Holiday rentals with a fireplace in Historic District, St. Augustine

Huge Yard with Marsh Views! | Minutes to Beach/DT!

Welcome to the best view in St Augustine! This 3BR, 2BA bungalow is the perfect way to experience the city. Bike rentals and the trolley are only a minutes walk. Be free to soak in the marsh views that change with the tide while you sip your morning coffee. With a BBQ, fully stacked kitchen, and board games you may never want to leave! Nestled just outside of downtown, this location is ideal for those who want spacious living and serenity, but have the option to be at the beach or DT in minutes.

Downtown HistoricLuxury • Designer Kitchen & 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.

Private Romantic Old Florida Style Cottage

Private Romantic Cottage in flower filled garden with mature trees. Cathedral ceiling, fireplace, full kitchen, large shower with two shower heads, queen bed, lots of off street parking, two large decks, outdoor shower, maple wood floor. A perk: Free parking Spot Close to Downtown included at a different property. You have this entire property to yourself. In the serene Historic Fullerwood Neighborhood. Beautiful architectural details make this a memorable place to stay. Perfect for couples.

Comfortable and Gently Disney.

Take it easy at this unique and tranquil getaway. Whether you're here for a short stay or here to explore.... There's something for the princess at heart and for the adventurer. There's a comfortable hybrid mattress for two plus an extra memory foam mattress for two and a tent with a crib size memory foam pillow. Kitchenette is nicely equipped. A fireplace for ambiance under the TV. The bathroom has all the necessities with a walk-in shower. Relax on the patio under the sun and stars.

Florida Love: Hottub, 5 Min to St Aug Plaza, Beach

"Casa de Leon” Conveniently located from both historic downtown St Augustine(1 mile!!) and the beaches. 3 King size beds and 2 queens - comfortable sleep 10 adults! Lots of extras - firepit, hot tub, grill, hammock, beach towels, boogie boards, private, fenced backyard great for dogs! Open spacious kitchen with new appliances and gorgeous leather finish stone island! Enjoy a unique immersive experience embracing our city's charm and create lasting memories. Outdoor shower with hot water!

Old Town "Cincinnati"

This plush and artsy Uptown studio (“The Cincinnati”) has a King bed and can sleep a third on its futon! It is just a few blocks to uptown restaurants and shops, and walking distance to the "old town" shopping, dining and historical sites. You will love the artistic euro decor, updated stylish bathroom, easy location, historic neighborhood, easy free parking, 40-amp EV charging in the back, magical outdoor spaces, the comfy HUGE bed and Complimentary coffee and tea! Dog fee of $25 cash

132C Luxurious Relaxing Elegance at Casa de Flora🚭

This is such a beautiful and relaxing apartment for adults and children age 12 and up . There are lots of windows that flood the rooms with natural light. Much of the art work represents St Augustine. The furniture is comfortable and beautiful. The beds have freshly pressed linens for a wonderful night’s rest. The kitchen is set up so that coffee can be easily accessed even if someone is cooking or using the sink. It’s stocked with beautiful bar glasses and bar ware. You’ll LOVE it !

Cozy Uptown Guest House

Located within the historic Fullerwood neighborhood in Uptown St. Augustine is this charming guest house perfect for couples, families or small groups. Inside you will find spacious living, a modern kitchen, a king bedroom with a workspace and ensuite, while outside is a patio with alfresco dining, a grill, fire pit and coveted off-street parking. Stay just a short drive or bike ride into town and Vilano Beach, with coffee and restaurants within walking distance.

1mi to Downtown, 3BR, 7BD, Arcade Games

New home with 3 bedrooms (each with large bed and a trundle underneath and a sleeper sofa in the master) and 2 full bathrooms (large, tile showers, extra towels). Right off of King Street and 1 mi from downtown St Augustine. Large Smart TV in living room with retro video game system, an Xbox 1S with bluray, and a full-size arcade game in Living Room with a dozen games. Full ping pong table in garage, screen room with grill and table. Meticulously cared for.

Historic House of Love

Step back in time at Historic Casa De Amor, a charming apartment nestled in the heart of St. Augustine, Florida. This beautifully appointed two-bedroom apartment offers a perfect blend of historic charm and modern comfort. Enjoy amenities like a fully equipped kitchen, relaxing patio, and convenient access to the beach. Explore nearby attractions, from historical sites to vibrant downtown, and create unforgettable memories in this ideal getaway.

Fun & Artsy 3BR/2BACottage in Downtown St. Aug

Discover serenity in this charming, hidden gem nestled in a quaint downtown neighborhood. A short stroll will lead you to vibrant festivals at Francis Field and St. Augustine's finest dining, bars, tours, and more. Art, music, and local culture are woven into the very fabric of this locale. Whether you're unwinding with a movie, savoring morning coffee in the backyard, or lounging on the front patio, we've curated the perfect escape.

Quiet Villa

Nestled just across the Bridge of Lions on Anastasia Island, this peaceful retreat welcomes you in. Newly renovated duplex, the space is fresh, open and natural light pours in providing a tranquil feel. Centrally located, the site is a short walk over the bridge to Historic downtown or stay on the island where nearby restaurants, Lighthouse Park, Alligator Farm and Anastasia State Park await your visit.