Holiday rentals in St. Johns County

Home in Southeast Jacksonville

An open kitchen design features modern stainless steel appliances, including a refrigerator and microwave. A large island with seating for three is highlighted by a marble countertop. Natural light fills the space, creating a bright and welcoming atmosphere.

4.94 out of 5 average rating, 430 reviews

Coastal Lane 3/2 Clean Home in Jacksonville, Wi-fi

Reach out about our multi day discounts for weekdays! This gorgeous 3 bedroom coastal style home is your home away from home! Located in a peaceful and quiet neighborhood with perfect lake views. It's close to shopping, stores, and restaurants. - Easy highway access right off I-95 - 15 minute drive from the Jacksonville Jaguars Stadium (TIAA Bank Field) - 20 minute drive to Jacksonville Beach - 25 minute drive to Jacksonville Airport - Fast Wi-Fi -EV Charge Available for Guests in Garage

4.96 out of 5 average rating, 67 reviews

Home in Ponte Vedra

A perfect slice of heaven

Take it easy and enjoy privacy of your own beach home . Sun, sand, gorgeous views ,patio, balconies, hot tub, etc :set the stage for a fun active family, or a romantic relaxing vacation. Short drive to historic St Augustine, shopping, restaurants, nightlife. Located on a beautiful quiet beach, with hiking and biking trails just steps away from this unique and tranquil getaway. Additional fees : Pet Fee $150 Hot Tub. $500 For additional services please inquire

4.91 out of 5 average rating, 35 reviews

A bright living area features large windows, allowing ample natural light and offering stunning ocean views. The comfortable seating arrangement includes a spacious sofa and a patterned armchair. Double doors lead out to a deck, enhancing the connection to the outdoor space.

Home in St. Johns County

Private & Secluded Oceanfront Home w/ Large Deck

Welcome to a serene beachfront retreat in Ponte Vedra Beach. This home offers direct private beach access, a spacious open layout, and a huge deck with breathtaking ocean views. Plus, there are no houses behind—just a peaceful nature preserve, ensuring a quiet and relaxing stay. If you are a large group, you can book Sandy Shores II (next door) to accommodate up to 16 guests—perfect for family reunions, large gatherings, and special celebrations. LONG STAY DISCOUNTS Jan-Feb, send us an inquiry!

5.0 out of 5 average rating, 156 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.

4.95 out of 5 average rating, 237 reviews

A charming coastal bungalow is set amidst lush green grass, surrounded by palm trees and nature. The driveway leads to the front entrance, featuring a single-car garage. The home is framed by a clear blue sky dotted with clouds, highlighting its welcoming facade.

Home in Vilano Beach

Surfside House

This special vacation home is close to everything, making it easy to plan your visit. Ideal location across from the beach, just minutes to drive or bike into historic downtown St. Augustine. The 1950's coastal bungalow is set on Vilano Beach's historical Street. The home has been completely remodeled, plenty of parking and is pet friendly. Surfside's pet friendly beach access/parking and North Shore Community Park is 1 block away with tennis/ pickle ball courts, playground and dog park.

A single-story home features a covered front porch with seating for relaxation. Large windows brighten the entrance, and the exterior showcases a blend of light siding and a metal roof. A grassy area surrounds the house, providing a welcoming appearance.

4.98 out of 5 average rating, 122 reviews

3/2 pet friendly home 3 miles to St Augustine

We welcome any family/group who wants to be close to everything! Your trip will be enhanced by this brand new, beautifully decorated, well-appointed home! Bring up to 3 pets (fully fenced in back yard) & enjoy this home that has everything that you will need for a great vacation. Our home has a king bed & is 3 miles to historic downtown St. Augustine & just 5 miles to the nearest beach. Close enough to enjoy the best of St. Augustine & then you can relax & refresh in our quiet neighborhood.

Home in Southeast Jacksonville

A clear swimming pool is depicted, showcasing calm water with scattered floating toys. Sunlight reflects off the surface, creating a serene atmosphere. Surrounding the pool are several black lounge chairs, providing space for relaxation.

4.88 out of 5 average rating, 246 reviews

Private FL Home with Pool, Hot tub & Luxury Master

This is a lovely family home in the Mandarin area of Jacksonville which has undergone many renovations and upgrades. The master boasts its own, ensuite, tv, fireplace and sitting area, as well as a private entrance from the pool and hot tub area. The house itself has newer furnishings, flooring, modern decor, a large fenced in backyard, pickle ball court and firepit. Located in a safe South East Suburb of Jacksonville, not far from shopping, beaches and many other Florida attractions.

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.

4.97 out of 5 average rating, 135 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!

4.85 out of 5 average rating, 108 reviews

A serene outdoor area features a suspended basket chair, surrounded by lush greenery and sun loungers beside a sparkling pool. Umbrella-shaded tables provide shade, while the building's modern architecture stands in the background, enhancing the inviting atmosphere of the space.

Flat in St. Augustine

Luxury Retreat in St. Augustine

Escape to Isla Antiguas in St. Augustine, FL, and indulge in luxury at this stunning 2-bed, 2-bath Airbnb. Perfectly designed for comfort and style, this upscale retreat offers a fully equipped kitchen, elegant living spaces, and plush bedrooms. Enjoy top-tier amenities, including a sparkling pool, fitness center, and scenic surroundings. Just minutes from historic downtown and pristine beaches, this getaway is ideal for relaxation and adventure. Book now for an unforgettable stay!

Apartment in St. Augustine

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.

4.87 out of 5 average rating, 344 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.

Home in Southeast Jacksonville

A tranquil outdoor area features a swimming pool surrounded by a sun deck with lounge chairs. A table set for dining stands nearby, complemented by trees and blue sky above. The home in the background blends with the natural surroundings.

4.88 out of 5 average rating, 102 reviews

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.

A spacious bedroom is highlighted by a modern black canopy bed with crisp white bedding. A vibrant flamingo artwork adorns the wall, complemented by an arrangement of framed prints. A flat-screen TV is mounted above a stylish dresser, adding functionality to the inviting space.