Holiday houses in St. Johns

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Top-rated holiday rentals in St. Johns

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A serene outdoor space features a private saltwater pool, enclosed by a mesh screen. Two pink flamingo floaties rest on the water. Comfortable lounge chairs provide seating alongside lush greenery, enhancing the inviting atmosphere of the retreat.
Home in St. Johns County
4.94 out of 5 average rating, 62 reviews

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.

Top Guest favourite
Two charming guest houses are surrounded by well-maintained landscaping filled with colorful azaleas. Mature trees provide shade, and sunlight filters through, creating a serene outdoor space. The residences feature distinct architectural styles, showcasing a harmonious blend with the lush surroundings.
Cottage in Green Cove Springs
4.98 out of 5 average rating, 157 reviews

Guest House-Enchanted Oaks Estate-Weddings-Dock

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! Bass Pro Shop did a photo shoot here for their Spring 2025 catalogue! Owners home is on the property and they are always available. 45 minutes to JAX Beaches. 35 min to St. Augustine.

Top Guest favourite
Home in St. Augustine
5 out of 5 average rating, 155 reviews

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.

Guest favourite
A well-maintained outdoor pool area is framed by palm trees and lush green landscaping. The sparkling blue pool features a central fountain and is surrounded by loungers, creating a serene environment for relaxation.
Condo in St. Augustine
4.87 out of 5 average rating, 339 reviews

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.

Top Guest favourite
Guest suite in Fruit Cove
4.92 out of 5 average rating, 71 reviews

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.

Top Guest favourite
Guesthouse in Mandarin
4.98 out of 5 average rating, 155 reviews

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

Superhost
Home in Southeast Jacksonville
4.94 out of 5 average rating, 34 reviews

The Cozy Nook

Spacious 2BR/2.5BA townhome in a quiet, friendly community. Enjoy access to a sparkling pool, fitness center, High Speed Wi-Fi, and a fully stocked kitchen. Located just minutes from top shopping, dining, Brooks Rehab, and Baptist South Hospital. Ideal for families, travel nurses, short and long-term guests seeking comfort, convenience, and a peaceful stay. The perfect Jacksonville home base for work or relaxation! Only 20 minutes from the beach and Saint Augustine!

Top Guest favourite
A modern living area is furnished with a gray sofa and two light-colored armchairs. A textured rug covers the floor, while large windows allow natural light to illuminate the space. The kitchen can be partially seen in the background, featuring contemporary appliances.
Guesthouse in Fruit Cove
4.91 out of 5 average rating, 80 reviews

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.

Top Guest favourite
Home in St. Augustine
5 out of 5 average rating, 14 reviews

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.

Top Guest favourite
Home in St. Augustine
5 out of 5 average rating, 29 reviews

Modern Home • Pool & Game Arcade • Sleeps 10

✨ Stylish & spacious home perfect for families, groups, business trips, and relaxing getaways 🌴 🛋️ Professionally designed with cozy living spaces 🍽️ Fully equipped kitchen 🔥 BBQ grill for outdoor gatherings 🏖️ Resort-style pool & gym access 📶 Fast Wi-Fi 📺 Smart TVs in multiple rooms 🛏️ Comfortable beds & modern décor ☕ Complimentary coffee station 🚗 Free parking ☀️ Everything you need for a relaxing and memorable stay near the b

Top Guest favourite
Home in Nocatee
4.96 out of 5 average rating, 28 reviews

The Picasso House

The Picasso House is an artful coastal retreat featuring a modern indoor fireplace, an 11-foot island perfect for gathering, and curated artistic touches throughout. Enjoy bright, open spaces and stylish comfort. Outdoors, relax around the built-in gas fireplace or unwind in multiple seating areas designed for connection. Located minutes from Ponte Vedra Beach and near St. Augustine, it’s the ideal blend of modern design and coastal charm.

Guest favourite
The exterior of a two-story townhouse is showcased, featuring a well-maintained landscape with trimmed shrubs and a concrete pathway. A garage is visible on the left side, and large windows provide natural light. The earthy tones of the building complement the surrounding greenery.
Home in St. Augustine
4.91 out of 5 average rating, 11 reviews

Townhouse in St. Augustine, Florida

Make yourself comfortable in this completely remodeled townhouse in St. Johns County. New kitchen and bath cabinets. Quartz countertops, and new flooring throughout. Hi-speed internet service and secure Wi-Fi coverage across whole house. Smart TV in the living room, chrome TV in the master bedroom and smart TV in the second bedroom. Washer and dryer, and fully stocked kitchen with cookware and dishes. Rental includes baby pack-and-play.

Popular amenities for St. Johns holiday rentals