Holiday rentals with a patio in Southside, Jacksonville

Guest suite in Southeast Jacksonville

4.9 out of 5 average rating, 170 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.

4.95 out of 5 average rating, 127 reviews

Home in Jacksonville

Special lakefront retreat

Your family will be close to everything when you stay at this centrally-located place. Minutes to major shopping and restaurants and just 15 minutes to Jacksonville beach. Only 10 min to TIAA Bank Field to see the Jaguars or enjoy your favorite events. Home features a scenic backyard with lake views. You can sit on the fishing deck or relax on the dining family deck . If you like to kayak, go for it. Then come back to enjoy a nice evening with family or friends around the firepit.

Apartment in Southeast Jacksonville

4.86 out of 5 average rating, 105 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

4.97 out of 5 average rating, 270 reviews

Home in Jacksonville

Cozy Retreat By Mayo, Beach, Pet Friendly Backyard

Send me a message for the SUMMER KICKOFF discount Local private host delivering exceptional 5 star experiences nestled in this quiet neighborhood Luxurious beds and blackout curtains offer a relaxing oasis to enjoy your stay. Gather around our large table with family and friends to make memories Pet & family friendly! Sleep 7 guests Convenient to Cruise Terminal, Beach, Mayo, and Shopping/ Dining Private fenced in backyard In Unit Washer/ Dryer DBPR DWE2613890 TDT #1871 LBT #412575

Apartment in Southeast Jacksonville

5 out of 5 average rating, 118 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.

4.97 out of 5 average rating, 191 reviews

A Secluded Modern and Cozy Home Near Downtown

Have a family getaway, girls weekend, or just hanging with your friends, not a better location to enjoy downtown Jacksonville and the beautiful San Marco neighborhood than at this peaceful, secluded peace of paradise. Minutes to downtown and only 100 yards from the beautiful St. John's River, Spacious modernized home with 70 inch tv's in living room and family room, with 43 inch tv's in all bedrooms. High speed internet, YouTube TV with NFL Sunday Ticket and RedZone!

4.96 out of 5 average rating, 258 reviews

Guesthouse in Avondale

Avondale Studio

Located in Avondale, Jacksonvilles historic district, this Garage Studio offers everything one needs for a getaway or a business trip. Walking distance to the Shoppes of Avondale. There are multiple restaurants/bars/outdoor cafe dining all within walking distance in either direction. The 2nd story garage apartment offers a balcony with views into Boone Park. Fully renovated in 2021 offering a full kitchen and bathroom. You have a private parking space as well.

4.96 out of 5 average rating, 102 reviews

Luxury Designer San Marco Oasis-Sleeps 6

Welcome home to your home away from home! 2 bedrooms/ Sleeps 6, 9 min. to the Stadium, 5 min. to Baptist/Wolfson Children's/MD Anderson hospital, 8 min to Memorial Hospital, 9 min to St. Vincent's hospital, 3 min to San Marco Square, 24 min to Jax Beaches. This designer home with spacious high ceilings is stocked with all details including a Ninja blender, Air fryer and Insta pot. Enjoying relaxing in the Gazebo in the peaceful backyard and grilling out.

Guesthouse in Springfield

4.99 out of 5 average rating, 133 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.

4.91 out of 5 average rating, 104 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.

4.97 out of 5 average rating, 272 reviews

Guesthouse in Riverside

Enchanted Forest: a Magical Luxury Studio

Lost to time, at the end of a long forgotten forest path, where dappled sunlight outline trees, moss, and stone. Enjoy the luxurious richness of satin, velvet, chandeliers and candles. Looking to escape, we’d love to share the path to this hidden destination in Historical Riverside. Equipped for work travel, date night, solo escapes, or longer vacations, this enchanted forest destination is right for you.