Vacation rentals in Southside, Jacksonville

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Top-rated vacation rentals in Southside, Jacksonville

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Superhost

A large swimming pool occupies the center of a well-maintained outdoor area, surrounded by lush palm trees and landscaped gardens. Sun loungers are arranged around the pool, offering ample seating for relaxation. The surrounding buildings feature a modern design with colorful accents.

Apartment in Southeast Jacksonville

4.83 out of 5 average rating, 23 reviews

The Sea @ 1319 Near Mayo Clinic

Immerse yourself in comfort at The Sea @1319, a beautifully designed one bedroom/one bath luxury apartment. 🔹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.

Top guest favorite

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

4.98 out of 5 average rating, 270 reviews

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!

Guest favorite

A spacious common area features large windows allowing natural light to fill the space. A modern sofa with decorative pillows faces a unique coffee table. The open layout leads to an outdoor pool area, with comfortable seating and a staircase visible in the background.

Apartment in Southeast Jacksonville

5 out of 5 average rating, 17 reviews

StunningAptPool ViewbyStJohns1townCent&MayoClinic

"Discover the perfect getaway in the heart of St. Johns Town Center, Jacksonville! This stylish 1-bedroom apartment offers comfort and convenience, steps away from top restaurants, shopping, and entertainment. Enjoy a beautifully furnished space with a fully equipped kitchen, cozy living area, and access to a stunning pool. Ideal for couples, solo travelers, or business professionals, you'll love the vibrant atmosphere and central location minutes from everything you need for a memorable stay."

Guest favorite

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.

Guest suite in Southeast Jacksonville

4.9 out of 5 average rating, 168 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 favorite

A modern living area features a light-colored sofa adorned with dark cushions and a soft throw blanket. A glass coffee table is positioned on a textured area rug, complemented by a stylish floor lamp and a leafy plant beside it. A large abstract artwork adds a striking focal point.

Apartment in Southwest Jacksonville

4.88 out of 5 average rating, 94 reviews

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.

Guest favorite

A modern living area features a turquoise sectional sofa accented with yellow cushions. A dining table with four chairs sits in the foreground, complemented by woven placemats. Light streams through large windows, illuminating the space, which includes a television and decorative plants.

Apartment in Southeast Jacksonville

4.86 out of 5 average rating, 104 reviews

Elegant 2 King Bed Southside Pool Mayo Clinic UNF

Enjoy the comfort of a spacious, luxury apartment designed just for you. With two large master suites, King beds, and private bathrooms, you’ll have all the space you need to relax and recharge. You can lounge by the resort-style pool, stay active in the state-of-the-art gym, or explore nearby shops and dining at the Town Center. You’re just 15 min from the beach and close to Mayo Clinic. With easy access to I-295, you’ll love how convenient everything is around you in this prime location

Superhost

The living area features a cozy seating arrangement with a patterned armchair and a sofa, complemented by a round coffee table. The modern kitchen is visible in the background, showcasing sleek cabinets and bar stools around the countertop. Natural light filters through the large windows.

Apartment in Southeast Jacksonville

4.94 out of 5 average rating, 36 reviews

1-BR with King Bed & Resort-Like Amenities – Mayo

Welcome to your perfect home base in Jacksonville! Located directly off the main highway, the property offers unmatched convenience and easy access to all the best the city has to offer! Just minutes from the Mayo Clinic, UNF & St. Johns Town Center – ideal for business, school events, dining or shopping. The beach and TIAA Bank Field are only 20 minutes away – enjoy quick access to the coast and local events. Covered garage parking and elevator access make it a breeze to come and go!

Top guest favorite

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.

Guesthouse in Southeast Jacksonville

4.98 out of 5 average rating, 377 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.

Guest favorite

The spacious living area is filled with natural light from large windows. Bright, comfortable furnishings include an orange sofa and soft white chairs. A neutral area rug anchors the seating arrangement. A large television is mounted on the wall, complementing the decor.

Apartment in Southeast Jacksonville

5 out of 5 average rating, 13 reviews

Beachy Bliss: Elegant 2BR/2BA with Pool & Gym

Contact us for seasonal discounts! Experience your perfect JAX getaway in JK2Properties' 2BR/2BA beach-themed property. Enjoy a spacious master suite with en suite bathroom, a cozy second bedroom, a den with a bunk bed, a fully equipped kitchen, and a private balcony. Situated in Jacksonville's newest, most exclusive complex, you'll have access to a pool, gym, clubhouse, and meeting rooms. Just minutes from the Mayo Clinic, UNF, beaches, shops, and restaurants, it's the ideal retreat!

Top guest favorite

A modern sitting area features a grey sofa with blue accent pillows and a matching chair. A round wooden coffee table sits on a decorative rug with a traditional pattern. Light filters in through sheer curtains, creating a bright and inviting space.

Apartment in Southeast Jacksonville

5 out of 5 average rating, 21 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!

Superhost

A spacious bed is centered under a large window dressed with light curtains, allowing natural light to fill the room. The wall is adorned with a beach-themed mural depicting gentle waves and birds, complementing the soothing turquoise color scheme of the decor.

Apartment in Southeast Jacksonville

5 out of 5 average rating, 4 reviews

Seaside 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!

Guest favorite

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.

Apartment in Southeast Jacksonville

4.95 out of 5 average rating, 229 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.