Family-friendly holiday rentals in Downtown, 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.

Charming Guest House on Riverfront Estate

Pretty Guest House situated on majestic 5 acre riverfront estate on the St. John’s River with park-like grounds filled with colorful azaleas, ancient oak and hickory trees, dripping in Spanish moss. Sit back and watch and listen to incredible hawks and bald eagles overhead! Wake up to a magical sunrise each day! Enjoy a stroll around the entire estate with owners permission. Owners home is on the property and they are always available. 45 minutes to JAX Beaches. 35 min to St. Augustine.

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.

Country Cove - 3 Bedroom Cottage

Awesome little brick house in the country close to downtown GCS, Clay County Fairgrounds and Green Cove Marine. House has been renovated with hardwood floors, GAS stove, dishwasher, ice maker with lots of counter space in kitchen! Farmhouse style decor with smart tv. Has Wifi. Has coin operated washer and dryer in a separate shared unfinished laundry room. Shared carport set up as a sitting area with a gas grill. House sits on over 2 acres! Other units on the property.

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!

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.