9 out of 5 average rating, 127 reviews

“Oceanfront Escape - Panoramic Paradise!”

Find sanctuary in this 2 bedroom/2 bathroom “Penthouse Condo” with stunning panoramic oceanfront views in this spacious open concept living space with private beach access! Take in the ocean breeze while you lounge on the lanai covered balcony reading a book or sipping morning coffee! The white sand, waves & sun are only a few steps away! My “HAFH - Home Away From Home” is waiting for your arrival. Aloha & E Komo Mai!

Guest favorite

Condo in Beaches

4.97 out of 5 average rating, 179 reviews

Beachcomber- Oceanfront Condo- All The Views

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.