Holiday rentals in Southside, Jacksonville

Home in Southeast Jacksonville

4.96 out of 5 average rating, 313 reviews

Coastal Lane 3/2 Clean Home in Jacksonville, Wi-fi

Reach out about our multi day discounts for weekdays! This gorgeous 3 bedroom coastal style home is your home away from home! Located in a peaceful and quiet neighborhood with perfect lake views. It's close to shopping, stores, and restaurants. - Easy highway access right off I-95 - 15 minute drive from the Jacksonville Jaguars Stadium (TIAA Bank Field) - 20 minute drive to Jacksonville Beach - 25 minute drive to Jacksonville Airport - Fast Wi-Fi -EV Charge Available for Guests in Garage

4.95 out of 5 average rating, 227 reviews

Top floor modern getaway w/resort amenities!

New build! 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.

Guest suite in Southeast Jacksonville

4.98 out of 5 average rating, 49 reviews

The Rifugio private studio on waterway near Mayo

Private studio apartment above garage with private entrance. Queen size bed, full bath/shower. Kitchenette area. Close to Mayo clinic (2miles), beach (4 miles), TPC/Sawgrass (10 miles), Saint Johns Town Center shopping/restaurants (8 miles), Jacksonville International Airport (30 miles) Secure, peaceful neighborhood located on the intercoastal waterway. Sit by the pool and enjoy the beautiful view where nature abounds from bald eagles, owls, dolphins, manatees... Come relax at our getaway.

Tiny home in Southeast Jacksonville

4.93 out of 5 average rating, 14 reviews

Cozy tiny home by lively pond

Experience a charming stay at our tiny house, blending rustic charm with modern comfort. Nestled in a serene setting, next to a pond but within the city of Jacksonville. it’s perfect for couples, business travelers, or anyone seeking a unique getaway. The home features beautiful wood walls, a full kitchen with an induction cooktop, microwave, and refrigerator. Enjoy high-speed Wi-Fi, a fire pit. 9 mins to Baptist South 8 mins to Bartram Park 15 mins to Mayo Clinic 25 mins to Jax Beach

Guest house in Southeast Jacksonville

4.98 out of 5 average rating, 374 reviews

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.

5 out of 5 average rating, 17 reviews

Red Sails oasis, just minutes from Mayo Clinic

Enjoy a peaceful experience at this centrally-located apartment with all inclusive, resort-like amenities located 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!

Guest suite in Southeast Jacksonville

4.89 out of 5 average rating, 159 reviews

Charming Studio in San Marco

Enjoy this charming studio located near everything you could want during your stay in Jacksonville. The space is located 5 minutes from San Marco Square, with many local shops and restaurants to enjoy. You will also be only 10 minutes from Downtown Jacksonville, 15 minutes from TIAA Bank Field, and 25 minutes from Jacksonville Beach. This studio is tucked away in one of Jacksonville’s quaint neighborhoods, and will make you feel just like a local! The area is extremely safe and quiet.

5 out of 5 average rating, 103 reviews

The Cozy Basement in San Marco

Make yourself at home in this studio-style apartment located in a quiet neighborhood with a kitchenette and full bathroom that features modern updates. Centrally located, less than 5 minutes from historic downtown San Marco with trendy restaurants and shopping, just minutes away from all the shops and nightlife in the village square. Less than 15 minutes to Riverside and downtown Jacksonville including multiple hospitals. Also only 30 minutes from the airport and beaches.

Guest house in Jacksonville

4.96 out of 5 average rating, 103 reviews

The Little House on Jupiter

Good vibes only at La Casita. Stylish, peaceful & private. When it comes to choosing your home away from home- the details matter. Kitchen is equipped with fridge, microwave, air fryer and hot plate. Coffee, hand soap, dish detergent, shampoo and conditioner provided. The bed is full sized. Enclosed side yard. Excellent central location. 10 minutes to the highway, St. John’s Town Center & UNF. 20 minutes to the beaches, downtown & Mayo. No smoking is permitted inside.

Superhost

5 out of 5 average rating, 4 reviews

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!

Home in Southeast Jacksonville

4.91 out of 5 average rating, 102 reviews

Cozy house in a heart of Mandarin

Come and relax in the cool walls of a house located on a quiet street in the heart of the Mandarin. You will see 3 spacious bedrooms (master bedroom is king size, others are queen sizes) 2 bathrooms, fully equipped kitchen, new furniture. Everything else comes with a place near the fireplace, where you can gather. Clean and new house with amenities. Jacksonville Beach in 25 min. We allowed 2 pets. We charge $100 fee for pet.