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.

***Direct Beachfront Oceanfront~Incredible Views!

Located on Vilano Beach, St. Augustine, FL, this three-story townhome is waiting to make memories for you and your family. Located directly on the beach-designed to envelope the soul in tranquility, this three-story townhome includes three lovely bedrooms. The main floor boasts a gourmet kitchen, half bath, laundry room, family room, dining area, and ocean viewing area. A laundry room houses a full size washer and dryer. Ultra high speed Internet is provided and reaches to the beach!

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.

Pure Relaxation: heated pool, beach, cabana & more

This clean, cozy, coastal home is the next best thing to oceanfront-- Less than 2 blocks to a semi-private beach, this house has backyard palm trees, heated pool with pool house, outdoor shower, AND walk to the intracoastal river, indoor/outdoor dining & bar at THE best restaurants in the area: Cap's, Reef, or Kate’s. Wi-fi, Sat TV, kids' books, games, and more! This neighborhood is not for a rowdy bunch. This is the quieter side of St. Augustine!

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.