Find St. Augustine & Jacksonville Vacation Rentals

Explore kid-friendly vacation homes, oceanside properties, rentals with pools, and more.
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Explore St. Augustine and Jacksonville, Florida

For vacationers looking to combine beachy, kid-friendly, and cultural activities into an authentic coastal getaway, consider St. Augustine and Jacksonville the perfect Florida pair. Close in proximity and offering their own unique adventures, these cities will expose you to everything from local wildlife and sand dunes to waterfront seafood and centuries-old Spanish architecture. With plenty of fun-filled options to choose from, a vacation here is easy for everyone. READ MORE→

Pool inside a screened porch at a Jacksonville, Florida vacation rental
Explore State Parks

Just outside St. Augustine sits Anastasia State Park, where canoeing or kayaking is a must for nature-lovers. There’s also Amelia Island State Park: near Jacksonville, it’s known for its history and wildlife.

Play in the Sand

Crescent Beach’s coastline shape and hard-packed sand is great for beach sports. When you’re not relaxing, toss up a volleyball or throw around a frisbee for some family fun in the sun.

Dine By the Sea

Treat yourself to one of Jacksonville Beach’s many seafood restaurants or tiki bars. You can even watch for the catch-of-the-day along the famous fishing pier.

Experience Flora and Fauna

Take a beach break and visit the Jacksonville Zoo and Gardens, known for its diverse range of species, a unique botanical garden, and animal conservation efforts.

Step Into the Past

A visit to downtown St. Augustine isn’t complete without a tour of the city’s famous Castillo de San Marcos fort. You can learn about its 17th- and 18th-century history while taking in scenic coastal views.

Tour the Town

Hop on the Old Town Trolley in St. Augustine for an educational tour of the historic city. Best part: you can jump off when something extra special sparks your interest.

Private Homes with Hospitality

Enjoy a unique, professionally-cleaned vacation home backed by 24/7 guest support so you can travel without worry.
Best Rate

Best Rate

Get the guaranteed best rates on our vacation homes exclusively at evolve.com.
Rest Easy

Rest Easy

If your plans change or the home isn’t what we promised, we’ll be there for you.
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Give Back

We donate for every stay booked here, so staying in our homes helps others stay in theirs.

Nearby Destinations Worth Visiting

For those wanting to expand their vacation, St. Augustine and Jacksonville are close to many other southern cities and towns worth exploring.