Holiday houses in St. Johns County

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Top-rated holiday rentals in St. Johns County

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Superhost
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.
Home in Southeast Jacksonville
4.94 out of 5 average rating, 427 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

Guest favourite
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
4.91 out of 5 average rating, 35 reviews

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!

Guest favourite
Home in Ponte Vedra
4.96 out of 5 average rating, 67 reviews

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

Top Guest favourite
Home in St. Augustine
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.

Superhost
Home in Southeast Jacksonville
5.0 out of 5 average rating, 18 reviews

Mandarin Oasis | 5BR | 3.5BA | Pool | Dock | Quiet

Experience ultimate privacy on several wooded acres at this expansive St. Johns River retreat. This 5BR/3.5BA home is a paradise for outdoor enthusiasts, offering a long dock for boat tie-offs and an above-ground pool with a hot tub. Bring your boat, RV, kayaks, or canoes and enjoy direct river access just steps from your door. With tons of outdoor space and a serene, quiet atmosphere, this property is the perfect private oasis for large groups seeking a peaceful waterfront getaway in Jax!

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

Oasis on the 18th w/ Spa, 3 Pools and pickleball

Escape to our serene World Golf Village condo, blending tropical elegance with modern comfort within a gated community This immaculate space sleeps 4 with a king bed, queen sofa bed. Fully stocked kitchenette, in-unit washer/dryer, and tranquil pool views🌴 Resort perks: 3 sparkling pools, pickleball and golf onsite, clubhouse & lush walking paths. 30 minutes from historic St. Augustine’s charm, dining & beaches Perfect for couples, solo travelers, small families, or a pet-friendly escape!

Top Guest favourite
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.
Home in Southeast Jacksonville
4.88 out of 5 average rating, 245 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.

Superhost
Home in St. Augustine
4.96 out of 5 average rating, 52 reviews

Shoreline Sanctuary – Pool • Beach• Downtown

Welcome to our newly built home in a great neighborhood, just 10 minutes from downtown St. Augustine and the beach! Enjoy a relaxing stay with new furniture, comfortable beds, four TVs equipped with YouTube TV for endless entertainment, and fast Wi-Fi. Access a resort-style amenity center featuring a chipping green, playground, swimming pool, and workout facilities. Enjoy the historic city and beautiful beaches. We can’t wait to ensure you have a fantastic experience during your stay!

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
4.97 out of 5 average rating, 132 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!

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, 343 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.

Guest favourite
Apartment in St. Augustine
5.0 out of 5 average rating, 11 reviews

Modern King Bed Pool Gym Free Parking Near I95

Experience St. Augustine from this stylish 1-bedroom apartment designed with professionals and remote workers in mind. With a comfortable King bed, high-speed Wi-Fi, a smart TV, and a private balcony, this space offers the ideal balance of productivity and relaxation during your stay. Whether you are in town for work, an extended assignment, a relocation stay, or simply visiting the oldest city in the U.S., you will enjoy a comfortable home base close to everything you need.

Guest favourite
Home in St. Augustine
5.0 out of 5 average rating, 15 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.

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