Family-friendly holiday rentals in Southside, Jacksonville

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.

Luxury Beach Getaway w/ Heated Pool & Game Room

Recently built gorgeous 5-bedroom beach house with heated pool and game room with pool table, foosball, dart, shuffleboard, and ping pong. Living rooms on each level. Great for families. Gourmet chef's kitchen with 5 burner gas stove. Cable TV with all movie channels provided. Includes a putting green, bocci court, outdoor dining under the covered patio and a smart TV. BIKES INCLUDED PET FRIENDLY: We warmly welcome four-legged CANINE friends. No cats, please. (They don't like the beach!)

***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.

Designer's "Treehouse" just 4 Houses From the Sea!

The next best thing to beachfront! Grab your beach gear and walk just 2-5 mins to the quiet community beach entrance located only three houses away (this is not a popular entrance because there is NO public parking). Spend your evenings reconnecting as you roast S'mores around the fire pit. Enjoy long talks on the deck shaded in the day by the live oak trees and lit up at night with cafe lights hung overhead, all while listening to the lullaby of waves.

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!

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.