Vacation rentals in Southside, Jacksonville

Lake View Escape to The Exchange

Give us your worries and we will give you an escape. Welcome to the Exchange! This Orange Park unit supports your work requirements and your playful desires. Multiple high volume healthcare facilities surround the area and the Naval Air Station is in the backyard. Luxury dinning and outdoor water activities abound. This new unit offers access to a resort style salt water pool, private garages, state of the art fitness center and wellness studio, dog park, clubhouse and lounge, and much more.

Quiet Retreat 1 bedroom 1 bath

Kick back and relax in this calm, stylish space centrally located apartment with all inclusive, resort-like amenities in Jacksonville, Florida. We are just off of the main highway just minutes from the Mayo Clinic, UNF, and the St. Johns Town Center. * Covered garage parking and elevator access makes it easy to come and go! Take a dip in the beautifully welcoming pool, work out in the fully equipped, 2-story gym, or you can handle your business in the office spaces. There's so much more!

La Casita Chiquita Near Events & Entertainment!

Welcome to "La Casita Chiquita" our unique little guest cottage - in the heart of Jacksonville! This 250 square foot cottage, with a loft bed and comfortable amenities is nestled in a garden setting, underneath majestic trees. You can be away from it all - and just blocks to sports, entertainment & convention venues, craft breweries, sports bars, unique eateries, and museums. Are you here for business? Downtown is 5 minutes away and major medical facilities less than 10 minutes away.

Private Apartment

Unique private upstairs apartment near the beautiful Julington Creek very close to St. Johns, under majestic live oak trees offering a quiet and secluded setting, but close enough to everything you need for your next trip to Jacksonville. Short distance to great dining, beaches, shopping, St. Johns and St. Augustine! Guests will enjoy a one bedroom apartment with a fully equipped kitchen. Property access for our guests only. Complimentary beer, sodas, water and coffee! Adults only.

Cozy Retreat By Mayo, Beach, Pet Friendly Backyard

Send me a message for the SUMMER KICKOFF discount Local private host delivering exceptional 5 star experiences nestled in this quiet neighborhood Luxurious beds and blackout curtains offer a relaxing oasis to enjoy your stay. Gather around our large table with family and friends to make memories Pet & family friendly! Sleep 7 guests Convenient to Cruise Terminal, Beach, Mayo, and Shopping/ Dining Private fenced in backyard In Unit Washer/ Dryer DBPR DWE2613890 TDT #1871 LBT #412575

Big Lux King Bed Balcony Pool Gym Southside I95

Experience the best of Jacksonville from this luxury 1-bedroom apartment in Southside! You will be just steps from top shopping and dining, with easy access to I-95, downtown, and the stunning beaches of Ponte Vedra. You can start the day with coffee in the modern kitchen before heading out to explore historic St. Augustine or vibrant local hotspots. After a day of adventure, you can unwind in the cozy living area with a smart TV and high-speed Wi-Fi—perfect for a traveler like you!

Luxury Cottage with River Access

Enjoy the peaceful ambiance of this brand new luxury cottage on Julington Creek in Saint Johns County. Centrally located -- we're just a 30 minute drive to the beach, downtown Jacksonville, and St. Augustine. Amenities include a king-sized bed, two TV's, and a fully-equipped kitchen. The cottage is located at the front of our 1-acre property. Our own home is situated just across the lawn from the cottage. Guests will walk through the backyard to access the river.

Luxury Designer San Marco Oasis-Sleeps 6

Welcome home to your home away from home! 2 bedrooms/ Sleeps 6, 9 min. to the Stadium, 5 min. to Baptist/Wolfson Children's/MD Anderson hospital, 8 min to Memorial Hospital, 9 min to St. Vincent's hospital, 3 min to San Marco Square, 24 min to Jax Beaches. This designer home with spacious high ceilings is stocked with all details including a Ninja blender, Air fryer and Insta pot. Enjoying relaxing in the Gazebo in the peaceful backyard and grilling out.

Blue Bird Paradise

Welcome to “Bluebird Paradise”. Come visit our bright, beautiful, 400 sq. ft “Guest House”, detached from our home with a porch overlooking our beautiful Florida backyard with pool. The commute is very good; it is located less than 30 minutes from the city, 30 minutes from the beach and 30 minutes from the famous historical St Augustine. Peace and quiet await you. A guesthouse is a detached building that shares the property with the host.