Family-friendly holiday rentals in Orange Park

Cozy Riverside Home. Walking Distance To 5-Points!

This home is located in the heart of Riverside. Cozy and aesthetic! You are centrally located in the center of 5-points. Park your car and leave it!! You are within walking distance to everything. We also have fun bikes located on the property. This home is perfect for couples, business travelers, or if you are traveling alone. - Due to Coronavirus, we’re taking extra care to disinfect frequently touched surfaces between all reservations. • Parking is available on the STREET ONLY

The 1910 General Store - residence

This historic country general store, listed on the National Register of Historic Places, is within easy walking distance to art galleries and cultural events, restaurants, bars, night life, and family-friendly activities. This residence is good for couples, solo adventurers, business travelers, families, and furry friends (pets, max. of 2). We are unable to allow guests to host gatherings and house parties. Off street parking available. "Historic hospitality with a southern accent!"

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.

Private FL Home with Pool, Hot tub & Luxury Master

This is a lovely family home in the Mandarin area of Jacksonville which has undergone many renovations and upgrades. The master boasts its own, ensuite, tv, fireplace and sitting area, as well as a private entrance from the pool and hot tub area. The house itself has newer furnishings, flooring, modern decor, a large fenced in backyard, pickle ball court and firepit. Located safe South East Suburb of Jacksonville, not far from shopping, beaches and many other Florida attractions.

Rustic Owl in Fleming Island with 2 Kings

From our family to yours. Located in the heart of Fleming Island, Rustic Owl was designed and appointed with extended family in mind. We wanted a space for families to visit, relax and enjoy each other.... while being comfortable. This gem offers comfy beds, smart TVs, an open floor plan, laundry facilities, upgrades throughout and with inviting outdoor spaces that overlook a rustic nature preserve. Super clean, Super Fast Wifi and well appointed amenities. Level 2 EV Charger.

* Tiny House * Deck * Free Laundry * Walk to All *

Walk to restaurants, bars, shopping! All of King Street Entertainment District & St John's River is within 3 blocks The tiny house is right in the heart of beautiful Historic Riverside, on the quiet end of King St, super central to everything 5 min to Avondale & Five Points. 10 min to downtown, Vystar, TIAA Jags stadium, Baptist Medical Center, UF Health, 15 to NAS JAX, 30 to beaches Perfect for couples & solo travelers who don't mind a small space & shower

Hidden Gem

This 'beachy' key west style guesthouse is hidden from the street but not the ocean breeze! The beach is only 1 block away and easy to get to by foot. You can't help but to spend your time relaxing on the large front porch. The property is fenced in and has a yard. Guests can use the BBQ, bikes, beach chairs, body boards and cooler, so you don't have to buy or bring your own! The house is between Jacksonville Beach and Atlantic Beach Town Centers.

The Funk House-A Retreat

If you are requesting to book, make sure that you have a complete AIRBNB profile, a current profile pic and phone number. Your request should include, what brings you to the Jacksonville area, along with an approximate time of arrival. The Retreat is separate from the main house (The Funk House) it is located in the back, on the top floor garage apartment. It has been completely renovated and furnished into a comfortable place to "Retreat".

Apt A - Comfort of Home in Historic St Augustine

Charming old world apartment in the historic district (AND a short 3-4 miles from multiple beaches) with a completely updated bathroom and kitchen. The kitchen has all new appliances, cupboards and quartz countertop. My favorite part of this apartment is the porch where you can relax, enjoy your morning and evening beverages, watch horse drawn carriages and mingle with our neighbors...