Kid-friendly vacation rentals in Historic District, St. Augustine

Skittle Shack; 2 Miles from BEACH! Pet Friendly

Whole house 2 miles from Downtown St. Augustine & just 3 miles from the beautiful Top-Rated beaches! Sleeps 8, 3b/2b (4 beds total). Decor & furnishings are all brightly hand painted by the owner. The house is situated on a quiet street, near the main drag but far enough away to get a peaceful nights sleep. The space is well equipped with everything you'd need to feel right at home and the entire place is yours during your stay. Private Fenced in yard with a grill. We hope to hear from you soon!

NEW - The Sanctuary - A step above the rest

New Listing! Artsy Island sanctuary. Come enjoy this newly remodeled home in the middle of it all! Walking distance to historic downtown, restaurants, and bars. Brand new beds and furniture. Huge backyard. Located right off of Anastasia Blvd with great restaurants, coffee shops, pubs and fun for the Kids!Located 1 mile to the Anastasia beach state park and then a little over a mile to the beach! This is the main house with a detached apartment rented separately or all together on the property.

Oceanside/pool view-Surf Crest Village-Pets welcom

This Beach Cottage has all the charms and amenities that you want for your vacation. HDTV with DVD's for those rainy afternoons, sit in the cabana on the beach, read a book, or go for a swim in the seasonally heated pool . We even have a high chair for small family members. You are 200 yards from the beach, and walking distance to putt putt, and 20 different restaurants. 2 bedrooms with bath/kitchen/living area on top floor, and a private living area w/2 bedrooms & bath downstairs as well.

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.

Nice Ocean Views. Near Pier. Boatman’s Beach House

Historic Boatbuilder's House. Perfect for family/friends. One house from Ocean at St. Aug. Beach. 1/4 mile south of St. Johns County Pier and southern tip of Anastasia State Park. NO streets to cross. NO cars on this stretch of beach. 2nd floor Deck and upstairs living space have Great Views. Beds sleep 8-9. Chairs/beach toys/games/books. Kitchen ready to cook, iron, bath supplies. Walking distance to food, bars, shops, and music. Close to Historic Downtown. Chill, cool vintage beach house!

Sweet Sandcastle Vacations: A Luxury Beach Getaway

Come enjoy your stay at Sweet Sandcastle Vacations where you will be greeted with a sweet surprise! This 3,400 sq ft, 3-story, 7 bed/3 bath luxurious rental is perfect for big family gatherings! Has beds for 10 adults and 6 kids. Free Parking for up to 8 vehicles. Situated between the Intracoastal Waterway and Beach, both just a 5 min walk away. Enjoy semi-private beach access, relax on the outdoor patio, or around our fire pit. Explore the historic city of St. Augustine 10 min away!

Country Cottage 3-bedroom home with free parking

Your family will enjoy the comfort at this lovely Country Cottage and what it has to offer. The Country Cottage is a single family home that is located in a quiet, tree-lined up and coming neighborhood that's just a few blocks west from the Historical Downton St. Augustine, with a 15-minute drive to the beach and Anastasia Island. This three-bedroom, two-bathroom home sleeps 8 people and has a lovely kids room with books, toys,and more. Our outdoor space has lovely seating area.

Steps to Beach, Bikes & Beach Equipment Included!

Discover your perfect getaway at our beautifully updated condo in St. Augustine Beach, FL. With pristine oceanfront views and convenient beach access, our 2-bed, 2-bath retreat is a relaxing haven. Enjoy a fully equipped kitchen, comfortable living area, and private balconies. Exclusive community amenities include a private beach boardwalk, pool, and hot tub. Beach essentials, bicycles, and the proximity to shops, restaurants, and downtown make this the ideal beach retreat.

Ocean Breeze Playground

This is the destination! Beautiful, beach style house located right next to a family playground with splash pad!! Hours of entertainment for all ages. The park includes acres of space for the kids to be entertained, basketball, pickle ball and tennis courts, a baseball field and small and large dog parks. After spending the day at the park, you can relax in the back yard while you barbeque your meal. A beautiful oasis that is located so close to everything.