
Holiday rentals in Southside, Jacksonville
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Top-rated holiday rentals in Southside, Jacksonville
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Restful Studio Intercoastal West
Unwind in style within this peaceful retreat. A private entrance opens up to a fully furnished suite near Golf (Windsor Parke Golf and Country Club - 1 mile), Jacksonville Beach (6 miles), and Mayo Clinic (3 miles). The kitchenette features a microwave, refrigerator, stove, and dishwasher. A variety of dining options, including fast food, sandwich shops and upscale restaurants, as well as a supermarket and pharmacy, are situated within 1 to 2 miles. St. Johns Town Center is only 15 mts away.

Studio Suite in Beautiful Central Neighborhood
Studio guest suite with queen bed and kitchenette in beautiful Miramar neighborhood, just 5 minutes from historic San Marco. Close to restaurants, grocery, MD Anderson Cancer Center and Wolfson Children's Hospital. Owners live in main house on site but suite has its own private entrance and parking. You will have access to an outdoor dining space and fenced in backyard. Dogs live on premises but will not interfere, although you may hear barking. Sofa bed available if needed, please inquire.

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!

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.

Cosmic Serenity l 1BD Lux King in SE Jax
Welcome to your own personal retreat! Let go of the weight of daily life and step into a world of tranquility, where stress fades and serenity takes over. Experience the calming ambiance of a spa like retreat, relaxing music, and soft lighting, all designed to create profound peace. This is more than a stay—it’s a curated experience designed to recharge your spirit, awaken your clarity, and inspire your dreams. Let go, unwind, and manifest your best self. Your escape begins here!

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!

Sunset Retreat | 1BR | 1.5BA | Pool | Gym | Garage
Entire modern, luxurious, and spacious apartment. Stunning lake-front view with gorgeous sunsets. Large king bed and queen sleeper sofa provide a comfortable stay for 4. Whether your stay includes a day of shopping, a trip to golf, going to work, or to unwind at the beautiful Jacksonville beaches, you are never far from your destination. Less than 5 miles to the St. Johns Town Center, 7 miles to the nearest hospital, 11 miles to the beaches, and 6 miles to the nearest golf course.

Bikini Bottom @ 1307 Near Mayo Clinic
Discover the perfect blend of comfort and style at Bikini Bottom @1307 🔹Swimming pool with loungers 🔹BBQ Grills 🔹Movie Theater, Clubroom with TVs & Billiards 🔹Private office & Conference Room 🔹Vehicle E-Charging Stations 🔹Free covered parking 🔹Elevator & Wheelchair Accessible 🔹 🔹 BEFORE YOU BOOK 🔹 🔹 The apartment complex requires a background check on all it’s guest. After your reservation is confirmed, we kindly ask that you complete a short form.

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.

Travel Nurse, Pool, Gym & More Mayo Clinic 6-min
Welcome to our Luxury suite! This is a upscale community will EXCEED all of your needs. Our safely gated neighborhood has 24/7 surveillance. Enjoy a 1 bed 1 bath room with full kitchen! FREE WIFi included. FREE PARKING P Smart TV enabled & professionally decorated. Plenty of activities on site to include a beautiful resort style pool, 3 gyms, a state of the art movie theatre, a relaxation room with a tanning bed, game room, pet spa, game lawn, car charging

1-BR King Bed Near Mayo Clinic
Experience contemporary luxury by staying in this elegant apartment. Its prime location and easy access to major roads make up for a perfect base for those looking to explore Jacksonville and its breathtaking ambiance. Modern interior design & lots of community amenities are there to satisfy your every need. ✔ Comfortable King Bed ✔ Fully Equipped Kitchen ✔ Balcony ✔ High-Speed Wi-Fi ✔ Community Amenities (Pool, Gym, Parking...) See more below!
Popular amenities for Southside, Jacksonville holiday rentals
Other great holiday rentals in Southside, Jacksonville

Cheerful private bedroom with a pool.

Durbin Park Pavilion Room

Guest suite in Jacksonville

Sage Suite - Private bath,kitchen,laundry, TV,wifi

Relaxing Small Guest Room#3 at EmilyHome

Cozy and Comfy Room in Southeast Jacksonville

Cozy Haven Near Arts & Dining | Wi-Fi & Parking

Pine Beautiful Bedroom Private: Beach Side
Quick stats about holiday rentals in Southside, Jacksonville
Total rentals
1.3K properties
Nightly prices starting at
€ 17 before taxes and fees
Total number of reviews
41K reviews
Family-friendly rentals
700 properties are a good fit for families
Pet-friendly rentals
590 properties allow pets
Rentals with a pool
450 properties have a pool
Destinations to explore
- Fitness-friendly rentals Southside
- Waterfront rentals Southside
- Rentals with outdoor seating Southside
- Rentals with pools Southside
- Rentals with breakfast Southside
- Private suite rentals Southside
- Family-friendly rentals Southside
- Rentals with a firepit Southside
- Rentals with an EV charger Southside
- Rentals with beach access Southside
- Rentals with lake access Southside
- House rentals Southside
- Rentals with a cinema Southside
- Rentals with a hot tub Southside
- Townhouse rentals Southside
- Rentals with a patio Southside
- Rentals with a fireplace Southside
- Flat rentals Southside
- Pet-friendly rentals Southside
- Guest house rentals Southside
- Smoking-friendly rentals Southside
- Apartment rentals Southside
- Rentals with a washing machine and dryer Southside
- Ponte Vedra Beach
- TIAA Bank Field
- Summer Haven st. Augustine FL
- Old A1A Beach
- San Sebastian Winery
- Vilano Beach
- Boneyard Beach
- Crescent Beach
- Kathryn Abbey Hanna Park
- Lightner Museum
- Fountain of Youth Archaeological Park
- Butler Beach
- Pablo Creek Club
- Eagle Landing Golf Club
- Adventure Landing Jacksonville Beach
- MalaCompra Park
- Matanzas Beach
- Amelia Island State Park
- Stafford Beach
- St. Augustine Alligator Farm Zoological Park
- Ravine Gardens State Park
- Jungle Hut Park
- Old Salt Park
- Bent Creek Golf Course