Family-friendly holiday rentals in Southside, Jacksonville

Surfers Cottage near Mayo Clinic in South Jax Bch

It's Beachy with 4 bikes! Just 10 short blocks to the sand. Feel the sea breeze at our clean and cute 3 Bedroom 2 Bath Home near the beach, golfing, and Mayo Clinic. Located in a safe and quiet neighborhood in South Jax Beach with restaurants and shopping within walking distance. Brand new floors, clean towels and clean bedding make our home a smart choice. Sunshine Park is 2 blocks away with skateboard park, children's playground/splash area, basketball and tennis courts, and exercise path.

Paradise Retreat*Vilano Beach*Sand & Ocean Breeze

Come and escape to the Florida sun and beaches at Paradise Retreat! This completely renovated home is only a few minute's walk to the beach with access to miles of tranquil, quiet stretches of beautiful sand, abundant sea seashells and a fantastic blue ocean. It is located in a quiet residential neighborhood, perfect for bike riding and evening walks under the stars. Paradise Retreat is your peaceful getaway only minutes to everything Vilano Beach and historic Saint Augustine has to offer.

Private Oceanfront Jax Beach Apartment

The downstairs unit of our family beach house has 3 bed/ 2 baths and a comfortably furnished open kitchen- living room. Everything is on one level! You can see the back yard from the kitchen through the glass doors which makes it also perfect for families with small kids who like to play outside. We leave the entire outdoor area for our guests, incl. deck, lounge chairs, outdoor shower, dining table and charcoal grill. No dogs allowed! Tyga our friendly cat lives upstairs and outside.

The confetti house - 1 mile from the Mayo clinic!

Cozy home located in a quite and safe neighborhood. 3 1/2 miles from the beach, 1 mile to the Mayo clinic, 5 miles to the Town Center, 1 1/2 miles to a marina and 1 mile to a state preserve with access to the intracoastal water ways. Walking distance to a park with tennis courts and playground for children. Adventure Landing waterpark is 2.5 miles away. 1 mile walking distance to stores and restaurants. Enjoy a cup of coffee in the screened in lanai listening to the Koi pond waterfall!

Luxury Home w/ Glass Room & Patios

Spectacular Inside and Out This magnificent 2940 sq foot home is in a prestigious lakeside neighborhood. It offers a large open concept living area with an adjoining 400 sq foot climate controlled sun room with a pocketing glass interior wall; to bring the outside in and the inside out. The exterior of the sun room is constructed of glass doors which can also be opened and stacked to facilitate an open air porch. Owner lives in the neighborhood and is quick to respond to your needs.

C8 Perfect location in city, balcony, free parking

Relax in this cozy and comfortable upstairs apartment with balcony. Don't worry about the struggle of downtown parking, PARKING IS FREE on site (2 designated spots for your apartment). So many nearby attractions just steps (or a trolley ride) from the door including shopping on St. George St, restaurants and sandy beaches where you can rent paddle boards, kayaks, small sailboats and more. We offer Roku TV. We have a drip coffee maker, coffee, decaf, creamers, and sugar.

Dog-friendly, Walk Everywhere apt with FREE BIKES

Come stay in this completely renovated, beautiful second floor, pet-friendly one bedroom apartment with a large fully-equipped eat-in kitchen. A spacious balcony with rocking chairs. Shared use of the fabulous back yard with picnic tables, BBQ grills, and bicycles! One parking space guaranteed. Best part: The location! About a five-minute walk to historic downtown and Flagler. Super comfy queen size 4-post bed. Pet fee is $40 per dog per stay (max of 2 dogs).

The Lazy Anchor-Pool-Walk to Beach-Dog Friendly

Welcome to The Lazy Anchor! The perfect Beach getaway with a short stroll to Vilano Beach. Our charming beach home radiates a relaxed coastal vibe, a private pool and spacious screened patio for leisurely lounging. Our large office space is great for work on the go. Convenient parking for RVs or boats, Exploring the coastline is effortless. We are a quick drive from beautiful historic downtown St. Augustine. Furry Pups are welcome with a pet fee.

JAX BEACH Cozy Beachside Studio

The Cozy Studio just 1 block from the Beach. Family-friendly and perfect for the budget vacation. Just steps from world class beaches and Starbucks. Outdoor spraying hoses for sandy bottoms! Fresh linens and towels guaranteed. 2 beds: 1 queen and 1 pull out sofa. Comfortably sleeps 2 adults. AC with wifi + cable television. Fully equipped kitchen, washer and dryer within the unit. No smoking or vaping is allowed inside. Pets are not allowed.