Holiday rentals in Southside, Jacksonville

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Top-rated holiday rentals in Southside, Jacksonville

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Guest favourite

Flat in Southeast Jacksonville

4.85 out of 5 average rating, 54 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

Superhost

Tiny home in Southeast Jacksonville

4.84 out of 5 average rating, 309 reviews

Private yard, all secluded tiny house-your oasis!

Come play at the beach! 24’ tiny house on a private fenced yard with gas grill, tropical outdoor area for relaxing. Lofted sleeping space, with shower and toilet make this the perfect weekend getaway or the escape from work meetings. Close to Mayo Clinic, Downtown , & Florida Beaches all a 15 minute drive! Or enjoy Orlando and natural springs with manatees couple hours away. St Johns town outdoor mall is a 5 minute drive and has countless food and shopping options! Truly a unique experience!

Top guest favourite

Home in Southeast Jacksonville

4.97 out of 5 average rating, 299 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

Top guest favourite

Guest house in Southeast Jacksonville

4.91 out of 5 average rating, 270 reviews

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.

Guest favourite

Flat in Southeast Jacksonville

4.95 out of 5 average rating, 223 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.

Top guest favourite

Flat in Southeast Jacksonville

5 out of 5 average rating, 11 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!

Top guest favourite

Loft in Avondale

5 out of 5 average rating, 109 reviews

Bright stylish 1bd/1 ba Apt in Historic Avondale.

You'll love this bright stylish second-floor apartment only steps away from the historic Shoppes of Avondale's bars and restaurants. This one bedroom, one bath is so inviting. The open floor plan with windows on all sides provides a bright and airy feel. Amenities such as off-street parking, ensuite washer and dryer, remote workspace, and fully equipped kitchen provide at-home conveniences. Rest and relax in a king-size bed after taking a hot shower or relaxing bath.

Top guest favourite

Guest house in Jacksonville

4.96 out of 5 average rating, 100 reviews

La Casita 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.

Guest favourite

Guest suite in Southwest Jacksonville

4.89 out of 5 average rating, 245 reviews

Stylish Private Master Suite With Private Entrance

PLEASE READ BEFORE BOOKING: *This suite is apart of a duplex. It is attached to another Airbnb, however this Airbnb space is NOT shared with others. You will have this private place to yourself and just your guest will be in it with you. We all stayed at places while on vacation in cities that are far from entertainment at least once. The Riverside area is full of different restaurants, attractions, and entertainment options that will keep you full & entertained.

Guest favourite

Guest suite in Southeast Jacksonville

4.87 out of 5 average rating, 171 reviews

Cozy Entire Suite / Studio Completely Private

Mandarin Room is a peaceful and cozy retreat where privacy and comfort come together. Recently remodeled, this room has a private entrance and bathroom, giving you freedom and serenity. Its warm, modern vibe invites you to disconnect from the world. Enjoy a restful sleep in a space designed to refresh you. Whether you're here for work or just to relax, it's the perfect spot to unwind. Come, make Mandarin Room your personal sanctuary. Your perfect getaway awaits!

Guest favourite

Guest house in Springfield

5 out of 5 average rating, 122 reviews

Cozy Cottage in Springfield, Downtown Jax

🤍 We can't wait to host you! The Cottage on 4th is located in the eclectic Historic Springfield neighborhood in Jacksonville's urban core. Situated in close proximity to awesome restaurants, coffee shops, breweries, and entertainment venues. Located 1.5 miles or less from TIAA Bank Field, Daily’s Place, Vystar Veterans Memorial Arena, and 121 Financial Ballpark (Jacksonville Jumbo Shrimp stadium). 13 miles from JAX airport and 16 miles from the beach.

Top guest favourite

Guest house in Southeast Jacksonville

4.98 out of 5 average rating, 285 reviews

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.