Holiday houses in St. Johns

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Top-rated holiday rentals in St. Johns

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Guest favourite

The two-story white house features a welcoming entrance with a central door flanked by large windows. Adjacent to the entrance, two armchairs are positioned around a small table on a circular patio, surrounded by lush green grass and decorative potted plants.

Home in Green Cove Springs

4.99 out of 5 average rating, 122 reviews

1920 Carriage House on Riverfront Estate

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

Guest favourite

A spacious studio is presented featuring a comfortable king bed with a light-colored headboard. A kitchenette is visible in the background, with dark wood cabinetry and modern appliances. A cozy sitting area includes a patterned sofa and wooden coffee table, with soft lighting from bedside lamps.

Condo in St. Augustine

4.8 out of 5 average rating, 158 reviews

Private Luxury Condo @ St. Augustine's top Resort

Looking to get away?!!! Come enjoy this one bedroom luxury St. Augustine studio located within the private gates of the World Golf Village in the Laterra resort, home of the King and Bear Golf Course. Resort amenities at your fingertips including access to golf, multiple pools, hot tub, a full service spa, and fitness center. Minutes away from restaurants, shopping and the Golf Hall of Fame. Absolutely No Pets allowed!!! My daughter is highly allergic, and it will cause an allergic reaction

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, 314 reviews

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!

Top Guest favourite

A spacious bedroom features a large bed with a neutral-colored spread and an array of patterned throw pillows. Light filters in through two large windows, with a view of greenery outside. A simple nightstand stands beside the bed, enhancing the room's tranquil aesthetic.

Guest suite in Jacksonville

4.9 out of 5 average rating, 60 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 TV, and reliable Wi-Fi. Meet our 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

A cozy bedroom features warm wood paneling and a large window allowing natural light to fill the space. A spacious bed is dressed in a patterned quilt, with two pillows placed at the headboard. A ceiling fan hangs above, and an air conditioning unit is mounted on the wall.

Cottage in Vilano Beach

4.98 out of 5 average rating, 108 reviews

The Castle Cottage

Tucked away in the trees of Vilano Beach is a little known magical hideaway, the Castle Cottage. This cottage was hand-crafted by a master carpenter in the 80s and displays beautiful woodwork throughout. This perfect getaway location allows you to be free from the crowds but still within five miles of downtown St. Augustine. It is located within a half mile of three popular local restaurants and only steps to the beach! It also features a magnificent view of the nearby Castle Otttis.

Top Guest favourite

The living area features a modern design with custom wood paneling on one wall. A leather sofa is positioned in the foreground, while a decorative coffee table and a small workstation with a chair are visible. Soft lighting highlights a piece of scenic artwork above the table.

Home in St. Augustine

4.96 out of 5 average rating, 100 reviews

St Augustine Entire Home, King Bed, Pet Friendly

Casita Luxe Retreat Near Historic St. Augustine – Pet-Friendly Haven! Discover this luxurious 3-bedroom, 2-bath retreat! Designed with a modern luxe aesthetic, it features custom wood paneling, a fully equipped kitchen with a chic island, and a king-size plush mattress. Enjoy the large, fenced yard, fire pit, outdoor shower, and fun family games. Pet-friendly, with Wi-Fi, smart TVs, and parking included this home offers comfort and style in an up-and-coming neighborhood. Book now!

Top Guest favourite

Guesthouse in Mandarin

4.98 out of 5 average rating, 138 reviews

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

Guest favourite

The pool area is illuminated at night, featuring a clear blue swimming pool surrounded by lush palm trees. Lounge chairs are positioned nearby, while a cozy outdoor seating area with string lights enhances the inviting atmosphere. The landscape is complemented by greenery and soft lighting.

Home in Jacksonville

4.85 out of 5 average rating, 61 reviews

Tropical Paradise-Main House | Team Joseph Ellen

Located just a stone's throw away from the captivating city of St. Augustine and a block from the picturesque St. Johns River, this resort-style home offers the ultimate retreat for your vacation. Experience ultimate relaxation in the pool area. Lounge on comfortable chaise lounges, take a refreshing dip in the clear waters, and enjoy the tranquil ambiance of our koi pond and waterfall. Book your stay with us today and experience the epitome of resort-style living!

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 Jacksonville

4.94 out of 5 average rating, 50 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

A charming duplex is featured in the background, surrounded by a lush green yard. The exterior is painted in calming colors, and a large tree stands nearby. Soft outdoor lighting creates a welcoming ambiance as dusk settles in, enhancing the peaceful neighborhood atmosphere.

Home in Jacksonville

4.89 out of 5 average rating, 157 reviews

🏌🏼NEW HOME.(Duplex) Near Beach

* Just a bicycle ride to MAYPORT NAVAL STATION, OR TO BEACH! (2 bicycles available on property). Beautiful new home. New furniture & appliances. The perfect duplex. Very quiet neighborhood on private sandy dirt road. Very close to ocean & Katherine Abby Hanna park. Mayport fresh seafood close by also. 10 minute bicycle ride to Mayport Naval Station, or to beach. 65” screen tv, upgraded package cable,, hardwood floors (please no high heels). NO PARTIES

Top Guest favourite

A bright bedroom featuring a spacious bed with a gray quilt. A large window with dark curtains allows natural light to enter, illuminating the room's turquoise wall. A dresser is visible, and a doorway leads to a kitchen area in the background.

Apartment in St. Augustine South

4.97 out of 5 average rating, 355 reviews

Home away from Home close to everything!

An ideal place to stay while visiting our lovely historic St. Augustine. It's in a quiet neighborhood close to beaches, historic district, restaurants and stores. The unit is above the two-car garage where you enter to go up stairs to the 500 square foot apartment. It has a living room, full kitchen, bedroom and bathroom. It's a few short blocks to Intracoastal Waterway (ICW) where you can enjoy breath-taking walks. Short drive to everything!

Guest favourite

A white high-top chair is positioned on a deck overlooking the calm waters of the St. Johns River. Lush greenery can be seen in the foreground, while a clear blue sky stretches above, providing a serene backdrop for relaxation.

Cottage in Fort George Island

4.88 out of 5 average rating, 310 reviews

Salty Dolphin Cottage with Pool ❤

Welcome to the Salty Dolphin—where the St. Johns River meets the Intracoastal. This peaceful riverfront townhome offers stunning views, dolphin sightings from the decks and dock, and is just 3 miles from the Atlantic—perfect for fishing. You’re minutes from JAX Airport, downtown, Amelia Island, Ribault Club, and a ferry ride from Mayport. Relax, explore, or cast a line—this hidden gem puts the best of Florida’s First Coast at your doorstep.