Vacation rentals in Southside, Jacksonville

4.98 out of 5 average rating, 266 reviews

A spacious living area is presented with a light-colored sofa and a matching ottoman, complemented by a deep blue armchair. The room features a decorative round mirror, hardwood flooring, and an archway leading to a dining space with a table for six, illuminated by natural light.

Home in San Marco

Luxurious Craftsman in Historic San Marco

Never Drive Again! Immaculately renovated San Marco Bungalow, just a minute from excellent restaurants, retail, entertainment, hospitals & easy transit (via San Marco's FREE Beachside Buggy App) to everything else. Features include an inviting front porch, interior foyer, charming living room w/gas fireplace, new kitchen w/SS and granite, indoor laundry, historic architectural features, and private backyard w/ sitting area, fire pit, games & BBQ! Incredible location with unmatched walkability!

The living room features a gray sofa and a red accent chair, complemented by a large area rug. Three windows provide ample natural light and offer a view of the outdoors, while a television is mounted on the wall. Decorative items are displayed on the console cabinet.

4.87 out of 5 average rating, 61 reviews

Lux King Bed Stunning View Pool Mayo Clinic Beach

Start your Jacksonville stay with comfort and style! This modern 1-bedroom apartment in a prime location puts you just 10 minutes from Mayo Clinic and 15 minutes from the beach. You’ll enjoy a fully equipped kitchen, a cozy bedroom, and a stunning view that will elevate your experience. Whether you’re here for treatment, work, or a beach escape, you’ll find everything you need for a relaxing, stress-free stay. Enjoy the comfort, convenience this apartment offers for a seamless long or short stay

Guest suite in Southeast Jacksonville

A bright sleeping area is presented, featuring a spacious bed with white linens and decorative pillows. A chair is positioned nearby, alongside a lamp and a mirrored dresser. Natural light filters through large windows, adorned with blinds, with greenery visible outside.

4.9 out of 5 average rating, 164 reviews

Cute private guest suite in charming neighborhood

Whether you are visiting for work, vacation or planning a local getaway, our guest suite is thoughtfully set up to provide what you need for your stay. In a friendly, residential area we are located on quiet street, where large trees and greenery create a natural canopy, providing for a cool and cozy side yard for you to enjoy during your stay. Centrally located to many of Jacksonvilles popular attractions so you can enjoy peace and quiet while restaurants and shops are within walking distance.

Guest suite in Southeast Jacksonville

A bright sleeping area features light grey furniture with a spacious bed covered by a soft blue blanket. A large TV sits atop a dresser, while a desk and chair are positioned near a window, allowing natural light to enter the room.

4.98 out of 5 average rating, 50 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.

Guesthouse in Southeast Jacksonville

The kitchen features white cabinetry with ample storage and a spacious countertop. Stainless steel appliances, including a double oven and dishwasher, are visible. A window allows natural light to illuminate the workspace, and a small area rug adds a touch of warmth.

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.

Superhost

A spacious bedroom features a large bed adorned with white bedding and blue accent pillows. The walls exhibit a starry night mural, while the windows are draped with golden curtains, allowing soft light to illuminate the room. A mirror is positioned against the wall.

5 out of 5 average rating, 3 reviews

Serenity Retreat| 1BD Lux King in Southeast 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!

A living space is presented with a comfortable sofa and armchair in calming blue tones. A round glass coffee table is centered on a patterned area rug. Natural light streams through the large windows, adorned with light blue curtains, while a flat-screen TV is mounted on a dark wooden cabinet.

4.9 out of 5 average rating, 20 reviews

Blue Skies 1 Bedroom 1 Bath Apt

Stylish, centrally-located w/resort-like amenities. Just off of the main highwway minutes from the Mayo Clinic, UNF, & St. Johns Town Center. • pool & loungers • grills • club room /TVs & billiards • private offices & conf room • vehicle E charging stations • covered parking/elevator & wheelchair accessible ** upon confirmation, you will be required to complete a short form and to submit a copy of your ID. The complex requires this to secure the safety of residents and guests.

A modern kitchen with granite countertops and stainless steel appliances opens to a spacious living area. Large windows provide natural light and a view of the outdoors. A comfortable seating area with blue furniture and a dedicated workspace can be seen, enhancing the inviting atmosphere.

4.95 out of 5 average rating, 227 reviews

Top floor modern getaway w/resort amenities!

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.

The studio features a spacious bed with a light-colored blanket and decorative pillows. A cozy sofa sits in the corner, accompanied by a coffee table. Green plants are placed throughout, and ample natural light enters through a window, complemented by thoughtful décor on the walls.

5 out of 5 average rating, 105 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.

Condo in Southeast Jacksonville

A cozy living room is furnished with a light-colored sofa and two patterned chairs, arranged around a glass coffee table. A flat-screen TV is mounted on the wall opposite. Light filters in through vertical blinds, complemented by decorative wall sconces.

4.95 out of 5 average rating, 128 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.

Home in Southeast Jacksonville

A modern kitchen is equipped with sleek white cabinets and a spacious countertop. A stainless steel refrigerator and high-end appliances are visible, along with an induction cooktop seamlessly integrated into the surface. Soft lighting illuminates the area, creating a functional cooking space.

4.91 out of 5 average rating, 103 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.