Holiday houses in St. Johns County

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

Downtown • Historic Whitney House • Luxury Baths!

Off Street Parking for 2 vehicles 2 Min. walk to St George St 5 Min drive to Anastasia State Park Beach 6 Min drive to Fitness Club/Pool High Speed Starlink Internet Luxury Retreat in Historic Downtown. Indulge in a charming vacation rental featuring a spacious living room, gourmet kitchen, and luxury baths. Immerse yourself in the rich history and vibrant culture, with its charming streets and local attractions. Whether seeking adventure or relaxation, this retreat offers the perfect base.

St. Augustine Sanctuary 3 Pools Spa & Pickleball!

Escape to this tropical paradise spa-style resort with sparkling pool views and resort-style amenities! Newly renovated spacious studio unit features a wet bar kitchen and overlooks the renowned King and Bear golf course. Whether you're looking to improve your golf game, explore historic St. Augustine, or indulge in a rejuvenating spa day, this condo offers everything you need. Enjoy access to three heated pools, a hot tub, tennis courts, a clubhouse, a full-service spa, and a fitness center!

Perfect location 2 Bedroom Private Hot Tub

Couples Retreat Near Downtown St. Augustine. 0.5 miles from the Bridge of Lions. Enjoy a secluded courtyard, relaxing water fountain, and new 4-person hot tub. Wine down and watch the sunset in a peaceful setting after a exploring. Off-street parking is included. Restaurants, bars, coffee shops, and local favorites are only steps away. Perfect for a romantic getaway, weekend escape, or special occasion. Special requests and accommodations are available to help make your stay unforgettable.

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!

The Shire on 1 acre marshfront with dock and Spa

One of a kind 1930s historic home, newly renovated and transformed into a beautiful secluded getaway. new luxury finishes, while holding its traditional charm. No Events allowed. Rooftop deck, sunrise views of the Atlantic ocean, Downtown, and sunsets over the river. The new dock with covered roof hosts a national geographic like eco system. It’s short walk to the beach and 3 miles to downtown St George street. Follow along @carcabaroad for weekly content of the home.

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.

Peaceful Getaway in the Heart of Jacksonville

Unwind in this peaceful 3BR, 2BA Jacksonville getaway! Enjoy bright, inviting spaces, a fully equipped kitchen, and cozy bedrooms. Step into the tranquil backyard—perfect for morning coffee, yoga, or listening to the cheerful sounds of birds. Less than 15 mins to downtown, beaches, and NAS. St. Augustine, St. Johns, and Amelia Island are nearby. Only 2 mins to major highways, local shops, dining, and entertainment!

Lagares

Escape to our beautiful private lake retreat! Enjoy fishing right from the property, relax in the jacuzzi, cool off in the pool, and create unforgettable memories with family and friends. Located just 30 minutes from Florida’s beautiful beaches and historic St. Augustine, our home offers the perfect balance of peaceful nature and nearby attractions. Spacious, comfortable, and fully equipped for the perfect getaway.

Short Scenic walk into Historic St Augustine

Stay in Style on Anastasia Island Step into timeless elegance at this fully renovated 1920s apartment. Nestled in the heart of historic Davis Shores, this beautiful retreat blends old Florida charm with modern comfort. 🌴 Perfect Location Walk across the Bridge of Lions to the cobblestone streets, shops, and restaurants of historic St. Augustine. Surrounded by local cafés, parks, and coastal scenery.

1900s Cottage in Heart of Town-walk everywhere!

Welcome to Groveside Cottage on the historic street of St. Augustine! In 1920s Grove Avenue was the home of several families of cigar makers and two cigar manufacturing companies. This charming cottage is a great mix of vintage and modern; you will be amused! We allow 1 dog, please message us - approval required before booking. Thank you!

Townhome in St John’s

Your family will be close to everything when you stay at this centrally-located place. We are minutes away from the beach and downtown historic Saint Augustine. You are across the street from amazing restaurants and nearby golf courses & attractions. Centrally located between Jacksonville and Saint Augustine and Ponte Vedra.