Vacation rentals in St. Johns

Enchanted Oaks Estate-Weddings -Carriage House

1920 Carriage House on lush private estate. Renovated and charming! Situated on secluded, majestic 6 acre riverfront property on the St. John’s River. Enjoy park like grounds filled with azaleas, ancient oak and hickory trees, dripping in Spanish moss. Sit back and watch and listen to hawks and bald eagles overhead! Wake up to a magical sunrise each day! See the manatees lazily grazing! Bass Pro Shop shot their Spring Catalogue here! Owners home is on the property and they are always available

Location · Value · Nearby

Zen Flamingo: Poolside Peace Near Beaches and TPC

Welcome to the Zen Flamingo—a peaceful, stylish retreat in St. John’s, FL! Nestled between St. Augustine and Jacksonville Beach, our home offers a relaxing getaway with a private pool, modern comforts, and smart home features. Whether you're lounging by the saltwater pool, exploring local shops, or streaming your favorite shows, you’ll find everything you need to unwind. Enjoy nearby dining, shopping, and beaches.. View the full Zen Flamingo experience using the QR code in the photo gallery.

Family · Value · Check-in

Private oasis, heated pool, exceeds expectations

Private retreat on 2 acres of gated land, just 20 minutes to historic downtown St. Augustine and 25 minutes to the beach. This fenced property offers a perfect blend of relaxation, fun, and comfort. Enjoy your private pool, or let the kids enjoy their own space in the pool house, featuring TV, games, and a cozy hangout area. Start your day with fresh eggs from our happy hens- an experience that feels both farm-fresh and uniquely memorable. This home is designed to make your stay unforgettable.

Location · Family · Access

Full Condo in St. Augustine’s World Golf Village

Escape to St. Augustine and enjoy a one bedroom condo! Explore the resort-like amenities including free unlimited access to three pools, hot tub, lighted tennis and pickleball courts, playground, and fitness center. Located within the private gates of the World Golf Village, home of the King and Bear Golf Course. Minutes away from restaurants, shopping and the Golf Hall of Fame. Travel to Historic St. Augustine and beaches in less than 30 minutes! Pack n play available for babies.

Family · Location · Bathroom

Posh Pool and Pond Landing

Welcome to your own private oasis! This home is the perfect escape from the hustle of everyday life. Whether you're looking to enjoy quality time with family, or simply relax in paradise, this house embodies comfort and tranquility. With spacious living areas, charming decor, this home is the ultimate vacation destination. Enjoy the beautiful environment, surrounded by lush tropical foliage - Perfect to soak up the sun, breathe clean natural air, and make unforgettable memories.

Location · Family · Check-in

The Waddle Inn

Peaceful modern farmhouse 2-bed, 1-bath private 2nd-floor suite on our 2-acre creekfront mini farm. Built in 2023, it offers high-quality linens, smart TVs, and Wi-Fi. Meet our two rescue draft horses, friendly chickens and curious turkey; guests are welcome to help feed treats. Enjoy pool, firepit and on-site kayak rentals on the creek to the St. Johns River. 30–35 minutes to beaches, NAS JAX, TPC Sawgrass and historic St. Augustine. Perfect for couples, families and remote work.

Location · Family · Hospitality

Sherylee's Poolside Retreat - Team Joseph Ellen

Spacious 4BR Pool Home | Outdoor Oasis | Perfect for Families & Groups Step into paradise at this serene and stylish 4-bedroom, 2-bathroom pool home nestled in one of Jacksonville’s lush, tree-lined neighborhoods. Whether you’re visiting for a beach getaway, a family vacation, or a work trip, this fully furnished home has everything you need for a relaxing and memorable stay. Book now and enjoy the perfect blend of comfort, fun, and relaxation in a home that feels like your own!

Location · Family · Parking

The Shire on 1 acre marshfront with dock and Spa

One of a kind 1930s historic home, newly renovated and transformed into a beautiful secluded getaway. new luxury finishes, while holding its traditional charm. No Events allowed. Rooftop deck, sunrise views of the Atlantic ocean, Downtown, and sunsets over the river. The new dock with covered roof hosts a national geographic like eco system. It’s short walk to the beach and 3 miles to downtown St George street. Follow along @carcabaroad for weekly content of the home.

Value · Family · Quiet

Pet Friendly Studio w/ Private Fenced Yard

Welcome to the newly renovated Pop's Garage! If you've stayed with us before, you'll love the upgrades to our kitchen, the bathroom and the new floors throughout. Plus, we now feature a new, memory-foam King bed and sleeper sofa to accommodate parties of 4. The pet-friendly space includes a private and secure fenced-in area, allowing your canine to stretch out and explore. Discover the perfect balance of comfort and convenience at this one-of-a-kind vacation rental

Value · Family · Checkout

Luxury Cottage with River Access

Enjoy the peaceful ambiance of this brand new luxury cottage on Julington Creek in Saint Johns County. Centrally located -- we're just a 30 minute drive to the beach, downtown Jacksonville, and St. Augustine. Amenities include a king-sized bed, two TV's, and a fully-equipped kitchen. The cottage is located at the front of our 1-acre property. Our own home is situated just across the lawn from the cottage. Guests will walk through the backyard to access the river.

Family · Location · Beach

Luxury 3BR Townhome | Pool | Gym | Close 2 Beach.

Enjoy this Luxe townhouse located in Saint Augustine. This home is close to the beautiful beaches of Ponte Vedra and Saint Augustine and is very close to many restaurants and shops. The 3 BR 2.5 BA townhome is perfect for families or couples and sleeps up to 10. Please make sure you read all of the house rules if any of the house rules are violated there will be a minimum of $1000 fee assessed which includes smoking of any kind or bringing unauthorized pets.

Family · Value · Quiet

Executive & Family Stay Near Mayo & Beaches

Modern coastal townhouse ideal for families and executives. Located near Mayo Clinic Jacksonville, beaches, restaurants, and highways. Features 2 bedrooms: one with 2 beds, the other with a queen bed and reading area. Includes 2 work desks (one per room), fast WiFi, garage, and a peaceful patio overlooking a lake. Perfect for work trips, medical stays, or vacations. + Resort-style amenities: pool, beach volleyball court, and children’s playground.

Location · Family · Comfort