Holiday rentals in St. Johns

1920 Carriage House on Riverfront Estate- Weddings

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

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.

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.

Game Room |Near Beaches|Kitchen|Parking|TV Bedroom

Welcome to The Oasis, this brand new designer 3 bedroom home that fit 8 guests. This gorgeous home provides everything you need to enjoy St Augustine. This home is close to beaches and shopping centers like St John's Town Center. The new built 3BD home features a game room, Smart TVs in multiple rooms, fully stocked kitchen & private washer/dryers. This home is perfect for temporary housing or a vacation. Spend your stay enjoying nearby beaches, games or visiting local restaurants in the town!

The Bungalow Estate in St. John's

Charming bungalow on a working micro-farm offering a retreat from the hustle of everyday life with unique charm. This vintage home was lovingly remodeled, keeping some quirkiness and history of the original home, while adding modern day comforts and aesthetic appeal. Just 45min from historical St. Augustine and Jax beaches, you can explore all the area has to offer (although you may find it hard to leave our cozy little haven)! Ask about RV spot (+$). Bring your boat (local ramps nearby).

Full Condo in St. Augustine’s World Golf Village

Escape to St. Augustine and enjoy a one bedroom condo with new brand new renovations and upgrades! Explore the resort amenities including free unlimited access to three pools, a 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!

King bed, Lake View, sleeps 8, 6 TVs, Public Pool

Escape to our cozy retreat! You'll unwind in style with up to 6 beds in our safe neighborhood, close to Publix and restaurants. You'll explore nearby beaches, parks and attractions or day trip to St. Augustine and Orlando. You'll enjoy serene lake views and backyard fishing. You'll love our top-notch amenities, including a recreational pool with slide, lap pool, basketball, fitness center and playground. You'll create unforgettable memories - book now! We look forward to hosting you.

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.

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!

Private Guesthouse

Forget your worries in this spacious and serene space. The first floor offers a large space that includes a private bedroom, a spacious bathroom, full kitchen, living space with TV and views of the pool and garden and an area to dine, work or play games. The second floor has an additional sleeping space for 4 including a full size bed and a queen sleeper sofa bed. There is a sitting area with a TV, games and books. There is also a workstation, a dining area and a workout area.

Pet Friendly Studio w/Tons of 5 Star Reviews

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

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.